Water → HCID 66834455, Verbindung

HRID 61757

Reaktionsgleichung

Reaktionsgleichung von HRID 61757
[CH2:1]([N:3]([CH2:29][CH3:30])[CH2:4][CH2:5][S:6][C:7]1[CH:8]=[CH:9][C:10]2[C:22](=[O:23])[C:21]3[C:20]4[C:15](=[CH:16][C:17]([C:24]#[N:25])=[CH:18][CH:19]=4)[NH:14][C:13]=3[C:12]([CH3:27])([CH3:26])[C:11]=2[CH:28]=1)[CH3:2].[OH:31]OS([O-])=O.[K+].[OH2:37]>CO>[CH2:29]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][S:6]([C:7]1[CH:8]=[CH:9][C:10]2[C:22](=[O:23])[C:21]3[C:20]4[C:15](=[CH:16][C:17]([C:24]#[N:25])=[CH:18][CH:19]=4)[NH:14][C:13]=3[C:12]([CH3:26])([CH3:27])[C:11]=2[CH:28]=1)(=[O:31])=[O:37])[CH3:30]

Komponenten

5

Edukt 3

HCID 962WaterHCID 23707502Potassium hydroxy sulfiteHCID 668339748-(2-Diethylamino-ethylsulfanyl)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

Produkt 1

HCID 66834455HCID 66834455, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

8-(2-Diethylamino-ethylsulfanyl)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (Compound B2-17, 16.8 mg, 0.0402 mmol) was dissolved in methanol (1.5 mL), added with oxone (54.3 mg, 2.2 eq.) which had been dissolved in water (0.5 mL), and then stirred at room temperature for 2 hr. The reaction solution was concentrated, extracted with ethyl acetate, washed with saturated sodium hydrogen carbonate, and dried over magnesium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (dichloromethane/methanol) to obtain the target compound (white solid, 5.8 mg, 32%).

Aufarbeitung

  1. concentrationThe reaction solution was concentrated
  2. extractionextracted with ethyl acetate
  3. washwashed with saturated sodium hydrogen carbonate
  4. dry with materialdried over magnesium sulfate
  5. customThe drying agent was removed by filtration
  6. customthe residues obtained
  7. concentrationafter concentration under reduced pressure
  8. customwere purified by silica gel column chromatography (dichloromethane/methanol)
  9. customto obtain the target compound (white solid, 5.8 mg, 32%)

Quellen und Nachweise

ORD-Eintrag
ord-8820aa6eb2a74b73ae103eeef7fa44e7
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09440922B2

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