反应条件对N-炔丙基-4-溴-1,8-萘酰亚胺与水合肼反应产物的影响  

Influence of Reaction Conditions on the Reaction Product between N-propargyl-4-bromo-1, 8-naphthimide and Hydrazine Hydrate

作　　者：于志豪 周浪萍 王俊俊 马育兰 姜明昊 任家强 钱俊红[1] Yu Zhihao;Zhou Langping;Wang Junjun;Ma Yulan;Jiang Minghao;Ren Jiaqiang;Qian Junhong(Shanghai Key Laboratory of Functional Materials Chemistry,School of Chemistry&Molecular Engineering,East China University of Science&Technology,Shanghai 200237;State Key Laboratory of Biocatalysis and Enzyme Engineering,School of Life Sciences,Hubei University,Wuhan 430062,China)

机构地区：[1]华东理工大学化学与分子工程学院上海市功能材料重点实验室,上海200237 [2]湖北大学生命科学学院省部共建生物催化与酶工程国家重点实验室,湖北武汉430062

出　　处：《广东化工》2022年第1期4-6,15,共4页Guangdong Chemical Industry

基　　金：湖北大学省部共建生物催化与酶工程国家重点实验室开放课题基金(No.SKLBEE2020003)。

摘　　要：水合肼作为转移氢化试剂可选择性还原C=C双键和C≡C三键,亦可作为肼解试剂与邻苯二甲酰亚胺通过Gabriel反应制备伯胺;此外,由于水合肼是富电子基团,可对卤化物进行亲核取代反应。本文通过单因素实验研究了反应时间、反应温度、水合肼用量、溶剂、气体环境等因素对N-炔丙基-4-溴-1,8-萘酰亚胺与水合肼反应产物的影响。结果表明,影响Gabriel、转移氢化和亲核取代反应的主要因素分别是水合肼的用量、气体环境和反应温度。As a transfer hydrogenation reagent, hydrazine hydrate can selectively reduce C=C or C≡C to C-C single bond. It can also react with phthalimide as a hydrazinolysis reagent to prepare primary amines through Gabriel reaction. In addition, hydrazine hydrate is an electron rich compound, which could react with aromatic halides as a nucleophilic substitution reagent. In this work, the effects of reaction time, temperature, hydrazine hydrate dosage, solvent and ambient gas on the reaction product between N-propargyl-4-bromo-1,8-naphthalimide(NPBN) and hydrazine hydrate are studied by single factor method. The results show that the main factors affecting the Gabriel, transfer hydrogenation and nucleophilic substitution reactions are hydrazine hydrate dosage, gas environment and reaction temperature, respectively.

关 键 词：水合肼 转移氢化 Gabriel反应 亲核取代 萘酰亚胺 

分 类 号：O621.3[理学—有机化学]