Formation of unusual products in the reaction of 2,3-dichloroquinoxaline with NaH in DMF

Authors
Krishnan, VSH Chowdary, KS Dubey, PK Vijaya, S
Citation
Vsh. Krishnan et al., Formation of unusual products in the reaction of 2,3-dichloroquinoxaline with NaH in DMF, I J HET CHE, 9(2), 1999, pp. 147-148
Citations number
4
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
09711627 → ACNP
Volume
9
Issue
2
Year of publication
1999
Pages
147 - 148
Database
ISI
SICI code
0971-1627(199910/12)9:2<147:FOUPIT>2.0.ZU;2-I
Abstract
Reaction of 2,3-dichloroquinoxaline (3) with sodium hydride in the presence of dimethylformamide at 100 degrees for 3 hr gave three products 4,5 and 6 . Formation of 6 (which was identified as 2,3-dihydroxyquinoxaline) is not unexpected. However, the formation of 4 and 5 (which were identified as 2-h ydroxy-3-dimethylamino quinoxaline and 2-hydroxy-3-methoxyquinoxaline respe ctively) was found to be very unusual. Mechanistic explanation has been off ered for the formation of these products.