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ChemInform Abstract: Methyl N-(Benzylsulfonyl)oxamate as a Probable Intermediate in the Synthesis of 4-Hydroxy-5-phenyl-3(2H)-isothiazolone 1,1-Dioxide from Phenylmethanesulfamide and Dimethyl Oxalate in the Presence of Bases.

✍ Scribed by S. G. Zlotin; A. I. Gerasyuto


Publisher
John Wiley and Sons
Year
2010
Weight
30 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Methyl N-(Benzylsulfonyl)oxamate as a Probable Intermediate in the Synthesis of 4-Hydroxy-5-phenyl-3(2H)-isothiazolone 1,1-Dioxide from Phenylmethanesulfamide and Dimethyl Oxalate in the Presence of Bases.

-The base-mediated formation of the title isothiazolone dioxide (III) from phenylmethanesulfamide (I) and oxalate (II) is apparently a two-stage process involving the formation of the linear oxamate (IV) followed by its cyclization. The heterocycle (III) forms a stable 1:1 complex with DMF.