2-Amino-5-chlorobenzenesulphonamide → (E)-5-Chloro-2-(2-(3,4-dichlorophenyl)vinylsulfonamido)benzenesulfonamide

HRID 2283341Notes

Reaction equation

HRID 2283341 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[S:9]([NH2:12])(=[O:11])=[O:10].[Cl:13][C:14]1[CH:15]=[C:16](/[CH:21]=[CH:22]/[S:23](Cl)(=[O:25])=[O:24])[CH:17]=[CH:18][C:19]=1[Cl:20]>>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][S:23](/[CH:22]=[CH:21]/[C:16]2[CH:17]=[CH:18][C:19]([Cl:20])=[C:14]([Cl:13])[CH:15]=2)(=[O:25])=[O:24])=[C:3]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:4]=1

Participants

3

Reactant 2

HCID 122955502-Amino-5-chlorobenzenesulphonamideHCID 22719686(E)-2-(3,4-dichlorophenyl)ethenesulfonyl chloride

Product 1

HCID 57751005(E)-5-Chloro-2-(2-(3,4-dichlorophenyl)vinylsulfonamido)benzenesulfonamideYield 49%

Procedure

The title compound was synthesized as described for Example 194 a) in 49% yield, starting from 2-amino-5-chlorobenzenesulfonamide and (E)-2-(3,4-dichlorophenyl)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-5cb6d5218fc24860b04635958a6b4664
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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