ES275364A2 - Herbicidal dichloroanilides of carboxylic acids and their preparation and use - Google Patents

Herbicidal dichloroanilides of carboxylic acids and their preparation and use

Info

Publication number
ES275364A2
ES275364A2 ES0275364A ES275364A ES275364A2 ES 275364 A2 ES275364 A2 ES 275364A2 ES 0275364 A ES0275364 A ES 0275364A ES 275364 A ES275364 A ES 275364A ES 275364 A2 ES275364 A2 ES 275364A2
Authority
ES
Spain
Prior art keywords
acid
halide
dichloroanilides
carboxylic acid
acids
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.)
Expired
Application number
ES0275364A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rohm and Haas Co
Original Assignee
Rohm and Haas Co
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 Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of ES275364A2 publication Critical patent/ES275364A2/en
Expired legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Dentistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention comprises 3,4-dichloroanilides of propionic, and alpha-methyl-valeric acids. The compounds may be prepared by dissolving 3,4-dichloro-aniline in a volatile, inert, organic solvent and reacting it with the appropriate carboxylic acid or its acid anhydride or halide. When an acid halide is used an alkaline reagent is supplied to take up the hydrogen halide split out. When the carboxylic acid itself is used, the mixture is heated under reflux with removal of water carried over by the azeotroping liquid. Solvents specified are naphtha, benzene, toluene, xylene, di- and trichloroethane, and dichloropropane. The reaction may be carried out at about 10 DEG to 50 DEG C. when an acyl halide or anhydride is used or at 50 DEG -150 DEG C. when a carboxylic acid is used. Examples are given.ALSO:The invention comprises herbicidal compositions containing a 3,4-dichloroanilide of propionic, or alpha-methyl valeric acid, or a mixture thereof, dispersed in a carrier. The compositions may be in the form of aqueous sprays or dusts, preferably containing a surface-active agent. An emulsifiable concentrate may be prepared from isophorone, an aromatic naphtha or xylene or toluene or mixtures thereof together with one or more solvent-emulsifying agents and the 3,4-dichloroanilides. Additional components may be e.g. methenol, methoxyethanol or butoxyethanol. Emulsifying agents mentioned are calcium dodecylbenzene sulphonate, sodium dioctylsulphosuccinate, octyl and nonyl phenoxypolyethoxy ethanol, ethylene oxide condensates of longchained alcohols, carboxylic acids, thiols, or amines, condensates of polyglycerols and fatty acids, with or without a resin-forming acid such as phthalic acid, or such compounds as oleylbenzyldimethylammonium chloride, or dodecylbenzyltrimethylammonium chloride or bromide. Finely-divided solid carriers specified are kaolin, pyrrophyllite and diatomaceous earth.
ES0275364A 1958-02-13 1962-03-10 Herbicidal dichloroanilides of carboxylic acids and their preparation and use Expired ES275364A2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US71494758A 1958-02-13 1958-02-13

Publications (1)

Publication Number Publication Date
ES275364A2 true ES275364A2 (en) 1962-10-16

Family

ID=24872124

Family Applications (2)

Application Number Title Priority Date Filing Date
ES0246858A Expired ES246858A1 (en) 1958-02-13 1959-01-28 Herbicidal dichloroanilides of carboxylic acids and their preparation and use
ES0275364A Expired ES275364A2 (en) 1958-02-13 1962-03-10 Herbicidal dichloroanilides of carboxylic acids and their preparation and use

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES0246858A Expired ES246858A1 (en) 1958-02-13 1959-01-28 Herbicidal dichloroanilides of carboxylic acids and their preparation and use

Country Status (8)

Country Link
CH (1) CH382494A (en)
CY (1) CY271A (en)
ES (2) ES246858A1 (en)
FR (1) FR1220218A (en)
GB (1) GB903766A (en)
MY (1) MY6400024A (en)
NL (1) NL235788A (en)
OA (1) OA00109A (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1310207A (en) * 1961-01-03 1963-03-06
NL280108A (en) * 1961-06-30
DE1219947B (en) * 1963-05-22 1966-06-30 Bayer Ag Process for the preparation of carboxylic acid anilides
IT1144699B (en) * 1981-04-06 1986-10-29 Montedison Spa ISOFORONE FREE PROPANIL HERBICIDE FORMULATIONS
DE10117993A1 (en) 2001-04-10 2002-10-17 Clariant Gmbh Pesticidal composition containing copolymer of glycerol and both di- and mono-carboxylic acids, useful for increasing biological activity, particularly of glyphosate
GB0423072D0 (en) 2004-10-18 2004-11-17 Ici Plc Surfactant compounds
DE102009041003A1 (en) 2009-09-10 2011-03-24 Clariant International Limited pesticide preparations
DE102011013556A1 (en) 2011-03-10 2012-09-13 Clariant International Ltd. Compositions containing copolymers
MX2017009370A (en) * 2015-01-19 2017-11-15 Upl Ltd Crystalline modification of propanil.

Also Published As

Publication number Publication date
GB903766A (en) 1962-08-22
MY6400024A (en) 1964-12-31
CH382494A (en) 1964-09-30
CY271A (en) 1964-01-08
NL235788A (en)
OA00109A (en) 1966-01-15
ES246858A1 (en) 1959-08-16
FR1220218A (en) 1960-05-23

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