专利摘要:
A method of combating unwanted plants by treating them, or the soil on which they grow, with a benzenesulfonamide derivative, characterized in that, in order to increase the efficiency of the process, a compound of the general formula S S02-NH-C-NH-O A - is used as a benzenesulfonamide derivative. oxygen, sulfur or SO, cl R - difluoromethyl, trifluoromethyl, 2,2,2-trifluoroethyl, 1,1,2-trifluoro-2-bromoethyl, 1,1,2-trifluoro-2-chloroethyl 1, 1,1,2 , 2-tetrafluoroethyl, 1,1,2,3,3,3-hexafluoropropyl, R is hydrogen, chlorine, bromine, methyl, Z - CH - or - N -, X and Y independently of one another Od means m Teal or methoxy in honors if 0.01-0.5 kg / ha. 00 The priority is given to no one: 26.07.79 when R is trifluoromethyl, 2,2,2-trifluoroztsh1, 1,1,2-trifluoro-2bromoethyl-1, 1 ,, 2-trifluoro-2-chloroethyl, 1,1,2, 2-tetrafluoroeth, 30.05.80 when R is difluoromethyl, 1,1, 2,3,3,3-hexafluoropropyl.
公开号:SU1103783A3
申请号:SU802964953
申请日:1980-07-25
公开日:1984-07-15
发明作者:Бенджамин Эдэмс Джон (Младший)
申请人:Е.И. Дюпон Де Немур Энд Компани (Фирма);
IPC主号:
专利说明:

The invention relates to chemical methods for controlling weeds and non-desirable plants by treating them or the soil on which they are produced with phytotoxic compounds. Methods are known for controlling undesirable plants in which benzenesulfonamide derivatives are used as phytotoxic compounds. These include the method using 2,5-dialkyl-4- (trifluoromethyl) benzenesulfonamides C13. However, the known methods are not always sufficiently effective with respect to certain plant species. The purpose of the invention is to increase the efficiency of a method for controlling undesirable plants using benzenesulfonamide derivatives. This goal is achieved by using a compound of the general formula where A is oxygen, sulfur or SOj, R is difluoromethyl, trifluoromethyl, 2,2,2-trifluoroethyl, 1,1,-trifluoro-2-bromoethyl,, trifluoro-2-chloroethyl, 1,1,2,2-tetrafluoroethyl, 1,1,2,3,3,3-hexafluoropropyl, R - hydrogen, chlorine, bromine, methyl, Z - CH - or N -, X and Y independently means methyl or methoxy in an amount of 0.01-0.5 kg / ha. The compounds of this general formula can be used in conventional formulations: wettable powders, emulsion concentrates, dusts, granules, etc. The content of active substances in these forms may be in the range of 0.1-99% by weight. The method according to the invention has the effect of veins both in pre-emergence and after germination treatment of plants. It can be used both for the selective destruction of unwanted plants, and for their continuous destruction. In tab. 1 shows compounds of the indicated general formula. Example 1. The seeds of the experimental plants are sown in the prepared soil and then treated with active substances (before the emergence method) until the emergence of seedlings. Experimental plants that have reached a certain stage of development are treated with preparations of active substances (food emergence method). After treatment with any of these methods, the plants are placed in a greenhouse and held for 16 days. Thereafter, the effect of the effect on the plants is determined in comparison with the control plants. The rating scale: I O - no effect, 1-9 - intermediate values, 10 - maximum impact. The nature of the effect of drugs on plants is indicated as follows: C - chlorosis or necrosis, E - inhibition of germination, P - growth retardation, H - effect on plant forms, Y - unusual pigmentation. The results of the experiment are presented in table. 