EP0950055A1 - Arylthio-dithiazindioxydes et leur utilisation comme pesticides - Google Patents

Arylthio-dithiazindioxydes et leur utilisation comme pesticides

Info

Publication number
EP0950055A1
EP0950055A1 EP97953906A EP97953906A EP0950055A1 EP 0950055 A1 EP0950055 A1 EP 0950055A1 EP 97953906 A EP97953906 A EP 97953906A EP 97953906 A EP97953906 A EP 97953906A EP 0950055 A1 EP0950055 A1 EP 0950055A1
Authority
EP
European Patent Office
Prior art keywords
carbon atoms
atoms
fluorine
chlorine
straight
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.)
Ceased
Application number
EP97953906A
Other languages
German (de)
English (en)
Inventor
Hermann Uhr
Martin Kugler
Peter Wachtler
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of EP0950055A1 publication Critical patent/EP0950055A1/fr
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/15—Six-membered rings
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/88—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms

Definitions

  • the invention relates to new S-aryl-dithiazine dioxides, processes for their preparation and their use in plant and material protection
  • R 1 , R 2 , R 3 , R 4 independently of one another each represent hydrogen, optionally substituted alkyl, alkenyl, alkynyl or aryl and
  • Ar represents optionally substituted aryl
  • the compounds according to the invention are generally defined by the formula (I).
  • Preferred compounds of the formula (I) are those in which
  • R 1 , R 2 , R 3 and R 4 independently of one another each represent hydrogen, straight-chain and branched alkyl having 1 is 10 carbon atoms, straight-chain or branched alkenyl having 2 to 10 carbon atoms or straight-chain or branched alkynyl having 2 to 10 carbon atoms, which if necessary, is substituted several times, identically or differently, by halogen, alkoxy having 1 to 6 carbon atoms, haloalkoxy having 1 to 6 carbon atoms and 1 to 9 identical or different halogen atoms, alkylthio having 1 to 6 carbon atoms, haloalkylthio having 1 to 6 carbon atoms and 1 to 9 identical or different halogen atoms, acyl with 1 to 6 carbon atoms, acyloxy with 1 to 6 carbon atoms, (alkoxy) carbonyl with 1 to 6 carbon atoms, amino, which is optionally substituted identically or differently by alkyl or aryl, optionally substituted
  • aryl which is optionally mono- to pentasubstituted by halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 8 carbon atoms and 1 to 8 identical or different halogen atoms, alkoxy having 1 to 10 carbon atoms, haloalkoxy having 1 to 8 carbon atoms and 1 to 8 identical or different halogen atoms, alkylthio with 1 to
  • Ar stands for aryl
  • alkyl having 1 to 10 carbon atoms which is optionally mono- to pentasubstituted by halogen, alkyl having 1 to 10 carbon atoms, haloalkyl having 1 to 8 carbon atoms and 1 to 8 identical or different halogen atoms, alkoxy having 1 to 10
  • R 1 , R 2 , R 3 and R 4 independently of one another each represent hydrogen, straight-chain or branched alkyl having 1 to 8 carbon atoms, straight-chain or branched alkenyl having 2 to 8 carbon atoms or straight-chain or branched alkynyl having 2 to 8 carbon atoms, which may be a - is substituted four times, identically or differently, by fluorine, chlorine, alkoxy having 1 to 5 carbon atoms, haloalkoxy having 1 to 5 carbon atoms and 1 to 5 fluorine and / or chlorine atoms, alkylthio having 1 to 5 carbon atoms, haloalkylthio having 1 to 5 Carbon atoms and 1 to 5 fluorine and / or chlorine atoms, acyl with 1 to 5 carbon atoms, acyloxy with 1 to 5 carbon atoms, alkoxycarbonyl with 1 to 5 carbon atoms, amino, which is optionally identical or differently substituted by alkyl with 1 to 4 carbon
  • Ar stands for phenyl, which is optionally substituted one to four times, preferably once to twice, by fluorine, chlorine, bromine, alkyl with 1 to
