CA1076588A - Acyclic, alicyclic and aromatic n-substituted halo-substituted 2-pyrrolidinones and their utility as herbicides - Google Patents

Acyclic, alicyclic and aromatic n-substituted halo-substituted 2-pyrrolidinones and their utility as herbicides

Info

Publication number
CA1076588A
CA1076588A CA248,947A CA248947A CA1076588A CA 1076588 A CA1076588 A CA 1076588A CA 248947 A CA248947 A CA 248947A CA 1076588 A CA1076588 A CA 1076588A
Authority
CA
Canada
Prior art keywords
chlorine
hydrogen
bromine
trifluoromethyl
compound according
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
CA248,947A
Other languages
English (en)
French (fr)
Inventor
Eugene G. Teach
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.)
Stauffer Chemical Co
Original Assignee
Stauffer Chemical 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 US05/647,962 external-priority patent/US4069038A/en
Priority claimed from US05/647,963 external-priority patent/US4110105A/en
Application filed by Stauffer Chemical Co filed Critical Stauffer Chemical Co
Application granted granted Critical
Publication of CA1076588A publication Critical patent/CA1076588A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyrrole Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CA248,947A 1975-03-28 1976-03-26 Acyclic, alicyclic and aromatic n-substituted halo-substituted 2-pyrrolidinones and their utility as herbicides Expired CA1076588A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US56328075A 1975-03-28 1975-03-28
US56327975A 1975-03-28 1975-03-28
US05/647,962 US4069038A (en) 1975-03-28 1976-01-09 Acyclic and alicyclic N-substituted halo-2-pyrrolidinones and their utility as herbicides
US05/647,963 US4110105A (en) 1975-03-28 1976-01-09 Aromatic N-substituted halo-substituted-2-pyrrolidinones and their utility as herbicides

Publications (1)

Publication Number Publication Date
CA1076588A true CA1076588A (en) 1980-04-29

Family

ID=27504836

Family Applications (1)

Application Number Title Priority Date Filing Date
CA248,947A Expired CA1076588A (en) 1975-03-28 1976-03-26 Acyclic, alicyclic and aromatic n-substituted halo-substituted 2-pyrrolidinones and their utility as herbicides

Country Status (25)

Country Link
JP (1) JPS6011695B2 (nl)
AU (1) AU502662B2 (nl)
BE (1) BE839977A (nl)
BG (2) BG29122A3 (nl)
BR (1) BR7601774A (nl)
CA (1) CA1076588A (nl)
CH (1) CH625394A5 (nl)
DD (1) DD126149A5 (nl)
DE (2) DE2661042C2 (nl)
DK (1) DK145891C (nl)
ES (1) ES446388A1 (nl)
FR (1) FR2305434A1 (nl)
GB (1) GB1522869A (nl)
HU (1) HU179058B (nl)
IL (1) IL49289A (nl)
IN (1) IN143281B (nl)
IT (1) IT1057396B (nl)
MX (1) MX3355E (nl)
MY (1) MY8000091A (nl)
NL (1) NL187313C (nl)
NZ (1) NZ180424A (nl)
PH (1) PH15176A (nl)
PL (2) PL102693B1 (nl)
SU (1) SU942590A3 (nl)
YU (1) YU40279B (nl)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU527254B2 (en) * 1979-02-26 1983-02-24 Stauffer Chemical Company Synergistic herbicides
DE3168705D1 (en) * 1980-12-19 1985-03-14 Ciba Geigy Ag Fluoropyrrolidinones, process for their preparation, herbicides containing them and their use
DK162087C (da) * 1983-06-16 1992-02-24 Stauffer Chemical Co Fremgangsmaade til fremstilling af n-arylhalogenpyrrolidoner
FI74385C (fi) * 1983-12-05 1988-02-08 Stauffer Chemical Co Synergistiska herbicidblandningar av tiokarbamat och pyrrolidonfoerening.
EP0205391B1 (fr) * 1985-05-22 1988-10-26 Rhone-Poulenc Chimie Procédé de préparation de N alcène-2 yl M-trifluorométhylanilines
FR2589150B2 (fr) * 1985-10-25 1987-11-20 Rhone Poulenc Spec Chim Procede de preparation de n alcene-2 yl m.trifluoromethylanilines
FR2582300B1 (fr) * 1985-05-22 1987-07-10 Rhone Poulenc Spec Chim Procede de preparation de n-2 alcene-2 yl m-trifluoromethylanilines
FR2625197B1 (fr) * 1987-12-23 1990-04-27 Rhone Poulenc Chimie Procede d'acylation d'une n,n-diallylaniline
US5189220A (en) * 1988-07-29 1993-02-23 Rhone-Poulenc Chimie Process for preparing N-alkylanilines and N-allylanilines catalyzed by iodides
US5210305A (en) * 1988-07-29 1993-05-11 Rhone-Poulenc Chimie Process for preparing n-alkylanilines and n-allylanilines
FR2634761B1 (fr) * 1988-07-29 1990-11-23 Rhone Poulenc Chimie Procede de preparation de n-allyl et de n-alkylanilines
FR2634762B1 (fr) * 1988-07-29 1990-11-02 Rhone Poulenc Chimie Procede de preparation de n-allyl et alkyl-anilines
FR2643902B1 (fr) * 1989-03-03 1991-10-11 Rhone Poulenc Chimie Procede de preparation de n-allylmetatrifluoromethylaniline
JPH02237970A (ja) * 1989-03-13 1990-09-20 Mitsui Toatsu Chem Inc ４―エチル―１―（３―トリフルオロメチルフェニル）―２―ピロリジノン誘導体およびこれらを有効成分とする除草剤
FR2663927A1 (fr) * 1989-06-05 1992-01-03 Rhone Poulenc Chimie Procede de preparation de n monoalkyl- ou alkenylanilines.
JP2728937B2 (ja) * 1989-06-14 1998-03-18 三井東圧化学株式会社 １―（３―置換ベンジル）―３―ハロゲノ―４―（１―ハロゲノアルキル）―２―ピロリジノン誘導体およびこれらを有効成分とする除草剤
ATE160140T1 (de) * 1990-08-02 1997-11-15 Rhone Poulenc Chimie Allylierungsreagens und ein es verwendendes herstellungsverfahren
FR2665439B1 (fr) * 1990-08-02 1992-11-06 Rhone Poulenc Chimie Reactif de n-allylation et procede de synthese d'une n acyl, n allylaniline.
US5538985A (en) * 1994-01-27 1996-07-23 Mitsui Toatsu Chemicals, Inc. Pyrrolidinone derivatives
EP2052612A1 (de) 2007-10-24 2009-04-29 Bayer CropScience AG Herbizid-Kombination
DE102008037629A1 (de) 2008-08-14 2010-02-18 Bayer Cropscience Ag Herbizid-Kombination mit Dimethoxytriazinyl-substituierten Difluormethansulfonylaniliden
CN114031536A (zh) * 2021-12-14 2022-02-11 青海省农林科学院 一种抑制杂草种子萌发及幼苗生长的纯光学异构体化合物及应用
WO2023233367A1 (en) 2022-06-03 2023-12-07 Adama Agan Ltd. Herbicidal mixtures for crop protection

