反应 #4925

反应方程式

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

溶剂

hydrochloric acid

ethanol

反应条件

后处理

1. 1
   其他The ethanol was evaporated under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue dissolved in chloroform
3. 3
   其他partitioned with 10% sodium hydroxide solution
4. 4
   其他The chloroform layer was evaporated under reduced pressure
5. 5
   其他to give an amorphous solid
6. 6
   洗涤the solution washed with ethyl acetate
7. 7
   萃取extracted with ethyl acetate
8. 8
   其他The ethyl acetate layer was evaporated under reduced pressure
9. 9
   其他to give a viscous oil

实验过程

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.

来源