Aniline → HCID 58399934, compound
Reaction equation
Br[C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[CH:4][C:3]=1Br.[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH3:9][C:5]1[CH:4]=[C:3]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:2]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:7][C:6]=1[CH3:8]Participants
3
Procedure
The synthesis is carried out in accordance with the general procedure in accordance with Example 2 from 63.3 g (240 mmol) of 1,2-dibromo-4,5-dimethylbenzene and 46 ml (505 mmol) of aniline. The precipitated solid is recrystallised from toluene/acetonitrile (5:1), and the residue is washed with MeOH, giving 65 g (223 mmol) of a crystalline solid. The overall yield is 93%.
Workup
- customThe precipitated solid is recrystallised from toluene/acetonitrile (5:1)
- washthe residue is washed with MeOH
Sources & evidence
- ORD record
- ord-44d10d404dc74d90be73c6ddbcfb1430
- Source dataset
- uspto-grants-2014_10
- Patent number
- US08865321B2
Reaction notes
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