GB1348218A - Insecticidal active thiophene phosphorus derivatives - Google Patents
Insecticidal active thiophene phosphorus derivativesInfo
- Publication number
- GB1348218A GB1348218A GB4174072A GB4174072A GB1348218A GB 1348218 A GB1348218 A GB 1348218A GB 4174072 A GB4174072 A GB 4174072A GB 4174072 A GB4174072 A GB 4174072A GB 1348218 A GB1348218 A GB 1348218A
- Authority
- GB
- United Kingdom
- Prior art keywords
- thiophen
- alkyl
- sept
- prepared
- formula
- 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
- 230000000749 insecticidal effect Effects 0.000 title abstract 2
- FVKITTASLQJDDJ-UHFFFAOYSA-N [P].S1C=CC=C1 Chemical class [P].S1C=CC=C1 FVKITTASLQJDDJ-UHFFFAOYSA-N 0.000 title 1
- LHRLIPIGXIADCP-UHFFFAOYSA-N 2-hydroxyimino-2-thiophen-2-ylacetonitrile;sodium Chemical compound [Na].ON=C(C#N)C1=CC=CS1 LHRLIPIGXIADCP-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 230000000361 pesticidal effect Effects 0.000 abstract 2
- CLSHQIDDCJTHAJ-UHFFFAOYSA-N 2-thienylacetonitrile Chemical compound N#CCC1=CC=CS1 CLSHQIDDCJTHAJ-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- OWFXIOWLTKNBAP-UHFFFAOYSA-N isoamyl nitrite Chemical compound CC(C)CCON=O OWFXIOWLTKNBAP-UHFFFAOYSA-N 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 150000003577 thiophenes Chemical class 0.000 abstract 1
- -1 thiophosphoryl halide Chemical class 0.000 abstract 1
Classifications
-
- 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
- C07F9/1654—Compounds containing the structure P(=X)n-X-acyl, P(=X)n-X-heteroatom, P(=X)n-X-CN (X = O, S, Se; n = 0, 1)
- C07F9/1657—Compounds containing the structure P(=X)n-X-N (X = O, S, Se; n = 0, 1)
-
- 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
- A01N57/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34
- A01N57/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34 containing heterocyclic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—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
-
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/409—Compounds containing the structure P(=X)-X-acyl, P(=X) -X-heteroatom, P(=X)-X-CN (X = O, S, Se)
- C07F9/4096—Compounds containing the structure P(=X)-X-N (X = O, S, Se)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (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)
Abstract
1348218 Pesticidal phosphorus containing thiophene derivatives STAUFFER CHEMICAL CO 8 Sept 1972 [9 Sept 1971] 41740/72 Headings C2P and C2C Novel compounds of Formula I where R is C 1-4 alkyl and R 1 is C 1-4 alkyl or alkoxy may be prepared by reacting thiophen- 2-yl-glyoxylonitrile oxime sodium salt with a suitable dialkyl thiophosphoryl halide or O- alkyl alkane phosphonic acid halide. The starting material, thiophen-2-yl-glyoxylonitrile oxime sodium salt, may be prepared by reacting sodium methoxide with a mixture of thiophen-2-yl-acetonitrile and isoamyl nitrite in a solvent. The compounds of Formula I have insecticidal properties and may be used as the active ingredients in conventional pesticidal compositions.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17923371A | 1971-09-09 | 1971-09-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1348218A true GB1348218A (en) | 1974-03-13 |
Family
ID=22655761
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4174072A Expired GB1348218A (en) | 1971-09-09 | 1972-08-08 | Insecticidal active thiophene phosphorus derivatives |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS4836343A (en) |
| AU (1) | AU464309B2 (en) |
| BE (1) | BE788640A (en) |
| BR (1) | BR7206227D0 (en) |
| CA (1) | CA1078399A (en) |
| CH (1) | CH530166A (en) |
| DE (1) | DE2243612A1 (en) |
| FR (1) | FR2152787B1 (en) |
| GB (1) | GB1348218A (en) |
| IL (1) | IL40327A (en) |
| IT (1) | IT967265B (en) |
| NL (1) | NL7212241A (en) |
| ZA (1) | ZA726157B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1086754A (en) * | 1971-12-20 | 1980-09-30 | Robert G. Stein | O-phosphate oximes |
| US3943249A (en) | 1971-12-20 | 1976-03-09 | Abbott Laboratories | O,O-diethylthionophosphonyl-α-oximino-5-chloro-2-thienyl acetonitrile as insecticides |
-
0
- BE BE788640D patent/BE788640A/en unknown
-
1972
- 1972-08-08 GB GB4174072A patent/GB1348218A/en not_active Expired
- 1972-08-25 JP JP47085196A patent/JPS4836343A/ja active Pending
- 1972-09-05 DE DE2243612A patent/DE2243612A1/en active Pending
- 1972-09-07 CA CA151,156A patent/CA1078399A/en not_active Expired
- 1972-09-08 ZA ZA726157A patent/ZA726157B/en unknown
- 1972-09-08 IL IL40327A patent/IL40327A/en unknown
- 1972-09-08 FR FR7231940A patent/FR2152787B1/fr not_active Expired
- 1972-09-08 IT IT28956/72A patent/IT967265B/en active
- 1972-09-08 NL NL7212241A patent/NL7212241A/xx not_active Application Discontinuation
- 1972-09-08 AU AU46476/72A patent/AU464309B2/en not_active Expired
- 1972-09-08 BR BR006227/72A patent/BR7206227D0/en unknown
- 1972-09-11 CH CH1328872A patent/CH530166A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| FR2152787B1 (en) | 1977-08-05 |
| BR7206227D0 (en) | 1973-07-17 |
| ZA726157B (en) | 1973-06-27 |
| IT967265B (en) | 1974-02-28 |
| CA1078399A (en) | 1980-05-27 |
| AU4647672A (en) | 1974-03-14 |
| IL40327A0 (en) | 1972-11-28 |
| CH530166A (en) | 1972-11-15 |
| JPS4836343A (en) | 1973-05-29 |
| IL40327A (en) | 1975-04-25 |
| NL7212241A (en) | 1973-03-13 |
| AU464309B2 (en) | 1975-08-21 |
| DE2243612A1 (en) | 1973-03-15 |
| BE788640A (en) | 1973-03-12 |
| FR2152787A1 (en) | 1973-04-27 |
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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 |