Method of fungus control
专利摘要:
1418430 Triazolyl-O,N-acetals BAYER AG 10 May 1974 [12 May 1973] 20763/74 Heading C2C The invention comprises compounds of the formula R<SP>1</SP>-O-C(R<SP>2</SP>)(Az)-C(OH)(R<SP>3</SP>)(R<SP>4</SP>) (I), where R<SP>1</SP> is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, optionally substituted aryl or aralkyl optionally substituted in the aryl part; R<SP>2</SP>, R<SP>3</SP> and R<SP>4</SP> are the same as R<SP>1</SP> or may also be hydrogen but R<SP>3</SP> andR<SP>4</SP> are not simultaneously hydrogen; and Az is optionally substituted 1,2,4-triazolyl-(1), 1,2,4-triazolyl-(4) or 1,2,3-triazolyl(1); and their salts, and their preparation by reducing a compound of the formula R<SP>1</SP>-O-C(R<SP>2</SP>)(Az)-CO-R<SP>4</SP> (II) or by reacting the said compound II with a compound M-R<SP>3</SP> where M is an alkali metal or a X-Mg-radical, where X is Cl, Br or I. # - [4<SP>1</SP> - Chlorophenoxy] - # - [1,2,4 - triazolyl- (1<SP>1</SP>)]acetophenone is made by condensing 4- chlorophenol with #-chloroacetophenone, brominating the resulting #-(4<SP>1</SP>-chlorophenoxy). acetophenone and reacting the formed #- bromo - # - [4<SP>1</SP> - chlorophenoxy]acetophenone with 1,2,4-triazole. Fungicidal compositions for preventing the growth of fungi on plants, comprise compounds (I) with a suitable carrier and the invention includes these compositions and methods of combating fungi at a locus by treating the locus with said compounds alone or together with suitable diluents or carriers. 公开号:SU831050A3 申请号:SU742022720 申请日:1974-05-08 公开日:1981-05-15 发明作者:Кремер Вольфганг;Гейнц Бюхель Карл;Мейзер Вернер;Касперс Гельмут;Фробергер Паул-Эрнст 申请人:Байер Аг (Фирма); IPC主号:
专利说明:
The invention relates to chemical methods of controlling fungi, namely, for treating the soil of seed material of aerial parts of plants with triazole derivatives. The use of 1-TRITIL-1,2,4-triazole derivatives as quality is known. ve fungicides r2. Tritylimidazoles are also known to have good fungicidal action of fl. However, these compounds have insufficient fungicidal activity at low concentrations. . For the purpose of finding new methods of controlling fungi with high activity, use is made of triazole derivatives of the general formula jR o-ci-c-dfeH,), (,) phenyl, substituted by chlorine, where R is bromine, nitro, methyl, tetrabutyl, diphenyl; 1,2,4-triazolyl- (1), 1,2,4-triazolyl- (4), 1,2,3-triazolyl- (1), and the treatment is carried out at a dose of 0.1-50 kg / ha. - The proposed compounds of the formula are obtained, if the triazole derivatives of the formula RO-Cl-d (JH,), - Rh H in which R and AZ have the indicated values, are reduced: with hydrogen in the presence of a catalyst and, if necessary, in the presence of a polar solvent; with aluminum isopropylate in the presence of a solvent; with complex hydrides, if necessary in the presence of a polar solvent; with formamidine sulfinic acid and alkali metal hydroxide, if necessary, in the presence of a polar solvent, or triazole derivatives of the formula II are subjected to exchange decomposition with organometallic compounds of the formula Me - C (CH3) e. (I I) where Me is an alkali metal or radical X, Md, and X is chlorine, bromine, iodine in the presence of an inert solvent. The compounds of the formula 9 "Ro ec-ti ("; H4 obtained in a similar way are presented in Table 1 ..: Table g-112-117 2OzN- / V, the same 194-196; the same 113-11; 123-12 107- 11 98-10 Treo-115 -117 erit ro 18b-190 Treo-114 -116 view ro-161-164 107-11 137-144 115-118 Forms of application of the usual means: solution л l, emulsions, pastes, powders, granules They are prepared by known methods - common in the manufacture of preparative pesticides Example 1. Experience with Erysiphe fungi (protective effect). Solvent: 