Synthesis method and device for 4-hydroxyquinoline-3-formic acid

A technology of hydroxyquinoline and synthetic method, which is applied in chemical instruments and methods, chemical/physical/physical chemical processes, organic chemistry, etc., can solve the problems of high cost, troublesome post-processing, long reaction time, etc., and achieve short reaction time , easy post-processing, and simple equipment

A technology of hydroxyquinoline and synthetic method, which is applied in chemical instruments and methods, chemical/physical/physical chemical processes, organic chemistry, etc., can solve the problems of high cost, troublesome post-processing, long reaction time, etc., and achieve short reaction time , easy post-processing, and simple equipment

CN113402459APending Publication Date: 2021-09-17贵州中医药大学
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  • Synthesis method and device for 4-hydroxyquinoline-3-formic acid
  • Synthesis method and device for 4-hydroxyquinoline-3-formic acid
  • Synthesis method and device for 4-hydroxyquinoline-3-formic acid

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Embodiment Construction

[0053] Embodiments of the present invention are described in detail below, examples of which are shown in the drawings, wherein the same or similar reference numerals designate the same or similar elements or elements having the same or similar functions throughout. The embodiments described below by referring to the figures are exemplary and are intended to explain the present invention and should not be construed as limiting the present invention.

[0054] see Figure 1 to Figure 13 , the invention provides a kind of synthetic method of 4-hydroxyquinoline-3-formic acid, comprises the steps:

[0055] S1: Condensation reaction of o-nitrobenzoic acid and monoethyl malonate potassium salt to obtain ethyl 3-(2-nitrophenyl)-3-oxopropionate;

[0056] S2: using iron powder to react with the ethyl 3-(2-nitrophenyl)-3-oxopropionate, and reducing it to obtain ethyl 3-(2-aminophenyl)-3-oxopropionate;

[0057] S3: The 3-(2-aminophenyl)-3-oxopropionic acid ethyl ester is reacted with DM...

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Abstract

The invention relates to the technical field of medicine preparation, and particularly discloses a synthesis method and device for 4-hydroxyquinoline-3-formic acid. The method comprises the following steps: subjecting o-nitrobenzoic acid and potassium monoethyl malonate to a condensation reaction to obtain ethyl 3-(2-nitrophenyl)-3-oxo-propionate; subjecting iron powder to reacting with ethyl 3-(2-nitrophenyl)-3-oxo-propionate and conducting reducing to obtain ethyl 3-(2-aminophenyl)-3-oxo-propionate; carrying out a ring-closure reaction on ethyl 3-(2-aminophenyl)-3-oxo-propionate, DMF-DMA and DMF to obtain ethyl 4-hydroxyquinoline-3-formate; and subjecting ethyl 4-hydroxyquinoline-3-formate to hydrolysis under an alkaline condition so as to obtain 4-hydroxyquinoline-3-formic acid. In the synthesis process of the 4-hydroxyquinoline-3-formic acid, cost is low, reaction time is short, and post-treatment is relatively simple.

Description

technical field [0001] The invention relates to the technical field of medicine preparation, in particular to a synthesis method and device of 4-hydroxyquinoline-3-carboxylic acid. Background technique [0002] Compounds containing 4-hydroxyquinoline ring structure are a very important class of nitrogen-containing heterocyclic compounds with a wide range of biological activities. As intermediate raw materials, they have extensive research in the fields of medicine, agriculture, chemical industry, and materials. Prospects are one of the hot topics of research by researchers, among which 4-hydroxyquinoline compounds are very important intermediate raw materials in drug development. [0003] In the synthesis process of the existing 4-hydroxyquinoline-3-carboxylic acid, the cost is high, the reaction time is long, and the post-treatment is relatively troublesome. Contents of the invention [0004] The object of the present invention is to provide a kind of synthetic method an...

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Application Information

Patent Timeline
17 Sep 2021
Publication
CN113402459A
IPC
C07D215/56; B01J19/00
CPC
C07D215/56; B01J19/0066
Inventors
徐志; 柴慧芳