Sulfuric Acid → 9-carboxy-11H-pyrrolo[2,1-b][3]benzazepin-11-one
Reaction equation
[C:1]([C:4]1[CH:18]=[CH:17][C:7]2[CH:8]=[CH:9][N:10]3[CH:16]=[CH:15][CH:14]=[C:11]3[C:12](=[O:13])[C:6]=2[CH:5]=1)(=[O:3])N.S(=O)(=O)(O)[OH:20].N([O-])=O.[Na+]>O>[C:1]([C:4]1[CH:18]=[CH:17][C:7]2[CH:8]=[CH:9][N:10]3[CH:16]=[CH:15][CH:14]=[C:11]3[C:12](=[O:13])[C:6]=2[CH:5]=1)([OH:20])=[O:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To 9-carbamoyl-11H-pyrrolo[2,1-b][3]benzazepin-11-one (27 g., 0.112 moles) in 300 ml. of 50% sulfuric acid maintained at 50° C. is added slowly 25 g. of sodium nitrite in 75 ml. of water. At the end of the addition, the solid is filtered, washed with water and air-dried to yield 9-carboxy-11H-pyrrolo[2,1-b][3]benzazepin-11-one.