Methanesulfonyl chloride → N-(3-methoxy-5-nitrophenyl)methanesulfonamide

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[C:8]([N+:10]([O-:12])=[O:11])[CH:9]=1)[NH2:6].[CH3:13][S:14](Cl)(=[O:16])=[O:15]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:6][S:14]([CH3:13])(=[O:16])=[O:15])[CH:7]=[C:8]([N+:10]([O-:12])=[O:11])[CH:9]=1

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 27595983-Methoxy-5-nitroaniline

Product 1

HCID 68836539N-(3-methoxy-5-nitrophenyl)methanesulfonamideYield 102.5%

Procedure

3-Methoxy-5-nitroaniline (2 g, 11.89 mmol) was treated with methanesulfonyl chloride (1.01 ml, 13.08 mmol) according to the method described in Preparation 15b to give 3 g (100% yield) of the title compound. Purity 97%.

Sources & evidence

ORD record: ord-239681c91ff9415389c94e393b81047d
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09388189B2

Reaction notes

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