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Ammonia → 5-Amino-1-(4-methoxyphenyl)-1H-pyrazole-4-carboxamide

HRID 2073770
Notes
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Reaction equation

HRID 2073770 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([NH2:14])=[C:12]([C:15]#[N:16])[CH:11]=[N:10]2)=[CH:5][CH:4]=1.N.S(=O)(=O)(O)[OH:19]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[C:13]([NH2:14])=[C:12]([C:15]([NH2:16])=[O:19])[CH:11]=[N:10]2)=[CH:7][CH:8]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 27638735-amino-1-(4-methoxyphenyl)-1H-pyrazole-4-carbonitrile

Product 1

HCID 198559845-Amino-1-(4-methoxyphenyl)-1H-pyrazole-4-carboxamide

Procedure

1.5 g of 1-(4-methoxyphenyl)-5-amino-4-pyrazolecarbonitrile were stirred at 10°-15° C. with 10 ml of concentrated sulphuric acid until all of the solid had dissolved. The mixture was poured on to 60 g of crushed ice and made basic with concentrated ammonia solution. The precipitated product was filtered off, washed with water and recrystallized from ethanol to give 900 mg of 1-(4-methoxyphenyl)-5-amino-4-pyrazolecarboxamide of melting point 213°-215° C.

Workup

  1. dissolutionhad dissolved
  2. filtrationThe precipitated product was filtered off
  3. washwashed with water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-8979bfc7eee142d5864702dafaa6eb35
Source dataset
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04920119

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes