Formaldehyde → HCID 21481152, compound

Participants

Reaction Steps

7 g of 3-[ 2-[4-(2-amino-10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-1-piperazinyl]-ethyl ]-2-oxazolidinone, 13.1 ml of 40% formaldehyde and 61 ml of acetonitrile are treated with 3.32 g of sodium cyanoborohydride and the resulting mixture is treated dropwise over a period of 10 minutes with 1.5 ml of acetic acid. The mixture is stirred for a further 90 minutes, treated dropwise with a further 1.5 ml of acetic acid and again stirred for 15 minutes. The mixture is now extracted with 200 ml of ether and the organic phase washed three times with 1-N aqueous potassium hydroxide solution, dried over sodium sulphate and evaporated. There is obtained 3-[ 2-[4-(10,11-dihydro-2-dimethylamino-dibenzo[b,f]thiepin-10-yl)-1-piperazinyl]-ethyl ]-2-oxazolidinone which melts at 168°-170° C. After recrystallisation from ethanol, this compound melts at 171°-173° C. By treatment with maleic acid there is obtained the corresponding maleate which melts at 143.5°-144.5° C after recrystallisation from acetonitrile.

Provenance & Evidence