Acetic Anhydride → Pyrrolo(4,3,2-de)(1,2,4)triazolo(3,4-a)isoquinoline, 4,6-dihydro-8-methyl-

Reaction equation

Cl.[NH:2]([C:4]1[C:13]2[CH:12]=[CH:11][CH:10]=[C:9]3[NH:14][CH:15]=[C:7]([C:8]=23)[CH2:6][N:5]=1)[NH2:3].[C:16](OC(=O)C)(=O)[CH3:17].C(=O)(O)[O-].[Na+]>>[CH3:16][C:17]1[N:5]2[CH2:6][C:7]3[C:8]4[C:9]([NH:14][CH:15]=3)=[CH:10][CH:11]=[CH:12][C:13]=4[C:4]2=[N:2][N:3]=1

Participants

Reactant 3

HCID 7918Acetic Anhydride

HCID 516892Sodium Bicarbonate

HCID 3041086Pyrrolo(4,3,2-de)isoquinolin-5(1H)-one, 3,4-dihydro-, hydrazone, monohydrochloride

Product 1

HCID 3041158Pyrrolo(4,3,2-de)(1,2,4)triazolo(3,4-a)isoquinoline, 4,6-dihydro-8-methyl-

Procedure

5-Hydrazino-1,3-dihydropyrrolo[4,3,2-de]isoquinoline hydrochloride (50 mg), described in Example 8, is heated at reflux with 3 ml of acetic anhydride for 2 hours. The mixture is cooled and then poured into a saturated solution of sodium bicarbonate. The resulting precipitate is collected and then dissolved in methanol. This solution is rendered acidic by the addition of HCl in ether. The mixture is treated with charcoal and concentrated to give the title compound.