Recyclization of morpholinium 3,4-trans-4-aryl-5-cyano-2-hydroxy-3-nitro-1,2,3,4-tetrahydropyridine-6-th iolates to 2-acylamino-5-amino-4-aryl-3-cyanothiophenes. Molecular and crystal structures of 5-amino-3-cyano-2-(4-methylbenzamido)-4-(2-thienyl)-

摘要

2-Acylamino-5-amino-4-aryl-3-cyanothiophenes were synthesized by the reaction of arylidenecyanothioacetamides with alpha-nitroketones or by the three-component reaction of aromatic aldehydes, alpha-nitroketones, and cyanothioacetamide, or the reaction of 3-(4-chlorophenyl)-2-nitro-1-phenyl-2-propen-1-one with cyanothioacetamide in the presence of morpholine. These diaminothiophenes are formed via the recyclization stage of the primarily formed tetrahydropyridines, morpholinium 3,4-trans-4-aryl-5-cyano-2-hydroxy-3-nitro-1,2,3,4-tetrahydropyridine-6-th iolates. (C) 2002 Elsevier Science Ltd. All rights reserved. [References: 27]