LT3377B - Method of weed control - Google Patents
Method of weed control Download PDFInfo
- Publication number
- LT3377B LT3377B LTIP485A LTIP485A LT3377B LT 3377 B LT3377 B LT 3377B LT IP485 A LTIP485 A LT IP485A LT IP485 A LTIP485 A LT IP485A LT 3377 B LT3377 B LT 3377B
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- Lithuania
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- compound
- methyl
- mhz
- cdc1
- ethyl
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Description
Išradimas skirtas augalų apsaugos cheminiams būdams, konkrečiai, kovos su piktžolėmis būdui, apdorojant augalus arba jų augimo vietas 3-(4-chlorfenil)-2,4diokso-1,2,3,4-tetrahidropirimidino dariniais.The present invention relates to chemical methods of plant protection, in particular to a method of controlling weeds by treating plants or their growing sites with 3- (4-chlorophenyl) -2,4-dioxo-1,2,3,4-tetrahydropyrimidine derivatives.
Yra žinomas kovos su nepageidautina augalija būdas (JAV patentas Nr. 3235363, kl. 71-2.5, publ. 1966), kuriameThere is a known method of combating unwanted vegetation (U.S. Patent No. 3,235,363, pp. 71-2.5, publ. 1966), in which
1,3-dipakeistų uracilų klasės junginiai ir jų kompozicijos yra taikomi kaip aktyvūs herbicidiniai ingredientai.The compounds of the 1,3-disubstituted uracil class and their compositions are applied as active herbicidal ingredients.
(kl. A01N 9/22, publ. kovos su piktžolėmis turintį 3Prancūzijos patente Nr. 7340682 1973) taip pat yra aprašomas būdas, kuriame herbicidu naudoja mišinį, cikloheksil-5,6-trimetilenuracilą bendros formulės(Cl. A01N 9/22, publ. 3, French Patent No. 7340682, 1973), also discloses a method of using a mixture of cyclohexyl-5,6-trimethylenuracil of general formula in a herbicide.
Šio išradimo tikslas yra padidinti budo efektyvumą.The object of the present invention is to increase the efficiency of the bud.
Tolimesni pavyzdžiai iliustruoja pateiktą būdą.The following examples illustrate the method presented.
kurioje Rx metilas, etilas, metoksikarbonilas,wherein R x is methyl, ethyl, methoxycarbonyl,
R2 - etilas, izopropilas arba n. butilas,R 2 is ethyl, isopropyl or n. butyl,
R3 - vandenilis arba fluoras,R 3 is hydrogen or fluorine,
R4 - metilas, etilas, n. propilas, monofluormetilas, trifluormetilas arba pentafluoretilas,R 4 - methyl, ethyl, n. propyl, monofluoromethyl, trifluoromethyl or pentafluoroethyl,
R5 - vandenilis, fluoras, chloras arba metilas, arba R4 ir R5 kartu sudaro triarba tetrametileną.R 5 is hydrogen, fluorine, chlorine or methyl, or R 4 and R 5 together form a tri-tetramethylene.
Į tirpalą, kuris paruošiamas 15,0 g 2-chlor-4-fluor-5(3, 6-dihidro-3,4-dimetil-2,β-diokso-l(2H)-pirimidinil)benzoinės rūgšties izopropilo esterio ištirpinant 100 ml acto rūgšties, kambario temperatūroje, maišant, per vieną minutę sulašinama 6,3 g sulforilchlorido. Dėl to temperatūra pakyla iki 30°C. Po to masė dar maišoma kambario temperatūroje ir po to išgarinama sausai pažemintame slėgyje. Liekana tirpinama etilacetate, po to gautas tirpalas praplaunamas paeiliui natrio bikarbonato vandeniniu tirpalu ir vandeniu. Organinė fazė išdžiovinama bevandeniu natrio sulfatu ir išgarinama sausai. Gautos nuosėdos perkristalinamos iš metilenchlorido ir dietilo eterio mišinio. Išdavoje gaunamas 2-chlor-4-fluor-5-(5-chlor-3,6-dihidro-3,4dimetil-2,6-diokso-l(2H)-pirimidinil)-benzoinės rūgšties izopropilo esteris, kurio lydymosi temperatūra 150-153°C (14 junginys).To a solution of 15.0 g of isopropyl ester of 2-chloro-4-fluoro-5- (3,6-dihydro-3,4-dimethyl-2, β-dioxo-1 (2H) -pyrimidinyl) benzoic acid of acetic acid, dropwise, 6.3 g of sulphonyl chloride per minute at room temperature with stirring. As a result, the temperature rises to 30 ° C. The mass is then stirred at room temperature and then evaporated to dryness under reduced pressure. The residue is dissolved in ethyl acetate, and the resulting solution is washed successively with aqueous sodium bicarbonate and water. The organic phase is dried over anhydrous sodium sulfate and evaporated to dryness. The resulting precipitate was recrystallized from a mixture of methylene chloride and diethyl ether. This yields the isopropyl ester of 2-chloro-4-fluoro-5- (5-chloro-3,6-dihydro-3,4-dimethyl-2,6-dioxo-1 (2H) -pyrimidinyl) -benzoic acid, m.p. -153 ° C (compound 14).
