• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    3-Phenyl-oxazolidine-2,4-dione derivatives can be halogenated directly, without splitting of the heterocyclic ring. The products thus obtained have a fungicidal action which is substantially wider than that of compounds hitherto known.
    公开号:SU843697A3
    申请号:SU782579600
    申请日:1978-02-13
    公开日:1981-06-30
    发明作者:Экхардт Вольфганг；Кунц Вальтер
    申请人:Циба-Гейги Аг (Фирма)；
    IPC主号:
    专利说明:

    (54) FUNGUS MEANS
    The invention relates to chemical plant protection agents, specifically to a fungicidal agent based on 3- (phenyl) -, 3-oxazolidin dione-2,4 derivatives. In the use of 3- (3, 5-dichlorophenyl) -5,5-dimesh1- 1,3-oxazolidinedione-2, 4 as a fungicide tU. In addition, a fungicidal agent is known, the active substance of which is 3- (substituted phenyl) -5, 5 (dialkyl) -1,3-oxazolidinedio-2, 4 2. However, the known compounds have insufficient activity against diseases on peanuts and grapevine, vine at low doses of consumption.20 The purpose of the invention is to enhance the fuygi | cidal activity of the agent. This goal is achieved by using a fungicidal agent containing as active substance-25 per liter in a dietary supplement, derivatives of 3- (phenyl) -I, 3-oxazoidindione-2, 4 of the formula of which R - represents an atom. fluorine, chlorine, bromine; R- and Rj- independently of one another denote atoms of hydrogen, chlorine, bromine; RH is methyl, ethyl; .RJ- - chlorine, bromine, iodine amount of 0.1-90 wt.%, The rest -. A drum selected from the group of hard, hard media. Forms of application of the usual; spiny preparations, granulated preparations, wetting powders, emulsions, solutions, aerosols. They are prepared by conventional methods — common in the manufacture of pesticide formulations. The compounds 1 according to the invention are prepared by halogenating a compound of the formula </ BR> where R, R ,, R ,, 4 are as defined above. Sulfurylhalogenides, for example, SOj-Br, SO, Cl, or N-haloimides can be used as a hdlogenizing agent. The temperature at which the reaction is carried out lies in the interval between - O and, preferably, between 50 and 100 ° C. If Rf is iodine, then such compounds are obtained by subjecting alkali metal iodide to the resulting bromo-vai products. Method for preparing 3- (3,5-dichlorophenyl) -5-bromo-5-methyloxazolin-2,4-di-one. 13 g of 3-3,5-dichlorophenyl-5-methyloxazolidin-2, 4-dione obtained by cyclization as a result of the reaction of 3,5-dichloro-1-isocyanate and 1 / - / - lactic acid ether and 10.7 g of N-bromosuccinimide are dissolved in I80 ml of carbon tetrachloride. The reaction mixture was irradiated with a 100 W glow lamp, as a result of which the reaction mixture was heated to the boiling point. Then, azo-isobutyric acid nitrile is added at the tip of the spatula and the reaction mixture is stirred for 8 hours at boiling point. After cooling, the solvent is distilled off from the reaction mixture and the residue obtained is stirred for 3 hours in 500 ml of heated water (50-55 s). The undissolved end product is separated by filtration and washed thoroughly with heated water. After drying, 16.7 g (98.5% of the theoretically calculated value) of the final product is obtained, the melting point of which is i54-i56 C. In a similar way, the following compounds are obtained, corresponding to formula 1, presented in the table.
