SU852167A3 - Method of preparing (3-methoxycarbonylamino)phenyl ester of n-ethylcarbanilic acid - Google Patents
Method of preparing (3-methoxycarbonylamino)phenyl ester of n-ethylcarbanilic acid Download PDFInfo
- Publication number
- SU852167A3 SU852167A3 SU792757223A SU2757223A SU852167A3 SU 852167 A3 SU852167 A3 SU 852167A3 SU 792757223 A SU792757223 A SU 792757223A SU 2757223 A SU2757223 A SU 2757223A SU 852167 A3 SU852167 A3 SU 852167A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- ethylcarbanilic
- ester
- phenyl ester
- methoxycarbonylamino
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/22—O-Aryl or S-Aryl esters thereof
Abstract
Description
ни , что имеет огромное хоз йственное значение.neither that is of great economic significance.
Целесообразна новое соединение или его смесь с другими гербкцидными биологически активными веществами примен ть в виде порс вков , химических препаратов дл внесени в почву, гранул тов, расворов , эмульсий или суспензий, при добавке жидких и/или твердых носителей или разбавителей или смачивателей , прилипателей, эмульгаторов и/или диспергаторов.It is advisable to use a new compound or its mixture with other germicidal biologically active substances in the form of powder coatings, chemical preparations for soil application, granules, solutions, emulsions or suspensions, with the addition of liquid and / or solid carriers or diluents or wetting agents, adhesives, emulsifiers and / or dispersants.
Пример 1. а) 46,0 г (0,16 моль) 3-нитрофенилового эфира N-этилкарбаниловой кислоты в 400 мл тетрагидрофурана гидрируют в присутствии 4 г никел Рене при 2бос. После отфильтровывани никел Рене выпаривают при пониженном давлении и остаток перекристаллизовывают из смеси этилацетата с пентаном. Выход составл ет 25,4 г (52% от теории). Получают 3- аминофениловый эфир Nэтилкарбаниловой кислоты с т.пл. 68-700 С,Example 1. a) 46.0 g (0.16 mol) of N-ethylcarbanilic acid 3-nitrophenyl ester in 400 ml of tetrahydrofuran are hydrogenated in the presence of 4 g of Rene nickel at 2bos. After filtering off the nickel, Rene is evaporated under reduced pressure and the residue is recrystallized from a mixture of ethyl acetate and pentane. The yield is 25.4 g (52% of theory). 3-aminophenyl ester of neethylcarbanilic acid is obtained with a mp. 68-700 C,
б) 25 г (0,0975 моль) 3-аминофенилового эфира N-этилкарбанилрвой кислоты раствор ют в незначительном количестве этилацетата. После добавлени 20 мл врды и 4,0 г (0,1 моль) окиси магни при перемешивании и охлаждений до прикапывают 9,2 г (0/0975 моль) метилового эфира хлормуравьиной кислоты. Продолжают перемешивать в течение 30 мин при , затем органическую фазу отдел ют, промывают разбавленной сол ной кислотой и водой и после высушивани над сульфатом магни выпаривают при пониженном давлении. Масл нистый остатбк кристаллизуетс из смеси диизопропилового эфира с пентаном. - Выход: 27,9 г 91% от теории. Получают (З-метоксикарбониламино)фениловый эфир N-этилк рбаниловой кислоты с т.пл. 110-110,.b) 25 g (0.0975 mol) of N-ethylcarbanilic acid 3-aminophenyl ester is dissolved in a small amount of ethyl acetate. After addition of 20 ml of vrda and 4.0 g (0.1 mol) of magnesium oxide with stirring and cooling, 9.2 g (0/0975 mol) of methyl chloroformate are added dropwise. Stirring is continued for 30 minutes with then the organic phase is separated, washed with dilute hydrochloric acid and water and, after drying over magnesium sulfate, evaporated under reduced pressure. The oily residue crystallizes from a mixture of diisopropyl ether and pentane. - Yield: 27.9 g 91% of theory. An (3-methoxycarbonylamino) phenyl ester of N-ethyl benzanoic acid is obtained with a mp. 110-110,
Полученное соединение растворимо Q в ацетоне, циклогексаноне, хлористом, метилене, этилацетате и диметилформамиде . Оно нерастворимо в воде и бензине.The resulting compound is soluble Q in acetone, cyclohexanone, chloride, methylene, ethyl acetate and dimethylformamide. It is insoluble in water and gasoline.
П р и м е р 2. ПеречисленныеPRI mme R 2. Listed
ниже растени в теплице обрабатываютbelow the plants in the greenhouse are treated
по послевсходовому способу при норме расхода 1 кг биологически активного вещества/га. В качестве сравнительного средства служит фенмедифам. Растени наход тс в ранней стадии 0 развити . Наносимбе количество жидкости составл ет 500 л/га. Средства нанос тс в виде водных эмульсий. Спуст 14 дней оценивают успешность обработки.by the post-emergence method at a consumption rate of 1 kg of biologically active substance / ha. As a comparative tool is phenmedifam. The plants are in an early stage of development. The nanosimbe amount of fluid is 500 L / ha. Agents are applied in the form of aqueous emulsions. After 14 days evaluate the success of the treatment.
5 ; .„ : .. / - :, :five ; . „: .. / -:,:
Полное уничтожение О Никакого повреждени -10Complete destruction About No damage -10
Как видно из таблицы, предлагаемое соединение при хорошей совместиг 0 мости с культурными растени ми про вл ет хорошее действие против сорн ков , в то врем как сравнительное средство при более незначительном воздействии сильно повреждает культурные растени . .As can be seen from the table, the proposed compound, with good compatibility with cultivated plants, has a good action against weeds, while a comparative remedy, with a minor effect, severely damages cultivated plants. .
