Methylamine → 4-Methylamino-3-nitroquinoline
Reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH3:15][NH2:16]>C(O)C>[CH3:15][NH:16][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a suspension of 2.0 g of 4-chloro-3-nitroquinoline in 20 ml of dry ethanol is added 15 ml of 30% methylamine in ethanol. The mixture is stirred at room temperature for 30 minutes and concentrated in vacuo. The residue is triturated with excess water. The resulting crystals are collected by filtration and washed repeatedly with water. The crystals are dried over phosphorus pentoxide in vacuo to afford 1.82 g (93%) of 4-methylamino-3-nitroquinoline.
Workup
- concentrationconcentrated in vacuo
- customThe residue is triturated with excess water
- filtrationThe resulting crystals are collected by filtration
- washwashed repeatedly with water
- dry with materialThe crystals are dried over phosphorus pentoxide in vacuo
Sources & evidence
- ORD record
- ord-a0273dc5255247159c8d25faa317f8ae
- Source dataset
- uspto-grants-1988_06
- Patent number
- US04753951
Reaction notes
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