关键词: 二苯胺, N, N-二苯基-2-氯-2-氧代乙酰胺, 1-苯基靛红, 1-苯基吲哚, 合成

Abstract: In this paper，n-phenylaniline and oxalyl chloride were used to prepare 1-phenylindole. The experimental conditions，such as material ratio，reaction time，the amount of catalyst and so on were investigated. The optimal conditions of the coupling reaction were found as：n(n-phenyl -aniline)∶n(oxalyl chloride) =1∶3，reaction temperature 20—25 ℃，reaction time 2.5 h，under which the yield of 1-(diphenylamino)-2-chloro-ethanedione was up to 98.02% based on n-phenyl -aniline and the purity was 97.68% as determined by HPLC. The best reaction conditions for preparing 1-phenyl isatin were found as：n(1-(diphenylamino)-2-chloro-ethanedione)∶n(Anhydrous AlCl3)=1∶3，reaction temperature 10 ℃，reaction time 2 h，under which the yield of 1-phenylisatin was 86.76% based on 1-(diphenylamino)- 2-chloro-ethanedione and the purity was 98.45% as determined by HPLC. The reduction reaction conditions were optimized as：n(1-phenylisatin)∶n(sodium borohydride) = 1∶3，n(1-phenylisatin)∶n(zinc chloride) = 1∶0.05，reaction temperature 110 ℃，reaction time 12 h，under which the yield of 1-phenylisatin was 72.41% based on 1-phenylisatin and the purity was 98.14% as determined by HPLC. The structures of the product were identified by 1H NMR，MS and Micro melting point instrument.

Key words: n-phenylaniline, 1-(diphenylamino)-2-chloro-ethanedione, 1-phenylisatin, 1-phenylin- dole, synthesis