4.7 parts by weight of acetone. : 95 parts by weight Active compound Sew with a given amount of solvent and dilute the concentrate with water containing these additives. Spray three cups of cucumber plants with this liquid to form droplets. Plants are dried for 24 hours in the greenhouse. YSSIphec choreacearm. After that, the plants are placed in a greenhouse at an relative humidity of about 75%. After 12 days, the extent of plant damage to untreated, but also inoculated, control plants is determined in percent. The active substances, their concentrations and results are given in Table. 2. Table 2 The current level of damage, connected to the degree of injury. No wives of control plants with an active substance concentration of 0.00025% (Known) -T1 fVi Note. 0% means that there was no imbalance, and 100% that the lesion is as high as that of the control plants, Example 2. Experience with Erysiphe systemic action). Solvent: 7 parts by weight of acetone. Dispersant:, 3 weight.h. alkyl aryl polyglycol fat. Water: 95 weight.h. The active ingredient is mixed with an amount of the solvent and the concentrate is added to the indicated the amount of water containing these additives. Cucumber plants grown in standard soil in the 1-2 leaf stage are watered three times with 20 cm of water for one week with a specified concentration of active ingredient per 100 cm of soil. The plants thus treated are then inoculated with the conidia of the fungus Erysiphe cichoreacear. The plants are then kept in a greenhouse at a temperature of 23 to 24 s and at a relative humidity of 70%. After 12 days, the lesion of cucumber plants as a percentage of untreated, but also inoculated control plants is determined. Active substances, their concentrations and results are shown in Table. Table 3 Degree of damage%, to the degree of damage to the control plants at the concentration of the active substance The active substance required to obtain its "desired concentration in the spray liquid is mixed with the indicated amount of solvent and diluted with the concentrate with this amount of water containing these additives. Young blonds, which are at the stage of 4-6 leaves, are sprayed with this liquid before forming drops. The plants remain for 24 hours. 10 greenhouse at and at a relative humidity of 70%. They are then inoculated by pollination of Blon Podosphaera, Eisotogicha Salm blister powdery mildew pathogen, and placed in a greenhouse at a temperature of 21 to 23 ° C and at a relative humidity of about 70%. After 10 days after inoculation, the damage to the seedlings to the untreated, but also inoculated, control plants is determined in percent. 100% indicate that the lesion is as large as that of the control plants. Active substances, their concentrations and results are given in table 4. Table4 100 ppm (Famous) 91 8 Treo-form 3 Zritro-form 111 The current degree of damage,%, to the degree of pragmatism, compound, No. of control 0 plants with active substance concentration,% 0,00062 0,00031 35 79 Known 52 LTD 45 n and e, 0% means that there was no lesion, and 100% means that the lesion is the same high as that of the control plants. Example 3. Powdery mildew experience. Bloni Podosphaera (protective action). Solvent: 4.7 weight.h. acetone Emulsifier: 0.3 weight.h. alkyl aryl polyglycol ether. Water: 95 weight.h. It is assumed that there was no lesion, and 100% that the lesion is as high as that of the CONTROL plants. Example 4. Experience with the treatment of grains of cereal dew grain protective action destruction of the sheet oza). 