Acetic Anhydride → HCID 86644493, compound

HRID 2404557Notes

Reaction equation

HRID 2404557 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[C:11]([S:13][CH2:14][C:15]([F:18])([F:17])[F:16])[C:10]([CH3:19])=[CH:9][C:8]=2[F:20])[N:5]=[C:4]([O:21][CH2:22][C:23]([F:32])([F:31])[C:24]([F:30])([F:29])[C:25]([F:28])([F:27])[F:26])[CH:3]=1.[C:33](OC(=O)C)(=[O:35])C>C(O)=O>[F:20][C:8]1[CH:9]=[C:10]([CH3:19])[C:11]([S:13][CH2:14][C:15]([F:17])([F:18])[F:16])=[CH:12][C:7]=1[N:6]1[C:2]([NH:1][CH:33]=[O:35])=[CH:3][C:4]([O:21][CH2:22][C:23]([F:32])([F:31])[C:24]([F:30])([F:29])[C:25]([F:26])([F:27])[F:28])=[N:5]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 86644494HCID 86644494, compound

Product 1

HCID 86644493HCID 86644493, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

1.18 g of 5-amino-1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-3-(2,2,3,3,4,4,4-heptafluorobutoxy)pyrazole was dissolved in 15 mL of formic acid, and 8mL of acetic anhydride was added under cooling with ice, followed by stirring at room temperature for 12 hours. Then, extraction with ethyl acetate was carried out, the organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and the obtained residue was purified by column chromatography (developing solvent ethyl acetate:hexane=1:2) to obtain 0.92 g of 1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-5-formylamino-3-(2,2,3,3,4,4,4-heptafluorobutoxy)pyrazole.

Workup

  1. temperatureunder cooling with ice
  2. extractionThen, extraction with ethyl acetate
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customthe obtained residue was purified by column chromatography (developing solvent ethyl acetate:hexane=1:2)

Sources & evidence

ORD record
ord-c6216f6b7e824d5381bfb81c281a840f
Source dataset
uspto-grants-2014_08
Patent number
US08802713B2

Reaction notes

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