Studies on the synthesis of 6-(substituted pyridyl)-2H-[1,4]benzoxazin-3(4H)-one derivatives

Citation
Vsh. Krishnan et al., Studies on the synthesis of 6-(substituted pyridyl)-2H-[1,4]benzoxazin-3(4H)-one derivatives, I J CHEM B, 40(7), 2001, pp. 603-607
Citations number
10
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
40
Issue
7
Year of publication
2001
Pages
603 - 607
Database
ISI
SICI code
0376-4699(200107)40:7<603:SOTSO6>2.0.ZU;2-1
Abstract
6-Chloroacetyl-2H-[1,4]benzoxazin-3(4H)-one 1 is heated with pyridine to ob tain 2H-[1,4]benzoxazin-3,4-dihydro-3-oxo-6-acetyl pyridinium chloride 2. 2 on reaction with a variety of chalcones 3 in the presence of ammonium acet ate in acetic acid gives 6-(substituted pyridyl)-2H-[1,4]benzoxazin-3 (4H)- one 4. Alkylation of 4a (R=R'=Ph) with various alkylating agents yields N-a lkyl 6-[2-(4,6-diphenylpyridyl)]-2H-[1,4]benzoxazin-3- one 5, whose structu res are supported by spectral and analytical data.