Abstract:
Isothiocyanate plays an important role in the biosynthesis of hypothiocyanite by a lactoperoxidase. The complete absence of isothiocyanate or deficiency of isothiocyanate in human body cause of damaging human host defense system. Isothiocyanate is a potent competitive inhibitor to the thyroid symporter. It is also a versatile synthon which can be readily transferred to other functional groups. Therefore, synthesis of isothiocyanate derivative is an important research area at this age.
Keeping view in mind, a facile synthetic route for the synthesis of isothiocyanate derivatives (2-6) is developed using available chemical reagents. The very simple and general procedure is the stirring of equimolar mixture of triethylammoniumphenolate and benzoyl isothiocyanate in DMF at room temperature for 8-13 hours. The products were characterized by the chemical methods and spectroscopic evidences such as IR and1H NMR. Moderate yield was obtained. Antibacterial screening showed not so significant activity against Gram-positive and Gram- negative bacteria.
X= -H, -NO2, -OH, -OCH3, -N(CH3)2
Synthesis of Aroyl Isothiocyanate Derivatives:
Serial no Starting material
Product
M.P.(°C)
%Yield
1.
151-153
43
2.
161-164
40
3.
171-173
38
Serial no Starting material
Product
M.P.(°C)
%Yield
4.
155-159
48
5.
175-179
41