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5-Aminotetrazole is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

4418-61-5

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4418-61-5 Usage

Chemical Properties

White Crystalline powder

Uses

organic intermediate

Hazard

Moderately toxic. An unstable material; explodes with KOH.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 4418-61-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,1 and 8 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 4418-61:
(6*4)+(5*4)+(4*1)+(3*8)+(2*6)+(1*1)=85
85 % 10 = 5
So 4418-61-5 is a valid CAS Registry Number.
InChI:InChI=1/CH3N5/c2-1-3-5-6-4-1/h(H3,2,3,4,5,6)

4418-61-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Amino-1H-Tetrazole

1.2 Other means of identification

Product number -
Other names 5-Amino-1H-tetrazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4418-61-5 SDS

4418-61-5Synthetic route

aminoguanidine bicarbonate
2582-30-1

aminoguanidine bicarbonate

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
Stage #1: aminoguanidine bicarbonate With hydrogenchloride; sodium nitrite In water at 10℃; for 0.5h;
Stage #2: With sodium carbonate In water at 85℃; for 3h;
97.6%
Stage #1: aminoguanidine bicarbonate With sulfuric acid; sodium nitrite at 4 - 10℃; for 0.5h; pH=2.5;
Stage #2: With ammonia at 88℃; for 3h; pH=8.7; Temperature; pH-value; Reagent/catalyst;
78.2%
CYANAMID
420-04-2

CYANAMID

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
With sodium azide; triethylamine hydrochloride In toluene at 110℃;93%
With sodium azide; triethylamine hydrochloride In toluene at 110℃;93%
With sodium azide; triethylamine hydrochloride In toluene at 110℃;93%
Stage #1: CYANAMID With sodium azide; iodine In N,N-dimethyl-formamide for 6h; Reflux;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃;
69.2%
With hydrogen azide; nitric acid at 20℃;
N,1-ditrityl-1H-tetrazol-5-amine

N,1-ditrityl-1H-tetrazol-5-amine

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
Stage #1: N,1-ditrityl-1H-tetrazol-5-amine With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With chloro-trimethyl-silane In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere;
Stage #3: With naphthalene; lithium In tetrahydrofuran at -78℃; for 4h; Inert atmosphere;
93%
Stage #1: N,1-ditrityl-1H-tetrazol-5-amine With methanol; indium In tetrahydrofuran at 78℃; for 4h;
Stage #2: With hydrogenchloride In water at 20℃;
93%
With methanol; zinc In tetrahydrofuran for 11h; Reflux;87%
N-Cyanoguanidine
127099-85-8, 780722-26-1

N-Cyanoguanidine

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
Stage #1: N-Cyanoguanidine With hydrogenchloride; sodium azide; water; pyridine hydrochloride at 90℃; for 12h;
Stage #2: With sodium hydroxide In water at 20℃;
89%
With sodium azide; ammonium chloride In N,N-dimethyl-formamide at 130℃; for 8h; Reagent/catalyst; Autoclave;78%
Stage #1: N-Cyanoguanidine With sodium azide In water at 65℃; for 1h;
Stage #2: With hydrogenchloride In water at 65 - 70℃; for 6h;
73%
methanol
67-56-1

methanol

2-<((5-amino-1H-tetrazol-1-yl)carbonyl)amino>benzoic acid methyl ester
110919-50-1

2-<((5-amino-1H-tetrazol-1-yl)carbonyl)amino>benzoic acid methyl ester

A

5-aminotetrazole
4418-61-5

5-aminotetrazole

B

methyl 2-((methoxycarbonyl)amino)benzoate
7143-42-2

methyl 2-((methoxycarbonyl)amino)benzoate

Conditions
ConditionsYield
for 2h; Heating;A n/a
B 88%
C7H6ClN7
93680-29-6

C7H6ClN7

benzene
71-43-2

benzene

A

5-aminotetrazole
4418-61-5

5-aminotetrazole

B

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With acetic acid at 65℃; for 3h;A n/a
B 74%
C8H8ClN7
93680-34-3

C8H8ClN7

benzene
71-43-2

benzene

A

5-aminotetrazole
4418-61-5

5-aminotetrazole

B

4'-biphenyl chloride
2051-62-9

4'-biphenyl chloride

Conditions
ConditionsYield
With trifluoroacetic acid at 65℃; for 3h;A n/a
B 69%
C7H6N8O2
93680-31-0

