128920-68-3Relevant articles and documents
THE REACTIVITY OF NAPHTHOPYRAN-2-ONE DERIVATIVES TOWARD NUCLEOPHILIC AND ELECTROPHILIC REAGENTS
Saleh, R. M.,Soliman, A. Y.,El Nagdy, S.,Bakeer, H. M.,Mostafa, M. M.
, p. 285 - 288 (2007/10/02)
Claisen condensation of 4-methyl(2H)naphthopyran-2-one (1) with esters, gave 4-acetonyl(2H)naphthopyran-2-one derivatives (2a-d), while compound (1) condensed with hydrazines and primary amines and gave N-(substituted)-4-methylbenzoquinoline-2(1H)-one derivatives (3a-d).Compound (1) reacted with Grignard reagents and gave alkyl (or aryl) 2-methylethyl-1-hydroxynaphthyl ketones (4a-d), while (1) reacted with P2S5 and gave 4-methyl(2H)naphthopyran-2-thione (5) and 4-methyl(2H)naphthothiopyran-2-one (6).Compound (5) reacted with Grignard reagents and gave (4a-c) 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(2H)naphthopyran-4-butyramide (8), while bromination of (1) gave 3,6-dibromo-4-methyl(2H)naphthopyran-2-one (9).