Carbon dioxide mediated novel synthesis of quinazoline-2,4(1H,3H)-dione in water

Rasal, Kalidas B. ; Yadav, Ganapati D. (2016) Carbon dioxide mediated novel synthesis of quinazoline-2,4(1H,3H)-dione in water Organic Process Research & Development, 20 (12). pp. 2067-2073. ISSN 1083-6160

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Official URL: http://pubs.acs.org/doi/abs/10.1021/acs.oprd.6b002...

Related URL: http://dx.doi.org/10.1021/acs.oprd.6b00244

Abstract

A novel, efficient, and scalable CO2 mediated synthesis of quinazoline-2,4(1H,3H)-dione was developed by a simple cyclization of 2-aminobenzonitrile with DMF in water as the solvent. This is the first report of its kind. DMF was used as the necessary carbon source in the synthesis of quinazoline-2,4(1H,3H)-dione. This synthetic protocol is very efficient; it gives >99% conversion with excellent selectivity. The product was isolated by filtration because of the highly insoluble nature of quinazoline-2,4(1H,3H)-dione in water. The co-product, dimethyl amine, also has industrial importance, and the CO2 that is used can be recycled. This protocol has wide-spread applications in the syntheses of benzimidazole and benzothiazole.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:110708
Deposited On:15 Sep 2017 13:04
Last Modified:15 Sep 2017 13:04

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