Hydrochloric Acid → HCID 67009989, compound

HRID 2194533Notes

Reaction equation

HRID 2194533 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([N:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][N:15]=3)[CH:10]=[C:9]([C:17]([O:19]CC)=[O:18])[C:8]2=[O:22])[CH:3]=1.Cl>C(O)(=O)C>[CH3:1][C:2]1[O:6][N:5]=[C:4]([N:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][N:15]=3)[CH:10]=[C:9]([C:17]([OH:19])=[O:18])[C:8]2=[O:22])[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67010948HCID 67010948, compound

Product 1

HCID 67009989HCID 67009989, compoundYield 104.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

1.8 g (6.0 mmol) of ethyl 1-(5-methyl-3-isoxazolyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in acetic acid (50 mL), and 6 N hydrochloric acid (10 mL) was added to this solution at room temperature. The resulting mixture was stirred for 5 hours at 60° C. The solvent was distilled off from the reaction mixture, and the residue was dissolved in toluene. The solvent was distilled off under reduced pressure, and thus 1.7 g of the title compound was obtained as colorless crystals (yield: quantitative).

Workup

  1. distillationThe solvent was distilled off from the reaction mixture
  2. dissolutionthe residue was dissolved in toluene
  3. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-6406aca1e6064ec5a943291a613a9762
Source dataset
uspto-grants-2012_12
Patent number
US08334236B2

Reaction notes

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