HCID 11806568, compound → HCID 10856574, compound

HRID 1451703Notes

Reaction equation

HRID 1451703 reaction equation
[N+]([O-])([O-])=O.[NH4+].[Ce].[CH2:7]([C:9]1[C:10](=[O:23])[NH:11][C:12]2[C:17]([CH:18]=1)=[C:16]([O:19]C)[CH:15]=[CH:14][C:13]=2[O:21]C)[CH3:8]>O.C(#N)C>[CH2:7]([C:9]1[C:10](=[O:23])[NH:11][C:12]2[C:13](=[O:21])[CH:14]=[CH:15][C:16](=[O:19])[C:17]=2[CH:18]=1)[CH3:8]

Participants

5

Reactant 2

HCID 11806568HCID 11806568, compoundHCID 57418452Ammonium cerium-nitrate

Product 1

HCID 10856574HCID 10856574, compoundYield 108.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6342AcetonitrileSolvent

Procedure

Cerium ammonium nitrate (284 mg, 0.5 mmol) was added in small portions to a stirred suspension of 3-ethyl-5,8-dimethoxy-1H-quinolin-2-one(50 mg, 0.2 mmol) in water (0.5 ml) and acetonitrile (1 ml). After 5 minutes at room temperature, water (3 ml) was added and the reaction mixture was extracted with chloroform (3×20 ml), yielding 3-ethyl-1H-quinoline-2,5,8-trione (44 mg, 100 %). The analytical sample was obtained by rapid silica gel chromatography, eluting with ethyl ether.

Workup

  1. extractionthe reaction mixture was extracted with chloroform (3×20 ml)

Sources & evidence

ORD record
ord-c388d4ed30804723a83a34c08c27013b
Source dataset
uspto-grants-1997_02
Patent number
US05605905

Reaction notes

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