SYNTHESIS OF NEW TRIAZOLOQUINOXALINES, PYRROLOQUINOXALINES, AND PYRIMIDOPYRROLOQUINOXALINES

Citation
Aa. Geies et al., SYNTHESIS OF NEW TRIAZOLOQUINOXALINES, PYRROLOQUINOXALINES, AND PYRIMIDOPYRROLOQUINOXALINES, Monatshefte fuer Chemie, 127(12), 1996, pp. 1263-1272
Citations number
12
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00269247
Volume
127
Issue
12
Year of publication
1996
Pages
1263 - 1272
Database
ISI
SICI code
0026-9247(1996)127:12<1263:SONTPA>2.0.ZU;2-Q
Abstract
When 2-hydroxyquinoxaline-3-carboxamide (1) was reacted with POCl3 in DMF, 2-chloro-3-dimethylaminomethylenecarboxamide (2) was obtained. Th e chloro compound 2 was reacted with thiourea and hydrazine hydrate to give the corresponding mercapto and hydrazino derivatives 3 and 8, re spectively. On the other hand, 2-chloroquinoxaline-3-carbonitrile (13) reacted with ethyl glycinate to the glycinate derivative 14 which was cyclized to pyrroloquinoxaline 15 by heating with sodium ethoxide. Py rimidopyrroloquinoxaline derivatives 16 and 17 were obtained via the r eaction of 15 with formamide and phenyl isothiocyanate, respectively.