Abstract
The reaction of arylhydrazonocyanothioacetamides containing an N-cyclohexyl fragment with chloroacetone, phenacyl bromide, ethyl chloroacetate, and chloroacetonitrile was investigated. It was shown that a substituent with a large steric effect in the thioamide group alters the direction of intramolecular cyclization of the thioimidate intermediate. In contrast to the Hantsch reaction, which usually leads to the formation of thiazoles under these conditions, the only products are 3-amino-4-arylhydrazono-4,5-dihydrothiophenes.
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