4-Amino-2-chlorobenzonitrile → 3-Chloro-4-cyanobenzene-1-sulfonyl chloride

Reaction equation

FC1C=CC([S:8]([Cl:11])(=[O:10])=[O:9])=CC=1OC.N[C:15]1[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[C:17]([Cl:23])[CH:16]=1>>[Cl:23][C:17]1[CH:16]=[C:15]([S:8]([Cl:11])(=[O:10])=[O:9])[CH:22]=[CH:21][C:18]=1[C:19]#[N:20]

Participants

Reactant 2

HCID 887284-Amino-2-chlorobenzonitrile

HCID 27834084-Fluoro-3-methoxybenzenesulfonyl chloride2×

Product 1

HCID 180718923-Chloro-4-cyanobenzene-1-sulfonyl chloride

Procedure

The titled compound is prepared analogously to 4-fluoro-3-methoxy-benzenesulfonyl chloride (Intermediate 102a) by replacing 4-fluoro-3-methoxyaniline with 4-amino-2-chloro-benzonitrile.

Sources & evidence

ORD record: ord-87f08f94d0cb4e5da5092ea4fd08852a
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09169251B2

Reaction notes

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