4-Chloro-3-(trifluoromethyl)benzenesulfonyl Chloride → N-[2-(benzylsulfanyl)-5-chlorophenyl]-4-chloro-3-(trifluoromethyl)benzenesulfonamide

HRID 520933Notes

Reaction equation

HRID 520933 reaction equation
[CH2:1]([S:8][C:9]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:10]=1[NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][C:19]=1[C:28]([F:31])([F:30])[F:29]>>[CH2:1]([S:8][C:9]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:10]=1[NH:11][S:24]([C:21]1[CH:22]=[CH:23][C:18]([Cl:17])=[C:19]([C:28]([F:31])([F:29])[F:30])[CH:20]=1)(=[O:26])=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 27807194-Chloro-3-(trifluoromethyl)benzenesulfonyl ChlorideHCID 126182102-(Benzylthio)-5-chloroaniline

Product 1

HCID 71738699N-[2-(benzylsulfanyl)-5-chlorophenyl]-4-chloro-3-(trifluoromethyl)benzenesulfonamideYield 80.3%

Procedure

Following General Procedure B, the title compound (890 mg, 80%) was prepared from 2-(benzylthio)-5-chloroaniline (560 mg, 2.25 mmol) and 4-chloro-3-(trifluoromethyl)benzene-1-sulfonyl chloride (628 mg, 2.25 mmol).

Sources & evidence

ORD record
ord-9dc10e119331458a924b2e961e1c2988
Source dataset
uspto-grants-2016_05
Patent number
US09328067B2

Reaction notes

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