A. Y. Soliman

Studies on chromones and xanthone derivatives

Abstract 2-Methyl-6-phenyl chromone la and a variety of its derivatives were synthesized. The reactivity of In and other chromones with aromatic aldehydes, hydrazine hydrate, hydrazine derivatives. Hydroxylamine hydrochloride, different primary amines and Grignard reagents was investigated. The I.R. and H1NMR spectra of the products are discussed.

THE REACTIVITY OF NAPHTHOPYRAN-2-ONE DERIVATIVES TOWARD NUCLEOPHILIC AND ELECTROPHILIC REAGENTS

Abstract Claisen condensation of 4-methyl(2H)naphtho[1,2-6]pyran-2-one (1) with esters, gave 4-acetonyl (2H) naphtha[1.2-bIpyran-2-one derivatives (2a-d), while compound (1) condensed with hydrazines and primary amines and gave N-(substituted)-4-methyl benzo [h] quinoline-2 (1H) one derivatives (3s-d). Compound (1) reacted with Grignard reagents and gave alkyl (or aryl) 2-methylethyl l-hydroxynaphthyl ketones (4.-d). while (1) reacted with P,S, and gave 4-methyl (2H) naphtho[1.2-blpyran-2-thione (5) and 4-methyl(2H)naphtho[1,2-6]thiopyran-2-one (6). Compound (5) reacted with Grignard reagents and gave (4.-e) too. Compound (6) reacted with Grignard reagents and gave (7). Both compounds (5 and 6) reacted with primary amines and gave compound (3). The addition of (1) to acrylonitrile gave 2-Oxo(ZH)naphtho[1.2-61pryan-4-butyramide (8). while bromination of (1) gave 3,6-dibromo-4-methyl(2H)naphtho[1,2-b]pyran-2-one (9)