前苏联专利SU1715189A3 Undesirable vegetation control method

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专利摘要:
This invention relates to chemical methods for controlling weeds and unwanted vegetation. The essence of the invention consists in the destruction of weeds with the help of cyclohexanone derivatives of the general formula ^ where R and Ri are the same and denote hydrogen or methyl; R2 is chlorine or bromine; R3 is hydrogen, chlorine, methoxy, ethoxy or ethylthio; R4 is methylthio or Ci-C4 is alkylsulfonyl. The proposed method allows effectively combating weeds with the use of active substances in doses of 0.28-4.48 kg / ha and considerably surpasses the known method, especially when destroying such weeds as bristles, ipome, syt. 10 tablets
公开号:SU1715189A3
申请号:SU843790351
申请日:1984-09-14
公开日:1992-02-23
发明作者:Джеймс Микаели Уильям；Вейн Краатц Гари
申请人:Стауффер Кемикал Компани (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 herbicidal action of the method of weed control based on the use of a cyclohexanedione derivative.
Cyclohexanedione derivatives are known to have herbicidal activity, which include, for example, 2-isobutylcarbonylcyclohexan-3, 5-dione derivatives.
However, the known herbicides of this group are not sufficiently effective in controlling weeds, especially such as bristle, ipome, syt.
EXAMPLE 1. Preparation of 2- (2-chloro-4-methylsulfonylbenzoyl) cyclohexan-1,3-dione (compound 1).
0.1 mol of cyclohexane-1,3dione, 0.1 mol of 2-chloro-4-methylsulfonylbenzoyl cyanide, 0.11 mol of anhydrous powdered zinc chloride, 100 ml of methylene chloride are mixed and 0.12 mol of triethylamine is added to this mixture while cooling.

