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[1]刘安昌,李 琪,邓 三,等.有机发光材料中间体5,10-二氢-5-苯基苯并[b]吲哚并[2,3-d][1]苯并氮杂?的合成工[J].武汉工程大学学报,2021,43(03):256-259.[doi:10.19843/j.cnki.CN42-1779/TQ. 202011033]
 LIU Anchang,LI Qi,DENG San,et al.Synthesis of Organic Light-Emitting Materials Intermediate 5,10-Dihydro-5-Phenylbenz[b]Indolo[2,3-d][1]Benzazepine[J].Journal of Wuhan Institute of Technology,2021,43(03):256-259.[doi:10.19843/j.cnki.CN42-1779/TQ. 202011033]
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有机发光材料中间体5,10-二氢-5-苯基苯并[b]吲哚并[2,3-d][1]苯并氮杂?的合成工(/HTML)
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《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
43
期数:
2021年03期
页码:
256-259
栏目:
化学与化学工程
出版日期:
2021-06-30

文章信息/Info

Title:
Synthesis of Organic Light-Emitting Materials Intermediate 5,10-Dihydro-5-Phenylbenz[b]Indolo[2,3-d][1]Benzazepine
文章编号:
1674 -2869(2021)03 -0256-04
作者:
刘安昌 李 琪 邓 三 李惠竹 何良莉
武汉工程大学化工与制药学院,湖北 武汉 430074
Author(s):
LIU Anchang LI QiDENG San LI Huizhu HE Liangli
School of Chenmical Engineering and Pharmacy, Wuhan Institute of Technology, Wuhan 430074, China
关键词:
有机发光材料510-二氢-5-苯基苯并[b]吲哚并[23-d] [1]苯并氮杂?中间体合成
Keywords:
organic light-emitting materials510-dihydro-5-benzo [b] indolo [23-d][1] benzaza intermediate synthesis
分类号:
O625.29
DOI:
10.19843/j.cnki.CN42-1779/TQ. 202011033
文献标志码:
A
摘要:
为了优化合成有机发光材料中间体5,10-二氢-5-苯基苯并[b]吲哚并[2,3-d] [1]苯并氮杂?,以苯胺,2-溴苯乙酸为原料,合成2-(2-(苯基氨基)苯基)乙酸;然后与乙醇酯化,生成2-(2-(苯基氨基)苯基)乙酸乙酯;后与对甲基苯磺酰氯反应保护氨基生成2-(2-(N-苯基-N-对甲苯磺酰胺基)苯基)乙酸乙酯;其后在三氯化铝作用下环化生成5,11-二氢-10H-二苯并[d,f]氮杂;最后在乙酸中与N,N-二苯基肼反应生成目标产物5,10-二氢-5-苯基苯并[b]吲哚并[2,3-d] [1]苯并氮杂?。经1HNMR光谱鉴定,产物与5,10-二氢-5-苯基苯并[b]吲哚并[2,3-d] [1]苯并氮杂结构一致。该合成工艺简单,原料廉价易得,适合工业化生产。
Abstract:
2-(2-amino) phenyl) acetic acid was prepared with raw materials of aniline and 2-bromophenylacetic acid. And then it was esterified with ethanol to produce ethyl 2-(2-(phenylamino)phenyl)acetate. With reacting with p-toluenesulfonyl chloride to protect the amino group, 2-(2-(N-phenyl-N-p-toluenesulfonamido) phenyl) ethyl acetate was generated. Then it was cyclized under the action of aluminum trichloride to generate 5,11-dihydro-10H-dibenzo[d,f]azidine. Finally, the target product 5,10-dihydro-5-phenyl Benzo[b]indolo[2,3-d] [1] benzoazepine was produced after the reaction of 5,11-dihydro-10H-dibenzo[d,f]azidine and N,N-diphenylhydrazine in acetic acid. Identified by 1H nuclear magnetic resonance spectroscopy, the structure of the product is consistent with that of fluazaindolizine. The synthesis process is simple with cheap and available raw materials, being suitable for industrial production.

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备注/Memo

备注/Memo:
收稿日期:2020-11-30作者简介:刘安昌,博士,教授。E-mail:lanchang163@163.com引文格式:刘安昌,李琪,邓三,等.有机发光材料中间体5,10-二氢-5-苯基苯并[b]吲哚并[2,3-d] [1]苯并氮杂?的合成工艺[J]. 武汉工程大学学报,2021,43(3):256-259.
更新日期/Last Update: 2021-06-28