Acetyl chloride → N-[3-(9-Acetyl-3-oxo-2,3-dihydrocyclopenta[c]carbazol-6(1H)-yl)propyl]-2-nitro-N-propylbenzenesulfonamide

HRID 1615017Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1615017
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([N:13]([CH2:17][CH2:18][CH2:19][N:20]1[C:32]2[CH:31]=[CH:30][C:29]3[C:33](=[O:36])[CH2:34][CH2:35][C:28]=3[C:27]=2[C:26]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]1=2)[CH2:14][CH2:15][CH3:16])(=[O:12])=[O:11])([O-:3])=[O:2].[Al+3].[Cl-].[Cl-].[Cl-].[C:41](Cl)([CH3:43])=[O:42]>C1([N+]([O-])=O)C=CC=CC=1.O>[C:41]([C:24]1[CH:23]=[CH:22][C:21]2[N:20]([CH2:19][CH2:18][CH2:17][N:13]([CH2:14][CH2:15][CH3:16])[S:10]([C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[N+:1]([O-:3])=[O:2])(=[O:11])=[O:12])[C:32]3[CH:31]=[CH:30][C:29]4[C:33](=[O:36])[CH2:34][CH2:35][C:28]=4[C:27]=3[C:26]=2[CH:25]=1)(=[O:42])[CH3:43]

Komponenten

6

Edukt 3

HCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 673779462-Nitro-N-[3-(3-oxo-2,3-dihydrocyclopenta[c]carbazol-6(1H)-yl)propyl]-N-propylbenzenesulfonamide

Produkt 1

HCID 67378283N-[3-(9-Acetyl-3-oxo-2,3-dihydrocyclopenta[c]carbazol-6(1H)-yl)propyl]-2-nitro-N-propylbenzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 7416NitrobenzeneLösungsmittel

Versuchsvorschrift

Compound 47 (0.638 g, 1.26 mmol) was dissolved in PhNO2 (7 mL). The solution was cooled on an ice bath, AlCl3 (0.67 g, 5.02 mmol) and then AcCl (0.45 mL, 6.31 mmol) were added. The mixture was kept for 40 min (LC/MS monitoring), diluted with water. The product was extracted with CH2Cl2. The extract was evaporated. The residue was evaporated, and the product was passed through Celite, eluent: CH2Cl2-ethyl acetate 100:0→50:50. Yield of 48: 0.453 g (66%).

Aufarbeitung

  1. temperatureThe solution was cooled on an ice bath
  2. extractionThe product was extracted with CH2Cl2
  3. customThe extract was evaporated
  4. customThe residue was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-09cda3e5fda348ef8e38fc79d25da662
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765738B2

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