Analogiškai gaunami (1) junginiai, pateikti 1 lentelėje.Analogously, the compounds of (1) are shown in Table 1.
llentelė (1) formulės junginiaiTable II Compounds of formula (1)
1,40 (d, 6H).1.40 (d, 6H).
vykdytas 7x7x7 cm dydžio plastmasiniuose puodeliuose. Kiekvieno iš tiriamų junginių naudojamas 1% acetoninis tirpalas, kuris prieš pat jo panaudojimą praskiedžiamas atitinkamu kiekiu vandentiekio vandens. Be to, prie kiekvienos kompozicijos pridedama 5 tūrinio procento jonilfenolio -(8) etoksilato.executed in 7x7x7 cm plastic cups. For each of the test compounds, use a 1% acetone solution which is diluted with an appropriate volume of tap water just before use. In addition, 5% v / v ionylphenol - (8) ethoxylate is added to each formulation.
Paskirstytos atskiruose puodeliuose sėklos apipurškiamos tiriamojo junginio tirpalu. Po to bandomos piktžolės kultivuojamos tamsiame šiltnamyje 17-19°C temperatūroje arba atitinkamai šiltnamyje su dirbtiniu apšvietimu 20-25°C temperatūroje, apšviečiant 16 valandų per parą. Santykinė oro drėgmė sudarė 40-90%. Po 4 savaičių nuo apipurškimo nustatytas kiekvieno tiriamo junginio herbicidinis efektyvumas, lyginant augalų, išaugančių iš apipurkštų sėklų, nekrozę (augimo vietų sumažėjimą) su nekroze augalų iš sėklų, kurios nebuvo apipurkštos tiriamu junginiu, o visi kiti darbai buvo atlikti vienodai. Rezultatai pateikti 2 lentelėje.Spray the seeds in separate cups with the test compound solution. The weeds to be tested are then cultivated in a dark greenhouse at 17 to 19 ° C or, respectively, in a greenhouse with artificial lighting at 20 to 25 ° C for 16 hours per day. Relative humidity was 40-90%. After 4 weeks of spraying, the herbicidal efficacy of each test compound was determined by comparing the necrosis (reduction in growth sites) of the plants grown from the sprayed seeds with those of the seeds not sprayed with the test compound, and all other work was done equally. The results are shown in Table 2.
lentelė (1) formulės junginių herbicidinis aktyvumasTable II Herbicidal activity of compounds of formula (1)
Junginio Dozė Galima šių piktžolių didelė nekrozė, %Compound Dose Potential for severe necrosis of these weeds,%
lentelės tęsinyscontinuation of the table
Junginio Dozė Galima šių piktžolių didelė nekrozė, %Compound Dose Potential for severe necrosis of these weeds,%
lentelės tęsinyscontinuation of the table
Junginio Dozė Galima šių piktžolių didelė nekrozė, %Compound Dose Potential for severe necrosis of these weeds,%
lentelės tęsinys X) * continuation of table X) *
X) -3-(2,4-dichlorfenil-1, 5, 6, 7-tetrahidro-l-metil-2Hciklopenta-(d)pirimidin-2,4(3H)-dionas,X) -3- (2,4-Dichlorophenyl-1,5,5,6,7-tetrahydro-1-methyl-2H-cyclopenta - (d) pyrimidine-2,4 (3H) -dione,
XX) -3-(4-chlor-2-fluorfenil-1,5,6,7-tetrahidro-lmetil-2H-ciklopenta-(d)pirimidin-2,4(3H)-dionas,XX) -3- (4-Chloro-2-fluorophenyl-1,5,6,7-tetrahydro-1-methyl-2H-cyclopenta- (d) pyrimidine-2,4 (3H) -dione,
XXX) -3-(2,4-difluorfenil-1,5,6,7-tetrahidro-l-metil5 2H-ciklopenta-(d)pirimidin-2,4(3H)-dionas.XXX) -3- (2,4-Difluorophenyl-1,5,6,7-tetrahydro-1-methyl-5 2H-cyclopenta- (d) pyrimidine-2,4 (3H) -dione.
