N-Methylmethanesulfonamide → 1-(4-fluoro-2-methylaminophenyl)-2-(N-methylsulphamoyl)ethanone

HRID 622699

Reaction equation

[CH3:1][NH:2][S:3]([CH3:6])(=[O:5])=[O:4].C([Li])CCC.[F:12][C:13]1[CH:22]=[CH:21][C:16]([C:17](OC)=[O:18])=[C:15]([NH:23][CH3:24])[CH:14]=1>>[F:12][C:13]1[CH:22]=[CH:21][C:16]([C:17](=[O:18])[CH2:6][S:3](=[O:5])(=[O:4])[NH:2][CH3:1])=[C:15]([NH:23][CH3:24])[CH:14]=1

Participants

Reactant 3

HCID 97632N-Methylmethanesulfonamide

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

HCID 178418339Butyllithium

Product 1

HCID 212914841-(4-fluoro-2-methylaminophenyl)-2-(N-methylsulphamoyl)ethanone

Procedure

In a similar manner to that described in Example 12(a), N-methylmethanesulphonamide 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-methylsulphamoyl)ethanone, m.p. 140°-142°.

Sources & evidence

ORD record: ord-63e621efc46e492b838d0e66c85af94a
Source dataset: uspto-grants-1988_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04772614

Linked notes

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