New synthetic route to modafinil drug including desulfobenzhydrylation of sodium carbamoylmethyl thiosulfate: experimental and quantum chemical studies

…, AR Akopova, VI Spiglazov, AS Morkovnik

文献索引：Bicherov; Akopova; Spiglazov; Morkovnik Russian Chemical Bulletin, 2010 , vol. 59, # 1 p. 91 - 101

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被引用次数: 9

摘要

Abstract A new synthetic route to 2-benzhydrylsulfinylacetamide (1), a nootropic drug modafinil, is described. The synthesis includes the alkylation of sodium thiosulfate with chloroacetamide to sodium carbamoylmethyl thiosulfate, the desulfobenzhydrylation of the latter by benzhydrol in formic acid to form benzhydrylthioacetamide (3a), and the further oxidation of this thioamide with hydrogen peroxide. According to B3LYP/6-31G** DFT ...