专利摘要:
N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinyl ureas of the general formula <IMAGE> and the salts of these compounds with amines, with alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases, possess good selective, pre-emergent and post-emergent, herbicidal properties. In this formula A denotes a C1-C6-alkyl radical which is substituted by halogen, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-alkylsulfinyl, C1-C4 -alkylsulfonyl, C1-C4-haloalkoxy, C1-C4-haloalkylthio, C1-C4-haloalkylsulfinyl or C1-C4-haloalkylsulfonyl, or denotes a C2-C6-alkenyl radical which is optionally substituted by the enumerated substituents, E denotes the methine group or nitrogen, X denotes oxygen, sulphur, or a sulfinyl or sulfonyl bridge, Z denotes oxygen or sulphur, m denotes the number one or two, R1 denotes hydrogen, halogen, C1-C5-alkyl, C2-C5-alkenyl, or a radical -Y-R5, R2 denotes hydrogen, halogen, C1-C5-alkyl, C2-C5-alkenyl, C1-C4-haloalkyl, or a radical -Y-R5, -COOR6, -NO2 or -CO-NR7R8, R3 and R4, independently of each other, denote hydrogen, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4- haloalkyl, halogen or alkoxyalkyl having at most 4 carbon atoms, R5 and R6 in each case denote C1-C5-alkyl, C2-C5-alkenyl or C2-C6-alkynyl R7 and R8, independently of each other, denote hydrogen, C1-C5-alkyl, C2-C5-alkenyl or C2-C6-alkynyl, and Y denotes oxygen, sulphur, or a sulfinyl or sulfonyl bridge.
公开号:SU1289390A3
申请号:SU813308965
申请日:1981-07-16
公开日:1987-02-07
发明作者:Мейер Вилли;Фери Вернер
申请人:Циба-Гейги Аг (Фирма);
IPC主号:
专利说明:

one
This invention relates to chemical methods for controlling weeds and unwanted vegetation.
The aim of the invention is to increase the efficiency of the method of controlling undesirable vegetation based on the use of sulfonylurea derivatives.
The active substances used in the proposed method are given in table. one; herbicidal action of active substances - in table. 2-11,
Example 1. Herbicidal action before plant germination.
In the greenhouse, plant seeds are sown in flower pots. Immediately after this, the soil surface is treated with an aqueous dispersion of the active substance at a dose of 4. kg / ha. The pots are then kept in a greenhouse at 22-25 ° C and a relative humidity of 50-70%.
After 3 weeks, the herbicidal effect is assessed according to the following scale: 1 - the plants did not germinate, 2-3 - a very strong effect, 4-6 - a medium effect, 7-8 - a slight effect, 9 - no effect.
The herbicidal effect of the active substances is evaluated when they are used before the emergence of shoots (Table 2), after the appearance of shoots (Table 3) at a consumption rate of active substances of 4 kg / ha, as well as with different doses of active substances before the appearance of shoots (Table 4, 5 and 6), after the appearance of shoots (Table 7 and 8). one ,
PRI mme R 2. Pre-emergence application.
Special pots are filled with vermiculite and saturated with an aqueous emulsion of the active substance. After that, seeds of experimental plants are sown in pots and kept in greenhouse conditions for 4-5 days, covered with translucent material and watered with deionized water. At the end of the fifth day, 0.5% liquid fertilizer is added to the irrigation water, and after 12 days, the herbicidal effect is evaluated according to the rating scale presented in Example 1.
The results of the experiment are presented in table. 9 (dose of active substances 5 kg / ha).
PRI me R 3. Comparative experiments were carried out under the conditions of winners 1 and
 12893902
2. For comparison, use the known compound B.
The results of the experiments with the treatment before the appearance of shoots are given in table 5. ten; after the appearance of seedlings - in the table. eleven.
