 Method of fighting undesirable plants
专利摘要:
Compounds of the formula <CHEM> wherein R1 is halogen, CF3, alkoxy, alkyl, NO2, carboxylic or sulfonate ester, sulfonamide or CH2L; L is sulfonamide, alkoxy or ester; R2 is H, halogen, CE3 or OCH3; R9 is H or CH3; R9 is H or alkyl; R3 is <CHEM> W is O or S; Z is CH or N; X, Y X1, X2, X3, Y1 are selected from various organic, halo or amino substituents, or X1 may be H; and their agriculturally suitable salts, exhibit herbicidal and plant growth regulant activity. The compounds may be formulated for use in conventional manner. The compounds may be made by reacting a novel sulfonyl isocyanate of formula <CHEM> with an appropriate aminoheterocycle R3NHR8, R1, R2, R3, R8 and R9 being as defined above. Alternatively the appropriately substituted phenyl-methane sulfonamide may be reacted with an isothiocyanate R3NCS. 公开号:SU1169516A3 申请号:SU813354501 申请日:1981-11-02 公开日:1985-07-23 发明作者:Франк Сауерс Ричэд 申请人:Е.И.Дюпон Де Немур Энд Компани (Фирма)； IPC主号:
专利说明:
Nitro Hydrogen Nitro Hydrogen Hydrogen Methoxycarbonyl Methoxy Hydrogen Methyl Hydrogen Carbonyl Hydrogen Methoxy Methoxy-CHMethoxy - Methyl Methoxy Methoxy Methyl h- Methoxy Methyl car bo nile Continued table. one Continued table. 1 carbonyl - Etoxy - Hydrogen Carbonyl hydrogen Isopropyloxycarbonyl Allyloxycarbonyl - 2-Chloroethyloxycarbonyl 2-Label Hydrogen, ethylenecarbonyl Sytyus Cyperus .rot undus were sown in nutrient soil and treated with chemicals dissolved in a non-toxic solvent until the emergence of seedlings. At the same time, cotton, having five leaves (including this seed), bush beans with three three-leaved leaves, rosichku, chicken millet, and two leaves of the ovum, is a cluster with three leaves (including this seed) of the ipomey and durnik with four sheets (including seed), sorghum and corn with Continuation of Table 1 - Methyl Methyl Methoxy - Methyl Methoxy Methoxy - Methyl - Methoxy Methoxy Methyl four sheets, soybeans with two long leaves, rice with three leaves, wheat with one leaf, and syt with three sheets; Treated and control plants were grown in a greenhouse for 16 days, after which all plants were compared with controls and visually assessed the degree of influence of treatment. The assessment was made on a digital decimal scale from O (no damage) to 10 (complete destruction). The results of the experiments are presented in table. 2 (the numbers of the compounds correspond to the numbers of the compounds in Table 1, and the symbols given have the following meanings: C is chlorosis / necrosis, D is defoliation, E is the phenomenon of inhibition, G is growth retardation, H is morphological effects of the ability to grow, 3-albinism, 2-unusual pigmentation, 6U - a drop of buds or flowers. table 2 Plant ABOUT Wild oats O Wheat 2C, 9H Corn 9G, 2H, 7X With 3C, 8G Rice 7H. Sorghum Bush Beans Cotton Ipome Cockcoat Cassie Syt Rosichka shelter on Millet Chicken Wild oats Wheat Corn With Pic Sorghum Continuation of table 2 Compound 2C, 6G 1C, 5G 2С, 6Н 7G 2С9Н Yun 2С, 7Н 9H ES, 9H 10E 9H 8С, 9Н Continued tabl, 2. After the emergence of seedlings Continuation of table 2 e 9C a little 2C, 7G 2C, 9G 5U, 9G 50.9G 5C, 9G 9C 2C, 9H Until the emergence of seedlings Continued table. 