Tetrahedron

Chemistry of amidrazones—IV: Addition-cyclisation of amidrazones with isocyanate esters and ethoxycarbonyl isothiocyanate

KM Doyle, F Kurzer

Index: Doyle,K.M.; Kurzer,F. Tetrahedron, 1976 , vol. 32, p. 2347 - 2352

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Citation Number: 16

Abstract

The interaction of amidrazones and isocyanate esters in dimethylformamide produces good yields of 4-substituted-1-imidoylsemicarbazides. They are unaffected by acids, but are cyclised to 3-alkyl (or aryl)-1, 2, 4-triazol-3-ones or their 4-substituted analogues in alkaline media. Analogous linear adducts arising in good yields from amidrazones and ethoxycarbonyl isothiocyanates are cyclised to 3-substituted 5-ethoxycarbonamido-1, 3, 4- ...

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