- The enantioselective metabolic mechanism of quizalofop-ethyl and quizalofop-acid enantiomers in animal: Protein binding, intestinal absorption, and: In vitro metabolism in plasma and the microsome
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To investigate the metabolic mechanism and enantioselectivity of the chiral herbicide quizalofop-ethyl and its primary chiral metabolite quizalofop-acid in animals by oral administration, the effects of the processes involved in digestion, absorption, tra
- Liang, Yiran,Wang, Peng,Liu, Donghui,Zhan, Jing,Luo, Mai,Han, Jiajun,Jing, Xu,Yao, Guojun,Zhou, Zhiqiang
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Read Online
- Synthesis method of quizalofop-P (by machine translation)
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The invention belongs to the field of chemical engineering, and particularly relates to a synthetic method of quizalofop-methyl. To the invention, ethyl S-2 - ethyl chloropropionate is used instead S-2 - benzene sulfonic acid ethyl propionate, the esterification reaction step is omitted, the harsh reaction conditions and tedious post-treatment process are avoided, and meanwhile benzene sulfonate introduced by S-2 - benzenesulfonic acid ethyl propionate is avoided, and the environmental protection benefit of the process is improved. (by machine translation)
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Paragraph 0017-0023
(2020/12/15)
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- A spore and intermediate 4 - (6 - chloro - 2 kuikui oh linlin oxygen radical) phenol synthesis method (by machine translation)
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The invention relates to a synthesis method of spore, characterized in that the first hydroquinone with sodium hydroxide to prepare the sodium salt of hydroquinone, with 2, 6 - dichloro quinozaline reaction, to obtain 4 - (6 - chloro - 2 kuikui oh linlin oxygen radical) phenol, then with paratoluene sulfonic acid ethyl lactate reaction to obtain the spore. The synthesizing process to optimize the original process, advantage lies in the organic solvent in the reaction and post-processing, the system reduces the response of the alkaline, avoids the strong alkaline aqueous phase reactions the drawback of easy to produce impurities, reduces the raw material 2, 6 - dichloro quinozaline hydrolysis, so that the 4 - (6 - chloro - 2 kuikui oh linlin oxygen radical) to the phenol content of 98% or more, the yield of 92% or more, follow-up synthesis reaction the yield of 90% or more. (by machine translation)
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Paragraph 0018; 0020; 0022; 0024; 0025; 0026
(2018/04/28)
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- A method for producing quizalofop-P-ethyl environment-friendly process (by machine translation)
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The present invention relates to a method for producing quizalofop-P-ethyl environment-friendly process, characterized in that the first hydroquinone with sodium hydroxide reaction to prepare the sodium salt of hydroquinone, with 2, 6 - dichloro quinozaline reaction, to obtain 4 - (6 - chloro - 2 kuikui oh linlin oxygen radical) phenol, then with paratoluene sulfonic acid ethyl lactate reaction to obtain the quizalofop-P-ethyl, herbicide then the grease of the alkaline hydrolysis, acidification, recovery 6 - chloro - 2 - hydroxy-quinoxaline. The synthesis process is advantageous in that the organic solvent in the reaction and post-processing, the system reduces the response of the alkaline, avoids the strong alkaline aqueous phase reactions the drawback of easy to produce impurities, reduces the raw material 2, 6 - dichloro quinozaline hydrolysis, so that the 4 - (6 - chloro - 2 kuikui oh linlin oxygen radical) to the phenol content of 98% or more, the yield of 92% or more, the recovery of the herbicide of the grease in the 6 - chloro - 2 - hydroxy-quinoxaline, not only reduces the discharge capacity of the solid waste, the protection of the environment, reduces the quizalofop-P-ethyl intermediate cost. (by machine translation)
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Paragraph 0024; 0028; 0032; 0036; 0039; 0040
(2018/04/03)
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- NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND
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An object of the present invention is to provide a compound having the controlling activity on a noxious arthropod, and a noxious arthropod controlling agent containing an amide compound of formula (I): wherein X represents a nitrogen atom or a CH group, p represents 0 or 1, A represents a tetrahydrofuranyl group or the like, R1, R2, R3, R4, R5, R6 and R7 represent a hydrogen atom or the like, n represents 1 or 2, Y represents an oxygen atom or the like, m represents any integer of 0 to 7, and Q represents a C1-8 chain hydrocarbon group optionally having a phenyl group or the like, has the excellent noxious arthropod controlling effect.
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- Preparation method of quizalofop-P-ethyl
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The invention provides a preparation method of quizalofop-P-ethyl. Ethyl S(-)-tosyllactate is prepared from p-toluenesulfonyl chloride and L-ethyl lactate through a reaction, and quizalofop-P-ethyl is prepared from ethyl S(-)-tosyllactate and 6-chloro-2-(4-hydroxyphenoxy) quinoxaline through a reaction. Ethyl S(-)-tosyllactate is prepared from liquid organic tertiary amine as alkali through reaction in a solvent-free and desiccant-free system, and hydrolysis of L-ethyl lactate is avoided, so that the content of impurities in p-toluenesulfonyl chloride is reduced, the content of impurities in quizalofop-P-ethyl is further reduced, and the chemical content of obtained quizalofop-P-ethyl is 98% or higher, the optical purity is high (R/S is larger than 99/1); operating procedures are simplified, and the production cost is reduced.
