ES375924A1 - Phosphoric esters - Google Patents
Phosphoric estersInfo
- Publication number
- ES375924A1 ES375924A1 ES375924A ES375924A ES375924A1 ES 375924 A1 ES375924 A1 ES 375924A1 ES 375924 A ES375924 A ES 375924A ES 375924 A ES375924 A ES 375924A ES 375924 A1 ES375924 A1 ES 375924A1
- Authority
- ES
- Spain
- Prior art keywords
- prepared
- reacting
- chloroindazole
- cyano
- cyanoindazole
- 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
- 150000002148 esters Chemical class 0.000 title 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 9
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- UQDREBLIFYDUTG-UHFFFAOYSA-N 1-(hydroxymethyl)indazole-3-carbonitrile Chemical compound OCN1N=C(C2=CC=CC=C12)C#N UQDREBLIFYDUTG-UHFFFAOYSA-N 0.000 abstract 2
- REHRQXVEAXFIML-UHFFFAOYSA-N 1h-indazole-3-carbonitrile Chemical compound C1=CC=C2C(C#N)=NNC2=C1 REHRQXVEAXFIML-UHFFFAOYSA-N 0.000 abstract 2
- UOWPRWCAMGTPHI-UHFFFAOYSA-N 3-chloro-5-nitro-2h-indazole Chemical compound C1=C([N+](=O)[O-])C=CC2=NNC(Cl)=C21 UOWPRWCAMGTPHI-UHFFFAOYSA-N 0.000 abstract 2
- HCGZVTSYJHFXHO-UHFFFAOYSA-N 5-chloro-1-(hydroxymethyl)indazole-3-carbonitrile Chemical compound OCN1N=C(C2=CC(=CC=C12)Cl)C#N HCGZVTSYJHFXHO-UHFFFAOYSA-N 0.000 abstract 2
- QMIBICADHKQAJK-UHFFFAOYSA-N 5-chloro-1h-indazole-3-carbonitrile Chemical compound ClC1=CC=C2NN=C(C#N)C2=C1 QMIBICADHKQAJK-UHFFFAOYSA-N 0.000 abstract 2
- 125000004185 ester group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- MFZAAVYOBDWBTO-UHFFFAOYSA-N (3-chloro-5-nitroindazol-1-yl)methanol Chemical compound OCN1N=C(C2=CC(=CC=C12)[N+](=O)[O-])Cl MFZAAVYOBDWBTO-UHFFFAOYSA-N 0.000 abstract 1
- LFXYHGKNFUEUSR-UHFFFAOYSA-N 1-(chloromethyl)indazole-3-carbonitrile Chemical compound ClCN1N=C(C2=CC=CC=C12)C#N LFXYHGKNFUEUSR-UHFFFAOYSA-N 0.000 abstract 1
- BZSXEZOLBIJVQK-UHFFFAOYSA-N 2-methylsulfonylbenzoic acid Chemical compound CS(=O)(=O)C1=CC=CC=C1C(O)=O BZSXEZOLBIJVQK-UHFFFAOYSA-N 0.000 abstract 1
- RRCYJSFJPWJLQZ-UHFFFAOYSA-N 3-chloro-1-(chloromethyl)-5-nitroindazole Chemical compound ClCN1N=C(C2=CC(=CC=C12)[N+](=O)[O-])Cl RRCYJSFJPWJLQZ-UHFFFAOYSA-N 0.000 abstract 1
- SVAFMSDWHGUWNC-UHFFFAOYSA-N 3-chloro-1-hydroxy-4-methyl-5-nitroindazole Chemical compound ON1N=C(C2=C(C(=CC=C12)[N+](=O)[O-])C)Cl SVAFMSDWHGUWNC-UHFFFAOYSA-N 0.000 abstract 1
- QPHAGNNWDZSKJH-UHFFFAOYSA-N 3-chloro-2h-indazole Chemical compound C1=CC=CC2=C(Cl)NN=C21 QPHAGNNWDZSKJH-UHFFFAOYSA-N 0.000 abstract 1
- XODZPAYJXYWLJC-UHFFFAOYSA-N 5-chloro-1-(chloromethyl)indazole-3-carbonitrile Chemical compound ClCN1N=C(C2=CC(=CC=C12)Cl)C#N XODZPAYJXYWLJC-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 230000000895 acaricidal effect Effects 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical group 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 150000002473 indoazoles Chemical class 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- 238000006396 nitration reaction Methods 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
-
- 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
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6503—Five-membered rings
- C07F9/65031—Five-membered rings having the nitrogen atoms in the positions 1 and 2
- C07F9/65038—Five-membered rings having the nitrogen atoms in the positions 1 and 2 condensed with carbocyclic rings or carbocyclic ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Biochemistry (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
