ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Domino synthesis of quinazolin-4-yl thioureido alkanoates

Walid Fathalla and Pavel Pazdera

Port-Said University, Port Said, Egypt

E-mail: walid3369@yahoo.com

Abstract: A simple convenient protocol for the synthesis of methyl 2-[3-(2-(substituted phenyl)quinazolin-4-yl)thioureido] alkanoates is described. It involves the domino reaction of various amino acid esters with imidoylisothiocyanates in ethyl acetate to afford quinazoline thiourea derivatives in excellent yields. Short reaction time, mild condition, simple work up, high yields, and pure products are the major advantages of this protocol. The number of isolated pure compounds from this simple protocol is 24. The starting imidoyl isothiocyanates were prepared from the corresponding benzanilides and were purified by flash chromatography.

Keywords: Amino acid esters ; Chemoselective reactions ; Intramolecular hydrogen bond ; Domino reaction 

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-017-0273-x

Chemical Papers 72 (1) 209–219 (2018)