QUINAZOLINES. 3. SYNTHESIS OF 6-BROMO-8-CHLORO-SULFONYLQUINAZOLINE-2,4(1<i>H</i>,3<i>H</i>)-DIONE AND ITS INTERACTION WITH NUCLEOPHILIC REAGENTS

Authors

  • Р. Ш. Курязов S. Yu. Yunusov Institute of Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan
  • Н. С. Мухамедов S. Yu. Yunusov Institute of Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan
  • Д. А. Душамов S. Yu. Yunusov Institute of Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan
  • Р. Я. Окманов S. Yu. Yunusov Institute of Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan
  • Х. М. Шахидоятов S. Yu. Yunusov Institute of Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan
  • Б. Ташходжаев S. Yu. Yunusov Institute of Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan

DOI:

https://doi.org/10.1007/2978

Keywords:

6-bromo-8-mercaptoquinazoline-2, 4(1H, 3H)-dione, 6-bromo-8-chlorosulfonylquinazoline-2, 3H)-dione derivatives, nucleophilic and electrophilic substitution, X-ray crystallographic analysis

Abstract

6-Bromo-8-chlorosulfonylquinazoline-2,4(1H,3H)-dione was obtained from 6-bromoquinazoline-2,4(1H,3H)-dione and chlorosulfonic acid in place of the expected 6-bromo-7-chlorosulfonyl-quinazoline-2,4(1H,3H)-dione. Interaction of the product with water, alcohols, ammonia, aliphatic and heterocyclic amines gave 6-bromo-8X-quinazoline-2,4(1H,3H)-diones (X = SO2OH, SO2OAlk, SO2NR1R2), and, by reduction with SnCl2·2H2O in hydrochloric acid, 6-bromo-8-mercaptoquinazoline-2,4-dione was obtained.

How to Cite
Kuryazov, R. Sh.; Mukhamedov, N. S.; Dushamov, D. A.; Okmanov, R. Ya.; Shakhidoyatov, Kh. M.; Tashkhodzaev, B. Chem. Heterocycl. Compd. 2010, 46, 585. [Khim. Geterotsikl. Soedin. 2010, 737.]

For this article in the English edition see DOI 10.1007/s10593-010-0549-3

Published

2016-01-18

Issue

Section

Original Papers