Informace o publikaci
Reactivity Study on Morpholine-1-carbothioic acid (2-phenyl-3H-quinazolin-4-ylidene) amide
| Autoři | |
|---|---|
| Rok publikování | 2002 |
| Druh | Článek v odborném periodiku |
| Časopis / Zdroj | Journal of Heterocyclic Chemistry |
| Fakulta / Pracoviště MU | |
| Citace | |
| Obor | Organická chemie |
| Klíčová slova | quinazolines; thioamide reactivity; transamination; oxidative desulfurization; guanidines; thioureas; ab initio (HF/6-31G**) computational analysis |
| Popis | Regioselective reactions of morpholine-1-carbothioic acid (2-phenyl-3H-quinazolin-4-ylidene) amide (1) with electrophiles and nucleophiles were studied. The compound (1) reacts with alkyl halides in basic medium to afford S-substituted isothiourea derivatives, with amines to give 1,1-disubstituted-3-(2-phenyl-3H-quinazolin-4-ylidene) thioureas and 1-substituted-3-(2-phenyl-quinazolin-4-yl) thioureas via transamination reaction. The reaction of (1) with amines in the presence of H2O2 provided N4-disubstituted-N'4-(2-phenylquinazolin-4-yl)morpholin-4-carboximidamide via oxidative desulfurization. Estimation of reactivity sites on (1) was supported using the ab initio (HF/6-31G**) quantum chemistry calculations. The ir, 1H nmr, 13C nmr, mass spectroscopy and x-ray identified the isolated products. |
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