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

HRID 1587887Notes

Reaction equation

HRID 1587887 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-ccada9415801411ebbfd6a4b0fb9f8c7
Source dataset
uspto-grants-1993_06
Patent number
US05219852

Reaction notes

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