Publication details
Domino synthesis of quinazolin-4-yl thioureido alkanoates
| Authors | |
|---|---|
| Year of publication | 2018 |
| Type | Article in Periodical |
| Magazine / Source | Chemical Papers |
| MU Faculty or unit | |
| Citation | |
| web | https://doi.org/10.1007/s11696-017-0273-x |
| Doi | http://dx.doi.org/10.1007/s11696-017-0273-x |
| Field | Organic chemistry |
| Keywords | Amino acid esters; Chemoselective reactions; Intramolecular hydrogen bond; Domino reaction |
| Description | 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. |