[Synthesis and spectral characterization of 4-amino-4'-chlorobenzophenone].
4-nitro-4'-chlorobenzophenone has been synthesized from p-nitrobenzol chloride and chlorobenzene in the presence of catalyst anhydrous AlCl3 and 4-amino-4'-chlorobenzophenone as an important organic intermediate was prepared by reduction of 4-nitro-4'-chlorobenzophenone with Na2S2. With the aid of orthogonal experiments the optimum reaction conditions were determined: reaction temperature 92 degrees C, time 2.5 h, 4-nitro-4'-chlorobenzophenone:Na2S2 = 1:1.7 (mol), yield 85.80%, purity 98.08%, m.p. 177-179 degrees C. The molecular structure of the title compound has been characterized by Elemental Analysis (EA), 1H and 13C Nuclear Magnetic Resonance Spectrometry (NMR), Infrared Spectroscopy (IR), and Mass Spectroscopy (MS), and the main infrared absorption peaks and nuclear magnetic spectral bands of this compound were assigned. The mass spectral fragmentations of the product's important fragment ions were elucidated. The result provides useful information for developing substitutes of non-cancer-causing forbidden dye intermediate.
Wang
Xiao-yan
XY
College of Applied Technology, Wenzhou University, Wenzhou 325027, China.
Huang
Xiang-hong
XH
D001577:Benzophenones / Q000138:chemical synthesis* / Q000737:chemistry; D002712:Chlorides / Q000737:chemistry; D013058:Mass Spectrometry / Q000379:methods*; D010100:Oxygen / Q000737:chemistry; D004364:Pharmaceutical Preparations / Q000138:chemical synthesis* / Q000737:chemistry
C549852:4-amino-4'-chlorobenzophenone; D001577:Benzophenones; D002712:Chlorides; D004364:Pharmaceutical Preparations; D010100:Oxygen