Tofisopam → HCID 15587244, compound

Participants

Reaction Steps

6.05 g of selenium dioxide are added within 1.5 hours to a stirred suspension of 19.1 g (0.05 mole) of 1-(3,4-dimethoxyphenyl)-4-methyl-5-ethyl-7,8-dimethoxy-5H-2,3-benzodiazepine in 150 ml of 80% aqueous dioxane at an inner temperature of 84° to 87° C. The metallic selenium is removed from the mixture by clarification, and the yellow solution is evaporated in vacuo. The thick, honey-like residue is stirred with 100 ml of water, whereupon the title compound separates as a yellow powder. The product is filtered off, washed five times with 10 ml of water each and dried in vacuo. 19.3 g (96%) of crude 1-(3,4-dimethoxyphenyl)-4-formyl-5-ethyl-7,8-dimethoxy-5H-2,3-benzodiazepine are obtained; m.p.: 103°-105° C. When recrystallized from acetone and cyclohexane the product melts at 108°-110° C. C22H24N2O5 =396.45.

Provenance & Evidence