Novel compounds of the Formula I where R 1 is halogen or cyano, R 2 is hydrogen, halogen or nitro, and R 3 and R 4 are each hydrogen or halogen, are prepared by reacting a compound of the Formula II with an indazole derivative of the Formula III where M is an alkali metal atom or ammonium ion and Y is a halogen atom, a sulphuric ester group or a sulphonic ester group. The compounds have insecticidal and acaricidal properties (Division A5). 1 - Chloromethyl - 3 - chloro - 5 - nitroindazole is prepared by reacting thionyl chloride with 1- hydroxy - methyl - 3 - chloro - 5 - nitroindazole. 1 - Hydroxymethyl - 3 - chloro - 5 - nitroindazole is prepared by reacting formaldehyde with 3-chloro-5-nitroindazole. 3-Chloro-5-nitroindazole is prepared by nitration of 3-chloroindazole. 1 - Chloromethyl - 3 - cyanoindazole is prepared by reacting thionyl chloride with 1- hydroxymethyl-3-cyanoindazole. 1 - Hydroxymethyl - 3 - cyanoindazole is prepared by reacting formaldehyde with 3-cyanoindazole. 1 - Chloromethyl - 3 - cyano - 5 - chloroindazole is prepared by reacting thionyl chloride with 1- hydroxymethyl-3-cyano-5-chloroindazole. 1 - Hydroxymethyl - 3 - cyano - 5 - chloroindazole is prepared by reacting formaldehyde with 3-cyano-5-chloroindazole. 3-Cyano-5-chloroindazole is prepared by reacting sodium chlorate with 3-cyanoindazole.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR6901551A FR2033176A1 (en) | 1969-01-27 | 1969-01-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES375924A1 true ES375924A1 (en) | 1972-04-16 |
Family
ID=9028232
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES375924A Expired ES375924A1 (en) | 1969-01-27 | 1970-01-27 | Phosphoric esters |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5030700B1 (en) |
| AT (1) | AT298154B (en) |
| BE (1) | BE744962A (en) |
| CH (1) | CH507657A (en) |
| DE (1) | DE2003561A1 (en) |
| EG (1) | EG11116A (en) |
| ES (1) | ES375924A1 (en) |
| FR (1) | FR2033176A1 (en) |
| GB (1) | GB1237664A (en) |
| IL (1) | IL33781A (en) |
| LU (1) | LU60228A1 (en) |
| NL (1) | NL7000717A (en) |
| OA (1) | OA03407A (en) |
-
1969
- 1969-01-27 FR FR6901551A patent/FR2033176A1/fr not_active Withdrawn
-
1970
- 1970-01-19 NL NL7000717A patent/NL7000717A/xx unknown
- 1970-01-20 OA OA53839A patent/OA03407A/en unknown
- 1970-01-23 JP JP45005766A patent/JPS5030700B1/ja active Pending
- 1970-01-23 GB GB3490/70A patent/GB1237664A/en not_active Expired
- 1970-01-26 LU LU60228D patent/LU60228A1/xx unknown
- 1970-01-26 CH CH104570A patent/CH507657A/en not_active IP Right Cessation
- 1970-01-26 IL IL33781A patent/IL33781A/en unknown
- 1970-01-26 BE BE744962D patent/BE744962A/en unknown
- 1970-01-27 ES ES375924A patent/ES375924A1/en not_active Expired
- 1970-01-27 DE DE19702003561 patent/DE2003561A1/en active Pending
- 1970-01-27 AT AT72970A patent/AT298154B/en not_active IP Right Cessation
-
1974
- 1974-09-15 EG EG395/74A patent/EG11116A/en active
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5030700B1 (en) | 1975-10-03 |
| GB1237664A (en) | 1971-06-30 |
| CH507657A (en) | 1971-05-31 |
| FR2033176A1 (en) | 1970-12-04 |
| OA03407A (en) | 1970-12-15 |
| IL33781A (en) | 1972-09-28 |
| EG11116A (en) | 1977-04-30 |
| IL33781A0 (en) | 1970-03-22 |
| LU60228A1 (en) | 1970-07-29 |
| AT298154B (en) | 1972-04-25 |
| DE2003561A1 (en) | 1970-07-30 |
| BE744962A (en) | 1970-07-27 |
| NL7000717A (en) | 1970-07-29 |
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