17th Iranian Seminar of Organic Chemistry , 2010-10-13

Title : ( Facile synthesis of the new derivatives of 3-alkylsulfanyl-5-chloro-7-methyl- [1,2,4]triazolo[4,3-c]pyrimidine )

Authors: Mehdi Bakavoli , Mohammad Rahimizadeh , mahboobe siahkouhi nia , Ali Shiri ,

Citation: BibTeX | EndNote

Abstract

Triazolopyrimidines are of interest not only for the synthesis of heterocyclic systems but also as compounds having biological activity and exhibiting, in particular, hypotensive, antiseptic, antiarrhythmic, and antiasthmatic properties[1,2]. Some methods for the preparation of these heterocyclic system are involves treatment of hydrazinopyrimidines with carbon disulfide or sodium nitrite in the presence of acetic acid [3] or condensation of the hydrazinopyrimidines with either formic acid or its orthoester [4] and also by the Dimroth rearrangement of imino derivatives of some pyrolopyridines in the presence of NaOH to obtain the hydrazinopyrimidine which were transformed into [1,2,4]triazolo[4,3- c]pyrimidines by treatment with acylhalides[5]. In this study, the reaction of 2-chloro-4-hydrazino-6-methylpyrimidine with carbonedisulfide in boiling pyridine led to the synthesis of 5-chloro-7-methyl- [1,2,4]triazolo[4,3-c]pyrimidine-3(2H)-thione. Subsequently, this precursor was alkylated by various alkyl halides in CH3CN and in the presence of triethylamine to give the corresponding 3-alkylsulfanyl-5-chloro-7-methyl- [1,2,4]triazolo[4,3-c]pyrimidine derivatives.

Keywords

, [1, 2, 4]triazolo[4, 3-c]pyrimidine-3(2H)-thione
برای دانلود از شناسه و رمز عبور پرتال پویا استفاده کنید.

@inproceedings{paperid:1019373,
author = {Bakavoli, Mehdi and Rahimizadeh, Mohammad and Siahkouhi Nia, Mahboobe and Shiri, Ali},
title = {Facile synthesis of the new derivatives of 3-alkylsulfanyl-5-chloro-7-methyl- [1,2,4]triazolo[4,3-c]pyrimidine},
booktitle = {17th Iranian Seminar of Organic Chemistry},
year = {2010},
location = {بابلسر, IRAN},
keywords = {[1;2;4]triazolo[4;3-c]pyrimidine-3(2H)-thione},
}

[Download]

%0 Conference Proceedings
%T Facile synthesis of the new derivatives of 3-alkylsulfanyl-5-chloro-7-methyl- [1,2,4]triazolo[4,3-c]pyrimidine
%A Bakavoli, Mehdi
%A Rahimizadeh, Mohammad
%A Siahkouhi Nia, Mahboobe
%A Shiri, Ali
%J 17th Iranian Seminar of Organic Chemistry
%D 2010

[Download]