N-Methylmethanesulfonamide → 1-(2-amino-5-methoxyphenyl)-2-(N-methylsulphamoyl)ethanone

HRID 622693Notes

Reaction equation

[CH3:1][NH:2][S:3]([CH3:6])(=[O:5])=[O:4].C([Li])CCC.[NH2:12][C:13]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:14]=1[C:15](OCC)=[O:16]>>[NH2:12][C:13]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:14]=1[C:15](=[O:16])[CH2:6][S:3](=[O:5])(=[O:4])[NH:2][CH3:1]

Participants

Reactant 3

HCID 97632N-Methylmethanesulfonamide

HCID 21291483Ethyl 2-amino-5-methoxybenzoate

HCID 178418339Butyllithium

Product 1

HCID 212914801-(2-amino-5-methoxyphenyl)-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 was reacted with ethyl 2-amino-5-methoxybenzoate to give the novel compound 1-(2-amino-5-methoxyphenyl)-2-(N-methylsulphamoyl)ethanone, m.p. 117°-118°.

Sources & evidence

ORD record: ord-c033204fb9e5461cb0f31c74c1345012
Source dataset: uspto-grants-1988_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04772614

Reaction notes

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