GB1478105A - Carboxymethyl-di-thiol-thiono-phosphoric-phosphonic-acid exters and ester-amides and their use as insecticides acaricides and nematicides - Google Patents
Carboxymethyl-di-thiol-thiono-phosphoric-phosphonic-acid exters and ester-amides and their use as insecticides acaricides and nematicidesInfo
- Publication number
- GB1478105A GB1478105A GB4310275A GB4310275A GB1478105A GB 1478105 A GB1478105 A GB 1478105A GB 4310275 A GB4310275 A GB 4310275A GB 4310275 A GB4310275 A GB 4310275A GB 1478105 A GB1478105 A GB 1478105A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- compound
- hal
- ester
- thiono
- 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
- 239000000642 acaricide Substances 0.000 title 1
- 239000002917 insecticide Substances 0.000 title 1
- 239000005645 nematicide Substances 0.000 title 1
- 229940116254 phosphonic acid Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- -1 Cl or Br Chemical class 0.000 abstract 2
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 125000006729 (C2-C5) alkenyl group Chemical group 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 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
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 238000009472 formulation Methods 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
- 239000000203 mixture Substances 0.000 abstract 1
- 230000001069 nematicidal effect Effects 0.000 abstract 1
- 125000006501 nitrophenyl group Chemical group 0.000 abstract 1
- 230000000361 pesticidal effect Effects 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 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
- C07F9/28—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)
Abstract
1478105 Thiophosphorus esters containing carboxymethyl groups; thio-substituted halocarboxylic esters BAYER AG 21 Oct 1975 [25 Nov 1974] 43102/75 Headings C2P and C2C The invention comprises compounds of the formula wherein R is C 1 -C 6 alkyl, C 5 -C 7 cycloalkyl, C 2 -C 5 alkenyl or optionally halogen-substituted phenyl, R 1 is C 1 -C 6 alkyl or nitrophenyl, R 2 is C 1 -C 6 alkyl or optionally halogen-substituted phenyl, R 3 is alkyl, alkylthio or alkylamino each with 1 to 6 C atoms, or phenyl, and X is O or S. They may be obtained by reacting a compound in which M is H or one equivalent of an alkali metal, alkaline earth metal or ammonium with a compound RSCH(COOR 1 )Hal where Hal is halogen, e.g. Cl or Br, the reaction being carried out in the presence of an acid acceptor, if appropriate, e.g. when M is H. The products have insecticidal, acaricidal and nematicidal properties and may be used as active ingredients in conventional pesticidal formulations. The compound ClCH(COOC 2 H 5 )SC 4 H 9 -tert which may be used as starting material is obtained by treating tert-butylthioacetic acid ester with sulphuryl chloride in CCl 4 under reflux conditions. Several other specific products of the general formula where R and R 1 have various specified meanings within the above definitions are also stated to be obtainable in analogous manner. The compound may be obtained similarly by using N-bromosuccinimide.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742455680 DE2455680A1 (en) | 1974-11-25 | 1974-11-25 | SUBSTITUTED CARBOXYLMETHYL (DI) THIOL (THIONO) -PHOSPHORUS (PHOSPHONE) -ACID ESTERS OR -ESTERAMIDE, THE PROCESS FOR THEIR MANUFACTURING AND THEIR USE AS INSECTICIDE, ACARICIDE AND NEMATICIDE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1478105A true GB1478105A (en) | 1977-06-29 |
Family
ID=5931658
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4310275A Expired GB1478105A (en) | 1974-11-25 | 1975-10-21 | Carboxymethyl-di-thiol-thiono-phosphoric-phosphonic-acid exters and ester-amides and their use as insecticides acaricides and nematicides |
Country Status (14)
| Country | Link |
|---|---|
| JP (2) | JPS5175025A (en) |
| AT (1) | AT334400B (en) |
| AU (1) | AU8685675A (en) |
| BE (1) | BE835864A (en) |
| BR (1) | BR7507759A (en) |
| DD (1) | DD125711A5 (en) |
| DE (1) | DE2455680A1 (en) |
| DK (1) | DK528775A (en) |
| FR (1) | FR2291982A1 (en) |
| GB (1) | GB1478105A (en) |
| IL (1) | IL48522A0 (en) |
| LU (1) | LU73855A1 (en) |
| NL (1) | NL7513745A (en) |
| ZA (1) | ZA757339B (en) |
-
1974
- 1974-11-25 DE DE19742455680 patent/DE2455680A1/en active Pending
-
1975
- 1975-10-21 GB GB4310275A patent/GB1478105A/en not_active Expired
- 1975-11-21 JP JP50139381A patent/JPS5175025A/ja active Pending
- 1975-11-21 JP JP50139382A patent/JPS5173132A/en active Pending
- 1975-11-21 AU AU86856/75A patent/AU8685675A/en not_active Expired
- 1975-11-21 DD DD189615A patent/DD125711A5/xx unknown
- 1975-11-24 DK DK528775A patent/DK528775A/en unknown
- 1975-11-24 IL IL48522A patent/IL48522A0/en unknown
- 1975-11-24 AT AT891275A patent/AT334400B/en not_active IP Right Cessation
- 1975-11-24 BR BR7507759*A patent/BR7507759A/en unknown
- 1975-11-24 LU LU73855A patent/LU73855A1/xx unknown
- 1975-11-24 BE BE162117A patent/BE835864A/en unknown
- 1975-11-24 ZA ZA757339A patent/ZA757339B/en unknown
- 1975-11-25 FR FR7536037A patent/FR2291982A1/en not_active Withdrawn
- 1975-11-25 NL NL7513745A patent/NL7513745A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK528775A (en) | 1976-05-26 |
| BE835864A (en) | 1976-05-24 |
| IL48522A0 (en) | 1976-01-30 |
| ZA757339B (en) | 1976-11-24 |
| DD125711A5 (en) | 1977-05-11 |
| JPS5175025A (en) | 1976-06-29 |
| NL7513745A (en) | 1976-05-28 |
| DE2455680A1 (en) | 1976-05-26 |
| FR2291982A1 (en) | 1976-06-18 |
| BR7507759A (en) | 1976-08-10 |
| ATA891275A (en) | 1976-05-15 |
| AU8685675A (en) | 1977-05-26 |
| LU73855A1 (en) | 1976-09-06 |
| AT334400B (en) | 1976-01-10 |
| JPS5173132A (en) | 1976-06-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| CSNS | Application of which complete specification have been accepted and published, but patent is not sealed |