SU803844A3 - Herbicidic composition - Google Patents
Herbicidic composition Download PDFInfo
- Publication number
- SU803844A3 SU803844A3 SU762376123A SU2376123A SU803844A3 SU 803844 A3 SU803844 A3 SU 803844A3 SU 762376123 A SU762376123 A SU 762376123A SU 2376123 A SU2376123 A SU 2376123A SU 803844 A3 SU803844 A3 SU 803844A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- compounds
- soil
- experiments
- formula
- herbicidic
- Prior art date
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- 239000000203 mixture Substances 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 abstract description 13
- 239000004009 herbicide Substances 0.000 abstract description 2
- 239000002689 soil Substances 0.000 description 8
- 238000002474 experimental method Methods 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 241000196324 Embryophyta Species 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 230000002363 herbicidal effect Effects 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 238000003973 irrigation Methods 0.000 description 2
- 230000002262 irrigation Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- MJYQFWSXKFLTAY-OVEQLNGDSA-N (2r,3r)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol;(2r,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O.C1=C(O)C(OC)=CC(C[C@@H](CO)[C@H](CO)CC=2C=C(OC)C(O)=CC=2)=C1 MJYQFWSXKFLTAY-OVEQLNGDSA-N 0.000 description 1
- VCZPLKWFZCIVCR-YFKPBYRVSA-N (2s)-2-(3-chloro-4-fluoroanilino)propanoic acid Chemical compound OC(=O)[C@H](C)NC1=CC=C(F)C(Cl)=C1 VCZPLKWFZCIVCR-YFKPBYRVSA-N 0.000 description 1
- SCCCIUGOOQLDGW-UHFFFAOYSA-N 1,1-dicyclohexylurea Chemical compound C1CCCCC1N(C(=O)N)C1CCCCC1 SCCCIUGOOQLDGW-UHFFFAOYSA-N 0.000 description 1
- 244000075850 Avena orientalis Species 0.000 description 1
- 235000007319 Avena orientalis Nutrition 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- 244000056139 Brassica cretica Species 0.000 description 1
- 235000003351 Brassica cretica Nutrition 0.000 description 1
- 235000003343 Brassica rupestris Nutrition 0.000 description 1
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 1
- 241000192043 Echinochloa Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 244000060234 Gmelina philippensis Species 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- 239000002361 compost Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- -1 dusts Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- VYQNWZOUAUKGHI-UHFFFAOYSA-N monobenzone Chemical group C1=CC(O)=CC=C1OCC1=CC=CC=C1 VYQNWZOUAUKGHI-UHFFFAOYSA-N 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
(54) ГЕРБИЦИДНАЯ КОМПОЗИЦИЯ(54) HERBICIDE COMPOSITION
Пример 1. Получение .пропионилоксимного эфира М-бензоил-Н-(3-хлор-5-фторфёнил )-аланина.Example 1. Preparation of M-Benzoyl-H- (3-chloro-5-fluorophenyl) -alanine. Propionyloxime ester.
М-Бензоил-Н-г (З-хлор-4-фторфенил) -аланин (6,4 г, 0,02 моль) раствор ют в метиленхлориде (60 мл), содержащем 2,З-пентандио-2-моноксим (2,3 г 0,02 моль). Реакционную смесь перемешивают во врем добавлени с 4,4 гM-Benzoyl-N-g (3-chloro-4-fluorophenyl) -alanine (6.4 g, 0.02 mol) is dissolved in methylene chloride (60 ml) containing 2, 3-pentandio-2-monoxime (2 , 3 g 0.02 mol). The reaction mixture is stirred at the time of addition with 4.4 g
дициклогексилкарбодиимида. в метиленхлориде (40 мл). Течение реакции прослеживают тонкослойной хроматографией dicyclohexylcarbodiimide. in methylene chloride (40 ml). The course of the reaction is followed by thin layer chromatography.
(кремниевые пластинки), элюентом слуСоединени общей формулы Т(silicon plates), eluent of the compound of general formula T
жит метилеихлорид. Реакцию заканчивают за 8 ч, N , N-дициклогексилмочевину. отфильтровывают. После выпаривани остаток кристаллизуют из смеси этилацетата и петролейного эфира (60-80 с и получают целевой продукт с т..пл. 159-161 0, выход 21%.Methyl chloride. The reaction is completed in 8 hours, N, N-dicyclohexylurea. filtered off. After evaporation, the residue is crystallized from a mixture of ethyl acetate and petroleum ether (60-80 s and the desired product is obtained with mp 159-161 0, yield 21%.
Вычислено дл C2 HjQN204 FC 1 , % : С 60,2; Н 4,8; N 6,7.Calculated for C2 HjQN204 FC 1,%: C 60.2; H 4.8; N 6.7.
