FI78681B - Foerfarande foer framstaellning av fenmedifam eller desmedifam. - Google Patents
Foerfarande foer framstaellning av fenmedifam eller desmedifam. Download PDFInfo
- Publication number
- FI78681B FI78681B FI852010A FI852010A FI78681B FI 78681 B FI78681 B FI 78681B FI 852010 A FI852010 A FI 852010A FI 852010 A FI852010 A FI 852010A FI 78681 B FI78681 B FI 78681B
- Authority
- FI
- Finland
- Prior art keywords
- carbamate
- water
- reaction
- process according
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/707—1,2,3- or 1,2,4-triazines; Hydrogenated 1,2,3- or 1,2,4-triazines
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Claims (9)
1. Förfarande för framställning av fenmedifam eller desmedlfam med formel Ia respektlve Ib 5 10 kj*-!ra-f0CH3 UJ-sa-SOC^Hs 0 o Ia Ib 15 genom omsättning av eventuellt in situ framställda N-hydroxifenyl-karbamater med den allmänna formeIn II Λ 20 2 11 O 2 där R aveer a) metyl eller b) etyl, med isocyanater med den allmänna 25 formel IV rLk-C-O IV där R* avser a) 3-tolyl eller b) fenyl, kännetecknat därav, att reaktionen utförs med minst av möjliga förlust av isocyanat och vid en temperatur pa högst 100°C, i ett vattenmedium som innehaller minst 50 Z vetten, vid pH-värdet ca 9 och under kraftig omröring eller agitation, varvid molförhallandet mellan lsocyanatet IV och N-hydroxi-fenylkarbamatet II icke överstiger det ekvimolära. 1
2. Framställningsförfarande enllgt patentkravet 1, kännetecknat därav, att vattenmediet innefattar minst 90 Z vatten, fördelaktlgt 100 Z vatten. 27 78681
^ 3. Framställningsförfarande enligt patentkravet 1 eller 2, k ä n n e - t e c k n a t därav, att molförhallandet me11an karbamatmellanprodukten och isocyanatet Mr 2:1-1:1.
4. Framställningsförfarande enligt vilket som helat av patentkraven 1-3, kännetecknat därav, att ieocyanatet sättes tili det vatten-medium som innehäller karbamatmellanprodukten.
5. Framställningsförfarande enligt vilket som heist av patentkraven 1-4, ^0 kännetecknat därav, att reaktionen utförs vid en temperatur pä 0-100°C.
6. Framställningsförfarande enligt vilket som heist av kraven 1-5, kännetecknat därav, att metyl(3-hydroxifenyl)karbamat ^5 omsättes i vatten med 3-tolylisocyanat för att bllda metyl(3-(3-tolyl-karbamoyloxl)fenyl)karbamat (fenmedifam).
7. Framställningsförfarande enligt vilket som heist av patentkraven 1-5, kännetecknat därav, att etyl-N-(3-hydroxifenyl)karbamat 20 omsättes i vatten med fenylisocyanat för att bilda etyl(3-fenylkarba-moyloxifenyl)karbamat (desmedlfam).
8. Framställningsförfarande enligt patentkrav 1, kännetecknat därav, att in situ-frametällningen av förenlngarna med den 2ίϊ allmänna formeln II utföres i och med att 3-aminofenol omsättes med en klormyrsyraester med den allmänna formeln III CICOOR2 III ΟΛ 2 # m ου där R har den i krav 1 anförda betydelsen vid ett molförhällande pä ca 1:1, i vattenmedium.
