HCID 13055759, compound → HCID 13055760, compound

HRID 2166513Notes

Reaction equation

HRID 2166513 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:11]2[N:12]=[C:13]3[CH:22]=[C:21]([O:23][CH3:24])[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]3[CH:25]=2)[OH:10])=[CH:5][CH:4]=1)[CH3:2]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]([C:11]2[N:12]=[C:13]3[CH:22]=[C:21]([O:23][CH3:24])[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]3[CH:25]=2)=[O:10])=[CH:7][CH:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 13055759HCID 13055759, compound

Product 1

HCID 13055760HCID 13055760, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

8 g of activated manganese dioxide were added to a solution of 1.99 g (6 mmol) of the product of Step C in 100 ml of chloroform and the mixture was vigorously stirred at room temperature for 16 hours and was filtered. The filter was washed with chloroform and the filtrate was evaporated to dryness under reduced pressure. The residue was crystallized from ethyl acetate to obtain 1.32 g (67% yield) of (4-ethylphenyl)(5-methoxy-imidazo[1,2-a]quinolin-2-yl)-methanone in the form of a light yellow crystalline solid melting at 147°-148° C. Overall yield based on the starting ester was 29%.

Workup

  1. filtrationwas filtered
  2. washThe filter was washed with chloroform
  3. customthe filtrate was evaporated to dryness under reduced pressure
  4. customThe residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-c3e95193231145e7932294518c051637
Source dataset
uspto-grants-1983_06
Patent number
US04387098

Reaction notes

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