0.25 weight.h. the active substances are dissolved in 25 parts by weight. dimethylformamide and 0.06 weight.h. emulsifier W and add 975 weight.h. water. The concentrate is diluted with water to the desired final concentration of spray liquid. In order to test the protective efficacy of the prepared, weed-tijecTBOM sprayed, up to the moisture content of dew, single-leaf young barley plants of the Amsel variety. After drying, the barley plants are polluted with spores. Erysiphe gr .-. Minis varihordei. After a six-day stay of plants at a temperature of 21 to And at a humidity of from 80 to 90%, the damage to the plants by the number of powdery mildew pustules is determined. The active ingredients, their concentration in the spray liquid, and the degree of damage are given in table. five. Table 5 jHt-KH-d0 (known) one . Erythro form Treo-form Continued table. five 0.01 0.0 0.001 0.0 0.01 0.0 0.001 6.3 0% means Note that there was no damage and the 100% degree of damage is equal to that of untreated control plants. The active ingredient is the more effective, the smaller the damage. Example 5. Powdery mildew experience with Erysiphe graminis var. horde (systemic action, fungal disease of barley sprouts). Acting substance is used in the form of powdered seed treatment agent. It is obtained 35 by mixing the appropriate active ingredient with a mixture of equal parts by weight of talc and kieselguhr as a fine powder with the desired concentration of active ingredient. To treat the seed, the seedlings are inoculated with fungicide in a closed glass bottle. The seed is sown 3x12 grains in flower pots at a depth of 2 cm into a mixture of one volume part of the standard frystorfer ground and one volume part of quartz sand. Germination and germination occur under favorable conditions in the greenhouse. After 7 days after emergence, when the barley plants develop the first leaf, they are pollinated with fresh spores of Erysiphe graminis var. horde and grown further at 21-22 ° C and a relative humidity of 80 to 90% and when illuminated for 16 hours After 6 days, typical powdery mildew pustules form on the leaves. The active ingredients, their end (1: traction in the means for the treatment of seed and the quantity and defeat of powdery mildew are given in Table B. Not etched (known) CH.-NH-CS-s 1 2p tH -NH-CS-S ten 25 The current degree of damage,%, to the degree of porosity, compound, no control. plants at a concentration of active substance% : i ": 0.025 00125 100 25 0.0 30
权利要求:
Claims (2) [1] 1. The patent of Germany 1795249, cl. C 07 D 249/08, published 1971 (prototype). [2] 2. The patent of Belgium No. 738095, cl. From 07cJ, pub. 1970.
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引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题 DE2037610C3|1970-07-29|1979-07-12|Bayer Ag| DE2247186A1|1972-09-26|1974-03-28|Bayer Ag|ANTIMYCOTIC AGENT|DE2455955A1|1974-11-27|1976-08-12|Bayer Ag|FUNGICIDALS| US4079143A|1975-08-26|1978-03-14|Imperial Chemical Industries Limited|Fungicidal 1H-1,2,4-triazoles| NZ181916A|1975-09-10|1979-01-11|Ici Ltd|1-substituted-1,2,4-triazoles and fungicidal compositions| DE2560500C2|1975-11-26|1993-06-03|Bayer Ag, 5090 Leverkusen, De| DE2560510C2|1975-11-26|1989-02-16|Bayer Ag, 5090 Leverkusen, De| IE44186B1|1975-12-03|1981-09-09|Ici Ltd|1,2,4-triazolyl alkanols and their use as pesticides| DE2600799A1|1976-01-10|1977-07-14|Bayer Ag|ACYLATED TRIAZOLYL-0, N-ACETALS, PROCESSES FOR THEIR MANUFACTURING AND USE AS FUNGICIDES| DE2632603C2|1976-07-20|1988-01-14|Bayer Ag, 5090 Leverkusen, De| GB1533375A|1976-07-20|1978-11-22|Bayer Ag|Halogenated 1-azolyl-butane derivatives and their use as fungicides| DE2635663C2|1976-08-07|1988-08-11|Bayer Ag, 5090 Leverkusen, De| 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申请号 | 申请日 | 专利标题 DE2324010A|DE2324010C3|1973-05-12|1973-05-12|1-Substituted 2-triazolyl-2-phenoxyethanol compounds, process for their preparation and their use for combating fungi| 相关专利
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