MD70C2 - Procedeu de obţinere a amestecului izomeric de cypermetrină - Google Patents
Procedeu de obţinere a amestecului izomeric de cypermetrinăInfo
- Publication number
- MD70C2 MD70C2 MD94-0138A MD940138A MD70C2 MD 70 C2 MD70 C2 MD 70C2 MD 940138 A MD940138 A MD 940138A MD 70 C2 MD70 C2 MD 70C2
- Authority
- MD
- Moldova
- Prior art keywords
- trans
- mixture
- izopropanol
- antioxidant
- hexane
- 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives 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)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Invenţia se referă la nitrilii acizilor carbonici, în speţă la obţinerea amestecului izomeric de cypermetrină care conţine într-o proporţie echimolară un cuplu enantiomeric de 1R trans S-şi 1S trans-R-izomeri, cu formula structuralăcare manifestă o activitate insecticidă. Scopul este dezvăluirea unor compuşi mai activi din clasa indicată. Aceştia se obţin dintr-un amestec care conţine opt izomeri în izopropanol sau eter diizopropilic, în prezenţa unui antioxidant, sau se dizolvă amestecul iniţial care conţine izomeri trans, în prezenţa unui antioxidant in izoprapanol, eter de petrol, hexan, heptan, ciclohexan, metanol, hexan în amestec cu CCl4, sau izopropanol şi eter de petrol, în prezenţa unui antioxidant şi a unei baze, ca de exemplu 2-amino-benzimidazol, răşini bazice schimbătoare de ioni, sau izopropanol şi eter de petrol în prezenţa unei baze, ca de exemplu diazobiciclo-(4,3,0)-en-5, amoniacul, carbonatul de sodiu, hidroxidul de amoniu, sau în tret-C1-C4-alchilamină la 15-60°C. În soluţia obţinută sau direct în amestecul iniţial se introduce un agent de cristalizare care constă din cuplul enantiomeric 1R trans-S şi 1S trans-R, se răceşte până la temperatura de la +30 până la -30°C, se separă cristalele precipitate, după care se procedează la evaporarea soluţiei - nume. Ca oxidant se utilizează 2,6-diterţ-butil-4-metildenolul în izopropanol sau hexan.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU85158A HU198612B (en) | 1985-01-16 | 1985-01-16 | Arthropodicide comprising determined stereo isomers of pyrethroid as active ingredient and process for producing the active ingredients |
HU8674A HU198373B (en) | 1986-01-08 | 1986-01-08 | Artropodicide composition containing trans-cipermetrin isomeres and process for producing the active components |
PCT/HU1986/000004 WO1986004216A1 (en) | 1985-01-16 | 1986-01-16 | Insecticidal composition comprising more than one active ingredients |
SU864028150A SU1579454A3 (ru) | 1985-01-16 | 1986-09-15 | Способ получени изомерной смеси циперметрина |
Publications (2)
Publication Number | Publication Date |
---|---|
MD70B1 MD70B1 (ro) | 1994-10-31 |
MD70C2 true MD70C2 (ro) | 1995-01-31 |
Family
ID=26317151
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MD94-0138A MD70C2 (ro) | 1985-01-16 | 1994-04-21 | Procedeu de obţinere a amestecului izomeric de cypermetrină |
Country Status (17)
Country | Link |
---|---|
US (4) | US4845126A (ro) |
EP (2) | EP0208758B1 (ro) |
JP (2) | JPH0621111B2 (ro) |
KR (2) | KR870700004A (ro) |
AR (1) | AR240225A1 (ro) |
AU (1) | AU581732B2 (ro) |
BG (2) | BG60226B1 (ro) |
BR (2) | BR8604535A (ro) |
CA (1) | CA1275108A (ro) |
