GB903766A - Herbicidal dichloroanilides of carboxylic acids and their preparation and use - Google Patents
Herbicidal dichloroanilides of carboxylic acids and their preparation and useInfo
- Publication number
- GB903766A GB903766A GB2428/59A GB242859A GB903766A GB 903766 A GB903766 A GB 903766A GB 2428/59 A GB2428/59 A GB 2428/59A GB 242859 A GB242859 A GB 242859A GB 903766 A GB903766 A GB 903766A
- Authority
- GB
- United Kingdom
- 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
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
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (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.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US71494758A | 1958-02-13 | 1958-02-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB903766A true GB903766A (en) | 1962-08-22 |
Family
ID=24872124
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2428/59A Expired GB903766A (en) | 1958-02-13 | 1959-01-22 | 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) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1219947B (en) * | 1963-05-22 | 1966-06-30 | Bayer Ag | Process for the preparation of carboxylic acid anilides |
EP0062861A1 (en) * | 1981-04-06 | 1982-10-20 | Montedison S.p.A. | Isophorone-free formulations of the herbicide propanyl |
WO2002089575A1 (en) * | 2001-04-10 | 2002-11-14 | Clariant Gmbh | Pesticidal preparations comprising copolymers |
WO2012119772A1 (en) | 2011-03-10 | 2012-09-13 | Clariant International Ltd | Compositions containing copolymers |
US8759255B2 (en) | 2009-09-10 | 2014-06-24 | Clariant Finance (Bvi) Limited | Pesticide preparations |
EP1824955B1 (en) | 2004-10-18 | 2016-03-16 | Croda International Plc | Surfactant compounds |
CN107207415A (en) * | 2015-01-19 | 2017-09-26 | Upl 有限公司 | The crystalline modification of propanil |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1310207A (en) * | 1961-01-03 | 1963-03-06 | ||
NL280108A (en) * | 1961-06-30 |
-
0
- NL NL235788D patent/NL235788A/xx unknown
-
1959
- 1959-01-22 GB GB2428/59A patent/GB903766A/en not_active Expired
- 1959-01-28 ES ES0246858A patent/ES246858A1/en not_active Expired
- 1959-02-06 FR FR786022A patent/FR1220218A/en not_active Expired
- 1959-02-09 CH CH6927759A patent/CH382494A/en unknown
-
1962
- 1962-03-10 ES ES0275364A patent/ES275364A2/en not_active Expired
-
1964
- 1964-01-08 CY CY27164A patent/CY271A/en unknown
- 1964-05-12 OA OA50111A patent/OA00109A/en unknown
- 1964-12-31 MY MY196424A patent/MY6400024A/en unknown
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1219947B (en) * | 1963-05-22 | 1966-06-30 | Bayer Ag | Process for the preparation of carboxylic acid anilides |
EP0062861A1 (en) * | 1981-04-06 | 1982-10-20 | Montedison S.p.A. | Isophorone-free formulations of the herbicide propanyl |
WO2002089575A1 (en) * | 2001-04-10 | 2002-11-14 | Clariant Gmbh | Pesticidal preparations comprising copolymers |
US7407667B2 (en) | 2001-04-10 | 2008-08-05 | Clariant Produkte (Deutschland) Gmbh | Pesticidal preparations comprising copolymers |
EP1824955B1 (en) | 2004-10-18 | 2016-03-16 | Croda International Plc | Surfactant compounds |
EP1824955B2 (en) † | 2004-10-18 | 2019-03-06 | Croda International Plc | Surfactant compounds |
US8759255B2 (en) | 2009-09-10 | 2014-06-24 | Clariant Finance (Bvi) Limited | Pesticide preparations |
WO2012119772A1 (en) | 2011-03-10 | 2012-09-13 | Clariant International Ltd | Compositions containing copolymers |
DE102011013556A1 (en) | 2011-03-10 | 2012-09-13 | Clariant International Ltd. | Compositions containing copolymers |
CN107207415A (en) * | 2015-01-19 | 2017-09-26 | Upl 有限公司 | The crystalline modification of propanil |
EP3247698A4 (en) * | 2015-01-19 | 2018-07-04 | UPL Limited | Crystalline modification of propanil |
CN114766484A (en) * | 2015-01-19 | 2022-07-22 | Upl 有限公司 | Crystal modification of propanil |
Also Published As
Publication number | Publication date |
---|---|
ES275364A2 (en) | 1962-10-16 |
OA00109A (en) | 1966-01-15 |
FR1220218A (en) | 1960-05-23 |
CH382494A (en) | 1964-09-30 |
NL235788A (en) | |
ES246858A1 (en) | 1959-08-16 |
MY6400024A (en) | 1964-12-31 |
CY271A (en) | 1964-01-08 |
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