CH586503A5 - 1-Dichlorofluoromethylthio 3-phenyl imidazolidine diones - fungicides and bactericides prepd e.g. by reacting trichloromethyl cpd with hydrogen fluoride - Google Patents

1-Dichlorofluoromethylthio 3-phenyl imidazolidine diones - fungicides and bactericides prepd e.g. by reacting trichloromethyl cpd with hydrogen fluoride

Info

Publication number: CH586503A5
Authority: CH; Switzerland
Prior art keywords: parts; compounds; dichlorofluoromethylthio; prepd; cpd
Prior art date: 1973-09-03

Application number

CH1260573A

Other languages

German (de)

English (en)

Original Assignee

Ciba Geigy 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.)

1973-09-03

Filing date

1973-09-03

Publication date

1977-04-15

1973-09-03 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1973-09-03 Priority to CH1260573A priority Critical patent/CH586503A5/de

1974-08-13 Priority to IL45459A priority patent/IL45459A/xx

1974-08-15 Priority to NL7410952A priority patent/NL7410952A/xx

1974-08-27 Priority to US05/500,983 priority patent/US3960883A/en

1974-08-30 Priority to FR7429655A priority patent/FR2242384B1/fr

1974-08-30 Priority to IT26816/74A priority patent/IT1060368B/it

1974-08-30 Priority to DE2441601A priority patent/DE2441601A1/de

1974-08-30 Priority to CA208,186A priority patent/CA1051000A/fr

1974-09-02 Priority to AU72887/74A priority patent/AU489933B2/en

1974-09-02 Priority to ES429714A priority patent/ES429714A1/es

1974-09-02 Priority to TR18122A priority patent/TR18122A/xx

1974-09-02 Priority to BE148136A priority patent/BE819453A/fr

1974-09-02 Priority to GB3825474A priority patent/GB1477864A/en

1974-09-02 Priority to AT706074A priority patent/AT339661B/de

1974-09-03 Priority to ZA00745582A priority patent/ZA745582B/xx

1974-09-03 Priority to JP49101292A priority patent/JPS6011009B2/ja

1974-09-03 Priority to OA55287A priority patent/OA04772A/fr

1974-09-03 Priority to LU70845A priority patent/LU70845A1/xx

1976-03-15 Priority to US05/666,731 priority patent/US4000303A/en

1977-04-15 Publication of CH586503A5 publication Critical patent/CH586503A5/de

Links

125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 title abstract 2
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 title description 5
230000000844 anti-bacterial effect Effects 0.000 title description 2
RUEGAVIENIPHGK-UHFFFAOYSA-N 3-phenylimidazolidine-2,4-dione Chemical class O=C1CNC(=O)N1C1=CC=CC=C1 RUEGAVIENIPHGK-UHFFFAOYSA-N 0.000 title 1
239000003899 bactericide agent Substances 0.000 title 1
239000000417 fungicide Substances 0.000 title 1
229910000040 hydrogen fluoride Inorganic materials 0.000 title 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 14
125000000217 alkyl group Chemical group 0.000 claims abstract description 6
239000003795 chemical substances by application Substances 0.000 claims description 10
-1 1 - (dichlorofluoromethylthio) -3- (2 '-methylphenyl) imidazolidine-2,4-dione Chemical compound 0.000 claims description 8
229910052739 hydrogen Inorganic materials 0.000 claims description 7
239000001257 hydrogen Substances 0.000 claims description 7
150000002431 hydrogen Chemical class 0.000 claims description 7
229910052736 halogen Inorganic materials 0.000 claims description 5
150000002367 halogens Chemical class 0.000 claims description 5
WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical group O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 claims description 2
244000005700 microbiome Species 0.000 claims description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
239000000575 pesticide Substances 0.000 claims description 2
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 1
SEZWLNDJYSBGFJ-UHFFFAOYSA-N 1-[dichloro(fluoro)methyl]sulfanyl-3-(2,5-dichlorophenyl)imidazolidine-2,4-dione Chemical compound O=C1N(SC(Cl)(Cl)F)CC(=O)N1C1=CC(Cl)=CC=C1Cl SEZWLNDJYSBGFJ-UHFFFAOYSA-N 0.000 claims 1
NKCPMJHXSHMIIY-UHFFFAOYSA-N 1-[dichloro(fluoro)methyl]sulfanyl-3-(3,4-dichlorophenyl)imidazolidine-2,4-dione Chemical compound O=C1N(SC(Cl)(Cl)F)CC(=O)N1C1=CC=C(Cl)C(Cl)=C1 NKCPMJHXSHMIIY-UHFFFAOYSA-N 0.000 claims 1
241000233866 Fungi Species 0.000 abstract description 15
241000894006 Bacteria Species 0.000 abstract description 5
239000004599 antimicrobial Substances 0.000 abstract description 3
239000000645 desinfectant Substances 0.000 abstract description 3
