GB902586A - Herbicidal compositions and novel compounds for use therein - Google Patents

Herbicidal compositions and novel compounds for use therein

Info

Publication number
GB902586A
GB902586A GB12960A GB12960A GB902586A GB 902586 A GB902586 A GB 902586A GB 12960 A GB12960 A GB 12960A GB 12960 A GB12960 A GB 12960A GB 902586 A GB902586 A GB 902586A
Authority
GB
United Kingdom
Prior art keywords
group
hydrogen
carbon atoms
halogen atom
hydrogen atom
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
GB12960A
Inventor
John Yates
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.)
Shell Research Ltd
Original Assignee
Shell Research Ltd
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 Shell Research Ltd filed Critical Shell Research Ltd
Priority to GB12960A priority Critical patent/GB902586A/en
Publication of GB902586A publication Critical patent/GB902586A/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
    • A01N37/36—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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38—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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • A01N37/40—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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/53—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and hydroxy groups bound to the carbon skeleton

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)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Benzonitrile derivatives of the general formula <FORM:0902586/IV (b)/1> wherein R is hydrogen or an alkali metal, preferably sodium or potassium, or an acyl or phenyl group or an alkyl group of 1-4 carbon atoms, preferably a methyl group, which alkyl group may be substituted by a carboxyl group or alkoxy carbonyl group; X is a hydrogen or halogen atom or a group OR1 wherein R1 is a hydrogen atom an alkali metal atom, or an alkyl group of 1-4 carbon atoms or an acyl group; Y is a hydrogen or halogen atom or a cyano group, are prepared by treating the correspondingly substituted 3-hydroxybenzaldoxime or 3-acetoxybenzaldoxime of formula <FORM:0902586/IV (b)/2> wherein X represents a hydrogen or halogen atom and Y represents a halogen atom, the halogen being chlorine or bromine, and R represents a hydrogen atom or an acetyl group, with a dehydrating agent which will remove the elements of water from the aldoxime group. Suitable dehydrating agents are acid chlorides or acid anhydrides, especially acetyl chloride and acetic anhydride. Preferably the aldoxime and the acid chloride or acid anhydride preferably in excess, are heated together under reflux. Specified preparations are given of 3-acetoxy-2,6-dichlorobenzonitrile, 3-hydroxy-2,6-dichlorobenzonitrile, 2-chloro-3-acetoxybenzonitrile and 2-chloro-3-hydroxybenzonitrile. Specifications 772,193 and 898,915 are referred to.ALSO:A herbicidal composition comprises a benzonitrile derivative having the general formula <FORM:0902586/VI/1> wherein R represents a hydrogen atom, an alkali metal preferably sodium or potassium, an acyl group, a phenyl group or an alkyl group of 1 to 4 carbon atoms which may be substituted by a carboxyl group or by an alkoxycarbonyl group; X represents a hydrogen atom, a halogen atom or the group OR1, wherein R1 represents a hydrogen atom, an alkali metal preferably sodium or potassium, an alkyl group of 1-4 carbon atoms or an acyl group; Y represents a hydrogen atom, a halogen atom or a cyano group; Z represents a hydrogen atom, a halogen atom or an alkoxy group of 1 to 4 carbon atoms, or Z and OR together represent a methylene dioxy group <FORM:0902586/VI/2> together with a solid carrier, or a surface-active agent, or a solid or liquid carrier and a surfaceactive agent, or a petroleum hydrocarbon fraction having a flash point above 73 DEG F., e.g. a refined aromatic extract of kerosene boiling in the range 145-290 DEG C. The acyl groups may be derived from an aliphatic carboxylic acid of 1 to 4 carbon atoms, e.g. acetic acid. The composition may be formulated as a dust, e.g. with finely divided solid carriers or wettable powder utilizing a dispersing or defluoculating agent. Specifications 772,193 and 898,915 are referred to.
GB12960A 1960-01-01 1960-01-01 Herbicidal compositions and novel compounds for use therein Expired GB902586A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB12960A GB902586A (en) 1960-01-01 1960-01-01 Herbicidal compositions and novel compounds for use therein