2 (compounds taken at a dose of 0.4 kg / ha). Example 2. Vegetation vessels are filled with clay-sandy soil, seeds of experimental plants are sown in them and treated with preparations of active substances by the pre-emergence method. Evaluation of the effect on plants was carried out 28 days after treatment according to the scale indicated in Example 1. The results of the experiment are presented in Table. 3. Example 3. Tubers of planting are planted to a depth of 2 cm in the soil (5 tubers in each vessel) and four methods are applied to prepare the preparates of the active substances: Soil surface (drinking on the packed surface of the soil), tubers / soil (putting the preparations on the tubers and downstream soil), soil application (mixing of the products with the soil cover before applying the latter to cover the tubers), after germination (spraying the plants and the surrounding soil when the plants are 12 cm tall). After the treatment, the vessels are placed in a greenhouse and after 4 weeks the effects on the plants are evaluated (as in Example 1). The results of the experiment are presented in table. A. Example 4. Seeds of experimental plants are sown in plastic containers filled with soil, and grown for 2 weeks. After this, the plants and the soil around them are treated with preparations of active substances. An assessment of the effects on the helix is carried out two weeks after treatment. The rating scale is the same as in Example 1. The results of the experiments are presented in Table. 5 and 6.. Example 5. The experiment was carried out under the conditions of example 1 by pre-emergence and post-emergence methods at various doses of active substances and at times
AR ,, .Х
SOj-NH-S-NH-Qz About m-N-Y 34 personal weed and cultivated plants. The results of the experiment are presented in tbl. 7. Example 6. The experiment was carried out before the germination method according to the previous ones at Mepart. For comparison, a known method is used using A-chloro 2, 5-diisopropylbenzenesulfonamide (compound A). The results of the experiment are presented in table. 8. The above data testifies to the high efficiency of the method according to the invention. It can be used not only for the complete elimination of unwanted plants, but also for the selective destruction of weeds in crops of cultivated plants. Table 1
Hydrogen
ethyl
2- (1,1,2,2-Tetrafluor) Hydrogen
ethyl
2- (1,1,2.2-tetrafluoro) hydrogen
ethyl
2- (1,1,2,2-Tetrafluor) Hydrogen
ethyl
2- (1,1,2-Trifluoro-2-chloro)
5-chloro
ethyl
-CH- O
Methyl
Methyl
Methyl
-NMethoxy
Methoxy
-SK- O
Methoxy
Methyl
- SNMetil
Methyl
-CH- O
Methyl
5- (1,1j2-TpH fluoro 2-bromo) 2-chloro ethyl
2- (1,1,2-Trifluoro-2-bromo) 5-chloro ethyl
15 2- (1,1,2,2-tetrafluoro) -ethyl
6-Methyl
16 2- (1,1,2-Trifluoro-2-chloro)
Hydrogen. ethyl
17 2- (1,1,2,3,3,3-Hexafluoro) Hydrogen methyl, propyl
18 2- (1,1,2,3,3,3-Gekcaftop) Hydrogen propyl
19 2- (1,1,2,3,3,3-Hexafluoro) Propyl hydrogen
20 2- (1,1,2,3,3,3-Hexafluoro) Hydrogen
drank
Continued table. one
Methyl
Methyl
-CH- O
Methyl
Methyl
-CH- O
Methyl
Methyl: -CH- O
-CH-S
Methyl
Methyl
-N- About
Methyl
-СИ- О
Methyl
Methyl
Methoxy-CH- O
Methoxy
Nei i.p.
