Synthesis of 5-aminotetrazole

Preparation of 5-aminotetrazole

Preparation of 5-aminotetrazole

Preparation of 5-aminotetrazole

68 grams of aminoguanidine bicarbonate are slowly added with stirring to a solution of 200 ml of 32% nitric acid. Neutralization reaction takes place and carbon dioxide is evolved.  To the prepared aminoguanidine nitrate solution slowly 90-100 ml 35% of sodium nitrite solution drop-wise are added. During the addition of sodium nitrite the temperature should not exceed 30-35° C. At the end of diazotization solution color changes to the brow-red. Then to the reaction mixture while stirring 58 grams of sodium carbonate are added portion-wise. The flask is connected to reflux condenser and the reaction mixture is heated 4 hours. The hot solution is neutralized with 30% sulfuric acid and on cooling 5-aminotetrazole crystallizes. The obtained 5-aminotetrazole crystals are washed with small amount of water and recrystallized from hot water, or water and ethanol mixture. Pure 5-aminotetrazole melts at 199-201° C.

Инициирующие взрывчатые вещества и средства инициирования, Бубнов П.Ф. , 1940, 308.

IUPAC Name

2H-tetrazol-5-amine

InChI

InChI=1S/CH3N5/c2-1-3-5-6-4-1/h(H3,2,3,4,5,6)

InChI Key

ULRPISSMEBPJLN-UHFFFAOYSA-N

Canonical SMILES

C1(=NNN=N1)N

MeSH Synonyms

5-amino tetrazole, 5-amino-1H-tetrazole, 5-aminotetrazole

Depositor-Supplied Synonyms

5-Aminotetrazole, 5-AMINO-1H-TETRAZOLE, 1H-Tetrazol-5-amine, Aminotetrazole, 4418-61-5, 2H-Tetrazol-5-amine, 1H-Tetrazole, 5-amino-, 5-Amino-1,2,3,4-tetrazole, Tetrazol-5-ylamine, 5-Amino tetrazole, 1H-TETRAZOL-5-YLAMINE, NSC 3004, ULRPISSMEBPJLN-UHFFFAOYSA-N, EINECS 224-581-7, 1H-1,2,3,4-tetraazole-5-ylamine, 1H-1,2,3,4-TETRAZOL-5-AMINE, AI3-23021, 5378-49-4, amino tetrazole, 5-Tetrazolamine, 5-amino-tetrazole, PubChem9131, Tetrazole, 5-amino-, 1H-tetrazole-5-amine, 5-Amino-2H-tetrazole, 5-AMINOTERAZOLE, 2H-tetrazol-5-ylamine, 5-amino-1 H-tetrazole, 5-amino-1-H-tetrazole, AC1L2GBG, ACMC-1AH2J, 5-Amino-1,3,4-tetrazole, KSC236C6R, 550728_ALDRICH, AC1Q538G, CTK1D6168, 5-amino-1, 2,3,4-tetrazole, NSC3004, MolPort-000-000-354, ACT05758, NSC-3004, 5-Amino-1H-1,2,3,4-tetrazole, ANW-30068, BBL012169, SBB004398, STL163513, AKOS000291380, AM90362, NE10388, RP18428, KB-41695, ST070929, U590, AB1001669, DB-000389, LS-149081, RT-003289, TL8003081, 9076P, A0427, EU-0000391, FT-0620027, A31770, S05-0078, T7105930, 167101-82-8, 174423-13-3, 29212-86-0, 29212-87-1, 76720-24-6

Removed Synonyms

CID20467, CB10027, H0859, T1137

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