Imidazole → 2-(Imidazol-1-yl)-1-(thiazol-2-yl)-ethanone

HRID 1251895Notes

Reaction equation

HRID 1251895 reaction equation
Br[CH2:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][N:9]=1)=[O:4].[NH:10]1[CH:14]=[CH:13][N:12]=[CH:11]1>C(#N)C>[N:10]1([CH2:2][C:3]([C:5]2[S:6][CH:7]=[CH:8][N:9]=2)=[O:4])[CH:14]=[CH:13][N:12]=[CH:11]1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 27952122-Bromo-1-(1,3-thiazol-2-yl)ethan-1-one

Product 1

HCID 223249842-(Imidazol-1-yl)-1-(thiazol-2-yl)-ethanone

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-bromo-1-(thiazol-2-yl)ethanone (2.5 g; 12 mmol), acetonitrile (70 ml) and imidazole (1.65 g; 24 mmol) was stirred at ambient temperature for 1 hour. The mixture was evaporated to dryness and the residue partitioned between dichloromethane and water. The organic phase was separated, washed with saturated brine and evaporated to give 2-(imidazol-1-yl)-1-(thiazol-2-yl)-ethanone as a brown solid (1.17 g; 50%).

Workup

  1. customThe mixture was evaporated to dryness
  2. customthe residue partitioned between dichloromethane and water
  3. customThe organic phase was separated
  4. washwashed with saturated brine
  5. customevaporated

Sources & evidence

ORD record
ord-ae0976080057424194ef55c1a6f50ff3
Source dataset
uspto-grants-2002_01
Patent number
US06342765B1

Reaction notes

Loading…