  • Haloalkoxy with 1 to 6 carbon atoms and 1 to 6 fluorine and / or chlorine atoms such as preferably difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, alkylthio with 1 to 8 carbon atoms, haloalkylthio with 1 to 6 carbon atoms and 1 to 6 fluorine and / or chlorine atoms, amino, monoalkylamino with alkyl radicals from 1 to
  • R 1 , R 2 , R 3 and R 4 are particularly preferably hydrogen and / or methyl
  • radical definitions specified in the respective combinations or preferred combinations of radicals for these radicals become independent of the specified combination, can also be replaced by residual definitions of other preferred areas.
  • R 1 , R 2 , R 3 and R 4 have the meaning given above and
  • M ® stands for an alkali or alkaline earth metal ion, in particular Na + , K + ,
  • a ⁇ stands for the anion of a mineral acid, in aqueous / alkaline solution, optionally in the presence of a catalyst
  • a base and optionally a catalyst and then the diazonium salt solution (III) are preferably added to a solution of (II).
  • Alkali metal hydroxides such as, for example, potassium hydroxide or sodium hydroxide, are preferably used as bases All catalysts which require the replacement of the diazonium function with sulfur-containing residues can be used as catalysts.
  • Cu (I) salts or copper powder are preferably used.
  • the temperature during the addition of the diazonium salt solution can be varied over a wide range. In general, one works between -30 ° C and + 60 ° C, preferably between -20 ° C and + 40 ° C.
  • the diazonium salt solution is prepared from anilines using literature methods
  • salts of the general formula (II) are known or can be prepared analogously to methods known from the literature (see references S 1). You can either use salts of the formula (II) isolated in solid form or solutions prepared in situ.
  • the active compounds according to the invention have a strong microbicidal action and can be used to control unwanted microorganisms, preferably fungi and bacteria, in crop protection and in material protection.
  • technical materials are to be understood as non-living materials that have been prepared for use in technology.
  • technical materials which are to be protected against microbial change or destruction by active substances according to the invention can be adhesives, glues, paper and cardboard, textiles, leather, wood, paints and plastic articles, cooling lubricants and other materials which can be attacked or decomposed by microorganisms .
  • parts of production plants for example cooling water circuits, are also mentioned which can be impaired by the multiplication of microorganisms.
  • technical materials are preferably adhesives, glues, papers and cartons, leather, wood, paints, cooling lubricants and heat transfer liquids.
  • Bacteria, fungi, yeasts, algae and mucilaginous organisms may be mentioned as microorganisms which can break down or change the technical materials.
  • the active substances or agents according to the invention preferably act against bacteria, fungi, in particular mold, and against slime organisms and algae.
  • microorganisms of the following genera may be mentioned:
  • Alternaria such as Alternaria tenuis, Aspergillus, such as Aspergillus niger,
  • Chaetomium like Chaetomium globosum
  • Coniophora such as Coniophora puetana
  • Lentinus such as Lentinus tigrinus
  • Penicillium such as Penicillium glaucum
  • Polyporus such as Polyporus versicolor
  • Aureobasidium such as Aureobasidium pullulans
  • Sclerophoma such as Sclerophoma pityophila
  • Trichoderma like Trichoderma viride
  • Escherichia such as Escherichia coli
  • Pseudomonas such as Pseudomonas aeruginosa
  • Staphylococcus such as Staphylococcus aureus.
  • Fungicidal agents in crop protection are used to combat plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, Deuteromycetes.
  • Pythium species such as, for example, Pythium ultimum
  • Phytophthora species such as, for example, Phytophthora infestans