-g; n- About
Methoxy
27 2- (2,2,2-Trifluoro) ethyl
Hydrogen
28 2- (2,2,2-Trifluoro) ethyl
Hydrogen
2- (2,2,2-Three29
Methoxy-CH- O
Methoxy
Methoxy -N- O
Methyl seedlings 9C 9C, 9P, 9U9C, 9P Beans 9C Khlopchtiik 9C 9C 5C, 9P 5C, 9P Ipome 10C 9C 100 6C, 9P Durnishnik 9C 9C 9C 9C 9C. 9P 2C 5P 9C Chloris ZS 9H 5G, 9H, 2P Ezhovnik 1C 5 2C, 9P ovsyug 1C. 1С, 9Р р Wheat Maize 2С 8Н 5У, 9Р ЗР 1C; Soybeans, 4С 9Р 5С, 9Р 5С, 9Р 2С, 9 ЗС 8Р 5С, 9Р -. 2С 9Р ЗУ, 9Р ЗР 1С, 7 Sorghum Before shoots 9Р 9Р Ipome 9Р
Cocktail 9P 9H. 9p Kassi 2C 9P 9P 5C, 9P
10Е 10Е О
Syt 4R ZS, 9R About Chloris
ZS 9N 9N 2C
2C 8P 2C, 9H O
8Р 9Н О
1U 9P 9P 1C, 6P 9H 9H 9H
9.N 10E 1C, 7P
2C 9F1 5С, 9П 6Р 5С, 9Р 9С 1C 1С, 2Н О О 9С ЗС, 8Р, 6У 6С, 9Р 6С, 9Р ЗС, 9Р5С, 9Р ЮС 9СЗС, 9Р 10С ЗС, 9Р9С ЗС, 8Р О2С, 6Н 1С, 9Р ОЯR 1C О1С, 5Р 1C, АР О1С, 5Н 1C О5Р 1C ООР 7Н оО 2С, 9Р 2С, 2Н, 5Р 9С - О6Р 2С, 9Н О1F, 6P 8Р 1С, 7Р
DR
4P
Chloris

0.01

0.031
10E
0.125
Table 3

7Р, ЗН О
Table 4
6P


5С, 9Р
10E
8E, 9P
6С, 9Р
Table 5
17
10Р, 7С10Р, 7С10Р, 5С
10Р, 7С
10Р, 7СЮР, 5010Р, 4С
10P, 8C
JUS
9С10Р, 6С10Р, 7С
10Р, 8С1ЮР, 8С5Р, 2С
10P, 8C
YUR, ASYUR, 6S7R, ZS
10P, 9C
8Р, 4С6Р10Р, 8С
10Р, 7С
1103783
18 Continued table. five
10Р, 5С ЮР, 6СЮР, 6С10Р, 5С7Р, ЗС iOP, 7С 10Р, 7С 10Р, 6С10Р, 7С4Р, 1С 10Р, 6С9Р, 5С 9Р, 4С 9Р, 7С 9Р, ЗС 5Р, 2С 7Р, ЗС б.ЗС 6Р, ЗС 5Р, 1С 7Р, ЗС 8Р, 4С 7Р, ЗС 8Р, 4С 5Р, 2С ТОР, 7С10Р, 8С 10Р, 8СЮС ЮР, 8С
Khporis
Syt
IP
2P
7Р, 2С
8P, ES
23
24
1103783 Table
25
26
1103783 Table 8
27
7P, 5H
Cyric
1103783
28 Continuation of table. AT
ABOUT
JUS
权利要求:
Claims (2)
[1]
1.1.2.2 - tetrafluoroethyl,
05/30/80 at R - difluoromethyl, 1.1
[2]
2.3.3.3-hexafluoropropyl.
>
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引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题

OA05625A|1976-04-07|1981-04-30|Du Pont|N- aryl sulfonamides herbicides, compositions containing them and methods using them.|
US4257802A|1977-10-06|1981-03-24|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides|
DK401978A|1977-10-06|1979-04-07|Du Pont|HERBICIDE SULFONAMIDES|
CA1330438C|1980-07-17|1994-06-28|Willy Meyer|N-phenylsulfonyl-n'-pyrimidinyl-and-triazinylureas|AU543161B2|1980-03-07|1985-04-04|E.I. Du Pont De Nemours And Company|Pyrimidine or s.triazine derivatives|
US4368069A|1980-07-11|1983-01-11|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides|
CA1330438C|1980-07-17|1994-06-28|Willy Meyer|N-phenylsulfonyl-n'-pyrimidinyl-and-triazinylureas|
CH657849A5|1980-07-17|1986-09-30|Ciba Geigy Ag|N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinyl ureas|
US4371391A|1980-09-15|1983-02-01|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides|
US4443245A|1981-07-13|1984-04-17|Ciba-Geigy Corporation|N-Phenylsulfonyl-N'-triazinylureas|
US4443243A|1981-07-16|1984-04-17|Ciba-Geigy Corporation|N-Phenylsulfonyl-N-triazinylureas|
US4545811A|1981-08-06|1985-10-08|Ciba-Geigy Corporation|N-Phenylsulfonyl-N'-triazinyl-ureas|
JPS5846071A|1981-09-16|1983-03-17|Nippon Tokushu Noyaku Seizo Kk|Substituted phenylsulfonylurea derivative, its intermediate, their preparation, and herbicide|
