Hydrochloric Acid → HCID 54728090, compound

HRID 1781626Notes

Reaction equation

HRID 1781626 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:21])=[C:7]([S:13][CH2:14][CH2:15][CH2:16][C:17]([O:19]C)=[O:18])[C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1.Cl>[OH-].[Na+]>[C:17]([CH2:16][CH2:15][CH2:14][S:13][C:7]1[C:8](=[O:12])[NH:9][C:10]2[C:5]([C:6]=1[OH:21])=[CH:4][CH:3]=[C:2]([Cl:1])[CH:11]=2)([OH:19])=[O:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54737669HCID 54737669, compound

Product 1

HCID 54728090HCID 54728090, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

895 mg (2.73 mmol) of 7-chloro-4-hydroxy-3-(3-methoxycarbonylpropylthio)-2(1H)-quinolone are dissolved in 10 ml of 2N sodium hydroxide solution and the resulting solution is stirred for one hour at room temperature. The reaction mixture is adjusted to pH 2 with concentrated hydrochloric acid and the resulting white suspension is filtered and washed with water. The resulting colourless crystals are dried under a high vacuum at 70°, yielding 3-(3-carboxypropylthio)-7-chloro-4-hydroxy-2(1H)-quinolone in the form of colourless crystals having a melting point of 239°-241° (decomp.).

Workup

  1. filtrationthe resulting white suspension is filtered
  2. washwashed with water
  3. customThe resulting colourless crystals are dried under a high vacuum at 70°

Sources & evidence

ORD record
ord-6b159afa024e4b35a38eb10ab811eab4
Source dataset
uspto-grants-1997_05
Patent number
US05633379

Reaction notes

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