C7H6N8O2

benzene
71-43-2

benzene

A

5-aminotetrazole
4418-61-5

5-aminotetrazole

B

1-phenyl-4-nitrobenzene
92-93-3

1-phenyl-4-nitrobenzene

Conditions
ConditionsYield
With trifluoroacetic acid at 65℃; for 3h;A n/a
B 58%
C7H6BrN7
93680-30-9

C7H6BrN7

benzene
71-43-2

benzene

A

5-aminotetrazole
4418-61-5

5-aminotetrazole

B

4-bromo-1,1'-biphenyl
92-66-0

4-bromo-1,1'-biphenyl

Conditions
ConditionsYield
With trifluoroacetic acid at 65℃; for 3h;A n/a
B 45%
C7H7N7
93680-28-5

C7H7N7

benzene
71-43-2

benzene

A

5-aminotetrazole
4418-61-5

5-aminotetrazole

B

biphenyl
92-52-4

biphenyl

Conditions
ConditionsYield
With trifluoroacetic acid at 65℃; for 3h;A n/a
B 43%
C8H9N7
93680-33-2

C8H9N7

benzene
71-43-2

benzene

A

5-aminotetrazole
4418-61-5

5-aminotetrazole

B

4-Methylbiphenyl
644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With trifluoroacetic acid at 65℃; for 3h;A n/a
B 35%
5-azido-1H-tetrazole
35038-46-1

5-azido-1H-tetrazole

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
With hydrogen sulfide Edukt 1: 5-Azido-1H-tetrazol oder dessen Kalium-Salz;
5-amino-1-benzyltetrazole
31694-90-3

5-amino-1-benzyltetrazole

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
With palladium; acetic acid Hydrogenation;
azidocarboxamidine
6930-90-1

azidocarboxamidine

ethanol
64-17-5

ethanol

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
Rate constant; in Loesungen vom pH 8.8 bis pH 9.3 bei Temperaturen von -10grad bis +1grad.Cyclisierung.;
azidocarboxamidine
6930-90-1

azidocarboxamidine

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
With ethanol
With water
diazoguanidinium nitrate

diazoguanidinium nitrate

benzoyl chloride
98-88-4

benzoyl chloride

5-aminotetrazole
4418-61-5

5-aminotetrazole

diazoguanidinium nitrate

diazoguanidinium nitrate

acetyl chloride
75-36-5

acetyl chloride

5-aminotetrazole
4418-61-5

5-aminotetrazole

1-guanyl-4--tetrazene

1-guanyl-4--tetrazene

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
With sulfuric acid
With nitric acid
5.5'-diazoaminotetrazole

5.5'-diazoaminotetrazole

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
With diluted acids
With hydrogenchloride; tin(ll) chloride
1,3-bis-(1H-tetrazol-5-yl)-triazene
56929-36-3

1,3-bis-(1H-tetrazol-5-yl)-triazene

acidified water

acidified water

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
unter Stickstoff-Entwicklung;Reaktion mit dem Natriumverbindung;
azidocarboxamidine nitrate

azidocarboxamidine nitrate

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
With ethanol; thiosemicarbazide
With ethanol; several amines
With ethanol; hydrazine derivative
guanyl-diazoguanyl-tetrazene

guanyl-diazoguanyl-tetrazene

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
With water
With sulfuric acid
With nitric acid
salt of carboxamide-imide azide

salt of carboxamide-imide azide

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
With water
With sodium acetate
With diluted acids
With ammonia
water
7732-18-5

water

3,5-Dimethylpyrazole-1-carboxamidine
22906-75-8

3,5-Dimethylpyrazole-1-carboxamidine

NaN3

NaN3

A

3,5-dimethyl-1H-pyrazole
67-51-6

3,5-dimethyl-1H-pyrazole

B

5-aminotetrazole
4418-61-5

5-aminotetrazole

Conditions
ConditionsYield
Erwaermen des Nitrats;
N-methyl-N'-(1H-tetrazol-5-yl)-urea
125708-96-5

