Water → HCID 87536609, compound

HRID 2068004Notes

Reaction equation

HRID 2068004 reaction equation
[CH2:1]([S:4][CH2:5][C:6]1[N:7]=[C:8]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[S:9][CH:10]=1)[CH2:2][CH3:3].[OH:19]OS([O-])=O.[K+].[OH2:25]>CO>[CH2:1]([S:4]([CH2:5][C:6]1[N:7]=[C:8]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[S:9][CH:10]=1)(=[O:19])=[O:25])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 962Water2×HCID 23707502Potassium hydroxy sulfiteHCID 86647352HCID 86647352, compound

Product 1

HCID 87536609HCID 87536609, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl 4-(propylthiomethyl)thiazol-2-ylcarbamate (16 mmol) in MeOH (175 mL) was added a solution of oxone (3.0 eq, 29.5 g) in H2O (75 mL) and stirred for 3 hours at room temperature. H2O was added to the reaction mixture and extracted twice with EtOAc. The combined organic layers were dried over Na2SO4 and concentration afforded the title sulfone (4.71 g, 97% yield) as a yellow/orange solid.

Workup

  1. extractionextracted twice with EtOAc
  2. dry with materialThe combined organic layers were dried over Na2SO4 and concentration

Sources & evidence

ORD record
ord-9487c06fa65a4fca93976df2d7c243db
Source dataset
uspto-grants-2012_10
Patent number
US08293919B2

Reaction notes

Loading…