Найдено,%: С 59,9; Н 5,0, N 6,7.Found,%: C 59.9; H 5.0, N 6.7.
Аналогично получают соединени , приведенные в табл. 1.The compounds listed in Table 2 are prepared analogously. one.
Таблица 1 Table 1
С СНт With SNT
С WITH
11 о11 o
-с-енхs-enh
СWITH
5five
-c-dH-c-dH
СWITH
НH
оabout
-С-О-СоНк Смола (I О-С-О-СоНк Смола (I О
-С-ИН 154-155 II I О CfeHj-С-ИН 154-155 II I О CfeHj
- С II I о CHj- C II I o CHj
Формы применени средств обычные смачивающиес порошки, дусты, гранулы , растворы, концентраты. Их приготавливают методами - общими при изготовлении препаративных форм пестицидов .Forms of application of conventional wettable powders, dusts, granules, solutions, concentrates. They are prepared by methods - common in the manufacture of preparative forms of pesticides.
Испытание гёрбицидного действи .Trial of the herbicidal action.
Дл оценки гёрбицидного действи соединений по изобретению их испытывают на отдельных представител х растений: маис Zea Mays (Mz); OBec.Avena Sativa (0); райгресс Zolium perenne (R); ежовник Echinochloa crysgalli (BG); горох Pisum sativum (P); льн ное сем Zinum usitatissimum (L); горчица Si par is alba (М); сахарна свекла Beta vulgar is (SB) и помидоры Solanum Licopersicum (T).To assess the herbicidal effect of the compounds of the invention, they are tested on individual plant species: maize Zea Mays (Mz); OBec.Avena Sativa (0); paradise Zolium perenne (R); hedgehog Echinochloa crysgalli (BG); Pisum sativum peas (P); flax seed Zinum usitatissimum (L); mustard Si par is alba (M); sugar beet Beta vulgar is (SB) and tomatoes Solanum Licopersicum (T).
Ведут испытани двух категорий: предвоходовые и послевсходовые. В предвсходовых испытани х ведут обрызгивание очвы, в которую недавно посадили семена указанных растений, жидкими препаратами испытуемых соединений . Послевсходовые испытани ведут двум способами, т.е. поливкой почвы и обрызгиванием листьев.They are testing two categories: pre-entry and post-harvest. In the pre-emergence trials, the seedlings of these plants were recently planted with liquid preparations of the tested compounds. Post-emergence testing is carried out in two ways, i.e. watering the soil and sprinkling the leaves.
-С-СН, 172-174 II О-C-CH, 172-174 II O
В опытах по поливу почвы, в которой посажены саженцы указанных выше растений, почву поливают жидким препаратом , в котором содержитс соединение по изобретению, в опытах поIn soil irrigation experiments, in which seedlings of the above-mentioned plants are planted, the soil is watered with a liquid preparation, in which the compound according to the invention is contained, in experiments on
обрызгиванию листвы растени обрызгивают этим препаратом.to spray the foliage the plants are sprayed with this preparation.
В опытах примен ют почву, представл ющую собой стерилизованную паром модифицированную компостную смесьIn the experiments, the soil is used, which is a steam sterilized modified compost mixture.
Джона Иннеса, в которой половина торца заменена вермикулитом.John Innes, in which the half of the butt is replaced by vermiculite.
Препараты, примен вшиес в этих опытах, готов т разбавлением водой растворов соединений в ацетоне, содержащих 0,4% по весу продукта конденсации алкилфенола и окиси этилена (триторн Х-155. В опытах по обрызгиванию почвы и листвы ацетоновый раствор разбавл ют равным объемом воды и полученный препарат нанос т вPreparations used in these experiments are prepared by diluting with water solutions of compounds in acetone containing 0.4% by weight of a condensation product of alkylphenol and ethylene oxide (tritorne X-155. In experiments on soil and foliage spraying, the acetone solution is diluted with an equal volume of water and the resulting preparation is applied in
количестве 5 и 10 кг активного вещества на 1 га соответственно, что эквивалентно объему 400 л на 1 га. В опытах по поливу почвы 1 об. ацетоового раствора разбавл ют до 155 об.5 and 10 kg of active substance per 1 ha, respectively, which is equivalent to a volume of 400 l per 1 ha. In soil irrigation experiments, 1 vol. the aceto solution is diluted to 155 vol.
одой и полученный препарат примен ютode and the resulting drug is used
t раходом 10 кг/га активного semecTBja с объемным эквивалентом около 3000 л/га.t with a yield of 10 kg / ha of active semecTBja with a volume equivalent of about 3000 l / ha.
