GB1468270A - Substituted pyrimidine-thionothiolphosphoric acid esters process for their preparation and their use as insecticides or acaricides - Google Patents
Substituted pyrimidine-thionothiolphosphoric acid esters process for their preparation and their use as insecticides or acaricidesInfo
- Publication number
- GB1468270A GB1468270A GB5263274A GB5263274A GB1468270A GB 1468270 A GB1468270 A GB 1468270A GB 5263274 A GB5263274 A GB 5263274A GB 5263274 A GB5263274 A GB 5263274A GB 1468270 A GB1468270 A GB 1468270A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- ethyl ester
- reacting
- acid ethyl
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 230000000895 acaricidal effect Effects 0.000 title abstract 2
- 239000002253 acid Substances 0.000 title abstract 2
- 150000002148 esters Chemical class 0.000 title abstract 2
- 239000000642 acaricide Substances 0.000 title 1
- 239000002917 insecticide Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- 125000004414 alkyl thio group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- VWXLCWNPSOUPPE-UHFFFAOYSA-N (1-amino-2-methylpropylidene)azanium;chloride Chemical compound Cl.CC(C)C(N)=N VWXLCWNPSOUPPE-UHFFFAOYSA-N 0.000 abstract 1
- MDIAKIHKBBNYHF-UHFFFAOYSA-N Ethyl 2-(methylthio)acetate Chemical compound CCOC(=O)CSC MDIAKIHKBBNYHF-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- -1 diester halide Chemical class 0.000 abstract 1
- UIOGHDAMUAGCJS-UHFFFAOYSA-N dihydroxy-sulfanyl-sulfanylidene-lambda5-phosphane pyrimidine Chemical class P(=S)(S)(O)O.N1=CN=CC=C1 UIOGHDAMUAGCJS-UHFFFAOYSA-N 0.000 abstract 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 abstract 1
- PQJJJMRNHATNKG-UHFFFAOYSA-N ethyl bromoacetate Chemical compound CCOC(=O)CBr PQJJJMRNHATNKG-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- NNBBQNFHCVVQHZ-UHFFFAOYSA-N methyl carbamimidothioate;sulfuric acid Chemical compound CSC(N)=N.OS(O)(=O)=O NNBBQNFHCVVQHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/56—One oxygen atom and one sulfur atom
-
- 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
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6509—Six-membered rings
- C07F9/6512—Six-membered rings having the nitrogen atoms in positions 1 and 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Biochemistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2360877A DE2360877A1 (de) | 1973-12-06 | 1973-12-06 | Pyrimidin-thionothiolphosphorsaeureester, verfahren zu ihrer herstellung sowie ihre verwendung als insektizide und akarizide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1468270A true GB1468270A (en) | 1977-03-23 |
Family
ID=5900103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5263274A Expired GB1468270A (en) | 1973-12-06 | 1974-12-05 | Substituted pyrimidine-thionothiolphosphoric acid esters process for their preparation and their use as insecticides or acaricides |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US3951975A ( ) |
| JP (2) | JPS5084581A ( ) |
| AR (1) | AR204843A1 ( ) |
| AT (1) | AT327953B ( ) |
| BE (1) | BE822986A ( ) |
| BG (1) | BG21856A3 ( ) |
| BR (1) | BR7410175A ( ) |
| CA (1) | CA1029728A ( ) |
| DD (1) | DD116046A5 ( ) |
| DE (1) | DE2360877A1 ( ) |
| DK (1) | DK135046C ( ) |
| ES (1) | ES432613A1 ( ) |
| FI (1) | FI351974A ( ) |
| FR (1) | FR2253757B1 ( ) |
| GB (1) | GB1468270A ( ) |
| HU (1) | HU169967B ( ) |
| IL (1) | IL46172A ( ) |
| KE (1) | KE2771A ( ) |
| LU (1) | LU71424A1 ( ) |
| MY (1) | MY7800145A ( ) |
| NL (1) | NL7415815A ( ) |
| NO (1) | NO744208L ( ) |
| OA (1) | OA04805A ( ) |
| PL (1) | PL93687B1 ( ) |
| SE (1) | SE7415260L ( ) |
| SU (1) | SU520872A3 ( ) |
| TR (1) | TR18127A ( ) |
| ZA (1) | ZA747748B ( ) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2501769A1 (de) * | 1975-01-17 | 1976-07-22 | Bayer Ag | Substituierte pyrimidinyl(thiono)(thiol)-phosphor (phosphon)-saeureester, verfahren zu ihrer herstellung sowie ihre verwendung als insektizide, akarizide und nematozide |
| DE2639256A1 (de) * | 1976-09-01 | 1978-03-02 | Bayer Ag | Alkoxy- bzw. alkylthiosubstituierte pyrimidin(thiono)-(thiol)-phosphor(phosphon)-saeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide |
| DE2639433A1 (de) * | 1976-09-02 | 1978-03-09 | Bayer Ag | Pyrimidinyl(thiono)(thiol)-phosphor(phosphon)-saeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide |
| AU511744B2 (en) * | 1976-09-25 | 1980-09-04 | Bayer Aktiengesellschaft | Pyrimidin(5)yl-(thiono) (thiol) phosporic-(phosphonic) acid esters and ester-amides |
| US4654329A (en) * | 1978-07-28 | 1987-03-31 | The Dow Chemical Company | Insecticidal, miticidal or nematocidal phosphorus esters of 5-pyrimidinols |
| DE2835492A1 (de) * | 1978-08-12 | 1980-02-21 | Bayer Ag | 2-cycloalkyl-pyrimidin(5)yl-(thiono) (thiol)-phosphor-(phosphon)-saeureester bzw. -esteramide, verfahren zu ihrer herstellung sowie ihre verwendung als insektizide, akarizide und nematizide |
| US4575499A (en) * | 1982-11-22 | 1986-03-11 | The Dow Chemical Company | Phosphorus derivatives of 4-pyrimidinols |
| US4588711A (en) * | 1982-11-22 | 1986-05-13 | The Dow Chemical Company | Insecticidal phosphorus derivatives of 6-cycloalkyl-4-pyrimidinols |
| US4486422A (en) * | 1982-11-22 | 1984-12-04 | The Dow Chemical Company | Insecticidal phosphorus derivatives of 5-pyrimidinols |
| US4486421A (en) * | 1982-11-22 | 1984-12-04 | The Dow Chemical Company | Insecticidal phosphorus derivatives of 4-pyrimidinols |
| DE3729264A1 (de) * | 1987-09-02 | 1989-03-23 | Bayer Ag | Pyrimidinyl(thiono)(thiol)-phosphorsaeureester |
| IL110096A (en) * | 1994-06-23 | 1998-07-15 | Makhteshim Chem Works Ltd | Process for preparing diazinon |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL86689C ( ) * | 1951-04-20 | 1900-01-01 | ||
| US3328405A (en) * | 1964-05-22 | 1967-06-27 | Stauffer Chemical Co | Process for the production of substituted pyrimidines |
-
1973
- 1973-12-06 DE DE2360877A patent/DE2360877A1/de active Pending
-
1974
- 1974-01-01 AR AR256244A patent/AR204843A1/es active
- 1974-11-22 NO NO744208A patent/NO744208L/no unknown
- 1974-12-02 BG BG28328A patent/BG21856A3/xx unknown
- 1974-12-03 JP JP49137796A patent/JPS5084581A/ja active Pending
- 1974-12-03 JP JP49137797A patent/JPS5089538A/ja active Pending
- 1974-12-03 IL IL46172A patent/IL46172A/en unknown
- 1974-12-04 NL NL7415815A patent/NL7415815A/xx not_active Application Discontinuation
- 1974-12-04 AT AT968574A patent/AT327953B/de not_active IP Right Cessation
- 1974-12-04 DD DD182773A patent/DD116046A5/xx unknown
- 1974-12-04 US US05/529,658 patent/US3951975A/en not_active Expired - Lifetime
- 1974-12-04 SU SU2081672A patent/SU520872A3/ru active
- 1974-12-04 FI FI3519/74A patent/FI351974A/fi unknown
- 1974-12-04 LU LU71424A patent/LU71424A1/xx unknown
- 1974-12-04 PL PL1974176174A patent/PL93687B1/pl unknown
- 1974-12-04 CA CA215,194A patent/CA1029728A/en not_active Expired
- 1974-12-05 BE BE151184A patent/BE822986A/xx unknown
- 1974-12-05 HU HUBA3176A patent/HU169967B/hu unknown
- 1974-12-05 DK DK633574A patent/DK135046C/da active
- 1974-12-05 ES ES432613A patent/ES432613A1/es not_active Expired
- 1974-12-05 BR BR10175/74A patent/BR7410175A/pt unknown
- 1974-12-05 TR TR18127A patent/TR18127A/xx unknown
- 1974-12-05 SE SE7415260A patent/SE7415260L/xx unknown
- 1974-12-05 ZA ZA00747748A patent/ZA747748B/xx unknown
- 1974-12-05 GB GB5263274A patent/GB1468270A/en not_active Expired
- 1974-12-06 OA OA55357A patent/OA04805A/xx unknown
- 1974-12-06 FR FR7440058A patent/FR2253757B1/fr not_active Expired
-
1977
- 1977-09-08 KE KE2771A patent/KE2771A/xx unknown
-
1978
- 1978-12-30 MY MY145/78A patent/MY7800145A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL93687B1 ( ) | 1977-06-30 |
| FI351974A ( ) | 1975-06-07 |
| SE7415260L ( ) | 1975-06-09 |
| HU169967B (en) | 1977-03-28 |
| JPS5084581A ( ) | 1975-07-08 |
| BR7410175A (pt) | 1976-06-08 |
| DK135046C (da) | 1977-07-25 |
| LU71424A1 ( ) | 1975-08-20 |
| FR2253757A1 ( ) | 1975-07-04 |
| NO744208L ( ) | 1975-06-30 |
| ATA968574A (de) | 1975-05-15 |
| DD116046A5 ( ) | 1975-11-05 |
| BE822986A (fr) | 1975-06-05 |
| TR18127A (tr) | 1977-03-01 |
| JPS5089538A ( ) | 1975-07-18 |
| SU520872A3 (ru) | 1976-07-05 |
| AU7600074A (en) | 1976-06-03 |
| AT327953B (de) | 1976-02-25 |
| OA04805A (fr) | 1980-08-31 |
| ZA747748B (en) | 1975-12-31 |
| KE2771A (en) | 1977-10-21 |
| US3951975A (en) | 1976-04-20 |
| CA1029728A (en) | 1978-04-18 |
| IL46172A (en) | 1977-12-30 |
| DK135046B (da) | 1977-02-28 |
| BG21856A3 ( ) | 1976-09-20 |
| DE2360877A1 (de) | 1975-06-19 |
| IL46172A0 (en) | 1975-03-13 |
| AR204843A1 (es) | 1976-03-05 |
| FR2253757B1 ( ) | 1978-06-23 |
| ES432613A1 (es) | 1976-12-01 |
| MY7800145A (en) | 1978-12-31 |
| DK633574A ( ) | 1975-07-28 |
| NL7415815A (nl) | 1975-06-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |