(E)-2-(4-chloro-2-methoxyphenyl)ethenesulfonyl chloride → (E)-N,N-Diallyl-4-(2-(4-chloro-2-methoxyphenyl)vinylsulfonamido)pyridine-3-sulfonamide

HRID 2283349Notes

Reaction equation

HRID 2283349 reaction equation
[CH2:1]([N:4]([CH2:15][CH:16]=[CH2:17])[S:5]([C:8]1[CH:9]=[N:10][CH:11]=[CH:12][C:13]=1[NH2:14])(=[O:7])=[O:6])[CH:2]=[CH2:3].[Cl:18][C:19]1[CH:24]=[CH:23][C:22](/[CH:25]=[CH:26]/[S:27](Cl)(=[O:29])=[O:28])=[C:21]([O:31][CH3:32])[CH:20]=1>>[CH2:15]([N:4]([CH2:1][CH:2]=[CH2:3])[S:5]([C:8]1[CH:9]=[N:10][CH:11]=[CH:12][C:13]=1[NH:14][S:27](/[CH:26]=[CH:25]/[C:22]1[CH:23]=[CH:24][C:19]([Cl:18])=[CH:20][C:21]=1[O:31][CH3:32])(=[O:28])=[O:29])(=[O:7])=[O:6])[CH:16]=[CH2:17]

Participants

3

Reactant 2

HCID 22711054(E)-2-(4-chloro-2-methoxyphenyl)ethenesulfonyl chlorideHCID 57750998N,N-diallyl-4-aminopyridine-3-sulfonamide

Product 1

HCID 57750940(E)-N,N-Diallyl-4-(2-(4-chloro-2-methoxyphenyl)vinylsulfonamido)pyridine-3-sulfonamideYield 50%

Procedure

The title compound was synthesized as described for Example 204 c) in 50% yield, starting from N,N-diallyl-4-aminopyridine-3-sulfonamide and (E)-2-(4-chloro-2-methoxyphenyl)ethenesulfonyl chloride. Purification by column chromatography, using chloroform/methanol (98:2) as the eluent.

Workup

  1. customPurification by column chromatography

Sources & evidence

ORD record
ord-fec509dbaaa647e499a10b6e79e7892a
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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