DE1695670A1 - 3-Isothiazolone und Verfahren zu deren Herstellung - Google Patents

3-Isothiazolone und Verfahren zu deren Herstellung

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Publication number
DE1695670A1
DE1695670A1 DE1968R0048030 DER0048030A DE1695670A1 DE 1695670 A1 DE1695670 A1 DE 1695670A1 DE 1968R0048030 DE1968R0048030 DE 1968R0048030 DE R0048030 A DER0048030 A DE R0048030A DE 1695670 A1 DE1695670 A1 DE 1695670A1
Authority
DE
Germany
Prior art keywords
group
molecular weight
low molecular
alkyl group
isothiazolone
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
DE1968R0048030
Other languages
English (en)
Other versions
DE1695670C3 (de
DE1695670B2 (de
Inventor
Miller George Allen
Law Andrew Bonar
Lewis Sheldon Noah
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.)
Rohm and Haas Co
Original Assignee
Rohm and Haas Co
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Filing date
Publication date
Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of DE1695670A1 publication Critical patent/DE1695670A1/de
Publication of DE1695670B2 publication Critical patent/DE1695670B2/de
Application granted granted Critical
Publication of DE1695670C3 publication Critical patent/DE1695670C3/de
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
    • C07D275/02—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings
    • C07D275/03—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings 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
    • 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
    • A01N43/80—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 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • 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
    • A01N47/00—Biocides, 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
    • A01N47/08—Biocides, 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
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005—Antimicrobial preparations
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
    • C10M135/36—Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52—Stabilizers
    • A61K2800/524—Preservatives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02—Water
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/106—Thiadiazoles
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/20—Metal working
    • C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/30—Refrigerators lubricants or compressors lubricants
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/32—Wires, ropes or cables lubricants
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/34—Lubricating-sealants
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/36—Release agents or mold release agents
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/38—Conveyors or chain belts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/40—Generators or electric motors in oil or gas winning field
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/42—Flashing oils or marking oils
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/44—Super vacuum or supercritical use
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/50—Medical uses

Claims (1)

