5-Nitroisoquinoline → 5-Aminoisoquinoline
Reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]=[CH:9]2)([O-])=O>CO.[Ni]>[CH:9]1[C:10]2[CH:11]=[CH:12][CH:13]=[C:4]([NH2:1])[C:5]=2[CH:6]=[CH:7][N:8]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
5-Nitroisoquinoline (100.3 g, 0.576 mol) was dissolved in MeOH and shaken with Raney nickel (10 g) on a Parr apparatus under a H2 atmosphere (50 psi) for 21 hours. The MeOH was removed in vacuo, the residue dissolved in chloroform (150 mL), and filtered into 600 mL petroleum ether. The solid was collected by filtration. This trituration procedure was repeated several times to give 81.24 g (98%) of the desired product.
Workup
- customThe MeOH was removed in vacuo
- dissolutionthe residue dissolved in chloroform (150 mL)
- filtrationfiltered into 600 mL petroleum ether
- filtrationThe solid was collected by filtration
Sources & evidence
- ORD record
- ord-acd1c103d3db423b8f7a7621644f9507
- Source dataset
- uspto-grants-2004_03
- Patent number
- US06703391B2
Reaction notes
Loading…