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The Reactivity Study on N3, N3-(3-Oxapentan-1,5-diyl)-N1-(2-phenyl-3,4-dihydroquinazolin-4-ylidene)thioureas
Authors | |
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Year of publication | 2001 |
Type | Article in Proceedings |
Conference | XXVth Conference of Organic Chemists |
MU Faculty or unit | |
Citation | |
Field | Organic chemistry |
Keywords | Quinazolines; Thioureas; Guanidines; Desulfurization |
Description | The model compound N3,N3-(3-oxapentan-1,5-diyl)-N1-(2-phenyl-3,4-dihydroquinazolin-4-ylidene) thiourea 1 was synthesized in a one-pot reaction from N1-(2-cyanophenyl) benzamide as reported. It was proved from the computational studies of 1 that the competing nucleophile sites would be the N3 of quinazoline skeleton and sulfur atom. It was found that the 1 undergoes transamination reactions with primary and secondary amines. The compound 1 gives the alkylation reaction at the sulfur atom. The later result was attributed to the hard-soft theory. The model compound 1 reacts with secondary amines in the presence of H2O2 to produce the guanidine derivative by the elimination of the sulfanyl group. |
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