Acetic Acid → HCID 11806568, compound

HRID 1451702Notes

Reaction equation

HRID 1451702 reaction equation
Cl[C:2]1[C:11]([CH2:12][CH3:13])=[CH:10][C:9]2[C:4](=[C:5]([O:16][CH3:17])[CH:6]=[CH:7][C:8]=2[O:14][CH3:15])[N:3]=1.C(O)(=[O:20])C>O>[CH2:12]([C:11]1[C:2](=[O:20])[NH:3][C:4]2[C:9]([CH:10]=1)=[C:8]([O:14][CH3:15])[CH:7]=[CH:6][C:5]=2[O:16][CH3:17])[CH3:13]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 11010428HCID 11010428, compound

Product 1

HCID 11806568HCID 11806568, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 200 mg (0.92 mmol) of 2-chloro-3-ethyl-5,8-dimethoxyquinoline in acetic acid (3 ml) and water (1 ml) was refluxed for 5 h. After evaporation of the solvent, the residue was dissolved in water, basified with 25% aqueous ammonium hydroxide and extracted with chloroform (3×25 ml). The combined chloroform layers were dried over sodium sulphate and evaporated, yielding 185 mg (100%) of 3-ethyl-5,8-dimethoxy-1H-quinolin-2-one.

Workup

  1. customAfter evaporation of the solvent
  2. dissolutionthe residue was dissolved in water
  3. extractionextracted with chloroform (3×25 ml)
  4. dry with materialThe combined chloroform layers were dried over sodium sulphate
  5. customevaporated

Sources & evidence

ORD record
ord-ad3db818d23b439bba308ee64fd48b6d
Source dataset
uspto-grants-1997_02
Patent number
US05605905

Reaction notes

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