2436-73-9

Usage

Uses

MCPA methyl ester is a derivative of MCPA which is a herbicide.

InChI:InChI=1/C10H11ClO3/c1-7-5-9(11)3-4-10(7)14-6-13-8(2)12/h3-5H,6H2,1-2H3

Upstream product

• 2989-17-5 methyl 2-methylphenoxy acetate 
• 95-48-7 ortho-cresol 
• 94-74-6 MCPA 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 1570-64-5 2-methyl-4-chlorophenol 
• 96-34-4 methyl chloroacetate 

Downstream Products

• 35370-89-9 2-(4-chloro-2-methyl-phenoxy)-thioacetamide 
• 1713-12-8 n-butyl 4-chloro-2-methylphenoxyacetate 
• 94-74-6 MCPA 
• 32022-38-1 2-(4-chloro-2-methylphenoxy)acetic acid hydrazide 

Relevant academic research and scientific papers

Preparation method of carboxylic ester compound

The invention relates to a preparation method of a carboxylic ester compound, which comprises the following steps: reacting carboxylic acid with methanol in air under the catalysis of nitrite to obtain an ester compound, the preparation method disclosed by the invention has the advantages of rich raw material sources, cheap and easily available catalyst, mild reaction conditions, simplicity and convenience in operation and the like, a series of fatty carboxylic acids can be modified with high yield, and particularly, the traditional esterification method is generally not suitable for esterification of drug molecules. By utilizing the method, a series of known drug molecules can be modified, so that a shortcut is provided for discovering new drug molecules.

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

Preparation method of 2-methyl-4-chloro-phenoxyacetic acid

The invention belongs to the technical field of pesticide synthesis, and particularly relates to a 2-methyl-4-chloro-phenoxyacetic acid preparation method, which uses o-methylphenol sodium as a reactant, and uses an organic phase methyl chloroacetate solution as a reaction solvent in a condensation reaction. The method has the advantages that the method is simple; in the condensation reaction, anorganic phase methyl chloroacetate solution is used as a reaction solvent to replace a water phase in the traditional technology; and the organic phase can be continued to the subsequent chlorinationreaction, so that the problems of decomposition of sodium chloroacetate and low reaction yield can be solved, no wastewater can be generated in the production of MCPA sodium salt, the yield can be greatly improved, and the method is a green and environment-friendly synthesis method.

Synthesis and computer-aided SAR studies for derivatives of phenoxyalkyl-1,3,5-triazine as the new potent ligands for serotonin receptors 5-HT6

This research has provided the most active 5-HT6R agents among 1,3,5-triazine derivatives investigated to date and has also identified the world's first selenium-containing 5-HT6R ligands. The studies are focused on design, synthesis, biological evaluation and docking-supported SAR analysis for novel 5-HT6R agents as derivatives of lead structure 4-(4-methylpiperazin-1-yl)-6-(phenoxymethyl)-1,3,5-triazin-2-amine (7). The lead modifications included an introduction of: (i) various small substituents at benzene ring, (ii) a branched ether linker or (iii) the ether oxygen replacement with other chalcogen (S, Se) or sulfonyl moiety. Hence, a series of new compounds (7–24) was synthesized and examined on their affinities for 5-HT6R and selectivity, in respect to the 5-HT1AR, 5-HT2AR, 5-HT7R and dopamine D2 receptor, in the radioligand binding assays. For representative most active compounds functional bioassays and toxicity profile in vitro and antidepressant-like activity in vivo were examined. The 2-isopropyl-5-methylphenyl derivative (10) was found as the most active triazine 5-HT6R antagonist (Ki = 11 nM). SAR analysis indicated, that an exchange of oxygen to selenium (7 vs. 22), and especially, to sulfur (7 vs. 19) was beneficial to increase both affinity and antagonistic action for 5-HT6R. Surprisingly, an introduction of SO2 caused a drastic decrease of the 5-HT6R affinity, which was explained at a molecular level based on docking studies. All in vivo tested compounds (10, 18 and 21) did not show any risk of toxicity in the safety studies in vitro.

Design and Synthesis of Novel 4-Hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one Derivatives for Use as Herbicides and Evaluation of Their Mode of Action

In order to develop a novel herbicide containing the β-triketone motif, a series of 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one derivatives were designed and synthesized. The bioassay results showed that compound II15 had good pre-emergent herbicidal activity even at a dosage of 187.5 g ha-1. Moreover, compound II15 showed a broader spectrum of weed control when compared with a commercial herbicide 2,4-dichlorophenoxyacetic acid (2,4-D), and displayed good crop safety to Triticum aestivum L. and Zea mays Linn. when applied at 375 g ha-1 under pre-emergence conditions, which indicated its great potential as a herbicide. More importantly, studying the molecular mode of action of compound II15 revealed that the novel triketone structure is a proherbicide of its corresponding phenoxyacetic acid auxin herbicide, which has a herbicidal mechanism similar to that of 2,4-D. The present work indicates that the 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one motif may be a potential lead structure for further development of novel auxin-type herbicides.

