Direct Amination and Synthesis of Fused N‐Substituted Isothiochromene Derivatives

Isothiochromene[3,4‐d] pyrimidine derivatives 2 , 3 , and 4a , b were synthesized from the reaction of 3‐amino‐1‐(pyridin‐4‐yl)‐5‐(pyridin‐4‐ylmethylene)‐5,6,7,8‐tetrahydro‐1H‐isothiochromene‐4‐carbonitrile 1 with acetic anhydride, formamide, urea, or thiourea in appropriate experimental conditions. Combination of 1 with carbon acid derivatives afforded isothiochromene [3,4‐b]pyridine 6 – 8 in good yield. A simple approach for N‐substituted fused isothiochromene derivatives has been explored. A POCl₃‐mediated direct amination of isothiochromene amide 2 with NH₂‐heterocycles, secondary amines, and carbohydrazides is described and compared with classical method, yielding 10 – 14 . The structures of the newly synthesized compounds were elucidated on the basis of elemental analysis, and spectral data.