Ammonium Hydroxide → 1H-Pyrazole-5-carboxamide, 1-ethyl-3-methyl-4-nitro-

HRID 2417677Notes

Reaction equation

HRID 2417677 reaction equation
[CH2:1]([N:3]1[C:7]([C:8](Cl)=[O:9])=[C:6]([N+:11]([O-:13])=[O:12])[C:5]([CH3:14])=[N:4]1)[CH3:2].[OH-].[NH4+:16]>CC(C)=O>[CH2:1]([N:3]1[C:7]([C:8]([NH2:16])=[O:9])=[C:6]([N+:11]([O-:13])=[O:12])[C:5]([CH3:14])=[N:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 27374101-Ethyl-3-methyl-4-nitro-1H-pyrazole-5-carbonyl chloride

Product 1

HCID 12148391H-Pyrazole-5-carboxamide, 1-ethyl-3-methyl-4-nitro-Yield 95%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 108 g (0.05 mol) of 1-ethyl-3-methyl-4-nitro-pyrazole-5-carbonyl chloride [J. Med. Chem. 16 1346 (1973)] in 100 ml of acetone is added at a fast droprate to 450 ml cold concentrated ammonium hydroxide with stirring. After one hour, the mixture is filtered; the product is washed with water to give 94 g (95%) of 1-ethyl-3-methyl-4-nitropyrazole-5-carboxamide, mp 175°-177° C.

Workup

  1. filtrationthe mixture is filtered
  2. washthe product is washed with water

Sources & evidence

ORD record
ord-dd066804421849a180c9e33504d163a0
Source dataset
uspto-grants-1984_09
Patent number
US04469868

Reaction notes

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