Aniline → Pyridine-3-sulfonic acid [5-bromo-2-chloro-phenyl]-amide

Reaction equation

[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6](S(Cl)(=O)=O)[CH:7]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[C:15]([S:19](Cl)(=[O:21])=[O:20])[CH:14]=1.[NH2:23]C1C=CC=CC=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([NH:23][S:19]([C:15]2[CH:14]=[N:13][CH:18]=[CH:17][CH:16]=2)(=[O:21])=[O:20])[CH:7]=1

Participants

Reactant 3

HCID 6115Aniline

HCID 3164136Pyridine-3-sulfonyl chloride

HCID 509888345-Bromo-2-chlorobenzene-1-sulfonyl chloride

Product 1

HCID 62907758Pyridine-3-sulfonic acid [5-bromo-2-chloro-phenyl]-amide

Procedure

This compound is prepared analogously to Intermediate E (step 2), by replacing 5-bromo-2-chloro-benzenesulfonyl chloride in this procedure with pyridine-3-sulfonyl chloride and aniline with S-bromo-2-chloroaniline to afford the title compound.

Sources & evidence

ORD record: ord-0cfcef6a44a64a2c8d1ce219f9fc0c39
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08263585B2

Reaction notes

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