Reaktion #323348

Reaktionsgleichung

phosphorus pentasulfide

(R)-2-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f]-1,4-oxazepine-5(4H)-one

toluene

→

(R)-2-(2-Chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-oxazepine-5(4H)-thione

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 2.5 hr
2. 2
   Temperaturcooled
3. 3
   FiltrationThe mixture was filtered
4. 4
   Waschenthe solid washed twice with 30 ml of 25% acetonitrile-75% toluene
5. 5
   Extraktionextracted with saturated aqueous potassium bicarbonate
6. 6
   SonstigeThe organic layer was separated
7. 7
   workup.ADDITIONtreated with magnesium sulfate and charcoal
8. 8
   Filtrationfiltered
9. 9
   EinengenThe filtrate was concentrated
10. 10
    Sonstigethe residue was recrystallized from isopropyl alcohol-chloroform

Vorschrift

To a suspension of 9 g (0.02 mole) of phosphorus pentasulfide in 75 ml of acetonitrile was added 18 g (0.075 mole) of (R)-2-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f]-1,4-oxazepine-5(4H)-one and the mixture was stirred at reflux for 2.5 hr, cooled and treated with 60 ml of toluene. The mixture was filtered and the solid washed twice with 30 ml of 25% acetonitrile-75% toluene. The volume was made to about 400 ml with 50% toluene-50% acetonitrile and extracted with saturated aqueous potassium bicarbonate. The organic layer was separated, treated with magnesium sulfate and charcoal, and filtered. The filtrate was concentrated and the residue was recrystallized from isopropyl alcohol-chloroform. Yield of title compound was 13 g (68%), m.p. 168°-170° C.; [α]D25 =(-) 47.4 (chloroform).

Quelle