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Reactions expanding the aziridine ring

V. N-[β-(pyridin-2-yl)ethyl]azirine and its reactions

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Azirine reacts with 2-vinylpyridine in the presence of metallic sodium with the formation of N-[β-(pyridin-2-yl)ethyl]azirine. The reaction of the latter with HBr and H2S leads to N-(β-bromoethyl)-and N-(β-mercaptoethyl)-N-[β-(pyridin-2-yl)ethyl]amines. Carbon oxysulfide and carbon disulfide react at room temperature with N-[β-(pyridin-2-yl)ethyl]azirine to form copolymers in a ratio of 1∶1. Carbon dioxide forms only N-[β-(pyridin-2-yl)ethyl]-oxazolinone under similar conditions.

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Literature cited

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Authors
  1. F. N. Shomina
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  2. V. S. Étlis
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  3. A. P. Sineokov
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Additional information

For Communication IV, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1216–1218, September, 1973.

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Shomina, F.N., Étlis, V.S. & Sineokov, A.P. Reactions expanding the aziridine ring. Chem Heterocycl Compd 9, 1105–1107 (1973). https://doi.org/10.1007/BF00474782

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  • DOI: https://doi.org/10.1007/BF00474782

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