专利摘要:
A compound having the formula the formula where R is C1-C12 alkyl, C5-C6 cycloalkyl, C2-C13 alkoxyalkyl, C7-C9 aralkyl, phenyl, naphthyl, phenyl substituted with F, Cl, Br, 1, C1-C4 alkyl, C1-C4 alkoxy, methylenedioxy, NR3R4 wherein R3 and R4 are the same or different and are hydrogen or C1-C6 alkyl, C2-C5 alkoxycarbonyl, phenoxy, NO2, cyano, trihalomethyl or trihalomethoxy where halo is F, Cl or Br or benzyl substituted with F, Cl, Br, I, C1-C4 alkyl, C1-C4 alkoxy, methylenedioxy, C2-C5 alkoxycarbonyl, carboxy, phenoxy, NO2, cyano, trihalomethyl or trihalomethoxy where halo is F, Cl or Br; R1 and R2 are the same or different and are C1-C6 alkyl, C3-C6 alkenyl, C5-C6 cycloalkyl or R1 and R2 together are C4-C8 alkylene or C4-C8 oxydialkylene is disclosed. Furthermore, a process for forming this compound by reacting a compound having the formula wherein M is hydrogen or an alkali metal such as Li, Na or K and R has the meanings given above with a carbamoyl halide having the formula XCONR1R2, wherein X is chlorine or bromine and R1 and R2 have the meanings above is taught. In addition, a method of controlling weeds, both preemergence and postemergence, using a herbicidally effective amount of the compound of this invention is set forth. Finally, a composition is disclosed, comprising the compound of this invention and a carrier therefor.
公开号:SU1584738A3
申请号:SU843820757
申请日:1984-12-08
公开日:1990-08-07
发明作者:А.Ковей Руперт;Дж.Форбес Патриция;Р.Белл Аллин
申请人:Юнироял Инк. (Фирма);
IPC主号:
专利说明:

This invention relates to chemical methods for controlling weeds and unwanted vegetation.
The purpose of the invention is to increase the germicidal action of the method of weed control based on the use of tetrazral derivatives.
Example 1. Preparation of t-phenyl- -4- (N, N-diethylcarbamoyl) -5- (4H) tetrazolinone.
A mixture of 4.8 g (0.03 mol) of 1-phenyl-5- (4H) tetrazolinone, 5.4 g (0.04 mol) of potassium carbonate and 50 ml of acetonitrile is placed in a flask under reflux and heated at 10 min. After that, the mixture is cooled to room temperature, 5; 4 g (0.04 mol) of diethylcarbamoyl chloride are added to it, heated for 16 hours at 80-90 ° C, cooled, filtered, the filtrate is drunk in 75 ml of water and filtered. A solid final product is recrystallized from a mixture of ethyl alcohol and hexane (5: 1). The yield of 4.5 g (57%), t.gak 66-68 ° C.
Under the conditions of Example 1, other compounds are prepared as shown in Table 1. one.

O4
PRI mme R 2. Evaluation of the herbicidal action in the pre-emergence treatment of weeds.
The seeds of the experimental plants are sown in special vessels with prepared FW, and immediately after this, the soil is treated with solutions of the active substances and acetone with the addition of supernaturally active substances and diluted with water.
1 Thereafter, the plants are grown under greenhouse conditions for 2 weeks and the herbicidal effect is assessed as a percentage compared to control plants grown in the herbicide-free soil. The results of the experiments are presented in table 2. Compound numbers correspond to the numbers in, Table 1. The dose of active substances in these experiments is 11.2 kg / ha.
PRI me R 3 (comparative). In the words of example 2, comparative tests of known and proposed compounds are carried out. As a test plant, cereal sorn is used for a hedgehog.
Known substances.
A.1- (2,4-5-Trichlorophenyl) -4-propyl-5 (4H) -tetrazolinone.
B 1- (2-Methyl-4,5-dichlorophenyl) -4- - propyl-5 (4H) -tetrazolinone.
B.1- (2,4-Dichlorophenyl) -4-isopropyl-5 (4H) -tetrazolinone.
The results of the experiments are presented in gab.
Example 4: Evaluation of a pre-emergence herbicidal effect at different doses of active substances.
five
0
The experiments were carried out under the conditions of Example 2, using a cinnamon as a test plant. The results of the experiments are presented in table 4.
Individual compounds were studied on cereal weed imitators (wheat and barley) in comparison with the known content of 2- (S, M-diethylcarbamoylmethyl) -5- (4-chlorophenyl) tetrazole „
权利要求:
Claims (1)
[1]
It was established that the proposed compounds at a dose of 2.2 kg / ha affect these plants by 90-95%. The known compound does not damage these plants even at a dose of 5 kg / ha. Invention Formula
A method of controlling undesirable vegetation by treating the soil on which it grows, a tetrazole derivative, characterized in that, in order to increase the herbicidal effect, a compound of the general formula is used as a tetrazole derivative
oh oh
about
five
RN N-CNR R
Ii.
0
where R is fonyl, mono-, di or tri-chlorophenyl, mono-, di- or trimethylphenyl, mono-, di- or trimethoxyphenyl, fluorophenyl, trifluoromethylphenyl, ethoxyphenyl, phenoxyphenyl, ethoxycarbonyl;
 methyl,, isopropyl, R, and R2 together can mean the fragment (CH) 4,
in the amount of 0.28-11.2 kg / ha.
substances of formula
one
R-NAN-CNR, R
N-tm
one
Table 1
R
1584738
.Table
100 100 100
Table4
86 95 95
70 90 85
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同族专利:
公开号 | 公开日
AU566599B2|1987-10-22|
CA1230599A|1987-12-22|
IL73655D0|1985-02-28|
ZA849124B|1985-07-31|
EP0146279A1|1985-06-26|
BR8406179A|1985-09-24|
JPS60146879A|1985-08-02|
IL73655A|1988-03-31|
US4618365A|1986-10-21|
DE3469439D1|1988-03-31|
JPH0224272B2|1990-05-29|
AU3588484A|1985-06-13|
EP0146279B1|1988-02-24|
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法律状态:
优先权:
申请号 | 申请日 | 专利标题
US06/560,031|US4618365A|1983-12-09|1983-12-09|Substituted tetrazolinones and their use as herbicides|
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