Potassium Carbonate → 2-(4-(methylthio)phenyl)-1H-imidazole

HRID 2093673Notes

Reaction equation

HRID 2093673 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:10][CH2:11][CH2:12][N:13]=2)=[CH:5][CH:4]=1.C([O-])([O-])=O.[K+].[K+]>CS(C)=O>[CH3:1][S:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[NH:13][CH:12]=[CH:11][N:10]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 442691062-(4-(methylthio)phenyl)-4,5-dihydro-1H-imidazole

Product 1

HCID 221673672-(4-(methylthio)phenyl)-1H-imidazole

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 2-(4-(methylthio)phenyl)-4,5-dihydro-1H-imidazole (2-Im-1, 9.6 g, 1.0 eq) in 100 mL of DMSO, DIB (1.1 eq) and K2CO3 (1.1 eq) were added. The mixture was heated to 70° C. overnight, then extracted with EtOAc and the organic layer was concentrated to provide 2-(4-(methylthio)phenyl)-1H-imidazole (compound 3-Im-1).

Workup

  1. extractionextracted with EtOAc
  2. concentrationthe organic layer was concentrated

Sources & evidence

ORD record
ord-11c8d9ac71ae4dca8c4aedb2a07418fe
Source dataset
uspto-grants-2013_05
Patent number
US08445503B2

Reaction notes

Loading…