4-Bromophenacyl bromide → 2-(4-Bromo-phenyl)-6-phenyl-imidazo [1,2-a] pyridine

HRID 251775

Reaction equation

HRID 251775 reaction equation
[C:1]1([C:7]2[CH:8]=[CH:9][C:10]([NH2:13])=[N:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:15][C:16]([C:18]1[CH:23]=[CH:22][C:21]([Br:24])=[CH:20][CH:19]=1)=O.C(=O)([O-])O.[Na+]>C(O)C>[Br:24][C:21]1[CH:22]=[CH:23][C:18]([C:16]2[N:13]=[C:10]3[CH:9]=[CH:8][C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)=[CH:12][N:11]3[CH:15]=2)=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 74544-Bromophenacyl bromideHCID 1050975-Phenyl-2-pyridinamineHCID 516892Sodium Bicarbonate

Product 1

HCID 230885602-(4-Bromo-phenyl)-6-phenyl-imidazo [1,2-a] pyridineYield 31%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Dissolving crude 5-phenyl-2-amino-pyridine obtained and 6.5 g (23 mmol) of 2,4′-dibromo acetophenone into 50 milliliter of ethanol, adding 3.7 g of sodium hydrogen carbonate, the resultant suspension was refluxed under heating for 6 hours. After completion of the reaction, separation with filtration was carried out and resultant crystals were washed with water and methanol, thereby obtaining 3.1 g of 2-(4-bromo-phenyl)-6-phenyl-imidazo [1,2-a] pyridine (yield: 31%).

Workup

  1. customobtained
  2. temperatureunder heating for 6 hours
  3. customAfter completion of the reaction, separation
  4. filtrationwith filtration
  5. washresultant crystals were washed with water and methanol

Sources & evidence

ORD record
ord-75b6dde69ad244488dc6b8052f3ccc0a
Source dataset
uspto-grants-2011_01
Patent number
US07867629B2

Linked notes

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