- Dihaloquinolinic acid intermediate and preparation method thereof
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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.
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Paragraph 0044-0046
(2021/02/24)
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- Method for preparing 8-quinoline carboxylic acid and derivatives of 8-quinoline carboxylic acid
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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.
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Paragraph 0024-0025
(2021/01/15)
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- Preparation method of quinclorac
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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.
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Paragraph 0042; 0045-0046; 0049; 0051; 0053; 0055; 0057-0062
(2020/07/24)
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- Preparation method of 7-chloro-8-quinoline carboxylic acid
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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.
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Paragraph 0045-0068
(2020/07/24)
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- Catalytic formation of ketones from unactivated esters through rhodium chelation-assisted C-O bond activation
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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.
- Wang, Jingjing,Zuo, Sujing,Chen, Weiqiang,Zhang, Xinrui,Tan, Kaixin,Tian, Yun,Wang, Jianhui
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p. 8217 - 8231
(2013/09/24)
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