Synthesis of some new spiroquinazoline-4-heterocyclic derivatives

Citation
Ms. Al-thebeiti et al., Synthesis of some new spiroquinazoline-4-heterocyclic derivatives, B POL CHEM, 46(4), 1998, pp. 353-359
Citations number
48
Categorie Soggetti
Chemistry
Journal title
BULLETIN OF THE POLISH ACADEMY OF SCIENCES-CHEMISTRY
ISSN journal
02397285 → ACNP
Volume
46
Issue
4
Year of publication
1998
Pages
353 - 359
Database
ISI
SICI code
0239-7285(1998)46:4<353:SOSNSD>2.0.ZU;2-G
Abstract
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.