Synthesis, dehydration and oxidation of 3-cyano-4,6-diaryl-5-ethoxycarbonyl-6-hydroxypiperidine-2-thiones
摘要:
6-Hydroxypiperidine-2-thiones 2 and 1,4-dihydropyridine-2(3H)-thiones 3 were obtained by an unsymmetrical condensation of ethyl 4-nitrobenzoylacetate, an aromatic aldehyde and cyanothioacetamide in the presence of piperidine with subsequent acidification. Oxidation of piperidine-2-thiones 2 with iodine yielded 2,2′-bis(1,4,5,6-tetrahydropyridyl)disulfides 4. 2,2′-Bis(1,4-dihydropyridyl)disulfides 5 were obtained by treatment of 1 or 4 with hydrochloric acid, or by oxidation of 1,4-dihydropyridine-2(3H)-thiones 3 with iodine.
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DOI:
10.1515/HC.2000.6.3.239
被引量:
年份:
2000
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