反应详情

In 5 liters of toluene were combined 200 ml of dimethylformamide, 180.71 g of 5-chloro-2-(3-oxocyclohexen-1-yl)aminobenzonitrile hydrochloride prepared in the same manner as the compounds of EXAMPLES 1 and 2, 176 g (2 eq) of milled K2CO3 and 3 g of cuprous chloride (CuCl). After 6 hours of reflux 3 g more of CuCl was added. After 12 hours of reflux 3 g more of CuCl was added. After overnight reflux the reaction mixture was evaporated and the residue extracted with dichloromethane via a Soxhlet extraction apparatus for 12 hours. The dichloromethane solution was evaporated to a solid. The solid was suspended in water and H2SO4 was added. The resultant salt which precipitated out was filtered and made basic with 10% NaOH. The solid was filtered and recrystallized twice from isopropanol/toluene to yield 6.84 g (4%) of a solid, melting point over 260° C.

1. temperatureAfter overnight reflux the reaction mixture
2. customwas evaporated
3. extractionthe residue extracted with dichloromethane via a Soxhlet extraction apparatus for 12 hours
4. customThe dichloromethane solution was evaporated to a solid
5. additionH2SO4 was added
6. customThe resultant salt which precipitated out
7. filtrationwas filtered
8. filtrationThe solid was filtered
9. customrecrystallized twice from isopropanol/toluene