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CAS No.: | 1484-04-4 |
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Name: | 1-(9-ETHYL-9H-CARBAZOL-3-YL)ETHANONE |
Article Data: | 25 |
Molecular Structure: | |
Formula: | C16H15NO |
Molecular Weight: | 237.301 |
Synonyms: | 1-(9-ethylcarbazol-3-yl)ethanone; |
Density: | 1.12g/cm3 |
Melting Point: | 115 °C |
Boiling Point: | 353.5oC at 760 mmHg |
Flash Point: | 167.6oC |
PSA: | 22.00000 |
LogP: | 4.01700 |
Conditions | Yield |
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With bismuth(III) chloride In dichloromethane at 20℃; Friedel Crafts acylation; | 81% |
With zinc(II) chloride In dichloromethane at 20℃; for 6h; Friedel Crafts acylation; | 80% |
With zinc(II) chloride Friedel-Crafts Acylation; |
Conditions | Yield |
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Stage #1: N-ethylcarbazole; acetic anhydride With boron trifluoride diethyl etherate at 20℃; for 4h; Stage #2: With hydrogenchloride; water | 80.4% |
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Friedel-Crafts Acylation; | 70% |
With aluminum (III) chloride In dichloromethane at 20℃; for 4h; | 70.47% |
Conditions | Yield |
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Stage #1: N-ethylcarbazole; Acetyl bromide With tin(IV) chloride In dichloromethane at 20℃; for 24h; Stage #2: With hydrogenchloride In dichloromethane; water Cooling with ice; | 80% |
With aluminum (III) chloride In 1,2-dichloro-ethane at 20℃; for 5h; | 74% |
With aluminum (III) chloride In 1,2-dichloro-ethane | 74% |
N-ethylcarbazole
C10H12N2O4
A
N-ethyl-3-acetylcarbazole
B
ethyl 5-(1-cyano-2-ethoxy-2-oxoethylidene)prolinate
D
ethyl 5-[1-cyano-2-(9-ethyl-9H-carbazol-3-yl)-2-oxoethylidene]prolinate
Conditions | Yield |
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With Eaton′s Reagent at 60℃; for 30h; Inert atmosphere; | A 1% B 20% C 9% D 40% |
N-ethylcarbazole
acetyl chloride
A
N-ethyl-3-acetylcarbazole
B
1,1′-(9-ethyl-9H-carbazole-3,6-diyl)diethanone
Conditions | Yield |
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With carbon disulfide; aluminium trichloride |
Conditions | Yield |
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With aluminium trichloride |
N-ethylcarbazole
acetic anhydride
A
N-ethyl-3-acetylcarbazole
B
1,1′-(9-ethyl-9H-carbazole-3,6-diyl)diethanone
Conditions | Yield |
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With aluminum (III) chloride Friedel Crafts acylation; |
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / water; acetone / 12 h / Reflux 2.1: tin(IV) chloride / dichloromethane / 24 h / 20 °C 2.2: Cooling with ice View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium hydroxide / N,N-dimethyl-formamide / 0.67 h / 20 °C 1.2: 10 h / 20 °C 2.1: boron trifluoride diethyl etherate / 4 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate / acetone / 20 °C 2: zinc(II) chloride / dichloromethane / 24 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h 1.2: 2 h / 20 °C 2.1: aluminum (III) chloride / dichloromethane / 0.5 h / 20 °C 2.2: 6 h / 0 - 20 °C View Scheme |
Conditions | Yield |
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With choline chloride; oxalic acid at 70℃; | 95.1% |
Conditions | Yield |
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With choline chloride; oxalic acid at 70℃; | 88.2% |
With toluene-4-sulfonic acid at 20℃; for 0.25h; Reagent/catalyst; Schiff Reaction; | 81.6% |