4-Aminobiphenyl → HCID 58399798, compound

HRID 537657Notes

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][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:14][CH:13]=1>>[CH3:9][C:5]1[CH:4]=[C:3]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:16][CH:17]=2)[C:2]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:16][CH:17]=2)=[CH:7][C:6]=1[CH3:8]

Participants

Reactant 2

HCID 71024-Aminobiphenyl

HCID 34347Benzene, 1,2-dibromo-4,5-dimethyl-

Product 1

HCID 58399798HCID 58399798, compoundYield 76%

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 85.4 g (505 mmol) of 4-aminobiphenyl. The precipitated solid is recrystallised from toluene/acetonitrile (5:1), and the residue is washed with MeOH, giving 80.3 g (182 mmol) of a crystalline solid. The overall yield is 76%.

Workup

customThe precipitated solid is recrystallised from toluene/acetonitrile (5:1)
washthe residue is washed with MeOH

Sources & evidence

ORD record: ord-ba9b0bad33a54e82aa50430540b19b57
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08865321B2

Reaction notes

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