SYNTHESIS, STUDY OF THE STRUCTURE, AND MODIFICATION OF THE PRODUCTS OF THE REACTION OF 4-ARYL-4-OXOBUT-2-ENOIC ACIDS WITH THIOUREA

Authors

  • Hадежда H. Kолос V. N. Karazin Kharkiv National University,4 Svobody Sq., Kharkiv 61022
  • Николай В. Назаренко V. N. Karazin Kharkiv National University,4 Svobody Sq., Kharkiv 61022
  • Светлана В. Шишкина V. N. Karazin Kharkiv National University,4 Svobody Sq., Kharkiv 61022 State Scientific Institution "''Institute for Single Crystals'', National Academy of Sciences of Ukraine, 60 Nauky Ave., Kharkiv 61001
  • Андрей О. Дорошенко V. N. Karazin Kharkiv National University,4 Svobody Sq., Kharkiv 61022
  • Елена Г. Швец V. N. Karazin Kharkiv National University,4 Svobody Sq., Kharkiv 61022
  • Максим А. Колосов V. N. Karazin Kharkiv National University,4 Svobody Sq., Kharkiv 61022
  • Федор Г. Яременко State Scientific Institution "''Institute for Single Crystals'', National Academy of Sciences of Ukraine, 60 Nauky Ave., Kharkiv 61001

DOI:

https://doi.org/10.1007/5832

Keywords:

2-amino-5-(2-aryl-2-oxoethyl)thiazol-4(5H)-ones, 4-aryl-4-oxobut-2-enoic acids, thiourea, cyclocondensation, oxidative bromination, reduction

Abstract

A number of previously undescribed derivatives of 2-amino-5-(2-aryl-2-oxoethyl)thiazol-4(5H)-one containing electron-donating substituents in the aromatic ring were synthesized by the reaction of (E)-4-aryl-4-oxobut-2-enoic acids with thiourea. Reduction of the reaction products with NaBH4 yielded diastereomeric alcohols, whereas bromination in AcOH was accompanied by elimination of HBr and the formation of (Z)-2-amino-5-(2-aryl-2-oxoethylidene)thiazol-4(5H)-ones.

Authors: Nadezhda N. Kolos*, Nikolai V. Nazarenko, Svetlana V. Shishkina, Andrey O. Doroshenko, Elena G. Shvets, Maksim A. Kolosov, Fedor G. Yaremenko

Author Biographies

Hадежда H. Kолос, V. N. Karazin Kharkiv National University,4 Svobody Sq., Kharkiv 61022

кафедра органической химии, профессор

Николай В. Назаренко, V. N. Karazin Kharkiv National University,4 Svobody Sq., Kharkiv 61022

кафедра органической химии, аспирант

Светлана В. Шишкина, V. N. Karazin Kharkiv National University,4 Svobody Sq., Kharkiv 61022 State Scientific Institution "''Institute for Single Crystals'', National Academy of Sciences of Ukraine, 60 Nauky Ave., Kharkiv 61001

к.х.н. зав.лабораторией рентгеноструктурных исследований

Андрей О. Дорошенко, V. N. Karazin Kharkiv National University,4 Svobody Sq., Kharkiv 61022

кафедра органической химии, профессор

Елена Г. Швец, V. N. Karazin Kharkiv National University,4 Svobody Sq., Kharkiv 61022

кафедра органической химии, инженер

Максим А. Колосов, V. N. Karazin Kharkiv National University,4 Svobody Sq., Kharkiv 61022

кафедра органической химии, доцент

Федор Г. Яременко, State Scientific Institution "''Institute for Single Crystals'', National Academy of Sciences of Ukraine, 60 Nauky Ave., Kharkiv 61001

ст. научный сотрудник

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Published

2020-10-14

Issue

Vol. 56 No. 9 (2020)

Section

Original Papers