DD (2) | DD255471A5 (ro) |
DE (2) | DE3670194D1 (ro) |
DK (2) | DK159712C (ro) |
ES (3) | ES8802602A1 (ro) |
MD (1) | MD70C2 (ro) |
NO (3) | NO166682C (ro) |
PT (2) | PT81857B (ro) |
WO (2) | WO1986004215A1 (ro) |
Families Citing this family (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1275108A (en) * | 1985-01-16 | 1990-10-09 | Laszlo Pap | Insecticidal composition comprising more than one active ingredients |
DE3522629A1 (de) * | 1985-06-25 | 1987-01-08 | Bayer Ag | Verfahren zur herstellung bestimmter enantiomerenpaare von permethrinsaeure-(alpha)-cyano-3-phenoxy-4-fluor-benzyl -ester |
US4997970A (en) * | 1987-06-15 | 1991-03-05 | Fmc Corporation | Conversion of pyrethroid isomers to move active species |
HU205839B (en) * | 1987-11-18 | 1992-07-28 | Chinoin Gyogyszer Es Vegyeszet | Synergetic artropodicide composition containining pirethroides and phosphate-esters as active components |
HU198830B (en) * | 1988-02-05 | 1989-12-28 | Chinoin Gyogyszer Es Vegyeszet | Arthropodicides comprising cypermethrin trans-isomers and tetramethrin |
US5189062A (en) * | 1988-04-07 | 1993-02-23 | Chinoin Gyogyszer -Es Vegyeszeti Termekek Gyara R.T. | Plant protecting agent |
HU204393B (en) * | 1988-12-22 | 1992-01-28 | Chinoin Gyogyszer Es Vegyeszet | Insecticide aqouos solutions containing piretroides as active components and microemulsion compositions containing former solutions |
MD282C2 (ro) * | 1989-01-17 | 1996-01-31 | Chinoin Gyogyszer -Es Vegyeszeti Termekek Gyara Rt. | Procedeu de preparare a amestecului de izomeri ai zipermetrinei sub formă de produs cristalin stabilizat |
GEP20002025B (en) | 1989-01-17 | 2000-04-10 | Chinoin Diodser Esh Bidieceti Diara Rt Hu | The Stable Arthropodicidal Composition |
EP0404922B1 (en) * | 1989-01-17 | 1993-06-09 | CHINOIN Gyogyszer és Vegyészeti Termékek Gyára RT. | Process for the preparation of cypermethrine isomers |
HU210098B (en) * | 1989-12-27 | 1995-02-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing isomeric mixtures of cypermethrin and stabilised insecticidal compositions and concentrates containing the mixtures |
HU206605B (en) * | 1989-07-31 | 1992-12-28 | Chinoin Gyogyszer Es Vegyeszet | Synergetic artropodicide compositions containing pyrethroides as active components |
ATE137745T1 (de) | 1989-08-11 | 1996-05-15 | American Cyanamid Co | Arylpyrrol enthaltende insekticidale, acaricidale und nematicidale mittel sowie verfahren zu ihrer herstellung |
US5128497A (en) * | 1990-01-03 | 1992-07-07 | Fmc Corporation | Conversion of pyrethroid isomers to more active species |
US5164411A (en) * | 1991-01-25 | 1992-11-17 | Fmc Corporation | Pyrethroid compositions |
EP0601237A1 (en) * | 1992-12-09 | 1994-06-15 | Duphar International Research B.V | Method of preparing optically active cyanohydrin derivatives |
HUT69381A (en) * | 1993-12-09 | 1995-09-28 | Egyt Gyogyszervegyeszeti Gyar | Process for producing (2-chloro pyridyl)-7-azabicyclo [2.2.1.]heptane |
LV12032B (en) * | 1995-04-24 | 1998-09-20 | ARGO-CHEMIE Novenyvedoszer Gyarto Ertekesito es Forgalmazo Kft. | METHODS OF PESTICIDE COMPOSITIONS AND THEIR ACQUISITION |
HUP9603007A1 (hu) * | 1996-10-31 | 1998-10-28 | Chinoin Gyógyszer és Vegyészeti Termékek Gyára Rt. | Arthropodicid szerek és eljárás előállításukra |
AP2002A (en) * | 2002-04-24 | 2009-05-18 | Bayer Cropscience Sa | Composition for luring and controlling arthropods comprising synthetic silicic acid and protein autolysate. |
US8110608B2 (en) | 2008-06-05 | 2012-02-07 | Ecolab Usa Inc. | Solid form sodium lauryl sulfate (SLS) pesticide composition |
DE102010023586A1 (de) * | 2010-06-12 | 2011-12-15 | Saltigo Gmbh | Synergistisch wirkende Mischungen aus α-,ω-Aminalkohol-Enantiomeren, deren Herstellung und ihre Verwendung in insekten- und milbenabwehrenden Zubereitungen |
CN101915809B (zh) * | 2010-07-01 | 2012-10-17 | 王冬群 | 一种大米中拟除虫菊酯类农药残留的检测方法 |
US8968757B2 (en) | 2010-10-12 | 2015-03-03 | Ecolab Usa Inc. | Highly wettable, water dispersible, granules including two pesticides |
Family Cites Families (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4024163A (en) * | 1972-05-25 | 1977-05-17 | National Research Development Corporation | Insecticides |
US4031239A (en) * | 1975-02-13 | 1977-06-21 | American Cyanamid Company | Cyclopropanecarboxylates for systemic control of ectoparasites |
FR2375161A1 (fr) * | 1976-04-23 | 1978-07-21 | Roussel Uclaf | Procede de transformation d'un ester d'acide chiral d'alcool secondaire a-cyane optiquement actif de structure (r) en ester d'acide chiral d'alcool secondaire a-cyane de structure (s) |
FR2402411A1 (fr) * | 1977-09-08 | 1979-04-06 | Roussel Uclaf | Application comme pesticide, dans la lutte contre les acariens et contre les nematodes parasites des vegetaux, d'esters d'acides cyclopropane carboxyliques a chaine dihalovinylique et les compositions acaricides et nematicides les renfermant |
NZ190600A (en) * | 1978-05-30 | 1982-03-09 | Wellcome Found | Arthropodicidal compositions containing cyclopropane-carboxylic acid ester derivatives |
US4261921A (en) * | 1979-06-06 | 1981-04-14 | Fmc Corporation | Process for preparation of a crystalline insecticidal pyrethroid enantiomer pair |
US4308279A (en) * | 1979-06-06 | 1981-12-29 | Fmc Corporation | Crystalline, insecticidal pyrethroid |
DE2928986A1 (de) * | 1979-07-18 | 1981-02-05 | Bayer Ag | (+)-cis und (+) trans-2,2-dimethyl- 3-(2,2-dichlor-vinyl)-cyclopropan-1- carbonsaeure-(+-) - alpha -cyano-3-phenoxy4-fluor-benzylester, verfahren zu ihrer herstellung sowie ihre verwendung als insektizide und akarizide |
JPS5657755A (en) * | 1979-10-15 | 1981-05-20 | Sumitomo Chem Co Ltd | Preparation of more highly active carboxylic ester |
JPS5657756A (en) * | 1979-10-15 | 1981-05-20 | Sumitomo Chem Co Ltd | Preparation of more highly active carboxylic ester |
CA1150301A (en) * | 1979-11-27 | 1983-07-19 | Michael J. Bull | Cyclopropane carboxylic acid ester derivatives |
CA1150730A (en) * | 1980-04-23 | 1983-07-26 | Michael J. Bull | Process for preparing cyclopropane carboxylic acid ester derivatives |
CA1162560A (en) * | 1980-04-23 | 1984-02-21 | Ronald F. Mason | Process for preparing cyclopropane carboxylic acid ester derivatives |
CA1162561A (en) * | 1981-05-26 | 1984-02-21 | Derek A. Wood | Preparation of cyanobenzyl cyclopropane carboxylates |
