Hydrogen Peroxide → 5-amino-1-tert-butyl-1H-pyrazole-4-carboxamide

HRID 619157Notes

Reaction equation

HRID 619157 reaction equation
[OH-:1].[K+].OO.[C:5]([N:9]1[C:13]([NH2:14])=[C:12]([C:15]#[N:16])[CH:11]=[N:10]1)([CH3:8])([CH3:7])[CH3:6]>O>[C:5]([N:9]1[C:13]([NH2:14])=[C:12]([C:15]([NH2:16])=[O:1])[CH:11]=[N:10]1)([CH3:8])([CH3:7])[CH3:6]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14797Potassium HydroxideHCID 27974545-amino-1-tert-butyl-1H-pyrazole-4-carbonitrile

Product 1

HCID 218460755-amino-1-tert-butyl-1H-pyrazole-4-carboxamideYield 75.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To a mixture of water (500 ml) and 85% KOH (37.91 g) at 0° C. was added 30% H2O2 (49.4 ml, 483 mmol), followed by 1-tert-butyl-5-amino-1H-pyrazole-4-carbonitrile (15.83 g, 96.5 mmol). The reaction mixture was stirred for four hours at 0° C. and then at room temperature for 1 hour. A yellow precipitate had formed which was collected by filtration and air dried to afford 13.2 g (75%) of 1-tert-butyl-5-amino-1H-pyrazole-4-carboxamide, m.p. 193-195° C.

Workup

  1. waitat room temperature for 1 hour
  2. customA yellow precipitate had formed which
  3. filtrationwas collected by filtration and air
  4. customdried

Sources & evidence

ORD record
ord-7dd37e6968a04d79bfb8c22cb5868353
Source dataset
uspto-grants-1999_09
Patent number
US05958929

Reaction notes

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