m-Chloroperbenzoic acid → HCID 86628948, compound

HRID 253331Notes

Reaction equation

HRID 253331 reaction equation
[F:1][C:2]([F:59])([F:58])[C:3]([NH:5][C:6]1[N:10]([C:11]2[C:12]([F:53])=[CH:13][C:14]([CH3:52])=[C:15]([CH:17]([S:22][CH:23]([C:28]3[CH:33]=[C:32]([N:34]4[C:38]([NH:39][C:40](=[O:45])[C:41]([F:44])([F:43])[F:42])=[N:37][C:36]([C:46]([F:49])([F:48])[F:47])=[N:35]4)[C:31]([F:50])=[CH:30][C:29]=3[CH3:51])[C:24]([F:27])([F:26])[F:25])[C:18]([F:21])([F:20])[F:19])[CH:16]=2)[N:9]=[C:8]([C:54]([F:57])([F:56])[F:55])[N:7]=1)=[O:4].ClC1C=CC=C(C(OO)=[O:68])C=1>C(Cl)(Cl)Cl>[F:42][C:41]([F:44])([F:43])[C:40]([NH:39][C:38]1[N:34]([C:32]2[C:31]([F:50])=[CH:30][C:29]([CH3:51])=[C:28]([CH:23]([S:22]([CH:17]([C:15]3[CH:16]=[C:11]([N:10]4[C:6]([NH:5][C:3](=[O:4])[C:2]([F:1])([F:58])[F:59])=[N:7][C:8]([C:54]([F:55])([F:56])[F:57])=[N:9]4)[C:12]([F:53])=[CH:13][C:14]=3[CH3:52])[C:18]([F:21])([F:20])[F:19])=[O:68])[C:24]([F:27])([F:26])[F:25])[CH:33]=2)[N:35]=[C:36]([C:46]([F:47])([F:48])[F:49])[N:37]=1)=[O:45]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 86628947HCID 86628947, compound

Product 1

HCID 86628948HCID 86628948, compoundYield 73.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.8 g of [5-(5-trifluoroacetylamino-3-trifluoromethyl-1,2,4-triazolyl)-4-fluoro-2-methylphenyl]2,2,2-trifluoroethyl sulfide was dissolved in 50 ml of chloroform, and 0.3 g of m-chloroperbenzoic acid was added at 0° C., followed by stirring at room temperature for 1 hour. The solvent was distilled off under reduced pressure, and the obtained solid was purified by column chromatography (eluent ethyl acetate:hexane=1:1) to obtain 0.6 g of [5-(5-trifluoroacetylamino-3-trifluoromethyl-1,2,4-triazolyl)-4-fluoro-2-methylphenyl]2,2,2-trifluoroethyl sulfoxide as a pale yellow powder (melting point 233 to 237° C.).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe obtained solid was purified by column chromatography (eluent ethyl acetate:hexane=1:1)

Sources & evidence

ORD record
ord-39bc39f13106474e8d017d5a08a861b1
Source dataset
uspto-grants-2011_01
Patent number
US07872036B2

Reaction notes

Loading…