N,N-Dimethylmethanesulphonamide → 1-(4-fluoro-2-methylaminophenyl)-2-(N,N-dimethylsulphamoyl)ethanone

HRID 622700

Reaction equation

[CH3:1][N:2]([CH3:7])[S:3]([CH3:6])(=[O:5])=[O:4].C([Li])CCC.[F:13][C:14]1[CH:23]=[CH:22][C:17]([C:18](OC)=[O:19])=[C:16]([NH:24][CH3:25])[CH:15]=1>>[F:13][C:14]1[CH:23]=[CH:22][C:17]([C:18](=[O:19])[CH2:6][S:3](=[O:5])(=[O:4])[N:2]([CH3:7])[CH3:1])=[C:16]([NH:24][CH3:25])[CH:15]=1

Participants

Reactant 3

HCID 70191N,N-Dimethylmethanesulphonamide

HCID 13474393Methyl 4-fluoro-2-(methylamino)benzoate

HCID 178418339Butyllithium

Product 1

HCID 212914881-(4-fluoro-2-methylaminophenyl)-2-(N,N-dimethylsulphamoyl)ethanone

Procedure

In a similar manner to that described in Example 12(a), N,N-dimethylmethanesulphonamide was reacted with n-butyl lithium and the product reacted with methyl 4-fluoro-2-methylaminobenzoate to give the novel compound 1-(4-fluoro-2-methylaminophenyl)-2-(N,N-dimethylsulphamoyl)ethanone, m.p. 120°-124°.

Sources & evidence

ORD record: ord-c24a0e6d7e42499c8d2fc5ebb355d326
Source dataset: uspto-grants-1988_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04772614

Linked notes

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