A facile synthesis of mono and dialkoxyquinoxalines

Citation
Hvs. Krishnan et al., A facile synthesis of mono and dialkoxyquinoxalines, HETEROCYC C, 6(4), 2000, pp. 333-338
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLIC COMMUNICATIONS
ISSN journal
07930283 → ACNP
Volume
6
Issue
4
Year of publication
2000
Pages
333 - 338
Database
ISI
SICI code
0793-0283(2000)6:4<333:AFSOMA>2.0.ZU;2-S
Abstract
2,3-dichloroquinoxaline 3 on reaction with alcohols in the presence of K2CO 3 as base and TEBAC as phase transfer catalyst at RT gave 1:1 products, i.e . 2-chloro-3-alkoxyquinoxalines 4. In the presence of the same reagent but under refluxing conditions, 3 gave 1:3 products i.e. 2,3-dialkoxyquinoxalin es 5. 2,3-dichloro-6-nitroquinoxaline 2 on treatment with various alcohols in the presence of K2CO3 as base and TEBAC as phase transfer catalyst at -1 0 degrees to -5 degreesC gave the monoalkoxy derivatives of 2 i.e, 2-alkoxy -3-chloro-6-nitroquinoxalines 8 and at RT gave the dialkoxy derivative i.e. 2,3-dialkoxy-6-nitroquinoxaline 9. The structures of these compounds are s upported by their spectral and analytical data and comparison with those kn own in literature.