✦ LIBER ✦

v-Triazolines. XXXIX. 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

✍ Scribed by Donato Pocar; Pasqualina Trimarco; Gabriella Bombieri

Publisher: Journal of Heterocyclic Chemistry
Year: 1998
Tongue: English
Weight: 448 KB
Volume: 35
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570350330

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✦ Synopsis

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 transformation is discussed. Influence of solvent dipole moment in pyrrole formation is suggested. Pyrrole 9a [i.e. 2‐(3‐morpholin‐4‐yl‐2,4‐pyrrol‐1‐yl)‐benzonitrile] has been fully characterized and its molecular structure has been determined by X‐ray diffraction analysis.

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