4-Chloro-3-(trifluoromethyl)benzenesulfonyl Chloride → 3-{[4-chloro-2-({[4-chloro-3-(trifluoromethyl)phenyl]sulfonyl}amino)phenyl]sulfanyl}-N,N-diethylpropanamide

HRID 520957Notes

Reaction equation

HRID 520957 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9][CH2:10][CH2:11][C:12]([N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])=[O:13].[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][C:21]=1[C:30]([F:33])([F:32])[F:31]>N1C=CC=CC=1>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([S:9][CH2:10][CH2:11][C:12]([N:14]([CH2:15][CH3:16])[CH2:17][CH3:18])=[O:13])=[C:2]([NH:1][S:26]([C:23]2[CH:24]=[CH:25][C:20]([Cl:19])=[C:21]([C:30]([F:33])([F:31])[F:32])[CH:22]=2)(=[O:28])=[O:27])[CH:7]=1

Participants

4

Reactant 2

HCID 27807194-Chloro-3-(trifluoromethyl)benzenesulfonyl ChlorideHCID 866909943-((2-amino-4-chlorophenyl)thio)-N,N-diethylpropanamide

Product 1

HCID 717382033-{[4-chloro-2-({[4-chloro-3-(trifluoromethyl)phenyl]sulfonyl}amino)phenyl]sulfanyl}-N,N-diethylpropanamideYield 85%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Following General Procedure B, the title compound (999 mg, 85%) was prepared from 3-((2-amino-4-chlorophenyl)thio)-N,N-diethylpropanamide (635 mg, 2.22 mmol) and 4-chloro-3-(trifluoromethyl)benzene-1-sulfonyl chloride (619 mg, 2.22 mmol) in pyridine (6 ml).

Sources & evidence

ORD record
ord-739dc6487ffd40d984f2c8e5ee22f30a
Source dataset
uspto-grants-2016_05
Patent number
US09328067B2

Reaction notes

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