CH634842A5 - 2-Phenyl-2-(1(H)-imidazolylmethyl)-1,3-dioxane derivatives, processes for their preparation, microbicides containing these active substances, and their use - Google Patents
2-Phenyl-2-(1(H)-imidazolylmethyl)-1,3-dioxane derivatives, processes for their preparation, microbicides containing these active substances, and their use Download PDFInfo
- Publication number
- CH634842A5 CH634842A5 CH800578A CH800578A CH634842A5 CH 634842 A5 CH634842 A5 CH 634842A5 CH 800578 A CH800578 A CH 800578A CH 800578 A CH800578 A CH 800578A CH 634842 A5 CH634842 A5 CH 634842A5
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- CH
- Switzerland
- Prior art keywords
- formula
- acid
- hydrogen
- compounds
- alkyl
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- 229940124561 microbicide Drugs 0.000 title claims abstract description 4
- 238000002360 preparation method Methods 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 4
- 239000013543 active substance Substances 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 52
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- 239000001257 hydrogen Substances 0.000 claims abstract description 29
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- 229910052736 halogen Inorganic materials 0.000 claims abstract description 16
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- 125000001424 substituent group Chemical group 0.000 claims abstract description 15
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- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims abstract description 13
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- 241000196324 Embryophyta Species 0.000 claims description 27
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 27
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 21
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 21
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- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 10
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- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
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- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- 244000070406 Malus silvestris Species 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 208000031888 Mycoses Diseases 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 239000007832 Na2SO4 Substances 0.000 description 1
- 241001329956 Nothopassalora personata Species 0.000 description 1
- 241000233654 Oomycetes Species 0.000 description 1
- 241000315044 Passalora arachidicola Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 241000233614 Phytophthora Species 0.000 description 1
- 241000233626 Plasmopara Species 0.000 description 1
- 241001281803 Plasmopara viticola Species 0.000 description 1
- 241000221300 Puccinia Species 0.000 description 1
- 241000221535 Pucciniales Species 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 241000722133 Tilletia Species 0.000 description 1
- 150000008062 acetophenones Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical group 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- DNEHKUCSURWDGO-UHFFFAOYSA-N aluminum sodium Chemical compound [Na].[Al] DNEHKUCSURWDGO-UHFFFAOYSA-N 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229920005551 calcium lignosulfonate Polymers 0.000 description 1
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000007931 coated granule Substances 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 235000012055 fruits and vegetables Nutrition 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 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
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 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
- SRAWNDFHGTVUNZ-UHFFFAOYSA-M sodium;3,6-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC(CCCC)=CC2=CC(CCCC)=CC=C21 SRAWNDFHGTVUNZ-UHFFFAOYSA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 235000021012 strawberries Nutrition 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Priority Applications (30)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH800578A CH634842A5 (en) | 1978-07-25 | 1978-07-25 | 2-Phenyl-2-(1(H)-imidazolylmethyl)-1,3-dioxane derivatives, processes for their preparation, microbicides containing these active substances, and their use |
| AU48425/79A AU524832B2 (en) | 1978-07-25 | 1979-06-27 | 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h-imidazoles and 1h-1,2,4 -triazoles |
| BE0/196101A BE877446A (nl) | 1978-07-25 | 1979-07-03 | Nieuwe 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h-imidazolen en 1h-1,2,4-triazolen |
| NZ191015A NZ191015A (en) | 1978-07-25 | 1979-07-13 | 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h-imidazole and 1,2,4-triazole derivatives antifungal compositions |
| HU79JA851A HU185766B (en) | 1978-07-25 | 1979-07-17 | Process for producing 1-bracket-2-aryl-1,3-dioxan-2-yl-methyl-bracket closed-1h-imidazol and -1h-1,2,4-triazol derivatives and fungicide compositions containing them as active agents |
| CA000331968A CA1164463A (en) | 1978-07-25 | 1979-07-17 | 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h-imidazoles and 1h-1,2,4-triazoles |
| ES482662A ES482662A1 (es) | 1978-07-25 | 1979-07-19 | Un procedimiento para la preparacion de derivados de 1-(2- aril-1,3-dioxan-2-il-metil) 1h imidazol y 1h-1,2,4-triazol. |
| YU1781/79A YU41873B (en) | 1978-07-25 | 1979-07-20 | Process for obtaining new 1-(2-aryl-1,3-dioxane-2-ylmethylo-1h-imidazoles and 1h-1,2,4-triazoles |
| AR277384A AR221889A1 (es) | 1978-07-25 | 1979-07-20 | Compuesto quimico seleccionado entre el grupo formado por derivados de 1-(2-aril-1,3-dioxan-2-il metil)-1h-imidazol y 1h-1,2,4-triazol,composicion antifungica que lo contiene y procedimiento para la preparacion de dicho compuesto |
