FR2433013A1 - PROCESS FOR THE MANUFACTURE OF TRICHLORO-2,4,5 PHENOXYACETIC ACID, THE IMPLEMENTATION OF WHICH DOES NOT REQUIRE THE USE OF TRICHLORO-2,4,5 PHENOL - Google Patents
PROCESS FOR THE MANUFACTURE OF TRICHLORO-2,4,5 PHENOXYACETIC ACID, THE IMPLEMENTATION OF WHICH DOES NOT REQUIRE THE USE OF TRICHLORO-2,4,5 PHENOLInfo
- Publication number
- FR2433013A1 FR2433013A1 FR7823658A FR7823658A FR2433013A1 FR 2433013 A1 FR2433013 A1 FR 2433013A1 FR 7823658 A FR7823658 A FR 7823658A FR 7823658 A FR7823658 A FR 7823658A FR 2433013 A1 FR2433013 A1 FR 2433013A1
- Authority
- FR
- France
- Prior art keywords
- trichloro
- phenol
- phenoxyacetic acid
- implementation
- require
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 239000012954 diazonium Substances 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 abstract 2
- 229910021591 Copper(I) chloride Inorganic materials 0.000 abstract 1
- 239000011149 active material Substances 0.000 abstract 1
- -1 alkali metal nitrite Chemical class 0.000 abstract 1
- 150000001340 alkali metals Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 abstract 1
- 229940045803 cuprous chloride Drugs 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000002363 herbicidal effect Effects 0.000 abstract 1
- 239000004009 herbicide Substances 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000001988 toxicity Effects 0.000 abstract 1
- 231100000419 toxicity Toxicity 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
- C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
- C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
- C07C59/70—Ethers of hydroxy-acetic acid, e.g. substitutes on the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/363—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (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)
Abstract
A method for producing trichloro-2, 4, 5 phenoxyacetic acid appropriate for use as active material in herbicide compositions. The method comprises a first step of changing trichloro-2, 4, 5 phenoxyacetic acid into diazonium chloride, by action of an alkali metal nitrite and hydrochloric acid at a temperature ranging from 0 to 10`C, according to the reaction formula: (FORMULA) wherein Me represents an alkali metal atom, then a second step of heating the diazonium chloride at a temperature ranging from 40 to 70`C, in presence of hydrochloric acid and cuprous chloride. Such method avoids the use, as initial material, of trichloro-2, 4, 5 phenol, compound which is susceptible of containing tetrachloro- 2, 3, 7, 8 dibenzoparadioxine as impurity, the toxicity of which is very high.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7823658A FR2433013A1 (en) | 1978-08-07 | 1978-08-07 | PROCESS FOR THE MANUFACTURE OF TRICHLORO-2,4,5 PHENOXYACETIC ACID, THE IMPLEMENTATION OF WHICH DOES NOT REQUIRE THE USE OF TRICHLORO-2,4,5 PHENOL |
| PCT/FR1979/000071 WO1980000341A1 (en) | 1978-08-07 | 1979-07-30 | Process for producing trichloro-2,4,5-phenoxyacetic acid |
| DE19792952976 DE2952976A1 (en) | 1978-08-07 | 1979-07-30 | PROCESS FOR PRODUCING TRICHLORO-2,4,5-PHENOXYACETIC ACID |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7823658A FR2433013A1 (en) | 1978-08-07 | 1978-08-07 | PROCESS FOR THE MANUFACTURE OF TRICHLORO-2,4,5 PHENOXYACETIC ACID, THE IMPLEMENTATION OF WHICH DOES NOT REQUIRE THE USE OF TRICHLORO-2,4,5 PHENOL |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2433013A1 true FR2433013A1 (en) | 1980-03-07 |
| FR2433013B1 FR2433013B1 (en) | 1980-12-12 |
Family
ID=9211766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7823658A Granted FR2433013A1 (en) | 1978-08-07 | 1978-08-07 | PROCESS FOR THE MANUFACTURE OF TRICHLORO-2,4,5 PHENOXYACETIC ACID, THE IMPLEMENTATION OF WHICH DOES NOT REQUIRE THE USE OF TRICHLORO-2,4,5 PHENOL |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR2433013A1 (en) |
| WO (1) | WO1980000341A1 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4684397A (en) * | 1983-05-16 | 1987-08-04 | Sumitomo Chemical Company, Limited | 2-Substituted phenyl-4,5,6,7-tetrahydro-2H-iso-indole-1,3-diones, and their production and use |
| US4826533A (en) * | 1981-12-25 | 1989-05-02 | Sumitomo Chemical Company, Limited | N-(substituted phenyl)-tetrahydrophthalimide compounds, and their production and herbicide use |
| US4902832A (en) * | 1983-08-31 | 1990-02-20 | Sumitomo Chemical Company, Limited | 2-Substituted phenyl-4,5,6,7-tetrahydro-2H-isoindole-1,3-diones, and their production and use |
-
1978
- 1978-08-07 FR FR7823658A patent/FR2433013A1/en active Granted
-
1979
- 1979-07-30 WO PCT/FR1979/000071 patent/WO1980000341A1/en not_active Ceased
Non-Patent Citations (1)
| Title |
|---|
| HW1965 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4826533A (en) * | 1981-12-25 | 1989-05-02 | Sumitomo Chemical Company, Limited | N-(substituted phenyl)-tetrahydrophthalimide compounds, and their production and herbicide use |
| US4938795A (en) * | 1981-12-25 | 1990-07-03 | Sumitomo Chemical Company, Limited | Tetrahydrophthalimide compounds, and their production and use |
| US4684397A (en) * | 1983-05-16 | 1987-08-04 | Sumitomo Chemical Company, Limited | 2-Substituted phenyl-4,5,6,7-tetrahydro-2H-iso-indole-1,3-diones, and their production and use |
| US4709049A (en) * | 1983-05-16 | 1987-11-24 | Sumitomo Chemical Company, Limited | 2-substituted phenyl-4,5,6,7,-tetrahydro-2H-indole-1,3,-diones, and their production and use |
| US4902832A (en) * | 1983-08-31 | 1990-02-20 | Sumitomo Chemical Company, Limited | 2-Substituted phenyl-4,5,6,7-tetrahydro-2H-isoindole-1,3-diones, and their production and use |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1980000341A1 (en) | 1980-03-06 |
| FR2433013B1 (en) | 1980-12-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |