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

Facile synthesis of 3-substituted quinazoline-2,4-dione and 2,3-di-substituted quinazolinone derivatives

Mahmoud Farouk, Salman A. Alrokayan, Ahamad Imran, Khalid M. Abu-Salah, Mohamed Ghazzali, Khalid A. Al-Farhan, Salem El-Gohary, and Mamdouh Adly

College of Sciences & Humanity studies, Salman Bin Abdalaziz University, P. O. Box 83, Alkharj, 11942, Saudi Arabia

E-mail: mfa23@yahoo.com

Abstract: 3-Substituted quinazoline-2,4(1H,3H)-dione and 2,3-di-substituted quinazolineone derivatives attract considerable interest due to their pharmacological properties. In this paper, we report the synthesis of N-substituted-3-nitrophthalimide derivatives II–III, the reactions of phthalimide III with amines, hydrazines, and amino acid derivatives to synthesise a small library of 3-substituted-5-nitroquinazoline-2,4(1H,3H)-diones IV–XIV and 2,3-di-substituted-6-nitro-quinazolineones XVIII–XIX.

Keywords: 3-nitrophthalic acid anhydride – N-hydroxy-3-nitrophthalimide – N-sulphonyloxy-3-nitrophthalimide – 3-substitued quinazoline-2,4(1H,3H)-diones – 2,3-disubstituted quinazolinones

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-012-0266-8

Chemical Papers 67 (2) 229–235 (2013)