Benzenesulfonyl chloride, 3,4-dichloro- → 3,4-dichloro-N-[5-chloro-2-(methylthio)phenyl]benzenesulfonamide

Reaction equation

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

Participants

Reactant 2

HCID 7383Benzenesulfonyl chloride, 3,4-dichloro-

HCID 679728505-Chloro-2-(methylsulfinyl)aniline2×

Product 1

HCID 679722173,4-dichloro-N-[5-chloro-2-(methylthio)phenyl]benzenesulfonamideYield 21.4%

Procedure

Following General Procedure B, the title compound (52 mg, 21%) was prepared from 5-chloro-2-(methylsulfinyl)aniline (Intermediate 2) (120 mg, 0.635 mmol) and 3,4-dichlorobenzene-1-sulfonyl chloride (156 mg, 0.635 mmol).

Sources & evidence

ORD record: ord-a6728c0286504da2934217103634da1f
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08822530B2

Reaction notes

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