Potassium Carbonate → 2-(4-Bromophenyl)-1-methyl-1H-benzo[d]imidazole

HRID 2354528Notes

Reaction equation

HRID 2354528 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][C:11]3[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=3[N:9]=2)=[CH:4][CH:3]=1.[C:17]([O-])([O-])=O.[K+].[K+].C(=O)(OC)OC>CN(C=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]([CH3:17])[C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12021Dimethyl CarbonateHCID 2861822-(4-Bromophenyl)benzimidazole

Product 1

HCID 15270292-(4-Bromophenyl)-1-methyl-1H-benzo[d]imidazoleYield 150.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
3 °C

Procedure

12.69 g (46 mmole) of 2-(4-bromophenyl)-1H-benzo[d]imidazole, 3.17 g of K2CO3 (23 mmole), 120 ml of DMF, and 11.6 ml of dimethyl carbonate (138 mmole) were mixed together and heat to reflux. The reaction was completed in 3.5 hours. The reaction mixture was cooled to 3° C., and 250 ml of ice cold water was slowly added, The precipitated was filtered, and wash with 3*50 ml of water, this wet cake was dried under vacuum to get 9.96 g of product (yield=75.44%).

Workup

  1. temperatureheat to reflux
  2. filtrationThe precipitated was filtered
  3. washwash with 3*50 ml of water
  4. customthis wet cake was dried under vacuum

Sources & evidence

ORD record
ord-719a04a9bd1f422ca8d07280e1cd9fa0
Source dataset
uspto-grants-2010_07
Patent number
US07754348B2

Reaction notes

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