Water → HCID 20199000, compound

HRID 651985Notes

Reaction equation

HRID 651985 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:19])=[C:10]([N:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[CH:11]=2)[C:6](=[O:20])[C:5]([C:21]([OH:23])=[O:22])=[CH:4]1)[CH3:2].O.[OH-].[CH3:26][N+:27]([CH2:30][CH2:31][OH:32])([CH3:29])[CH3:28].C(O)(C)C>CO.CC(C)=O>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:19])=[C:10]([N:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[CH:11]=2)[C:6](=[O:20])[C:5]([C:21]([O-:23])=[O:22])=[CH:4]1)[CH3:2].[CH3:26][N+:27]([CH2:30][CH2:31][OH:32])([CH3:29])[CH3:28]

Participants

7

Reactant 4

HCID 962WaterHCID 3776IsopropanolHCID 4539NorfloxacinHCID 31255Choline, hydroxide

Product 1

HCID 20199000HCID 20199000, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent2×

Procedure

In a round-bottomed 1000 ml. flask 20 g. of 1-ethyl-4-oxo-6-fluoro-7-(piperazinyl)-1,4-dihydro-quinoline-3-carboxylic acid are suspended in a mixture of 150 ml. methanol and 50 ml. distilled water. From a dropping funnel 18 ml. of N,N,N-trimethyl-2-hydroxyethyl-ammonium hydroxide (choline base) dissolved in 50% methanol are added dropvise to the suspension under constant stirring at room temperature. A clear, light yellow solution is obtained. The aqueous-methanolic solution is evaporated above 40% water bath in vacuo. The yellow, adhesive solution thus obtained is suspended in 200 ml of acetone and heated to boiling, then isopropanol (36 ml.) is added dropwise under boiling until total dissolution. The solution is cooled slowly. The precipitated material is filtered under vacuo on a glass filter G-4 and washed. Wet-weight after filtration: 27.4 g.

Workup

  1. additionare added dropvise to the suspension
  2. customA clear, light yellow solution is obtained
  3. customThe aqueous-methanolic solution is evaporated above 40% water bath in vacuo
  4. customThe yellow, adhesive solution thus obtained
  5. temperatureheated
  6. dissolutionunder boiling until total dissolution
  7. temperatureThe solution is cooled slowly
  8. filtrationThe precipitated material is filtered under vacuo on a glass
  9. filtrationfilter G-4
  10. washwashed
  11. filtrationWet-weight after filtration

Sources & evidence

ORD record
ord-1568aa3064cf4f768e132f6df6040151
Source dataset
uspto-grants-1987_06
Patent number
US04670440

Reaction notes

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