5-Hydroxymethylimidazo[5,1-b]thiazole → 5-Formylimidazo[5,1-b]thiazole

HRID 1376598Notes

Reaction equation

HRID 1376598 reaction equation
[OH:1][CH2:2][C:3]1[N:10]2[C:6]([S:7][CH:8]=[CH:9]2)=[CH:5][N:4]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH:2]([C:3]1[N:10]2[C:6]([S:7][CH:8]=[CH:9]2)=[CH:5][N:4]=1)=[O:1]

Participants

4

Reactant 1

HCID 183599875-Hydroxymethylimidazo[5,1-b]thiazole

Product 1

HCID 183599385-Formylimidazo[5,1-b]thiazoleYield 93.1%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 480 mg (3.12 mmol) of 5-hydroxymethylimidazo[5,1-b]thiazole in 10 ml of methylene chloride was added 5 g of manganese dioxide, and the mixture was stirred vigorously at room temperature for 2 hours. The reaction solution was filtered through Celite to remove the manganese dioxide. The filtrate was concentrated under reduced pressure to give 442 mg (yield 93%) of the title compound.

Workup

  1. filtrationThe reaction solution was filtered through Celite
  2. customto remove the manganese dioxide
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-646eb2286d644418ad3cd9a7dccf0573
Source dataset
uspto-grants-1997_09
Patent number
US05663162

Reaction notes

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