| IT49832/79A IT1162369B (it) | 1978-07-25 | 1979-07-23 | 1-(2-aril-1,3-diossan-2-il-metil)-1h-imidazoli e 1h-1,2,4-triazoli dotati di attivita' antifunghi e procedimento per la loro preparazione |
| FR7918931A FR2434164A1 (fr) | 1978-07-25 | 1979-07-23 | Nouveaux 1-(2-aryl-1,3-dioxane-2-ylmethyl)-1h-imidazoles et 1h-1,2,4-triazoles, leur procede de preparation et application comme fongicide pour combattre les champignons |
| NL7905687A NL7905687A (nl) | 1978-07-25 | 1979-07-23 | Nieuwe 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h-imidazolen en 1 h-1,2,4-triazolen. |
| JP9272679A JPS5555183A (en) | 1978-07-25 | 1979-07-23 | Novel azole compound*its manufacture and use |
| GR59676A GR65805B (enrdf_load_stackoverflow) | 1978-07-25 | 1979-07-23 | |
| SE7906325A SE432688B (sv) | 1978-07-25 | 1979-07-24 | Ett 1-(2-aryl-1,3-dioxan-2-ylmetyl)-1h-imidazol-eller 1h-1,2,4-triazol-derivat, en komposition innehallande detta samt anvendning av derivatet for att bekempa svamp |
| AT0509079A AT367971B (de) | 1978-07-25 | 1979-07-24 | Fungizide mittel |
| DD79214583A DD145106A5 (de) | 1978-07-25 | 1979-07-24 | Verfahren zur herstellung von 2-(2 aryl-1,3-dioxan-2-ylmethyl)-1h-imidazolen und-1h-1,2,4- riazolen |
| TR20789A TR20789A (tr) | 1978-07-25 | 1979-07-24 | Yeni 1-(2-aril-1,3-dicksan 2-ilmetil)-1h-imidazoller ve 1h-1,2,4-triazoller |
| DK312779A DK156005C (da) | 1978-07-25 | 1979-07-24 | 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h-imidazol- og 1h-1,2,4-triazolderivater, middel til bekaempelse af svampe indeholdende saadanne derivater samt fremgangsmaade til svampebekaempelse |
| ZA00793766A ZA793766B (en) | 1978-07-25 | 1979-07-24 | 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h-imidazoles and 1h-1,2,4-triazoles |
| ZW138/79A ZW13879A1 (en) | 1978-07-25 | 1979-07-24 | Novel 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h-imidazoles and 1h-1,2,4-triazoles |
| IL57875A IL57875A (en) | 1978-07-25 | 1979-07-24 | 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h-imidazoles and 1h-1,2,4-triazoles,their preparation and their use as fungicides |
| PT69967A PT69967A (en) | 1978-07-25 | 1979-07-24 | Novel 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h-imidazoles and 1h-1,2,4-triazoles |
| PL1979217329A PL123930B1 (en) | 1978-07-25 | 1979-07-24 | Fungicide and process for preparing novel 1-/2-aryl-1,3-dioxanyl-2-methyl/-1h-imidazoles or -1h-1,2,4-triazoles |
| BR7904721A BR7904721A (pt) | 1978-07-25 | 1979-07-24 | Composto quimico, composicao e processo para combater fungos, e processo para preparar o dito composto quimico |
| DE19792930196 DE2930196A1 (de) | 1978-07-25 | 1979-07-25 | 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h- imidazole und -1h-1,2,4-triazole, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung von phytopathogenen pilzen |
| GB7925857A GB2027701B (en) | 1978-07-25 | 1979-07-25 | 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h-imadazoles and 1h-1,2,4-triazoles |
| IE1407/79A IE48600B1 (en) | 1978-07-25 | 1979-08-08 | Novel 1-(2-aryl-1,3-dioxan-2-ylmethyl)-1h-imidazoles and 1h-1,2,4-triazoles |
| SU813320781A SU1396966A3 (ru) | 1978-07-25 | 1981-08-19 | Способ получени производных азола или их фитофармацевтически приемлемых кислотно-аддитивных солей |
| US07/315,197 US4939162A (en) | 1978-07-25 | 1989-02-24 | 1-(2-aryl-1,3-dioxon-2-ylmethyl)-1H-imidazoles and 1H-1,2,4-triazoles |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH800578A CH634842A5 (en) | 1978-07-25 | 1978-07-25 | 2-Phenyl-2-(1(H)-imidazolylmethyl)-1,3-dioxane derivatives, processes for their preparation, microbicides containing these active substances, and their use |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH634842A5 true CH634842A5 (en) | 1983-02-28 |
Family
ID=4333679
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH800578A CH634842A5 (en) | 1978-07-25 | 1978-07-25 | 2-Phenyl-2-(1(H)-imidazolylmethyl)-1,3-dioxane derivatives, processes for their preparation, microbicides containing these active substances, and their use |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS5555183A (enrdf_load_stackoverflow) |
| BE (1) | BE877446A (enrdf_load_stackoverflow) |
| CH (1) | CH634842A5 (enrdf_load_stackoverflow) |
| ZA (1) | ZA793766B (enrdf_load_stackoverflow) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4321272A (en) * | 1980-08-25 | 1982-03-23 | Syntex (U.S.A.) Inc. | Derivatives of substituted N-alkylimidazoles |
| ZA823225B (en) * | 1981-05-12 | 1983-03-30 | Ciba Geigy | Novel microbicidal arylphenyl ether derivatives,production thereof and the use thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3575999A (en) * | 1968-08-19 | 1971-04-20 | Janssen Pharmaceutica Nv | Ketal derivatives of imidazole |
| NZ179111A (en) * | 1974-11-18 | 1978-03-06 | Janssen Pharmaceutica Nv | I-(aryl)-ethyl-1h-1,2,4-triazole ketals,anti-microbial and plant growth controlling compositions |
| CA1065873A (en) * | 1975-01-27 | 1979-11-06 | Janssen Pharmaceutica Naamloze Vennootschap | Imidazole derivatives |
-
1978
- 1978-07-25 CH CH800578A patent/CH634842A5/de not_active IP Right Cessation
-
1979
- 1979-07-03 BE BE0/196101A patent/BE877446A/nl not_active IP Right Cessation
- 1979-07-23 JP JP9272679A patent/JPS5555183A/ja active Granted
- 1979-07-24 ZA ZA00793766A patent/ZA793766B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5555183A (en) | 1980-04-22 |
| JPS6344155B2 (enrdf_load_stackoverflow) | 1988-09-02 |
| BE877446A (nl) | 1980-01-03 |
| ZA793766B (en) | 1981-02-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |