Potassium Carbonate → HCID 57986819, compound

HRID 1408345Notes

Reaction equation

HRID 1408345 reaction equation
Cl.Cl[CH2:3][C:4]1[N:5]=[CH:6][S:7][CH:8]=1.[CH3:9][S:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH3:9][S:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:3][C:4]2[N:5]=[CH:6][S:7][CH:8]=2)=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 140864-(Methylthio)phenolHCID 27632894-(Chloromethyl)-1,3-thiazole hydrochloride

Product 1

HCID 57986819HCID 57986819, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4-chloromethyl thiazole hydrochloride (3.0 g, 17.6 mmol), 4-methylsulfanyl-phenol (2.5 g, 1 eq.) and K2CO3 (6.1 g, 2.5 eq.) in acetone (60 mL) was heated to reflux for 48 hours. After cooling, the solid was filtered off. The filtrate was evaporated to dryness in vacuo. The crude product was redissolved in diethyl ether. The solution was washed twice with 2N NaOH solution and then with H2O. After being dried over Na2SO4, removal of the solvent afforded the desired product as an off-white solid.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 48 hours
  3. temperatureAfter cooling
  4. filtrationthe solid was filtered off
  5. customThe filtrate was evaporated to dryness in vacuo
  6. dissolutionThe crude product was redissolved in diethyl ether
  7. washThe solution was washed twice with 2N NaOH solution
  8. dry with materialAfter being dried over Na2SO4, removal of the solvent

Sources & evidence

ORD record
ord-bdcc6b3e25ca4993aa11b0f0d3125a28
Source dataset
uspto-grants-2014_12
Patent number
US08921350B2

Reaction notes

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