GB1494663A - O-triazolyl(thiono)-phosphoric(phosphonic)acid esters and ester-amides process for their preparation and their use as insecticides acaricides or nematocides - Google Patents
O-triazolyl(thiono)-phosphoric(phosphonic)acid esters and ester-amides process for their preparation and their use as insecticides acaricides or nematocidesInfo
- Publication number
- GB1494663A GB1494663A GB17288/75A GB1728875A GB1494663A GB 1494663 A GB1494663 A GB 1494663A GB 17288/75 A GB17288/75 A GB 17288/75A GB 1728875 A GB1728875 A GB 1728875A GB 1494663 A GB1494663 A GB 1494663A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- alkyl
- reacting
- water
- 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
- 230000000895 acaricidal effect Effects 0.000 title abstract 2
- 230000001069 nematicidal 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
- 150000001875 compounds Chemical class 0.000 abstract 11
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- GBNVXYXIRHSYEG-UHFFFAOYSA-N 1-chloro-2-ethylsulfanylethane Chemical compound CCSCCCl GBNVXYXIRHSYEG-UHFFFAOYSA-N 0.000 abstract 1
- PYNYHMRMZOGVML-UHFFFAOYSA-N 2-bromopropanenitrile Chemical compound CC(Br)C#N PYNYHMRMZOGVML-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- RENMDAKOXSCIGH-UHFFFAOYSA-N Chloroacetonitrile Chemical compound ClCC#N RENMDAKOXSCIGH-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000006350 alkyl thio alkyl group Chemical group 0.000 abstract 1
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000004966 cyanoalkyl group Chemical group 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 abstract 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-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
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 230000000361 pesticidal effect Effects 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
- ZNNZYHKDIALBAK-UHFFFAOYSA-M potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 abstract 1
- 229940116357 potassium thiocyanate Drugs 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 abstract 1
- 238000001665 trituration Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D249/12—Oxygen or sulfur atoms
-
- 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)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2423683A DE2423683C2 (de) | 1974-05-15 | 1974-05-15 | 0-Triazolyl(thiono)-phosphor(phosphon)säureester und -esteramide, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide, Akarizide und Nematizide |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1494663A true GB1494663A (en) | 1977-12-07 |
Family
ID=5915673
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB17288/75A Expired GB1494663A (en) | 1974-05-15 | 1975-04-25 | O-triazolyl(thiono)-phosphoric(phosphonic)acid esters and ester-amides process for their preparation and their use as insecticides acaricides or nematocides |
Country Status (22)
Country | Link |
---|---|
US (1) | US3987168A (en, 2012) |
JP (2) | JPS5735839B2 (en, 2012) |
AR (1) | AR206145A1 (en, 2012) |
AT (1) | AT331262B (en, 2012) |
AU (1) | AU8116275A (en, 2012) |
BE (1) | BE829053A (en, 2012) |
BR (1) | BR7502995A (en, 2012) |
CH (1) | CH611313A5 (en, 2012) |
DD (1) | DD118982A5 (en, 2012) |
DE (1) | DE2423683C2 (en, 2012) |
DK (1) | DK136530C (en, 2012) |
ES (1) | ES437694A1 (en, 2012) |
FR (1) | FR2271230B1 (en, 2012) |
GB (1) | GB1494663A (en, 2012) |
IL (1) | IL47271A (en, 2012) |
IT (1) | IT1038085B (en, 2012) |
KE (1) | KE2846A (en, 2012) |
LU (1) | LU72463A1 (en, 2012) |
NL (1) | NL7505607A (en, 2012) |
RO (1) | RO66235A (en, 2012) |
