2-Amino-3-nitro-8-methylquinoline → 2,3-Diamino-8-methylquinoline
Reaction equation
[NH2:1][C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][C:9]2[C:4](=[C:5]([CH3:15])[CH:6]=[CH:7][CH:8]=2)[N:3]=1>CO.O1CCCC1.[Pd]>[NH2:1][C:2]1[C:11]([NH2:12])=[CH:10][C:9]2[C:4](=[C:5]([CH3:15])[CH:6]=[CH:7][CH:8]=2)[N:3]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
0.4 g of palladium on active carbon (5% Pd) is added to a solution of 1.1 g of 2-amino-3-nitro-8-methylquinoline (compound B1) in 50 ml of methanol/tetrahydrofurane 1:1 and the resulting suspension is hydrated for 1 h. The catalyst is filtered off and the filtrate is evaporated in vacuo. The residue is chromatographed on silica gel using dichloromethane/methanol 10:1 to give 0.79 g of the title compound as colourless solid.
Workup
- filtrationThe catalyst is filtered off
- customthe filtrate is evaporated in vacuo
- customThe residue is chromatographed on silica gel
Sources & evidence
- ORD record
- ord-36d47d233a1c43da84c954c914752c10
- Source dataset
- uspto-grants-2008_06
- Patent number
- US07390819B2
Reaction notes
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