Morpholine → 2-(Morpholin-4-ylmethyl)-5-nitroquinoline

HRID 2215463

Reaktionsgleichung

Reaktionsgleichung von HRID 2215463
Br[CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[N+:13]([O-:15])=[O:14])[N:4]=1.[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[N:16]1([CH2:2][C:3]2[CH:12]=[CH:11][C:10]3[C:5](=[CH:6][CH:7]=[CH:8][C:9]=3[N+:13]([O-:15])=[O:14])[N:4]=2)[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1

Komponenten

5

Edukt 3

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 219488492-Bromomethyl-5-nitroquinoline

Produkt 1

HCID 219488002-(Morpholin-4-ylmethyl)-5-nitroquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

460 mg (1.72 mmol) of 2-bromomethyl-5-nitroquinoline and 0.54 ml (6.2 mmol) of morpholine are dissolved in 150 ml of toluene. After 1.07 g (7.74 mmol) of potassium carbonate is added, the reaction mixture is allowed to reflux for 2 hours. Potassium carbonate is filtered off, and the filtrate is concentrated by evaporation. After purification on silica gel with hexane-ethyl acetate (0–100%), 190 mg (40% of theory) of the product is obtained.

Aufarbeitung

  1. temperatureto reflux for 2 hours
  2. filtrationPotassium carbonate is filtered off
  3. concentrationthe filtrate is concentrated by evaporation
  4. customAfter purification on silica gel with hexane-ethyl acetate (0–100%), 190 mg (40% of theory) of the product
  5. customis obtained

Quellen und Nachweise

ORD-Eintrag
ord-3abc59f2471d4003a170287317005de1
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07109212B2

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