- A New Method for the Synthesis of Oxadiazine Insecticide Indoxacarb
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9-Fluorenylmethoxycarbonyl was a good protecting group in the field of chemical industry. In the present paper, a new approach for the synthesis of oxadiazine insecticides indoxacarb used 9-fluorenylmethoxycarbonyl as protected group, and triphosgene for chloroformylation. A convenient synthesis of 9-fluorenylmethoxycarbonylhydrazine can be achieved by the nucleophilic substitution reaction of 9-fluorenylmethyl chloroformate and hydrazine hydrate. 4a-Methyl-2-(9-fluorenylmethyl)-7-chloro-indeno [1,2e][1,3,4]oxadia zine-2,4a (3H,5H)-dicarboxylate can be produced via ketone -hydrazine crosslink reaction and cyclization. A preparation of carbamic acid-(chlorocarbonyl)-[(4-trifluoromethoxy) phenyl] me ester can be obtained by the chloroformylation of triphosgene. Finally, the deprotection of 9-fluorenylmethoxy carbonyl and condensation with carbamic acid-(chlorocarbonyl)-[(4-trifluoromethoxy) phenyl] me ester can afford indoxacarb in good yield. A new method for the synthesis of oxadiazine insecticides indoxacarb used 9-fluorenylmethoxycarbonyl-protected group to produce 9-?fluorenylmethoxycarb?onylhydrazine, then through the ketone–hydrazine crosslink reaction, cyclization, deprotection, chloroformylation, and condensation in good yield.
- Xu, Defeng,Guan, Jing,Xu, Xing,Gong, Shunze,Xu, Hui
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- Synthesis process of indoxacarb
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The invention discloses a synthesis process of indoxacarb. The method comprises the following steps: reacting m-chlorobenzaldehyde serving as a raw material with malonic acid to remove monomolecular water and carbon dioxide to generate an intermediate SRCA, performing a hydrogenation reduction on the intermediate SRCA in an autoclave in the presence of a catalyst to obtain an intermediate SRCH, and cyclizing the SRCH by using hydrogen fluoride as a dehydrating agent to obtain the final product indoxacarb. The synthesis process is simple and easy to implement, energy is saved, consumption is reduced, the yield is increased, and good economic and environmental benefits are obtained.
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Paragraph 0015-0017
(2020/05/30)
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- CRYSTALLINE FORM OF INDOXACARB, PROCESS FOR ITS PREPARATION AND USE THEREOF
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Provides a crystalline form of indoxacarb, the crystal preparation process, the analyses of the crystal through various analytical methods and using the crystal to prepare stable agrochemical formulation. Also provides the use of various solvents towards
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Paragraph 0070
(2018/09/02)
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- Indoxacarb mixture in the separation and purification method insect prestige[...] S
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The invention discloses a method for separation purification of an indoxacarb S-isomer from an indoxacarb mixture by solvent recrystallization. An organic solvent used by the method is an acetonitrile, alcohol, hydrocarbon, ether or ester solvent or their mixture having any ratio. A temperature of recrystallization is in a range of -10 to 10 DEG C. The indoxacarb S-isomer finished product has indoxacarb S-isomer purity greater than 98% and satisfies market demands of the indoxacarb S-isomer.
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Paragraph 0022; 0023
(2017/06/02)
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- Agricultural insecticide indoxacarb high purity process for the preparation of key intermediate
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The invention discloses a method for preparing a high-purity key intermediate of an agricultural insecticide indoxacarb. The method comprises the following steps: (1) adding sodium acetate, a catalyst, a dehalogenation inhibitor and a solvent into 2-(phenmethyl)-7-chloroindeneo[1,2-e][1,3,4]oxadiazine-2,4a(3H,5H)-dicarboxylic acid4a-methyl ester(YCW-5) at room temperature, thereby obtaining a reaction system, wherein the catalyst is palladium on carbon, the obtained reaction system is used for reacting in hydrogen under normal pressure, the reaction temperature is 10-30 DEG C, and the reaction time is 7-9 hours; and (2) filtering to remove the palladium on carbon after the reaction is ended, wherein the normalized content of 7-chloro-2,5-indano[1,2-e][1,3,4]oxadiazine-4a(3H)-methyl carboxylate in the obtained filtrate is more than or equal to 88.9 percent, directly reacting the obtained filtrate with acyl chloride without purifying, thereby obtaining high-purity indoxacarb.
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Paragraph 0039-0041
(2017/02/09)
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- Comparative study of the selective degradations of two enantiomers in the racemate and an enriched concentration of indoxacarb in soils
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In this study, selective degradations of the two enantiomers of indoxacarb in the concentrate (2.33S/1R) and racemate (1S/1R) are examined. The absolute configurations of indoxacarb enantiomers were determined using X-ray diffraction. The results showed t
- Zhang, Yu-Ping,Hu, De-Yu,Ling, Hu-Rong,Zhong, Lei,Huang, An-Xiang,Zhang, Kan-Kan,Song, Bao-An
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p. 9066 - 9072
(2015/03/14)
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- Use of citric acid derivatives as pesticidal adjuvants
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The invention provides the use as a pesticidal adjuvant of at least one citric acid derivative and compositions containing the derivative, which has a log octanol-water coefficient (log P) of 2.6 to 11 and an equivalent hydrocarbon (EH) value of 29 to 47. The invention has been shown to enhance the efficacy of a range of pesticides.
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