98013-44-6Relevant academic research and scientific papers
Studies on the reaction of diimines with thiourea: Synthesis and solvent-induced cis/trans-isomerization of 1,3,5-triazinane-2-thiones
Kaboudin, Babak,Ghasemi, Tahereh,Yokomatsu, Tsutomu
experimental part, p. 3089 - 3093 (2009/12/28)
The reaction of N,Nc-bis(arylmethylidene)arylmethane diimines with thiourea under reflux in methanol was studied. The reaction gave a diastereomeric mixture of 4,6-disubstituted 1,3,5-triazinane-2-thiones in good yields. Two diastereoisomers of 4,6-diphenyl-1,3,5-triazinane-2-thione were detected in a solution of CDCl3 by NMR analysis. According to the NMR studies, the cisdiastereoisomer undergoes a solvent-induced cis/trans-isomerization process, producing the trans-diastereoisomer in DMSO. The stereochemistry of the trans-diastereoisomer was determined by Xray crystallographic analysis.
