5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole
- Product Name
- 5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole
- CAS No.
- 120068-79-3
- Chemical Name
- 5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole
- Synonyms
- 5-AMINO-1-(2,6-DICHLORO-4-(TRIFLUOROMETHYL)PHENYL)-1H-PYRAZOLE-3-CARBONITRILE;Pyrazole ring;Arylpyrazolenitrile;5-Amino-3-cyano-1-(2;FIPRONIL INTERMEDIATE;Fipronil DetrifluoroMethylsulfinyl;6-dichloro-4-trifluoromethylphenyl)pyrazole;5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-;5-Amino-3-cyano-(2,6-dichloro-4-trifluoromethyl-phenyl)pyrazole;5-Amino-3-Cyano-1-(2,6-Dichloro-4-TrifluoroMethylPhenyl)Pyra...
- CBNumber
- CB3296932
- Molecular Formula
- C11H5Cl2F3N4
- Formula Weight
- 321.09
- MOL File
- 120068-79-3.mol
5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole Property
- Melting point:
- 132-141 °C
- Boiling point:
- 433.0±45.0 °C(Predicted)
- Density
- 1.65±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- -1.27±0.14(Predicted)
- color
- Light Yellow to Light Brown
- InChI
- InChI=1S/C11H5Cl2F3N4/c12-7-1-5(11(14,15)16)2-8(13)10(7)20-9(18)3-6(4-17)19-20/h1-3H,18H2
- InChIKey
- QPZYPAMYHBOUTC-UHFFFAOYSA-N
- SMILES
- N1(C2=C(Cl)C=C(C(F)(F)F)C=C2Cl)C(N)=CC(C#N)=N1
- CAS DataBase Reference
- 120068-79-3(CAS DataBase Reference)
Safety
- HS Code
- 2933.19.4300
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A3230
- Product name
- 5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole-3-carbonitrile
- Packaging
- 5G
- Price
- $23
- Updated
- 2025/07/31
- Product number
- A3230
- Product name
- 5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole-3-carbonitrile
- Packaging
- 25G
- Price
- $68
- Updated
- 2025/07/31
- Product number
- F342220
- Product name
- FipronilDetrifluoromethylsulfinyl
- Packaging
- 100mg
- Price
- $215
- Updated
- 2021/12/16
- Product number
- 073398
- Product name
- 5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole
- Purity
- 95+%
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
- Product number
- 073398
- Product name
- 5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole
- Purity
- 95+%
- Packaging
- 5g
- Price
- $19
- Updated
- 2021/12/16
5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole Chemical Properties,Usage,Production
Uses
Fipronil Detrifluoromethylsulfinyl is an intermediate in the synthesis of Fipronil (F342200), which is a GABA receptor antagonists and insecticides.
Synthesis
40497-11-8
24279-39-8
120068-79-3
Experiment 1: 1. 150 ml of toluene was added to a 2.0 liter four neck glass reactor fitted with an overhead stirrer system. 2. 0.5 g of sucrose polystearate (SP-20) and 230 g of 2,6-dichloro-4-trifluoromethylaniline were added to the reactor under stirring. 3. 600 ml of a 13.9N spent acid solution containing 3.9N sulfuric acid and 10N HCl was added gradually over a period of 30 minutes at 30°C to 40°C. 4. the reaction mixture was stirred at 30 °C to 40 °C for 1 h to form a mixture of 2,6-dichloro-4-trifluoromethylaniline salts and then cooled to 15 °C to 20 °C. the reaction mixture was then stirred at 30 °C to 40 °C for 1 h to form a mixture of 2,6-dichloro-4-trifluoromethylaniline salts. 5. a sodium nitrite solution was prepared by dissolving 75.9 g of sodium nitrite in 100 mL of water. 6. The sodium nitrite solution was added to the reaction mixture over a period of 3 hours at 15°C to 20°C and the diazotization reaction continued with stirring at the same temperature for 1 hour. 7. the reaction mixture was poured into 1200 grams of cold ice water at a controlled temperature below 20°C. 8. 152 g of ethyl 2,3-dicyanopropionate was added to the diluted diazotized substance at 10 °C to 15 °C and stirred for 30 minutes. 9. Stirring was continued for 12 hours at 15°C to 25°C to form a biphasic system containing the coupling product. 10. Stirring was stopped, the organic layer was separated as the coupling product and the aqueous layer was extracted with 100 ml of toluene. 11. The extracted toluene layer was combined with the organic layer and added to 1000 ml of 2N sodium hydroxide solution at 5°C to 25°C and stirred for 4 hours at 20°C to 25°C. 12. The organic phase was heated to 40°C to 42°C and equilibrated for 1 hour. 13. The precipitated product slurry was cooled to 10°C to 15°C, filtered, washed with water until neutral, and then washed with 50 ml of cooled toluene. 14. 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole was isolated in 80% yield and 99.0% HPLC purity. Experiments 2-13: Similar experiments were performed by varying the concentrations of spent HCl and spent H2SO4 and their mixtures, as well as the reaction conditions (Examples 2-13). The results of the experiments are summarized in Table 1.
References
[1] Patent: CN106220565, 2016, A. Location in patent: Paragraph 0031
[2] Patent: WO2017/60787, 2017, A1. Location in patent: Page/Page column 8; 9; 10
[3] Journal of Agricultural and Food Chemistry, 2010, vol. 58, # 8, p. 4992 - 4998
[4] Journal of Agricultural and Food Chemistry, 2003, vol. 51, # 24, p. 7055 - 7061
[5] Patent: CN108203450, 2018, A. Location in patent: Paragraph 0154-0157
5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole Preparation Products And Raw materials
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View Lastest Price from 5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole manufacturers
- Product
- 5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole 120068-79-3
- Price
- US $5.00-0.10/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-03-27
- Product
- 5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole 120068-79-3
- Price
- US $0.00/Kg/Drum
- Min. Order
- 1Kg/Drum
- Purity
- 98%
- Supply Ability
- 200tons
- Release date
- 2021-03-25
- Product
- 5-Amino-3-Cyano-1-(2,6-Dichloro-4-TrifluoroMethylPhenyl)Pyrazole 120068-79-3
- Price
- US $1.20/KG
- Min. Order
- 1KG
- Purity
- 1.65g/cm3
- Supply Ability
- 10tons
- Release date
- 2020-08-19