  • Pseudoperonospora species such as, for example, Pseudoperonospora humuli or Pseudoperonospora cubense;
  • Plasmopara species such as, for example, Plasmopara viticola
  • Peronospora species such as, for example, Peronospora pisi or Peronospora brassicae;
  • Erysiphe species such as, for example, Erysiphe graminis
  • Sphaaerotheca species such as, for example, Sphaerotheca fuliginea
  • Podosphaera species such as, for example, podosphaera leucotricha
  • Venturia species such as, for example, Venturia inaequalis
  • Pyrenophora species such as, for example, Pyrenophora teres or Pyrenophora graminea (conidial form: Drechslera, synonym: Helminthosporium);
  • Cochliobolus species such as, for example, Cochliobolus sativus (conidial form: Drechslera, synonym: Helminthosporium);
  • Uromyces species such as, for example, Uromyces appendiculatus
  • Puccinia species such as, for example, Puccinia recondita
  • Tilletia species such as, for example, Tilletia caries
  • Ustilago species such as, for example, Ustilago nuda or Ustilago avenae
  • Pell icularia species such as, for example, Pellicularia sasakii;
  • Pyyricularia species such as, for example, Pyricularia oryzae
  • Fusarium species such as, for example, Fusarium culmorum
  • Botrytis species such as, for example, Botrytis cinerea
  • Septoria species such as, for example, Septoria nodorum
  • Leptosphaeria species such as, for example, Leptosphaeria nodorum;
  • Cercospora species such as, for example, Cercospora canescens
  • Alternaria species such as, for example, Alternaria brassicae;
  • Pseudocercosporella species such as, for example, Pseudocercosporella herpotrichoides.
  • the active compounds of the formula (I) can be converted into customary formulations are transferred, such as solutions, emulsions, suspensions, powders, foams, pastes, granules, aerosols and very fine encapsulations in polymeric substances.
  • formulations are made in a known manner, e.g. by mixing the active ingredients with extenders, that is to say liquid solvents, pressurized liquefied gases and / or solid carriers, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents. If water is used as an extender, e.g. organic solvents can also be used as auxiliary solvents.
  • extenders that is to say liquid solvents, pressurized liquefied gases and / or solid carriers, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents.
  • surface-active agents that is to say emulsifiers and / or dispersants and / or foam-generating agents.
  • water e.g. organic solvents can also be used as auxiliary solvents.
  • aromatics such as xylene, toluene, alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chlorethylenes, or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g.
  • Petroleum fractions Petroleum fractions, alcohols, such as butanol or glycol, and their ethers and esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents, such as dimethylformamide or dimethyl sulfoxide, and water;
  • liquefied gaseous extenders or carriers mean liquids which are gaseous at normal temperature and under normal pressure, e.g. Aerosol propellants, such as halogenated hydrocarbons and butane, propane, nitrogen and carbon dioxide; solid carriers are possible: e.g.
  • natural rock powders such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powders such as highly disperse silica, aluminum oxide and silicates;
  • Solid carriers for granules are possible: e.g. broken and fractionated natural rocks such as calcite, marble, pumice,
  • Sepiolite, dolomite and synthetic granules from inorganic and organic flours and granules from organic material such as sawdust, coconut shells, corn cobs and tobacco stalks;
  • Possible emulsifiers and / or foam-generating agents are: for example nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkyl aryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates;