JO
f5
权利要求:
Claims (1)
[1]
Invention Formula
A method of controlling undesirable plants by treating them or the soil on which they grow, is derived from sulfonylureas, characterized in that, in order to increase the efficiency of the process, a compound of the general formula is used as a sulfonylurea derivative
20
R
25
one
M
302NH-C-NH- (QE
N
{XA)
pg
thirty
where R, is hydrogen, fluorine, chlorine, bromine, methyl, isopropyl, methyloxy or nitro;
R is alkyl J, alkyloxy C, -C, 5, trichloromethyl, trifluoromethyl, methylthio, chlorine;
R is methyl, methyloxy, ethyloxy, isopropyloxy chloro;
XA group - allyloxy, 2-methyl-liloxyl, 3, 3-dimethyl-allyloxy, 2-chloro-allyloxy, 2,3-dichloroallyloxy, 1,2-dichlorovinyloxy, I, 2-dichlorovi .., nilthio, 2-butenyloxy, methoxymethyloxy, 2-methoxyethyloxy, 2-ethoxyethyloxy, 2-methylthioethyloxy, 2-methylsulfinylethyloxy, 2-methylsulfonylethyloxy, methylthiomethyloxy,
. difluoromethyloxy, difluoromethylthio, trifluoromethyloxy, perfluoroethyloxy, 2-chloroethyloxy, 2-fluoroethylthio, bromo-difluoromethylthio, 2-bromo-1,1,2-trifluorothyloxy, 2-chloro-1,1,2-trifluoroethyloxy, 1,1 -difluoroethyloxy, 2,3-dichloropropyloxy, 2,3-dibromopropyl-oxy, 2,3-dichlorobutyloxy, 1,1,2,2- -tetrafluoroethyloxy, 1,1,2,2-tetrafluoroethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl ; m 1 or 2;
Z is oxygen or sulfur;
E CH- or -N-;
provided that
Invention Formula
A method of controlling undesirable plants by treating them or the soil on which they grow, is derived from sulfonylureas, characterized in that, in order to increase the efficiency of the process, a compound of the general formula is used as a sulfonylurea derivative
0
R
R.
five
M
302NH-C-NH- (QE
N
{XA)
pg
0
R.
where R, is hydrogen, fluorine, chlorine, bromine, methyl, isopropyl, methyloxy or nitro;
R is alkyl J, alkyloxy C, -C, 5, trichloromethyl, trifluoromethyl, methylthio, chlorine;
R is methyl, methyloxy, ethyloxy, isopropyloxy chloro;
XA group - allyloxy, 2-methyl-alloxy, 3, 3-dimethyl-allyloxy, 2-chloro-allyloxy, 2,3-dichloro-allyloxy, 1,2-dichlorovinyloxy, I, 2-dichloro .., nilthio, 2-butenyloxy , methoxymethyl oxy, 2-methoxyethyloxy, 2-ethoxyethyloxy, 2-methylthioethyloxy, 2-methylsulfinylethyloxy, 2-methylsulfonylethyloxy, methylthiomethyloxy,
. difluoromethyloxy, difluoromethylthio, trifluoromethyloxy, perfluoroethyloxy, 2-chloroethyloxy, 2-fluoroethylthio, bromo-difluoromethylthio, 2-bromo-1,1,2-trifluorothyloxy, 2-chloro-1,1,2-trifluoroethyloxy, 1,1 -difluoroethyloxy, 2,3-dichloropropyloxy, 2,3-dibromopropyl-oxy, 2,3-dichlorobutyloxy, 1,1,2,2- -tetrafluoroethyloxy, 1,1,2,2-tetrafluoroethylthio, difluoromethylsulfinyl, difluoromethylsulfonyl ; m 1 or 2;
Z is oxygen or sulfur;
E CH- or -N-;
provided that
312893904
a) when XA - difluoromethylsulfide; c) m 2, when R, is hydrogen, saw group, then R, is hydrogen, XA - difluoromethyloxy, P. 2 - methyl. R is methyl, R is methyl OK si, E is CH- R is methyloxy, E is -N-;
Group; d) Z is sulfur, when R, is hydrogen,
b) when XA is difluoromethylsulfonyl, R is methyloxy, XA is a nyl group, then R is hydrogen, difluoromethyloxy, E N-, in number 2 and R is methyloxy, E is CH group; we 0.01-5 kg / ha.
