Ring-Ring Tautomerism of the Products of the Reaction of 4-Hydroxytetrahydropyrimidine-2(1H)-Thiones with Functionally Substituted Amines and Hydrazines - UTU Research Portal

A1 Refereed original research article in a scientific journal

Ring-Ring Tautomerism of the Products of the Reaction of 4-Hydroxytetrahydropyrimidine-2(1H)-Thiones with Functionally Substituted Amines and Hydrazines

Authors: V. V. Alekseyev, S. I. Yakimovich, I. V. Zerova, M. B. Egorova, J. Sinkkonen

Publisher: SPRINGER

Publication year: 2014

Journal:Chemistry of Heterocyclic Compounds

Journal name in sourceCHEMISTRY OF HETEROCYCLIC COMPOUNDS

Journal acronym: CHEM HETEROCYCL COM+

Volume: 49

Issue: 10

First page : 1490

Last page: 1499

Number of pages: 10

ISSN: 0009-3122

DOI: https://doi.org/10.1007/s10593-014-1400-z

Abstract

A study was carried out on the reaction of 4-hydroxy-1-phenyltetrahydropyrimidine-2(1H)-thione and its 6-methyl analog with a series of functionally substituted hydrazines and amines. Substitution of the hydroxyl group leads to 4-substituted tetrahydropyrimidine-2(1H)-thiones. Partial recyclization is observed in solutions of the reaction products with thioaroylhydrazines and a ring-ring tautomeric equilibrium between tetrahydropyrimidine-2(1H)-thiones and 2,3-dihydro-1,3,4-thiadiazoles is established.