  • the following may be used as dispersants: for example lignin sulfite waste liquor and methyl cellulose.
  • Adhesives such as carboxymethyl cellulose, natural and synthetic, powdery, granular or latex-shaped polymers, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids, such as cephalins and lecithins and synthetic phospholipids, can be used in the formulations.
  • Other additives can be mineral and vegetable oils.
  • Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc can be used.
  • the effectiveness and the spectrum of activity of the active compounds of the formula (I) or the agents, precursors or very generally formulations which can be prepared therefrom can be increased if further antimicrobially active compounds, fungicides, bactericides, herbicides, insecticides or other active compounds to enlarge the spectrum of action or Achieving special effects such as added protection against insects. These mixtures can have a broader spectrum of activity than the compounds according to the invention.
  • Triazoles such as:
  • Fenethanil fluquinconazole, flusilazole, flutriafol, furconazole, hexaconazole, Imibenconazole, ipconazole, isozofos, myclobutanil, metconazole, paclobutrazole, penconazole, propioconazole, ( ⁇ ) -cis-l- (4-chlorophenyl) -2- (lH-l, 2,4-triazol-l-yl) - cycloheptanol, 2- (l-tert-butyl) -l- (2-chlorophenyl) -3- (l, 2,4-triazol-l-yl) propan-2-ol, tetraconazole, triadimphone, triadimenol, triapenthenol, triflumizole, Triticonazole, uniconazole and their metal salts and acid adducts;
  • Imidazoles such as:
  • Clotrimazole Bifonazole, Climbazole, Econazole, Fenapamil, Imazalil, Isoconazole, Ketoconazole, Lombazole, Miconazole, Pefurazoate, Prochloraz, Triflumizole, Thiazolcar, l-Imidazolyl-l- (4'-chlorophenoxyutan) as well as their metal salts and acid adducts;
  • Succinate dehydrogenase inhibitors such as:
  • Naphthalene derivatives such as:
  • Sulfenamides such as:
  • Dichlorfluanide tolylfluanid, folpet, fluorfolpet; Captan, Captofol;
  • Benzimidazoles such as:
  • Benzothiazoles such as: 2-mercaptobenzothiazole;
  • Benzothiophene dioxides such as: benzo [b] thiophene-S, S-dioxide-carboxylic acid cyclohexylamide;
  • Formaldehyde and formaldehyde releasing compounds such as:
  • Isothiazolinones such as: N-methylisothiazolin-3-one, 5-chloro-N-methylisothiazolin-3-one, 4,5-dichloro-N-octylisothiazolin-3-one, 5-chloro-N-octylisothiazolinone, N-octyl-isothiazoline -3-one, 4,5-trimethylene-isothiazolinone, 4,5-benzisothiazolinone;
  • Aldehydes such as: cinnamaldehyde, formaldehyde, glutardialdehyde, ⁇ -bromocinnamaldehyde; Thiocyanates such as:
  • Benzalkonium chloride benzyldimethyltetradecylammonium chloride, benzyldimethyldodecylammonium chloride, dichlorobenzyldimethylalkylammonium chloride, didecyldimethylammonium chloride, dioctyldimethylammonium chloride, N-hexadecyltrimethylammonium chloride, 1-hexadecylpyridium;
  • Iodine derivatives such as:
  • Phenols such as:
  • Microbicides with activated halogen group such as:
  • Pyridines such as: l-hydroxy-2-pyridinthione (and their Na, Fe, Mn, Zn salts), tetrachloro-4-methylsulfonylpyridine, pyrimethanol, mepanipyrim, dipyrithione, l-hydroxy-4-methyl-6- ( 2,4,4-trimethylpentyl) -2 (1H) pyridine;
  • Methoxyacrylates or the like such as: methyl- (E) -methoximino [alpha- (o-tolyloxy) -o-tolyl] acetate,
  • Metal salts such as:
  • Tributyltin oxide Cu2 ⁇ , CuO, ZnO;
  • Dithiocarbamates such as: Cufraneb, Ferban, potassium N-hydroxymethyl-N ' -methyl-dithiobarbamate, Na- or
  • Nitriles such as: 2,4,5,6-tetrachloroisophthalonitrile, disodium cyano-dithioimidocarbamate;
  • Zeolites containing Ag, Zn or Cu alone or enclosed in polymeric materials Zeolites containing Ag, Zn or Cu alone or enclosed in polymeric materials.
