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

HRID 437944Notes

Reaction equation

HRID 437944 reaction equation
[CH2:1]([C:4]1[S:5][C:6]([CH2:9][OH:10])=[CH:7][N:8]=1)[CH2:2][CH3:3]>[O-2].[O-2].[Mn+4].C1C=CC=CC=1>[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, compoundCatalyst3×HCID 241BenzeneSolvent

Procedure

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

Workup

  1. stirringthe mixture was stirred for 2 hours at room temperature
  2. stirringwas then 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-07a00c8381844de8ae86647f352afb34
Source dataset
uspto-grants-1977_06
Patent number
US04032643

Reaction notes

Loading…