87293-44-5Relevant academic research and scientific papers
Dihaloquinolinic acid intermediate and preparation method thereof
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Paragraph 0044-0046, (2021/02/24)
The invention relates to the field of herbicide synthesis, and particularly discloses a dihaloquinolinic acid intermediate and a preparation method thereof, wherein the structure of the dihaloquinolinic acid intermediate is as shown in a formula (2). The method is characterized in that in the presence of a catalyst, a compound with a structure as shown in a formula (1) is used as a raw material, carboxylic acid is used as a solvent, oxygen-containing gas is used as an oxidant, and an oxidation reaction is performed, wherein the catalyst is one or more of a cobalt metal compound, a manganese metal compound and a vanadium metal compound, and in the formula (1) and the formula (2), X is halogen. According to the method, a large amount of waste acid and waste water can be prevented from beinggenerated, environmental protection is achieved, and the three-waste treatment cost is greatly reduced; and the method has the advantages of mild reaction conditions, simple post-treatment and high product purity and yield, and is very suitable for industrial production.
Method for preparing 8-quinoline carboxylic acid and derivatives of 8-quinoline carboxylic acid
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Paragraph 0024-0025, (2021/01/15)
The invention discloses a method for preparing 8-quinoline carboxylic acid and derivatives thereof, which comprises the following steps: by using a compound I as a raw material, reacting with an oxidant at the temperature of 50-150 DEG C under normal pressure in a solvent under the action of a Cu-Co-X ternary composite catalyst to obtain a compound II; according to the method, the efficient Cu-Co-X ternary composite catalyst is adopted, the reaction is carried out at the temperature of 50-150 DEG C under normal pressure, the reaction condition is mild, the oxidation yield is remarkably increased, near-zero emission of three wastes is realized, the pollution problem is effectively solved, and the production cost is greatly reduced.
Preparation method of quinclorac
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Paragraph 0042; 0045-0046; 0049; 0051; 0053; 0055; 0057-0062, (2020/07/24)
The invention relates to the field of herbicides, and discloses a preparation method of quinclorac, which comprises: 1) adopting an N-hydroxyphthalimide compound and azodiisobutyronitrile as catalysts, adopting oxygen as an oxidizing agent, and oxidizing 7-chloro-8-methylquinoline to obtain 7-chloro-8-quinoline carboxylic acid; and 2) by taking azodiisobutyronitrile as a catalyst, carrying out chlorination reaction on 7-chloro-8-quinoline carboxylic acid and chlorine to obtain 3,7-dichloro-8-quinoline carboxylic acid. By means of the method disclosed by the invention, the generation of a largeamount of waste acid and wastewater in a synthesis process can be reduced, and the product yield of quinclorac can be increased.
Preparation method of 7-chloro-8-quinoline carboxylic acid
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Paragraph 0045-0068, (2020/07/24)
The present invention relates to the field of herbicides, the preparation method comprises the following steps: (1) oxidizing 7-chloro-8-methylquinoline by taking oxygen as an oxidizing agent in a reaction solution in which an N-hydroxyphthalimide compound serving as a catalyst and azodiisobutyronitrile are dissolved, so as to obtain 7-chloro-8-quinoline carboxylic acid; and 2) carrying out solid-liquid separation on the oxidation product obtained in the step 1) to obtain a solid phase and a reaction liquid phase. With the method provided by the invention, the generation of a large amount of waste acid and wastewater in the synthesis process can be avoided, and the reaction liquid phase can be recycled.
Catalytic formation of ketones from unactivated esters through rhodium chelation-assisted C-O bond activation
Wang, Jingjing,Zuo, Sujing,Chen, Weiqiang,Zhang, Xinrui,Tan, Kaixin,Tian, Yun,Wang, Jianhui
, p. 8217 - 8231 (2013/09/24)
A new method for building aryl aryl ketones containing heterocyclic rings through chelation-assisted C-O bond activation catalyzed by a rhodium complex has been developed. In this reaction, methyl quinoline-8-carboxylate, methyl quinoxaline-5-carboxylate, and their derivatives were reacted with an excess amount of a substituted phenyl boronic acid in the presence of a rhodium(I) complex to give substituted phenyl(quinolin-8-yl)methanone, phenylquinoxalin-5- ylmethanone, and their derivatives in medium to high yields. The current method offers a highly favorable synthetic pathway to efficiently build related drugs with an 8-benzoylquinoline core structure. This method may prove especially valuable for medicinal chemists for the late-stage introduction of versatile ketone moieties into complex scaffolds for diversity-oriented synthetic strategies.
