Multicomponent Synthesis of 1,3-Bis[(alkylsulfanyl)methyl]-1,3,5-triazinan-2-ones

Previously unknown 5-alkyl-1,3-bis[(alkylsulfanyl)methyl]-1,3,5-triazinan-2-ones have been syn­thesized by three-component condensation of available N , N ′-bis[(alkylsulfanyl)methyl]ureas with formaldehyde and primary amines in ethanol in the presence of sodium hydroxide or triethylamine. A one-pot...

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Veröffentlicht in:Russian journal of organic chemistry 2021-12, Vol.57 (12), p.1948-1954
Hauptverfasser: Baeva, L. A., Biktasheva, L. F., Nugumanov, T. R., Fatykhov, A. A.
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Sprache:eng
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Zusammenfassung:Previously unknown 5-alkyl-1,3-bis[(alkylsulfanyl)methyl]-1,3,5-triazinan-2-ones have been syn­thesized by three-component condensation of available N , N ′-bis[(alkylsulfanyl)methyl]ureas with formaldehyde and primary amines in ethanol in the presence of sodium hydroxide or triethylamine. A one-pot four-component procedure has been proposed for the synthesis of the title compounds via successive thiomethylation of urea with a mixture of formaldehyde and alkanethiol and cycloaminomethylation of intermediate N , N ′-bis[(alkyl­sulfanyl)methyl]ureas with formaldehyde and alkylamine.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428021120071