2,3-Dimethyl-3H-quinazoline derivatives 2a,b reacted with malonic acid in t
he presence of anhydrous ZnCl2 to afford 1-[4-quinazolinylidene] acetic aci
d derivatives 3a,b which then reacted with thionyl chloride to give the cor
responding acid chlorides. The acid chlorides reacted with arenes in the pr
esence of AlCl3 to yield substituted 4-quinazolinylideneacetophenones 4a-d.
Compounds 4a-d were treated with hydrazine derivatives, hydroxylamine hydr
ochloride, urea and thiourea to yield the spiro compounds 5a-h, 6a-d and 7a
-h, respectively.