REACTIONS OF DER-BAR-PYRIDO-[2,3-(D)UNDER-BAR][1,3]OXAZIN-4-ONE

Citation
Hmf. Madkour et al., REACTIONS OF DER-BAR-PYRIDO-[2,3-(D)UNDER-BAR][1,3]OXAZIN-4-ONE, Heterocycles, 38(1), 1994, pp. 57-69
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
03855414
Volume
38
Issue
1
Year of publication
1994
Pages
57 - 69
Database
ISI
SICI code
0385-5414(1994)38:1<57:ROD>2.0.ZU;2-R
Abstract
5-(p-Anisyl)-2-methyl-7-(p-tolyl)-4 (H) under bar-pyrido[2,3-d][1,3]ox azin-4-one (III) was prepared. The reactivity of III towards nucleophi lic reagents was investigated. 5-(p-Anisyl)-2-methyl-7-(p-tolyl)-4 (H) under bar-pyrido[2,3-(d) under bar]pyrimidin-4-one(VI) was synthesise d from III by the action of ammonium acetate and zinc chloride. The st ructure of VI was chemically confirmed by reactions with acetic anhydr ide, benzoyl chloride, chloroacetic acid, methyl iodide, dimethyl sulp hate and ethyl bromoacetate. Compound (VI) reacted with secondary and primary amines under Mannich conditions to afford 5-(p-anisyl)-2-methy l-3-methylene substituted amino-7-(p-tolyl)-4 (H) under bar-pyrido[2,3 -(d) under bar]pyrimidin-4-ones (XIV) and (XV), respectively. Thiation of VI gave the thione 5-(p-anisyl)-2-methyl-7-(p-tolyl)-4 (H) under b ar-pyrido[2,3-(d) under bar]pyrimidin-4-thione (XIX).