The reactivity of N3-Aryl-N1-(2-phenylquinazolin-4-yl)thioureas

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Authors

MOHAMED Walid Fathalla PAZDERA Pavel

Year of publication 2001
Type Article in Proceedings
Conference Sborník príspevkov 53. zjazd Chemických spoločností
MU Faculty or unit

Faculty of Science

Citation
Field Organic chemistry
Keywords Quinazolines; thioureas; guanidines
Description The model compound N3-aryl-N1-(2-phenyl-3,4-dihydroquinazolin-4-yl)thiourea 1 was synthesized in a Domino reaction of N2-(2-cyanophenyl)-N1-thioxomethylidenebenzene-1-carboximidamide with anilines. This compound reacts with alkyl halides, phenacyl bromides, chloroacetic acid derivatives, amines, amines in the presence of H2O2, amines in the presence of CH2O (under Mannich reaction conditions) and acyl halides to give a variety of compounds. The structure of these products together with the reason for there formation proved by quantum computational studies will be reported in this contribution. Compounds were identified by FTIR, 1H NMR, 13C NMR, X-ray, mass spectroscopy and by the ab initio computational.
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