N-methyl-N'-(1H-tetrazol-5-yl)-urea

water
7732-18-5

water

A

5-aminotetrazole
4418-61-5

5-aminotetrazole

B

methyl isocyanate
624-83-9

methyl isocyanate

hydrogenchloride
7647-01-0

hydrogenchloride

1,3-bis-(1H-tetrazol-5-yl)-triazene
56929-36-3

1,3-bis-(1H-tetrazol-5-yl)-triazene

tin dichloride

tin dichloride

A

5-aminotetrazole
4418-61-5

5-aminotetrazole

B

-hydrazine

-hydrazine

1,6-bis-(1H-tetrazol-5-yl)-hexaza-1,5-diene
68594-19-4

1,6-bis-(1H-tetrazol-5-yl)-hexaza-1,5-diene

concentrated NaOH-solution

concentrated NaOH-solution

A

5-aminotetrazole
4418-61-5

5-aminotetrazole

B

5-azido-1H-tetrazole
35038-46-1

5-azido-1H-tetrazole

C

nitrogen

nitrogen

Conditions
ConditionsYield
Zufuegen von Wasser;
(1(2)H-tetrazol-5-yl)-guanidine
66591-60-4

(1(2)H-tetrazol-5-yl)-guanidine

water
7732-18-5

water

A

5-aminotetrazole
4418-61-5

5-aminotetrazole

B

ammonia
7664-41-7

ammonia

C

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

D

nitrogen

nitrogen

Conditions
ConditionsYield
at 200℃; Zersetzung;
4-(1(2)H-tetrazol-5-yl)-tetraz-3-ene-1-carboximidic acid amide
539-57-1

4-(1(2)H-tetrazol-5-yl)-tetraz-3-ene-1-carboximidic acid amide

sulfuric acid
7664-93-9

sulfuric acid

A

5-aminotetrazole
4418-61-5

5-aminotetrazole

B

ethanedinitrile
460-19-5

ethanedinitrile

C

aminoguanidine
79-17-4

aminoguanidine

D

nitrogen

nitrogen

5-aminotetrazole
4418-61-5

5-aminotetrazole

aminotetrazolium sulfate

aminotetrazolium sulfate

Conditions
ConditionsYield
Stage #1: 5-aminotetrazole In water at 40℃;
Stage #2: With sulfuric acid In water
100%
5-aminotetrazole
4418-61-5

5-aminotetrazole

potassium 1,1,3,3-tetranitropropane-1,3-diide
32617-21-3, 142656-37-9

potassium 1,1,3,3-tetranitropropane-1,3-diide

N-(1H-tetrazol-5-yl)-3,5-dinitropyrazole

N-(1H-tetrazol-5-yl)-3,5-dinitropyrazole

Conditions
ConditionsYield
With hydrogenchloride In water; acetonitrile at 20℃; for 1.5h;100%
5-aminotetrazole
4418-61-5

5-aminotetrazole

1,1,3,3-tetra(1H-tetrazol-5-yl)propane
1036283-88-1

1,1,3,3-tetra(1H-tetrazol-5-yl)propane

5-amino-1H-tetrazol-2-ium5,5’,5’’,5’’’-(propane-1,1,3,3-tetrayl)tetratetrazol-1-ide

5-amino-1H-tetrazol-2-ium5,5’,5’’,5’’’-(propane-1,1,3,3-tetrayl)tetratetrazol-1-ide

Conditions
ConditionsYield
In methanol at 25℃; for 4h;99%
5-aminotetrazole
4418-61-5

5-aminotetrazole

Diethyl 2-bromomalonate
685-87-0

Diethyl 2-bromomalonate

diethyl (tetrazol-5-ylamino)malonate
155199-06-7

diethyl (tetrazol-5-ylamino)malonate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 48h; Ambient temperature;98.5%
5-aminotetrazole
4418-61-5

5-aminotetrazole

acetylacetone
123-54-6

acetylacetone

2-azido-4,6-dimethylpyrimidine
3611-45-8

2-azido-4,6-dimethylpyrimidine

Conditions
ConditionsYield
With copper dichloride; ascorbic acid In ethanol at 20℃; for 3h;98%
5-aminotetrazole
4418-61-5

5-aminotetrazole

1,1,1-trifluoro-4-(4-fluorophenyl)-4-methoxybut-3-en-2-one

1,1,1-trifluoro-4-(4-fluorophenyl)-4-methoxybut-3-en-2-one

5-(4-fluorophenyl)-7-trifluoromethyltetrazolo[1,5-a]pyrimidine

5-(4-fluorophenyl)-7-trifluoromethyltetrazolo[1,5-a]pyrimidine

Conditions
ConditionsYield
With hydrogenchloride In water at 120℃; for 0.2h; Wavelength; Ionic liquid; Microwave irradiation; regioselective reaction;98%
5-aminotetrazole
4418-61-5

