Ammonia → 5-Nitro-1,2-dihydroisoquinolin-1-one

HRID 420615Notes

Reaction equation

HRID 420615 reaction equation
[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:5]=1[CH:6]=[CH:7][O:8][C:9]2=O)([O-:3])=[O:2].[NH3:15]>C(O)C>[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:5]=1[CH:6]=[CH:7][NH:15][C:9]2=[O:8])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 100127605-nitro-1H-isochromen-1-one

Product 1

HCID 2313785-Nitro-1,2-dihydroisoquinolin-1-oneYield 79.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.51 g (13.13 mmol) of 5-nitroisocoumarin is added in 100 ml of ethanol. Ammonia is pressure-forced in an autoclave. The product precipitates and is suctioned off. 1.98 g (79.7%) of the desired compound is isolated.

Workup

  1. customThe product precipitates

Sources & evidence

ORD record
ord-c731f0334f494f7e80ca28cf796b9c34
Source dataset
uspto-grants-2012_01
Patent number
US08097627B2

Reaction notes

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