A phenoxy carboxylic acid ester herbicide preparation method (by machine translation)

The invention provides a phenoxy carboxylic acid ester herbicide preparation method, including: S1, phenol in the presence of alkaline substance with the chlorinated carboxylic acid ester condensation reaction, phenoxy carboxylic acid ester obtained; the ClR states the chloro- carboxylic acid ester of the general formula1 COOR, R1 Is C1 - 3 alkylene or alkylidene, R is C1 - 10 alkyl or C3 - 10 cycloalkyl; S2, the [...] ester in the 1st and 2nd catalyst the presence of a catalyst, with the chlorinating agent to carry out the selective chlorination of, get [...] ester; the Lewis acid catalyst is selected from the 1st, the 2nd catalyst is C5 - 22 of the thioether, thiazole, thiophene compounds or different benzisothiazoles; S3, will the [...] ester with an alcohol reaction, as shown in formula I phenoxy carboxylic acid ester herbicide; R3 Is H, Cl or CH3 , R ' is a C4 - 20 alkyl or cycloalkyl. This invention can improve the product quality and the production environment, three waste low. (by machine translation)

Preparation method of chlorophenoxycarboxylic ester

The invention provides a preparation method of chlorophenoxycarboxylic ester, wherein the preparation method includes the following steps: carrying out 2-site and/or 4-site selective chlorination reaction of phenoxycarboxylic ester with a chlorinating agent under the action of a catalyst A and a catalyst B to obtain chlorophenoxycarboxylic ester, wherein the catalyst A is Lewis acid, and the catalyst B is C5-22 thiazoles, isothiazoles and thiophenes or halogenated derivatives thereof. The method effectively improves the chlorination selectivity and avoids loss of effective ingredients by redesigning of the process route and fine screening of the catalysts and the chlorinating agent. The content of the obtained chlorophenoxycarboxylic ester can reach 98.5% or more and the yield can reach 99% or more.

Preparation method of chlorophenoxycarboxamide salt

The invention provides a preparation method of chlorophenoxycarboxamide salt, wherein the preparation method includes the following steps: S1) carrying out 2-site and/or 4-site selective chlorinationreaction of phenoxycarboxylic ester with a chlorinating agent under the action of a catalyst A and a catalyst B to obtain chlorophenoxycarboxylic ester, wherein the catalyst A is Lewis acid, and the catalyst B is C5-22 thiazoles, isothiazoles and thiophenes or halogenated derivatives thereof; and S2) carrying out ammonolysis reaction of chlorophenoxycarboxylic ester and amine to obtain chlorophenoxycarboxamide salt. By redesigning of the process route and fine screening of the catalysts and the chlorinating agent, the method reduces energy consumption, improves chlorination selectivity and avoids loss of effective components. The yield of the obtained chlorophenoxycarboxamide salt can reach 99% or more. At the same time, the production of high-salt wastewater is completely eradicated, thedust hazard caused by drying and use of chlorophenoxycarboxylic acid is avoided, energy is saved and equipment investment is reduced.

Preparation method of chlorophenoxycarboxylic ester

The invention provides a preparation method of chlorophenoxycarboxylic ester, wherein the preparation method includes the following steps: S1) carrying out 2-site and/or 4-site selective chlorinationreaction of phenoxycarboxylic ester with a chlorinating agent under the action of a catalyst A and a catalyst B to obtain chlorophenoxycarboxylic ester, wherein the catalyst A is Lewis acid, the catalyst B is C5-22 thiazoles, isothiazoles and thiophenes or halogenated derivatives thereof, and the phenoxycarboxylic ester has any structure represented by the formulas I-IV; and S2) carrying out transesterification reaction of chlorophenoxycarboxylic ester and alcohol under the action of a catalyst to obtain long-chain chlorophenoxycarboxylic ester, wherein the alcohol has the molecular formula ofR2OH, and R2 is C4-20 alkyl or cycloalkyl. The method improves the yield and purity of chlorophenoxycarboxylic ester by redesigning of the process route and fine screening of the catalysts and the chlorinating agent. The content of the obtained chlorophenoxycarboxylic ester can reach 98.5% or more and the yield can reach 98.5% or more.

Preparation method of chlorophenoxycarboxylic ester

The invention provides a preparation method of chlorophenoxycarboxylic ester, wherein the preparation method includes the following steps: carrying out 2-site and/or 4-site selective chlorination reaction of phenoxycarboxylic ester with a chlorinating agent under the action of a catalyst A and a catalyst B to obtain chlorophenoxycarboxylic ester, wherein the catalyst A is Lewis acid, and the catalyst B has the following structural formula of R1'-S-R2'. The method effectively improves the chlorination selectivity and avoids loss of effective ingredients by redesigning of the process route and fine screening of the catalysts and the chlorinating agent. The content of the obtained chlorophenoxycarboxylic ester can reach 98.5% or more and the yield can reach 99% or more.