5-aminotetrazole

para-iodoanisole
696-62-8

para-iodoanisole

1-(4-methoxyphenyl)-5-amino-1H-tetrazole
39889-78-6

1-(4-methoxyphenyl)-5-amino-1H-tetrazole

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(II) acetate monohydrate; caesium carbonate In dimethyl sulfoxide at 85℃; for 18h; regioselective reaction;98%
With 1,10-Phenanthroline; cobalt(II) chloride hexahydrate; caesium carbonate In dimethyl sulfoxide at 85℃; regioselective reaction;
5-aminotetrazole
4418-61-5

5-aminotetrazole

N-phenylbenzohydrazonoyl chloride
15424-14-3

N-phenylbenzohydrazonoyl chloride

1-[Phenyl-(phenyl-hydrazono)-methyl]-1H-tetrazol-5-ylamine
114064-78-7

1-[Phenyl-(phenyl-hydrazono)-methyl]-1H-tetrazol-5-ylamine

Conditions
ConditionsYield
With triethylamine In ethanol for 1h; Ambient temperature;97%
5-aminotetrazole
4418-61-5

5-aminotetrazole

6-methoxy-1-(1-methylethoxy)-2-naphthalenecarboxylic acid
117666-75-8

6-methoxy-1-(1-methylethoxy)-2-naphthalenecarboxylic acid

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

6-methoxy-1-(1-methylethoxy)-N-1H-tetrazol-5-yl-2-naphthalenecarboxamide

6-methoxy-1-(1-methylethoxy)-N-1H-tetrazol-5-yl-2-naphthalenecarboxamide

Conditions
ConditionsYield
With triethylamine In acetonitrile97%
5-aminotetrazole
4418-61-5

5-aminotetrazole

5-Methyl-2-(5-methyl-thien-2-yl)-1,3-thiazole-4-carboxylic acid

5-Methyl-2-(5-methyl-thien-2-yl)-1,3-thiazole-4-carboxylic acid

2-(5-methyl-thien-2-yl)-5-methyl-N-(1H-tetrazole-5-yl)-4-thiazolecarboxamide

2-(5-methyl-thien-2-yl)-5-methyl-N-(1H-tetrazole-5-yl)-4-thiazolecarboxamide

Conditions
ConditionsYield
With CDI In water; N,N-dimethyl-formamide97%
4-(4-biphenyl)-1,1,1-trifluoro-4-methoxybut-3-en-2-one
868662-39-9

4-(4-biphenyl)-1,1,1-trifluoro-4-methoxybut-3-en-2-one

5-aminotetrazole
4418-61-5

5-aminotetrazole

5-([1,1’-biphenyl]-4-yl)-7-trifluoromethyltetrazolo[1,5-a]pyrimidine

5-([1,1’-biphenyl]-4-yl)-7-trifluoromethyltetrazolo[1,5-a]pyrimidine

Conditions
ConditionsYield
With hydrogenchloride In water at 120℃; for 6h; Ionic liquid; regioselective reaction;97%
5-aminotetrazole
4418-61-5

5-aminotetrazole

para-iodoanisole
696-62-8

para-iodoanisole

N,1-bis(4-methoxyphenyl)-1H-tetrazol-5-amine
73565-26-1

N,1-bis(4-methoxyphenyl)-1H-tetrazol-5-amine

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(II) acetate monohydrate; caesium carbonate In dimethyl sulfoxide at 115℃; for 24h; regioselective reaction;97%
With 1,10-Phenanthroline; cobalt(II) chloride hexahydrate; caesium carbonate In dimethyl sulfoxide at 115℃; regioselective reaction;
5-aminotetrazole
4418-61-5

5-aminotetrazole

4-tolyl iodide
624-31-7

4-tolyl iodide

1-p-tolyl-1H-tetrazol-5-ylamine
39889-77-5

1-p-tolyl-1H-tetrazol-5-ylamine

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(II) acetate monohydrate; caesium carbonate In dimethyl sulfoxide at 85℃; for 18h; regioselective reaction;97%
With 1,10-Phenanthroline; cobalt(II) chloride hexahydrate; caesium carbonate In dimethyl sulfoxide at 85℃; regioselective reaction;
5-aminotetrazole
4418-61-5

