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Study on the Synthesis of Organic Intermediates Via Aromatic Amino Conversion

Author: HanCong
Tutor: ZhangTianYong
School: Tianjin University
Course: Applied Chemistry
Keywords: 2 - chloro-5 - nitropyridine Between trifluoromethylphenol 2 - fluoropyridine 2 - Fluoro-5 - nitropyridine Amino compounds
CLC: O621.3
Type: Master's thesis
Year: 2010
Downloads: 62
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Abstract


Aromatic amino compounds, organic synthetic pharmaceuticals, pesticides and dyes intermediates , this paper studies the three compounds the amino transformed by the aromatic ring , that is, 2 - chloro-5 - nitropyridine , inter- trifluoromethyl phenol and 2 - fluoro - 5-nitro - pyridine . The results are as follows : after diazotization and hydrolysis hydroxy chloride Synthesis of 2 - chloro-5 - nitropyridine to homemade 2 - amino-5 - nitropyridine as reactants . Mainly studied the diazotization , the hydrolysis process in an amount of sodium nitrite and a dropping acceleration , the dosage of the sulfuric acid , the diazotization reaction time of 2 - hydroxy - 5-nitro - pyridine . Mainly investigated in the chlorination process in an amount of POCl3 , PCl5 dosage and reaction time of 2 - chloro-5 - nitropyridine impact . Meanwhile, the 2 - hydroxy - 5 - nitro - pyridine and 2 - chloro-5 - nitropyridine purified condition . Finally obtained 2 - chloro - 5 - nitropyridine total yield of 66.5% (on the basis of 2 - amino-5 - nitropyridine meter ) , and a purity of 99.9% . Inter - trifluoromethylaniline as reactants after the diazotized Hydrolysis trifluoromethylphenol . The sulfuric acid concentration and the amount of hydrolysis of the way and hydrolysis temperature reaction conditions on product yield . Better conditions : n the ( inter Trifluoromethylaniline ) : n ( sodium nitrite ) : n ( sulfuric acid) = 1:1.5:4 , diazotization after the the urea decomposition of nitrous acid , side hydrolysis edge the mode of operation of the steam distillation , the hydrolysis solution was added 3g of urea to prevent the formation of the product be oxidized, and the yield was improved to 91.6%, a content of 99.7% . Try a variety of ways to give 2 - fluoro-5 - nitropyridine , the end result of the steps of the reaction byproducts are too far , failed to 2 - fluoro-5 - nitropyridine successfully isolated . The main factors in the synthesis reaction , were investigated after the synthesis of the product , a good reference .

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Synthetic organic chemistry
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