SYNTHESIS AND ALKYLATION OF DIETHYL 6-ARYL-2-OXO-1,2,3,6-TETRAHYDROPYRIMIDINE-4,5-DICARBOXYLATES

Authors

  • М. А. Колосов V. N. Karazin Kharkiv National University
  • М. Д. К. Ал-Огаили V. N. Karazin Kharkiv National University
  • В. С. Пархоменко V. N. Karazin Kharkiv National University
  • В. Д. Орлов V. N. Karazin Kharkiv National University

DOI:

https://doi.org/10.1007/936

Keywords:

diethyl 2-oxo-1, 2, 3, 6-tetrahydropyrimidine-4, 5-dicarboxylates, oxalacetic ester, alkylation, Biginelli reaction

Abstract

We have demonstrated the preparation of diethyl 6-aryl-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5‑dicarboxylates by reaction of urea, oxalacetic ester, and aromatic aldehydes with substituents of various electronic properties. Alkylation of the obtained compounds in the alkyl halogenide–KOH/Н2О–MeCN system resulted in mixtures of N-alkyl derivatives, which can be separated by column chromatography. Longer reaction time led selectively to 1,3-dialkylation products.

How to Cite
Kolosov, M. A.; Al-Ogaili, M. J. K.; Parkhomenko, V. S.; Orlov, V. D. Chem. Heterocycl. Compd. 2014, 49, 1484. [Khim. Geterotsikl. Soedin. 2013, 1599.]

For this article in the English edition see DOI 10.1007/s10593-014-1399-1

Author Biographies

М. А. Колосов, V. N. Karazin Kharkiv National University

Максим Колосов

доцент кафедры органической химии Харьковского национального университета имени В.Н.Каразина

М. Д. К. Ал-Огаили, V. N. Karazin Kharkiv National University

Муатаз Ал-Огаили

В. С. Пархоменко, V. N. Karazin Kharkiv National University

Владимир Пархоменко

В. Д. Орлов, V. N. Karazin Kharkiv National University

Валерий Орлов

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Published

2013-10-29

Issue

No. 10 (2013)

Section

Original Papers