US4579584A|1981-10-13|1986-04-01|Ciba-Geigy Corporation|N-phenylsulfonyl-N'-triazinylureas|
US4579583B1|1982-09-08|1989-02-14|
US4521597A|1982-10-25|1985-06-04|Ciba Geigy Corporation|Process for producing sulfonylureas having a herbicidal action|
US4584376A|1982-11-10|1986-04-22|Monsanto Company|1-heterocyclicthio-1-cyclopropanecarbonitriles as crop protectants|
USH168H|1982-12-13|1986-12-02|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides|
JPS6036467A|1983-08-10|1985-02-25|Nippon Tokushu Noyaku Seizo Kk|Substituted phenylsulfonylguanidine derivative, its intermediate, its preparation and herbicide|
US4588432A|1984-02-27|1986-05-13|E. I. Du Pont De Nemours And Company|Herbicidal selenylsulfonamides|
AT62104T|1984-04-11|1991-04-15|Ciba Geigy Ag|METHOD FOR SELECTIVELY WEED CONTROL IN CROPS.|
US4871847A|1984-05-24|1989-10-03|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides|
US4727187A|1984-06-15|1988-02-23|Ciba-Geigy Corporation|Process for the preparation of α, α-difluoroalkyl phenyl ether derivatives|
AT38382T|1984-07-26|1988-11-15|Ciba Geigy Ag|N-ARYLSULFONYL-N'-TRIAZINYL AND PYRIMIDINYL UREAS.|
DE3431917A1|1984-08-30|1986-03-13|Bayer Ag, 5090 Leverkusen|1--3- HETEROARYL-UREAS|
US4780126A|1984-08-30|1988-10-25|Bayer Aktiengesellschaft|3-substituted 1--3-heteroaryl-ureas|
US4710221A|1985-04-10|1987-12-01|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides|
DE3601801A1|1986-01-22|1987-07-23|Bayer Ag|HERBICIDAL AGENTS|
US4709092A|1986-03-05|1987-11-24|Ciba-Geigy Corporation|Process for the preparation of 2-alkoxybenzosulfonamides|
DE3621320A1|1986-06-26|1988-01-07|Bayer Ag|3-SUBSTITUTED 1--3-HETEROARYL-UREA|
EP0327251A1|1988-02-01|1989-08-09|E.I. Du Pont De Nemours And Company|Herbicides for control of blackgrass|
EP0471646B1|1990-08-15|1995-09-13|Ciba-Geigy Ag|Sulfonylureas as herbicides|
DE19525162A1|1995-07-11|1997-01-16|Bayer Ag|Sulfonylaminocarbonyl compounds|
DE19543323A1|1995-11-21|1997-05-22|Bayer Ag|Process for the preparation of 2-trifluoromethoxy-benzenesulfonamide|
DE19608445A1|1996-03-05|1997-09-11|Bayer Ag|Substituted arylsulfonylureas|
ZA974703B|1996-05-30|1997-12-30|Bayer Ag|Substituted sulfonylaminocarbonyl compounds.|
DE10111649A1|2001-03-12|2002-09-19|Bayer Ag|Substituted fluoroalkoxyphenylsulfonylureas|
GB0523853D0|2005-11-24|2006-01-04|3M Innovative Properties Co|Fluorinated surfactants for use in making a fluoropolymer|
EP2052604A1|2007-10-24|2009-04-29|Bayer CropScience AG|Salts of 2-lodo-N-[carbamoyl] benzol sulphonamide, method for its manufacture and its application as herbicide and plant growth regulator|
EP2110019A1|2008-04-19|2009-10-21|Bayer CropScience AG|Herbicidal compounds based on N-Azinyl-N'-phenylsulfonylureas|
DE102008024221A1|2008-05-19|2009-11-26|Merck Patent Gmbh|Preparation of compounds containing CF3O groups|
CN109824554B|2017-11-23|2021-11-19|北京颖泰嘉和生物科技股份有限公司|Process for preparing phenylsulfonyl isocyanates|
法律状态:
优先权:
申请号 | 申请日 | 专利标题
US6086979A| true| 1979-07-26|1979-07-26|
US06/152,021|US4452628A|1979-07-26|1980-05-30|Herbicidal sulfonamides|
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