ChemicalBook CAS DataBase List 1-METHYL-4-NITRO-1H-PYRAZOLE-5-CARBOXAMIDE

1-METHYL-4-NITRO-1H-PYRAZOLE-5-CARBOXAMIDE synthesis

5synthesis methods

Product Name:1-METHYL-4-NITRO-1H-PYRAZOLE-5-CARBOXAMIDE
CAS Number:92534-72-0
Molecular formula:C5H6N4O3
Molecular Weight:170.13

309740-49-6 Synthesis

Methyl 1-Methyl-4-nitro-1H-pyrazole-5-carboxylate

309740-49-6
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1-METHYL-4-NITRO-1H-PYRAZOLE-5-CARBOXAMIDE

92534-72-0
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Yield:92534-72-0 95%

Reaction Conditions:

with ammonium hydroxide in tetrahydrofuran at 100; for 16 h;

Steps:

2 Step 2-2-Methyl-4-nitro-pyrazole-3-carboxamide

To a mixture of methyl 2-methyl-4-nitro-pyrazole-3-carboxylate (10.0 g, 54.0 mmol) in THF (20 mL) was added NH₃.H₂O (27.3 g, 740 mmol, 30 mL, 95%). The reaction mixture was stirred at 100° C. for 16 hours. On completion, the reaction mixture was concentrated in vacuo to give the title compound (8.80 g, 95% yield) as white solid. ¹H NMR (400 MHz, DMSO-d₆) δ 8.46 (s, 1H), 8.29 (s, 1H), 8.26 (s, 1H), 3.86 (s, 3H).

References:

US2019/192668,2019,A1 Location in patent:Paragraph 3211; 3213