One-pot and one-step novel N-methylation of 2,6-diaminopyridine
Journal: Iranian Chemical Communication (Vol.2, No. 3)Publication Date: 2014-07-01
Authors : Mehdi Nabati; Mehrdad Mahkam;
Page : 162-167
Keywords : 2; 6-diaminopyridine; N-methylation; selectivity; one-pot reaction;
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.
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