Arabian Journal of Chemistry, ( ISI ), Volume (7), No (6), Year (2014-11) , Pages (1000-1002)

Title : ( Investigation of regioselectivity on the reaction of 5-bromo-2,4-dichloro-6-methylpyrimidine with ammonia )

Authors: Abdolhassan Doulah , Hossein Eshtiagh Hosseini , Masoud Mirzaei Shahrabi , Mohsen Nikpour , Ali Fazlara , Alireza Salimi ,

Citation: BibTeX | EndNote

Regioselective displacement reaction of ammonia with 5-bromo-2,4-dichloro-6-methylpyrimidine was studied by X-ray crystallography analysis and showed the formation of 5-bromo-2-chloro-6-methylpyrimidin-4-amine as a main product. Reaction of the latter compound with secondary amines in boiling ethanol afforded 4-amino-5-bromo-2-substituted aminopyrimidines. The synthesized compound in this paper crystallized in the monoclinic crystal system space group P21/n. In the title cocrystal, 5-bromo-2-chloro-6-methylpyrimidin-4-amine·3H2O, the asymmetric unit contains one crystallographically independent 5-bromo-2-chloro-6-methylpyrimidin-4-amine and three crystallization of water molecules. The typical intramolecular O−H⋯N as well as O−H⋯O hydrogen bond is observed in the crystalline network of the title compound. It is interesting to point out that the crystal structure is further stabilized by O−H⋯O hydrogen bonds created by (H2O)∞ clusters.

Keywords

, 5-Bromo-2, 4-dichloro-6-methylpyrimidine; 5-Bromo-2-chloro-6-methylpyrimidin-4-amine; X-ray
برای دانلود از شناسه و رمز عبور پرتال پویا استفاده کنید.

@article{paperid:1039855,
author = {Abdolhassan Doulah and Eshtiagh Hosseini, Hossein and Mirzaei Shahrabi, Masoud and Mohsen Nikpour and Ali Fazlara and Salimi, Alireza},
title = {Investigation of regioselectivity on the reaction of 5-bromo-2,4-dichloro-6-methylpyrimidine with ammonia},
journal = {Arabian Journal of Chemistry},
year = {2014},
volume = {7},
number = {6},
month = {November},
issn = {1878-5352},
pages = {1000--1002},
numpages = {2},
keywords = {5-Bromo-2;4-dichloro-6-methylpyrimidine; 5-Bromo-2-chloro-6-methylpyrimidin-4-amine; X-ray crystallography},
}

[Download]

%0 Journal Article
%T Investigation of regioselectivity on the reaction of 5-bromo-2,4-dichloro-6-methylpyrimidine with ammonia
%A Abdolhassan Doulah
%A Eshtiagh Hosseini, Hossein
%A Mirzaei Shahrabi, Masoud
%A Mohsen Nikpour
%A Ali Fazlara
%A Salimi, Alireza
%J Arabian Journal of Chemistry
%@ 1878-5352
%D 2014

[Download]