Pyridine → Methyl 4-(((4-chloro-2-(4-chloro-3-(trifluoromethyl)phenylsulfonamido)phenyl)thio)methyl)benzoate

HRID 70433Notes

Reaction equation

HRID 70433 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9][CH2:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([O-:17])=[O:16])=[CH:13][CH:12]=1.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([S:27](Cl)(=[O:29])=[O:28])=[CH:23][C:22]=1[C:31]([F:34])([F:33])[F:32].N1C=CC=C[CH:36]=1>>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([S:9][CH2:10][C:11]2[CH:19]=[CH:18][C:14]([C:15]([O:17][CH3:36])=[O:16])=[CH:13][CH:12]=2)=[C:2]([NH:1][S:27]([C:24]2[CH:25]=[CH:26][C:21]([Cl:20])=[C:22]([C:31]([F:34])([F:33])[F:32])[CH:23]=2)(=[O:29])=[O:28])[CH:7]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 27807194-Chloro-3-(trifluoromethyl)benzenesulfonyl ChlorideHCID 866909934-(((2-Amino-4-chlorophenyl)thio)methyl)benzoate

Product 1

HCID 71738701Methyl 4-(((4-chloro-2-(4-chloro-3-(trifluoromethyl)phenylsulfonamido)phenyl)thio)methyl)benzoateYield 66%

Procedure

Following General Procedure B, the title compound (635 mg, 66%) was prepared from 4-(((2-amino-4-chlorophenyl)thio)methyl)benzoate (535 mg, 1.74 mmol) and 4-chloro-3-(trifluoromethyl)benzene-1-sulfonyl chloride (486 mg, 1.74 mmol) in pyridine (5 ml).

Sources & evidence

ORD record
ord-5175f67206e041ef8fbe2b11413a8217
Source dataset
uspto-grants-2014_09
Patent number
US08822530B2

Reaction notes

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