SYNTHESIS OF 2-ARYL-5H-[1,3,4]THIADIAZOLO[2,3-<i>b</i>]QUINAZOLIN-5-ONES

Authors

  • В. Н. Брицун Institute of Organic Chemistry, Ukraine National Academy of Sciences, Kiev 02094
  • А. Н. Есипенко Institute of Organic Chemistry, Ukraine National Academy of Sciences, Kiev 02094
  • М. О. Лозинский Institute of Organic Chemistry, Ukraine National Academy of Sciences, Kiev 02094

DOI:

https://doi.org/10.1007/7993

Keywords:

3-amino-2-thioxo-1, 2, 3, 4-tetrahydroquinazolin-4-one, 3-arylmethylidenamino-2-thioxo-1, 4-tetrahydroquinazolin-4-ones, aryl nitriles, 2-aryl-5H-[1, 4]thiadiazolo[2, 3-b]quinazolin-5-ones, 2-thioxo-1, potassium chlorate, deamination, cyclization

Abstract

3-Amino-2-thioxo-1,2,3,4-tetrahydroquinazolin-4-ones were converted into 2-aryl-5H-[1,3,4]thiadiazolo[2,3-b]quinazolin-5-ones on  treatment with carboxylic acids and POCl3. 3-Arylmethylidenamino-2-thioxo-1,2,3,4-tetrahydroquinazolin-4-ones also cyclized to 2-aryl-5H-[1,3,4]thiadiazolo[2,3-b]quinazolin-5-ones when oxidized with potassium chlorate in acetic acid, but on heating they were deaminated to give  2-thioxo-1,2,3,4-tetrahydroquinazolin-4-one and aryl nitriles.

How to Cite
Britsun, V. N.; Esipenko, A. N.; Lozinskii, M. O.  Chem. Heterocycl. Compd. 2006, 42, 693. [Khim. Geterotsikl. Soedin. 2006, 787.]

For this article in the English edition, see DOI 10.1007/s10593-006-0148-5

 

Published

2023-08-23

Issue

Section

Original Papers