Synthesis 2013; 45(4): 448-451
DOI: 10.1055/s-0032-1317933
practical synthetic procedures
© Georg Thieme Verlag Stuttgart · New York

N-Nitroso Group-Assisted Nucleophilic Aromatic Substitution of 6-Chloro­pyrimidines: A Facile and Efficient Synthesis of Pyrimidine-4,6- and -2,4-­diamines

Virginija Jakubkiene
Department of Organic Chemistry, Faculty of Chemistry, Vilnius University, Naugarduko 24, 03225 Vilnius, Lithuania   Fax: +370(5)2330987   Email: inga.cikotiene@chf.vu.lt
,
Justinas Zurba
Department of Organic Chemistry, Faculty of Chemistry, Vilnius University, Naugarduko 24, 03225 Vilnius, Lithuania   Fax: +370(5)2330987   Email: inga.cikotiene@chf.vu.lt
,
Inga Cikotiene*
Department of Organic Chemistry, Faculty of Chemistry, Vilnius University, Naugarduko 24, 03225 Vilnius, Lithuania   Fax: +370(5)2330987   Email: inga.cikotiene@chf.vu.lt
› Author Affiliations
Further Information

Publication History

Received: 19 October 2012

Accepted after revision: 28 November 2012

Publication Date:
21 December 2012 (online)


Abstract

An N-nitroso group was used to activate chloropyrimidines toward nucleophilic substitution by amines. This permitted a simple, one-pot, high-yielding synthesis of pyrimidine-4,6- and -2,4-diamines.

Supporting Information