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CAS No.: | 881386-01-2 |
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Name: | 2-Piperidinone, 3,3-dichloro-1-(4-nitrophenyl)- |
Article Data: | 10 |
Molecular Structure: | |
Formula: | C11H10Cl2N2O3 |
Molecular Weight: | 289.118 |
Synonyms: | 3,3-dichloro-1-(4-nitrophenyl)-2-piperidinone;QC-8280;2-Piperidinone,3,3-dichloro-1-(4-nitrophenyl); |
Density: | 1.50 |
Boiling Point: | 520.2±50.0 °C(Predicted) |
PSA: | 66.13000 |
LogP: | 3.48370 |
1-(4-nitrophenyl)piperidine-2-one
3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one
Conditions | Yield |
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With phosphorus pentachloride In chlorobenzene at 55℃; for 5h; | 94.9% |
With phosphorus pentachloride In dichloromethane at 40℃; Cooling with ice; Inert atmosphere; | 93.1% |
With phosphorus pentachloride In chloroform for 0.5h; Reflux; | 88.58% |
5-Chlorovaleroyl chloride
3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one
Conditions | Yield |
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Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere 2: phosphorus pentachloride / dichloromethane / Reflux View Scheme | |
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 5 - 25 °C / Inert atmosphere 2: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere 3: phosphorus pentachloride / dichloromethane / 40 °C / Cooling with ice; Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: trimethylamine / tetrahydrofuran / 0 - 20 °C 2: potassium carbonate; dimethyl sulfoxide / 6 h / 80 °C 3: phosphorus pentachloride / dichloromethane / 5 h / Reflux View Scheme |
4-nitro-aniline
3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one
Conditions | Yield |
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Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere 2: phosphorus pentachloride / dichloromethane / Reflux View Scheme | |
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 5 - 25 °C / Inert atmosphere 2: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere 3: phosphorus pentachloride / dichloromethane / 40 °C / Cooling with ice; Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: trimethylamine / tetrahydrofuran / 0 - 20 °C 2: potassium carbonate; dimethyl sulfoxide / 6 h / 80 °C 3: phosphorus pentachloride / dichloromethane / 5 h / Reflux View Scheme |
5-chloro-N-(4-nitrophenyl)pentanamide
3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one
Conditions | Yield |
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Multi-step reaction with 2 steps 1: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere 2: phosphorus pentachloride / dichloromethane / 40 °C / Cooling with ice; Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate; dimethyl sulfoxide / 6 h / 80 °C 2: phosphorus pentachloride / dichloromethane / 5 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate / dimethyl sulfoxide / 6 h / 80 °C 2: phosphorus pentachloride / dichloromethane / 5 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: tetrabutylammomium bromide; potassium hydroxide / water; tetrahydrofuran / 0 - 20 °C 2: phosphorus pentachloride / toluene / 1 h / 25 - 80 °C View Scheme |
5-bromovaleroyl chloride
3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one
Conditions | Yield |
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Multi-step reaction with 2 steps 1: pyridine; dmap / tetrahydrofuran / 1 h / 0 - 100 °C 2: phosphorus pentachloride / chloroform / 0.5 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: water; tetrahydrofuran / 1 h / 20 °C / Green chemistry 1.2: 4 h / 20 °C / Green chemistry 2.1: phosphorus pentachloride / chlorobenzene / 2 h / 53 °C / Green chemistry View Scheme |
aniline
3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 1 h / 0 - 5 °C 1.2: 20 °C 2.1: nitric acid; sulfuric acid / 0 - 5 °C 3.1: phosphorus pentachloride / toluene / 1 h / 25 - 80 °C View Scheme | |
Multi-step reaction with 4 steps 1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 1 h / 25 - 30 °C 2: potassium hydroxide / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere 3: nitric acid; sulfuric acid / 0 - 5 °C 4: phosphorus pentachloride / toluene / 1 h / 25 - 80 °C View Scheme |
1-phenylpiperidin-2-one
3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one
Conditions | Yield |
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Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 0 - 5 °C 2: phosphorus pentachloride / toluene / 1 h / 25 - 80 °C View Scheme |
5-chloro-pentanoic acid phenylamide
3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one
Conditions | Yield |
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Multi-step reaction with 3 steps 1: potassium hydroxide / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere 2: nitric acid; sulfuric acid / 0 - 5 °C 3: phosphorus pentachloride / toluene / 1 h / 25 - 80 °C View Scheme |
3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one
Conditions | Yield |
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With tin(II) chloride dihdyrate In N,N-dimethyl-formamide at 60 - 65℃; for 0.5h; Solvent; Temperature; Reagent/catalyst; | 90.89% |
morpholine
3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one
3-(morpholin-4-yl)-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one
Conditions | Yield |
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at 120℃; for 2h; Inert atmosphere; | 90.4% |
at 130℃; for 1.5h; | 87.6% |
at 130℃; for 5h; | 64.5% |
at 130℃; for 1.5h; | |
In N,N-dimethyl-formamide for 1h; Reflux; | 85.73 g |