2-Bromothiazole → HCID 21334097, compound

HRID 1663603Notes

Reaction equation

HRID 1663603 reaction equation
[CH:1]([O:4][CH:5]([CH3:7])[CH3:6])(C)C.[Na].BrC1[S:11][CH:12]=[CH:13][N:14]=1>CC(O)C>[CH:5]([O:4][C:1]1[S:11][CH:12]=[CH:13][N:14]=1)([CH3:7])[CH3:6]

Participants

4

Reactant 2

HCID 764302-BromothiazoleHCID 86613656HCID 86613656, compound

Product 1

HCID 21334097HCID 21334097, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a solution of sodium isopropyloxide (10.0 g) in 2-propanol (100 mL) was added 2-bromothiazol (10.0 g) at 85° C. and the mixture was stirred for 15 hours. After cooling, the reaction mixture was concentrated in vacuo and thereto was added water. The mixture was extracted with diethylether and the extract was washed with water and a saturated brine, dried over magnesium sulfate and concentrated in vacuo to give 2-isopropyloxythiazol (6.39 g, yield: 73%). MS(APCI) m/z: 144 [M+H]+

Workup

  1. temperatureAfter cooling
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. additionwas added water
  4. extractionThe mixture was extracted with diethylether
  5. washthe extract was washed with water
  6. dry with materiala saturated brine, dried over magnesium sulfate
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-51f28464d77243ad853f1530b353a003
Source dataset
uspto-grants-2011_10
Patent number
US08034949B2

Reaction notes

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