1,3-dimethyl-4-nitro-1H-pyrazole-5-carbonitrile → 4-Amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile

HRID 979053

Reaction equation

HRID 979053 reaction equation
[CH3:1][N:2]1[C:6]([C:7]#[N:8])=[C:5]([N+:9]([O-])=O)[C:4]([CH3:12])=[N:3]1>CO.[Ni]>[CH3:1][N:2]1[C:6]([C:7]#[N:8])=[C:5]([NH2:9])[C:4]([CH3:12])=[N:3]1

Participants

4

Reactant 1

HCID 965071,3-dimethyl-4-nitro-1H-pyrazole-5-carbonitrile

Product 1

HCID 123358164-Amino-1,3-dimethyl-1H-pyrazole-5-carbonitrile

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Two-hundred and seventy-two g of 1,3-dimethyl-4-nitro-5-cyano-pyrazole was subjected to catalytic hydrogenation in methanol using a Raney nickel catalyst. The catalyst was filtered away and the filtrate concentrated. The product solidified, mp 109°-111° C.

Workup

  1. filtrationThe catalyst was filtered away
  2. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-80572243f85a460c9c65208bd90fc4a8
Source dataset
uspto-grants-1987_05
Patent number
US04666908

Linked notes

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