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Method for synthesizing dibenzophenazine by utilizing 2-naphthylamine under the effect of catalyst

A dibenzophenazine and catalyst technology, which is applied in the field of catalyzing the synthesis of dibenzophenazine from 2-naphthylamine, can solve the problems of easy explosion, environmental pollution, and low yield in the production process, and achieve safe and reliable production and simple process , the effect of less by-products

Active Publication Date: 2012-04-11
山东格新精工有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The purpose of the present invention is to invent a new method for producing phenazine and its derivatives, to replace the current production method of phenazine and its derivatives, so as to overcome the low yield and high cost of existing phenazine and its derivatives production methods , the production process is easy to explode, and the production causes serious pollution to the environment.

Method used

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  • Method for synthesizing dibenzophenazine by utilizing 2-naphthylamine under the effect of catalyst
  • Method for synthesizing dibenzophenazine by utilizing 2-naphthylamine under the effect of catalyst
  • Method for synthesizing dibenzophenazine by utilizing 2-naphthylamine under the effect of catalyst

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Embodiment 1

[0020] Example 1: Weigh 0.18g (1mmol) of 2-naphthylamine hydrochloride and 0.06g (0.1mmol) of six-membered semicucurbitan HemiQ[6], respectively, and add them to 100mL of 0.1M hydrochloric acid aqueous solution. The reaction was carried out for 30 minutes under magnetic stirring. Naturally cool to room temperature and then filter with suction, recover the catalyst from the filtrate, rinse the precipitate with distilled water 4 to 5 times, and take it out after vacuum drying for 24 hours to obtain dibenzo[a, j]phenazine hydrochloride with a yield of about 47~ 56%.

Embodiment 2

[0021] Example 2: Weigh 0.18g (1mmol) of 2-naphthylamine hydrochloride and 0.12g (0.1mmol) of twelve-membered semicucurbitan HemiQ[6], respectively, and add them to 100mL of 0.1M hydrochloric acid aqueous solution, at 80°C The reaction was carried out for 30 minutes under magnetic stirring. Naturally cool to room temperature and then filter with suction, recover the catalyst from the filtrate, rinse the precipitate with methanol until it turns white, keep the rinse solution, spin the rinse solution, and recover the methanol, after the rinse solution is rotary evaporated, dry it in vacuum for 24 hours and take it out. That is, dibenzo[a, j]phenazine hydrochloride was obtained with a yield of about 52% to 68%.

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Abstract

The invention relates to a method for synthesizing dibenzo[a,j]phenazine by utilizing 2-naphthylamine (or called naphthylamine, b-naphthylamine) under the effect of catalyst, which comprises the following steps of: taking hemicucurbituril (Hemicucurbit[n]uril, n=6, 12) as catalyst and 0.1M of hydrochloric acid solution as solvent, and catalyzing 2-naphthylamine hydrochloride to synthesize the dibenzophenazine, wherein the molar ratio of the 2-naphthylamine hydrochloride to the hemicucurbituril is 1 : 0.1, the reaction temperature is 80 degrees centigrade and the reaction time is 30min in the 0.1M of hydrochloric acid solution. The method has the advantages of simple and convenient operation, low cost, high yield, cleanness and environment-friendliness, and complies with the requirements of the green synthesis initiated in the current society.

Description

technical field [0001] The present invention is a method for synthesizing dibenzophenazine with 2-naphthylamine under the action of a catalyst, specifically a method for synthesizing dibenzophenazine from 2-naphthylamine with a semicucurbital ring as a catalyst . Background technique [0002] The semicucurbital ring is a macrocyclic cage compound composed of twelve or six dihydrofuranone units bridged by methylene, and its structural characteristics are similar to the cucurbital ring. At present, only the structural characterization of the semi-cucurbit ring has been reported, and its application properties have not been reported. [0003] In the field of organic chemistry, phenazine and its derivatives have a certain special status. In the middle of the 19th century, Perkin used aniline and potassium dichromate as raw materials to react in sulfuric acid to try to synthesize quinine, but got aniline violet (a mixture of substituted phenazine and other compounds) by acciden...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D241/38B01J31/02
Inventor 余娟丛航薛赛凤陶朱祝黔江
Owner 山东格新精工有限公司
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