Water → HCID 22625603, Verbindung

HRID 277662Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 277662
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]2[CH2:16][CH2:15][CH2:14][CH2:13][N:12]2[CH:17]=1.[Cl:18]N1C(=O)CCC1=O.O.CCCCCC.C(OCC)(=O)C>CN(C)C=O>[Cl:18][C:17]1[N:12]2[CH2:13][CH2:14][CH2:15][CH2:16][C:11]2=[N:10][C:9]=1[C:3]1[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=1[Cl:1]

Komponenten

6

Edukt 4

HCID 962WaterHCID 31398ChlorosuccinimideHCID 21226206Ethyl acetate hexane2×HCID 22625614HCID 22625614, Verbindung

Produkt 1

HCID 22625603HCID 22625603, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 1.0 g (3.7 mmol) of 2-(2,4-dichlorophenyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine and 0.6 g (4.5 mmol) of N-chlorosuccinimide was stirred in 15 ml of dimethylformamide at room temperature overnight followed by heating at 70° C. for 20 minutes. An excess of water was added and the aqueous mixture extracted with 200 ml of ethyl acetate. The separated organic layer layer was washed with water, saturated aqueous sodium bicarbonate, and brine. After drying over magnesium sulfate, the solvent was removed in vacuo to give a oily residue. Silica gel column chromatography (3:1 followed by 1:1 hexane/ethyl acetate followed in turn by 2:1 ethyl acetate/hexane) afforded the title compound as the main component (0.65 g, m.p. 99-101° C.).

Aufarbeitung

  1. extractionthe aqueous mixture extracted with 200 ml of ethyl acetate
  2. washThe separated organic layer layer was washed with water, saturated aqueous sodium bicarbonate, and brine
  3. dry with materialAfter drying over magnesium sulfate
  4. customthe solvent was removed in vacuo
  5. customto give a oily residue

Quellen und Nachweise

ORD-Eintrag
ord-4a40552bbdb64b2682c6c3b9dd1b8d4f
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06358885B1

Notizen zur Reaktion

Wird geladen…