p-Chlorobenzoyl isothiocyanate was obtained via the reaction of p-chlorobenzoyl chloride with potassium isothiocyanate. Seven p-chlorobenzoyl substituted benzoyl thiosemicarbazides, including N-p-chlorobenzoyl-N’-benzoyl thiosemicarbazide(Ⅱ1), N-p-chlorobenzoyl-N’-p-hydroxybenzoyl thiosemicarbazide(Ⅱ2), N-p-chlorobenzoyl-N’-p-nitrobenzoyl thiosemicarbazide(Ⅱ3), N-p-chlorobenzoyl- N’-o-methoxybenzoyl thiosemicarbazide(Ⅱ4), N-p-chlorobenzoyl-N’-p-chlorobenzoyl thiosemicarbazide (Ⅱ5), N-p-chlorobenzoyl-N’-α-naphthalene acyl thiosemicarbazide(Ⅱ6) and N-p-chlorobenzoyl-N’-p- methylbenzoyl thiosemicarbazide(Ⅱ7), were synthesized by addition reaction of p-chlorobenzoyl isothiocyanates with aroyl hydrazines, in the yield of 79.8%%, 84.8%, 65.6%, 64.6%, 88.8%, 72.2% and 82.6% respectively. The structures of the products were characterized by 1H NMR, IR and elemental analysis. The preliminary biological activity test indicated that the synthesized compounds had antibacterial activity against B. subtilis, but had no obvious inhibition activity against E. coli.