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Cyclothiomethylation of aliphatic polyamines with formaldehyde and hydrogen sulfide

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Abstract

Cyclothiomethylation of the terminal amino groups in N-(2-aminoethyl)ethane-1,2-diamine, N,N′-bis(2-aminoethyl)ethane-1,2-diamine, and N,N′-bis(2-aminoethyl)ethane-1,1-diamine with formaldehyde and hydrogen sulfide gave the corresponding bis-1,3,5-dithiazinane derivatives. The reaction in aqueous butanol at 0°C was accompanied by intermolecular thiomethylation at the secondary amino groups with formation of previously unknown polyheterocyclic compounds containing nitrogen and sulfur atoms.

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Correspondence to V. R. Akhmetova.

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Original Russian Text © V.R. Akhmetova, E.B. Rakhimova, R.A. Vagapov, R.V. Kunakova, U.M. Dzhemilev, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 4, pp. 504–509.

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Akhmetova, V.R., Rakhimova, E.B., Vagapov, R.A. et al. Cyclothiomethylation of aliphatic polyamines with formaldehyde and hydrogen sulfide. Russ J Org Chem 44, 499–504 (2008). https://doi.org/10.1134/S1070428008040052

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  • DOI: https://doi.org/10.1134/S1070428008040052

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