Hydrochloric Acid → HCID 67009554, compound

HRID 2194516Notes

Reaction equation

HRID 2194516 reaction equation
[CH2:1]([S:3][CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][N:13]=2)[CH:8]=[C:7]([C:15]([O:17]C)=[O:16])[C:6]1=[O:19])[CH3:2].Cl>O1CCOCC1>[CH2:1]([S:3][CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][N:13]=2)[CH:8]=[C:7]([C:15]([OH:17])=[O:16])[C:6]1=[O:19])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67010359HCID 67010359, compound

Product 1

HCID 67009554HCID 67009554, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

2.81 g (10.1 mmol) of methyl 1-(ethylthiomethyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in 1,4-dioxane (70 mL), and 6 N hydrochloric acid (20 mL) was added thereto at room temperature. The resulting mixture was stirred for 3 hours at 50° C. The solvent of the reaction mixture was distilled off under reduced pressure, and the residue thus obtained was washed sequentially with water and diisopropyl ether. Thus, 2.20 g of the title compound was obtained as pale yellow crystals (yield: 82%).

Workup

  1. customat room temperature
  2. distillationThe solvent of the reaction mixture was distilled off under reduced pressure
  3. customthe residue thus obtained
  4. washwas washed sequentially with water and diisopropyl ether

Sources & evidence

ORD record
ord-186f3ca6832a4c7492b522a4618bdd5a
Source dataset
uspto-grants-2012_12
Patent number
US08334236B2

Reaction notes

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