FI64736C - Insektsattraherande komposition foer hannar av saedesbroddfly och foerfarande foer framstaellning av dess aktiva komponenter - Google Patents
Insektsattraherande komposition foer hannar av saedesbroddfly och foerfarande foer framstaellning av dess aktiva komponenter Download PDFInfo
- Publication number
- FI64736C FI64736C FI804017A FI804017A FI64736C FI 64736 C FI64736 C FI 64736C FI 804017 A FI804017 A FI 804017A FI 804017 A FI804017 A FI 804017A FI 64736 C FI64736 C FI 64736C
- Authority
- FI
- Finland
- Prior art keywords
- acetate
- formula
- compound
- dodeken
- general formula
- Prior art date
Links
Classifications
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- 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
- A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
- C07C67/293—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D303/40—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
- C07D303/42—Acyclic compounds having a chain of seven or more carbon atoms, e.g. epoxidised fats
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Rheumatology (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pain & Pain Management (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Claims (10)
1. Insektsattraherande komposition för hannar av sädesbroddfly (Scotia segetum), känneteck-n a d av att den innehäller 7(Z)-dodecen-l-ol-ace-tat med formeln (I) CH3-(CH2)3-C=C-(CH2)5-CH2-0-C-CH3 (I) H H 0 och 9(Z)-tetradeken-l-ol-acetat med formeln (II) ch3-(ch2)3-c=c-(ch2)7-ch2-o-c-ch3 (II) H H 0 i ett viktförhällande (I) till (II) av (50-99):(50-1) som aktiva ingredienser, eventuellt tillsammans med en flytande eller fast adjuvans.
2. Komposition enligt patentkravet 1, k ä n n e -tecknad av att den innehäller komponenterna I och II i ett viktförhällande I till II av (70-98) ti L L (30-2).
3. Insektsfälla för infängande av hannar av sädesbroddfly (Scotia segetum), kännetecknad av att den som aktiv komponent innehäller en kombination av 7(Z)-dodecen-l-ol-acetat med formeln (I) och 9(Z)-tetradeken-l-ol-acetat med formeln (II) i ett viktförhällande av (50-99):(50-1) i en total mängd av 0,01-10,0 mg, företrädesvis 0,1-3,0 mg, eventuellt löst i ett inert lösningsmedel och/eller viskös väts-ka och/eller formad som en kapsel. 1 Sätt att attrahera och infänga hannar av sädesbroddfly (Scotia segetum), kännetecknat av att man för dessa insekter exponerar en insekts- 25 6 4 7 3 6 fälla innehällande en kombination av 7(Z)-dodecen-1- ol-acetat med formeln (I) och 9(Z)-tetradecen-l-ol-acetat med formeln (II) i ett viktförhällande (50-99): (50-1) i en total mängd av 0,01-10,0 mg, företrädesvis 0,1-3,0 mg.
5. Sätt att avbryta parning för insekten sädes-broddfly (Scotia segetum), kännetecknat av att man i atmosfären släpper ut en kombination av 7(Z)-dodecen-l-ol-acetat med formeln (I) och 9(Z)-tet-radecen-l-ol-acetat med formeln (II) i ett viktför-hällande (50-99):(50:1) i en mängd av 5,0-30 mg/ha/h, företrädesvis 10,0-20,0 mg/ha/h.
6. Sätt att framställa en förening med formeln (I) ch3-(ch2)3-c=c-(CH2)5-ch2-o-c-ch3 (I) H H O kännetecknat av att en 7-halogen-heptan-syraester med den allmänna formeln (III) χ-(ch2)6“c02r (III) i vilken X betecknar en halogenatom och R betecknar en C^^-alkylgrupp, omsättes med trifenylfosfin, företrädesvis i närvaro av ett syrabindande medel, och den sälunda erh&llna föreningen med formeln (IV) Λ ~^P+~ (CH,) c-C0oR <1 2 3 4> (I J 9 X- vilken X och R har ovan angiven betydelse, omsättes 2 med pentanal i närvaro av en lämplig bas i ett organiskt 3 lösningsmedel, den sälunda erhällna föreningen med 4 formeln (V) 26 64736 ch3-(ch2)3-c=c-(ch2)5-co2r (V) H H i vilken R har ovan angiven betydelse, reduceras och den sälunda erhällna 7(Z)-dodecen-l-olen underkastas acetylering och vid behov sälunda erhället 7(Z)-dodecen- 1-ol-acetat isoleras ur reaktionsblandningen.
