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CAS No.: | 207976-92-9 |
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Name: | 2(1H)-Pyridinone, 3-chloro-5,6-dihydro- |
Article Data: | 17 |
Molecular Structure: | |
Formula: | C5H6ClNO |
Molecular Weight: | 131.562 |
Synonyms: | 3-chloro-5,6-dihydro-1H-pyridin-2-one;3-chloro-1,2,5,6-tetrahydropyridin-2-one; |
Density: | 1.28±0.1 g/cm3(Predicted) |
Boiling Point: | 328.0±42.0 °C(Predicted) |
PSA: | 32.59000 |
LogP: | 0.90490 |
3,3-dichloro-piperidin-2-one
3-chloro-5,6-dihydro-1H-pyridin-2-one
Conditions | Yield |
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With lithium carbonate; lithium chloride In N,N-dimethyl-formamide at 130℃; for 4h; | 90% |
With lithium carbonate In N,N-dimethyl-formamide at 120℃; for 24h; | 87% |
With lithium carbonate; lithium chloride In N,N-dimethyl-formamide Inert atmosphere; Heating; | 65.6% |
3-chloro-5,6-dihydro-1H-pyridin-2-one
Conditions | Yield |
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With triethylamine In toluene at 40℃; for 0.5h; | 87% |
N-Benzyl-3,3-dichlorovalerolactam
3-chloro-5,6-dihydro-1H-pyridin-2-one
Conditions | Yield |
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With lithium carbonate; lithium chloride In N,N-dimethyl-formamide at 130℃; for 4.5h; | 70% |
piperidin-2-one
3-chloro-5,6-dihydro-1H-pyridin-2-one
Conditions | Yield |
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Stage #1: piperidin-2-one With phosphorus pentachloride In chloroform at 0℃; for 3.16h; Reflux; Stage #2: With lithium carbonate In N,N-dimethyl-formamide at 120℃; for 7h; | 35.1% |
Multi-step reaction with 2 steps 1: phosphorus pentachloride / chloroform / 3.25 h / 0 °C / Reflux 2: lithium carbonate / N,N-dimethyl-formamide / 7 h / 120 °C View Scheme | |
Multi-step reaction with 2 steps 1: phosphorus pentachloride / chloroform / 12 h / 0 - 66 °C / Reflux 2: lithium carbonate / N,N-dimethyl-formamide / 12 h / 20 - 120 °C View Scheme |
3-chloro-piperidin-2-one
3-chloro-5,6-dihydro-1H-pyridin-2-one
Conditions | Yield |
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Multi-step reaction with 2 steps 1: phosphorus pentachloride / chloroform / 20 °C 2: lithium chloride; lithium carbonate / N,N-dimethyl-formamide / 7 h / 130 °C View Scheme |
ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
3-chloro-5,6-dihydro-1H-pyridin-2-one
1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3, 4-c]pyridine-3-carboxylic acid ethyl ester
Conditions | Yield |
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With triethylamine In toluene for 12h; Reflux; | 66.1% |
With triethylamine In toluene at 130℃; for 4h; | 56% |
benzyl bromide
3-chloro-5,6-dihydro-1H-pyridin-2-one
1-benzyl-3-chloro-5,6-dihydro-1H-pyridin-2-one
Conditions | Yield |
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Stage #1: benzyl bromide; 3-chloro-5,6-dihydro-1H-pyridin-2-one With potassium hydride In tetrahydrofuran at 0 - 20℃; for 20h; Stage #2: With water In tetrahydrofuran | 61% |
3,4,5-trimethoxycinnamic acid
3-chloro-5,6-dihydro-1H-pyridin-2-one
(Ε)-3-chloro-1-(3-(3,4,5-trimethoxyphenyl)acryloyl)-5,6-dihydropyridin-2(1Η)-one
Conditions | Yield |
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Stage #1: 3,4,5-trimethoxycinnamic acid With oxalyl dichloride In tetrahydrofuran for 4h; Inert atmosphere; Stage #2: With triethylamine In tetrahydrofuran at 0℃; for 0.25h; Stage #3: 3-chloro-5,6-dihydro-1H-pyridin-2-one In tetrahydrofuran at 20℃; for 12h; | 56% |
Cinnamoyl chloride
3-chloro-5,6-dihydro-1H-pyridin-2-one
Conditions | Yield |
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Stage #1: 3-chloro-5,6-dihydro-1H-pyridin-2-one With n-butyllithium In tetrahydrofuran at -78℃; for 0.25h; Schlenk technique; Inert atmosphere; Stage #2: Cinnamoyl chloride In tetrahydrofuran at -78 - 23℃; Schlenk technique; Inert atmosphere; | 56% |
With triethylamine In tetrahydrofuran Inert atmosphere; | 100 mg |
3-chloro-5,6-dihydro-1H-pyridin-2-one
Conditions | Yield |
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Stage #1: (2E)-3-(3,5,6-trimethylpyrazin-2-yl)prop-2-enoic acid With pivaloyl chloride; triethylamine In tetrahydrofuran; dichloromethane at -20℃; Stage #2: 3-chloro-5,6-dihydro-1H-pyridin-2-one With n-butyllithium In tetrahydrofuran for 1h; | 56% |