(2-Ethyl-4-methyl-1,3-thiazol-5-yl)methanol → 5-Thiazolecarboxaldehyde, 2-ethyl-4-methyl-

HRID 1058368Notes

Reaction equation

HRID 1058368 reaction equation
[CH2:1]([C:3]1[S:4][C:5]([CH2:9][OH:10])=[C:6]([CH3:8])[N:7]=1)[CH3:2]>ClCCl.[O-2].[O-2].[Mn+4]>[CH2:1]([C:3]1[S:4][C:5]([CH:9]=[O:10])=[C:6]([CH3:8])[N:7]=1)[CH3:2]

Participants

4

Reactant 1

HCID 15093928(2-Ethyl-4-methyl-1,3-thiazol-5-yl)methanol

Product 1

HCID 186730525-Thiazolecarboxaldehyde, 2-ethyl-4-methyl-Yield 57%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Manganese dioxide (9.50 g, 109.3 mmol) was added to a solution of 2-ethyl-4-methylthiazole-5-methanol (Example 30; 0.86 g, 5.5 mmol) in dichloromethane (200 mL). The mixture was allowed to stir at room temperature for 72 h and then was filtered through Celite®. The filter cake was washed with dichloromethane (200 mL) and the combined filtrates were concentrated to give 2-ethyl-4-methylthiazole-5-carboxaldehyde (0.48 g, 57% yield) as a colorless oil.

Workup

  1. filtrationwas filtered through Celite®
  2. washThe filter cake was washed with dichloromethane (200 mL)
  3. concentrationthe combined filtrates were concentrated

Sources & evidence

ORD record
ord-4d510c3640c9494cba032605232b524b
Source dataset
uspto-grants-2003_02
Patent number
US06515124B2

Reaction notes

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