FATHALLA, Walid, Michal ČAJAN, Jaromír MAREK a Pavel PAZDERA. Reactivity Study on Morpholine-1-carbothioic acid (2-phenyl-3H-quinazolin-4-ylidene) amide. Journal of Heterocyclic Chemistry. USA: HeteroCorporation, 2002, roč. 2002, č. 39, s. 1145-1152. ISSN 0022-152X. |
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@article{483603, author = {Fathalla, Walid and Čajan, Michal and Marek, Jaromír and Pazdera, Pavel}, article_location = {USA}, article_number = {39}, keywords = {quinazolines; thioamide reactivity; transamination; oxidative desulfurization; guanidines; thioureas; ab initio (HF/6-31G**) computational analysis}, language = {eng}, issn = {0022-152X}, journal = {Journal of Heterocyclic Chemistry}, title = {Reactivity Study on Morpholine-1-carbothioic acid (2-phenyl-3H-quinazolin-4-ylidene) amide}, volume = {2002}, year = {2002} }
TY - JOUR ID - 483603 AU - Fathalla, Walid - Čajan, Michal - Marek, Jaromír - Pazdera, Pavel PY - 2002 TI - Reactivity Study on Morpholine-1-carbothioic acid (2-phenyl-3H-quinazolin-4-ylidene) amide JF - Journal of Heterocyclic Chemistry VL - 2002 IS - 39 SP - 1145 EP - 1145 PB - HeteroCorporation SN - 0022152X KW - quinazolines KW - thioamide reactivity KW - transamination KW - oxidative desulfurization KW - guanidines KW - thioureas KW - ab initio (HF/6-31G**) computational analysis N2 - 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. ER -
FATHALLA, Walid, Michal ČAJAN, Jaromír MAREK a Pavel PAZDERA. Reactivity Study on Morpholine-1-carbothioic acid (2-phenyl-3H-quinazolin-4-ylidene) amide. \textit{Journal of Heterocyclic Chemistry}. USA: HeteroCorporation, 2002, roč.~2002, č.~39, s.~1145-1152. ISSN~0022-152X.
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