DE2412429A1 - Substituierte s-carboxymethyl-(thiono)(di)-thiolphosphor-(phosphon)-saeureester bzw. -esteramide, verfahren zu ihrer herstellung und ihre verwendung als insektizide - Google Patents
Substituierte s-carboxymethyl-(thiono)(di)-thiolphosphor-(phosphon)-saeureester bzw. -esteramide, verfahren zu ihrer herstellung und ihre verwendung als insektizideInfo
- Publication number
- DE2412429A1 DE2412429A1 DE2412429A DE2412429A DE2412429A1 DE 2412429 A1 DE2412429 A1 DE 2412429A1 DE 2412429 A DE2412429 A DE 2412429A DE 2412429 A DE2412429 A DE 2412429A DE 2412429 A1 DE2412429 A1 DE 2412429A1
- Authority
- DE
- Germany
- Prior art keywords
- active ingredient
- alkyl
- iso
- acid esters
- carbon atoms
- 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.)
- Pending
Links
- -1 S-CARBOXYMETHYL- (THIONO) Chemical class 0.000 title claims description 44
- 239000002253 acid Substances 0.000 title claims description 23
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 239000002917 insecticide Substances 0.000 title claims description 4
- 150000002148 esters Chemical class 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 17
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
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- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N methyl iso-propyl ketone Natural products CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- HVZWVEKIQMJYIK-UHFFFAOYSA-N nitryl chloride Chemical group [O-][N+](Cl)=O HVZWVEKIQMJYIK-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 238000005554 pickling Methods 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 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
- C07F9/28—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
- C07F9/4075—Esters with hydroxyalkyl compounds
-
- 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
- C07F9/1651—Esters of thiophosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (18)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2412429A DE2412429A1 (de) | 1974-03-15 | 1974-03-15 | Substituierte s-carboxymethyl-(thiono)(di)-thiolphosphor-(phosphon)-saeureester bzw. -esteramide, verfahren zu ihrer herstellung und ihre verwendung als insektizide |
| US05/556,984 US3973013A (en) | 1974-03-15 | 1975-03-10 | Substituted S-carboxymethyl-(thiono)-(di)-thiol-phosphonic acid esters and ester-amides and insecticidal composition and method |
| IL46808A IL46808A (en) | 1974-03-15 | 1975-03-12 | S-carboxymethyl esters and esteramides of thiol- thionothiol- and thionodithiolphosphoric and-phosphonic acids their preparation and their use as insecticides |
| BE154282A BE826628A (fr) | 1974-03-15 | 1975-03-13 | Nouveaux esters et esteramides s-carboxymethyono)-(di)-thiolphosphoriques (phosphoniques) substitues, leur procede de preparation et leur application comme insecticides |
| DD184749A DD119126A5 (enExample) | 1974-03-15 | 1975-03-13 | |
| CH321975A CH576992A5 (enExample) | 1974-03-15 | 1975-03-13 | |
| AT192375A AT329588B (de) | 1974-03-15 | 1975-03-13 | Verfahren zur herstellung neuer substituierter s-carboxymethyl-(thiono)-(di)-thiolphosphor-(phosphon)-saureester bzw. -esteramide |
| BR1480/75A BR7501480A (pt) | 1974-03-15 | 1975-03-13 | Processo para a preparacao de ester-amidas e esteres de acido s-carboximetil-(tiono)-(di)tiolfosforico(fosfonico) substituidos e composicoes inseticidas a base destes |
| JP50029611A JPS50123627A (enExample) | 1974-03-15 | 1975-03-13 | |
| NL7503015A NL7503015A (nl) | 1974-03-15 | 1975-03-13 | Werkwijze voor het bereiden van nieuwe gesub- stitueerde s-carboxymethyl(thiono)(di)thiolfos- for(fosfon)zuuresters resp. -esteramiden, als- mede de toepassing daarvan als insecticiden. |
| AU79037/75A AU484724B2 (en) | 1975-03-13 | Substituted s-carboxymethyl-(thiono)-(di)-thiol-phosphonic acid esters and ester-amides and insecticidal composition and method | |
| LU72040A LU72040A1 (enExample) | 1974-03-15 | 1975-03-13 | |
| JP50029612A JPS50125035A (enExample) | 1974-03-15 | 1975-03-13 | |
| GB1074375A GB1467621A (en) | 1974-03-15 | 1975-03-14 | S-carboxymethyl-thiono-di-thiolphosphoric-phosphonic-acid esters and esteramides their preparation and their use as insecticides |
| FR7508095A FR2264035A1 (enExample) | 1974-03-15 | 1975-03-14 | |
