反应详情

A suspension of 2-bromo-5-nitrobenzenamine (26.0 g) and 2-chloro-N-(2-chloroethyl)-N-methylethanamine hydrochloride (23.0 g) in chlorobenzene (150 ml) was heated to reflux under nitrogen and stirred for 15 hours before cooling to room temperature. The gummy mixture was diluted with dichloromethane (150 ml) and extracted with water (4×400 ml, acidified with 2N HCl). The combined aqueous extracts were basified with 2N sodium hydroxide (to pH 12) and extracted with dichloromethane (4×500 ml). The combined organic extracts were dried and concentrated in vacuo to give a brown oil which was purified by FCC eluting with System A (300:8:1 gradient to 200:8:1) to give the title compound as a brown solid (9.498 g) m.p. 100°-103° C.

1. temperaturewas heated
2. temperatureto reflux under nitrogen
3. extractionextracted with water (4×400 ml, acidified with 2N HCl)
4. extractionextracted with dichloromethane (4×500 ml)
5. customThe combined organic extracts were dried
6. concentrationconcentrated in vacuo
7. customto give a brown oil which
8. customwas purified by FCC
9. washeluting with System A (300:8:1 gradient to 200:8:1)