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB12960A GB902586A (en) 1960-01-01 1960-01-01 Herbicidal compositions and novel compounds for use therein

Publications (1)

Publication Number Publication Date
GB902586A true GB902586A (en) 1962-08-01

Family

ID=9698927

Family Applications (1)

Application Number Title Priority Date Filing Date
GB12960A Expired GB902586A (en) 1960-01-01 1960-01-01 Herbicidal compositions and novel compounds for use therein

Country Status (1)

Country Link
GB (1) GB902586A (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3287100A (en) * 1962-09-12 1966-11-22 Ciba Ltd Method for controlling undesired plant growth
US3326658A (en) * 1964-01-28 1967-06-20 Schering Corp Method for controlling plant growth
US3397054A (en) * 1962-08-30 1968-08-13 Schering Corp Process for controlling plant growth
US3421883A (en) * 1963-01-29 1969-01-14 Ciba Ltd Pesticidal preparation and method of use
EP0188848A1 (en) * 1985-01-25 1986-07-30 Shell Internationale Researchmaatschappij B.V. Preparation of 4-fluorophenols
GB2200109A (en) * 1986-11-28 1988-07-27 Orion Yhtymae Oy Catechol derivatives
US5001152A (en) * 1987-12-24 1991-03-19 Orion Corporation Ltd. Use of catechol-O-methyl transferase (COMT) inhibitors and their physiologically acceptable salts for ulcer treatment
US5112861A (en) * 1986-11-28 1992-05-12 Orion-Yhtyma Oy Method of treating parkinson's disease using pentanedione derivatives
US5283352A (en) * 1986-11-28 1994-02-01 Orion-Yhtyma Oy Pharmacologically active compounds, methods for the preparation thereof and compositions containing the same
US5489614A (en) * 1987-11-27 1996-02-06 Orion-Yhtyma Oy Catechol derivatives, their physiologically acceptable salts, esters and use

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3397054A (en) * 1962-08-30 1968-08-13 Schering Corp Process for controlling plant growth
US3287100A (en) * 1962-09-12 1966-11-22 Ciba Ltd Method for controlling undesired plant growth
US3421883A (en) * 1963-01-29 1969-01-14 Ciba Ltd Pesticidal preparation and method of use
US3326658A (en) * 1964-01-28 1967-06-20 Schering Corp Method for controlling plant growth
EP0188848A1 (en) * 1985-01-25 1986-07-30 Shell Internationale Researchmaatschappij B.V. Preparation of 4-fluorophenols
US4760160A (en) * 1985-01-25 1988-07-26 Shell Oil Company Preparation of 3-cyano-4-fluorophenol
GB2200109A (en) * 1986-11-28 1988-07-27 Orion Yhtymae Oy Catechol derivatives
US4963590A (en) * 1986-11-28 1990-10-16 Orion-Yhtyma Oy Pharmacologically active compounds, methods for the preparation thereof and compositions containing the same
GB2200109B (en) * 1986-11-28 1991-07-03 Orion Yhtymae Oy New pharmacologically active compounds, methods for the preparation thereof and compositions containing the same
US5112861A (en) * 1986-11-28 1992-05-12 Orion-Yhtyma Oy Method of treating parkinson's disease using pentanedione derivatives
US5283352A (en) * 1986-11-28 1994-02-01 Orion-Yhtyma Oy Pharmacologically active compounds, methods for the preparation thereof and compositions containing the same
US5446194A (en) * 1986-11-28 1995-08-29 Orion-Yhtyma Oy Pharmacologically active catechol derivatives
US5489614A (en) * 1987-11-27 1996-02-06 Orion-Yhtyma Oy Catechol derivatives, their physiologically acceptable salts, esters and use
US5001152A (en) * 1987-12-24 1991-03-19 Orion Corporation Ltd. Use of catechol-O-methyl transferase (COMT) inhibitors and their physiologically acceptable salts for ulcer treatment

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