Table 1
S02NH | CNH- O /
II N-L
(XA) Z K
 t
3
5-chloro
5-Bromo 5-Fluorine
Methyl
Methyl
5-Isopropyl - -
5-Methyl - -
5-NitroMethyl
5-Methyloxy-ylok-2- (2-Methyl-allyloxy)
- 2-allyloxy
2- (2-Methyl-allyloxy)
2-allyloxy
lok-2-allyloxy
CH
N N CH CH
N N N N
N CH
oh oh oh
oh oh
about 1
about 1
about 1
about 1
one
- Hydrogen
Methyloxy - - Etiloxy Etiloxy Methyl
Methyloxy Methyloxy
Methyloxide
Methyloxide
Continued table. one
tilallyloxy)
2-Chlorallyl-hydroxy
2-Chlorallyl-hydroxy
N N N
N CH
ABOUT
oh oh
oh oh
Methyl
Ethyl - - Methyloxy Methyl
47 Hydrogen Methyloxy Methyl
Hydrogen
Methyl Methyloxy
Methyl
Methyloxy
Methyl Methyloxy
Methyloxy - Methyl - Methyloxy Chloro Etiloxy
Continued table. one
- - atil
tetil
2-methoxymethyloxy
2-methylthio-methyloxy
2-C2-ETOXI-etiloxy)
2- (2-Methylsulfinylmethyl)
2-C2-Methylsulfonylethyloxy)
etileksi
tetil
etiloki
2- (2-Methoxy-ethylthio)
2- (2-Methoxy-ethyloxy)
N
CH
N
N N
N
N N CH N
etileksi
 ENT tiloxy
 CH
2- (2-Metsh1-N thioethyloxy)
2- (2,3-Dichloro-N allyloxy)
2-C1,2-Dichloro-CH vinyloxy)
2- (1,2-Dichloro-N vinylthio)
2- (1,2-Dichloro Vinyloxy)
- N
CH
O1
about 1
about 1
about 1
about 1
oI
about 1
about 1
about 1
about 1
about 1
(
about 1
about 1
about 1
about 1
about 1
Continued table. one
Continued tabl, 1
ethyloxy)
Continued tabl, 1
139
Continued table. I
CH O 1
T a b l and - a 3
Table 7
ONOiO} -СМ- СЛО
Y CTiST CN t (7 "00
(J4G
About - P PSCHP-, OchO-CNinIchO
CT O CCA tOstCNCOOS
) -SM. (PL
JV About VO (
cocjt.cnonnncNmcsi
CTlCr r CJ DCJ CSr - t- COCM in
O o g o str CM
) VO.)
ABOUT OCHOCHGOSOSCHO SOSM-SO
.OOrOCOCMvOrOrOCM COCO
r (T r OOC COCMvO-CO - SMGO
OG SMG COCOCMCO-CM - CMCO
I)
n
:
tl
s
about ffl
W o
MIG I
-.IchOI, 1
I OYCHO
go m - 1L
cN m 4f vo -
CS CO CN D SCH CM tM m
r cs CM -
O cs | - vr
.CNI-v CHD (
on
oo i
5 th
I
td
V
g
s
s
0)
w
PI to (b

D
a cd
s
0}
five
.2
to
ABOUT)
371289390
Continued table. 9
38
Continued table.9 II
39
1289390 0
Continuation of table 10
Table 11
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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.|
US4190432A|1977-08-01|1980-02-26|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides|
US4141916A|1978-02-13|1979-02-27|The Dow Chemical Company|3,4,5-Trichloro-N,N-Di-2-thio)benzenesulfonamides|
JPS5636467A|1979-07-26|1981-04-09|Du Pont|Herbicidal sulfonamides and their application|
US4452628A|1979-07-26|1984-06-05|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides|DK536582A|1981-12-07|1983-06-08|Du Pont|HERBICIDE SULPHONAMIDES|
US4521597A|1982-10-25|1985-06-04|Ciba Geigy Corporation|Process for producing sulfonylureas having a herbicidal action|
AT35888T|1983-03-28|1988-08-15|Ciba Geigy Ag|N-PHENYLSULFONYL-N'-PYRIMIDINYL AND TRIAZINYL UREAS.|
JPS6038372A|1983-07-18|1985-02-27|Ciba Geigy Ag|Manufacture of sulfonylurea|
DD238318A5|1984-08-30|1986-08-20|Bayer Ag,De|HERBICIDE MEDIUM|
US4898973A|1985-03-07|1990-02-06|Ici Americas Inc.|Trisubstituted benzoic acid intermediates|
CA1230119A|1985-11-22|1987-12-08|Craig L. Hillemann|N-2-carboxylphenylsulfonyl-n'-pyrimidin-2-yl ortriazin-2-yl-urea compounds|
USH386H|1985-08-27|1987-12-01|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides|
JP4952819B2|2010-04-27|2012-06-13|井関農機株式会社|Thresher|
JP4952855B2|2011-05-30|2012-06-13|井関農機株式会社|Thresher|
法律状态:
优先权:
申请号 | 申请日 | 专利标题
CH5481/80A|CH657849A5|1980-07-17|1980-07-17|N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinyl ureas|LV930557A| LV5156A3|1980-07-17|1993-06-11|The plowing is not for the eradication of involuntary plants|
LTRP1271A| LT2601B|1980-07-17|1993-09-29|THE FIGHT AGAINST THE UNFOUNDED AUGUST|
MD94-0064A| MD39C2|1980-07-17|1994-03-24|Process for weeds control|
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