Potassium hydroxy sulfite → 4-{[4-(Methylsulfinyl)-1,3-thiazol-2-yl]carbamoyl}phenyl acetate

HRID 1620881Notes

Reaction equation

HRID 1620881 reaction equation
[OH:1]OS([O-])=O.[K+].[C:7]([O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17](=[O:26])[NH:18][C:19]2[S:20][CH:21]=[C:22]([S:24][CH3:25])[N:23]=2)=[CH:13][CH:12]=1)(=[O:9])[CH3:8]>O.CO>[C:7]([O:10][C:11]1[CH:12]=[CH:13][C:14]([C:17](=[O:26])[NH:18][C:19]2[S:20][CH:21]=[C:22]([S:24]([CH3:25])=[O:1])[N:23]=2)=[CH:15][CH:16]=1)(=[O:9])[CH3:8]

Participants

5

Reactant 2

HCID 23707502Potassium hydroxy sulfite2×HCID 575718874-{[4-(Methylthio)-1,3-thiazol-2-yl]carbamoyl}phenyl acetate

Product 1

HCID 569693894-{[4-(Methylsulfinyl)-1,3-thiazol-2-yl]carbamoyl}phenyl acetate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Using the Oxone® procedure as described in section 1.5.1.7 for the synthesis of compound (I), a solution of Oxone® (3.68 g, 6.00 mmol) is dissolved in a minimum amount of water (30.0 mL) and is added to a cold solution (0° C.) of 512 (0.63 g, 2.0 mmol) dissolved in a minimum amount of methanol (200 mL). Workup and purification by flash chromatography affords 3 as an off-white solid.

Workup

  1. customWorkup and purification by flash chromatography

Sources & evidence

ORD record
ord-96aa702bef9a4e65b1ac14088b010839
Source dataset
uspto-grants-2014_07
Patent number
US08772502B2

Reaction notes

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