Acetone → 1-(2-Phenylsulfanyl-thiazol-5-yl)-ethanone

HRID 507525Notes

Reaction equation

HRID 507525 reaction equation
Cl[C:2]1[S:3][C:4]([C:7](=[O:9])[CH3:8])=[CH:5][N:6]=1.[C:10]1([S-:16])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[Na+].CC(C)=O.[OH-].[Na+]>O>[C:10]1([S:16][C:2]2[S:3][C:4]([C:7](=[O:9])[CH3:8])=[CH:5][N:6]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 14798Sodium HydroxideHCID 4110039Sodium benzenethiolateHCID 517773111-(2-Chlorothiazol-5-yl)ethanone

Product 1

HCID 574288241-(2-Phenylsulfanyl-thiazol-5-yl)-ethanone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-(2-Chloro-thiazol-5-yl)-ethanone (221 mg, 1.37 mmol) and sodium benzenethiolate (226 mg, 1.71 mmol) were added to acetone (20 mL) and stirred for 3 h. The suspension was poured into water (100 mL) containing 2 M aqueous NaOH (10 mL) and extracted with DCM (3×50 mL). The combined organic extracts were dried (Na2SO4) and concentrated to give the product. Yield=314 mg, 97%.

Workup

  1. extractionextracted with DCM (3×50 mL)
  2. dry with materialThe combined organic extracts were dried (Na2SO4)
  3. concentrationconcentrated
  4. customto give the product

Sources & evidence

ORD record
ord-86647934e3034d83a425274c7017c644
Source dataset
uspto-grants-2010_08
Patent number
US07786132B2

Reaction notes

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