(E)-2-(3,4-dichlorophenyl)ethenesulfonyl chloride → (E)-2-(2-(3,4-Dichlorophenyl)vinylsulfonamido)-4,6-difluorobenzenesulfonamide

HRID 2283337Notes

Reaction equation

HRID 2283337 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[C:3]=1[S:10]([NH2:13])(=[O:12])=[O:11].[Cl:14][C:15]1[CH:16]=[C:17](/[CH:22]=[CH:23]/[S:24](Cl)(=[O:26])=[O:25])[CH:18]=[CH:19][C:20]=1[Cl:21]>>[Cl:14][C:15]1[CH:16]=[C:17](/[CH:22]=[CH:23]/[S:24]([NH:1][C:2]2[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[C:3]=2[S:10]([NH2:13])(=[O:12])=[O:11])(=[O:26])=[O:25])[CH:18]=[CH:19][C:20]=1[Cl:21]

Participants

3

Reactant 2

HCID 22719686(E)-2-(3,4-dichlorophenyl)ethenesulfonyl chlorideHCID 231042292-Amino-4,6-difluorobenzenesulfonamide

Product 1

HCID 57751001(E)-2-(2-(3,4-Dichlorophenyl)vinylsulfonamido)-4,6-difluorobenzenesulfonamideYield 49%

Procedure

The title compound was synthesized as described for Example 194 a) in 49% yield, starting from 2-amino-4,6-difluorobenzenesulfonamide 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-d48d2c8f5ed1437cb381649be600fe7e
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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