Study On The Photochemical Character Of Benzamide And Thiourea Derivatives

Design of photochemical reaction conditions and preparation of photoreaction products with special structures and functions are one of the main focuses in current fields of photochemistry. In this thesis, a series of benzamides and thioureas derivatives have been designed and prepared. By reasonable photoreaction conditions, a series of benzophenone and quinazoline compounds have been synthesized and structurally determined by NMR, MS and X-ray crystallography, respectively. The mechanisms of photoreaction of benzamide and thiureas have been proposed.This thesis includes five parts as follows.1. The backgrounds and some relative concepts of this work are briefly introduced. The photochemistry of benzamides and compounds with thiourea functional group is also concisely reviewed.2. Total of fourteen benzamides with different substituted groups have been synthesized and structurally characterized. Better photoreaction time for that kind of compounds at given concentrations is confirmed by tracking its'UV spectrum and GC chromatogram. A representative dibenzophenone photoproduct has been determined by X-ray crystallography. The mechanisms of photoreaction of benzamide have been proposed.3. Total of seven N-(chloro(phenyl)methylene)benzenamines with different substituted groups and sixty-one thiourea derivatives have been synthesized and structurally characterized. Two representative compounds have been determined by X-ray crystallography. The best ratio of reactants, the adequate reaction temperature and solvent have been found by contrast experiments.4. The better photoreaction conditions and irridation times have been confirmed through the different photoreaction results. It is the first time that fifty quinazoline derivatives with biological activity and four photooxidation products with urea functional groups have been obtained by photochemistry method. Two representative compounds, quinazoline derivatives and photooxidation products, have been determined by X-ray crystallography, respectively. The mechanism of thiocarbonyl compounds with thiourea function group has been proposed according to the photoreaction products.5. Total of one heterocyclothione intermidate and four heterocyclothione compounds have been synthesized and structurally characterized. The photochemical reaction of heterocyclothione compounds has been investigated, and the mechanism of heterocyclothione compounds has been presumed according to the photoreaction products.