9. Framställningsförfarande enligt vilket som heist av patentkraven 1-8, kännetecknat därav, att slutprodukten med formeln I 1 35 vattenuppslamningen extraheras med ett med vatten icke-blandbart lösnlngsmedel.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FI870260A FI870260A (fi) | 1984-02-29 | 1987-01-21 | Herbicidiska sammansaettningar innehaollande herbicidiskt aktiva fenylkarbamater. |
FI903418A FI903418A0 (fi) | 1984-02-29 | 1990-07-06 | Stabiliserade flytande herbicidpreparat. |
Applications Claiming Priority (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DK429483A DK429483D0 (da) | 1983-09-20 | 1983-09-20 | Fremgangsmade til fremstilling af herbicidt virksomme forbindelser |
DK429483 | 1983-09-20 | ||
DK148684 | 1984-02-29 | ||
DK148684A DK148684D0 (da) | 1984-02-29 | 1984-02-29 | Fremgangsmaade til fremstilling af herbicidt virksomme forbindelser |
DK297884A DK297884D0 (da) | 1984-06-18 | 1984-06-18 | Fremgangsmaade til fremstilling af herbicidt virksomme forbindelser |
DK297884 | 1984-06-18 | ||
PCT/DK1984/000092 WO1985001286A1 (en) | 1983-09-20 | 1984-09-20 | A process for the preparation of herbicidally active phenyl carbamates and herbicidal compositions containing the same |
DK8400092 | 1984-09-20 |
Publications (4)
Publication Number | Publication Date |
---|---|
FI852010L FI852010L (fi) | 1985-05-20 |
FI852010A0 FI852010A0 (fi) | 1985-05-20 |
FI78681B true FI78681B (fi) | 1989-05-31 |
FI78681C FI78681C (sv) | 1992-04-22 |
Family
ID=27221306
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI852010A FI78681C (sv) | 1983-09-20 | 1985-05-20 | Förfarande för framställning av fenmedifam eller desmedifam |
Country Status (11)
Country | Link |
---|---|
US (1) | US4748265A (sv) |
EP (1) | EP0142670B1 (sv) |
DE (1) | DE3482321D1 (sv) |
ES (1) | ES8604495A1 (sv) |
FI (1) | FI78681C (sv) |
HU (1) | HU195477B (sv) |
PL (1) | PL141436B1 (sv) |
RO (1) | RO93742B (sv) |
TR (1) | TR23041A (sv) |
WO (1) | WO1985001286A1 (sv) |
YU (2) | YU45662B (sv) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2596618B1 (fr) * | 1986-04-02 | 1988-07-15 | Rhone Poulenc Agrochimie | Compositions herbicides a base de biscarbamate et le procede de traitement herbicide les utilisant |
DK191386D0 (da) * | 1986-04-24 | 1986-04-24 | Koege Kemisk Vaerk | Emulgatorsystem |
US5268352A (en) * | 1989-11-22 | 1993-12-07 | American Cyanamid Company | Herbicidal emulsifiable suspension concentrate compositions |
DE4114801A1 (de) * | 1990-07-06 | 1992-01-09 | Bayer Ag | Herbizide mittel auf basis einer kombination von metamitron/ethofumesat/phenmedipham/desmedipham |
DK284990D0 (da) | 1990-11-30 | 1990-11-30 | Kvk Agro As | Herbicide kompositioner |
DK284890D0 (da) * | 1990-11-30 | 1990-11-30 | Kvk Agro As | Stabiliserede herbicide kompositioner |
DE4329974A1 (de) | 1993-09-04 | 1995-03-09 | Stefes Pflanzenschutz Gmbh | Wäßrige herbizide Suspensionskonzentrate |
US5413615A (en) * | 1994-05-02 | 1995-05-09 | Chevron Chemical Company | Polyalkyl hydroxy and amino aromatic carbamates and fuel compositions containing the same |
