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

HRID 257316Notes

Reaction equation

HRID 257316 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([F:13])=[C:11]([F:14])[C:10]([C:15]([F:18])([F:17])[F:16])=[C:9]([F:19])[C:8]=2[F:20])[N:5]=[CH:4][CH:3]=1.[C:21](OC(=O)C)(=[O:23])[CH3:22]>C(O)(=O)C>[F:20][C:8]1[C:9]([F:19])=[C:10]([C:15]([F:18])([F:17])[F:16])[C:11]([F:14])=[C:12]([F:13])[C:7]=1[N:6]1[C:2]([NH:1][C:21]([CH3:22])=[O:23])=[CH:3][CH:4]=[N:5]1

Participants

4

Reactant 2

HCID 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-methylcarbonylaminopyrazole

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 7.48 grams (0.0250 mole) of 5-amino-1-(2,3,5,6-tetrafluoro-4-trifluoromethylphenyl)pyrazole, 21.0 mL of glacial acetic acid, and 3.1 mL of acetic anhydride was stirred at room temperature for approximately 18 hours. The reaction mixture was poured into 100 mL of ice-water, forming a white precipitate. This solid was collected by filtration and washed in succession with dilute acetic acid and water. The washed solid was dried to yield 8.1 grams of 1-(2,3,5,6-tetrafluoro-4-trifluoromethylphenyl)-5-methylcarbonylaminopyrazole, m.p. 103°-105° C. The nmr spectrum was consistent with the proposed structure.

Workup

  1. customforming a white precipitate
  2. filtrationThis solid was collected by filtration
  3. washwashed in succession with dilute acetic acid and water
  4. customThe washed solid was dried

Sources & evidence

ORD record
ord-49d7430d60854a01a73e630db9b5de43
Source dataset
uspto-grants-1993_11
Patent number
US05262382

Reaction notes

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