GB2004537A - Herbicidal imidazolinyl benzoic acid derivatives - Google Patents

Herbicidal imidazolinyl benzoic acid derivatives

Info

Publication number
GB2004537A
GB2004537A GB7831112A GB7831112A GB2004537A GB 2004537 A GB2004537 A GB 2004537A GB 7831112 A GB7831112 A GB 7831112A GB 7831112 A GB7831112 A GB 7831112A GB 2004537 A GB2004537 A GB 2004537A
Authority
GB
United Kingdom
Prior art keywords
alkyl
group
optionally substituted
cycloalkyl
alkenyl
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
Application number
GB7831112A
Other versions
GB2004537B (en
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid 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
Priority claimed from US05/822,459 external-priority patent/US4122275A/en
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB2004537A publication Critical patent/GB2004537A/en
Application granted granted Critical
Publication of GB2004537B publication Critical patent/GB2004537B/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/501,3-Diazoles; Hydrogenated 1,3-diazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/70One oxygen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/10Spiro-condensed systems

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)
  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)

Abstract

Compounds of formulae I and III which show activity as pre- and post- emergence herbicidal agents. <IMAGE> wherein X is hydrogen, alkyl C1-C3, halogen or nitro; R1 is alkyl C1-C4; R2 is alkyl C1-C6, cycloalkyl C3-C6, alkenyl C2-C4, phenyl, halophenyl or benzyl or when R1 and R2 are taken together with the carbon to which they are attached they may represent cycloalkyl C3-C6 optionally substituted with methyl; R3 is hydrogen, alkyl C1-C12 optionally substituted with one C1-C3 alkoxy group or one C3-C6 cycloalkyl group or one phenyl group or one furyl group or with one to three halogen substituent(s) preferably chlorine, alkenyl C3-C5 optionally substituted with one or two C1-C3 alkyl group(s) or one phenyl group with one to two halogen substituent(s) preferably chlorine, alkynyl C3-C5 optionally substituted with one or two C1-C3 alkyl group(s) or one phenyl group or with one to two halogen substituents preferably chlorine, benzyl, cyclohexenylmethyl, ethynylcyclohexyl, ethynylalkyl, pentadienyl or cycloalkyl C3-C6 optionally substituted with one or two C1-C3 alkyl group(s); or a salt formation cation of alkali metals, ammonium and aliphatic ammonium; and when R1 and R2 are not the same the optical isomers and the isomeric mixtures thereof; and except when R3 is a salt-forming cation, the acid addition salts thereof. - and - <IMAGE> wherein R1 is alkyl C1-C4; R2 is alkyl C1-C6, cycloalkyl C3-C6, alkenyl C2-C4, phenyl, halophenyl or benzyl; and when R1 and R2 are taken together with the carbon to which they are attached they may form cycloalkyl C3-C6 optionally substituted with methyl; R3 and R4 each individually represent hydrogen, alkyl C1-C4, alkenyl C3-C5, alkynyl C3-C5, or benzyl; and when R1 and R2 represent different substituents, the optical isomers thereof.
GB7831112A 1977-08-08 1978-07-26 Herbicidal imidazolinyl benzoic acid derivatives Expired GB2004537B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US82245877A 1977-08-08 1977-08-08
US05/822,459 US4122275A (en) 1977-08-08 1977-08-08 Imidazolinyl benzamides as herbicidal agents

Publications (2)

Publication Number Publication Date
GB2004537A true GB2004537A (en) 1979-04-04
GB2004537B GB2004537B (en) 1982-02-10

Family

ID=27124643

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7831112A Expired GB2004537B (en) 1977-08-08 1978-07-26 Herbicidal imidazolinyl benzoic acid derivatives

Country Status (24)

Country Link
JP (1) JPS5464637A (en)
AR (1) AR222973A1 (en)
AT (1) AT364571B (en)
AU (1) AU518293B2 (en)
BG (1) BG32411A3 (en)
BR (1) BR7805062A (en)
CA (1) CA1109878A (en)
CH (1) CH639957A5 (en)
CS (1) CS204033B2 (en)
DD (1) DD138595A5 (en)
DE (1) DE2833274A1 (en)
DK (1) DK157927C (en)
ES (2) ES472433A1 (en)
FR (1) FR2400018A1 (en)
GB (1) GB2004537B (en)
GR (1) GR72789B (en)
HU (1) HU181841B (en)
IL (1) IL55064A (en)
IT (1) IT1107482B (en)
NL (1) NL7808228A (en)
NZ (1) NZ187812A (en)
SE (1) SE448729B (en)
UA (1) UA6015A1 (en)
YU (2) YU41316B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0198522A1 (en) * 1985-03-26 1986-10-22 Shell Internationale Researchmaatschappij B.V. Heterocyclic herbicides

