DE1542706B1 - Fungizides Mittel - Google Patents
Fungizides MittelInfo
- Publication number
- DE1542706B1 DE1542706B1 DE19611542706D DE1542706DA DE1542706B1 DE 1542706 B1 DE1542706 B1 DE 1542706B1 DE 19611542706 D DE19611542706 D DE 19611542706D DE 1542706D A DE1542706D A DE 1542706DA DE 1542706 B1 DE1542706 B1 DE 1542706B1
- Authority
- DE
- Germany
- Prior art keywords
- dicarboximide
- fungicidal
- compounds
- cyclohexene
- cis
- 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.)
- Pending
Links
- 239000000417 fungicide Substances 0.000 title claims description 16
- 239000004480 active ingredient Substances 0.000 claims description 6
- 125000002837 carbocyclic group Chemical group 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 235000010591 Appio Nutrition 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- 240000007087 Apium graveolens Species 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 235000015849 Apium graveolens Dulce Group Nutrition 0.000 claims 1
- 240000008067 Cucumis sativus Species 0.000 claims 1
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 18
- -1 trichloromethylthio Chemical group 0.000 description 16
- 230000000855 fungicidal effect Effects 0.000 description 15
- 238000012360 testing method Methods 0.000 description 8
- 241000196324 Embryophyta Species 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 241000233866 Fungi Species 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001447 alkali salts Chemical class 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 230000002538 fungal effect Effects 0.000 description 3
- 230000035784 germination Effects 0.000 description 3
- 230000005764 inhibitory process Effects 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 125000004434 sulfur atom Chemical group 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- UPTVJAJPBGIRLZ-UHFFFAOYSA-N 2-(trichloromethylsulfanyl)-3a,4,5,7a-tetrahydroisoindole-1,3-dione Chemical compound C1CC=CC2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C21 UPTVJAJPBGIRLZ-UHFFFAOYSA-N 0.000 description 2
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 2
- 244000153885 Appio Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 241000223218 Fusarium Species 0.000 description 2
- 206010061217 Infestation Diseases 0.000 description 2
- 241001518731 Monilinia fructicola Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 239000003849 aromatic solvent Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- HKIOYBQGHSTUDB-UHFFFAOYSA-N folpet Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C2=C1 HKIOYBQGHSTUDB-UHFFFAOYSA-N 0.000 description 2
- 150000003949 imides Chemical class 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- LCVOCDOSGJHZFH-UHFFFAOYSA-N 1,1,2,2-tetrachloroethyl thiohypochlorite Chemical compound ClSC(Cl)(Cl)C(Cl)Cl LCVOCDOSGJHZFH-UHFFFAOYSA-N 0.000 description 1
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- WLDMPODMCFGWAA-UHFFFAOYSA-N 3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione Chemical compound C1CCCC2C(=O)NC(=O)C21 WLDMPODMCFGWAA-UHFFFAOYSA-N 0.000 description 1
- 235000001674 Agaricus brunnescens Nutrition 0.000 description 1
- 241000223600 Alternaria Species 0.000 description 1
- WLLGXSLBOPFWQV-UHFFFAOYSA-N MGK 264 Chemical compound C1=CC2CC1C1C2C(=O)N(CC(CC)CCCC)C1=O WLLGXSLBOPFWQV-UHFFFAOYSA-N 0.000 description 1
- 241001518729 Monilinia Species 0.000 description 1
- 208000031888 Mycoses Diseases 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 241000233639 Pythium Species 0.000 description 1
- 206010037888 Rash pustular Diseases 0.000 description 1
- 241001361634 Rhizoctonia Species 0.000 description 1
- 241001597359 Septoria apiicola Species 0.000 description 1
- 241000221576 Uromyces Species 0.000 description 1
- 241000082085 Verticillium <Phyllachorales> Species 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000001965 potato dextrose agar Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 208000029561 pustule Diseases 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- ZBZJXHCVGLJWFG-UHFFFAOYSA-N trichloromethyl(.) Chemical compound Cl[C](Cl)Cl ZBZJXHCVGLJWFG-UHFFFAOYSA-N 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5201860A | 1960-08-26 | 1960-08-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1542706B1 true DE1542706B1 (de) | 1970-01-15 |
Family
ID=21974874
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19611542706D Pending DE1542706B1 (de) | 1960-08-26 | 1961-08-25 | Fungizides Mittel |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE607558A (enrdf_load_stackoverflow) |
