p-Toluidine → HCID 58250086, compound

HRID 537655Notes

Reaction equation

HRID 537655 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]([CH3:18])=[CH:14][CH:13]=1>>[CH3:9][C:5]1[CH:4]=[C:3]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)[C:2]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)=[CH:7][C:6]=1[CH3:8]

Participants

3

Reactant 2

HCID 7813p-ToluidineHCID 34347Benzene, 1,2-dibromo-4,5-dimethyl-

Product 1

HCID 58250086HCID 58250086, compoundYield 91%

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 54 ml (505 mmol) of p-toluidine. The precipitated solid is recrystallised from toluene/acetonitrile (5:1), and the residue is washed with MeOH, giving 69 g (218 mmol) of a crystalline solid. The overall yield is 91%.

Workup

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

Sources & evidence

ORD record
ord-cc296e7810794a88a5fb1229b186d4b6
Source dataset
uspto-grants-2014_10
Patent number
US08865321B2

Reaction notes

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