(2-Propyl-1,3-thiazol-5-yl)methanol → 2-Propylthiazole-5-carbaldehyde

HRID 616380Notes

Reaction equation

HRID 616380 reaction equation
[CH2:1]([C:4]1[S:5][C:6]([CH2:9][OH:10])=[CH:7][N:8]=1)[CH2:2][CH3:3]>C1C=CC=CC=1.[O-2].[O-2].[Mn+4]>[CH2:1]([C:4]1[S:5][C:6]([CH:9]=[O:10])=[CH:7][N:8]=1)[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 22134228(2-Propyl-1,3-thiazol-5-yl)methanol

Product 1

HCID 203698522-Propylthiazole-5-carbaldehydeYield 89.2%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst2×HCID 241BenzeneSolvent

Procedure

100 g of manganese dioxide were added to 21 g of 2-propyl-5-thiazole-methanol in 1000 ml of benzene and the mixture was stirred for 3 hours at room temperature. 40 g of manganese dioxide were added and the mixture was stirred at room temperature for 2 hours after which another 20 g of managanese dioxide was added. The mixture was stirred for 16 hours at room temperature and was filtered and the filter was washed with methylene chloride. The filtrate was evaporated to dryness under reduced pressure to obtain 18.5 g of 2-propyl-5-thiazolecarboxaldehyde.

Workup

  1. additionwas added
  2. stirringThe mixture was stirred for 16 hours at room temperature
  3. filtrationwas filtered
  4. washthe filter was washed with methylene chloride
  5. customThe filtrate was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-3757023854c44cbca85022b69f37f1bb
Source dataset
uspto-grants-1978_02
Patent number
US04073919

Reaction notes

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