Chemistry of amidrazones—IV : Addition-cyclisation of amidrazones with isocyanate esters and ethoxycarbonyl isothiocyanate
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Add time:08/29/2019 Source:sciencedirect.com
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-thiadiazoles by acids, but are cleaved into small fragments by alkalis.
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