Fungicidal preparation
专利摘要:
1. Claims (for the contracting States : BE, CH, DE, FR, GB, IT, NL, LU, SE) An N-substituted carboxanilide of the formula I see diagramm : EP0013360,P15,F3 where R**1 denotes C1 -C4 -alkyl, R**2 denotes C1 -C4 -alkyl, R**4 denotes methoxy, ethoxy, isopropoxy, phenoxy, benzyl or 1-phenylethyl or unsubstituted phenyl or phenyl monosubstituted by fluors, chloro, bromo, iodo, methyl, methoxy or nitro, or R**4 denotes -CH2 -Y, Y denoting methoxy, ethoxy, phenoxy or benzyloxy, and A denotes pyrazole, imidazole or 1,2,4-triazole attached via a nitrogen atom, and its acid addition salts. 1. Claims (for contracting state AT) A fungicide containing an N-substituted carboxanilide of the formula I see diagramm : EP0013360,P16,F2 where R**1 denotes C1 -C4 -alkyl, R**2 denotes C1 -C4 -alkyl, R**4 denotes methoxy, ethoxy, isopropoxy, phenoxy, benzyl or 1-phenylethyl or unsubstituted phenyl or phenyl monosubstituted by fluoro, chloro, bromo, iodo, methyl, methoxy or nitro, or R**4 denotes -CH2 -Y, Y denoting methoxy, ethoxy, phenoxy or benzyloxy, and A denotes pyrazole, imidazole or 1,2,4-triazole attached via a nitrogen atom, and its acid addition salts. 公开号:SU906346A3 申请号:SU792851808 申请日:1979-12-17 公开日:1982-02-15 发明作者:Плат Петер;Эйккен Карл;Рор Вольфганг;Цее Бернд;Поммер Эрнст-Гейнрих 申请人:Басф Аг (Фирма); IPC主号:
专利说明:
(5) FUNGICIDE MEANS I This invention relates to a chemical plant protection agent, namely a fungicidal agent based on anilides of N-azolylalkylcarboxylic acid. Known fungicidal agent based on anilides of carboxylic acids 11. It is also known fungicidal agent containing as an active start N (trichloromethylthio) fta-10 Limid and auxiliary components and the emulsifier 21. However, these fungicidal agents have insufficient activity at low concentrations. The purpose of the invention is to find fungicidal agents with high fungicidal activity. To achieve this goal, a fungicide is used in the form of a dispersible concentrate containing, as an active, Mala anilides of N-azolyl alkyl carboxy acid of general formula 1-A five . -about in which R and I are the same or different and mean methyl, ethyl or isopropyl-, R-dichloromethyl, trichloromethyl, methylthiomethyl, ethoxymethyl, phenoxymethyl, -chlorophenylthiomethyl, benzoxymethyl, 2,4-dichlorophenoxymethyl, 2-fluoroethyl 20. 1-chloroethyl, 1,1-dichloroethyl, cyclopropyl, phenyl, A-fluorophenyl, 4-nitrophenyl, 3 methylphenyl, A-methoxyphene-methylthiophenyl, methoxy, ethoxy, isopropyl, phenoxy, thienyl-2, furyl-3, Z is radical-SN- or -CHi} A-pyrazole, 3,5-Yaime tilpirazole, imide sol, 5-dichloroimidazole, 1,2, -triazole, and as an emulsifier, lignins sodium phonate in the following ratio of components wt.%: Active principle 80 Sodium ligninsulfonate 20 The fungicidal agent is prepared by the usual mixing of the components, Compounds of the formula I are obtained by the action of anilides N-halogueime carboxylic acid of the formula. (iH2-Hal in which R, R and IR have the indicated values In) is halogen, preferably chlorine or 6poMj if necessary in the presence of a diluent and acid-binding agent in the form of azoles, in which A has the indicated values M hydrogen or alkali The preparation of the N-halomethyl carboxylic acid ananides, of formula II, is complete by adding the acid halide R-COHal to the base of Schiff formula + (oy-yj-yii / CHgNo where H is halogen, R, R and R have the indicated values. The Schiff base materials of the formula IV required as starting materials can be obtained by known methods from the corresponding anilines and paraformaldehyde in toluene. Toluene or ethyl acetate are used as diluents, and inorganic acid acceptors, such as alkali carbonates, tertiary amines or pyridine can be used in excess and the corresponding azoles. Reaction temperatures range from -10 to + 150 ° C, temperatures of 20 - are preferred. When preparing new compounds, preferably 1 to 2 mol of the azole of the formula N I and T mol of acid binder are used per mol of the compound of formula II. To isolate the compounds of formula f, the reaction mixture is filtered, the filtrate is washed with water, dried and concentrated. The residue, if necessary, is purified by fractional crystallization or distillation. In this way, the following compounds are prepared as shown in Table. 