Synthesis and Crystal Structure Study of Diethyl Aryl(benzo[d]thiazol-2-ylamino)methyl Phosphonates


Correspondence to: N. Hazeri; e-mail:


A three-component synthesis of α-aminophosphonate is described from a reaction between aldehydes, 2-aminobenzothiazole, and triethyl phosphite in the presence of InCl3 as a catalyst under solvent-free conditions for the generation of the particular α-aminophosphonates. These products have two potentially biologically active parts, aminophosphonate and benzothiazole. This method offers advantages such as short reaction times, good yields, solvent-free conditions, and easy workup with the green aspects by avoiding toxic catalysts and solvents. The crystal structure of 4b has been determined by X-ray crystallography. This compound crystallizes in the monoclinic space group C2/c with cell parameters a = 21.9285(5) Å, b = 10.3221(2) Å, c = 18.5979(5) Å, β = 108.759(3)°, V = 3985.99(18) Å3, Dcalc = 1.301 mg m−3, and Z = 8. The final R value is 0.0501 for 3741 reflections. © 2012 Wiley Periodicals, Inc. Heteroatom Chem 24:58–65, 2013; View this article online at DOI 10.1002/hc.21063