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1. WO1980000341 - PROCESS FOR PRODUCING TRICHLORO-2,4,5-PHENOXYACETIC ACID

Publication Number WO/1980/000341
Publication Date 06.03.1980
International Application No. PCT/FR1979/000071
International Filing Date 30.07.1979
IPC
C07C 51/363 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
51Preparation of carboxylic acids or their salts, halides, or anhydrides
347by reactions not involving formation of carboxyl groups
363by introduction of halogen; by substitution of halogen atoms by other halogen atoms
C07C 59/70 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
59Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O-metal, -CHO, keto, ether, groups, groups, or groups
40Unsaturated compounds
58containing ether groups, groups, groups, or groups
64containing six-membered aromatic rings
66the non-carboxylic part of the ether containing six-membered aromatic rings
68the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
70Ethers of hydroxy-acetic acid
CPC
C07C 51/363
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
51Preparation of carboxylic acids or their salts, halides or anhydrides
347by reactions not involving formation of carboxyl groups
363by introduction of halogen; by substitution of halogen atoms by other halogen atoms
C07C 59/70
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
59Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
40Unsaturated compounds
58containing ether groups, groups, groups, or groups
64containing six-membered aromatic rings
66the non-carboxylic part of the ether containing six-membered aromatic rings
68the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
70Ethers of hydroxy-acetic acid ; , e.g. substitutes on the ring
Applicants
Inventors
Priority Data
782365807.08.1978FR
Publication Language French (FR)
Filing Language French (FR)
Designated States
Title
(EN) PROCESS FOR PRODUCING TRICHLORO-2,4,5-PHENOXYACETIC ACID
(FR) PROCEDE DE FABRICATION DE L"ACIDE TRICHLORO-2,4,5 PHENOXYACETIQUE
Abstract
(EN)
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.
(FR)
Procede de fabrication de l"acide trichloro-2,4,5 phenoxyacetique utilisable comme matiere active dans les compositions herbicides. Le procede consiste en une premiere etape a transformer l"acide trichloro-2,4,5 phenoxyacetique en son chlorure de diazonium, par action d"un nitrite de metal alcalin et de l"acide chlorhydrique a une temperature comprise entre 0 et 10 C, selon le schema reactionnel: (FORMULE) dans lequel Me represente un atome de metal alcalin, puis en une deuxieme etape a chauffer le chlorure de diazonium, a une temperature comprise entre 40 et 70 C, en presence d"acide chlorhydrique et de chlorure cuivreux. Le procede selon l"invention evite l"utilisation, comme matiere de depart, du trichloro-2,4,5 phenol, compose susceptible de contenir comme impurete du tetrachloro-2,3,7,8 dibenzoparadioxine dont la toxicite est tres elevee.
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