2 Compound 12 P ten ABOUT 9Н О О ABOUT ABOUT ABOUT 30.9N 10.2H 20.7G 2C, 8G ABOUT About 20.9G 10.6G 4G Continued table. 2 Continuation of table 2 21 116951622 Continuation of table 2 Continuation of table 2 Continued table. 2 Continued table. 2 Plant Corn With Rice Sorghum 0.40 ova JUS 6G. 1U, 4G 9C ABOUT ABOUT 3C, 9G st 2C, 9H 7G JUS JUS 9C wa 9G rna 9C Continued table. 2 Compound -----... 28 29 3C, 9G YUN 9N 10E 2C, 6N 9N 6C, 9H 2C, 9H Continued table. 2 0.40 0.05 0.05 After emergence Dose, kg / ha 3C, 8G ES, 7H Continued table. 2 After the emergence of seedlings JUS 9C 9G 3U, 9G Continued table. 2 Continued table. 2 Continued table. 2 Dose, kg / ha. 0.05 Last Bush Beans Cotton 7G 2C, 9N Sorghum 2U, 9G Corn Prod. 2 Until the emergence of seedlings 1C, 4G About 0,050,05 sprouting 2C, 6G 2C, 9G 40 O Continuation of table 2 Continued table. 2 Plant Rosichka Ipome Cockcoat Cassie Sedge nut Sugar beet Cotton 0.40 ov 1C О О 1C oh oh 2C 3G 3G st 6G 2C, 211 2C Continued table. 2 Compound 47 46 ABOUT ABOUT PS 9G ABOUT 8H 3C, 5G 2С, 7Н ABOUT ABOUT 5C, 9G 5C, 9G 4C, 9G 8G Continued table. 2 0.40 0.40 0.40 After the emergence of seedlings Plant ABOUT va 2C rna 2 2C, 3G ABOUT ABOUT ABOUT 1C 1C st 2G 5H, .2С 2H ABOUT 4G wa 3G rna ABOUT Dose, kg / ha 0.05 Bush Beans 5C, 9G, 6 Cotton Continued table. 2 3G7 6G 2C, 5G 4C, 9G 5C, 9G on the appearance of shoots ABOUT 2C, 7G 2C, 9G 1C, 3G 2C, 8G 2C, 8H Oh oh 1C ABOUT 1G ABOUT ABOUT 3G ABOUT ABOUT 8G ABOUT 2C, 8G 2C, 6G ABOUT ABOUT ABOUT 2H 5H 8H 2H ABOUT ABOUT 2G ABOUT ABOUT ABOUT ABOUT ABOUT 5G 2C, 7G 3C, 8G 5G ABOUT ABOUT Continued table. 2 0.05 0.05 0.05 After the emergence of seedlings 4C, 9G, 6Y4C, 8G, 6Y 5C, 6G, 6Y 5C, 9G4C, 4H Continuation of table 2 Continued table. 2 Continued table. 2 Continued table. 2 Continued table. 2 Example 2. Two plastic pots were filled with fertilizer foldedton and fertilized with silt soil. Corn, sorghum, and meadow grass were planted in one pot, which were grass weeds, in the other - cotton, soybeans, and some broadleaf weeds. The following grasses and broadleaf weeds were planted: roschika shelter, millet, oats, sorghum alepskoe, paspalum expanded ,. bristle, bonfire rich, mustard field, coke Dose, kg / ha Rosichka shelter on Millet Chicken Sorghum Wild oats. Sorghum Alep Paspalum expandable Bristles Continued, table. 2 0,250 0.060 50 o oh oh ABOUT about 8G, 5H 6G, 3H ABOUT ABOUT 5G, 5H 5G, 3H ABOUT ABOUT ABOUT About the broad beetle, the ipome, the cashier, the Theoprast's hotpipe and the smelly dope,. A plastic cup with a diameter of 12.5 cm was also filled with prepared soil and rice and wheat were planted in it. In another cup with a diameter of 12.5 cm in weight whether sugar beets. All four containers were pre-shot treated with several of the tested compounds. 28 days later after treatment, the plants were visually assessed to determine the effectiveness of the treatment in Example 1. The obtained results are presented in Table 3. Table 3 Continuation of table 3 Plant 0.060 ABOUT ABOUT Continuation of taOl. Compound 0.060 0.250 o 6G 4G 8С, 5Н Continuation of table 3 Continuation of table 3 Continued table. 