5-aminotetrazole

2-hydroxy-3-pyridinecarboxaldehyde
36404-89-4

2-hydroxy-3-pyridinecarboxaldehyde

1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

9-(2-hydroxypyridin-3-yl)-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-one

9-(2-hydroxypyridin-3-yl)-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-one

Conditions
ConditionsYield
With polyethylene glycol (PEG)-400 at 110℃; for 0.5h; Microwave irradiation; Green chemistry;97%
5-aminotetrazole
4418-61-5

5-aminotetrazole

1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

9-cyclohexyl-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-one

9-cyclohexyl-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-one

Conditions
ConditionsYield
With polyethylene glycol (PEG)-400 at 110℃; for 0.5h; Microwave irradiation; Green chemistry;97%
5-aminotetrazole
4418-61-5

5-aminotetrazole

2-methyl-6-nitrobenzoyl chloride
66232-57-3

2-methyl-6-nitrobenzoyl chloride

2-methyl-6-nitro-N-1H-tetrazol-5-ylbenzamide
87693-22-9

2-methyl-6-nitro-N-1H-tetrazol-5-ylbenzamide

Conditions
ConditionsYield
In tetrahydrofuran; water96%
5-aminotetrazole
4418-61-5

5-aminotetrazole

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

dimedone
126-81-8

dimedone

6,6-dimethyl-9-(4-nitrophenyl)-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-one
951923-60-7

6,6-dimethyl-9-(4-nitrophenyl)-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-one

Conditions
ConditionsYield
With polyethylene glycol (PEG)-400 at 110℃; for 0.5h; Microwave irradiation; Green chemistry;96%
With sulfonated graphitic carbon nitride In ethanol at 80℃; for 4h; Green chemistry; regioselective reaction;95%
With aluminum (III) chloride In acetonitrile for 5h; Reflux;94%
at 160 - 170℃; for 0.183333h;79%
With iodine In isopropyl alcohol for 0.416667h; Reflux;70 %Chromat.
5-aminotetrazole
4418-61-5

5-aminotetrazole

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

methyl 7-methyl-5-(4-chlorophenyl)-1,5-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
367907-09-3

methyl 7-methyl-5-(4-chlorophenyl)-1,5-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate

Conditions
ConditionsYield
With aluminum (III) chloride In acetonitrile for 5h; Reflux;96%
In water at 130 - 170℃;62%
9-hydroxyxanthene
90-46-0

9-hydroxyxanthene

5-aminotetrazole
4418-61-5

5-aminotetrazole

N-(9H-xanthen-9-yl)-1H-tetrazol-5-amine
1408244-74-5

N-(9H-xanthen-9-yl)-1H-tetrazol-5-amine

Conditions
ConditionsYield
With ferric hydrogen sulphate In ethanol for 0.5h; Reflux; regioselective reaction;96%
5-aminotetrazole
4418-61-5

5-aminotetrazole

3,5-dinitro-1H-1,2,4-triazole
26621-32-9

3,5-dinitro-1H-1,2,4-triazole

[aminotetrazolinium(3,5-dinitro-1H-1,2,4-triazolate)]*H2O

[aminotetrazolinium(3,5-dinitro-1H-1,2,4-triazolate)]*H2O

Conditions
ConditionsYield
With water96%
5-aminotetrazole
4418-61-5

5-aminotetrazole

iodobenzene
591-50-4

iodobenzene

fenamole
5467-78-7

fenamole

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(II) acetate monohydrate; caesium carbonate In dimethyl sulfoxide at 85℃; for 18h; regioselective reaction;96%
With 1,10-Phenanthroline; cobalt(II) chloride hexahydrate; caesium carbonate In dimethyl sulfoxide at 85℃; Reagent/catalyst; Solvent; regioselective reaction;
5-aminotetrazole
4418-61-5

5-aminotetrazole

tert-butyl acetoacetate
1694-31-1

tert-butyl acetoacetate

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

tert-butyl 7-(4-fluorophenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate

tert-butyl 7-(4-fluorophenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate

Conditions
ConditionsYield
With polyethylene glycol (PEG)-400 at 110℃; for 0.5h; Microwave irradiation; Green chemistry;96%
5-aminotetrazole
4418-61-5

5-aminotetrazole

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

[1-(4-Fluoro-phenyl)-meth-(E)-ylidene]-(1H-tetrazol-5-yl)-amine
145181-97-1

[1-(4-Fluoro-phenyl)-meth-(E)-ylidene]-(1H-tetrazol-5-yl)-amine

Conditions
ConditionsYield
With sulfuric acid In toluene at 100 - 110℃; for 3h;95%
5-aminotetrazole
4418-61-5

