Water → 1-(2,3,5,6-Tetrafluoro-4-trifluoromethylphenyl)-5-methylcarbonylaminopyrazole

HRID 2232177Notes

Reaction equation

HRID 2232177 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[NH2:8][C:9]1[N:13]([C:14]2[C:19]([F:20])=[C:18]([F:21])[C:17]([C:22]([F:25])([F:24])[F:23])=[C:16]([F:26])[C:15]=2[F:27])[N:12]=[CH:11][CH:10]=1.O>C(O)(=O)C>[C:5]([NH:8][C:9]1[N:13]([C:14]2[C:19]([F:20])=[C:18]([F:21])[C:17]([C:22]([F:25])([F:24])[F:23])=[C:16]([F:26])[C:15]=2[F:27])[N:12]=[CH:11][CH:10]=1)(=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 139337095-Amino-1-(2,3,5,6-tetrafluoro-4-trifluoromethylphenyl)pyrazole

Product 1

HCID 139337111-(2,3,5,6-Tetrafluoro-4-trifluoromethylphenyl)-5-methylcarbonylaminopyrazoleYield 87.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

250 ml (0.26 mol) of acetic anhydride are added to 60 g (0.20 mol) of 5-amino-1-(2,3,5,6-tetrafluoro-4-trifluoromethyl-phenyl)-pyrazole in 170 ml glacial acetic acid, whereupon the reaction temperature rises from 20° C. to about 35° C. The mixture is stirred at room temperature for 16 hours and then poured onto 800 ml of water. The crystalline solid which has precipitated out is filtered off with suction, washed freely with water and acetic acid and dried in vacuo. 59.8 g (87.7% of theory) of 5-acetamido-1-(2,3,5,6-tetrafluoro-4-trifluoromethyl-phenyl)-pyrazole of melting point 102° C. -104° C. are obtained.

Workup

  1. customrises from 20° C. to about 35° C
  2. customThe crystalline solid which has precipitated out
  3. filtrationis filtered off with suction
  4. washwashed freely with water and acetic acid
  5. customdried in vacuo

Sources & evidence

ORD record
ord-ab72b8dc8d414eb88c78b9936f291acc
Source dataset
uspto-grants-1988_11
Patent number
US04787930

Reaction notes

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