SU1676435A3 - Method for struggle against weeds - Google Patents
Method for struggle against weeds Download PDFInfo
- Publication number
- SU1676435A3 SU1676435A3 SU864028283A SU4028283A SU1676435A3 SU 1676435 A3 SU1676435 A3 SU 1676435A3 SU 864028283 A SU864028283 A SU 864028283A SU 4028283 A SU4028283 A SU 4028283A SU 1676435 A3 SU1676435 A3 SU 1676435A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- benzene
- chlorine
- struggle against
- against weeds
- methyl
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/42—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing within the same carbon skeleton a carboxylic group or a thio analogue, or a derivative thereof, and a carbon atom having only two bonds to hetero atoms with at the most one bond to halogen, e.g. keto-carboxylic acids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/48—Nitro-carboxylic acids; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
- C07C205/56—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups bound to carbon atoms of six-membered aromatic rings and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Изобретение относитс к химическим способам борьбы с сорной и нежелательной растительностью.This invention relates to chemical methods for controlling weeds and unwanted vegetation.
Целью изобретени вл етс повышение гербицидного действи способа борьбы с сорн ками, основанного на использовании производного малоновой кислотыThe aim of the invention is to increase the herbicidal action of the method of controlling weeds, based on the use of a derivative of malonic acid.
Пример 1 о Получение диэти- лового эфира 5-(2-хлор 4-трифторме- тилфенокси)-2-нитробензоилмалоновой кислоты с,Example 1 Preparation of 5- (2-chloro 4-trifluoromethylphenoxy) -2-nitrobenzoylmalonic acid diethyl ester with
Данное соединение получают трем способами оThis compound is obtained in three ways.
А. К раствору 38,0 г 5-(2-хлор- -4-трифторметилфенокси)-2-нитробензоилхлорида и 50 мл бензола добавл ют по капл м при комнатной температуре в течение 30 мин раствор этоксимаг- ниймалоната, полученный из 17,6 г диэтилмалоната в 50 мл бензола По окончании добавлени реакционную смесь нагревают до температуры кипени в течение 1 ч и после этого охлаждают о К в зкому раствору добавл ют при перемешивании 50 мл 20%-ной серной кислотьи Фазы раздел ют, водный слой дважды экстрагируют бензолом порци ми по 50 мл, экстракты соедин ют, промывают водой и раствором бикарбоната натри и испар ют Получают в виде желтого масла 47,8 г целевого соединени , которое послеA. To a solution of 38.0 g of 5- (2-chloro-4-trifluoromethylphenoxy) -2-nitrobenzoyl chloride and 50 ml of benzene is added dropwise at room temperature for 30 minutes a solution of ethoxymagneimalonate obtained from 17.6 g of diethyl malonate in 50 ml of benzene. After the addition is complete, the reaction mixture is heated to boiling point for 1 h and then cooled. To the viscous solution 50 ml of 20% sulfuric acid are added with stirring. The phases are separated and the aqueous layer is extracted twice with benzene portion 50 ml each, the extracts are combined, washed with water and with a solution sodium bicarbonate and evaporated. 47.8 g of the expected compound are obtained in the form of a yellow oil, which, after
аbut
VIVI
&&
со елcoke
CJCJ
кристаллизации из смеси бензол - гексан имеет ТПЛ /2-76°С,crystallization from a mixture of benzene - hexane has TPL / 2-76 ° C,
Б.Смесь 19, 7 г 2-хлор-4-трифторме- тилфенола, 32, 7 гдиэтилового эфира 2-нитро-А-фторбензоилмалоновой кислоты , 13,8 г карбоната кали и 100 мл безводного днметнлсульфоксида перемешивают при 50°С. Через 24 ч реакцион- i ную смесь разбавл ют 100 мл воды и трижды экстрагируют бензолом порци ми по 50 мл. Бензольные фазы высушивают над безводным сульфатом магни и растворитель отгон ют. Полученное желтое масло перекристаллиэовывают из смеси бензола и гексана Получают 40,3 г целевого соединени , Тпд 72- У6° С оB. A mixture of 19, 7 g of 2-chloro-4-trifluoromethylphenol, 32, 7 of 2-nitro-A-fluorobenzoylmalonic acid diethyl ester, 13.8 g of potassium carbonate, and 100 ml of anhydrous dimethyl sulfoxide are stirred at 50 ° C. After 24 hours, the reaction mixture was diluted with 100 ml of water and extracted three times with benzene in 50 ml portions. The benzene phases are dried over anhydrous magnesium sulphate and the solvent is distilled off. The resulting yellow oil is recrystallized from a mixture of benzene and hexane. 40.3 g of the title compound are obtained, mpd 72-V6 ° C o
Во Смесь 21,9 г натрий-2-хлор-4- -трифторметилфенол та, 32,/ г диэтилового эфира 2-нитро-4-фторбензоил- малоновой кислоты и 100 мл безводного диметилформамида перемешивают при 50°С о Через 24 ч реакционную смесь 25 разбавл ют 100 мл воды и трижды экстрагируют бензолом порци ми по 50 мл Бензольные фазы высушивают над безводным сульфатом магни и испар ют„ Полученное желтое масло перекристаллиэовывают из смеси бензола и гекса20A mixture of 21.9 g of sodium-2-chloro-4-β-trifluoromethylphenol, 32, / g of 2-nitro-4-fluorobenzoyl-malonic acid diethyl ether and 100 ml of anhydrous dimethylformamide was stirred at 50 ° C. After 24 h, the reaction mixture 25 is diluted with 100 ml of water and extracted three times with benzene in 50 ml portions. The benzene phases are dried over anhydrous magnesium sulfate and evaporated. The resulting yellow oil is recrystallized from a mixture of benzene and hexa20.
