Sodium Hydroxide → 5Amino-1-(2,4,6-trichlorophenyl)-1H-pyrazole-4-carboxamide

HRID 324378Notes

Reaction equation

HRID 324378 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([Cl:14])=[CH:9][C:8]=2[Cl:15])[N:5]=[CH:4][C:3]=1[C:16]#[N:17].[OH-:18].[Na+]>S(=O)(=O)(O)O>[NH2:1][C:2]1[N:6]([C:7]2[C:8]([Cl:15])=[CH:9][C:10]([Cl:14])=[CH:11][C:12]=2[Cl:13])[N:5]=[CH:4][C:3]=1[C:16]([NH2:17])=[O:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 27565655-Amino-1-(2,4,6-trichlorophenyl)-1H-pyrazole-4-carbonitrile

Product 1

HCID 112436815Amino-1-(2,4,6-trichlorophenyl)-1H-pyrazole-4-carboxamide

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a cooled concentrated sulfuric acid (10 ml) was added portionwise 5-amino-1-(2,4,6-trichlorophenyl)-1H-pyrazole-4-carbonitrile (4.000 g, 13.9 mmol) over a period of 45 minutes. The reaction mixture was allowed to stir at room temperature for 1 hour after addition. The mixture was poured over ice with stirring and the solution was neutralized with 15% NaOH in ice-bath. Precipitate formed and was filtered to give 3.57 g of yellow solid. 1H NMR (CDCl3): 5.3(brs,2H), 5.6(brs,2H), 7.5(s,2H), 7.7(s,1H)ppm.

Workup

  1. additionafter addition
  2. additionThe mixture was poured over ice
  3. stirringwith stirring
  4. customPrecipitate formed
  5. filtrationwas filtered

Sources & evidence

ORD record
ord-8468e0de96084c9d882317525b489772
Source dataset
uspto-grants-2001_04
Patent number
US06218397B1

Reaction notes

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