GB1454490A - Thiono-phosphoric-phosphonic acid esters and ester amides their preparation and their use as insecticides acaricides and nema ticides - Google Patents
Thiono-phosphoric-phosphonic acid esters and ester amides their preparation and their use as insecticides acaricides and nema ticidesInfo
- Publication number
- GB1454490A GB1454490A GB1543575A GB1543575A GB1454490A GB 1454490 A GB1454490 A GB 1454490A GB 1543575 A GB1543575 A GB 1543575A GB 1543575 A GB1543575 A GB 1543575A GB 1454490 A GB1454490 A GB 1454490A
- Authority
- GB
- United Kingdom
- Prior art keywords
- iii
- formula
- preparation
- compound
- ticides
- 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 1
- 239000000642 acaricide Substances 0.000 title 1
- -1 ester amides Chemical class 0.000 title 1
- 239000002917 insecticide Substances 0.000 title 1
- 239000005645 nematicide Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 230000000361 pesticidal effect Effects 0.000 abstract 2
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 abstract 2
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-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
- 239000003513 alkali Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000005907 alkyl ester group Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000001069 nematicidal effect Effects 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
- C07F9/6518—Five-membered rings
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
1454490 Phosphorus-containing triazole derivatives BAYER AG 15 April 1975 [24 April 1974 18 May 1974] 15435/75 Headings C2P and C2C The invention comprises compounds of the formula wherein R is C 1 -C 2 alkyl, R<SP>1</SP> is alkyl, alkylamino or alkoxy each with 1 to 6 carbon atoms, or is phenyl, R<SP>11</SP> is alkenyl with up to 6 carbon atoms and X is O or S. They are obtained by reacting a compound (III) with a halide: (RO)(R<SP>1</SP>)P(X)Hal wherein Hal is halogen, the compound III being used as such in the presence of an acid acceptor, or in the form of an alkali metal-, alkaline earth metal-, or -ammonium salt. The products have pesticidal (including nematicidal) properties and may be used as active ingredients in conventional pesticidal compositions. The triazole derivatives of the above Formula (III) are obtained by reacting a halogenocarbonic acid alkyl ester with KCNS and then with phenylhydrazone to give an intermediate product of the formula which is then reacted with an appropriate halogenoalkene in the presence of an alcoholate. A detailed example is given for the preparation of the compound IV which is isolated and then converted to compounds of Formula III in which R<SP>11</SP> is -CH 2 -C(CH 3 )=CH 2 , and -H 2 -CH=CH-CH 3 respectively.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2419623A DE2419623A1 (en) | 1974-04-24 | 1974-04-24 | 0-TRIAZOLYL- (THIONO) -PHOSPHORUS (PHOSPHONE) ACID ESTER OR. -ESTERAMIDE, THE PROCESS FOR THEIR MANUFACTURING AND THEIR USE AS INSECTICIDE, ACARICIDE AND NEMATICIDE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1454490A true GB1454490A (en) | 1976-11-03 |
Family
ID=5913715
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1543575A Expired GB1454490A (en) | 1974-04-24 | 1975-04-15 | Thiono-phosphoric-phosphonic acid esters and ester amides their preparation and their use as insecticides acaricides and nema ticides |
Country Status (21)
| Country | Link |
|---|---|
| JP (1) | JPS50148360A (en) |
| AT (1) | AT330800B (en) |
| BE (1) | BE828162A (en) |
| BR (1) | BR7502459A (en) |
| CH (1) | CH576987A5 (en) |
| DD (1) | DD122319A5 (en) |
| DE (1) | DE2419623A1 (en) |
| DK (1) | DK138231C (en) |
| ES (1) | ES436876A1 (en) |
| FR (1) | FR2268810B1 (en) |
| GB (1) | GB1454490A (en) |
| HU (1) | HU171548B (en) |
| IE (1) | IE41334B1 (en) |
| IL (1) | IL47131A (en) |
| LU (1) | LU72336A1 (en) |
| NL (1) | NL7504712A (en) |
| PL (1) | PL93325B1 (en) |
| RO (1) | RO66670A (en) |
| SU (1) | SU673142A3 (en) |
| TR (1) | TR18171A (en) |
| ZA (1) | ZA752618B (en) |
-
1974
- 1974-04-24 DE DE2419623A patent/DE2419623A1/en active Pending
-
1975
- 1975-04-10 SU SU752121990A patent/SU673142A3/en active
- 1975-04-15 GB GB1543575A patent/GB1454490A/en not_active Expired
- 1975-04-21 NL NL7504712A patent/NL7504712A/en not_active Application Discontinuation
- 1975-04-21 BE BE155591A patent/BE828162A/en unknown
- 1975-04-21 IL IL7547131A patent/IL47131A/en unknown
- 1975-04-21 CH CH506875A patent/CH576987A5/xx not_active IP Right Cessation
- 1975-04-22 RO RO7582045A patent/RO66670A/en unknown
- 1975-04-22 LU LU72336A patent/LU72336A1/xx unknown
- 1975-04-22 DD DD185603A patent/DD122319A5/xx unknown
- 1975-04-22 TR TR18171A patent/TR18171A/en unknown
- 1975-04-22 AT AT306875A patent/AT330800B/en not_active IP Right Cessation
- 1975-04-23 BR BR3126/75D patent/BR7502459A/en unknown
- 1975-04-23 DK DK174875A patent/DK138231C/en active
- 1975-04-23 PL PL1975179886A patent/PL93325B1/pl unknown
- 1975-04-23 JP JP50048729A patent/JPS50148360A/ja active Pending
- 1975-04-23 IE IE912/75A patent/IE41334B1/en unknown
- 1975-04-23 ZA ZA00752618A patent/ZA752618B/en unknown
- 1975-04-23 ES ES436876A patent/ES436876A1/en not_active Expired
- 1975-04-24 FR FR7512822A patent/FR2268810B1/fr not_active Expired
- 1975-04-24 HU HU75BA00003255A patent/HU171548B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ATA306875A (en) | 1975-10-15 |
| ZA752618B (en) | 1976-04-28 |
| DK138231C (en) | 1979-01-15 |
| IL47131A0 (en) | 1975-06-25 |
| ES436876A1 (en) | 1976-12-01 |
| IL47131A (en) | 1977-11-30 |
| IE41334L (en) | 1975-10-24 |
| TR18171A (en) | 1976-11-01 |
| NL7504712A (en) | 1975-10-28 |
| RO66670A (en) | 1981-07-30 |
| DE2419623A1 (en) | 1975-11-06 |
| SU673142A3 (en) | 1979-07-05 |
| FR2268810A1 (en) | 1975-11-21 |
| AU7978775A (en) | 1976-10-07 |
| LU72336A1 (en) | 1976-03-17 |
| PL93325B1 (en) | 1977-05-30 |
| BR7502459A (en) | 1976-03-09 |
| HU171548B (en) | 1978-02-28 |
| DD122319A5 (en) | 1976-10-05 |
| JPS50148360A (en) | 1975-11-27 |
| FR2268810B1 (en) | 1978-10-13 |
| CH576987A5 (en) | 1976-06-30 |
| DK138231B (en) | 1978-07-31 |
| AT330800B (en) | 1976-07-26 |
| IE41334B1 (en) | 1979-12-05 |
| DK174875A (en) | 1975-10-25 |
| BE828162A (en) | 1975-10-21 |
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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 |