相转移催化条件下的4-氯-2-氟苯肼的合成  

Synthesis of 4-Chloro-2-fluorophenyl Hydrazine with Phase Transfer Catalysis

作　　者：何光裕[1] 盛文辉[1] 陈海群[1] 

机构地区：[1]常州大学江苏省精细化工重点实验室,江苏常州213164

出　　处：《化学世界》2011年第5期289-291,295,305,共5页Chemical World

基　　金：江苏省自然科学基金项目(SBK200930370)

摘　　要：以4-氯-2-氟苯胺为原料,冰乙酸为助溶剂,PEG-400相转移催化作用下进行重氮化反应,再经过还原、酸析、碱解等三步反应制备出目标化合物,产率≥74.0%。考察了催化剂用量、还原温度、酸析温度对反应收率的影响,适宜的反应条件是:重氮化、还原、酸析的反应温度分别为0℃、75℃、85℃。物质量的比为n(4-氯-2-氟苯胺)∶n(亚硝酸钠)∶n(盐酸)∶n(亚硫酸氢钠)=1∶1.05∶3∶2.20,质量比m(4-氯-2-氟苯胺)∶m(PEG-400)=1∶0.03。4-Chloro-2-fluorophenyl hydrazine was synthesized using 4-chloro-2-fluoroaniline as raw material by the reaction of diazotization,reduction,acid and alkaline hydrolysis.PEG-400 was used as phase transfer catalyst（PTC） in the process of diazotization while CH3COOH was chosen as cosolvent.The total yield of 4-chloro-2-fluorophenyl hydrazine was 74%.The influence of the amount of catalyst,reaction temperature of reduction and hydrolysis on yield of 4-chloro-2-fluorophenyl hydrazine was investigated.The corresponding reaction temperatures of diazotization,reduction and hydrolysis were chosen to be 0 ℃,75 ℃ and 85 ℃.The optimized conditions were as follows： n（4-chloro-2-fluoroaniline）∶n（NaNO2）∶n（HCl）∶n（NaHSO3）= 1∶1.05∶3∶2.20（molar ratio）,m（4-chloro-2-fluoroaniline）∶m（PEG-400）=1∶0.03（mass ratio）.

关 键 词：4-氯-2-氟苯肼 唑酮草酯 重氮化 还原 相转移催化 

分 类 号：O626.4[理学—有机化学]