2-Amino-4-methylbenzenesulfonamide → (E)-2-(2-(3,4-Dichlorophenyl)vinylsulfonamido)-4-methylbenzenesulfonamide

HRID 2283339Notes

Reaction equation

HRID 2283339 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:15]=[C:16](/[CH:21]=[CH:22]/[S:23](Cl)(=[O:25])=[O:24])[CH:17]=[CH:18][C:19]=1[Cl:20]>>[Cl:13][C:14]1[CH:15]=[C:16](/[CH:21]=[CH:22]/[S:23]([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:25])=[O:24])[CH:17]=[CH:18][C:19]=1[Cl:20]

Participants

3

Reactant 2

HCID 114365382-Amino-4-methylbenzenesulfonamideHCID 22719686(E)-2-(3,4-dichlorophenyl)ethenesulfonyl chloride

Product 1

HCID 57751111(E)-2-(2-(3,4-Dichlorophenyl)vinylsulfonamido)-4-methylbenzenesulfonamideYield 54%

Procedure

The title compound was synthesized as described for Example 194 a) in 54% yield, starting from 2-amino-4-methylbenzenesulfonamide 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-ae4885e8a7be4fec80600ae3bbeeed28
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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