Method for preparing thiazolyloxopropionitriles salts
专利摘要:
Thiazolylidene-oxo-propionitrile salt of the formula <IMAGE> in which R1, R2 and R3 have the meaning defined in the specification and B1 is an ammonium group or an alkali cation. The compounds are valuable as insecticides of a superior activity against specific groups of insects. 公开号:SU906375A3 申请号:SU802910600 申请日:1980-04-21 公开日:1982-02-15 发明作者:Путтнер Райнхольд;Бюманн Ульрих;Йоппиен Хартмут 申请人:Шеринг Аг (Фирма); IPC主号:
专利说明:
(5) METHOD FOR OBTAINING SALTS OF THILSOLYLOXOPROPIONITRILE The invention relates to a method for producing new biologically active compounds, namely, salts of thiazolyloxopropionitriles of the general formula I where RX is butyl or phenyl; Rfl is a chlorine or fluorine atom or trig. fluoromethyl; B - butylammonium, benzylammonium, jj dialkylammonium with 1-6 carbon atoms in each alkyl residue, piperidinium,. pyrrolidinium or morphylines .20 Compounds of general formula I have - where X - has the above mean insecticidal effect and mg (I). find application in rural households; Compounds of general formula III are free of insecticidal activity. A known method for the preparation of nitrile azazolylcinnaric acid of general formula III is -rr-rt S-ci l-citoHlx where X is a hydrogen atom or an alkyl, which consists in reacting a compound of formula IV with a formula V x-d-di Dibutylammonium-1- (2-chlorophenyl-2-cyano-2 - (- phenylthiazol-2-yl) -ethenol t Benzylammonium-fl - (2-chlorophenyl-2-cyano-2- (1-phenylthiazol-2-yl) -ethenol t 100 100 Example 3. The corresponding 25 mature Mediterranean salt is used as a water suspension of fruit flies (Ceratitis capitata) of the desired concentration. The agent in each closed portion for comparison, also diluted with Petri, is exposed to water in the form of suspensions or emulsion applied by spraying of coatings of the desired concentration. Received in 8 hours, in round-the-clock laboratory formulations containing active conditions. new substance, sprayed dosed lids and bottoms of Petri C cups mg of liquid general formula (I) in Mediterranean for spraying per cm). On 5kh front sights are given in table. 2, Dibutylammonium-l- (2-chlorophenyl) -2-cyano-2- (A-phenylthiazol-2-yl) -ethenol t 0.002588 Piperidinium 1 - (2-chlorophenyl-2- | Cyan-2 - (- phenylthiazol-2-yl) -ethenol t10.002588 table 2 Means, accepted for comparison 2-Chlrr-3 hydroxy-2 - (-phenyl-2-thiazolyl) -cinnamon nitrile acid0.0025 Ester (ei-cyan-3-phenoxybenzyl) -2 - (- chlorophenyl).-Isovaleric acid0.0025 6. 7. 8. 9. 10. 10-hexachlor-1.5. 5a L. e. The corresponding salts are used in the form of aqueous suspensions of the desired concentration. Comparison agent diluted with water in the form of an emulsion is also used. These formulations of the active substance are sprayed with a dosage (4 mg of the solution for spraying per cm) of wheat grains covering the bottoms Continued table. 2 73 65 68 35 Mashek Petri a layer of thickness of one grain. The spray coating is kept in the air for 15 days, then 4 days of about 100 mature barn weevil (Sitophilus granarius) are placed in closed Petri dishes on each experimental group for 4 days. The results of the tests on the weevil barn are given in tab. Table 3
权利要求:
Claims (1) [1] Claim The method of obtaining salts of thiazolyloxypropionitriles of the general formula E1 T ~ 1 ° ® P B ® SA - '' V ' CN ’about where 10 is butyl or phenyl; Rj is a chlorine or fluorine atom or trifluoromethyl; B - butylammonium, benzylammonium, 5 dialkylammonium with 1-6 carbon atoms in each alkyl 10 'residue, piperidinium, pyrrolidinium or morpholinium, characterized in that the compound of the general formula wherein R has the above meanings is reacted with the corresponding amine.
