Potassium Nitrate → HCID 12764429, compound

Participants

Reaction Steps

Potassium nitrate (13.14 g.) was added in portions to a solution of 4-acetyl-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocine (26.43 g.) in concentrated sulfuric acid (100 ml.). The mixture was stirred for about three days at room temperature, then quenched in ice (1500 ml.). The resulting mixture was basified with aqueous sodium hydroxide (35%) and extracted with chloroform. The chloroform extract was dried over potassium carbonate, treated with charcoal, filtered and stripped of solvent. Recrystallization of the residue from isopropyl alcohol afforded 4-acetyl-9-nitro-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocine (2.2 g., m.r. 142°-144° C. with resolidification and remelting, m.r. 162°-164° C.), the compound of Formula III wherein Q* is acetyl.

Provenance & Evidence