Synthesis of 3-nitro-1,2,4-triazole

Preparation of 3-nitro-1,2,4-triazole

Preparation of 3-nitro-1,2,4-triazole

Preparation of 3-nitro-1,2,4-triazole

A solution of 1.68 g (0.02 mole) of 3-amino-1,2,4-triazole in 16 ml of glacial acetic acid was added to 1.6 g (0.023 mole) of sodium nitrite in 7 ml of concentrated sulfuric acid at 0 to -5° C. After 5 min, 50 ml of water was added dropwise at a temperature not exceeding 0° C, and the resulting solution was added to 200 ml of 10% sodium nitrite at 45-50° C. After heating for 1 hour at 45° C, the solution was acidified with sulfuric acid until oxides of nitrogen were no longer evolved, treated with urea to destroy remaining dissolved oxides of nitrogen, and extracted with ethyl acetate. After removal of the ethyl acetate, the 3-nitro-1, 2, 4-triazole was crystallized from methanol yielding 1.3 g (57% yield) of final product.

Khimiya Geterotsiklicheskikh Soedinenii, Vol. 6, No. 2, 259-264, 1970.

IUPAC Name

5-nitro-1H-1,2,4-triazole

InChI

InChI=1S/C2H2N4O2/c7-6(8)2-3-1-4-5-2/h1H,(H,3,4,5)

InChI Key

KUEFXPHXHHANKS-UHFFFAOYSA-N

Canonical SMILES

C1=NNC(=N1)[N+](=O)[O-]

Depositor-Supplied Synonyms

3-Nitro-1,2,4-triazole, 24807-55-4, 3-Nitro-1H-1,2,4-triazole, s-Triazole, 3-nitro-, 3-nitro-4H-1,2,4-triazole, 5-nitro-1H-1,2,4-triazole, 5-Nitro-1H-[1,2,4]triazole, KUEFXPHXHHANKS-UHFFFAOYSA-N, 3-Nitro-[1,2,4]TRIAZOLE, 1H-1,2,4-Triazole, 3-nitro-, NSC133107, zlchem 554, 3-Nitro-1,4-triazole, AC1L3KCX, AC1Q1Y8V, 3-nitro-1,2,4 triazole, SCHEMBL45065, KSC206S7J, 241792_ALDRICH, AC1Q1Y91, 3-nitro-2H-1,2,4-triazole, 1H-1,4-Triazole, 3-nitro-, CTK1A6974, CTK5I4308, KUEFXPHXHHANKS-UHFFFAOYSA-, ZLC0419, MolPort-000-844-008, MolPort-001-761-231, 3-Nitro-4H-[1,2,4]triazole, BB_SC-3899, STR07085, ZERO/000076, EINECS 246-468-1, ANW-25538, BBL010181, CN-070, MFCD00276728, SBB001521, STK397333, AKOS000307934, AKOS009156952, AKOS015922366, AKOS024047101, AN-8132, MCULE-3707390029, NSC-133107, PS-5276, RP19118, RTC-063957, VZ27134, 1H-1,2,4-Triazole,3-nitro-(9CI), AK-45916, BC224323, BR-45916, KB-32912, SC-09244, ST091171, AB0011973, AB1011501, DB-005305, DB-017755, KB-183789, LS-192866, ST2410813, TC-063957, AM20090280, FT-0601277, FT-0616214, N0477, EN300-45286, A817501, I14-1597, T7100905, 3B3-002091, InChI=1/C2H2N4O2/c7-6(8)2-3-1-4-5-2/h1H,(H,3,4,5)

Removed Synonyms

null, CID90614, M-3586

Share This

Leave a Reply

Your email address will not be published. Required fields are marked *