Herbicidal composition

专利摘要:
This invention relates to chemical means of controlling weeds and undesirable vegetation. The tool of this invention consists in the destruction of weeds by using a herbicidal agent containing as its active substance a nicotinic acid derivative of the general formula @, where A is COOR, CONH 2 , CONHNH 2 R is hydrogen, methyl, isopropylammonium cation Y is hydrogen, methyl, OR 1 or SR 2 Z is hydrogen, methyl, OR 3 or SR 4 R 1 - cyclopropylmethyl, cyclohexylmethyl, methylthiomethyl, Tatrahydropyranylmethyl R 2 - cyclopentyl, cyclohexyl, benzyl, tetrahydrofurfuryl R 3 - methylthiomethyl, cyclohexylmethyl, furfuryl, tetrahydrofurfuryl, tetrahydropyran-2-yl-methyl, dioxolanmethyl, 2,2-dimethyl-dioxolanmethyl, cyclopentyl, cyclohexyl R 4 is hydrogen, amyl, isoamyl, allyl, benzyl, 2,4-dichlorobenzyl, 4-chloro-benzi, cyclopropylmethyl, furfuryl, tetrahydrofurfuryl, pyridin-4-yl-methyl, 2-phenyl-ethyl, 3-phenylpropyl, cyclopentyl , cyclohexyl, phenyl, 4-fluorophenyl, provided: when Y is OR 1 or SR 2 , then Z is hydrogen or methyl when Z is OR 3 or SR 4 , then Y is hydrogen or methyl carrier and surfactant, with the following content of ingredients of the agent, wt.%: active substance 20, carrier 70-75, surfactant 5-10. The proposed herbicidal agent allows selectively destroying weeds in maize and soybean crops. It is more effective than the structural analog of 6-butyl-thio-2- (4-isopropyl-4-methyl-5-oxo-imide-azolidin-2-yl) nicotinic acid. 4 tab.
公开号:SU1560052A3
申请号:SU864028240
申请日:1986-09-23
公开日:1990-04-23
发明作者:Нордхофф Эрхард；Франке Вилфрид；Арндт Фридрих
申请人:Шеринг Аг (Фирма)；
IPC主号:

专利说明:

This invention relates to the field of chemical means for controlling weeds and undesirable vegetation.
- The aim of the invention is to increase the herbicidal activity of the agent based on nicotinic acid derivatives .J
Example 1. Preparation of 6-benzyl-thio-2- (4-isopropyl-4-methyl-5-oxoimidazolin-2-yl) nicotinic acid (compound 1)
7.5 g (0.028 mol) of 6-benzylthiopyridine-2,3-dicarboxylic anhydride are suspended in 30 ml of acetonitrile
Sl
la and with stirring the prepared suspension with a solution of 3.6 g (0.028 mol) of 2-methylvalinamide in 20 ml of acetonitrile, after 15 min the reaction mixture is evaporated, the residue is mixed with 50 ml of 2.6 HJ sodium hydroxide solution and heated for 6 h with stirring and 100 ° C. After that, the reaction mixture is acidified at room temperature with concentrated hydrochloric acid, extracted with methylene chloride, dried over magnesium sulfate, and evaporated to give 3.6 g (33.5%) of product with mp 190 ° C.
Under the conditions of Example 1, the active compounds of the general formula are obtained.
ten
-N
N 1SIH
CH3
 0
are shown in table.1.
The herbicidal agent may be in the Form of an emulsifying concentrate May.%:
Active substance20
Cyclohexanone50
Aromatic Hydrocarbons 25 Calcium Dodecylbenzenesulfonate 2
Nonylphenol polyglycol ether3
or Moistened powder, wt.%: The active substance20
Bentonite35
Silicic acid35
Calcium Ligninsulfonate 8
N-Uethyl-M-oleyltaurate sodium 2
Example 2. Determination of herbicidal activity.
When pre-emergence treatment, seeds of experimental plants are sown in prepared soil (under greenhouse conditions) and immediately after that the soil is treated with an appropriate herbicidal agent. Thereafter, the plants are grown under greenhouse conditions for three weeks and the evaluation of r "f bicidal action is carried out.
In post-harvest treatment, test plants are grown in a greenhouse until a certain stage of development and treated with a herbicidal agent. Evaluation of herbicidal effect of the wire three weeks after treatment.
Q 5
0
five
35
Q
dd
45, Q
Evaluation of herbicidal activity is carried out on an assessment scale: 0 - no damage; 1 - slight damage or weak inhibition of plant growth; 2 — moderate damage or growth inhibition; 3 — complete inhibition of plant growth; and 4, complete death of plants.
The controls are untreated plants. A known herbicide, 6-butylthio-2- (4-isopropyl-4-methyl-6-oxoimidazolidin-2-yl) nicotinic acid, is used for comparison.
The values of the herbicidal activity of the agent in the form of an emulsifying concentrate at a consumption rate of the active substance of 3 kg / ha are given in table 2.
The values of the herbicidal activity of the agent in the form of a wettable powder at the consumption rate of the active substance J kg / ha (pre-emergence application) are given in Table 3. in the value of the herbicidal activity of the agent in the form of a wettable powder at a rate of consumption of the active substance of 1 kg / ha (post-emergence application) are given in table 4.
The data presented show the selectivity of the herbicidal agent against maize and soybean and its greater efficacy against weeds compared to the known herbicide,