US4524150A (en) * | 1982-04-12 | 1985-06-18 | E. I. Du Pont De Nemours And Company | Stabilized mixtures of carbamate insecticides and synthetic pyrethroids |
ZA836964B (en) * | 1982-10-11 | 1984-05-30 | Ici Plc | Insecticidal product and preparation thereof |
GB8308507D0 (en) * | 1983-03-28 | 1983-05-05 | Ici Plc | Insecticidal product |
DE3372480D1 (en) * | 1982-10-18 | 1987-08-20 | Ici Plc | Insecticidal product and preparation thereof |
CA1206483A (en) * | 1982-11-11 | 1986-06-24 | Johannes Van Berkel | Process for preparing cyclopropane carboxylic acid ester derivatives |
JPS59227806A (ja) * | 1983-06-10 | 1984-12-21 | Sumitomo Chem Co Ltd | 殺虫組成物 |
DE3401483A1 (de) * | 1984-01-18 | 1985-07-25 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung bestimmter enantiomerenpaare von permethrinsaeure-(alpha)-cyano-3-phenoxy-4-fluor-benzyl-ester |
GB8418331D0 (en) * | 1984-07-18 | 1984-08-22 | Ici Plc | Insecticidal ester |
GB8422872D0 (en) * | 1984-09-11 | 1984-10-17 | Ici Plc | Insecticidal product |
CA1275108A (en) * | 1985-01-16 | 1990-10-09 | Laszlo Pap | Insecticidal composition comprising more than one active ingredients |
US4997970A (en) * | 1987-06-15 | 1991-03-05 | Fmc Corporation | Conversion of pyrethroid isomers to move active species |
US5028731A (en) * | 1989-11-17 | 1991-07-02 | Fmc Corporation | Preparation of mixtures of cypermethrin or cyfluthrin isomers enriched in more active species |
-
1986
- 1986-01-15 CA CA000499624A patent/CA1275108A/en not_active Expired - Fee Related
- 1986-01-16 BR BR8604535A patent/BR8604535A/pt not_active IP Right Cessation
- 1986-01-16 DE DE8686900830T patent/DE3670194D1/de not_active Expired - Fee Related
- 1986-01-16 EP EP86900829A patent/EP0208758B1/en not_active Expired
- 1986-01-16 US US06/916,546 patent/US4845126A/en not_active Expired - Lifetime
- 1986-01-16 WO PCT/HU1986/000003 patent/WO1986004215A1/en active Application Filing
- 1986-01-16 DE DE8686900829T patent/DE3665002D1/de not_active Expired
- 1986-01-16 PT PT81857A patent/PT81857B/pt not_active IP Right Cessation
- 1986-01-16 DD DD86286250A patent/DD255471A5/de unknown
- 1986-01-16 WO PCT/HU1986/000004 patent/WO1986004216A1/en active Application Filing
- 1986-01-16 ES ES551467A patent/ES8802602A1/es not_active Expired
- 1986-01-16 DD DD86310743A patent/DD264913B3/de not_active IP Right Cessation
- 1986-01-16 AR AR302871A patent/AR240225A1/es active
- 1986-01-16 ES ES551465A patent/ES8705376A1/es not_active Expired
- 1986-01-16 AU AU53542/86A patent/AU581732B2/en not_active Expired
- 1986-01-16 EP EP86900830A patent/EP0215010B1/en not_active Expired - Lifetime
- 1986-01-16 PT PT81856A patent/PT81856B/pt not_active IP Right Cessation
- 1986-01-16 BR BR8604534A patent/BR8604534A/pt not_active IP Right Cessation
- 1986-01-16 JP JP61500734A patent/JPH0621111B2/ja not_active Expired - Fee Related
- 1986-09-10 KR KR860700628A patent/KR870700004A/ko not_active Application Discontinuation
- 1986-09-15 DK DK440886A patent/DK159712C/da not_active IP Right Cessation
- 1986-09-15 BG BG076425A patent/BG60226B1/bg unknown
- 1986-09-15 NO NO863681A patent/NO166682C/no not_active IP Right Cessation
- 1986-09-15 NO NO863682A patent/NO166831C/no not_active IP Right Cessation
- 1986-09-15 BG BG76424A patent/BG47645A3/xx unknown
