AR115273A1 - METHOD FOR THE PREPARATION OF PHENOXICARBOXYLIC ACID HERBICIDE - Google Patents
METHOD FOR THE PREPARATION OF PHENOXICARBOXYLIC ACID HERBICIDEInfo
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/31—Preparation 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/307—Preparation 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)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (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.
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)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| 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 |
| 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)
| 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 |
| 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 |
| 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 |
| 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 |
-
2018
- 2018-03-19 CN CN201810226592.7A patent/CN108947822A/en not_active Withdrawn
-
2019
- 2019-02-18 WO PCT/CN2019/075306 patent/WO2019179265A1/en active Application Filing
- 2019-03-19 AR ARP190100680A patent/AR115273A1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN108947822A (en) | 2018-12-07 |
| WO2019179265A1 (en) | 2019-09-26 |
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