Sulfuric Acid → HCID 10223062, compound

HRID 2253777Notes

Reaction equation

HRID 2253777 reaction equation
S(=O)(=O)(O)[OH:2].[NH2:6][C:7]1[N:11]([C:12]2[C:17]([Cl:18])=[CH:16][C:15]([C:19]([F:22])([F:21])[F:20])=[CH:14][C:13]=2[Cl:23])[N:10]=[C:9]([C:24]([F:27])([F:26])[F:25])[C:8]=1[C:28]#[N:29]>>[NH2:6][C:7]1[N:11]([C:12]2[C:17]([Cl:18])=[CH:16][C:15]([C:19]([F:20])([F:21])[F:22])=[CH:14][C:13]=2[Cl:23])[N:10]=[C:9]([C:24]([F:27])([F:26])[F:25])[C:8]=1[C:28](=[O:2])[NH2:29]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 101349005-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-3-(trifluoromethyl)-1H-pyrazole-4-carbonitrile

Product 1

HCID 10223062HCID 10223062, compound

Procedure

To stirred 80% sulphuric acid (22 ml) was added 5-amino-4-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-trifluoromethylpyrazole (3.98 g) at 80° C. After 1 hour, the cooled solution was poured onto ice and extracted with dichloromethane (3×). The combined extracts were washed with water, dried over anhydrous magnesium sulphate, filtered, and evaporated in vacuo to give a white solid. This solid was recrystallized from ethyl acetate-petroleum ether to give 5-amino-4-carbamoyl-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-trifluoromethylpyrazole (3.5 g), m.p. 169°-171° C. in the form of white crystals.

Workup

  1. additionthe cooled solution was poured onto ice
  2. extractionextracted with dichloromethane (3×)
  3. washThe combined extracts were washed with water
  4. dry with materialdried over anhydrous magnesium sulphate
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customto give a white solid
  8. customThis solid was recrystallized from ethyl acetate-petroleum ether

Sources & evidence

ORD record
ord-d46636818a18438db9ecc80e436cfe23
Source dataset
uspto-grants-1993_08
Patent number
US05232940

Reaction notes

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