Hydrochloric Acid → HCID 20570087, compound

HRID 1577858Notes

Reaction equation

HRID 1577858 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[OH:13])[C:6](=[O:14])[C:5]([C:15]([OH:17])=[O:16])=[CH:4]1)[CH3:2].[CH2:18]([CH:20]1[O:22][CH2:21]1)Cl.[OH-:23].[K+].[OH-:25].[Na+].Cl.[CH:28]([OH:31])([CH3:30])[CH3:29]>O>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[O:13][CH2:12][CH:11]([OH:13])[CH2:10][O:31][C:28]2[CH:30]=[CH:15][CH:5]=[C:6]3[C:29]=2[N:3]([CH2:1][CH3:2])[CH:4]=[C:20]([C:18]([OH:25])=[O:23])[C:21]3=[O:22])[C:6](=[O:14])[C:5]([C:15]([OH:17])=[O:16])=[CH:4]1)[CH3:2]

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 3776Isopropanol2×HCID 7835EpichlorohydrinHCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 20570089HCID 20570089, compound

Product 1

HCID 20570087HCID 20570087, compound

Reagents, catalysts & solvents 1

HCID 962WaterCatalyst

Procedure

0.466 g. (2 mmol) of 1-ethyl-1,4-dihydro-8-hydroxy-4-quinolone-3-carboxylic acid is suspended in 10 ml. of isopropanol; 0.086 ml. (1.1 mmol) of epichlorohydrin is added thereto, and then a solution of 0.224 g. (4.0 mmol) of potassium hydroxide in 5 ml. of isopropanol and 2 drops of water are furthermore introduced. The mixture is refluxed for 48 hours, combined with 2 N NaOH until a clear solution results, and then neutralized with 2 N HCl. The thus-precipitated material is filtered off, washed with water, and dried under vacuum.

Workup

  1. temperatureThe mixture is refluxed for 48 hours
  2. customresults
  3. filtrationThe thus-precipitated material is filtered off
  4. washwashed with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-acb50639774d4a448c9173cab1d382e8
Source dataset
uspto-grants-1981_09
Patent number
US04289777

Reaction notes

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