30thirty
на, получают вещество с Тпл 72-/Ь Сon, receive substance with Tpl 72- / Ь With
Аналогично получают другие соединени , представленные в таблс 1СOther compounds presented in Table 1C are prepared analogously.
Пример 2. Определение герби- цидного действи сExample 2. Determination of herbicidal action with
Семена опытных растений высевают в пластмассовые сосуды, наполненные песком, обрабатывают почву эмульси ми активных веществ и выращивают растени в услови х теплицы в течение 4 недель (довсходова обработка)Seeds of experimental plants are sown in plastic vessels filled with sand, soil is treated with emulsions of active substances and plants are grown in greenhouse conditions for 4 weeks (pre-emergence treatment)
При послевсходовой обработке опытные растени выращивают в услови х теплицы до определенной стадии разви- ти и затем обр. ми активных веществ.In post-harvest treatment, the experimental plants are grown under greenhouse conditions until a certain stage of development and then arr. mi active substances.
Оценку гербицндного действи провод т через 4 недели после обработки и выражают ее шкалой от 0 до 10: О - отсутствие повреждений, 10 - полна гибель растений, 1-9 - промежуток ные значенийEvaluation of herbal action was carried out 4 weeks after treatment and expressed in a scale from 0 to 10: O - no damage, 10 - complete death of plants, 1-9 - intermediate values
Дл сравнени используют известное гербицидно-активное соединение (А):For comparison, the known herbicidally active compound (A) is used:
С1СООСН(СООС2Н5)2С1СООСН (СООС2Н5) 2
Результаты опытов представлены в табл„ 2 и 3,,The results of the experiments are presented in Table „2 and 3 ,,
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU853797A HU196884B (en) | 1985-10-01 | 1985-10-01 | Herbicides comprising phenoxy-benzoyl-malon ester derivatives as active ingredient and process for producing the active ingredients |
Publications (1)
Publication Number | Publication Date |
---|---|
SU1676435A3 true SU1676435A3 (en) | 1991-09-07 |
Family
ID=10965547
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU864028283A SU1676435A3 (en) | 1985-10-01 | 1986-09-30 | Method for struggle against weeds |
Country Status (14)
Country | Link |
---|---|
JP (1) | JPS6281353A (en) |
AU (1) | AU595834B2 (en) |
BE (1) | BE905534A (en) |
CH (1) | CH676595A5 (en) |
CS (1) | CS273620B2 (en) |
DD (2) | DD255729A5 (en) |
DE (1) | DE3632492A1 (en) |
FR (1) | FR2587998B1 (en) |
GB (1) | GB2181133B (en) |
HU (1) | HU196884B (en) |
IL (1) | IL79974A (en) |
NL (1) | NL8602481A (en) |
SE (1) | SE8604148L (en) |
SU (1) | SU1676435A3 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5925795A (en) * | 1996-09-16 | 1999-07-20 | Zeneca Limited | Processes for the preparation of aryl-β-diketones, arylpyrimidine ketones and crop protection intermediates |
-
1985
- 1985-10-01 HU HU853797A patent/HU196884B/en not_active IP Right Cessation
-
1986
- 1986-09-08 IL IL79974A patent/IL79974A/en unknown
- 1986-09-18 CH CH3682/86A patent/CH676595A5/de not_active IP Right Cessation
- 1986-09-24 DE DE19863632492 patent/DE3632492A1/en not_active Withdrawn
- 1986-09-25 DD DD86301113A patent/DD255729A5/en not_active IP Right Cessation
- 1986-09-25 DD DD86294689A patent/DD249840A5/en not_active IP Right Cessation
- 1986-09-30 JP JP61230188A patent/JPS6281353A/en active Pending
- 1986-09-30 FR FR8613597A patent/FR2587998B1/en not_active Expired
- 1986-09-30 GB GB8623486A patent/GB2181133B/en not_active Expired
- 1986-09-30 SU SU864028283A patent/SU1676435A3/en active
- 1986-09-30 AU AU63266/86A patent/AU595834B2/en not_active Ceased
- 1986-09-30 SE SE8604148A patent/SE8604148L/en not_active Application Discontinuation
- 1986-10-01 BE BE0/217241A patent/BE905534A/en not_active IP Right Cessation
- 1986-10-01 CS CS705886A patent/CS273620B2/en unknown
- 1986-10-01 NL NL8602481A patent/NL8602481A/en not_active Application Discontinuation
Non-Patent Citations (1)
Title |
---|
Патент СССР № 1152506, кл. А 01 N 37/40, С 07 С 69/76, 1981. * |
Also Published As
Publication number | Publication date |
---|---|
CH676595A5 (en) | 1991-02-15 |
FR2587998B1 (en) | 1988-08-05 |
GB2181133B (en) | 1989-03-22 |
AU6326686A (en) | 1987-04-09 |
SE8604148L (en) | 1987-04-02 |
CS705886A2 (en) | 1990-08-14 |
AU595834B2 (en) | 1990-04-12 |
HUT41590A (en) | 1987-05-28 |
BE905534A (en) | 1987-02-02 |
FR2587998A1 (en) | 1987-04-03 |
IL79974A0 (en) | 1986-12-31 |
DD255729A5 (en) | 1988-04-13 |
DE3632492A1 (en) | 1987-04-16 |
HU196884B (en) | 1989-02-28 |
GB2181133A (en) | 1987-04-15 |
DD249840A5 (en) | 1987-09-23 |
JPS6281353A (en) | 1987-04-14 |
GB8623486D0 (en) | 1986-11-05 |
IL79974A (en) | 1990-09-17 |
NL8602481A (en) | 1987-05-04 |
CS273620B2 (en) | 1991-03-12 |
SE8604148D0 (en) | 1986-09-30 |
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