, Volume 47, Issue 5, pp 766-770
Date: 11 Jun 2011

Synthesis and molecular structures of dibenzo(perhydrotriazino)aza-14-crown-4 ethers

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Abstract

By triple condensation of thiourea or guanidine with 1,ω-bis(2-formylphenoxy)-3-oxapentane and ammonium acetate first representatives of the new class of ethers bis(benzo)aza-14-crown-4 were obtained in 28–73% yield that included as a subunit a symm-perhydrotriazine ring. This reaction also proceeds readily with N-monomethyl- and N-monopropenyl-substituted thioureas affording the corresponding derivatives of triazinoazacrown ether. At the same time urea in the similar condensation does not form the expected perhydrotriazinoazacrown ether. The molecular structure of one perhydroazacrown ether as a complex with a chloroform molecule was established by XRD analysis.

Original Russian Text © Chyong Khong Khieu, A.T. Soldatenkov, Le Tuan An’, A. N. Levov, A.F Smol’yakov, V.N. Khrustalev, M.Yu. Antipin, 2011, published in Zhurnal Organicheskoi Khimii, 2011, Vol. 47, No. 5, pp. 760–763.