- 1986-09-15 DK DK440786A patent/DK159711C/da not_active IP Right Cessation
- 1986-09-16 KR KR1019860700640A patent/KR870700005A/ko not_active Application Discontinuation
-
1988
- 1988-07-13 ES ES557848A patent/ES8900001A1/es not_active Expired
-
1989
- 1989-06-16 US US07/367,546 patent/US5013754A/en not_active Expired - Lifetime
- 1989-06-19 US US07/371,650 patent/US4963584A/en not_active Expired - Lifetime
-
1990
- 1990-09-07 NO NO90903920A patent/NO169957C/no not_active IP Right Cessation
-
1991
- 1991-04-30 JP JP3126865A patent/JPH0825982B2/ja not_active Expired - Fee Related
- 1991-05-07 US US07/696,580 patent/US5110976A/en not_active Expired - Lifetime
-
1994
- 1994-04-21 MD MD94-0138A patent/MD70C2/ro active IP Right Grant
Non-Patent Citations (2)
Title |
---|
Brevet CH nr. 646419, Int. cl. C 07 C 121/75, 1984. * |
Spravocinic po pestiţidam/ Pod red. L. Melnicova, M., 1985, s. 151, 227. * |
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
MD70C2 (ro) | Procedeu de obţinere a amestecului izomeric de cypermetrină | |
CA1087635A (en) | Isomerization of cyclohexanebis-(methylamine) stereoisomers | |
DE3061367D1 (en) | Process for the obtention of the enantiomeric forms of 4-cyane-1-(n-methyl-n-(2'-((3",4"-dimethoxyphenyl))ethyl-amino)-5-methyl-4-(3',4',5'-trimethoxyphenyl) hexane and its salts | |
KR850005404A (ko) | α-시아노-3-펜옥시-4-플루오로벤질 퍼메트레이트의 특정 에난티오머쌍의 제조방법 | |
FR2450246B1 (fr) | Procede de separation des isomeres optiques du 1-(o-methoxy-phenoxy)-3-isopropyl-amino-propane-2-ol et compositions pharmaceutiques contenant l'antipode levogyre, utile notamment comme agent b-bloquant | |
UA15925A1 (uk) | Спосіб підвищеhhя вмісту 1r-траhс s-, 1s-траhс r-, 1r-цис s- та 1s-цис r-ізомерів кристалізуємого піретроіда | |
CA2004887A1 (en) | Recovery of l-amino acid isomers from their racemic mixtures | |
US4299843A (en) | Stabilized cyandhydrin ester | |
FR2354998A1 (fr) | Procede de preparation d'esters a substituant cyano utilises comme insecticide en agriculture et en horticulture | |
GB1428735A (en) | Method for the optical resolution of dl-a-phenylglycine | |
GB1490558A (en) | Phenylethylamine derivatives | |
US3912755A (en) | Preparation of pharmaceutical intermediates | |
GB1343407A (en) | Preparation of l-a-hydrazino-beta-phenylpropionic acid compounds | |
US2976301A (en) | Miticidal agent | |
US2432062A (en) | Separation of metacresol from paracresol | |
GB1300428A (en) | Optically active amines | |
GB1495369A (en) | Optically-active alpha-phenylglycine and its intermediate | |
GB1413032A (en) | Aqueous crystallization of sylitol | |
KR940003937A (ko) | 신규한 이소부틸-치환 메탄술포닐 퀴놀릴메톡시페닐-시클로알킬아세트아미드 | |
GB1425437A (en) | Crystallization of monosodium citrate | |
SE7409947L (ro) | ||
GB1143751A (ro) | ||
GB1386396A (en) | Process for the separation of fatty acids | |
GB1385306A (en) | Process for the purification of paranitrophenol | |
Inciong | Effects of soil pH, calcium, phosphorus and aluminum on the growth and nodulation of Leucaena leucocephala (Lam) de Wit [Philippines] |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
FG4A | Patent for invention issued | ||
IF99 | Valid patent on 19990615 |
Free format text: EXPIRES: 20060115 |