| IE562/75A IE40828B1 (en) | 1974-03-15 | 1975-03-14 | Novel s-carboxymethyl-(thiono)-(di)-thiolphosphoric-(phosphonic) acid esters and ester-amides,their preparation and their use as insecticides |
| ZA00751610A ZA751610B (en) | 1974-03-15 | 1975-03-14 | Novel s-carboxymethyl-(thiono)-(di)-thiolphosphoric-(phosphonic) acid esters and ester-amides, their preparation and their use as insecticides |
| DK105975AA DK136424B (da) | 1974-03-15 | 1975-03-14 | Insecticidt virksomme substituerede s-carboxymethyl-(thiono)-(di)-thiol-phosphor(phosphon)-syreestere eller -esteramider |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2412429A DE2412429A1 (de) | 1974-03-15 | 1974-03-15 | Substituierte s-carboxymethyl-(thiono)(di)-thiolphosphor-(phosphon)-saeureester bzw. -esteramide, verfahren zu ihrer herstellung und ihre verwendung als insektizide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2412429A1 true DE2412429A1 (de) | 1975-10-02 |
Family
ID=5910142
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2412429A Pending DE2412429A1 (de) | 1974-03-15 | 1974-03-15 | Substituierte s-carboxymethyl-(thiono)(di)-thiolphosphor-(phosphon)-saeureester bzw. -esteramide, verfahren zu ihrer herstellung und ihre verwendung als insektizide |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US3973013A (enExample) |
| JP (2) | JPS50125035A (enExample) |
| AT (1) | AT329588B (enExample) |
| BE (1) | BE826628A (enExample) |
| BR (1) | BR7501480A (enExample) |
| CH (1) | CH576992A5 (enExample) |
| DD (1) | DD119126A5 (enExample) |
| DE (1) | DE2412429A1 (enExample) |
| DK (1) | DK136424B (enExample) |
| FR (1) | FR2264035A1 (enExample) |
| GB (1) | GB1467621A (enExample) |
| IE (1) | IE40828B1 (enExample) |
| IL (1) | IL46808A (enExample) |
| LU (1) | LU72040A1 (enExample) |
| NL (1) | NL7503015A (enExample) |
| ZA (1) | ZA751610B (enExample) |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1191991B (de) * | 1959-11-10 | 1965-04-29 | Basf Ag | Insektizide Mittel |
| DE1188859B (de) * | 1960-12-10 | 1965-03-11 | Basf Ag | Mittel zur Bekaempfung von Insekten |
| BE635675A (enExample) * | 1962-08-03 | |||
| GB1180469A (en) * | 1966-12-19 | 1970-02-04 | Ihara Noyaku Kabushiki Kaisha | Insecticidal, Miticidal and Fungicidal Compositions |
| US3562362A (en) * | 1967-11-08 | 1971-02-09 | Stauffer Chemical Co | Phosphorus containing alkyl thio methyl carboxylates |
| SE371567B (enExample) * | 1968-06-19 | 1974-11-25 | Montedison Spa |
-
1974
- 1974-03-15 DE DE2412429A patent/DE2412429A1/de active Pending
-
1975
- 1975-03-10 US US05/556,984 patent/US3973013A/en not_active Expired - Lifetime
- 1975-03-12 IL IL46808A patent/IL46808A/en unknown
- 1975-03-13 DD DD184749A patent/DD119126A5/xx unknown
- 1975-03-13 BR BR1480/75A patent/BR7501480A/pt unknown
- 1975-03-13 NL NL7503015A patent/NL7503015A/xx unknown
- 1975-03-13 AT AT192375A patent/AT329588B/de not_active IP Right Cessation
- 1975-03-13 CH CH321975A patent/CH576992A5/xx not_active IP Right Cessation
- 1975-03-13 JP JP50029612A patent/JPS50125035A/ja active Pending
- 1975-03-13 JP JP50029611A patent/JPS50123627A/ja active Pending
- 1975-03-13 LU LU72040A patent/LU72040A1/xx unknown
- 1975-03-13 BE BE154282A patent/BE826628A/xx unknown
- 1975-03-14 IE IE562/75A patent/IE40828B1/xx unknown
- 1975-03-14 DK DK105975AA patent/DK136424B/da unknown
- 1975-03-14 ZA ZA00751610A patent/ZA751610B/xx unknown
- 1975-03-14 FR FR7508095A patent/FR2264035A1/fr active Pending
- 1975-03-14 GB GB1074375A patent/GB1467621A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AT329588B (de) | 1976-05-25 |
| IE40828L (en) | 1975-09-15 |
| IL46808A0 (en) | 1975-05-22 |
| JPS50125035A (enExample) | 1975-10-01 |
| IL46808A (en) | 1977-11-30 |
| ZA751610B (en) | 1976-02-25 |
| DK136424B (da) | 1977-10-10 |
| US3973013A (en) | 1976-08-03 |
| FR2264035A1 (enExample) | 1975-10-10 |
| LU72040A1 (enExample) | 1976-02-04 |
| NL7503015A (nl) | 1975-09-17 |
| BE826628A (fr) | 1975-09-15 |
| DK105975A (enExample) | 1975-09-16 |
| ATA192375A (de) | 1975-08-15 |
| GB1467621A (en) | 1977-03-16 |
| CH576992A5 (enExample) | 1976-06-30 |
| BR7501480A (pt) | 1975-12-23 |
| AU7903775A (en) | 1976-09-16 |
| IE40828B1 (en) | 1979-08-29 |
| JPS50123627A (enExample) | 1975-09-29 |
| DD119126A5 (enExample) | 1976-04-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHN | Withdrawal |