Cao Sheng-li
2004
Citations
0
Influential Citations
2
Citations
Journal
Chemical Reagents
Abstract
Bromomethyl-3,4-dihydro-2-methyl-4-oxoquinazoline is the key intermediate for the synthesis of some anti-cancer drugs inhibiting thymidylate synthase.In this paper,2-amino-5-methylbenzoic acid was prepared through reacting p-toluidine with chloral hydrate and hydroxylamine hydrochloride,treated with concentrated sulfuric acid,followed by alkaline H 2O 2 oxidation of the resulted 5-methylisatin.Then,heating 2-amino-5-methylbenzoic acid with thioacetamide yielded 3,4-dihydro-2,6-dimethyl-4-oxoquinazoline which was brominated with N-bromosuccinimide in the presence of benzoyl peroxide to give the title compound in 23.1% overall yield.IR, 1HNMR ,MS and elemental analysis of two intermediates and the final product are consistent with their structures.