HCID 13060676, compound → HCID 13277174, compound

HRID 2059216Notes

Reaction equation

HRID 2059216 reaction equation
[C:1]([C:6]1[C:17]([CH3:18])=[CH:16][C:9]2[N:10]([CH3:15])[C:11]([CH2:13][OH:14])=[N:12][C:8]=2[CH:7]=1)(=[O:5])[CH2:2][CH2:3][CH3:4]>[O-2].[O-2].[Mn+4]>[C:1]([C:6]1[C:17]([CH3:18])=[CH:16][C:9]2[N:10]([CH3:15])[C:11]([CH:13]=[O:14])=[N:12][C:8]=2[CH:7]=1)(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 13060676HCID 13060676, compound

Product 1

HCID 13277174HCID 13277174, compound

Reagents, catalysts & solvents 1

HCID 178418406HCID 178418406, compoundCatalyst

Conditions

Temperature
10 °C

Procedure

25 g of manganese dioxide are activated in 200 ml of alcohol-free chloroform for 2 hours by azeotropic dehydration. The solution is cooled, whilst stirring, to 10° C., 4.92 g of 5-butyryl-1,6-dimethylbenzimidazole-2-methanol are added and the whole is allowed slowly to return to room temperature and is stirred for 18 hours at room temperature. The solution is filtered, the filtrate evaporated to dryness and the residue recrystallised from chloroform/petroleum ether. 5-butyryl-1,6-dimethylbenzimidazole-2-carboxaldehyde having a melting point of 116.5°-118° is obtained.

Workup

  1. temperatureThe solution is cooled
  2. customto return to room temperature
  3. stirringis stirred for 18 hours at room temperature
  4. filtrationThe solution is filtered
  5. customthe filtrate evaporated to dryness
  6. customthe residue recrystallised from chloroform/petroleum ether

Sources & evidence

ORD record
ord-415fb02120b84c7abe4ca42fd5f9fabf
Source dataset
uspto-grants-1982_03
Patent number
US04322431

Reaction notes

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