权利要求:
Claims (1)
[1]
Invention Formula
A herbicidal agent containing an active substance, a derivative of nicotinic acid, a carrier and a surfactant, characterized in that, in order to increase the herbicidal activity, it contains as an active substance a derivative of nicotinic acid of general formula
 Tj
 - | - C3H7-1 NH- 0
where A is COOR, CONBj, CONHNH.,;
R is hydrogen, methyl or isopropylammonium cation,
Y is hydrogen, methyl, OPf or SRji Z is hydrogen, methyl, OR 3 or SR
ten
R - iciclopropylmethyl, cyclohexylmethyl, methylthiomethyl, tetrahydropyranylmethyl, 2 - cyclopentyl, cyclohexyl
benzyl, tetrahydrofurfuryl; R is methylthiomethomerscyclohexylmethyl, Furfuryl, tetrahydroFurfuryl, tetrahydropyrene-2-yl-methnl, dioxolanmethyl, 2,2-dimethyldioxolanmethyl, cyclopentyl, cyclohexyl, B4 hydrogen, amyl, isoamyl, allyl, benzyl, cyclohexyl, cyclohexyl, 4-hydrogen, amyl, isoamyl, cyclopentyl, cyclohexyl, B4 hydrogen, amyl, isoamyl, cyclopentyl, cyclohexyl; , 4-chlorobeneyl, cyclo- 5 propylmethyl, furfuryl, tetrahydrofurfuryl, pyridine-4-ylmethyl, 2-phenylethyl, 3-phenylpropyl, cyclopectyl, cyclohexyl, phenyl, 4-fluoro-phenyl, with the proviso that - OR or SRej then Z is hydrogen or
Tyl, J when Z is OP or SR4, then Y is prenatal or methyl} as a carrier — a mixture of bentonite and flint cyst in a 35:35 mass ratio, or
25
20
a mixture of cyclohexanone and an aromatic hydrocarbon in a mass ratio of 50:25; as a surfactant, a mixture of calcium ligninsulfonate and sodium AND-methyl-H-oleyl taurate in a mass ratio B: 2 or a mixture of calcium dodecylbenzenesulfonate and nonylphenol polyglycol ether in a mass ratio: : 3 ,, with the following content component
five
20 70-75
5-10
PR and 9
Active substance Specified carrier Specified surfactant Priority for the product
09/24/85 when Rt is cyclopropylmethyl, cyclohexylmethyl, methylthiomethyl;
R, is methylthiomethyl, cyclohexylmatyl, Furfuryl, tetrahydrofurfuryl, tetrahydropyran-2-ylmethyl, dioxolane, cyclopantyl, cyclohexyl.
17.02.86 when P - tetrahydropyran-5 -2-ylmethyl;
Rj 2,2-dimethyldioxolimethyl.
Table 1
0
Methylthiomethoxy Cyclopropyl methoxy Hydrogen -
Hydrogen
Furfuriloc Si Methyl
Hydrogen
Amylthio Furfuryloxy 2,2-Dimethyl-dioxolane-3-Phenylpro-. piltio

and -.- -
n
2,4-Dichloro-COOH
benzptio
4-Fluorophenyl COOH
thio
AllnptioSUN
Furfurylthio COOH
Cyclohexyl-SOOYA
thio
PhenylthioCUN
ABOUT
3Ht-i
O
96-98 105-110
p 1,5308 208 164
150
17 160
155-160 170-180 125-129
136
1560052
8 Continuation of table 1
Tetragndropyranmethyl
hydroxy
Cyclopentyl-COOH hydroxy
Hydrogen sulfide
188-192
150-156
table 2
Editor N. Bobkova
Compiled by R. Streltsov
Tehred M.DidykKorrektor O. Kravtsova
Order 843
Circulation 433
VNIIPI State Committee for Inventions and Discoveries at the State Committee on Science and Technology of the USSR. 113035, Moscow, Zh-35, Raushsk nab., D 4/5
Table 3
Subscription

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法律状态:

优先权:

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申请号 | 申请日 | 专利标题

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DE19853534391|DE3534391A1|1985-09-24|1985-09-24|Imidazolinyl derivatives, processes for their preparation, and their use as herbicides|

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DE19863605343|DE3605343A1|1986-02-17|1986-02-17|Imidazolinyl derivatives, processes for their preparation, and herbicides containing these compounds|

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