2-Amino-4-methylbenzenesulfonamide → (E)-2-(2-(4-Chloro-2-methoxyphenyl)vinylsulfonamido)-4-methylbenzenesulfonamide

HRID 2283340Notes

Reaction equation

HRID 2283340 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[S:9]([NH2:12])(=[O:11])=[O:10].[Cl:13][C:14]1[CH:19]=[CH:18][C:17](/[CH:20]=[CH:21]/[S:22](Cl)(=[O:24])=[O:23])=[C:16]([O:26][CH3:27])[CH:15]=1>>[Cl:13][C:14]1[CH:19]=[CH:18][C:17](/[CH:20]=[CH:21]/[S:22]([NH:1][C:2]2[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=2[S:9]([NH2:12])(=[O:10])=[O:11])(=[O:23])=[O:24])=[C:16]([O:26][CH3:27])[CH:15]=1

Participants

3

Reactant 2

HCID 114365382-Amino-4-methylbenzenesulfonamideHCID 22711054(E)-2-(4-chloro-2-methoxyphenyl)ethenesulfonyl chloride

Product 1

HCID 57750912(E)-2-(2-(4-Chloro-2-methoxyphenyl)vinylsulfonamido)-4-methylbenzenesulfonamideYield 69%

Procedure

The title compound was synthesized as described for Example 194 a) in 69% yield, starting from 2-amino-4-methylbenzenesulfonamide and (E)-2-(4-chloro-2-methoxyphenyl)ethenesulfonyl chloride (1.5 equiv.). Purification by column chromatography, using chloroform/methanol (95:5) as the eluent.

Workup

  1. customPurification by column chromatography

Sources & evidence

ORD record
ord-1d0613668a3a4cd3bf37e921ba4566bb
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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