Potassium Carbonate → HCID 21914457, compound

HRID 1245816Notes

Reaction equation

HRID 1245816 reaction equation
Cl.Cl[CH2:3][C:4]1[N:5]=[CH:6][S:7][CH:8]=1.[Br:9][C:10]1[CH:11]=[C:12]([OH:16])[CH:13]=[CH:14][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Br:9][C:10]1[CH:11]=[C:12]([CH:13]=[CH:14][CH:15]=1)[O:16][CH2:3][C:4]1[N:5]=[CH:6][S:7][CH:8]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 115633-BromophenolHCID 27632894-(Chloromethyl)-1,3-thiazole hydrochloride

Product 1

HCID 21914457HCID 21914457, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-(Chloromethyl)thiazole hydrochloride (3.0 g), 3-bromophenol (2.77 g) and potassium carbonate (7.30 g) were heated in dimethylformamide at 60° C., with stirring, for 18 h. The mixture was partitioned between diethyl ether (50 ml) and water (50 ml) and the aqueous phase was extracted further with ether (50 ml). The combined organics were washed with 2M aqueous sodium hydroxide (100 ml) and water (100 ml), dried (magnesium sulphate) and concentrated in vacuo to give the product as a yellow crystalline solid (3.82 g).

Workup

  1. customThe mixture was partitioned between diethyl ether (50 ml) and water (50 ml)
  2. extractionthe aqueous phase was extracted further with ether (50 ml)
  3. washThe combined organics were washed with 2M aqueous sodium hydroxide (100 ml) and water (100 ml)
  4. dry with materialdried (magnesium sulphate)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-734434ce1d1346a089c4e4c173e0f7c2
Source dataset
uspto-grants-2006_10
Patent number
US07125896B2

Reaction notes

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