1,4-Dimethyl-5-hydroxymethyl-2-(4-methoxybenzylthio)imidazole → 1,4-Dimethyl-5-formyl-2-(4-methoxybenzylthio)imidazole

HRID 622111Notes

Reaction equation

HRID 622111 reaction equation
[CH3:1][N:2]1[C:6]([CH2:7][OH:8])=[C:5]([CH3:9])[N:4]=[C:3]1[S:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][N:2]1[C:6]([CH:7]=[O:8])=[C:5]([CH3:9])[N:4]=[C:3]1[S:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=1

Participants

4

Reactant 1

HCID 142571031,4-Dimethyl-5-hydroxymethyl-2-(4-methoxybenzylthio)imidazole

Product 1

HCID 142571041,4-Dimethyl-5-formyl-2-(4-methoxybenzylthio)imidazole

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 1,4-dimethyl-5-hydroxymethyl-2-(4-methoxybenzylthio)imidazole (1 g, 4 mmoles) and manganese dioxide (1.3 g, 15 mmoles) in methylene chloride (50 ml) was stirred at 25° C. for 16 hours. The mixture was filtered and the filtrate concentrated in vacuo to give 1,4-dimethyl-5-formyl-2-(4-methoxybenzylthio)imidazole.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-caf764b1497843168d8abbe2f7e8a440
Source dataset
uspto-grants-1988_09
Patent number
US04769386

Reaction notes

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