Methylamine → 5-bromo-N-methyl-2-nitroaniline
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4](F)[CH:3]=1.[CH3:12][NH2:13]>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([CH:3]=1)[NH:13][CH3:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a solution of 4-bromo-2-fluoro-1-nitrobenzene (25 g) in ethanol (100 mL) was added methylamine (40% in methanol, 34.8 mL) at room temperature, and the mixture was stirred for 1 hr. The obtained mixture was cooled to 0° C., and the resulting precipitate was collected by filtration and washed with ice-cooled ethanol and diisopropyl ether. The obtained solid was dried to give the title compound (24.8 g) as a yellow solid.
Workup
- filtrationthe resulting precipitate was collected by filtration
- washwashed with ice-
- temperaturecooled ethanol and diisopropyl ether
- customThe obtained solid was dried
Sources & evidence
- ORD record
- ord-14fbd2c6666e40c4b93706653a2e25a0
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09440987B2
Reaction notes
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