    92-Chlorine 4-Chlorine 5-Hpor Methyl Bromo 106-110
    103-Chlorine 4-Fluoro N Methyl Bromo 130-135 Example 1. Action against Puccfnia .graminis f.sp. secal-is on rye plants. Residual protective action. Rye plants, 4 days after sowing, were dusted with broth prepared from a spray powder containing a biologically active substance. The concentration of the active substance is 0.006%. 24 hours after pollination, the treated plants are contaminated with a suspension of fungi uredospores. After a 48 h incubation period at 95-100% relative humidity of the air at about 20 ° C, the infected plants are placed in a greenhouse: with a temperature of about 22 °, the growth rate of the rust pustules is made 12 days after the infection. The evaluation of the experience is as follows: 1-0.5% defeat (full effect), 9 —the same defeat as in the control experiment (no action). Connection 123458911121314 15 16 17. Score 332 1 3333234223 PRI mme R 2. Action against Netejeia vastatrix on Arabic coffee plants, residual (protective effect) Coffee plants about 15 cm high are dusted with broth prepared from spraying powder, and the concentration of biologically active
    The continuation of the substance table is 0.06%. After .24 h, the treated plants infect with a suspension of rust fungus spores. Infected coffee plants are incubated for 48 hours in a humidification chamber, then set up in a greenhouse until they appear as rust pustules (about 4 weeks). As an evaluation criterion for the test substances, a reduction in abundance is accepted. For Compound 2, the score was 1. Example 3. Action against Botryties cinerea on beans (residual protective effect). The bean (bean) plants, about IO cm in height, are pollinated with broth containing 0.02% of a biologically active substance and prepared from a powder for spraying. After 48 hours, the treated plants are infected with a conidia suspension of fungi. After a three day incubation of the infected plants at 95-100% relative air humidity, the extent of the fungal infestation is assessed. Compound 2 17 Evaluation 1 2. Example 4. Action against Cercospero personata on peanut (peanut) plants. Plants of ground nut (peanut) of three weeks of age are pollinated by bu
    权利要求:
    Claims (1)
    [1]
    Claim
    A fungicidal agent containing derivatives of 3- (phenyl) -1,3-oxazolidinedione-2,4, as an active substance and an additive selected from the group of solid, liquid carrier, which means that, in order to enhance fungicidal activity, it contains as derivatives 3- (phenyl) - !, 3-oxazolidinedione-2,4 compounds of the general formula · L m “S 1 in which R - represents an atom of fluorine, chlorine, bromine;
    Rg and Rj are independently hydrogen, chlorine, and bromine atoms; R ^ is methyl, ethyl;
    Ry - chlorine, bromine, iodine in an amount of 0.1-90 wt.%.
    类似技术:
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    同族专利:
    公开号 | 公开日
    US4150144A|1979-04-17|
    DK66978A|1978-08-16|
    BE863922A|1978-08-14|
    ATA105778A|1980-02-15|
    IT7820221D0|1978-02-13|
    FR2380267B1|1980-04-25|
    PT67650A|1978-03-01|
    NZ186479A|1979-12-11|
    ZA78861B|1979-01-31|
    AU3327178A|1979-08-23|
    JPS53103470A|1978-09-08|
    DE2805957A1|1978-08-17|
    NL7801589A|1978-08-17|
    PT67650B|1981-02-02|
    IL54034D0|1978-04-30|
    ES466952A1|1978-10-16|
    LU79064A1|1978-09-28|
    FR2380267A1|1978-09-08|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    FR1284516A|1957-11-20|1962-02-16|France Etat|Products usable in particular as agents capable of acting on plant growth and their manufacturing process|
    IT649883A|1960-05-24|
    CA926407A|1967-12-01|1973-05-15|Horiuchi Fukashi|3- oxazolidine-2,4-dione derivatives|
    DE2207576C2|1972-02-18|1985-07-25|Basf Ag, 6700 Ludwigshafen|Oxazolidine derivatives|BR8606916A|1985-10-11|1987-11-03|Sagami Chem Res|OXAZOLIDINADION DERIVATIVES, PROCESS TO PRODUCE DERIVATIVES, AND HERBICIDES CONTAINING DERIVATIVES|
    US5223523A|1989-04-21|1993-06-29|E. I. Du Pont De Nemours And Company|Fungicidal oxazolidinones|
    UA35548C2|1989-04-21|2001-04-16|Е.І. Дюпон Де Немур Енд Компані|oxazolidinone Derivatives, a process for the preparation thereof and FUNGICIDal COMPOSITION|
    WO1991015480A1|1990-04-10|1991-10-17|E.I. Du Pont De Nemours And Company|Fungicidal oxazolidinones|
    US5356908A|1989-04-21|1994-10-18|E. I. Du Pont De Nemours And Company|Fungicidal oxazolidinones|
    TR25008A|1990-04-30|1992-09-01|Du Pont|FUNGISID COMPACTED OXASOLIDINONS|
    US9139575B2|2010-04-13|2015-09-22|The Regents Of The University Of California|Broad spectrum antiviral and antiparasitic agents|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    CH184577|1977-02-15|
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