1,3-dimethyl-4-nitro-1H-pyrazole-5-carboxamide → 4-amino-1,3-dimethyl-1H-pyrazole-5-carboxamide

HRID 979051

Reaction equation

HRID 979051 reaction equation
[CH3:1][N:2]1[C:6]([C:7]([NH2:9])=[O:8])=[C:5]([N+:10]([O-])=O)[C:4]([CH3:13])=[N:3]1>CO.[Ni]>[CH3:1][N:2]1[C:6]([C:7]([NH2:9])=[O:8])=[C:5]([NH2:10])[C:4]([CH3:13])=[N:3]1

Participants

4

Reactant 1

HCID 12297641,3-dimethyl-4-nitro-1H-pyrazole-5-carboxamide

Product 1

HCID 138229254-amino-1,3-dimethyl-1H-pyrazole-5-carboxamide

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Fifty g of 1,3-dimethyl-4-nitropyrazole-5-carboxamide dissolved in methanol, 2 g 50% aqueous Raney nickel added, was reduced under a hydrogen atmosphere until a 8.15 pound drop in pressure noted. The reaction mixture was filtered, the filtrate concentrated, and the crude material recrystallized in ethyl acetate to yield the product, mp. 154°-155° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentrated
  3. customthe crude material recrystallized in ethyl acetate
  4. customto yield the product, mp. 154°-155° C.

Sources & evidence

ORD record
ord-231270a024cf493e8fd62695d19e81c8
Source dataset
uspto-grants-1987_05
Patent number
US04666908

Linked notes

Loading…