Method for efficient catalytic synthesis of 2H-indole [2,1-b] phthalazine-1,6,11(13H) triketone

A phthalazine, high-efficiency technology, applied in the field of ionic liquid catalysis, can solve the problems of ionic liquids that are not easily biodegradable, large amount of ionic liquids used, complicated post-processing, etc., and achieves easy industrialized large-scale production, less catalyst usage, and solvent utilization. high rate effect
CN104876932AActive Publication Date: 2015-09-02ANHUI UNIVERSITY OF TECHNOLOGY
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
ANHUI UNIVERSITY OF TECHNOLOGY
Publication Date
2015-09-02

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Abstract

The invention discloses a method for efficient catalytic synthesis of 2H-indole [2,1-b] phthalazine-1,6,11(13H) triketone, and belongs to the technical field of ionic liquid catalysis. The molar ratio of aromatic aldehyde, phthalylhydrazine and 5,5-dimethyl-1,3-cyclohexanedione in synthesis reaction is 1 to 1 to 1; the molar quantity of an acidic ionic liquid catalyst is 3%-7% of used phthalylhydrazine; the volume dose of a reaction solvent based on milliliter is 3-5 times of the molar quantity of the phthalylhydrazine based on millimole; and the method comprises the following steps: carrying out reflux reaction for 8-30 minutes; ending reaction, cooling to a room temperature, and separating out a lot of solids; carrying out suction filtration, washing residues with ethanol, and drying in vacuum to obtain a product. Compared with a synthesis method employing other acidic ionic liquid catalysts, the method has the characteristics of being high in catalytic activity of the catalyst, good in biodegradability and relatively in low preparation cost; the overall synthesis process is simple and convenient to operate; and industrialized large-scale application is facilitated.
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Description

technical field

[0001] The invention belongs to the technical field of ionic liquid catalysis, and in particular relates to a method for efficiently catalytically synthesizing 2H-indole[2,1-b]phthalazine-1,6,11(13H)-trione. Background technique

[0002] Heterocyclic compounds are ubiquitous in nature and closely related to people's lives, and have attracted great interest in the past few decades. Phthalazinone derivatives containing phthalazine structural units, such as 2H-indole [2,1-b] phthalazine-1,6,11(13H)-trione, have important pharmacological and biological activities, It can play anti-spasmodic, anti-fungal, anti-cancer, anti-cytotoxic effects. In addition, it also has the potential to prepare fluorescent materials. Such compounds are usually synthesized by a three-component one-pot reaction of phthalic hydrazide, cyclohexanedione and aldehydes, but the traditional inorganic or organic acid catalysts commonly suffer from long reaction times, insufficient yields, an...

Claims

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