Nitric Acid → 7-Acetamido-8-nitro-3,4-dihydro-2H-1,5-benzodioxepine
Reaction equation
[NH:1]([C:5]1[CH:15]=[CH:14][C:8]2[O:9][CH2:10][CH2:11][CH2:12][O:13][C:7]=2[CH:6]=1)[C:2]([CH3:4])=[O:3].[N+:16]([O-])([OH:18])=[O:17]>C(O)(=O)C>[NH:1]([C:5]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][C:8]2[O:9][CH2:10][CH2:11][CH2:12][O:13][C:7]=2[CH:6]=1)[C:2]([CH3:4])=[O:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
13.5 g of 7-acetamino-3,4-dihydro-2H-1,5-benzodioxepine were placed in 50 ml of glacial acetic acid and nitrated at 15°-20° C. with 7 ml of nitric acid in 20 ml of glacial acetic acid by dropwise addition, the crystals passing into solution only after the addition of a quarter of the nitric acid. The product separated out, but was stirred for an additional 3 hours, then removed under suction and washed with water and methanol. 15.6 g (94.9% of theory) of 7-acetamino-8-nitro-3,4-dihydro-2H-1,5-benzodioxepine of melting point 139°-140° C. were obtained.