Tokiu būdu, pateiktas būdas pasižymi dideliu efektyvumu, naudojant mažas junginio formas.Thus, the present invention is highly effective in the use of small compound forms.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH124085 | 1985-03-20 |
Publications (2)
Publication Number | Publication Date |
---|---|
LTIP485A LTIP485A (en) | 1994-10-25 |
LT3377B true LT3377B (en) | 1995-08-25 |
Family
ID=4205753
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
LTIP485A LT3377B (en) | 1985-03-20 | 1993-04-13 | Method of weed control |
Country Status (7)
Country | Link |
---|---|
JP (1) | JPS61221178A (en) |
BR (1) | BR8601232A (en) |
DD (1) | DD250452A5 (en) |
ES (3) | ES8800173A1 (en) |
GR (1) | GR860718B (en) |
LT (1) | LT3377B (en) |
ZA (1) | ZA861892B (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU627906B2 (en) | 1989-07-14 | 1992-09-03 | Nissan Chemical Industries Ltd. | Uracil derivatives and herbicides containing the same as active ingredient |
JP3089621B2 (en) * | 1990-12-17 | 2000-09-18 | 日産化学工業株式会社 | Uracil derivatives |
WO1994004511A1 (en) * | 1992-08-21 | 1994-03-03 | Nissan Chemical Industries, Ltd. | Pyrimidine derivative and weedkiller |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3235363A (en) | 1964-05-01 | 1966-02-15 | Du Pont | Method for the control of undesirable vegetation |
FR2251267A1 (en) | 1973-11-15 | 1975-06-13 | Fahlberg List Veb | Herbicidal compsns. - contg. 3-cyclo hexyl-5,6-trimethylene -uracil and 3-carbamoyloxy-acylanilines |
-
1986
- 1986-03-13 ZA ZA861892A patent/ZA861892B/en unknown
- 1986-03-18 GR GR860718A patent/GR860718B/en unknown
- 1986-03-18 DD DD28799386A patent/DD250452A5/en not_active IP Right Cessation
- 1986-03-19 BR BR8601232A patent/BR8601232A/en active Search and Examination
- 1986-03-19 JP JP61061933A patent/JPS61221178A/en active Pending
- 1986-12-01 ES ES557232A patent/ES8800173A1/en not_active Expired
- 1986-12-01 ES ES557233A patent/ES8800174A1/en not_active Expired
- 1986-12-01 ES ES557230A patent/ES8708212A1/en not_active Expired
-
1993
- 1993-04-13 LT LTIP485A patent/LT3377B/en not_active IP Right Cessation
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3235363A (en) | 1964-05-01 | 1966-02-15 | Du Pont | Method for the control of undesirable vegetation |
FR2251267A1 (en) | 1973-11-15 | 1975-06-13 | Fahlberg List Veb | Herbicidal compsns. - contg. 3-cyclo hexyl-5,6-trimethylene -uracil and 3-carbamoyloxy-acylanilines |
Also Published As
Publication number | Publication date |
---|---|
ES557232A0 (en) | 1987-10-16 |
GR860718B (en) | 1986-07-21 |
BR8601232A (en) | 1986-12-02 |
ES557233A0 (en) | 1987-10-16 |
ES8800174A1 (en) | 1987-10-16 |
ES8800173A1 (en) | 1987-10-16 |
LTIP485A (en) | 1994-10-25 |
ZA861892B (en) | 1987-08-26 |
ES8708212A1 (en) | 1987-10-01 |
ES557230A0 (en) | 1987-10-01 |
DD250452A5 (en) | 1987-10-14 |
JPS61221178A (en) | 1986-10-01 |
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Effective date: 19960413 |