PL93670B1 - - Google Patents
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- Publication number
- PL93670B1 PL93670B1 PL1974175326A PL17532674A PL93670B1 PL 93670 B1 PL93670 B1 PL 93670B1 PL 1974175326 A PL1974175326 A PL 1974175326A PL 17532674 A PL17532674 A PL 17532674A PL 93670 B1 PL93670 B1 PL 93670B1
- Authority
- PL
- Poland
- Prior art keywords
- formula
- bromo
- mole
- ethyl
- c3h7s
- Prior art date
Links
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- -1 2-bromo-4-cyanophenyl Chemical group 0.000 claims 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims 2
- XZFJXVZHIGMRJH-UHFFFAOYSA-N CCC[S+]=P(O)(O)OCC Chemical compound CCC[S+]=P(O)(O)OCC XZFJXVZHIGMRJH-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims 1
- 230000000895 acaricidal effect Effects 0.000 claims 1
- 239000000642 acaricide Substances 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 239000002917 insecticide Substances 0.000 claims 1
- 231100000053 low toxicity Toxicity 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 1
- 239000001103 potassium chloride Substances 0.000 claims 1
- 235000011164 potassium chloride Nutrition 0.000 claims 1
- 239000012047 saturated solution Substances 0.000 claims 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims 1
- 235000017557 sodium bicarbonate Nutrition 0.000 claims 1
- 229910052938 sodium sulfate Inorganic materials 0.000 claims 1
- 235000011152 sodium sulphate Nutrition 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 231100000820 toxicity test Toxicity 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 244000089409 Erythrina poeppigiana Species 0.000 description 3
- 235000009776 Rathbunia alamosensis Nutrition 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 1
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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/18—Esters of thiophosphoric acids with hydroxyaryl compounds
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (1)
1. Zastrzezenie patentowe Srodek owadobójczy i roztoczobójczy, znamienny tym, ze zawiera jako substancje czynna ester O- etylo-S-n-prop'ylo-0-(2-bromo-4-cyjanofenylowy) kwasu tionotiolofosforowego o wzorze 1, oraz zna¬ ne nosniki i/lub substancje powierzchniowo czyn¬ ne. 15 Wyzej podany test toksycznosci wskazuje na niespodziewanie mala toksycznosc zwiazku o wzo¬ rze 1 w porównaniu ze zwiazkami analogicznymi o podobnym kierunku dzialania. Przyklad wytwarzania. Przyklad II. Do mieszaniny 19,8 g (0,1 mola) -2-bromo-4-cyjanofenolu i 14,5 g (0,105 mola) we¬ glanu potasu w 200 ml acetonitrylu wkrapla sie 21,8 g (0,1 mola) chlorku kwasu O-etylo-S-n-pro- pylotionotiolofosforowego. Reakcje prowadzi sie jeszcze przez 3 godziny w temperaturze 50°C, od¬ sacza wytracony chlorek potasu i przesacz wy¬ lewa do 500 ml toluenu. Przemywa sie nasyconym roztworem dwuweglanu sodu i woda, po czym osusza" siarczanem sodu. Rozpuszczalnik oddesty- lowuje sie i pozostalosc oczyszcza przez „poddesty- lowanie". -¦ T '. Otrzymuje sie 19 g (50% wydajnosci teoretycz¬ nej) estru 0-etylo-S-n-propyloU(2-bromu-4-cyja- nofenylowego) kwasu tionotiolofosforowego o wzo¬ rze 1 w postaci zóltego oleju o wspólczynniku za¬ lamania swiatla n^ =1,5802 60 6593 670 /P-o-f ycN n-C3H7S x=/ Wzór 1 C2H5°\? )P-Hal n-C3H75 Br ho-\2ycu Wzór 2 Wzór 3 0-P(0C2H5)j C2H5°\? /^\ -C3HrS /r 3H5^_0 HCln-C3H7S/ Schemat OZGraf. Lz. 1420 (100+25 egz.) Cena 10 zl PL PL
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732355442 DE2355442A1 (de) | 1973-11-06 | 1973-11-06 | 0-aethyl-s-n-propyl-0-(2-brom-4-cyanophenyl)-thionothiolphosphorsaeureester, verfahren zu seiner herstellung und seine verwendung als insektizid und akarizid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL93670B1 true PL93670B1 (pl) | 1977-06-30 |
Family
ID=5897329
