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Tetrazoloazines. 15N nuclear magnetic resonance and infrared absorption spectroscopy

✍ Scribed by Célestin Thétaz; F. W. Wehrli; Curt Wentrup

Publisher
John Wiley and Sons
Year
1976
Tongue
German
Weight
320 KB
Volume
59
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The reaction of 4‐chloro‐2‐phenylquinazoline with K^15^NN~2~ has been studied by ^15^N‐NMR. spectroscopy. ^15^N‐chemical shifts in 5‐phenyl‐1 (3)‐[^15^N]‐tetrazolo[1,5‐c]quinazoline and ‐Nα(Nγ)‐[^15^N]‐4‐azido‐2‐phenylquinazoline are reported. The characteristic IR. absorption frequencies of the tetrazole group have been determined in a series of annelated ^15^N‐labelled compounds. From these studies and the chemistry of the labelled tetrazoles, it is concluded that all haloazines examined react with KN~3~ by the direct nucleophilic substitution mechanism. An addition of nucleophile‐ring opening‐ring closure (ANRORC) mechanism was not observed. The synthesis of several ^15^N‐labelled tetrazoloazines is described.

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