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0133310B1 (en) * 1983-08-02 1988-09-14 American Cyanamid Company Imidazolidinones, and imidazolidinethiones, process for the preparation thereof, and use of said compounds as herbicidal agents
EP0133311A3 (en) * 1983-08-02 1987-12-23 American Cyanamid Company Substituted imidazolinyl benzoic acids, esters and salts and use thereof as herbicidal agents
DE3340595A1 (en) * 1983-11-10 1985-05-23 Hoechst Ag, 6230 Frankfurt IMIDAZOLINONES, METHOD FOR THEIR PRODUCTION AND THEIR USE IN PLANT PROTECTION
DE3340594A1 (en) * 1983-11-10 1985-05-23 Hoechst Ag, 6230 Frankfurt 2-ARYL-SUBSTITUTED IMIDAZOLINONES, METHOD FOR THEIR PRODUCTION AND THEIR USE IN PLANT PROTECTION
DE3345901A1 (en) * 1983-12-20 1985-06-27 Hoechst Ag, 6230 Frankfurt 1-ACYLIMIDAZOLINONE, METHOD FOR THE PRODUCTION AND THEIR USE IN AGRICULTURE
EP0158000B1 (en) * 1984-02-10 1991-06-19 American Cyanamid Company Regio and optical isomers of imidazolinyl toluic acids, esters and salts, their method of preparation and their use as herbicidal agents
US4726835A (en) * 1985-12-02 1988-02-23 Idemitsu Kosan Company Limited Herbicidal and plant growth regulating imidazoline derivatives
EP0412577A1 (en) 1986-05-09 1991-02-13 Hoechst Aktiengesellschaft Herbicidal agent
ATE82971T1 (en) * 1987-07-01 1992-12-15 Ciba Geigy Ag SUBSTITUTED IMIDAZOLONE WITH HERBICIDAL ACTIVITY.
US5525578A (en) * 1989-11-21 1996-06-11 Hoechst Aktiengesellschaft Herbicidal agents containing imidazole herbicide and ether sulfate surfactants
DE3938564A1 (en) * 1989-11-21 1991-05-23 Hoechst Ag HERBICIDAL AGENTS
US5062881A (en) * 1989-12-20 1991-11-05 American Cyanamid Company 2-(1-substituted-2-imidazolin-2-yl)benzoic and nicotinic acids and a method for their preparation
US8367669B2 (en) 2005-06-15 2013-02-05 Vanderbilt University Inhibitors of hemeprotein-catalyzed lipid peroxidation
US9133212B1 (en) 2005-06-15 2015-09-15 Vanderbilt University Inhibitors of hemeprotein-catalyzed lipid peroxidation

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1176660B (en) * 1963-07-05 1964-08-27 Beiersdorf & Co A G P Process for the preparation of triaryl-substituted imidazolinones-4 (5)
US3645965A (en) * 1967-10-23 1972-02-29 Sankyo Co Stabilization of synthetic polymers with imidazolidine compounds
US3687971A (en) * 1970-06-22 1972-08-29 Merck & Co Inc 4-(pyrrolyl)-salicylic acid derivatives

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0198522A1 (en) * 1985-03-26 1986-10-22 Shell Internationale Researchmaatschappij B.V. Heterocyclic herbicides

Also Published As

Publication number Publication date
FR2400018B1 (en) 1983-04-22
AU3786778A (en) 1980-01-10
YU40967B (en) 1986-08-31
BR7805062A (en) 1979-03-13
JPS6126906B2 (en) 1986-06-23
ATA577478A (en) 1981-03-15
GB2004537B (en) 1982-02-10
GR72789B (en) 1983-12-05
DK157927B (en) 1990-03-05
FR2400018A1 (en) 1979-03-09
DE2833274A1 (en) 1979-02-22
DD138595A5 (en) 1979-11-14
UA6015A1 (en) 1994-12-29
SE7808451L (en) 1979-02-09
BG32411A3 (en) 1982-07-15
SE448729B (en) 1987-03-16
DK157927C (en) 1990-08-06
CA1109878A (en) 1981-09-29
IT1107482B (en) 1985-11-25
JPS5464637A (en) 1979-05-24
IL55064A (en) 1983-06-15
NL7808228A (en) 1979-02-12
CS204033B2 (en) 1981-03-31
ES472433A1 (en) 1979-12-01
DK348278A (en) 1979-02-09
DE2833274C2 (en) 1989-07-13
IT7850457A0 (en) 1978-07-25
HU181841B (en) 1983-11-28
AU518293B2 (en) 1981-09-24
ES479467A1 (en) 1979-07-16
NZ187812A (en) 1981-12-15
CH639957A5 (en) 1983-12-15
YU41316B (en) 1987-02-28
AR222973A1 (en) 1981-07-15
YU225582A (en) 1983-02-28
YU175878A (en) 1983-01-21
AT364571B (en) 1981-10-27

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Legal Events

Date Code Title Description
CTFF Supplementary protection certificate filed

Free format text: SPC/GB97/072, 970808

PE20 Patent expired after termination of 20 years

Effective date: 19980725

CTFG Supplementary protection certificate granted

Free format text: SPC/GB97/072, 19981020, EXPIRES: 20010701

CTFE Supplementary protection certificate entered into force

Free format text: SPC/GB97/072, 19980726, EXPIRES: 20010701

SPCE Supplementary protection certificate expired

Free format text: SPC/GB97/072, 20010701