125000001188 haloalkyl group Chemical group 0.000 abstract description 3
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229920003023 plastic Polymers 0.000 abstract description 2
125000001475 halogen functional group Chemical group 0.000 abstract 3
241001465754 Metazoa Species 0.000 abstract 1
150000001468 imidazolidinediones Chemical class 0.000 abstract 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
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XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
239000013543 active substance Substances 0.000 description 8
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239000000725 suspension Substances 0.000 description 8
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239000004563 wettable powder Substances 0.000 description 7
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239000011230 binding agent Substances 0.000 description 4
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WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
240000005979 Hordeum vulgare Species 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
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125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 3
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WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
241000222122 Candida albicans Species 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
241000588724 Escherichia coli Species 0.000 description 2
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
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206010061217 Infestation Diseases 0.000 description 2
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239000002202 Polyethylene glycol Substances 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
241001533598 Septoria Species 0.000 description 2
241000191967 Staphylococcus aureus Species 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
229910052784 alkaline earth metal Inorganic materials 0.000 description 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
229910052794 bromium Inorganic materials 0.000 description 2
229940095731 candida albicans Drugs 0.000 description 2
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125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
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125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
DEEBZGIUSXXSBK-UHFFFAOYSA-N 3-(3-chloro-4-methylphenyl)-1-[dichloro(fluoro)methyl]sulfanylimidazolidine-2,4-dione Chemical compound C1=C(Cl)C(C)=CC=C1N1C(=O)N(SC(F)(Cl)Cl)CC1=O DEEBZGIUSXXSBK-UHFFFAOYSA-N 0.000 description 1
OHPYCZMBLHIXFQ-UHFFFAOYSA-N 3-(3-chloro-4-methylphenyl)imidazolidine-2,4-dione Chemical compound C1=C(Cl)C(C)=CC=C1N1C(=O)NCC1=O OHPYCZMBLHIXFQ-UHFFFAOYSA-N 0.000 description 1
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JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
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235000007164 Oryza sativa Nutrition 0.000 description 1
239000001888 Peptone Substances 0.000 description 1
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241000588767 Proteus vulgaris Species 0.000 description 1
241000521936 Pseudomonas amygdali pv. lachrymans Species 0.000 description 1
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PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
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UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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159000000000 sodium salts Chemical class 0.000 description 1
KZOJQMWTKJDSQJ-UHFFFAOYSA-M sodium;2,3-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 KZOJQMWTKJDSQJ-UHFFFAOYSA-M 0.000 description 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic 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
- C07D233/66—Heterocyclic 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
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/80—Two oxygen atoms, e.g. hydantoin with hetero atoms or acyl radicals directly attached to ring nitrogen atoms

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

CH1260573A 1973-09-03 1973-09-03 1-Dichlorofluoromethylthio 3-phenyl imidazolidine diones - fungicides and bactericides prepd e.g. by reacting trichloromethyl cpd with hydrogen fluoride CH586503A5 (en)

