Document Type : Original Research Article

Authors

• Mehdi Nabati
• Mehrdad Mahkam

Chemistry Department, Faculty of Science, Azarbaijan Shahid Madani University, Tabriz, Iran

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.

Graphical Abstract

Keywords

• 2,6-diaminopyridine
• N-methylation
• selectivity
• one-pot reaction

Main Subjects

• Organic chemistry