4-Methyl-5-(2-hydroxyethyl)thiazole → 5-(2-Methylsulfonyloxyethyl)-4-methylthiazole

HRID 2353483Notes

Reaction equation

HRID 2353483 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][S:5][C:6]=1[CH2:7][CH2:8][OH:9].C(N(CC)CC)C.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>C1COCC1>[CH3:17][S:18]([O:9][CH2:8][CH2:7][C:6]1[S:5][CH:4]=[N:3][C:2]=1[CH3:1])(=[O:20])=[O:19]

Participants

5

Reactant 3

HCID 11364-Methyl-5-(2-hydroxyethyl)thiazoleHCID 8471TriethylamineHCID 31297Methanesulfonyl chloride

Product 1

HCID 101049265-(2-Methylsulfonyloxyethyl)-4-methylthiazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The 4-methyl-5-thiazole ethanol (Aldrich, 0.18 g, 1.2 mmol), triethylamine (0.56 mL, 4.1 mmol), and methanesulfonyl chloride (0.15 mL, 1.9 mmol) in 10 mL THF were processed as described in Example 1C to give the title compound that was used directly in the next reaction.

Sources & evidence

ORD record
ord-8014c292a4d44dd887fd5a2b51f96409
Source dataset
uspto-grants-2010_07
Patent number
US07750039B2

Reaction notes

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