Domino synthesis of quinazolin-4-yl thioureido alkanoates

FATHALLA, Walid and Pavel PAZDERA. Domino synthesis of quinazolin-4-yl thioureido alkanoates. Chemical Papers. Springer, 2018, vol. 72, No 1, p. 209-219. ISSN 2585-7290. Available from: https://dx.doi.org/10.1007/s11696-017-0273-x.

Basic information

• Original name: Domino synthesis of quinazolin-4-yl thioureido alkanoates
• Authors: FATHALLA, Walid (818 Egypt) and Pavel PAZDERA (203 Czech Republic, guarantor, belonging to the institution).
• Edition: Chemical Papers, Springer, 2018, 2585-7290.

Other information

• Original language: English
• Type of outcome: Article in a journal
• Field of Study: 10401 Organic chemistry
• Country of publisher: Germany
• Confidentiality degree: is not subject to a state or trade secret
• WWW: URL
• Impact factor: Impact factor: 1.246
• RIV identification code: RIV/00216224:14310/18:00102110
• Organization unit: Faculty of Science
• Doi: http://dx.doi.org/10.1007/s11696-017-0273-x
• UT WoS: 000419790000021
• Keywords in English: Amino acid esters; Chemoselective reactions; Intramolecular hydrogen bond; Domino reaction

Abstract

A simple convenient protocol for the synthesis of Me 2-[3-(2-(substituted phenyl)quinazolin-4-yl)thioureido] alkanoates I (R1 = H, CH3, OCH3; R2 = H, OCH3; R3 = H, CH3; R4 = H, CH3, CH2CH(CH3)2, C6H5; n = 0, 1, 2) has been described. It involves the domino reaction of various amino acid esters NH2CHR4(CH2)nC(O)OCH3·HCl with imidoylisothiocyanates II in Et acetate to afford quinazoline thiourea derivs. in excellent yields. Short reaction time, mild condition, simple work up, high yields, and pure products are the major advantages of this protocol. The no. of isolated pure compds. from this simple protocol is 24. The starting imidoyl isothiocyanates II were prepd. from the corresponding benzanilides III and purified by flash chromatog.