Methylamine → 5-Bromo-N,3-dimethyl-2-nitrobenzenamine
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH3:12])[C:5]([N+:9]([O-:11])=[O:10])=[C:6](F)[CH:7]=1.[CH3:13][NH2:14].C1COCC1>>[Br:1][C:2]1[CH:3]=[C:4]([CH3:12])[C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH:7]=1)[NH:14][CH3:13]Participants
4
Procedure
A MW vial was charged with 5-bromo-1-fluoro-3-methyl-2-nitrobenzene (500 mg, 2.137 mmol) and methylamine 2M in THF (5 mL, 10.0 mmol). The MW vial was sealed and the reaction mixture was submitted to MW irradiation for 30 min at 100° C. The reaction was cooled down to RT and concentrated under reduced pressure to afford the title product (520 mg, 2.122 mmol, 99% yield) as yellow solid. tR: 1.19 min (LC-MS 2); ESI-MS: no ionisation (LC-MS 2).
Workup
- customThe MW vial was sealed
- customthe reaction mixture was submitted to MW irradiation for 30 min at 100° C
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-1ee027fde24148f8939be04a752bb402
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08975417B2
Reaction notes
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