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS49134835A (nl) * 1973-05-08 1974-12-25

Also Published As

Publication number Publication date
NL187313B (nl) 1991-03-18
YU80076A (en) 1983-01-21
BR7601774A (pt) 1977-10-25
IL49289A (en) 1979-09-30
DK145891B (da) 1983-04-05
PH15176A (en) 1982-08-31
PL102693B1 (pl) 1979-04-30
DE2612731A1 (de) 1976-10-07
DK135776A (da) 1976-09-29
HU179058B (en) 1982-08-28
AU502662B2 (en) 1979-08-02
NL7603193A (nl) 1976-09-30
IL49289A0 (en) 1976-05-31
DE2612731C2 (de) 1986-06-26
NZ180424A (en) 1978-03-06
DK145891C (da) 1983-09-12
DD126149A5 (nl) 1977-06-22
IN143281B (nl) 1977-10-29
SU942590A3 (ru) 1982-07-07
ES446388A1 (es) 1977-10-01
JPS5289666A (en) 1977-07-27
AU1241376A (en) 1977-09-29
MY8000091A (en) 1980-12-31
NL187313C (nl) 1991-08-16
GB1522869A (en) 1978-08-31
BG29122A3 (en) 1980-09-15
YU40279B (en) 1985-12-31
BE839977A (nl) 1976-09-24
CH625394A5 (en) 1981-09-30
BG29135A3 (en) 1980-09-15
IT1057396B (it) 1982-03-10
MX3355E (es) 1980-10-13
FR2305434A1 (fr) 1976-10-22
PL100036B1 (pl) 1978-08-31
FR2305434B1 (nl) 1981-08-07
DE2661042C2 (nl) 1989-11-09
JPS6011695B2 (ja) 1985-03-27

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CA1076588A (en) Acyclic, alicyclic and aromatic n-substituted halo-substituted 2-pyrrolidinones and their utility as herbicides
US4110105A (en) Aromatic N-substituted halo-substituted-2-pyrrolidinones and their utility as herbicides
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DE4033415A1 (de) Antimikrobielle mittel sowie substituierte 2-cyclohexan-1-yl-amin-derivate und deren herstellung
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Legal Events

Date Code Title Description
MKEX Expiry