5-aminotetrazole

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

ethyl N-(1H-tetrazol-5-yl)formimidate
101071-40-3

ethyl N-(1H-tetrazol-5-yl)formimidate

Conditions
ConditionsYield
In hexane for 6h; Heating;95%
5-aminotetrazole
4418-61-5

5-aminotetrazole

imidazo[1,2-a]quinoline-2-carboxylic acid
68050-43-1

imidazo[1,2-a]quinoline-2-carboxylic acid

N-(1H-tetrazol-5-yl)imidazo[1,2-a]quinoline-2-carboxamide
76577-85-0

N-(1H-tetrazol-5-yl)imidazo[1,2-a]quinoline-2-carboxamide

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide Ambient temperature; 1.) 5 h, 2.) overnight;95%
5-aminotetrazole
4418-61-5

5-aminotetrazole

5-ethyl-4-oxo-4,5-dihydro-pyrrolo[1,2-a]quinoxaline-2-carboxylic acid
69015-34-5

5-ethyl-4-oxo-4,5-dihydro-pyrrolo[1,2-a]quinoxaline-2-carboxylic acid

5-ethyl-4,5-dihydro-4-oxo-N-(1H-tetrazol-5-yl)pyrrolo[1,2-a]quinoxaline-2-carboxamide
76577-74-7

5-ethyl-4,5-dihydro-4-oxo-N-(1H-tetrazol-5-yl)pyrrolo[1,2-a]quinoxaline-2-carboxamide

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide Ambient temperature; 1.) 5 h, 2.) overnight;95%
5-aminotetrazole
4418-61-5

5-aminotetrazole

8-methoxy-imidazo[1,2-a]quinoline-2-carboxylic acid
68050-27-1

8-methoxy-imidazo[1,2-a]quinoline-2-carboxylic acid

8-methoxy-N-(1H-tetrazol-5-yl)imidazo[1,2-a]quinoline-2-carboxamide
76577-87-2

8-methoxy-N-(1H-tetrazol-5-yl)imidazo[1,2-a]quinoline-2-carboxamide

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide Ambient temperature; 1.) 5 h, 2.) overnight;95%
5-aminotetrazole
4418-61-5

5-aminotetrazole

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl N-(1H-1,2,3,4-tetraazol-5-yl)carbamate

tert-butyl N-(1H-1,2,3,4-tetraazol-5-yl)carbamate

Conditions
ConditionsYield
With iodine at 20℃; for 1.75h;95%
5-aminotetrazole
4418-61-5

5-aminotetrazole

hydrazinium 5-aminotetrazolate
58003-04-6

hydrazinium 5-aminotetrazolate

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 3h;95%

4418-61-5Relevant articles and documents

Rapidly, highly yielded and green synthesis of dihydrotetrazolo[1,5-a]pyrimidine derivatives in aqueous media using recoverable Pd (II) thiazole catalyst accelerated by ultrasonic: Computational studies

Abu-Dief, Ahmed M.,Alsoliemy, Amerah,El-Dabea, Tarek,El-Metwaly, Nashwa M.,El-Remaily, Mahmoud Abd El Aleem Ali Ali,Khalifa, Mohamed E.,Soliman, Ahmed M. M.

, (2021/07/02)

Here, we synthesized new thiazole complexes from Cu (II), Fe (III), and Pd (II) ions. Such complexes were characterized to present their chemical formulae, firstly. The octahedral geometry was suggested for the investigated complexes except Pd (II) complex (ARPTPd), which has a square-planer arrangement. ARPTPd was planned to be used as a catalyst for synthesis of dihydrotetrazolo[1,5-a]pyrimidine derivatives at mild conditions. The catalytic activity of ARPTPd complex in four-components reaction approach was deliberately monitored till it reaches the most favorable conditions. The advantages of suggested catalyst were basically summarized by using green solvent (H2O), lower reaction time, and high products yields. Also, the superiority of ARPTPd complex and ultrasonic irradiation towards synthesis of dihydrotetrazolo[1,5-a]pyrimidine derivatives was revealed compared with other Lewis acids, basic, and ionic liquid catalysts. Furthermore, the mildness of conversion and compatibility with different functional groups makes it attractive. In addition, in consecration, computational aspects were often taken according to their effect on the declaration or discrimination of variable functional characteristics. Crystal packing systems of complexes were configured to extract important surface properties. DFT study was also applied to explain the causes behind the superiorly of ARPTPd complex. Also, the optimization process for intermediates was executed to support the suggested mechanism. Finally, this simple, economical, and green catalytic procedure may be applied to the industry in future.

