Reaktion #334496

Reaktionsgleichung

2-(2-Chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f][1,4]oxazepin-5(4H)-one hydrochloride

N-methylaniline

→

pale brown crystals

Ausbeute 31.0%

2,3-Dihydro-4-methyl-2-[2-(methylphenylamino)ethyl]pyrido[3,2-f][1,4]oxazepin-5(4H)-one

Ausbeute 31.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeExcess N-methylaniline was removed by rotary evaporation (95° C., vacuum pump)
2. 2
   Waschenwashed with dilute aqueous sodium hydroxide (30 ml) The chloroform layer
3. 3
   Trocknendried over sodium sulfate
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated by rotary evaporation
6. 6
   workup.DISSOLUTIONThe remaining residue was dissolved in ethyl acetate (50 ml)
7. 7
   Sonstigepurified by high pressure liquid chromatography
8. 8
   SonstigeAfter purification, crystals
9. 9
   Sonstigeformed from ethyl acetate
10. 10
    SonstigeThese crystals were recrystallized from ethyl acetate

Vorschrift

2-(2-Chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f][1,4]oxazepin-5(4H)-one hydrochloride, 4.00 g (0.015 mole) was dissolved in N-methylaniline (30 ml) and heated to 95° C. with stirring for 2 days. Excess N-methylaniline was removed by rotary evaporation (95° C., vacuum pump). The residue was taken up in chloroform (80 ml) and washed with dilute aqueous sodium hydroxide (30 ml) The chloroform layer was decolorized with activated carbon and dried over sodium sulfate, filtered and concentrated by rotary evaporation. The remaining residue was dissolved in ethyl acetate (50 ml) and purified by high pressure liquid chromatography using a silica gel column and ethyl acetate as the eluent. After purification, crystals formed from ethyl acetate. These crystals were recrystallized from ethyl acetate, giving 1.40 g (31%) of pale brown crystals.

Quelle