  1. N-Y
    worin ¥ eine Alkylgruppe mit 1 bis 18 Kohlenstoffatomen, eine Gycloalkylgruppe mib J5 bis 6 Kohlenstoffatomen, eine Aralkylgruppe mit bis zu It) Kohlenstoffatomen, ein Halogenatom, eine durch eine niedermolekulare Alkylgruppe oder eine niedermolekulare Alkoxygruppe substituierte Aralkylgruppe mit bis zu 10 Kohlenstoffatomen, eine Arylgiuippe, eine durch Halogenatome, Nitrogruppen, niedermolekulare Alkylgruppen, niedermolekulare Alkylacylaminogruppen, niedermolekulare ßarbalkoxygruppen oder Sulfamylgruppen substituierte Arylgruppe, eine niedermolekulare Hydroxyalky!gruppe, niedermolekulare Halogenalkylgruppe, niedermolekulare Diaikylaminoalkylgruppe oder eine Garbamoylgruppe der allgemeinen Formel
    C - HHH
    II
    bedeutet, Ii und H Wasserstoff atome» Halogenatome oder niedermolekulare Alky!gruppen bedeuten, wenn Ϊ eine andere
    VM HmMm P«t«rttart ahnt M*
    Ctewihr hr;e teilte Abi'hriit το« UnterlJj·■::, li>i :·■■ U \Uh^\ ftid.t
    -48-
    009850/2125
    BAD ORIGINAL
    Il ί·)!·70
    Gruppe ala die Uarbamoylgruppe iafc, uit der Haßtjibe, daß nicht beide Gruppen H und R Wasserstoffatome bedeuten) wc .n I eine Nethyl^rupp3 oder Äthylgruppe ist, R ein Wasserstof:- atom, eine niederaoiekulare Alkylgruppe, ein Haio^enato^i oder eine iJyanogruppe bedeutet, wenn Γ die Garbanoyl^ruppe ist, R ein Vas3ürstoi*fatom, Halogenatoji, eine niederhole!: Ma ■ Alkylgruppe öler niedermolekulare HalogenalkjLgruppe t.f ieutet, weini R ein Wassers toffatom, eine niedermolekulare ALkyl^rupp^ oder ein HaloKonutom ist, R eine niedermolekulare Alkyl- ψ thiogruppe, ηied tu molekulare Alkylsulfinylgruppe oder niedermolekulare Alk./Lijulfonylgruppe bedeutet, wewi R eine C1/;^.,-gruppe ist, X ein Sauerstoffatom oder Schwefelatom bedeutet und R eine Alkylgruppe Bit 1 bis lii Kohlenstoi':'·; tomeii, eiae niedermolekulare Alkylsulfonylgruppe, eine Aryi.vdlfoii,yl£;-'uppe, ein Halogenatom oder· eine durch eine niedermolekulare ALtijlgruppe uubatituierte Arylsulfonylgruppe oder eine Carbalkoxyalky!gruppe der allgemeinen Formel
    Il
    Η111 - CX) - RIV
    bedeutet, worin R eine niedermolekulare Alk;/l&ruppe u:l\ R eine Alkyltmgruppe mit '1 bis 4 Kohlenstoffatomen oder eine Aryl^ruppe der allgemeinen Formel
    0098S0/212S
    169^670
    ii?t, wori:; R eine niedermolekulare Alkylgruppe, ein Halogen-.'i^oia, eine Hitrogruppe oder Alkoxygruppe mit 1 biß 4 Kohlen- u\ oi'fatomen und η eine ganze Zahl von O biß J bedaiet, sowie ίϊήui( ßnIr.< hiervoiu
    2» "Ι l:oi;hinsolon nach Anspruch 1, dadurch gekennzeichnet, daß Ϊ eine Carbamoylgruppe und X ein Sauerstoffatom bedeutet.
    '".) Ircthiazolon nach Anspruch 2, dadurch gekennzeichnet, daß
    R eine Alkylgruppe mit 1 biß 18 Kohlenstoffatomen bedeutet.
    U.^ lr.othiazolon nach Anspruch 1, dadurch gekennzeichnet, daß ϊ fine Alkylgruppe mit 7 bis 18 Kohlenstoffatomen bedeutet.
    !";., Ir.othiazolon nach Anspruch 1, dadurch gekennzeichnet, daß K ode:· R viii Halogenaton bedeutet.
    O. i Ise'-hiazolon nach Anspruch 5» dadurch gekennzeichnet, daß R ein ühloratom bedeutet.
    7.) P-k:',^-DichlorbenayD-i-isothiazolon,
    8.) S-Benzyl-J-isothiazolon.
    9.) 2-n-Butyl-5-isothiazolon oder 2-tert-Butyl-3-isothia^olon.
    10.) P-n-Octyl-J-iGothiazolon oder 2-teΓt-Octyl-3-isotLiazolon.
    11.) ?-n-Decyl-5-isothiazolon.
    12.) 2-Cyclohexyl-3-iBothiazolon.
    1?.; 5-OhloΓ-2-methyl-5-isothiazolon.
    ψΜ$ t«rti*en Pefer f isiifi von Gewehr tcTC1'-' '■'■ .;. .Ct .'·.. "if 3»MI T · τ- die -- r
    - 50 -
    009850/2125
    BAD ORIGINAL
    1 G 9 υ C 7 O
    14.) 2-(lI~riethylcarbamoyl)-5-isothiazolon. 15·) 2-(N-Äthylcarbamoyl)-3-isothiazolon.
    16.) Landwirtschaftlich verwendbares Präparat zur Kontrolle lelc'der Organismen, vorzugsweise von Mikroorganismen, besonders von Fuii{p , gekennzeichnet durch den Gehalt eines in der Landwirtschaft verträglichen Trägermaterial« und eines Isothiazolons eis aktiven Mittels.
    | 17.) Präparr-t nach Anspruch 16, gekennzeichnet durch einen zusätzlichen Gebalt an oberflächenoktiν em Mittel.
    18.) Vorfahren zum Schützen von Substraten, vorzugsweise von wässrigen Medien, vor dem Angriff von Mikroorganismen, dadurch gekennzeichnet, daß man dem Substrat eine zur Kontrolle der Mikroorganismen wirksame Menge einea Isothiazolons gemäß Anspruch 1, vorzugsweise in einer Menge von 0,1 bis 10 000
    19.) Verfahren nach Anspruch 18, dadurch gekennzeichnet, daß man als Isothiazolon P-Ilethyl-3-isothie?-olon oder 2-Äthyl-3-isothiazolon verwendet.
    20.) Verfahren zur Herstellung einer Verbindung der allgemeinen Formel I? 0
    dadurch gekennzeichnet, daß man eine Verbindung der Formel
    C«* 4hr btii·"*'-: · '· von
    Unit ritzer '. : - -i.on
    009850/2125
    BAD
    mit einer Verbindung der allgemeinen Formel R11H _ c - X
    umsetzt, worin R ein Wasserstoffatom, eine niedermolekulare Alkylgruppe, ein Halogenatom oder eine Cyanogruppe bedeutet, R ein Wasserstoffatom, ein Halogenatom, eine niedermolekulare Alkylgruppe oder niedermolekulare Halogenalkylgruppe bedeutet, vierin R ein Wasserstoff atom, eine niedermolekulare Alkylgruppe oder ein Halogenatom ist, R eine niedermolekulare Alkylthiogruppe, niedermolekulare Alkylsulfinylgruppe oder niedermolekulare Alkylsulfonylgruppe bedeutet, wenn R eine Cyanogruppe ist, X ein Sauerstoffatom oder Schwefelatom bedeutet und R eine Alkylgruppe mit 1 bis 18 Kohlenstoffatomen, eine niedermolekulare Alkylsulfonylgruppe, Arylsulfonylgruppe, ein Halogenatom oder eine durch eine niedermolekulare Alkylgruppe substituierte Arylsulfony!gruppe oder eine Carbalkoxyalkylgruppe der allgemeinen Formel
    f!
    HIXI-OG
    »III
    - R
    IV
    bedeutet, worin R "eine niedermolekulare Alkylgruppe und R eine Alkylengruppe mit 1 bis 4 Kohlenstoffatomen oder eine Arylgruppe der allgemeinen Formel
    *t m Öents·!
    Patentimt ohn« |e<!e '. ■ ■·' i'it von
    Wi(Mw. Ja!:
    009850/2 125
    BAD ORiQINAL
    bedeutet, worin R eine niedermolekulare Alkylgruppe, ein Halogenatom, eine Hitrogruppe oder eine Alkoxy gruppe mit 1 bis 4 Kohlenstoffatomen und η eine ganze Zahl von ü bis : ist,
    21·) Verfahren nach Anspruch 20, dadurch gekennz^iormet, i i3 »aan Ψ 1 bis 18 KohLanat;offatomen bedeutet.
    eine Verbindung verwendet, in der R eine Alii./lgmppe mit
    Vom D
    ■■: ta-
    009850/^12 5
    BAD
DE1695670A 1967-03-09 1968-02-17 Isothiazolone und ihre Verwendung zur Bekämpfung von Bakterien und Pilzen Expired DE1695670C3 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US62178067A 1967-03-09 1967-03-09
US67243767A 1967-10-03 1967-10-03
US83666069A 1969-06-25 1969-06-25

