2-Chloroaniline → (E)-4-chlorostyryl-N-2-chlorophenyl Sulfonamide

Reaction equation

[Cl:1][C:2]1[CH:13]=[CH:12][C:5](/[CH:6]=[CH:7]/[S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[Cl:14][C:15]1[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=1[NH2:17]>>[Cl:1][C:2]1[CH:13]=[CH:12][C:5](/[CH:6]=[CH:7]/[S:8]([NH:17][C:16]2[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=2[Cl:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 72402-Chloroaniline

HCID 5938154(E)-2-(4-chlorophenyl)ethene-1-sulfonyl chloride

Product 1

HCID 8497324(E)-4-chlorostyryl-N-2-chlorophenyl SulfonamideYield 57.8%

Procedure

A solution of (E)-4-chlorostyrylsulfonyl chloride (10 mmol) and 2-chloroaniline (10 mmol) was subjected to General Procedure 1, part B. The title compound, melting point 107-109° C., was obtained in 57.8% yield.

Sources & evidence

ORD record: ord-800f73df7cfa4eba811c518dc6a2d9ce
Source dataset: uspto-grants-2003_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06646009B2

Reaction notes

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