4-Chloro-3-nitrophenyl methyl sulfone → 2-Chloro-5-methanesulfonylaniline

Reaction equation

CS(C1C=CC(CCC)=C(C=1)N)(=O)=O.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][C:17]=1[N+:26]([O-])=O>>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][C:17]=1[NH2:26]

Participants

Reactant 2

HCID 667964-Chloro-3-nitrophenyl methyl sulfone

HCID 585220065-(Methylsulfonyl)-2-propylaniline

Product 1

HCID 18110852-Chloro-5-methanesulfonylaniline

Procedure

Following the general method as outlined in Intermediate 61, starting from 2-chloro-5-methylsulphonylnitrobenzene, the title compound was obtained as a dark green sticky solid in quantitative yield.

Sources & evidence

ORD record: ord-67e59d5fa2ff4fafaf06bc9a5785f7da
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273769B2

Reaction notes

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