HCID 13055757, compound → HCID 13055758, compound

HRID 2166511Notes

Reaction equation

HRID 2166511 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]2[CH:13]=[C:14]([CH2:16][OH:17])[N:15]=[C:5]2[CH:4]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]2[CH:13]=[C:14]([CH:16]=[O:17])[N:15]=[C:5]2[CH:4]=1

Participants

4

Reactant 1

HCID 13055757HCID 13055757, compound

Product 1

HCID 13055758HCID 13055758, compoundYield 75.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A solution of 14.6 g (64 mmol) of the product of Step A in 700 ml of chloroform was vigorously stirred while 60 g of activated manganese dioxide were added thereto and the mixture was then stirred at room temperature for 28 hours. The mixture was filtered and the filter was throughly washed with chloroform. The filtrate was evaporated to dryness under reduced pressure and the residue was crystallized from ethyl acetate to obtain 10.9 g (75% yield) of 5-methoxyimidazo[1,2-a]quinolin-2-carboxaldehyde in the form of a white crystalline solid melting at 195°-196° C.

Workup

  1. additionwere added
  2. filtrationThe mixture was filtered
  3. washthe filter was throughly washed with chloroform
  4. customThe filtrate was evaporated to dryness under reduced pressure
  5. customthe residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-fd78a419c2b247429dfb4c0b6dc98c75
Source dataset
uspto-grants-1983_06
Patent number
US04387098

Reaction notes

Loading…