V-TRIAZOLINES - 39 - 1,2,4-TRIARYL-3-AMINOPYRROLES - UNUSUAL REACTION-PRODUCTS IN THE PYROLYSIS OF 5-AMINO-V-TRIAZOLINES AND THE CRYSTAL-STRUCTURE OF 2-(3-MORPHOLIN-4-YL-2,4-PYRROL-1-YL)BENZONITRILE

Citation
D. Pocar et al., V-TRIAZOLINES - 39 - 1,2,4-TRIARYL-3-AMINOPYRROLES - UNUSUAL REACTION-PRODUCTS IN THE PYROLYSIS OF 5-AMINO-V-TRIAZOLINES AND THE CRYSTAL-STRUCTURE OF 2-(3-MORPHOLIN-4-YL-2,4-PYRROL-1-YL)BENZONITRILE, Journal of heterocyclic chemistry, 35(3), 1998, pp. 687-692
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0022152X
Volume
35
Issue
3
Year of publication
1998
Pages
687 - 692
Database
ISI
SICI code
0022-152X(1998)35:3<687:V-3-1->2.0.ZU;2-H
Abstract
Pyrolysis of 4-aryl-5-amino-v-triazolines affords, generally, amidines and/or benzanilides. Pyrolysis of 4-aryl-5-morpholino-v-triazolines 6 , together with the expected amidines 7 and/or aryanilides 8, produced the morpholinopyrroles 9. The reaction mechanism of this unusual tran sformation is discussed. Influence of solvent dipole moment in pyrrole formation is suggested. Pyrrole 9a [i.e. 2-(3-morpholin-4-yl-2,4-pyrr ol-1-yl)benzonitrile] has been fully characterized and its molecular s tructure has been determined by X-ray diffraction analysis.