Priority Applications (19)

Application Number	Priority Date	Filing Date	Title
CH1260573A CH586503A5 (en)	1973-09-03	1973-09-03	1-Dichlorofluoromethylthio 3-phenyl imidazolidine diones - fungicides and bactericides prepd e.g. by reacting trichloromethyl cpd with hydrogen fluoride
IL45459A IL45459A (en)	1973-09-03	1974-08-13	1-(dichlorofluoromethylthio)-3-phenyl-imidazolidine-2,4-dione derivatives their preparation and their use as bactericides and fungicides
NL7410952A NL7410952A (nl)	1973-09-03	1974-08-15	Nieuwe imidazolidine-2,4-dion-derivaten, als- mede werkwijze voor het bereiden en het toe- passen ervan voor het bestrijden van schade- lijke organismen.
US05/500,983 US3960883A (en)	1973-09-03	1974-08-27	Imidazolidine-2,4-dione derivatives and their use as pesticides
FR7429655A FR2242384B1 (fr)	1973-09-03	1974-08-30
IT26816/74A IT1060368B (it)	1973-09-03	1974-08-30	Derivati dell'immidazolidin 2,4 dione, procedimento per la loro preparazione e loro uso come prodotti disinfestanti
DE2441601A DE2441601A1 (de)	1973-09-03	1974-08-30	Imidazolidin-2,4-dion-derivate
CA208,186A CA1051000A (fr)	1973-09-03	1974-08-30	Derives d'imidazoline-2,4 dione; emploi comme pesticides
AU72887/74A AU489933B2 (en)		1974-09-02	Imidazolidine-2, 4-dione derivatives and their use as pesticides
ES429714A ES429714A1 (es)	1973-09-03	1974-09-02	Procedimiento para la preparacion de derivados de imidazoli-din-2, 4-diona.
TR18122A TR18122A (tr)	1973-09-03	1974-09-02	Pestisidler
BE148136A BE819453A (fr)	1973-09-03	1974-09-02	Nouveaux derives d'imidazolidine utiles a la lutte contre les parasites et procede pour leur preparation
GB3825474A GB1477864A (en)	1973-09-03	1974-09-02	Imidazolidine-2,4-dione derivatives and their use as pesticides
AT706074A AT339661B (de)	1973-09-03	1974-09-02	Fungizides und bakterizides mittel
ZA00745582A ZA745582B (en)	1973-09-03	1974-09-03	Imidazolidine-2,4-dione derivates and their use as pesticides
JP49101292A JPS6011009B2 (ja)	1973-09-03	1974-09-03	有害生物防除剤及びその製法
OA55287A OA04772A (fr)	1973-09-03	1974-09-03	Nouveaux dérivés d'imidazolidine utiles à la lutte contre les parasites et procédé pour leur préparation.
LU70845A LU70845A1 (fr)	1973-09-03	1974-09-03
US05/666,731 US4000303A (en)	1973-09-03	1976-03-15	Imidazolidine-2,4-dione derivatives and their use as pesticides

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH1260573A CH586503A5 (en)	1973-09-03	1973-09-03	1-Dichlorofluoromethylthio 3-phenyl imidazolidine diones - fungicides and bactericides prepd e.g. by reacting trichloromethyl cpd with hydrogen fluoride

Publications (1)

Publication Number	Publication Date
CH586503A5 true CH586503A5 (en)	1977-04-15

Family

ID=4384648

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH1260573A CH586503A5 (en)	1973-09-03	1973-09-03	1-Dichlorofluoromethylthio 3-phenyl imidazolidine diones - fungicides and bactericides prepd e.g. by reacting trichloromethyl cpd with hydrogen fluoride

Country Status (4)

Country	Link
BE (1)	BE819453A (fr)
CH (1)	CH586503A5 (fr)
TR (1)	TR18122A (fr)
ZA (1)	ZA745582B (fr)

