The title compound(C12H16N2)was synthesized by the reaction of o-phenylenediamine(I)and acetone(II)which was accelerated by microwave irradiation and catalyzed by acetic acid under solvent-free condition.The optimal conditions are as follow:n(I):n(II)=1:1.2(I 1.08g,II 1.22 g),acetic acid 2 mL,time of microwave irradiation 10 min,and microwave power 320 W.The title compound was characterized by IR spectrogram and NMR spectra.The crystal structure was determined by X-ray single crystal diffraction.The title compound belongs to orthorhombic system with space group Pna2(1),Mr=189.28,a=1.22502(14),b=0.73344(8),c=1.20112(14)nm,V=1.0792(2)nm3,Z=4,Dc=1.165 g/cm3,F(000)=412,μ=0.070 mm-1,GOF =0.999,R1=0.0358,wR2 = 0.1087(I > 2σ(I)).
The title compound,3-acetamido-1-phenyl-4-(2,6-dichloro)benzylidene-5-pyrazolone(C18H13Cl2N3O2,Mr = 374.21),has been synthesized by one-step condensation of 2,6-dichloroben-zaldehyde with acetic anhydride and 3-amino-1-phenyl-5-pyrazolone under microwave irradiation.The compound was characterized by means of IR and 1H NMR.Its crystal and molecular structure were determined by X-ray diffractometry.It belongs to the orthorhombic system,space group Pbca,with a = 12.5312(13),b = 8.5495(9),c = 31.110(3) ,V = 3332.9(6) 3,Z = 8,Dc = 1.492 g/cm3,λ = 0.71073 ,μ(MoKα) = 0.407 mm-1,F(000) = 1536,the final R = 0.0394 and wR = 0.0984.A total of 15894 reflections were collected,of which 3630 were independent(Rint = 0.0362).There exist three planes in the molecular structure.X-ray analysis reveals that the dihedral angles between planes 1 and 2,1 and 3 and 3 and 2 are 80.89,74.29 and 20.57°,respectively.
2-(p-dimethylamino)-benzimidazole was synthesized by the reaction of o-phenylenediamine(I)with p-dimethylaminobenaldehyde(II)which was accelerated by microwave irradiation and ethyl alcohol as solvent.The optimal conditions were as follow:n(II)∶n(I)=1.3∶1,the temperature of microwave irradiation was 68℃,the time of microwave irradiation was 20 min.Under the optimal condition,the highest yield of the title compound was 79.6%.The samples synthesized were characterized by melting point determination,IR spectrogram,1HNMR spectra.