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Paragraph 0042; 0043; 0044; 0049-0051; 0055-0057
(2017/03/28)
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- A Direct Approach to Enantiopure Propionate Derivatives from Ethyl Lactate
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The S-propargyl xanthate derived from ethyl (S)-lactate reacts upon heating with various acidic substances to give the propionate transfer product in high yield and with complete inversion of configuration.
- Clemente-Tejeda, David,Lara, Juan Carlos Ortiz,Zard, Samir Z.
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p. 3393 - 3399
(2016/09/12)
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- A method for preparing quizalofop
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The invention belongs to the technical field of pesticide synthesis, and relates to a preparation method for quizalofop-p-ethyl, in particular to a preparation method for quizalofop-p-ethyl with R content of over 95 percent. The preparation method comprises the following steps of: preparing a chiral intermediate through monomolecular substitution reaction of L-ethyl lactate and paratoluensulfonyl chloride in an organic solvent by using two-step substitution reaction under the condition of excess chiral monomers; filtering to remove excess water absorbing agent and salt produced by reaction, washing excess L-ethyl lactate and acid-binding agent and distilling to remove the solvent; performing bimolecular substitution reaction on the chiral intermediate and 6-chloro-2-(4-hydroxyl phenoxyl) quinoxaline; and purifying to obtain R quizalofop-p-ethyl with high optical purity and stability, wherein the product yield and purity are high, the optical content is greater than 99 percent, R content reaches over 95 percent, and the yield is greater than 92 percent. The method has the advantages of simple process, easiness for control, short reaction period, long energy consumption and greatly reduced process cost.
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Paragraph 0037; 0039
(2017/04/03)
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- A new method for one-pot synthesis of aryloxyphenoxypropionate herbicides using 2,4,6-trichloro-1,3,5-triazine and (n-BU)4NI as a homogeneous catalyst
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The one-pot reaction of halo-heterocycle, (R)-4-hydroxyphenoxy propionic acid and an alcohol, amine or sulfonamide is described as an efficient method for the synthesis of aryloxyphenoxy propionate hrerbicides by using 2,4,6-trichloro-1,3,5-triazine in the presence of (n-BU) 4NI, as a homogeneous catalyst under mild conditions. The present procedure offers several advantages, such as good yields, short reaction times and easy workup.
- Kalhor, Mehdi,Dadras, Akbar,Mobinikhaledi, Akbar,Tajik, Hassan
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experimental part
p. 833 - 836
(2012/05/04)
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- PROCESS FOR PREPARING (R)-ARYLOXYPROPIONIC ACID ESTER DERIVATIVES
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The present invention relates to a method for preparing optically active (R)-aryloxypropionic acid ester derivatives, and more particularly to a method for preparing (R)- aryloxypropionic acid ester derivatives with high optical purity and good yield at low cost from phenol derivatives with various substituted functional groups and (S)-alkyl O-arylsulfonyl lactates.
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- Method for producing high melting point crystals of phenoxypropionic acid derivative
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A method for producing β crystals of ethyl (R)-2-[4-(6-chloro-2-quinoxalin-2-yloxy)phenoxy]propionate, which is characterized by heating α crystals, or α a crystals and β crystals, within a range of from 50° C. to lower than the melting point of the α crystals.
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Page column 4-5
(2008/06/13)
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- Halopyridyl triazolinone herbicides and herbicidal use thereof
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Disclosed are herbicidal halopyridyl triazolinones, herbicidal compositions comprising the halopyridyl triazolinones, and herbicidal use of the compounds and compositions. Such compounds and compositions are useful as both preemergence and postemergence herbicides in a variety of crops.
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- Sulfamoylphenylureas
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The N-acylsulfamoylphenylureas of formula I below are suitable as counter-agents (antidotes or safeners) for protecting cultivated plants from the phytotoxic action of herbicides. Suitable crops are preferably cereals, soybeans, sorghum, maize and rice, and suitable herbicides are sulfonylureas, chloroacetanilides and aryloxyphenoxypropionic acid derivatives. The N-acylsulfamoylphenylureas have the formula I STR1 wherein A is a radical selected from the group STR2 R1 is C1 -C4 -alkoxy or each of R1 and R2, independently of the other, is hydrogen, C1 -C8 alkyl, C3 -C8 cycloalkyl, C3 -C6 alkenyl, C3 -C6 alkynyl, STR3 or C1 -C4 alkyl substituted by C1 -C4 alkoxy or by STR4 or R1 and R2 together form a C4 -C6 alkylene bridge, or a C4 -C6 alkylene bridge interrupted by oxygen, sulfur, SO, SO2, NH or by --N(C1 -C4 alkyl)-, R3 is hydrogen or C1 -C4 alkyl, Ra to Rh, Rx and Ry are as defined in the disclosure.
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- Heterocyclic ether type phenoxy fatty acid derivatives and herbicidal composition
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A herbicidal composition which comprises an adjuvant and an active ingredient of heterocyclic ether type phenoxy fatty acid derivative having the formula STR1 wherein A represents --CH-- or --N--; X represents a halogen atom; n is 0, 1 or 2; R1
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