  • Eflusilanate Emamectin, Empenthrin, Endosulfan, EPN, Esfenvalerat, Ethiofen-carb, Ethion, Ethofenprox, Etrimphos, Fenamiphos, Fenazaquin, Fenbutatinoxid, Fenfluthrin, Fenitrothion, Fenobucarb, Fenothiocarb, Fenoxypyphpionate, Fenpropyradin, Fenvalerate, fipronil, fluazuron, flucycloxuron, flucythrinate, flufenoxuron, flumethrin flufenprox, fluvalinate, fonophos, formethanate, formothion, fosmethilan fosthiazate, fubfenprox, furathiocarb, HCH, heptenophos, hexafnidoxidonfonidfonosfonophonidosfonoxfonosulf
  • Parathion A Parathion M, Penfluron, Permethrin, 2- (4-phenoxyphenoxy) ethyl ethyl carbamate, Phenthoat, Phorat, Phosalon, Phosmet, Phosphamidon, Phoxim, Pirimicarb, Pirimiphos M, Pirimiphos A, Prallethrin, Profenophos, Promecarb, Propaphos Propoxur, Prothiophos, Prothoat, Pymetrozin, Pyrachlophos, Pyridaphenthion, Pyresmethrin, Pyrethrum, Pyridaben, Pyrimidifen, Pyriproxifen,
  • Carbetamides chloromethoxyfen, chloramben, chlorbromuron, chlorflurenol, chloridazon, chlorimuron, chloronitrofen, chloroacetic acid, chlorotoluron, chloroxuron, chlorpropham, chlorosulfuron, chlororthhal, chlorothiamide,
  • Diflufenican Dimefuron, Dimepiperate, Dimethachlor, Dimethipin, Dinitramine, Dinoseb, Dinoseb Acetate, Dinoterb, Diphenamid, Dipropetryn, Diquat, Dithiopyr, Diduron, DNOC, DSMA, 2,4-D, Daimuron, Dalapon, Dazomet, 2,4-DB , Desmedipham, Desmetryn, Dicamba, Dichlobenil, Dimethamid, Dithiopyr, Dimethametryn,
  • Fomesafen Fosamine, Flamprop-isopropyl, Flamprop-isopropyl-L, Flumiclorac- pentyl, Flumipropyn, Flumioxzim, Flurtatone, Flumioxzim, Glyphosate, Glufosinate-ammonium Haloxyfop, Hexazinone, Imazamethabenz, Isoproturon, Isapifabeno, Isoxabeno, Isoxabeno
  • Imazethapyr Ioxynil, Isopropalin, Imazosulfuron, KUH 911, KUH 920 Lactofen, Lenacil, Linuron, LS830556, MCPA, MCPA-thioethyl, MCPB, Mecoprop, Mecoprop-P, Mefenacet, Mefluidide, Metam, Metamiazuraben, Methamitazazon, Methamitazon, Methamitazole, Methamitazon, Methamitazole Methoroptryne, Methyldymron, Methylisothiocyanate, Metobromuron, Metoxuron, Metribuzin, Metsulfuron, Molinate, Monalide, Monolinuron, MSMA , Metolachlor, Metosulam, Metobenzuron,
  • the weight ratios of the active ingredients in these active ingredient combinations can be varied within relatively large ranges.
  • the active compound combinations preferably contain the active compound at 0.1 to
  • microbicidal agents or concentrates used to protect the industrial materials contain the active ingredient or combination of active ingredients in a concentration of 0.01 to 95% by weight, in particular 0.1 to 60% by weight.
  • the application concentrations of the active substances to be used or the active substance combinations depend on the type and the occurrence of the microorganisms to be controlled and on the composition of the material to be protected.
  • the optimal amount can be determined by test series.
  • the application concentrations are in the range from 0.001 to 5% by weight, preferably from 0.05 to 1.0% by weight, based on what is to be protected
  • the active substances or agents according to the invention advantageously make it possible to replace the microbicidal agents available to date with more effective ones. They show good stability and advantageously have a broad spectrum of activity.
  • Diazonium salt solution I 4.97 g (0.024 mol) of 4-chloroaniline are placed in 46.8 ml of H 2 O and 6.5 ml of HC1 (conc.), Cooled to 0 ° C. and a solution of 1.9 g of NaNO 2 in 15.6 ml HO added dropwise. The mixture is stirred for 1 h and adjusted to 4.5 with 6.3 g of sodium acetate
  • MIC minimum inhibitory concentrations
  • Active ingredients according to the invention are added to an agar which is produced using malt extract in concentrations of 0.1 mg / 1 to 5000 mg / 1. After the agar has solidified, it is contaminated with pure cultures of the test organisms listed in Table 2. After 2 weeks of storage at 28 ° C and 60 to 70% relative humidity, the MIC is determined. MIC is the lowest concentration of active ingredient at which no growth occurs due to the type of microbe used, it is shown in Table 2 below.