3 , Continued table. 3 EXAMPLE 3. Plastic cups with a diameter of 25 cm were filled with folicton muddy loam and sown in them soybeans, cotton, lune, corn, rice, wheat, sorghum, Teofrasta cane, sesbania, cassia, ipomeyu, smelly dope, Durishnik, rosicku blood, syt, millet chicken, bristles and oats. Approximately 2.5 weeks after embroidery, young plants and the soil around them was treated with test chemicals dissolved in a non-toxic solvent. Two weeks after treatment, all plants were compared with untreated controls and the degree of treatment efficiency was visually assessed. The evaluation was performed according to example 1, the results obtained are presented in table. Table 4 Continuation of table 4 ; Continued gab. four Continuation of table 4 Continued, tabl, Continued table. fi Continued tabl. 4 Continuation of table 4 ; 11Continue table 4 Plant Ipome Alfalfa Dope smelly Cockcoat Sunflower Mustard field Sugar beet Corn Rosichka shelter on Pic Syt Millet Chicken Wheat Bristles Wild oats Sorghum Sorghum Alep Field bindweed Example 4. Two plastic pots with a diameter of 10 inches, lined with a polyethylene gasket, were filled with prepared folsington loamy soil. Into one. gorshdk seeds of wheat, barley, oat, roofing bonfire, rye fire, foxtail foxtail, m tlic, green bristle, chorono, Italian spleen and harsh bonfire were planted. kohia, shepherd's purse, black nightshade, common colza Continuation of table 4 Connection 21 2G 2G ABOUT ABOUT ABOUT ABOUT 4C ABOUT ABOUT ABOUT ABOUT ABOUT ABOUT ABOUT ABOUT ABOUT 4G O mustard of the field and mountaineer view; iis. Two pots were pre-emerged. At the same time, two pallets in which the above-mentioned species of plants were grown were processed after germination. Plant height at the time of treatment was 1-15 cm, depending on the plant species. The compounds that were treated were diluted with a non-toxic solvent and pulverized on top of the pallets. For comparison, untreated control plants and control plants treated with a single solvent were included. All experiments were performed in tetslits for 20 days, after which they compared the effective treatment with the control and gave a visual assessment. The results are presented in Table. 5. Table 3 Example 5 (comparative). 55 For comparison, the well-known test conditions and the system were used, based on the use of the evaluation of the herbicidal activity of the analogue-i 1} - (2-nitrophenylsulfonyl) -y- (4,6-digit example 1 .. methoxypyrimidinyl-2) urea U 1. Continued table. 5 The results of the experiment are presented in table. 6. They indicate a significantly greater efficiency of the proposed method. He allows the plant 10G, 7C8G, 3UOO6G, 2H5G 8G, 4C8G, 3COO4G4G 8G, 5СЗСО00О US10SYUS9G, 5C 9G, 9C9G, 5C US, 9SYG, 9C8G, 4C9G, 4C USUS US, 9SYuS, 9S7G, 3C8G, 4C YuG, 5C10G, 5C 8G, 4H9G, 9C 7G, 1H 8G5C, 2C iO 4G9G, 2C 4G USUS 8G IOCIOC IOC , 9C 8G, 4C 1 1 56.16 G 54 Known 2 0.251 0.063 0.25 I 0.063 0.5 0.125 0.0630.03l | o, 063 successfully fought off weeds in crops such as maize , rice, wheat. Tableb Connection at the dose rate, kg / ha.
