Ammonia → 3-Methyl-8-quinolinamine
Reaction equation
[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2O.S([O-])([O-])=O.[NH4+:17].[NH4+].N>O>[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[NH2:17]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
3-methylquinolin-8-ol (Intermediate 30) (150 mg, 0.9 mmol) and ammonium sulphite (250 mg, 1.8 mmol) were added to aqueous ammonia (3 ml) and heated for 48 h. After cooling, water was added and the mixture was extracted with DCM. The organic phase was dried (Na2SO4) and concentrated in vacuo to give the title compound (130 mg, 86%).
Workup
- temperatureheated for 48 h
- temperatureAfter cooling
- extractionthe mixture was extracted with DCM
- dry with materialThe organic phase was dried (Na2SO4)
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-deb45c358e1b499eb3e02cc0c03b2144
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09102688B2
Reaction notes
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