7. Sätt enligt patentkravet 6, känneteck- n a t av att föreningen med formeln (IV) omsättes med pentanal i närvaro av natriumhydrid eller kaliumme-tall i dimetylsulfoxid.
8. Sätt enligt patentkravet 6, kännetecknat av att föreningen med formeln (V) reduceras med litium-aluminiumhydrid eller med natriummetall i ett protiskt lösningsmedel.
9. Sätt att framställa en förening med formeln (II) CH-j- (CH2) ,-C*C- (CH2) 7-CH2-O-C-CH. (II) ^ ^11 II 3 H H O kännetecknat av att 9(Z)-oktadecen-l-ol-acetat omsättes med en blandning av väteperoxid och ättiksyra, företrädesvis i ett lösningsmedel, varef-ter sälunda erhället 9,10-epoxi-oktadekan-l-ol-ace-tat avspjälkes med hjälp av perjodsyra, sälunda er-hällen 9-acetoxinonanal omsättes med en förening med formeln (VI) P- CK,-(CH9) ,-CH? (VI) 1 vilken X betecknar halogen, i närvaro av en bas i ett organiskt lösningsmedel, och vid behov sälunda erhället 9(Z)-tetradecen-l-ol-acetat isoleras ur reaktionsblandningen.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU79EE2721A HU184622B (en) | 1979-12-29 | 1979-12-29 | Process for preparing 7/z/-dodecen-1-yl-acetate |
| HUEE002721 | 1979-12-29 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI804017L FI804017L (fi) | 1981-06-30 |
| FI64736B FI64736B (fi) | 1983-09-30 |
| FI64736C true FI64736C (fi) | 1984-01-10 |
Family
ID=10995885
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI804017A FI64736C (fi) | 1979-12-29 | 1980-12-23 | Insektsattraherande komposition foer hannar av saedesbroddfly och foerfarande foer framstaellning av dess aktiva komponenter |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US4364931A (sv) |
| JP (1) | JPS56100701A (sv) |
| AT (1) | AT367600B (sv) |
| BE (1) | BE886800A (sv) |
| CA (1) | CA1167763A (sv) |
| CH (1) | CH646034A5 (sv) |
| CS (1) | CS226420B2 (sv) |
| DD (1) | DD155383A5 (sv) |
| DE (1) | DE3049309A1 (sv) |
| DK (1) | DK553780A (sv) |
| ES (1) | ES498615A0 (sv) |
| FI (1) | FI64736C (sv) |
| FR (1) | FR2472340A1 (sv) |
| GB (1) | GB2066666B (sv) |
| HU (1) | HU184622B (sv) |
| IT (1) | IT1195200B (sv) |
| NL (1) | NL8006957A (sv) |
| PL (1) | PL127039B1 (sv) |
| SE (1) | SE8008943L (sv) |
| SU (1) | SU999973A3 (sv) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57139005A (en) * | 1981-02-19 | 1982-08-27 | Otsuka Pharmaceut Co Ltd | Composition disturbing communication between insect pests |
| HU187779B (en) * | 1982-08-10 | 1986-02-28 | Egyt Gyogyszervegyeszeti Gyar,Hu | Composition for enticing turnip moth males |
| GR860221B (en) * | 1985-02-15 | 1986-05-22 | Basf Ag | Vineyards insecticidal means and method therefor |
| US4837358A (en) * | 1986-02-26 | 1989-06-06 | Phillips Petroleum Company | Preparation of 9-alkenyl ester compounds |
| US4696676A (en) * | 1986-06-27 | 1987-09-29 | International Flavors & Fragrances Inc. | Use of 1-nonen-3-ol for repelling insects |
| US4693890A (en) * | 1986-06-27 | 1987-09-15 | International Flavors & Fragrances Inc. | Use of 1-nonen-3-ol for repelling insects |
