반응 #4925

반응 방정식

8-chloro-2-(2-chloroethyl)-2,3-dihydro-4-methyl-1,4-benzoxazepine-5 (4H)-thione

dimethylamine

→

title compound

8-Chloro-2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methyl-1,4-benzoxazepine-5(4H)-thione hydrochloride

용매

hydrochloric acid

ethanol

반응 조건

후처리

1. 1
   기타The ethanol was evaporated under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue dissolved in chloroform
3. 3
   기타partitioned with 10% sodium hydroxide solution
4. 4
   기타The chloroform layer was evaporated under reduced pressure
5. 5
   기타to give an amorphous solid
6. 6
   세척the solution washed with ethyl acetate
7. 7
   추출extracted with ethyl acetate
8. 8
   기타The ethyl acetate layer was evaporated under reduced pressure
9. 9
   기타to give a viscous oil

실험 절차

A solution of 9.8 g (0.04 mole) of 8-chloro-2-(2-chloroethyl)-2,3-dihydro-4-methyl-1,4-benzoxazepine-5 (4H)-thione in 50 ml of absolute ethanol and 10 ml of a 40% aqueous solution of dimethylamine were mixed and heated in a steel bomb at 100° C. for 16 hr. The ethanol was evaporated under reduced pressure and the residue dissolved in chloroform and partitioned with 10% sodium hydroxide solution. The chloroform layer was evaporated under reduced pressure to give an amorphous solid. The solid was dissolved in 6N hydrochloric acid and the solution washed with ethyl acetate. The aqueous layer was basified with 50% sodium hydroxide and extracted with ethyl acetate. The ethyl acetate layer was evaporated under reduced pressure to give a viscous oil comprised substantially of the free base of the title compound which was dissolved in absolute ethanol and reacted with ethereal hydrogen chloride. The hydrochloride salt was recrystallized from ethanol to give 30 g (25%) product, m.p. 196°-199° C.

출처