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One-pot and one-step novel N-methylation of 2,6-diaminopyridine

Journal: Iranian Chemical Communication (Vol.2, No. 3)

Publication Date:

Authors : ; ;

Page : 162-167

Keywords : 2; 6-diaminopyridine; N-methylation; selectivity; one-pot reaction;

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Abstract

2,6-diaminopyridine is extensively used as a pharmaceutical intermediate and a hair dye coupler as oxidation formulations. It is soluble in protic solvents. Primary and secondary amines are N-methylated by various methods such as direct alkylation of amines with Hofmann mechanism, but in many of these methods due to overalkylations, we earn a mixture of amino products. Consequently, they aren't selective in secondary amines preparation. Also, the selective synthesis of secondary amines is a problematic field in organic chemistry. 2,6-diaminopyridine can be selective N-methylated from reaction of this compound with sodium azide and orthoformic ester in low time with good yields.

Last modified: 2018-05-13 06:17:45