TR (1) | TR18170A (en, 2012) |
ZA (1) | ZA753123B (en, 2012) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2301400C2 (de) * | 1973-01-12 | 1984-12-13 | Bayer Ag, 5090 Leverkusen | 0-Triazolyl-thionophosphor(phosphon)-säureester und -esteramide, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide und Akarizide |
SE7513987L (sv) * | 1975-12-11 | 1977-06-12 | Paul Goran Sigvard Lindroos | Sett att behandla vetskor innehallande blodsubstanser |
JPS58174243A (ja) * | 1982-04-05 | 1983-10-13 | 株式会社大竹製作所 | 脱ぷ機の構造 |
JPS6067708U (ja) * | 1983-10-14 | 1985-05-14 | 九州日立マクセル株式会社 | ヘア−ドライヤ |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2301400C2 (de) * | 1973-01-12 | 1984-12-13 | Bayer Ag, 5090 Leverkusen | 0-Triazolyl-thionophosphor(phosphon)-säureester und -esteramide, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide und Akarizide |
US4172080A (en) * | 1973-12-06 | 1979-10-23 | Ciba-Geigy Corporation | Phosphorus esters of 1-cyanoethyl-1,2,4-triazol-3-ols |
-
1974
- 1974-05-15 DE DE2423683A patent/DE2423683C2/de not_active Expired
-
1975
- 1975-01-01 AR AR258790A patent/AR206145A1/es active
- 1975-04-25 GB GB17288/75A patent/GB1494663A/en not_active Expired
- 1975-05-09 US US05/576,074 patent/US3987168A/en not_active Expired - Lifetime
- 1975-05-12 IL IL7547271A patent/IL47271A/xx unknown
- 1975-05-13 LU LU72463A patent/LU72463A1/xx unknown
- 1975-05-13 AT AT365575A patent/AT331262B/de not_active IP Right Cessation
- 1975-05-13 IT IT23287/75A patent/IT1038085B/it active
- 1975-05-13 JP JP5554675A patent/JPS5735839B2/ja not_active Expired
- 1975-05-13 JP JP50055547A patent/JPS5811404B2/ja not_active Expired
- 1975-05-13 RO RO7582228A patent/RO66235A/ro unknown
- 1975-05-13 CH CH615175A patent/CH611313A5/xx not_active IP Right Cessation
- 1975-05-13 NL NL7505607A patent/NL7505607A/xx not_active Application Discontinuation
- 1975-05-13 DD DD186004A patent/DD118982A5/xx unknown
- 1975-05-14 BR BR2995/74D patent/BR7502995A/pt unknown
- 1975-05-14 DK DK211675A patent/DK136530C/da active
- 1975-05-14 TR TR18170A patent/TR18170A/xx unknown
- 1975-05-14 ZA ZA00753123A patent/ZA753123B/xx unknown
- 1975-05-14 ES ES437694A patent/ES437694A1/es not_active Expired
- 1975-05-14 AU AU81162/75A patent/AU8116275A/en not_active Expired
- 1975-05-14 BE BE156331A patent/BE829053A/xx unknown
- 1975-05-15 FR FR7515249A patent/FR2271230B1/fr not_active Expired
-
1978
- 1978-06-13 KE KE2846A patent/KE2846A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
US3987168A (en) | 1976-10-19 |
BE829053A (fr) | 1975-11-14 |
JPS5735839B2 (en, 2012) | 1982-07-31 |
IL47271A0 (en) | 1975-07-28 |
DK211675A (da) | 1975-11-16 |
FR2271230A1 (en, 2012) | 1975-12-12 |
KE2846A (en) | 1978-06-30 |
IL47271A (en) | 1977-07-31 |
AR206145A1 (es) | 1976-06-30 |
ES437694A1 (es) | 1977-01-16 |
FR2271230B1 (en, 2012) | 1979-04-13 |
DK136530C (da) | 1978-05-16 |
BR7502995A (pt) | 1976-03-23 |
DE2423683C2 (de) | 1982-10-21 |
DE2423683A1 (de) | 1975-11-27 |
JPS50155629A (en, 2012) | 1975-12-16 |
LU72463A1 (en, 2012) | 1976-03-17 |
ZA753123B (en) | 1976-04-28 |
DD118982A5 (en, 2012) | 1976-04-05 |
CH611313A5 (en, 2012) | 1979-05-31 |
TR18170A (tr) | 1976-11-01 |
IT1038085B (it) | 1979-11-20 |
AU8116275A (en) | 1976-11-18 |
RO66235A (ro) | 1981-06-26 |
JPS5811404B2 (ja) | 1983-03-02 |
JPS50154254A (en, 2012) | 1975-12-12 |
DK136530B (da) | 1977-10-24 |
AT331262B (de) | 1976-08-10 |
NL7505607A (nl) | 1975-11-18 |
ATA365575A (de) | 1975-11-15 |
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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 |