Publications (3)

Publication Number Publication Date
DE1695670A1 true DE1695670A1 (de) 1970-12-10
DE1695670B2 DE1695670B2 (de) 1980-05-14
DE1695670C3 DE1695670C3 (de) 1981-01-22

Family

ID=27417305

Family Applications (3)

Application Number Title Priority Date Filing Date
DE1792775A Expired DE1792775C2 (de) 1967-03-09 1968-02-17 Mittel zur Bekämpfung von Bakterien und Pilzen und Isothiazolone
DE1695670A Expired DE1695670C3 (de) 1967-03-09 1968-02-17 Isothiazolone und ihre Verwendung zur Bekämpfung von Bakterien und Pilzen
DE19681792816 Pending DE1792816A1 (de) 1967-03-09 1968-02-17

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DE1792775A Expired DE1792775C2 (de) 1967-03-09 1968-02-17 Mittel zur Bekämpfung von Bakterien und Pilzen und Isothiazolone

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Application Number Title Priority Date Filing Date
DE19681792816 Pending DE1792816A1 (de) 1967-03-09 1968-02-17

Country Status (9)

Country Link
US (6) US3452034A (de)
AT (1) AT297397B (de)
BE (1) BE711882A (de)
CH (3) CH345168A4 (de)
CY (1) CY716A (de)
DE (3) DE1792775C2 (de)
FR (2) FR1555416A (de)
GB (2) GB1224662A (de)
NL (1) NL160263C (de)

Families Citing this family (213)

* Cited by examiner, † Cited by third party
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CY716A (en) 1974-01-11
FR1598989A (de) 1970-07-15
US3452034A (en) 1969-06-24
DE1695670C3 (de) 1981-01-22
US3523121A (en) 1970-08-04
NL160263C (nl) 1979-10-15
CH345168A4 (de) 1970-10-15
GB1240281A (en) 1971-07-21
DE1792775A1 (de) 1975-06-19
GB1224662A (en) 1971-03-10
US4243403A (en) 1981-01-06
NL6803118A (de) 1968-09-10
US3761488A (en) 1973-09-25
CH510382A (fr) 1971-07-31
DE1695670B2 (de) 1980-05-14
AT297397B (de) 1972-03-27
CH502058A (fr) 1971-01-31
FR1555416A (de) 1969-01-24
BE711882A (de) 1968-09-09
US4279762A (en) 1981-07-21
DE1792816A1 (de) 1982-09-30
US4105431A (en) 1978-08-08
DE1792775C2 (de) 1983-10-20

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