Abstract

The Schiff base formed between anthraniloyl hydrazide and thiophen-2-aldehyde is synthesized. Reaction of this Schiff base with VOSO4 in methanol at room temperature does not yield the expected vanadium complex; instead, the Schiff base is transformed to 1,2,3,4-tetrahydro-2-(thenyl)-3-(N-thenylidine)-4-oxoquinazoline, which has been characterized by elemental analyses and by LC–MS, i.r., n.m.r. and electronic spectroscopies. The X-ray crystal structure of the quinazoline product is reported. The compound crystallizes with monoclinic (P21/n) space group, and the cell parameters are: a = 5.9442(7) A, b = 13.6357(15) A, c = 19.455(2) A, β = 90.499(2)°. The oxo-quinazoline product is found to be luminescent when excited at its lowest energy transition. Reaction of anthraniloyl hydrazone of thiophen-2-aldehyde with VOSO4 in methanol leads to formation of 1,2,3,4-tetrahydro-2-(thenyl)-3-(N-thenylidine)-4-oxoquinazoline, which has been characterized by X-ray crystal structure determination and different spectroscopic techniques.

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