Reaktion #4929

Reaktionsgleichung

2-(2-chloroethyl)-2,3-dihydro-4-methylnaphth[2,1-f][1,4]-oxazepine-5(4H)-thione

dimethylamine

→

product

Ausbeute 20.0%

2-[2-(Dimethylamino)ethyl]-2,3-dihydro-4-methylnaphth[2,1-f][1,4]-oxazepine-5(4H)-thione hydrochloride

Ausbeute 20.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated under reduced pressure
2. 2
   SonstigeThe residue was partitioned between 15% aqueous sodium hydroxide and chloroform
3. 3
   SonstigeThe chloroform layer was evaporated
4. 4
   Sonstigethe residue partitioned between 3N hydrochloric acid and chloroform
5. 5
   Extraktionextracted with chloroform
6. 6
   ExtraktionThe chloroform extract
7. 7
   Einengenwas concentrated
8. 8
   workup.DISSOLUTIONthe residue dissolved in isopropyl alcohol
9. 9
   workup.ADDITIONEthereal hydrogen chloride was added
10. 10
    SonstigeRecrystallization of the precipitate from isopropyl alcohol/water

Vorschrift

To a solution of 15.0 g (0.05 mole) of 2-(2-chloroethyl)-2,3-dihydro-4-methylnaphth[2,1-f][1,4]-oxazepine-5(4H)-thione in 50 ml of absolute ethanol was added 10 g of a 40% aqueous solution of dimethylamine. The resulting solution was heated in a steel bomb at 100° C. for 40 hr and concentrated under reduced pressure. The residue was partitioned between 15% aqueous sodium hydroxide and chloroform. The chloroform layer was evaporated and the residue partitioned between 3N hydrochloric acid and chloroform. The aqueous layer was made alkaline with 50% sodium hydroxide and extracted with chloroform. The chloroform extract was concentrated and the residue dissolved in isopropyl alcohol. Ethereal hydrogen chloride was added. Recrystallization of the precipitate from isopropyl alcohol/water gave 3.0 g (20%) of the product, m.p. 238°-240° C.

Quelle