1. The following examples illustrate the fungicidal activity of the proposed agents, where A is (trichloromethylthio) phthalimide. Example 1, 80% by weight, the active ingredient is mixed with 20% by weight sodium ligninsulfonate and the resulting product is transferred to an aqueous preparation containing 0.1 and 0.05% of the active ingredient. This preparation is sprayed with the leaves of Muller-Thurgau grapes. After the liquid preparation has dried out, the leaves are infected with a suspension of zoo; Plasmopara vitFcola pores. Plants are first placed in Tb h in a steam-saturated chamber at and then for 8 days in a greenhouse at 20-30 ° C. After this time has elapsed, in order to accelerate and intensify the onset of the release of the sporangiophore, the plants are again placed in a moist chamber for 16 hours. Then, on the underside of the leaves, the degree of damage to the leaves is determined on a scale of 0-5, whereby O means no damage, and 5 means complete damage. The test results are presented in Table. 2. Example 2; 80% by weight of active ingredient% is mixed with 20% by weight of sodium inninsulfonate ligature and the resulting product is converted into an aqueous preparation, 56963 66 holding 0.1 active ingredient. 8 ° C. After 5 days, the leaves are sprayed with fungicidal activity on this scale, according to the scale of tomato plants of the cv. Professor variety in Example 1. The results of the test will be Rudloff. the drying of the liquid-i -. is presented in table. 3. Leaves infect the drug suspension-5. Thus, the proposed fungy of zoospores of the fungus Phytophtora infes- cidal means possess high func- tion. The plants are then placed on 16 vi gicidal activity at low concentration in the steam-saturated chamber at 16 concentrations. Z-A 7SECB b 8 Continued table. one ten table 2 , 2 eleven .Table 3
权利要求:
Claims (1) [1] CLAIMS fungicidal agent in the form of dispersible concentrate comprising the active principle and an emulsifier, about tlichayuscheesya in that from 30 to improve the fungicidal activity, it contains as active principle N-anilides azolilalkilkarbonovoy acid of the general formula I B which R ^ n R ^ are the same or different ^ ’and mean methyl, J ethyl or isopropyl R s - dichloromethyl, trichloromethyl, methoxymethyl, methylthiomethyl, ethoxymethyl, phenoxymethyl, 4-chlorophenylthiomethyl, benzoxymethyl, 2,4-dichlorophenoxymethyl, 2-fluoroethyl, 1-chloroethyl, 1,1-dichloroethyl, 4-cyclopropyl -fTorphenyl, 4-nitrophenyl, 3-methylphenyl, 4-methoxyphenyl, 4-methylthiophenyl, methoxy, ethoxy, isopropyloxy, phenoxy, thienyl-2, furyl-3, Z is the radical - CHq or CH 3 - (fH - CH Q - r A - pyrazole, 3,5dimethyl * pyrazole, imidazole, 4,5-dichlorimidazole, 1,2,4-triazole, and as an emulsifier - sodium ligninsulfonate in the following ratio of components, weight: Actual beginning 80 Lee g nsul sodium phonate 20
类似技术:
公开号 | 公开日 | 专利标题 SU906346A3|1982-02-15|Fungicidal preparation KR100890886B1|2009-03-31|Novel haloalkylsulfonanilide derivative, herbicide, and method of use thereof US3499030A|1970-03-03|Fungicidal compounds containing the nscfcibr-group RU2394028C2|2010-07-10|Benzyltriazolone derivatives as non-nucleoside transcriptase inhibitors US5399559A|1995-03-21|Fungicidal indole derivatives SU648103A3|1979-02-15|Method of obtaining tetrazol |-quinolines or salts thereof SU931089A3|1982-05-23|Microbicidal composition for plant protection DE3615473A1|1987-11-12|METHOD FOR PRODUCING O-SUBSTITUTED HYDROXYLAMINES WO1999054307A1|1999-10-28|Pyrazolinone derivatives SU1452456A3|1989-01-15|Method of controlling growth of grain crops US4086246A|1978-04-25|Process for the preparation of carbamate derivatives HU183176B|1984-04-28|Fungicide, bactericide and algicide compositions containing 