Sulfuric Acid → 5-Amino-3-methyl-1-phenyl-1H-pyrazole-4-carboxamide

HRID 68719

Reaction equation

HRID 68719 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]=[C:4]([CH3:13])[C:3]=1[C:14]#[N:15].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]=[C:4]([CH3:13])[C:3]=1[C:14]([NH2:15])=[O:17]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 2198585-amino-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile

Product 1

HCID 158367655-Amino-3-methyl-1-phenyl-1H-pyrazole-4-carboxamide

Procedure

Into a 100-mL 3-necked round-bottom flask, was placed sulfuric acid (90 mL). To the resulting mixture was then added 5-amino-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile (30 g, 151.52 mmol, 1.00 equiv), in portions at 10° C. The resulting solution was stirred overnight at room temperature. The reaction was then quenched by the addition of water/ice (100 mL). The pH value of the solution was adjusted to about 8-9 with potassium carbonate (conc.). The solids were collected by filtration, to yield 5-amino-3-methyl-1-phenyl-1H-pyrazole-4-carboxamide as a white solid.

Workup

  1. customInto a 100-mL 3-necked round-bottom flask, was placed
  2. customat 10° C
  3. customThe reaction was then quenched by the addition of water/ice (100 mL)
  4. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-e06e226395d14707bace6cb8ef042d9d
Source dataset
uspto-grants-2014_09
Patent number
US08822447B2

Linked notes

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