DE19605786A1 (de) * | 1996-02-16 | 1997-08-21 | Hoechst Schering Agrevo Gmbh | Ölsuspensionskonzentrate |
AU779923B2 (en) * | 1999-07-08 | 2005-02-17 | Georgia State University | Novel prodrugs for antimicrobial amidines |
DE19963381A1 (de) | 1999-12-28 | 2001-07-12 | Aventis Cropscience Gmbh | Tensid/Lösungsmittel-Systeme |
EP2090166A1 (de) | 2008-02-14 | 2009-08-19 | Bayer CropScience AG | Flüssige herbizide Zubereitungen |
Family Cites Families (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE127091C (sv) * | ||||
US2651658A (en) * | 1948-03-23 | 1953-09-08 | Columbia Southern Chem Corp | Production of compounds of phosgene |
US3404975A (en) * | 1964-12-18 | 1968-10-08 | Fmc Corp | m-(carbamoyloxy)-carbanilates as herbicides |
DE1567151C3 (de) * | 1965-04-09 | 1974-02-21 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Diurethane, Verfahren zur Herstellung dieser Verbindungen sowie diese enthaltende herbizide Mittel |
IL26406A (en) * | 1965-09-01 | 1970-07-19 | Stauffer Chemical Co | Alkanamidophenyl carbamates and herbicidal compositions containing them |
US3450745A (en) * | 1966-01-18 | 1969-06-17 | Union Carbide Corp | Alkyl and aryl 4-(methylcarbamoyloxy) carbanilates |
DE1568138B2 (de) * | 1966-07-06 | 1976-07-01 | Basf Ag, 6700 Ludwigshafen | Diurethane und diese enthaltende herbizide mittel |
US3551477A (en) * | 1966-07-06 | 1970-12-29 | Basf Ag | Novel biscarbamates |
US3535101A (en) * | 1966-09-07 | 1970-10-20 | Schering Ag | Herbicide and algicide means |
DE1567164C2 (de) * | 1966-09-10 | 1985-03-07 | Schering AG, 1000 Berlin und 4709 Bergkamen | Herbizide Mittel auf Basis von N-Carbamoyloxyphenyl-Carbamaten |
SE313694B (sv) * | 1968-01-10 | 1969-08-18 | Basf Ag | |
US3836570A (en) * | 1968-04-08 | 1974-09-17 | Stauffer Chemical Co | M-amidophenylcarbamates |
DE1903817C3 (de) * | 1969-01-22 | 1981-06-25 | Schering Ag Berlin Und Bergkamen, 1000 Berlin | Stabilisierte flüssige Herbizidkonzentrate auf Carbamatbasis |
DE2020729C2 (de) * | 1970-04-23 | 1983-04-21 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Herbizide Mittel auf Basis von N-(3-(N'-Aryl-carbamoyloxy)-phenyl)-carbamaten |
US3671571A (en) * | 1970-07-17 | 1972-06-20 | Basf Ag | Biscarbamates |
DE2045907C3 (de) * | 1970-09-17 | 1978-11-16 | Basf Ag | Biscarbamate und Herbizide, die sie als Wirkstoff enthalten |
DE2334787A1 (de) * | 1973-07-09 | 1975-02-06 | Basf Ag | Herbizid |
DE2341079C2 (de) * | 1973-08-10 | 1982-05-06 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | m-Diurethane und selektive herbizide Mittel enthaltend diese Verbindungen als Wirkstoffe |
CA1052590A (en) * | 1973-11-03 | 1979-04-17 | Fisons Limited | Composition |
DE2453255C3 (de) * | 1974-11-09 | 1981-08-13 | Basf Ag, 6700 Ludwigshafen | Herbizidsuspension auf Basis von 1-Phenyl-4-amino-5-halogen-pyridazon-(6) |
DE2547968A1 (de) * | 1975-10-27 | 1977-05-05 | Basf Ag | Herbizid |
IE43966B1 (en) * | 1975-11-12 | 1981-07-15 | Fisons Ltd | Aqueous suspensions of substituted benzofuran herbicides |
GR66157B (sv) * | 1976-08-28 | 1981-01-20 | Basf Ag | |
