Bromine → 2-Bromo-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethan-1-one

HRID 2210316Notes

Reaction equation

HRID 2210316 reaction equation
[Br:1]Br.[CH3:3][C:4]1[S:5][C:6]([C:10](=[O:12])[CH3:11])=[C:7]([CH3:9])[N:8]=1>C(O)(=O)C>[CH3:3][C:4]1[S:5][C:6]([C:10](=[O:12])[CH2:11][Br:1])=[C:7]([CH3:9])[N:8]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 5208882,4-Dimethyl-5-acetylthiazole

Product 1

HCID 126684222-Bromo-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of 20.8 g (0.13 mol) of bromine in 50 ml of glacial acetic acid is slowly added dropwise to a solution of 20.2 g (0.13 mol) of 2,4-dimethyl-5-acetyl-thiazole in glacial acetic acid, heated to reflux. After 1 hour, the mixture is evaporated to dryness, the residue is dissolved in water, and the solution is neutralised with sodium carbonate solution. The mixture is then extracted several times with methylene chloride, and the organic phase is dried and concentrated. The oil which was obtained in this way was used for further reactions without further purification.

Workup

  1. temperatureheated to reflux
  2. customthe mixture is evaporated to dryness
  3. dissolutionthe residue is dissolved in water
  4. extractionThe mixture is then extracted several times with methylene chloride
  5. customthe organic phase is dried
  6. concentrationconcentrated
  7. customThe oil which was obtained in this way
  8. customwas used for further reactions without further purification

Sources & evidence

ORD record
ord-f7a4592554d34b2b8d7de0395b7ab584
Source dataset
uspto-grants-1995_10
Patent number
US05457205

Reaction notes

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