AR115273A1 - METHOD FOR THE PREPARATION OF PHENOXICARBOXYLIC ACID HERBICIDE - Google Patents

METHOD FOR THE PREPARATION OF PHENOXICARBOXYLIC ACID HERBICIDE

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Publication number
AR115273A1
AR115273A1 ARP190100680A ARP190100680A AR115273A1 AR 115273 A1 AR115273 A1 AR 115273A1 AR P190100680 A ARP190100680 A AR P190100680A AR P190100680 A ARP190100680 A AR P190100680A AR 115273 A1 AR115273 A1 AR 115273A1
Authority
AR
Argentina
Prior art keywords
carbon atoms
ester
catalyst
phenoxycarboxylic
compound
Prior art date
Application number
ARP190100680A
Other languages
Spanish (es)
Inventor
Yishan Hu
Liguo Zhang
Zhilong Chi
Yongsheng Hou
Guoqing Sun
Original Assignee
Shandong Rainbow Biotech Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shandong Rainbow Biotech Co Ltd filed Critical Shandong Rainbow Biotech Co Ltd
Publication of AR115273A1 publication Critical patent/AR115273A1/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/31Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/307Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of halogen; by substitution of halogen atoms by other halogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Reivindicación 1: Un método para la preparación de un herbicida de ácido fenoxicarboxílico, que comprende los siguientes pasos de: S1, la realización de una reacción de condensación de un fenol u o-cresol con un éster clorocarboxílico en la presencia de una sustancia alcalina para obtener un éster fenoxicarboxílico; la fórmula general del éster clorocarboxílico es ClR¹COOR, en la que R¹ se selecciona de un alquileno o un grupo alquilideno con 1 a 3 átomos de carbono, R se selecciona de un grupo alquilo con 1 a 10 átomos de carbono o un grupo cicloalquilo con 3 a 10 átomos de carbono; S2, la realización de una cloración selectiva del éster fenoxicarboxílico con un agente de cloración en la presencia de un primer catalizador y un segundo catalizador para obtener un éster clorofenoxicarboxílico; el primer catalizador se selecciona de un ácido de Lewis, y el segundo catalizador se selecciona de un compuesto de tioéter con 5 a 22 átomos de carbono, un compuesto de tiazol con 5 a 22 átomos de carbono, un compuesto de isotiazol con 5 a 22 átomos de carbono, o un compuesto de tiofeno con 5 a 22 átomos de carbono; S3, la realización de una reacción de acidólisis del éster clorofenoxicarboxílico para obtener un herbicida de ácido fenoxicarboxílico representado por la fórmula (1); en la fórmula (1), R¹ se selecciona de un alquileno o un grupo alquilideno con 1 a 3 átomos de carbono, y R³ es H, Cl o CH₃.Claim 1: A method for the preparation of a phenoxycarboxylic acid herbicide, comprising the following steps of: S1, carrying out a condensation reaction of a phenol or o-cresol with a chlorocarboxylic ester in the presence of an alkaline substance to obtain a phenoxycarboxylic ester; the general formula of the chlorocarboxylic ester is ClR¹COOR, in which R¹ is selected from an alkylene or an alkylidene group with 1 to 3 carbon atoms, R is selected from an alkyl group with 1 to 10 carbon atoms or a cycloalkyl group with 3 to 10 carbon atoms; S2, performing a selective chlorination of the phenoxycarboxylic ester with a chlorinating agent in the presence of a first catalyst and a second catalyst to obtain a chlorophenoxycarboxylic ester; the first catalyst is selected from a Lewis acid, and the second catalyst is selected from a thioether compound with 5 to 22 carbon atoms, a thiazole compound with 5 to 22 carbon atoms, an isothiazole compound with 5 to 22 carbon atoms, or a thiophene compound with 5 to 22 carbon atoms; S3, conducting an acidolysis reaction of the chlorophenoxycarboxylic ester to obtain a phenoxycarboxylic acid herbicide represented by the formula (1); In formula (1), R¹ is selected from an alkylene or an alkylidene group with 1 to 3 carbon atoms, and R³ is H, Cl or CH₃.

ARP190100680A 2018-03-19 2019-03-19 METHOD FOR THE PREPARATION OF PHENOXICARBOXYLIC ACID HERBICIDE AR115273A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201810226592.7A CN108947822A (en) 2018-03-19 2018-03-19 A kind of preparation method of phenoxy carboxylic acid herbicides

Publications (1)

Publication Number Publication Date
AR115273A1 true AR115273A1 (en) 2020-12-16

Family

ID=64495265

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP190100680A AR115273A1 (en) 2018-03-19 2019-03-19 METHOD FOR THE PREPARATION OF PHENOXICARBOXYLIC ACID HERBICIDE

Country Status (3)

Country Link
CN (1) CN108947822A (en)
AR (1) AR115273A1 (en)
WO (1) WO2019179265A1 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108947822A (en) * 2018-03-19 2018-12-07 山东润博生物科技有限公司 A kind of preparation method of phenoxy carboxylic acid herbicides
CN117736082A (en) * 2018-03-19 2024-03-22 山东润博生物科技有限公司 Preparation method of phenoxy carboxylic acid herbicide
CN113173844B (en) * 2021-05-11 2023-04-14 宁夏格瑞精细化工有限公司 Preparation method of 2-methyl-4-chlorophenoxyacetic acid
CN114904575B (en) * 2022-06-28 2024-06-25 万华化学集团股份有限公司 Catalyst and preparation method thereof, and preparation method of 3, 6-dialkoxy-2, 7-dimethyl-4-octenedialdehyde

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3920757A (en) * 1971-08-25 1975-11-18 Dow Chemical Co Chlorination with sulfuryl chloride
CN106242971B (en) * 2016-08-04 2019-06-25 山东省化工研究院 A kind of chloracetate synthesis in water technology and its new method for preparing 2,4-D ester
CN106278862B (en) * 2016-08-04 2019-06-25 山东省化工研究院 A kind of new technique for synthesizing of 2,4 dichlorophenoxyacetic acid
CN108947822A (en) * 2018-03-19 2018-12-07 山东润博生物科技有限公司 A kind of preparation method of phenoxy carboxylic acid herbicides
CN117736082A (en) * 2018-03-19 2024-03-22 山东润博生物科技有限公司 Preparation method of phenoxy carboxylic acid herbicide
CN108947792A (en) * 2018-03-19 2018-12-07 山东润博生物科技有限公司 A kind of preparation method of phenoxy carboxylic acid herbicides
CN108947838A (en) * 2018-03-19 2018-12-07 山东润博生物科技有限公司 A kind of preparation method of 2,4 dichlorophenoxyacetic acid and its salt

Also Published As

Publication number Publication date
CN108947822A (en) 2018-12-07
WO2019179265A1 (en) 2019-09-26

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