Preparation method of 1-tetrazole acetate

-

Paragraph 0027; 0030, (2020/07/21)

The invention relates to the field of organic synthesis, and discloses a preparation method of 1-tetrazole acetate, which comprises the following steps: 1) taking aminoguanidine carbonate as a raw material, regulating to acidity with an acid solution, cooling, dropwisely adding a sodium nitrite water solution, regulating the pH value to alkalinity, and carrying out reflux cyclization to generate 5-aminotetrazole; 2) reacting 5-aminotetrazole with chloroacetic acid under an alkaline condition to synthesize 1-acetic acid-5-aminotetrazole, and 3) finally reducing with a reducing agent to remove amino to obtain 1-tetrazole acetate. Compared with the prior art, the method provided by the invention is safer and more environment-friendly, and the obtained product has high yield and purity.

Production process of 5-aminotetrazole

-

Paragraph 0017-0024, (2021/01/15)

The invention belongs to the technical field of chemical synthesis, and particularly discloses a production process of 5-aminotetrazole, which adopts the following synthesis route: aminoguanidine bicarbonate and sulfuric acid are adopted to generate aminoguanidine sulfate; diazotization reaction is carried out on aminoguanidine sulfate and sodium nitrite to generate amidine azide sulfate; and cyclization reaction is performed on the amidine azide sulfate under the action of ammonia water to generate the 5-amino tetrazole. The path is good in safety and few in byproducts; the invention also provides a specific process flow, the process is simple, the operation is easy, and the product yield is high; according to the invention, a high-purity 5-amino tetrazole finished product is obtained bystep-by-step conversion in the diazotization process, control of the addition mode of sodium nitrite and strict control of the temperature and pH in the diazotization and cyclization reaction processes.

Facile synthesis of tetrazolo[1,5-a]pyrimidine with the aid of an effective gallic acid nanomagnetic catalyst

Maleki, Ali,Niksefat, Maryam,Rahimi, Jamal,Azadegan, Sepide

, p. 103 - 110 (2019/05/06)

The present work is the first report of nano-Fe3O4@SiO2-NH-gallic acid in multicomponent reactions as a catalyst. One-pot condensation of various aromatic aldehydes, ?-ketoesters and 5-aminotetrazole to deliver the desired tetrazolo[1,5-a]pyrimidine derivatives is investigated. It involves successful surface modification of Fe3O4@SiO2-NH2 as a potent magnetic support with a well-known natural acid which attracts considerable interests because of its applications in different sciences. This reusable magnetically separable nanocatalyst provides a convenient and reliable method for high yield tetrazole derivatives synthesis in short reaction times with wide variety range of the products and facile isolation. Acid grafting on the surface of amine-functionalized silica-coated magnetic nanoparticles confirmed by Fourier transform infrared (FT-IR) spectroscopy, thermogravimetric analysis (TGA) and energy-dispersive X-ray (EDX) analysis techniques. Structural characterization included scanning electron microscopy (SEM) images along with transmission electron microscopy (TEM) images and vibrating sample magnetometer (VSM) curve applied for morphology and magnetism type determination of the resulted nanocatalyst, respectively.

Synthesis of 5 - amino tetrazole method

-

Paragraph 0028; 0029; 0030, (2019/06/13)

Synthesis of 5 - amino tetrazole method, in order to hydrazine hydrate, lime nitrogen, sodium nitrite, inorganic acid and inorganic base as the obtained 5 - amino tetrazole. The method through the metathesis reaction, addition reaction and diazo isomerization reaction of the cyano lead lime nitrogen into the aminoguanidine, then generating aminoguandine isomerization reaction to synthesize 5 - amino tetrazole. The invention compared with the traditional method, has the following advantages: (1) price cheap raw materials as the starting raw material, synthetic product is obtained; (2) simplified 5 - amino tetrazole operation process, reduce the reaction solvent types and process the complexity of the operation, reduces the cost of material and production cost, reduces the 5 - amino tetrazole synthesis cost of, improve the market competitiveness of the product. It has high efficiency, high yield, low cost, easy operation and the like.

