EP0523067A1 - Sulfonamides herbicides selectifs - Google Patents

Sulfonamides herbicides selectifs

Info

Publication number
EP0523067A1
EP0523067A1 EP19910905178 EP91905178A EP0523067A1 EP 0523067 A1 EP0523067 A1 EP 0523067A1 EP 19910905178 EP19910905178 EP 19910905178 EP 91905178 A EP91905178 A EP 91905178A EP 0523067 A1 EP0523067 A1 EP 0523067A1
Authority
EP
European Patent Office
Prior art keywords
amino
methyl
compound
sulfonyl
benzoate
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.)
Withdrawn
Application number
EP19910905178
Other languages
German (de)
English (en)
Inventor
Marcus P. Moon
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and 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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of EP0523067A1 publication Critical patent/EP0523067A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D521/00Heterocyclic compounds containing unspecified hetero rings
    • 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/57Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/58Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton the carbon skeleton being further substituted by halogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/57Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/59Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/01Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/41Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by carboxyl groups, other than cyano groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/78Halides of sulfonic acids
    • C07C309/86Halides of sulfonic acids having halosulfonyl groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/89Halides of sulfonic acids having halosulfonyl groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing carboxyl groups bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/62Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/10Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage

Definitions

  • Y is H, Cl, CH 3 , C 2 H 5 , OCH 3 or OCF 2 H;
  • Z 1 is Cl or NHSiR 3 R 4 R 5 ;
  • R 3 is C 1 -C 4 alkyl
  • Equation 4 t-butyldimethylsilyl amine
  • Exchange may also be effected by passing an aqueous solution of a salt of a compound of Formula I (e.g., an alkali metal or quaternary amine salt) through a column packed with a cation exchange resin containing the cation to be exchanged for that of the original salt and the desired product is eluted from the column.
  • a salt of a compound of Formula I e.g., an alkali metal or quaternary amine salt
  • a cation exchange resin containing the cation to be exchanged for that of the original salt and the desired product is eluted from the column.
  • Methyl 3-Formyl-2-nitrobenzoate Methyl 3-(dibromomethyl)-2-nitrobenzoate (62.6 g), silver nitrate (109 g), 1,2-dimethoxyethane (500 mL), and water (400 mL) were heated at reflux
  • Rates of application for compounds of this invention are determined by a number of factors.
  • Compounds of this invention may be used alone or in combination with other commercial herbicides, insecticides, or fungicides.
  • the following list exemplifies some of the herbicides suitable for use in mixtures.
  • a combination of compounds from this invention with one or more of the following herbicides may be particularly useful for weed control.
  • Plant iresponse ratings are based on a scale of 0 to 10 where 0 is no effect and 10 is complete control.
  • a dash (-) response means no test result.
  • soybean (Glycine max), sugar beet (Beta vulgaris), velvetleaf (Abutilon theophrasti), wheat (Triticum aestiyum), wild buckwheat (Polygonum convolyulus), and wild oat (Ayena fatua) and purple nutsedge (Cyperus rotundus) tubers were planted and treated preemergence with test chemicals dissolved in a non-phytotoxic solvent. At the same time, these crop and weed species were also treated with
  • cocklebur Xanthium pensylvanicum
  • corn Zea mays
  • soil surface exposed and soil surface covered with perlite crabgrass (Digitaria spp.), fall panicum (Panicum dichotomiflorum), giant foxtail (Setaria faberii), green foxtail (Setaria viridis), ivyleaf morningglory (Ipomoea hederacea), jimsonweed (Datura stramonium), johnsongrass (Sorghum
  • Plant response ratings summarized in Table G, are based upon a 0 to 10 scale where 0 is no effect and 10 is complete control. A dash response (-) means no test result.

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Small-Scale Networks (AREA)
  • Communication Control (AREA)
  • Optical Communication System (AREA)

Abstract

Nouveaux sulfonamides et leur emploi en tant qu'herbicides sélectifs. Les composés de l'invention présentent une excellente maîtrise des mauvaises herbes sans constituer de danger pour les céréales.
EP19910905178 1990-04-02 1991-02-26 Sulfonamides herbicides selectifs Withdrawn EP0523067A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US50318290A 1990-04-02 1990-04-02
US503182 1990-04-02

Publications (1)

Publication Number Publication Date
EP0523067A1 true EP0523067A1 (fr) 1993-01-20

Family

ID=24001052

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19910905178 Withdrawn EP0523067A1 (fr) 1990-04-02 1991-02-26 Sulfonamides herbicides selectifs

Country Status (5)

Country Link
EP (1) EP0523067A1 (fr)
JP (1) JP2799246B2 (fr)
BR (1) BR9106301A (fr)
CA (1) CA2079589A1 (fr)
WO (1) WO1991015478A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0537585B1 (fr) * 1991-10-15 1997-08-20 E.I. Du Pont De Nemours And Company Procédé pour la préparation de sulfonylurées
DE10036002A1 (de) 2000-07-25 2002-02-14 Aventis Cropscience Gmbh Herbizide Mittel
KR20040039430A (ko) * 2001-09-28 2004-05-10 이하라케미칼 고교가부시키가이샤 (2-니트로페닐)아세토니트릴 유도체의 제조방법 및 그합성중간체

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4491467A (en) * 1981-08-24 1985-01-01 E. I. Du Pont De Nemours And Company Herbicidal sulfonamides
US4537618A (en) * 1982-05-26 1985-08-27 Ciba Geigy Corporation N-phenylsulfonyl-N'-pyrimidinylureas
CA1255329A (fr) * 1984-10-19 1989-06-06 Mitsuru Tanemura Derives d'acide benzoique
AU3430089A (en) * 1988-03-24 1989-10-16 E.I. Du Pont De Nemours And Company Fluoroalkoxy amino triazines for control of weeds in sugar beets

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9115478A1 *

Also Published As

Publication number Publication date
JP2799246B2 (ja) 1998-09-17
CA2079589A1 (fr) 1991-10-03
JPH05505796A (ja) 1993-08-26
BR9106301A (pt) 1993-04-13
WO1991015478A1 (fr) 1991-10-17

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Legal Events

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