| CH (1) | CH405004A (enrdf_load_stackoverflow) |
| DE (1) | DE1542706B1 (enrdf_load_stackoverflow) |
| ES (1) | ES270078A1 (enrdf_load_stackoverflow) |
| GB (1) | GB930224A (enrdf_load_stackoverflow) |
| NL (2) | NL121411C (enrdf_load_stackoverflow) |
| SE (1) | SE302867B (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2339599A1 (fr) * | 1975-11-25 | 1977-08-26 | Cheminova As | Fluoroimides organiques, leur preparation et leur utilisation comme fongicides et acaricides |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3681348A (en) * | 1969-11-20 | 1972-08-01 | Texaco Inc | Oil-solubilizing nitrogen-containing pesticidal compounds |
| RU2325377C2 (ru) * | 2006-07-24 | 2008-05-27 | Открытое акционерное общество "Химпром" | Способ получения n-(хлоралкилтио)фталимидов |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1203788B (de) * | 1959-11-10 | 1965-10-28 | Bayer Ag | Verfahren zur Herstellung von Halogenalkyl- und Halogenalkenyl-sulfenyl-dicarbonsaeure-imiden |
-
0
- NL NL268585D patent/NL268585A/xx unknown
- BE BE607558D patent/BE607558A/xx unknown
- NL NL121411D patent/NL121411C/xx active
-
1961
- 1961-08-14 CH CH952861A patent/CH405004A/de unknown
- 1961-08-22 GB GB30338/61A patent/GB930224A/en not_active Expired
- 1961-08-24 SE SE8506/61A patent/SE302867B/xx unknown
- 1961-08-24 ES ES0270078A patent/ES270078A1/es not_active Expired
- 1961-08-25 DE DE19611542706D patent/DE1542706B1/de active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1203788B (de) * | 1959-11-10 | 1965-10-28 | Bayer Ag | Verfahren zur Herstellung von Halogenalkyl- und Halogenalkenyl-sulfenyl-dicarbonsaeure-imiden |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2339599A1 (fr) * | 1975-11-25 | 1977-08-26 | Cheminova As | Fluoroimides organiques, leur preparation et leur utilisation comme fongicides et acaricides |
Also Published As
| Publication number | Publication date |
|---|---|
| ES270078A1 (es) | 1962-02-16 |
| NL121411C (enrdf_load_stackoverflow) | |
| GB930224A (en) | 1963-07-03 |
| CH405004A (de) | 1965-12-31 |
| BE607558A (enrdf_load_stackoverflow) | |
| NL268585A (enrdf_load_stackoverflow) | |
| SE302867B (enrdf_load_stackoverflow) | 1968-08-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2212268B2 (de) | N-Halogenacetylanilinoessigsäureester, Verfahren zu deren Herstellung und diese enthaltende herbicide Massen | |
| EP0135855B1 (de) | Fungizide Mittel | |
| DE1108975B (de) | Fungicide Mittel auf der Basis von Anilinverbindungen | |
| CH641010A5 (de) | Parasitenbekaempfungsmittel zur bekaempfung schaedlicher mikroorganismen. | |
| EP0068442B1 (de) | Mittel, dessen Verwendung und Verfahren zur Bekämpfung phytopathogener Pilze und Bakterien | |
| DE1542706B1 (de) | Fungizides Mittel | |
| DE1695847A1 (de) | Neue 1,3,4-Thiadiazole | |
| DE1542706C (de) | Fungizides Mittel. Arun; California Research Corp., San Francisco, Calif. (V.St.A.) | |
| DE2019535C3 (de) | 2,5-Dimethyl-furan-3-carbonsäure-cyclohexylamid und diese Verbindung enthaltende fungizide Mittel | |
| DE2724786C2 (de) | Cyclopropancarbonsäure-[N-(2-oxoperhydro-3-furyl)-anilide], Verfahren zu ihrer Herstellung sowie diese Verbindungen enthaltende fungizide Mittel | |
| DE3144526C2 (enrdf_load_stackoverflow) | ||
| DE2748450C3 (de) | Neue Benzoyl-N'-trichloräthylidenhydrazine und neue fungizide Zubereitungen | |
| DE1027460B (de) | Bekaempfung von Pilzen und Bakterien | |
| EP0275013B1 (de) | Fungizide Wirkstoffkombinationen | |
| DE2350907A1 (de) | Mittel zur beeinflussung des pflanzenwachstums | |
| DE1942372C3 (de) | Sulfinylcyanisothiazole | |
| AT243566B (de) | Bekämpfung des Wachstums von Pilsen in der Landwirtschaft und im Gartenbau | |
| DE1810581C3 (de) | N-Acyl-p-dialkylamino-phenylhydrazone, Verfahren zu ihrer Herstellung und deren Verwendung zur Bekämpfung von phytopathogene Pilzen | |
| DE2234466A1 (de) | Thiophosphorsaeureester, verfahren zu ihrer herstellung und ihre verwendung als fungizide und bakterizide | |
| AT233319B (de) | Fungizide Mittel | |
| DE2000347C (de) | N Polychlorvinylsulfenylharnstoffe und deren Verwendung | |
| DE2512940C2 (de) | N-Benzoyl-N-halogenphenyl-2-aminopropionsäure-ester, Verfahren zu deren Herstellung und deren Verwendung | |
| DE1242324B (de) | Fungizides und bakterizides Mittel | |
| EP0275012B1 (de) | Fungizide Wirkstoffkombinationen | |
| AT261987B (de) | Saatgutbehandlungsmittel |