1973
- 1973-09-03 CH CH1260573A patent/CH586503A5/de not_active IP Right Cessation
1974
- 1974-09-02 TR TR18122A patent/TR18122A/xx unknown
- 1974-09-02 BE BE148136A patent/BE819453A/fr not_active IP Right Cessation
- 1974-09-03 ZA ZA00745582A patent/ZA745582B/xx unknown

Also Published As

Publication number	Publication date
ZA745582B (en)	1975-10-29
BE819453A (fr)	1975-03-03
TR18122A (tr)	1977-03-01

Legal Events

Date	Code	Title	Description
1990-05-31	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
EP0165448B1 (fr)	1991-10-16	1-Hétéroaryl-4-aryl-pyrazolin-5-ones
DE2441601C2 (fr)	1988-11-10
EP0212281B1 (fr)	1989-09-06	Dérivés de l'hétéroaryl-1 aryl-4 pyrazole
EP0130366B1 (fr)	1991-01-30	Sels d'arylalkylimidazolium et triazolium, leur procédé de préparation et leur utilisation comme microbicides
DE2513789A1 (de)	1975-10-09	Haloacylanilide als mikrobizide wirkstoffe
EP0068144B1 (fr)	1985-10-30	Diphenyl-1,1-triazolyl-2-éthanes, leur préparation et leur application comme fongicides
EP0249977A1 (fr)	1987-12-23	Dérivés de l'hydroxypyrazole, procédé pour leur préparation et leur application contre les micro-organismes
US4521412A (en)	1985-06-04	Pesticidal iodopropargylammonium salts
JPH01305064A (ja)	1989-12-08	２―フエニルスルフイニル―ニトロ―ピリジン類
DE2242187A1 (de)	1973-03-08	Heterocyclische verbindungen
DE2947295A1 (de)	1980-06-12	Schaedlingsbekaempfungsmittel
EP0121054B1 (fr)	1986-12-03	N-sulfényl-hydantoines, procédé de leur préparation et leur application comme microbicide
CH586503A5 (en)	1977-04-15	1-Dichlorofluoromethylthio 3-phenyl imidazolidine diones - fungicides and bactericides prepd e.g. by reacting trichloromethyl cpd with hydrogen fluoride
DE69504824T2 (de)	1999-02-11	Substituierte 5,6- dihydro-5-oxo-1,4 -dithiino-(2,3-d) pyridazin-dicarbonitrile, diese enthaltende zusammensetzungen und ihre verwendung als antimikrobielle mittel
CH622510A5 (fr)	1981-04-15
EP0001623B1 (fr)	1980-09-03	Esters thiocyanométhyliques d'acides arylthiocarboxyliques, leur procédé de préparation, leur utilisation comme pesticides et des compositions les contenant
EP0075172A2 (fr)	1983-03-30	N-Sulfényle benzylsulfonamides, préparation et utilisation microbicide
EP0244509B1 (fr)	1990-10-31	Agent pour combattre les microbes
EP0094539A1 (fr)	1983-11-23	Halogénopropargylformamides
US4000303A (en)	1976-12-28	Imidazolidine-2,4-dione derivatives and their use as pesticides
CH594349A5 (en)	1978-01-13	1-Dichlorofluoromethylthio 3-phenyl imidazolidine diones
DE2436653A1 (de)	1975-02-20	1-chlor-acrylsaeureamid-derivate
EP0094566B1 (fr)	1986-03-12	Sels de dibenzofuranoxyalkyl-imidazolium, procédé de leur préparation et leur application microbicide
DE69226171T2 (de)	1998-11-19	Zusammensetzung und verwendung von substituierten 1,3-dithiolo- und 1,4-dithiino-chinoxalinen als antimikrobielle mittel
DE69205155T2 (de)	1996-02-29	Zusammensetzung und Verwendung von Dimucapto-substituierten Dinitrilen als antimikrobielle Mittel.