2-Amino-5-cyanobenzene-1-sulfonamide → (E)-5-Cyano-2-(2-(3,4-dichlorophenyl)vinylsulfonamido)benzenesulfonamide

HRID 2283338Notes

Reaction equation

HRID 2283338 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[N:9])=[CH:4][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]>>[C:8]([C:5]1[CH:6]=[CH:7][C:2]([NH:1][S:24](/[CH:23]=[CH:22]/[C:17]2[CH:18]=[CH:19][C:20]([Cl:21])=[C:15]([Cl:14])[CH:16]=2)(=[O:26])=[O:25])=[C:3]([S:10]([NH2:13])(=[O:11])=[O:12])[CH:4]=1)#[N:9]

Participants

3

Reactant 2

HCID 223239942-Amino-5-cyanobenzene-1-sulfonamideHCID 22719686(E)-2-(3,4-dichlorophenyl)ethenesulfonyl chloride

Product 1

HCID 57751070(E)-5-Cyano-2-(2-(3,4-dichlorophenyl)vinylsulfonamido)benzenesulfonamide

Procedure

The title compound was synthesized as described for Example 194 a), starting from 2-amino-5-cyanobenzenesulfonamide and (E)-2-(3,4-dichlorophenyl)ethenesulfonyl chloride (1.5 equiv.). Purification by column chromatography, using chloroform/methanol (95:5-9:1) as the eluent.

Workup

  1. customPurification by column chromatography

Sources & evidence

ORD record
ord-1653e98925294ddc8ebb38caa23375d3
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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