Claims (2)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2819748A DE2819748C2 (en) | 1978-05-02 | 1978-05-02 | N-Ethylcarbanilic acid (3-methoxycarbonylamino) phenyl ester, a process for the preparation of this compound and a selective herbicidal agent containing it |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU852167A3 true SU852167A3 (en) | 1981-07-30 |
Family
ID=6038754
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU792757223A SU852167A3 (en) | 1978-05-02 | 1979-04-27 | Method of preparing (3-methoxycarbonylamino)phenyl ester of n-ethylcarbanilic acid |
Country Status (31)
| Country | Link |
|---|---|
| JP (1) | JPS54144338A (en) |
| AR (1) | AR222653A1 (en) |
| AT (1) | AT365895B (en) |
| AU (1) | AU522366B2 (en) |
| BE (1) | BE875991A (en) |
| BR (1) | BR7902627A (en) |
| CA (1) | CA1108639A (en) |
| CH (1) | CH639946A5 (en) |
| CS (1) | CS207787B2 (en) |
| DD (1) | DD143200A5 (en) |
| DE (1) | DE2819748C2 (en) |
| EG (1) | EG13834A (en) |
| ES (1) | ES478923A1 (en) |
| FI (1) | FI790909A (en) |
| FR (1) | FR2424905A1 (en) |
| GB (1) | GB2020283B (en) |
| GR (1) | GR73571B (en) |
| HU (1) | HU184202B (en) |
| IL (1) | IL57073A (en) |
| IN (1) | IN150828B (en) |
| IT (1) | IT1166730B (en) |
| MX (1) | MX5787E (en) |
| NL (1) | NL7901680A (en) |
| PH (1) | PH14259A (en) |
| PL (1) | PL116642B1 (en) |
| PT (1) | PT69398A (en) |
| RO (3) | RO78022A (en) |
| SE (1) | SE7902441L (en) |
| SU (1) | SU852167A3 (en) |
| TR (1) | TR20603A (en) |
| YU (1) | YU40364B (en) |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1567151C3 (en) * | 1965-04-09 | 1974-02-21 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Diurethanes, processes for the preparation of these compounds and herbicidal compositions containing them |
| US3535101A (en) * | 1966-09-07 | 1970-10-20 | Schering Ag | Herbicide and algicide means |
| US3901936A (en) * | 1966-10-15 | 1975-08-26 | Schering Ag | Process for the preparation of n-carbamoyloxyphenyl carbamates |
| JPS5140073A (en) * | 1974-06-28 | 1976-04-03 | Siemens Ag | SHIRIKONNODOOPINGUHOHO |
| DE2557552C2 (en) * | 1975-12-18 | 1984-12-20 | Schering AG, 1000 Berlin und 4709 Bergkamen | Diurethanes and herbicidal agents containing these compounds as active ingredients |
-
1978
- 1978-05-02 DE DE2819748A patent/DE2819748C2/en not_active Expired
-
1979
- 1979-03-02 NL NL7901680A patent/NL7901680A/en not_active Application Discontinuation
- 1979-03-16 FI FI790909A patent/FI790909A/en not_active Application Discontinuation
- 1979-03-19 SE SE7902441A patent/SE7902441L/en unknown
- 1979-03-19 YU YU667/79A patent/YU40364B/en unknown
- 1979-03-23 ES ES478923A patent/ES478923A1/en not_active Expired
- 1979-03-27 PT PT69398A patent/PT69398A/en unknown
- 1979-03-29 IN IN208/DEL/79A patent/IN150828B/en unknown
- 1979-04-06 IT IT21636/79A patent/IT1166730B/en active
- 1979-04-07 GR GR58833A patent/GR73571B/el unknown
- 1979-04-15 IL IL7957073A patent/IL57073A/en unknown
- 1979-04-18 AR AR276229A patent/AR222653A1/en active
- 1979-04-20 CS CS792753A patent/CS207787B2/en unknown
- 1979-04-23 GB GB7914092A patent/GB2020283B/en not_active Expired
- 1979-04-25 CA CA326,275A patent/CA1108639A/en not_active Expired
- 1979-04-25 DD DD79212488A patent/DD143200A5/en unknown
- 1979-04-26 MX MX797937U patent/MX5787E/en unknown
- 1979-04-27 SU SU792757223A patent/SU852167A3/en active
- 1979-04-27 HU HU79SCHE677A patent/HU184202B/en unknown
- 1979-04-30 BR BR7902627A patent/BR7902627A/en unknown
- 1979-04-30 CH CH405879A patent/CH639946A5/en not_active IP Right Cessation
- 1979-04-30 PH PH22442A patent/PH14259A/en unknown
- 1979-04-30 RO RO7987405A patent/RO78022A/en unknown
- 1979-04-30 AT AT0323279A patent/AT365895B/en not_active IP Right Cessation
- 1979-04-30 PL PL1979215274A patent/PL116642B1/en unknown
- 1979-04-30 RO RO79104234A patent/RO80177A/en unknown
- 1979-04-30 TR TR20603A patent/TR20603A/en unknown
- 1979-05-01 JP JP5256679A patent/JPS54144338A/en active Pending
- 1979-05-01 AU AU46578/79A patent/AU522366B2/en not_active Ceased
- 1979-05-02 EG EG254/79A patent/EG13834A/en active
- 1979-05-02 BE BE0/194952A patent/BE875991A/en not_active IP Right Cessation
- 1979-05-02 FR FR7911009A patent/FR2424905A1/en active Granted
- 1979-05-30 RO RO79104223A patent/RO80176A/en unknown
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