A 5 - substituted four nitrogen azole compound of synthetic method (by machine translation)

-

Paragraph 0016; 0017; 0019, (2019/04/04)

The invention discloses a 5 - substituted four nitrogen azole compound of synthetic method, the synthesis method of the process is as follows: to point pen in the autoclave (I) indicated by the nitrile compounds, sodium azide, nickel ferrite and carboxylic acid ammonium ion exchange resin, added with an organic solvent to the cyclization reaction, the reaction solution after the reaction is finished filter, pickling, desolvation and heavy after crystallization, as shown in formula (II) of the 5 - substituted tetrazole compounds, yield is 85 - 95%, purity ≥ 99%; Formula (I) in the formula (II), the substituent R1 Is phenyl, substituted phenyl, C1 - C3 alkyl or amino; substituted phenyl substituent is methyl, methoxy, F or nitro. The invention of 5 - substituted tetrazole compounds synthesis method, adopt the catalytic ferrous acid nickel and carboxylic acid ammonium ion exchange resin catalyst combination, the carboxylic acid [...], not only good general the reaction substrate, the reaction yield is high, and the catalyst is easily separated and recycled, the production cost is reduced and the three waste emissions. (by machine translation)

Cobalt-promoted regioselective preparation of aryl tetrazole amines

Lakshmi, Kondraganti,Babu, Manabolu Surendra,Ramachandran, Dittakavi

, (2018/04/24)

Abstract: A highly general, efficient and simple methodology for the regioselective synthesis of aryl tetrazole amines has been explored. The present method involves consecutive desulphurization and C- N cross-coupling reaction. Cheap, readily available and air stable cobalt catalyst has been used for this methodology. In addition, the substrate scope has been demonstrated. Graphical Abstract: A highly general, efficient and simple methodology for the regioselective synthesis of aryl tetrazole amines has been explored. The present method involves consecutive desulphurization and C- N cross-coupling reaction.

Temperature dependent regioselective synthesis of aryl tetrazole amines using copper source

Murthy Boddapati,Emmanuel Kola,Kesana, Surendra Babu,Bollikolla, Hari Babu

, p. 177 - 183 (2018/05/09)

One pot highly efficient and simple protocol for the construction of aryl tetrazole amines via desulphurization/substitution/electro cyclization/C-N cross coupling reactions from thiourea with the use of cheap, readily available and air stable copper sour

Production process of 5-amino tetrazole

-

Paragraph 0001, (2017/07/19)

The invention relates to a production process of 5-amino tetrazole. 5-amino tetrazole is an important chemical product. The technological process is briefed as the following: adding a certain amount of dicyanodiamide, sodium azide and excess 36.5% hydrochloric acid into a reaction kettle, carrying out condensation reaction under an aqueous phase condition fully to generate 5-amino tetrazole; then performing crystallization separation; using a 30% sodium hydroxide solution to absorb gaseous hydrazoic acid overflowing during crystallization to generate sodium azide for reuse; further conducting centrifugation on the liquid material to separate crystals and a mother solution, and outputting the mother solution as wastewater; dissolving the crystals in water, then conducting further refining to dissolve salt contained in a crude product in water, thus making preparations for the next step separation; carrying out centrifugal separation after dissolving salt in water, separating the product crystals insoluble in water from supernate, outputting the separated supernate as wastewater, drying the product crystals, and generating waste gas during drying.

A novel magnetically recyclable silver-loaded cellulose-based bionanocomposite catalyst for green synthesis of tetrazolo[1,5-a]pyrimidines

Maleki, Ali,Ravaghi, Parisa,Aghaei, Morteza,Movahed, Hamed

, p. 5485 - 5494 (2017/09/23)

5-Methyl-7-aryl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylic ester derivatives were efficiently synthesized by reaction of methyl or ethyl acetoacetate, 5-aminotetrazole (produced from 2-cyanoguanidine and sodium azide), and various aromatic aldehydes in presence of a new cellulose-based Ag-loaded magnetic bionanostructure. This protocol offers many advantages such as short reaction time, high yield, the remarkable magnetic property of the nanocomposite, and easy separation of the nanocatalyst from the reaction mixture without considerable loss of catalytic activity. Furthermore, X-ray diffraction analysis, field-emission scanning electron microscopy, and energy-dispersive X-ray (EDX) analysis were used to characterize the prepared nanocatalyst.

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