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CAS No.: | 157764-10-8 |
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Name: | 2-[3-Chloro-5-(trifluoroMethyl)-2-pyridinyl]-acetonitrile |
Article Data: | 11 |
Molecular Structure: | |
Formula: | C8H4ClF3N2 |
Molecular Weight: | 220.581 |
Synonyms: | 2-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]-acetonitrile;2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)acetonitrile;[3-chloro-5-(trifluoromethyl)-2-pyridinyl] acetonitrile;3-chloro-5-trifluoromethyl pyridine-2-acetonitrile;2-[3-chloro-5-(trifluoromethyl)pyridin-2-nyl]acetonitrile;3-chloro-5-(trifluoromethyl)pyridin-2-ylacetonitrile; |
Density: | 1.429±0.06 g/cm3(Predicted) |
Boiling Point: | 245.7±35.0 °C(Predicted) |
PSA: | 36.68000 |
LogP: | 2.81988 |
2,3-dichloro-5-trifluoromethylpyridine
acetonitrile
2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile
Conditions | Yield |
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With sodium methylate at 130℃; under 21002.1 Torr; for 16h; Pressure; Temperature; Reagent/catalyst; Inert atmosphere; | 99.2% |
2,3-dichloro-5-trifluoromethylpyridine
ethyl 2-cyanoacetate
2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile
Conditions | Yield |
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Stage #1: 2,3-dichloro-5-trifluoromethylpyridine; ethyl 2-cyanoacetate With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 70℃; for 3h; Stage #2: With hydrogenchloride In 1-methyl-pyrrolidin-2-one; water at 130℃; for 2h; pH=2; | 94% |
Stage #1: ethyl 2-cyanoacetate With 18-crown-6 ether; potassium carbonate In ethyl acetate at 25℃; for 0.5h; Stage #2: 2,3-dichloro-5-trifluoromethylpyridine In ethyl acetate at 70℃; for 1h; Stage #3: With hydrogenchloride In N,N-dimethyl-formamide for 3h; pH=2; Reagent/catalyst; Solvent; Reflux; |
methyl [3-chloro-5-(trifluoromethyl)-2-pyridinyl](cyano)acetate
2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile
Conditions | Yield |
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With water; sodium chloride In dimethyl sulfoxide at 160℃; | 91% |
With water; sodium chloride In dimethyl sulfoxide at 160℃; | 91% |
With sodium chloride In water; dimethyl sulfoxide at 160℃; |
2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile
Conditions | Yield |
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With hydrogenchloride In N,N-dimethyl-formamide at 130℃; for 4h; pH=2; | 86.2% |
Stage #1: ethyl 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-cyanoacetate With hydrogenchloride In water; N,N-dimethyl-formamide for 6h; pH=3; Heating; Stage #2: With potassium hydroxide In water at 20℃; | 85% |
With hydrogenchloride In water for 5h; Reflux; | 54 g |
2,3-dichloro-5-trifluoromethylpyridine
methyl 2-cyanoacetate
2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile
Conditions | Yield |
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With potassium carbonate In dimethyl sulfoxide at 80℃; for 2h; Solvent; Temperature; Reagent/catalyst; | 83% |
2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile
Conditions | Yield |
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With trifluoroacetic acid |
2,3-dichloro-5-trifluoromethylpyridine
2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile
Conditions | Yield |
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Multi-step reaction with 2 steps 1: t-BuOK / tetrahydrofuran 2: TFA View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 20 °C 1.2: 2.5 h / 80 °C 2.1: hydrogenchloride / N,N-dimethyl-formamide / 4 h / 130 °C / pH 2 View Scheme | |
Multi-step reaction with 2 steps 1: potassium hydroxide / 1-methyl-pyrrolidin-2-one / 2.5 h / 70 - 80 °C 2: hydrogenchloride / water / 5 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium carbonate / dimethyl sulfoxide / 12 h / 70 °C 2.1: hydrogenchloride / water; N,N-dimethyl-formamide / 6 h / pH 3 / Heating 2.2: 20 °C View Scheme |
ethyl acetate
2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile
2-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-3-oxo-butyronitrile
Conditions | Yield |
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With sodium hydride In tetrahydrofuran | 100% |
ethyl iodide
2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile
2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]butanenitrile
Conditions | Yield |
---|---|
Stage #1: 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile With potassium tert-butylate In tetrahydrofuran at -5℃; for 2h; Stage #2: ethyl iodide In tetrahydrofuran at 20℃; | 100% |
Stage #1: 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile In tetrahydrofuran at -5℃; for 2h; Stage #2: ethyl iodide at 20℃; | 100% |
2-trifluoromethylbenzoyl chloride
2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile
fluopyram
Conditions | Yield |
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With palladium on activated charcoal; hydrogen; sodium carbonate In ethyl acetate at 60℃; under 15001.5 Torr; for 8h; Reagent/catalyst; Pressure; Solvent; Temperature; | 82% |