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Synthesis of azamacrocyclic compounds by cyclocondensation of aliphatic α,ω-diamines with acetone

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Abstract

Cyclocondensation of 1,4-diaminobutane and 1,6-diaminohexane with acetone afforded the corresponding 18- and 22-membered trans-azamacrocyclic Curtis compounds in high yield, which contain two azomethine and amine nitrogen atoms. A complex mixture of the products formed containing less than 25% of 16-membered azamacrocyclic cis- and trans-isomers when reacting 1,3-diaminopropane with acetone.

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Authors and Affiliations

  1. St. Petersburg State University of Industrial Technology and Design, High School of Technology and Energetics, ul. I. Chernykh 4, St. Petersburg, 198095, Russia

    N. A. Anisimova, E. I. Khristoforova & Yu. G. Trishin

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  1. N. A. Anisimova
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  2. E. I. Khristoforova
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  3. Yu. G. Trishin
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Correspondence to Yu. G. Trishin.

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Original Russian Text © N.A. Anisimova, E.I. Khristoforova, Yu.G. Trishin, 2016, published in Zhurnal Obshchei Khimii, 2016, Vol. 86, No. 9, pp. 1482–1486.

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Anisimova, N.A., Khristoforova, E.I. & Trishin, Y.G. Synthesis of azamacrocyclic compounds by cyclocondensation of aliphatic α,ω-diamines with acetone. Russ J Gen Chem 86, 2047–2051 (2016). https://doi.org/10.1134/S1070363216090115

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  • DOI: https://doi.org/10.1134/S1070363216090115

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