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1974175326A PL93670B1 (pl) | 1973-11-06 | 1974-11-04 |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US3966850A (pl) |
| JP (2) | JPS5077349A (pl) |
| AT (1) | AT327221B (pl) |
| AU (1) | AU7502474A (pl) |
| BE (1) | BE821871A (pl) |
| BR (1) | BR7409233A (pl) |
| CA (1) | CA1034588A (pl) |
| CH (1) | CH575428A5 (pl) |
| CS (1) | CS181277B2 (pl) |
| DD (1) | DD116047A5 (pl) |
| DE (1) | DE2355442A1 (pl) |
| DK (1) | DK138654C (pl) |
| EG (1) | EG11253A (pl) |
| ES (1) | ES431664A1 (pl) |
| FR (1) | FR2249620B1 (pl) |
| GB (1) | GB1438748A (pl) |
| HU (1) | HU169828B (pl) |
| IE (1) | IE40101B1 (pl) |
| IL (1) | IL45992A (pl) |
| LU (1) | LU71233A1 (pl) |
| NL (1) | NL7414362A (pl) |
| PL (1) | PL93670B1 (pl) |
| SU (1) | SU559618A3 (pl) |
| TR (1) | TR17857A (pl) |
| ZA (1) | ZA747093B (pl) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06347523A (ja) * | 1993-06-04 | 1994-12-22 | Nec Corp | バッテリ状態検出装置 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4924656B1 (pl) * | 1970-03-13 | 1974-06-25 |
-
1973
- 1973-11-06 DE DE19732355442 patent/DE2355442A1/de active Pending
-
1974
- 1974-10-21 US US05/516,838 patent/US3966850A/en not_active Expired - Lifetime
- 1974-10-28 SU SU2070784A patent/SU559618A3/ru active
- 1974-10-31 CS CS7400007444A patent/CS181277B2/cs unknown
- 1974-11-01 JP JP49125592A patent/JPS5077349A/ja active Pending
- 1974-11-01 JP JP49125593A patent/JPS5071833A/ja active Pending
- 1974-11-02 EG EG488/74A patent/EG11253A/xx active
- 1974-11-04 PL PL1974175326A patent/PL93670B1/zh unknown
- 1974-11-04 TR TR17857A patent/TR17857A/xx unknown
- 1974-11-04 AU AU75024/74A patent/AU7502474A/en not_active Expired
- 1974-11-04 IL IL45992A patent/IL45992A/en unknown
- 1974-11-04 DD DD182132A patent/DD116047A5/xx unknown
- 1974-11-04 NL NL7414362A patent/NL7414362A/xx not_active Application Discontinuation
- 1974-11-04 LU LU71233A patent/LU71233A1/xx unknown
- 1974-11-04 CH CH1473974A patent/CH575428A5/xx not_active IP Right Cessation
- 1974-11-04 AT AT881874A patent/AT327221B/de not_active IP Right Cessation
- 1974-11-05 ZA ZA00747093A patent/ZA747093B/xx unknown
- 1974-11-05 BE BE150225A patent/BE821871A/xx unknown
- 1974-11-05 CA CA212,978A patent/CA1034588A/en not_active Expired
- 1974-11-05 BR BR9233/74A patent/BR7409233A/pt unknown
- 1974-11-05 DK DK575774A patent/DK138654C/da active
- 1974-11-05 GB GB4778174A patent/GB1438748A/en not_active Expired
- 1974-11-05 ES ES431664A patent/ES431664A1/es not_active Expired
- 1974-11-05 IE IE2267/74A patent/IE40101B1/xx unknown
- 1974-11-06 FR FR7436834A patent/FR2249620B1/fr not_active Expired
- 1974-11-06 HU HUBA3165A patent/HU169828B/hu unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU7502474A (en) | 1976-05-06 |
| DK575774A (pl) | 1975-07-07 |
| FR2249620A1 (pl) | 1975-05-30 |
| GB1438748A (en) | 1976-06-09 |
| US3966850A (en) | 1976-06-29 |
| DK138654C (da) | 1979-03-12 |
| SU559618A3 (ru) | 1977-05-25 |
| JPS5077349A (pl) | 1975-06-24 |
| BR7409233A (pt) | 1976-05-11 |
| AT327221B (de) | 1976-01-26 |
| ZA747093B (en) | 1975-11-26 |
| EG11253A (en) | 1977-08-15 |
| CH575428A5 (pl) | 1976-05-14 |
| TR17857A (tr) | 1976-05-12 |
| CS181277B2 (en) | 1978-03-31 |
| FR2249620B1 (pl) | 1978-02-24 |
| JPS5071833A (pl) | 1975-06-14 |
| IL45992A0 (en) | 1975-02-10 |
| DD116047A5 (pl) | 1975-11-05 |
| CA1034588A (en) | 1978-07-11 |
| NL7414362A (nl) | 1975-05-09 |
| IE40101L (en) | 1975-05-06 |
| DE2355442A1 (de) | 1975-05-07 |
| IE40101B1 (en) | 1979-03-14 |
| DK138654B (da) | 1978-10-09 |
| IL45992A (en) | 1977-11-30 |
| BE821871A (fr) | 1975-05-05 |
| HU169828B (pl) | 1977-02-28 |
| ATA881874A (de) | 1975-04-15 |
| ES431664A1 (es) | 1976-11-16 |
| LU71233A1 (pl) | 1975-08-20 |
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