The Reactivity Study on N3, N3-(3-Oxapentan-1,5-diyl)-N1-(2-phenyl-3,4-dihydroquinazolin-4-ylidene)thioureas
| Autoři | |
|---|---|
| Rok publikování | 2001 |
| Druh | Článek ve sborníku |
| Konference | XXVth Conference of Organic Chemists |
| Fakulta / Pracoviště MU | |
| Citace | |
| Obor | Organická chemie |
| Klíčová slova | Quinazolines; Thioureas; Guanidines; Desulfurization |
| Popis | 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. |
| Související projekty: |