HCID 178440264, compound → 1h-Imidazole-5-carboxaldehyde, 4-propyl-

HRID 1382784Notes

Reaction equation

HRID 1382784 reaction equation
[CH2:1]([C:4]1[NH:8][CH:7]=[N:6][C:5]=1[CH2:9][OH:10])[CH2:2][CH3:3]>O1CCOCC1.[O-2].[Mn+4].[O-2]>[CH2:1]([C:4]1[NH:8][CH:7]=[N:6][C:5]=1[CH:9]=[O:10])[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 178440264HCID 178440264, compound

Product 1

HCID 135486171h-Imidazole-5-carboxaldehyde, 4-propyl-Yield 73.6%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 5-propyl-1H-imidazole-4-methanol (4.0 g) and manganese (IV) oxide (10.0 g) in 1,4-dioxan (150 ml) was heated at reflux under nitrogen for 1 h. The hot suspension was filtered (Hyflo), washed with hot 1,4-dioxan (100 ml) and evaporated to give the title compound (2.9 g) as a solid, m.p. 120°-124°.

Workup

  1. temperaturewas heated
  2. temperatureat reflux under nitrogen for 1 h
  3. filtrationThe hot suspension was filtered (Hyflo)
  4. washwashed with hot 1,4-dioxan (100 ml)
  5. customevaporated

Sources & evidence

ORD record
ord-99de9a7c13e141b7a9764bad08659136
Source dataset
uspto-grants-1989_02
Patent number
US04808581

Reaction notes

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