IT1163687B (it) * | 1979-07-27 | 1987-04-08 | Montedison Spa | Soluzioni e formulazioni di carbammati antiparassitari stabili nel tempo e che resistono a basse ed alte temperature |
HU177590B (en) * | 1979-10-26 | 1981-11-28 | Chinoin Gyogyszer Es Vegyeszet | Stable liquid herbicide preparation |
FR2510994A1 (fr) * | 1981-08-10 | 1983-02-11 | Rhone Poulenc Agrochimie | Procede de preparation de l'herbicide phenmedipham |
BE892864A (fr) * | 1982-04-15 | 1982-08-02 | Basf Ag | Concentre d'herbicide liquide stabilise. |
DE3225703C1 (de) * | 1982-07-09 | 1984-01-19 | A. Nattermann & Cie GmbH, 5000 Köln | Phospholipidkonzentrat und seine Verwendung als Hilfsstoff zum Herstellen und Austragen von Pflanzenschutzmittel enthaltenden Spritzbruehen |
HU191184B (en) * | 1982-07-09 | 1987-01-28 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt,Hu | Stabilized herbicide suspension |
DE3225705A1 (de) * | 1982-07-09 | 1984-01-12 | A. Nattermann & Cie GmbH, 5000 Köln | Verfahren zum ausbringen von pflanzenschutzmittelspritzbruehen durch verspruehen und verpackungseinheit fuer konzentrate |
GR78909B (sv) * | 1982-08-13 | 1984-10-02 | Sipcam Spa | |
DE3247050A1 (de) * | 1982-12-20 | 1984-06-20 | Bayer Ag, 5090 Leverkusen | Herbizide mittel |
-
1984
- 1984-09-19 YU YU161184A patent/YU45662B/sh unknown
- 1984-09-19 ES ES536050A patent/ES8604495A1/es not_active Expired
- 1984-09-20 TR TR6226/84A patent/TR23041A/xx unknown
- 1984-09-20 HU HU844227A patent/HU195477B/hu not_active IP Right Cessation
- 1984-09-20 US US06/652,610 patent/US4748265A/en not_active Expired - Fee Related
- 1984-09-20 PL PL1984249667A patent/PL141436B1/pl unknown
- 1984-09-20 EP EP84111244A patent/EP0142670B1/en not_active Expired
- 1984-09-20 DE DE8484111244T patent/DE3482321D1/de not_active Expired - Fee Related
- 1984-09-20 WO PCT/DK1984/000092 patent/WO1985001286A1/en active IP Right Grant
-
1985
- 1985-05-20 RO RO118807A patent/RO93742B/ro unknown
- 1985-05-20 FI FI852010A patent/FI78681C/sv not_active IP Right Cessation
-
1990
- 1990-08-15 YU YU156690A patent/YU47681B/sh unknown
Also Published As
Publication number | Publication date |
---|---|
YU45662B (sh) | 1992-07-20 |
EP0142670A2 (en) | 1985-05-29 |
US4748265A (en) | 1988-05-31 |
FI852010L (fi) | 1985-05-20 |
ES536050A0 (es) | 1986-02-01 |
ES8604495A1 (es) | 1986-02-01 |
HU195477B (en) | 1988-05-30 |
PL141436B1 (en) | 1987-07-31 |
YU47681B (sh) | 1996-01-08 |
RO93742A (ro) | 1988-03-30 |
FI852010A0 (fi) | 1985-05-20 |
EP0142670B1 (en) | 1990-05-23 |
TR23041A (tr) | 1989-02-13 |
PL249667A1 (en) | 1985-12-17 |
RO93742B (ro) | 1988-04-01 |
DE3482321D1 (de) | 1990-06-28 |
EP0142670A3 (en) | 1985-09-04 |
HUT37118A (en) | 1985-11-28 |
YU161184A (en) | 1987-12-31 |
YU156690A (sh) | 1993-05-28 |
WO1985001286A1 (en) | 1985-03-28 |
FI78681C (sv) | 1992-04-22 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PC | Transfer of assignment of patent |
Owner name: SCHERING AKTIEGESELLSCHAFT |
|
MM | Patent lapsed | ||
MM | Patent lapsed |
Owner name: SCHERING AKTIENGESELLSCHAFT |