Гербицидное действие.соединений оценивают визуально через 7 дней после обрызгивани листвы и полива почвы и через 11 дней после обрызгивани почвы по шкале . оценка О означает , что нет никакого действи на обрабатываемое растение оценка 2 указывает на снижение веса свежего стебл и листвы растений приблизительно на 25%, оценка 5 означает снижение приблизительно на 55%, оценка 9 означает снижение на 95% и т.д.The herbicidal action of the compounds is assessed visually 7 days after spraying the leaves and watering the soil and 11 days after spraying the soil on a scale. O score means that there is no effect on the plant being treated. Grade 2 indicates a decrease in weight of fresh stem and foliage of plants by about 25%, a score of 5 means a decrease of about 55%, a score of 9 means a decrease of 95%, etc.
В качестве сравнени используют соединени , описанные в патенте США 3761508.As a comparison, the compounds described in U.S. Patent 3,761,508 are used.
Результаты опытов приведены в табл. 2.The results of the experiments are given in table. 2
I I
IrIr
Таким образом, предложенные соединени обладают хорошей гербицидной активностью.Thus, the proposed compounds have good herbicidal activity.
Claims (2)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2748275A GB1509034A (en) | 1975-06-30 | 1975-06-30 | Herbicides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU803844A3 true SU803844A3 (en) | 1981-02-07 |
Family
ID=10260316
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU762376123A SU803844A3 (en) | 1975-06-30 | 1976-06-28 | Herbicidic composition |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPS6058745B2 (en) |
| AU (1) | AU510514B2 (en) |
| CA (1) | CA1088089A (en) |
| CH (1) | CH623202A5 (en) |
| DE (1) | DE2628901C2 (en) |
| ES (1) | ES449308A1 (en) |
| FR (1) | FR2316221A1 (en) |
| GB (1) | GB1509034A (en) |
| IT (1) | IT1071489B (en) |
| NL (1) | NL183398C (en) |
| SU (1) | SU803844A3 (en) |
| ZA (1) | ZA763841B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE870067A (en) * | 1978-09-04 | 1979-02-28 | Ciba Geigy | OXIME DERIVATIVES FOR CROP PROTECTION |
| JP4716091B2 (en) * | 2005-03-28 | 2011-07-06 | コクヨ株式会社 | Storage device |
| CN107954898A (en) * | 2017-12-01 | 2018-04-24 | 西北农林科技大学 | Salicylaldoxime ester type compound and preparation method thereof, purposes |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1289042B (en) * | 1965-10-28 | 1969-02-13 | Bayer Ag | Carbamide oximes |
| DE2234816A1 (en) * | 1972-07-13 | 1974-01-31 | Schering Ag | DICHLOROBENZALDEHYDOXIME CARBONATE |
| DE2262402A1 (en) * | 1972-12-15 | 1974-08-01 | Schering Ag | HERBICIDAL PHENOXYCARBONIC ACID OXIMESTER |
-
1975
- 1975-06-30 GB GB2748275A patent/GB1509034A/en not_active Expired
-
1976
- 1976-06-11 CA CA254,661A patent/CA1088089A/en not_active Expired
- 1976-06-28 FR FR7619585A patent/FR2316221A1/en active Granted
- 1976-06-28 ZA ZA763841A patent/ZA763841B/en unknown
- 1976-06-28 AU AU15368/76A patent/AU510514B2/en not_active Expired
- 1976-06-28 IT IT2482376A patent/IT1071489B/en active
- 1976-06-28 CH CH826476A patent/CH623202A5/en not_active IP Right Cessation
- 1976-06-28 JP JP7566776A patent/JPS6058745B2/en not_active Expired
- 1976-06-28 ES ES449308A patent/ES449308A1/en not_active Expired
- 1976-06-28 DE DE19762628901 patent/DE2628901C2/en not_active Expired
- 1976-06-28 SU SU762376123A patent/SU803844A3/en active
- 1976-06-28 NL NL7607051A patent/NL183398C/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CH623202A5 (en) | 1981-05-29 |
| AU510514B2 (en) | 1980-07-03 |
| NL183398B (en) | 1988-05-16 |
| AU1536876A (en) | 1978-01-05 |
| GB1509034A (en) | 1978-04-26 |
| ES449308A1 (en) | 1977-12-01 |
| DE2628901A1 (en) | 1977-01-20 |
| JPS6058745B2 (en) | 1985-12-21 |
| FR2316221A1 (en) | 1977-01-28 |
| IT1071489B (en) | 1985-04-10 |
| DE2628901C2 (en) | 1986-01-09 |
| ZA763841B (en) | 1977-05-25 |
| JPS525726A (en) | 1977-01-17 |
| CA1088089A (en) | 1980-10-21 |
| NL7607051A (en) | 1977-01-03 |
| NL183398C (en) | 1988-10-17 |
| FR2316221B1 (en) | 1979-04-06 |
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