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Synthesis of 1,3-Selenazol-2(3H)-imines

✍ Scribed by Plamen K. Atanassov; Anthony Linden; Heinz Heimgartner

Publisher
John Wiley and Sons
Year
2010
Tongue
German
Weight
240 KB
Volume
93
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The reaction of N,N′‐diarylselenoureas 16 with phenacyl bromide in EtOH under reflux, followed by treatment with NH~3~, gave N,3‐diaryl‐4‐phenyl‐1,3‐selenazol‐2(3__H__)‐imines 13 in high yields (Scheme 2). A reaction mechanism via formation of the corresponding Se‐(benzoylmethyl)isoselenoureas 18 and subsequent cyclocondensation is proposed (Scheme 3). The N,N′‐diarylselenoureas 16 were conveniently prepared by the reaction of aryl isoselenocyanates 15 with 4‐substituted anilines. The structures of 13a and 13c were established by X‐ray crystallography.

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