2-dihalo-methylene-3-halo-3-alkoxycarbonyl-5-oxo-pyrrolidine derivatives as active substances and process for preparing the active substance US5155223A|1992-10-13|Preparation of quinolinecarboxylic acids US4122185A|1978-10-24|2-Phenyl- and 2-benzyl-N-[|thio]succinimides, and fungicidal compositions thereof US4099008A|1978-07-04|Process for the preparation of 3-|-hydantoin CS220346B2|1983-03-25|Method of preparing crystalline cimetidine GB823186A|1959-11-04|Improvements in or relating to phosphoric and thio-phosphoric acid esters JP2006265240A|2006-10-05|New haloalkylsulfonanilide derivative, herbicide and use method thereof GB823001A|1959-11-04|Acaricidal compositions US3127420A|1964-03-31|N1-[|alkylidene]-n-substituted n-| hydrazines US3980689A|1976-09-14|N-|-β-alanine US4468244A|1984-08-28|Herbicidally active benzoxazolyloxy benzoate derivatives CS207781B2|1981-08-31|Herbicide means and method of making the active substances RU2649141C2|2018-03-30|3,4-dimethyl-6-|-n-phenyl-2-oxo-1,2,3,6-tetrahydropyrimidine-5-carboxamide with antifungal activity against the candida albicans strain DE3702282A1|1988-08-04|2-CYAN-2-OXIMINO ACETAMIDE
同族专利:
公开号 | 公开日 EP0013360A2|1980-07-23| EP0013360B1|1982-04-07| ZA796831B|1980-12-31| BR7908221A|1980-09-23| JPS5592374A|1980-07-12| NZ192428A|1982-03-09| PL220417A2|1980-12-15| CS214681B2|1982-05-28| EP0013360A3|1980-08-06| AU5385779A|1980-06-26| DD147992A5|1981-05-06| PL119636B2|1982-01-30| MA18679A1|1980-07-01| DE2854598A1|1980-07-03| IL58852D0|1980-03-31| DK536679A|1980-06-19| DE2962483D1|1982-05-19| AT821T|1982-04-15|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题 RU2616603C2|2015-07-22|2017-04-18|Федеральное Государственное Бюджетное Образовательное Учреждение Высшего Образования "Уфимский Государственный Университет Экономики И Сервиса"|2-phenylthiomethyl substituted 1,3-diketones and dimethylmalonate - agent having fungicidal activity|DE2648008C3|1976-10-23|1980-09-04|Basf Ag, 6700 Ludwigshafen|Acetanilide| DE2704281A1|1977-02-02|1978-08-03|Bayer Ag|Herbicidal N-heterocyclyl-methyl-halo-acetanilide derivs. - prepd. from a N-halomethyl-chloro:acetanilide and a heterocycle| DE2828293A1|1978-06-28|1980-01-10|Bayer Ag|N-DICHLORACETYL-1,2,3,4-TETRAHYDROCHINALDINE, METHOD FOR THE PRODUCTION THEREOF AND THE USE THEREOF FOR THE PREVENTION OF HERBICIDE DAMAGE TO CULTURAL PLANTS| DE2830764A1|1978-07-13|1980-01-31|Basf Ag|ACETANILIDE| DE2835156A1|1978-08-10|1980-02-14|Bayer Ag|SUBSTITUTED N-PYRAZOLYL METHYL HALOGEN ACETANILIDES, METHODS FOR THE PRODUCTION THEREOF AND THEIR USE AS HERBICIDES|EP0029011A1|1979-11-13|1981-05-20|Ciba-Geigy Ag|N--halogenacetanilides, their preparation and their use as herbicides| DE3014157A1|1980-04-12|1981-10-22|Hoechst Ag, 6000 Frankfurt|FUNGICIDAL, HETEROCYCLICALLY SUBSTITUTED THIOGLYCOLIC ACID ANILIDES| AR227948A1|1980-12-01|1982-12-30|Monsanto Co|2-HALOGENOACETAMIDAS HERBICIDES AND HERBICIDE COMPOSITIONS THAT CONTAIN THEM| FR2499077B1|1981-02-05|1983-09-09|Ciba Geigy Ag| EP0117462A3|1983-02-28|1986-08-20|American Cyanamid Company|N-alkyl)arylamides| ZA84949B|1983-04-06|1984-09-26|American Cyanamid Co|Substituted-n-alkyl)substituted amides| US4568685A|1984-02-29|1986-02-04|American Cyanamid Company|N-[alkyl]-arylamides| EP0334809B1|1988-03-21|1994-06-15|Ciba-Geigy Ag|Agents for the protection of plants against diseases| US6906069B1|1999-01-08|2005-06-14|Amgen Inc.|LXR modulators| EP1232147B1|1999-11-15|2008-04-02|Janssen Pharmaceutica N.V.|Triazoles as farnesyl transferase inhibitors| WO2001060818A1|2000-02-14|2001-08-23|Tularik Inc.|Lxr modulators| CA2474702A1|2002-01-30|2003-08-07|Tularik Inc|Heterocyclic arylsulfonamidobenzylic compounds| RU2008142360A|2006-03-28|2010-05-10|Новартис АГ |AMIDES DERIVATIVES AND THEIR APPLICATION FOR TREATMENT OF DISORDERS RELATED TO PROTEIN G|
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申请号 | 申请日 | 专利标题 DE19782854598|DE2854598A1|1978-12-18|1978-12-18|N-SUBSTITUTED CARBONIC ACID ANILIDES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS FUNGICIDES| 相关专利
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