Ammonia → 5-Amino-1-phenyl-4-pyrazolecarboxamide

HRID 2073772

Reaction equation

HRID 2073772 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[CH:4][C:3]=1[C:13]#[N:14].N.S(=O)(=O)(O)[OH:17]>>[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[CH:4][C:3]=1[C:13]([NH2:14])=[O:17]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 792565-Amino-1-phenyl-1H-pyrazole-4-carbonitrile

Product 1

HCID 18025-Amino-1-phenyl-4-pyrazolecarboxamide

Procedure

9 g of 5-amino-1-phenyl-4-pyrazolecarbonitrile were stirred at 10°-15° C. with 40 ml of concentrated sulphuric acid until all of the solid had dissolved. The mixture was poured on to 150 g of crushed ice and made basic with concentrated ammonia solution. The precipitated product was filtered off and purified by chromatography on silica gel using 5% methanol in ethyl acetate for the elution. There were obtained 5.8 g of 5-amino-1-phenyl-4-pyrazolecarboxamide. A sample recrystallized from water melted at 163°-165° C.

Workup

  1. dissolutionhad dissolved
  2. filtrationThe precipitated product was filtered off
  3. custompurified by chromatography on silica gel using 5% methanol in ethyl acetate for the elution

Sources & evidence

ORD record
ord-ea479bb69b3c4b4a848964ade029d044
Source dataset
uspto-grants-1990_04
Patent number
US04920119

Linked notes

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