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]苯并氮杂䓬的合成工艺

Synthesis of Organic Light-Emitting Materials Intermediate5,10-Dihydro-5-Phenylbenz[b]Indolo[2,3-d][1]Benzazepine

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]苯并氮杂䓬,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]氮杂䓬;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]苯并氮杂䓬。经^(1)HNMR光谱鉴定,产物与5,10-二氢-5-苯基苯并[b]吲哚并[2,3-d][1]苯并氮杂䓬结构一致。该合成工艺简单,原料廉价易得,适合工业化生产。

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-ptoluenesulfonamido)phenyl)ethyl acetate was generated.Then it was cyclized under the action of aluminum trichloride to generate 5,11-dihydro-10 H-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-10 Hdibenzo[d,f]azidine and N,N-diphenylhydrazine in acetic acid.Identified by ^(1)H 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.