2-Amino-5-methylbenzenesulfonamide → (E)-2-(2-(4-Bromophenyl)vinylsulfonamido)-5-methylbenzenesulfonamide

HRID 2283330Notes

Reaction equation

HRID 2283330 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[S:9]([NH2:12])(=[O:11])=[O:10].[Br:13][C:14]1[CH:19]=[CH:18][C:17](/[CH:20]=[CH:21]/[S:22](Cl)(=[O:24])=[O:23])=[CH:16][CH:15]=1>>[Br:13][C:14]1[CH:15]=[CH:16][C:17](/[CH:20]=[CH:21]/[S:22]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=2[S:9]([NH2:12])(=[O:10])=[O:11])(=[O:24])=[O:23])=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 2455842-Amino-5-methylbenzenesulfonamideHCID 23084300(E)-2-(4-bromophenyl)ethene-1-sulfonyl chloride

Product 1

HCID 42644608(E)-2-(2-(4-Bromophenyl)vinylsulfonamido)-5-methylbenzenesulfonamideYield 96%

Procedure

The title compound was synthesized as described for Example 178 in 96% yield, starting from 2-amino-5-methylbenzenesulfonamide and (E)-2-(4-bromophenyl)ethenesulfonyl chloride (US20040186134 A1). Purification by column chromatography using a gradient of 10-50% ethyl acetate in heptane as the eluent.

Workup

  1. customPurification by column chromatography

Sources & evidence

ORD record
ord-023dcfd07f3240ec883cdb5d769e4f20
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

Loading…