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)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)

Abstract

L'invention concerne des composés de formule (I), dans laquelle R?1, R2, R3 et R4¿ représentent indépendamment hydrogène, alkyle le cas échéant substitué, alcényle, alcinyle ou aryle; et Ar désigne aryle le cas échéant substitué. Ces composés ont un fort pouvoir microbicide et sont utiles pour combattre des micro-organismes indésirables, de préférence des moisissures et des bactéries, dans le domaine de la protection des plantes et des matériaux.
EP97953906A 1997-01-03 1997-12-22 Arylthio-dithiazindioxydes et leur utilisation comme pesticides Ceased EP0950055A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19700062 1997-01-03
DE19700062A DE19700062A1 (de) 1997-01-03 1997-01-03 S-Aryl-dithiazindioxide
PCT/EP1997/007242 WO1998029400A1 (fr) 1997-01-03 1997-12-22 Arylthio-dithiazindioxydes et leur utilisation comme pesticides

Publications (1)

Publication Number Publication Date
EP0950055A1 true EP0950055A1 (fr) 1999-10-20

Family

ID=7816782

Family Applications (1)

Application Number Title Priority Date Filing Date
EP97953906A Ceased EP0950055A1 (fr) 1997-01-03 1997-12-22 Arylthio-dithiazindioxydes et leur utilisation comme pesticides

Country Status (10)

Country Link
US (1) US6075019A (fr)
EP (1) EP0950055A1 (fr)
JP (1) JP2001508422A (fr)
KR (1) KR20000069449A (fr)
AU (1) AU5763098A (fr)
BR (1) BR9714519A (fr)
DE (1) DE19700062A1 (fr)
IL (1) IL130463A0 (fr)
PL (1) PL334391A1 (fr)
WO (1) WO1998029400A1 (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19700062A1 (de) * 1997-01-03 1998-07-09 Bayer Ag S-Aryl-dithiazindioxide
DE19824232A1 (de) * 1998-05-29 1999-12-02 Bayer Ag Pyridodithiazindioxide
DE19918297A1 (de) * 1999-04-22 2000-10-26 Bayer Ag Hetarylsubstituierte Dithiazoldioxide
DE19918294A1 (de) * 1999-04-22 2000-10-26 Bayer Ag O-Aryldithiazoldioxide
DE10034133A1 (de) * 2000-07-13 2002-01-24 Bayer Ag Heterocyclische Fluoralkenylthioether (l)
US6528472B2 (en) 2000-11-17 2003-03-04 S.C. Johnson & Son, Inc. Antimicrobial compositions containing quaternary ammonium compounds, silanes and other disinfectants with furanones
RU2291865C1 (ru) * 2005-05-13 2007-01-20 Институт нефтехимии и катализа РАН Способ получения 5-[орто-(пара-)-гидроксифенил]-1,3,5-дитиазинов
RU2291864C1 (ru) * 2005-05-13 2007-01-20 Институт нефтехимии и катализа РАН Способ получения n-метилен-4h-1,3,5-дитиазинил-5(6h)амина
RU2551687C1 (ru) * 2013-11-05 2015-05-27 Федеральное Государственное Бюджетное Учреждение Науки Институт Нефтехимии И Катализа Ран Способ получения 1,7-дитиа-3,5-диазациклоалкан-4-(ти)онов

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2608488A1 (de) * 1975-03-05 1976-09-16 Ciba Geigy Ag Iso(thio)harnstoffe
FR2303002A1 (fr) * 1975-03-05 1976-10-01 Ciba Geigy Ag Derives de l'iso-(thio) uree utiles comme agents de lutte contre les parasites
DE19532061A1 (de) * 1995-08-31 1997-03-06 Bayer Ag N-Sulfonyliminodithioverbindungen
DE19545635A1 (de) * 1995-12-07 1997-06-12 Bayer Ag Dithiazoldioxide
DE19700062A1 (de) * 1997-01-03 1998-07-09 Bayer Ag S-Aryl-dithiazindioxide

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9829400A1 *

Also Published As

Publication number Publication date
IL130463A0 (en) 2000-06-01
BR9714519A (pt) 2000-05-09
DE19700062A1 (de) 1998-07-09
WO1998029400A1 (fr) 1998-07-09
KR20000069449A (ko) 2000-11-25
US6075019A (en) 2000-06-13
JP2001508422A (ja) 2001-06-26
PL334391A1 (en) 2000-02-28
AU5763098A (en) 1998-07-31

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