4,5-Bis(4-methoxyphenyl)-2-hydroxymethylthiazole → 4,5-Bis(4-methoxyphenyl)-2-formylthiazol

HRID 1587400Notes

Reaction equation

HRID 1587400 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([CH2:22][OH:23])[S:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[CH:5][CH:4]=1>C(OCC)(=O)C.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[N:10]=[C:11]([CH:22]=[O:23])[S:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 103365644,5-Bis(4-methoxyphenyl)-2-hydroxymethylthiazole

Product 1

HCID 103816794,5-Bis(4-methoxyphenyl)-2-formylthiazolYield 64.9%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 4,5-bis(4-methoxyphenyl)-2-hydroxymethylthiazole (5.04 g) and manganese dioxide (35.0 g) in ethyl acetate (250 ml) was stirred at ambient temperature for 5.5 hours. After filtration, the filtrate was evaporated in vacuo, and the resulting residue was washed with hexane to give 4,5-bis(4-methoxyphenyl)-2-formylthiazol (3.25 g).

Workup

  1. filtrationAfter filtration
  2. customthe filtrate was evaporated in vacuo
  3. washthe resulting residue was washed with hexane

Sources & evidence

ORD record
ord-b2cd37ade36846708ae015591742f14c
Source dataset
uspto-grants-1993_06
Patent number
US05217971

Reaction notes

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