| US4759228A (en) * | 1987-01-09 | 1988-07-26 | International Flavors & Fragrances Inc. | Process for determination of repellency and attractancy |
| US4940831A (en) * | 1989-02-15 | 1990-07-10 | Phillips Petroleum Company | Purification of cis-olefins |
| AU9125391A (en) * | 1990-11-23 | 1992-06-25 | Kansas State University Research Foundation | Method of attracting male hessian flies |
| CN107836450A (zh) * | 2017-11-06 | 2018-03-27 | 中国农业科学院植物保护研究所 | 一种大地老虎性诱剂的制备方法及应用 |
-
1978
- 1978-12-28 SU SU782893651A patent/SU999973A3/ru active
-
1979
- 1979-12-29 HU HU79EE2721A patent/HU184622B/hu unknown
-
1980
- 1980-12-18 SE SE8008943A patent/SE8008943L/sv not_active Application Discontinuation
- 1980-12-18 DD DD80226261A patent/DD155383A5/de unknown
- 1980-12-22 NL NL8006957A patent/NL8006957A/nl not_active Application Discontinuation
- 1980-12-22 CS CS809198A patent/CS226420B2/cs unknown
- 1980-12-22 BE BE1/10086A patent/BE886800A/fr not_active IP Right Cessation
- 1980-12-23 FR FR8027288A patent/FR2472340A1/fr active Granted
- 1980-12-23 FI FI804017A patent/FI64736C/fi not_active IP Right Cessation
- 1980-12-23 DK DK553780A patent/DK553780A/da not_active Application Discontinuation
- 1980-12-24 ES ES498615A patent/ES498615A0/es active Granted
- 1980-12-24 CH CH956580A patent/CH646034A5/de not_active IP Right Cessation
- 1980-12-24 US US06/220,113 patent/US4364931A/en not_active Expired - Lifetime
- 1980-12-29 GB GB8041437A patent/GB2066666B/en not_active Expired
- 1980-12-29 IT IT8026979A patent/IT1195200B/it active
- 1980-12-29 DE DE19803049309 patent/DE3049309A1/de not_active Withdrawn
- 1980-12-29 PL PL1980228812A patent/PL127039B1/pl unknown
- 1980-12-29 CA CA000367601A patent/CA1167763A/en not_active Expired
- 1980-12-29 AT AT0632280A patent/AT367600B/de not_active IP Right Cessation
- 1980-12-29 JP JP18941480A patent/JPS56100701A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| GB2066666A (en) | 1981-07-15 |
| FR2472340A1 (fr) | 1981-07-03 |
| BE886800A (fr) | 1981-06-22 |
| PL228812A1 (sv) | 1981-12-11 |
| DE3049309A1 (de) | 1981-09-17 |
| PL127039B1 (en) | 1983-09-30 |
| CH646034A5 (de) | 1984-11-15 |
| ATA632280A (de) | 1981-12-15 |
| FI804017L (fi) | 1981-06-30 |
| AT367600B (de) | 1982-07-12 |
| SE8008943L (sv) | 1981-06-30 |
| FI64736B (fi) | 1983-09-30 |
| CS226420B2 (en) | 1984-03-19 |
| JPS56100701A (en) | 1981-08-12 |
| US4364931A (en) | 1982-12-21 |
| NL8006957A (nl) | 1981-08-03 |
| DD155383A5 (de) | 1982-06-09 |
| IT8026979A0 (it) | 1980-12-29 |
| ES8205744A1 (es) | 1982-07-01 |
| SU999973A3 (ru) | 1983-02-23 |
| DK553780A (da) | 1981-06-30 |
| GB2066666B (en) | 1983-08-17 |
| ES498615A0 (es) | 1982-07-01 |
| HU184622B (en) | 1984-09-28 |
| FR2472340B1 (sv) | 1984-01-27 |
| IT1195200B (it) | 1988-10-12 |
| CA1167763A (en) | 1984-05-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: E GY T GYOGYSZERVEGYESZETI GYAR |