Originator
Smedolin,Yamanouchi,Japan,1976
Manufacturing Process
31.3 g of 1-oxo-3-(aminophenyl-p-ethoxypiperidino)-isoindoline (0.0892 mol)
are dissolved in 500 ml of anhydrous N,N-dimethylformamide. To this solution
5.75 g of NaH (0.105 mol) and 7.24 ml of CH2CH2I (0.0945 mol) are added
and the resulted mixture is heated at 70°C for 1 hour, and then poured into
an excess of water. 1-oxo-2-ethyl-3-(aminophenyl-p-ethoxypiperidino)-
isoindoline (MP 106°C to 107°C) is obtained by crystallization with ligroin.
1-oxo-2-ethyl-3-(iminophenyl-p-ethoxypiperidino)-isoindoline (MP 103°C to
104°C) is obtained as a byproduct with the above compound. This latter
compound was reduced to produce 1-oxo-2-ethyl-3-(aminophenyl-p-ethoxypiperidino)-isoindoline.
