SYNTHESIS OF 2,3-DISUBSTITUTED 4-OXO-3,4,5,6-TETRAHYDROSPIRO(BENZO[<i>h</i>]QUINAZOLINE-5,1'-CYCLOPENTANES)

Abstract

3-Substituted 4-oxo-2-thioxo-1,2,3,4,5,6-hexahydrospiro(benzo[h]quinazoline-5,1'-cyclopentanes) were obtained by the reaction of 4-amino-3-ethoxycarbonyl-1,2-dihydrospiro(naphthalene-2,1'-cyclopentane) with methyl, phenyl, and benzyl isothiocyanates and cyclization of the obtained thioureas. Condensation of the products with various halides gave 2,3-substituted 4-oxo-3,4,5,6-tetrahydrospiro(benzo[h]quinazoline-5,1'-cyclopentanes). The reaction of 4-oxo-2-thioxo-1,2,3,4,5,6-hexahydrospiro(benzo[h]quinazoline-5,1'-cyclopentane) with 1,2-dibromoethane and 1,3-dibromopropane led to 6-oxo-7,8-dihydrospiro-(benzo[h]thiazolidino[2,3-b]quinazoline-7,1'-cyclopentane) and 7-oxo-8,9-dihydrospiro(benzo[h]-perhydrothiazino[2,3-b]quinazoline-8,1'-cyclopentane) respectively.

Authors: A. I. Markosyan, R. A. Kuroyan, and S. V. Dilanyan.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (5), pp 579-583

http://link.springer.com/article/10.1007/BF02290849