权利要求:
Claims (2) [1] METHOD FOR COMBATING UNWANTED VEGETATION by treating it or the soil on which it grows with sulfonylurea derivatives, characterized in that, in order to increase the efficiency of the method, a compound of the general formula is used as sulfonylurea derivatives R ^ - chlorine, methyl, nitro, methyl-, sulfonyloxy, dimethyl provided that R 4 is chlorine, X and Y do not mean simultaneously methyl, in an amount of 0.03-1 kg / ha. Priority by signs: 03.11.80 at R - hydrogen, R ^ - chlorine, methyl, nitro, methylsulfonyloxy, dimethylaminosulfonyl, trifluoromethyl, COOR 2 or S0 2 Rg-rpynnbi, in which R 2 ~ C 4 -C e- alkyl, [2] 2-chloroethyl, 2-methoxyethyl or allyl, a R ^ -C ^ -C ^ -alkyl, R 4 is hydrogen or chloro ^ X and Y is independently methyl or methoxy, Z is -C-N or -N-, 29.09 .81 at R - methyl. 9 , SU 1169516
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同族专利:
公开号 | 公开日 IE51689B1|1987-02-04| GB2088362A|1982-06-09| IE812558L|1982-05-03| EP0051466A3|1982-06-23| NZ198841A|1984-09-28| AU7702781A|1982-05-13| EP0051466B1|1985-01-09| EP0051466A2|1982-05-12| GB2088362B|1985-01-23| BR8106972A|1982-07-13| DK483581A|1982-05-04| DE3168201D1|1985-02-21| PH17848A|1985-01-09| GR77294B|1984-09-11| CA1221687A|1987-05-12| AU546628B2|1985-09-12|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题 US4191553A|1978-03-02|1980-03-04|E. I. Du Pont De Nemours And Company|Herbicidal sulfamates| DK37880A|1979-02-22|1980-08-23|Du Pont|HERBICIDE SULPHONAMIDES|DE3111451A1|1981-03-24|1982-10-07|Hoechst Ag, 6000 Frankfurt|"HETEROCYCLICALLY SUBSTITUTEDALKYL AND ALKOXYSULFONYL UREAS, METHODS FOR THEIR PRODUCTION AND THEIR USE IN AGRICULTURE"| GR79414B|1982-10-29|1984-10-22|Du Pont| CH654853A5|1982-08-07|1986-03-14|Sandoz Ag|METHOD FOR COMPRESSING ANODICALLY OXYDED ALUMINUM SURFACES.| JPH0419961B2|1982-11-04|1992-03-31|Du Pont| AT62104T|1984-04-11|1991-04-15|Ciba Geigy Ag|METHOD FOR SELECTIVELY WEED CONTROL IN CROPS.| CH668530A5|1986-10-22|1989-01-13|Ciba Geigy Ag|SYNERGISTIC AGENT AND METHOD FOR SELECTIVELY WEED CONTROL IN RICE.| US5217525A|1986-10-22|1993-06-08|Ciba-Geigy Corporation|Synergistic composition and method for selective weed control in rice| US5215570A|1988-10-20|1993-06-01|Ciba-Geigy Corporation|Sulfamoylphenylureas| JP3355237B2|1993-10-15|2002-12-09|呉羽化学工業株式会社|N-pyrrole derivatives, production method thereof and herbicides| LT3943B|1993-12-23|1996-05-27|Ciba Geigy Ag|Remedy for cultured plants protection, use of sulphamoyl-phenyl-carbamides for cultured plant protection, herbicidal preparation, process for preparing sulphamoyl-phenyl-carbamides| JPH0827147A|1994-07-20|1996-01-30|Kureha Chem Ind Co Ltd|N-imide derivative, its production and herbicide| CN102796049B|2012-06-13|2015-09-02|江苏天容集团股份有限公司|A kind of method preparing benbbensulfuronmethyl| PL3207800T3|2016-02-16|2020-03-31|Upl Europe Ltd|Herbicide combination|
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申请号 | 申请日 | 专利标题 US20363880A| true| 1980-11-03|1980-11-03| US30621281A| true| 1981-09-29|1981-09-29| 相关专利
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