A two component protocol for synthesis of 3-(2-(substituted phenylamino)thiazol-4-yl)-2H-chromen-2-ones

Abstract

An efficient 2-component synthesis of a series of 3-(2-(substituted phenylamino)thiazol-4-yl)-2 H -chromen-2ones (3a-j) was achieved by the reaction of 3-(2-thiocyanatoacetyl)-2 H -chromen-2-one (1) with a variety of suitably substituted anilines in 1:1 molar ratio in ethanol. The structures of the products were established by elemental analyses, and UV-vis, FTIR, 1 H and 13 C NMR, and mass spectroscopy. 3-(2-(4-Methylphenylamino)thiazol-4-yl)-2 H -chromen-2one (3j) was further characterized by single crystal X-ray diffraction study. This compound, C 19 H 14 N 2 OS, crystallizes in the orthorhombic space group Pna21, with Z = 4, and unit cell parameters a = 13.0785(11), b = 25.746(2), c = 4.7235(3)Å, α = β = γ = 90 • .