权利要求:
Claims (2)
[1]
After that, the reaction mixture is stirred at room temperature for 5 hours, poured into 2 n. hydrochloric acid, the aqueous phase is drained, and the organic phase is washed 4 times with 5% sodium carbonate solution. The washings are combined, acidified with hydrochloric acid. extracted with methylene chloride, dried and concentrated. The product thus obtained is dissolved in ether and stirred in 250 ml of a 5% solution of copper acetate. The resulting copper salt is filtered with bn. hydrochloric acid to decompose salt. The extract is washed with ether and get the target product in the form of a solid substance with so pl. lAO-Hl C. In similar conditions, other substances are obtained, a list of which is presented in Table 1. The spectral analysis data are given for some compounds: Compound Spectral analysis data of 4 ICIR (KBg disk): 3100-3040 (ar. C-H), 2960-2880 (al. C-H), 1670 and 1590-1550 08-diketone) , 1320 and 1150 (502) 6 MK 1R (KVG film): 3060 (A. C – H), 2980–2890 (al. C – H), 1680 and 1600–1570 F-diketone), 1320 and 1155 (S02 ) 8 IR IR (KVG film): 3080 (A. C-H), 2960-2880 (al, C-H), 1675 and 1600-1560 (/ -diketone), 1310 and 1130 (SOz) 12IK IR (KVg film): 3090-3020 (al. C-H), 2960-2890 (al. C-H), 1670 and 1600-1550 (-diketone), 1310 and 1150 (S02) 13IK IR (KBG disk): 3080 and 3060 (A.C.-H). disk 2980-2890 (al. CH), 1670 and 16001550 f -diketone), 1310 and 1150 (S02) 15 IR 1R (KBG disk): 3100-3040 (ar. CH), 2960-2890 (al. C -H), 1675 and 1570-1530 -diketone) 17IK 1R (KVg film): 3060-3030 (ar. C-H), 2930-2850 (al. C-H), 1650 and 1590-1520 (-diketone) , 1300 and 1130 (S02) 18IK IR (KBG film): 3080-3030 (ar. С-Н), 2960-2880 (al. С-Н), 1675 and 1600-1550 (/ 3-diketone), 1320 and 1150 (S02) 19IR IR (KBG disk): 3080-3030 (ar. CH), 2960-2880 (al. C-H), 1675 and 1600-1550 (-diketone), 1320 and 1150 (SOa) 1020 (C -0) 20IR IR (KBG film): 3060 (ar. C-H), 2960-2870 (al. C-H), 1670 and 1600-155005-diketone), 1310 and 1135 (S02) 1020 (C-0) PRI mme R 2. Dovskhodov processing. Seeds of experimental plants are planted in a greenhouse in special vessels filled with soil and after 1 day after that the soil is treated with a water-acetone solution of the active substance containing an emulsifier. After that, the plants are grown for two weeks under greenhouse conditions and the herbicidal effect is evaluated on a scale from 0 to 100: O — no effect; 100 - complete damage to plants. PRI me R 3. Post-harvest processing. Experimental plants are grown under greenhouse conditions for 10–12 days and treated with solutions of active substances by applying to the soil surface. The evaluation of the herbicidal action was carried out two weeks after the treatment according to the scale described in example
[2]
2. Under the conditions of examples 2 and 3, comparative experiments were carried out with a known herbicide (compound A) CL nJ42 CH3% in Table. 2 shows the results of pre-emergence treatment of plants with a dose of the active substance of 4.48 kg / ha; in tab. 3 results of post-emergence treatment of plants; in tab. 4 - results of pre-emergence treatment of plants with a dose of active substances of 0.56 kg / ha; in tab. 5 - results of post-harvest treatment of plants with a dose of active substances of 0.56 kg / ha; in tab. 6 and 7 - results of pre-emergence treatment of plants with a dose of active substances of 2.24 kg / ha; in fig. 8 - post-emergence treatment of plants at a dose of active substances of 0.28 kg / ha; in tab. 9 and 10 - results of pre-emergence and post-emergence treatment of plants at a dose of active substances of 0.28 kg / ha, respectively. In tab. 2-10, the test plants are designated as follows: A, bristle; B ezhovnik; B - wild oat; G - ipome; D - limnokharis; E - mustard; W - willow herb; 3 - amaranth; And - syt; K - fire; L - chaff; M - sorghum; H - hemp; O - Nightshade; P - Cockerel; R sesbani. Claims of Invention A method of controlling undesirable vegetation by treating it or the soil on which it grows is a derivative of cyclohexanedione, characterized in that, in order to increase the herbicidal effect, a compound of the general formula where R and RI are identical, hydrogen or methyl ; R2 is chlorine or bromine; RS is hydrogen, chlorine, methoxy, ethoxy or ethylthio; R4 is methylthio or C1-C4-alkylsulfonyl, in the amount of 0.28-4.48 kg / ha.
Table 1
Experimental plants and degree of herbicidal action
IJI ::: Z :: IIZIZ :: TI :: I
80
80
95
60
ten
70
100
90
100
100
100
100
85
90
90
85
100
100
80
20
70
90
75
75
100
70
100
100
100
75
100
95
100
75
100
95,100
100
30 80 80 85
75
80
80
80
75
eight
Table 3
P
100
100
90.
80
20
ten
50
100
100
70
100
100
80
100
100
100
35
100
ko
35
100
kQ
kQ kQ 20 30 kQ 25 80 50
70
100
95
100
95
35
100
85
100
80
100
95
95
80
90
95
100
Experience not conducted.
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Compound, Experimental plants and the degree of herbicidal activity I (comparative experience)
Compound Plants and degree of herbicidal action: action (comparative experience)
| A; B: in i g i d I and
Table 10

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引用文献:

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US4938796A|1987-07-06|1990-07-03|Ici Americas Inc.|Herbicidal compositions of acylated 1,3-dicarbonyl herbicides and antidotes therefor|

WO1993020035A1|1992-04-03|1993-10-14|Nippon Soda Co., Ltd.|Process for producing cyclopropane derivative|

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法律状态:

优先权:

申请号 | 申请日 | 专利标题

US53286983A| true| 1983-09-16|1983-09-16|

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