Title : ( Synthesis of New [1,3]Selenazolo[5,4‐d]Pyrimidine Derivatives as Purine‐Like Selenium‐Containing Heterocycles )
Authors: efat vatankhah , Hossein Eshghi , Ali Shiri ,
Abstract
In the research, we presented a method for synthesizing selenium-containing heterocyclic compounds. One of the key structures in this project is the derivative of 7-methyl-2-(alkylthio)-5-(amino-1-yl)-[1,3]selenazolo[5,4-d]pyrimidine (3a-i). These are synthesized in one step using the treatment of precursor 2,4-dichloro-6-methylpyrimidin-5-amine (1) with selenium and sodium borohydride in ethanol to obtain the compound, which subsequently reacts with carbon disulfide in pyridine to form 5-chloro-7-methyl-[1,3]selenazolo[5,4-d]pyrimidine-2(1H)-thione (2). This is then treated with various alkyl halides under reflux conditions in ethanol to yield various derivatives (3a-i). A mixture of 5-chloro-7 methyl-2-(alkylthio)-[1,3]selenazolo[5,4-d]pyrimidine (3a-i) and various primary and secondary amines is refluxed in ethanol to prepare the corresponding nucleophilic substituted products, 2-(alkylsulfanyl)-7-methyl-5-(morpholin-4-yl)-[1,3]selenazolo[5,4-d]pyrimidines (4a-i) in good yields.
Keywords
, heterocyclization, purine-like selenium-containing heterocycles, selenazolo[5, 4-d]pyrimidine@article{paperid:1103910,
author = {Vatankhah, Efat and Eshghi, Hossein and Shiri, Ali},
title = {Synthesis of New [1,3]Selenazolo[5,4‐d]Pyrimidine Derivatives as Purine‐Like Selenium‐Containing Heterocycles},
journal = {Journal of Heterocyclic Chemistry},
year = {2025},
month = {August},
issn = {0022-152X},
keywords = {heterocyclization; purine-like selenium-containing heterocycles; selenazolo[5;4-d]pyrimidine},
}
%0 Journal Article
%T Synthesis of New [1,3]Selenazolo[5,4‐d]Pyrimidine Derivatives as Purine‐Like Selenium‐Containing Heterocycles
%A Vatankhah, Efat
%A Eshghi, Hossein
%A Shiri, Ali
%J Journal of Heterocyclic Chemistry
%@ 0022-152X
%D 2025