类似技术:
公开号 | 公开日 | 专利标题 SU906375A3|1982-02-15|Method for preparing thiazolyloxopropionitriles salts DE2643477C2|1991-01-31| US4025648A|1977-05-24|Haloacylanilides and use as fungicides KR100430538B1|2005-01-15|Fungicide Salts MXPA98008761A|1999-04-06|Fungicide sales DE2543888C3|1978-12-14|l-Phenyl-S-alkyl-S-benzylureas, process for their preparation and their use as fungicides US3711477A|1973-01-16|5-amino-1,2,3-trithianes IL24814A|1971-04-28|N',n'-disubstituted-thiono carbamyl thiolo-imides and process for their preparation HU182985B|1984-03-28|Fungicide and bactericide compositions and process for producing new isothiouromium-phosphite derivatives as active agents EP0007020B1|1981-10-14|Organic phosphoric-acid esters, process for their preparation, their use, pesticides and their preparation US3843715A|1974-10-22|Amidophenylisothioureas CS224622B2|1984-01-16|Microbicide US4246283A|1981-01-20|Pesticidally active 1-phenyl-1,3,5-triaza-4-sulfa-5-alkylsulfonyl and -phenylsulfonyl-pent-1-en derivatives US2978480A|1961-04-04|Bis-| aliphatic acid derivatives SU519109A3|1976-06-25|Fungicidal agent US3976668A|1976-08-24|Aminobenzenesulfonyl-acrylamides US3180791A|1965-04-27|Method of controlling fungi with organic sulfur ester compounds US3156717A|1964-11-10|Organic sulfur compounds having fungicidal activity US3017321A|1962-01-16|Trichloromethyl 2-methoxy-5-phosphono-benzenethiolsulfonate pesticides US4024269A|1977-05-17|Benzimidazole derivatives and fungicidal composition and method IL45751A|1977-08-31|Benzimidazole-1-carboximidic acid esters process for their preparation and their use AT311723B|1973-11-26|Fungicides and insecticides DE2248799A1|1973-04-26|THIOPHOSPHORIC ACID ESTERAMIDE, METHOD FOR THEIR MANUFACTURING AND THEIR USE AS INSECTICIDES, ACARICIDES AND NEMATICIDES US4357346A|1982-11-02|N-Haloalkyl thiobenzanilides and their use as fungicides EP0290493A1|1988-11-17|Fungicidal 4-monohalogenacetoacetanilide
同族专利:
公开号 | 公开日 CA1135264A|1982-11-09| CH644854A5|1984-08-31| MA18848A1|1980-12-31| PH17239A|1984-07-03| PL224258A1|1981-02-13| NZ193682A|1983-03-15| ATA263580A|1981-08-15| RO81117A|1983-07-07| GR67664B|1981-09-02| US4320125A|1982-03-16| DD150841A5|1981-09-23| EG14252A|1983-09-30| ES491253A0|1980-12-01| AT366232B|1982-03-25| FR2456736A1|1980-12-12| IE49801B1|1985-12-25| MX6406E|1985-05-28| BG31463A3|1982-01-15| TR20558A|1981-11-13| BE883349A|1980-11-17| PT71247A|1980-06-01| IN155588B|1985-02-16| CS214830B2|1982-06-25| GB2051060B|1983-06-22| IT8022136D0|1980-05-16| RO81117B|1983-06-30| FR2456736B1|1983-04-01| IE801017L|1980-11-17| FI801380A|1980-11-18| LU82450A1|1980-07-31| DK211480A|1980-11-18| ZA802922B|1981-05-27| JPS55154962A|1980-12-02| SE8003613L|1980-11-18| DE2920182A1|1981-04-09| PL124375B1|1983-01-31| NL8002109A|1980-11-19| AU534781B2|1984-02-16| BR8003060A|1980-12-23| ES8100798A1|1980-12-01| AU5815980A|1980-11-20| GB2051060A|1981-01-14| HU187277B|1985-12-28| YU118880A|1983-02-28| IT1140950B|1986-10-10| JPS6050192B2|1985-11-07|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题 NL92671C|1954-06-18| BE587481A|1958-08-07| US3637707A|1970-11-24|1972-01-25|Pfizer|2- 2-thiazolines for the control of rice blast| JPS5715723B2|1976-08-18|1982-04-01| DE2703542C2|1977-01-26|1985-09-26|Schering AG, 1000 Berlin und 4709 Bergkamen|Thiazolyl cinnamonitriles, insect control agents containing these compounds and processes for their preparation|US4626543A|1985-02-01|1986-12-02|Shell Oil Company|Insecticidal 2,6-difluorobenzoyl derivatives of 4-substituted-1,3-thiazole-2-acetonitriles| EP0199968B1|1985-03-27|1990-02-28|Zenyaku Kogyo Kabushiki Kaisha|Thiazole derivatives| DE3644030A1|1986-12-22|1988-08-04|Siemens Ag|CHARGED, COAL-FIRED STEAM GENERATOR| JP3404558B2|1994-04-28|2003-05-12|ケイ・アイ化成株式会社|Biofouling agent attached to water| EP0842931A4|1995-04-27|1998-09-02|Nissan Chemical Ind Ltd|Oxopropionitrile derivatives and insect rest control agents| PT913392E|1996-04-25|2003-11-28|Nissan Chemical Ind Ltd|ETHYLENE DERIVATIVES AND PESTICIDES| WO1998042683A1|1997-03-21|1998-10-01|Nippon Soda Co., Ltd.|Triazole compounds, process for the preparation thereof, and insecticides and miticides| AU750346B2|1998-09-17|2002-07-18|Nippon Soda Co., Ltd.|Thiazolylcinnamonitriles and pest controlling agents| WO2004014883A1|2002-08-07|2004-02-19|Nippon Soda Co.,Ltd.|Process for producing acrylonitrile compound| WO2004035554A1|2002-10-17|2004-04-29|Nippon Soda Co.,Ltd.|Thiazolylcinnamonitrile compound and pest control agent|
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申请号 | 申请日 | 专利标题 DE19792920182|DE2920182A1|1979-05-17|1979-05-17|SALTS OF THIAZOLYLIDES-OXO-PROPIONITRILES, INSECTICIDAL AGENTS CONTAINING THESE SALTS AND METHOD FOR THE PRODUCTION THEREOF| 相关专利
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