Levofloxacin → Levofloxacin monohydrate

HRID 1077998Notes

Reaction equation

HRID 1077998 reaction equation
[CH3:1][C@@H:2]1[N:23]2[C:6]3[C:7]([C:19]([C:21]([C:24]([OH:26])=[O:25])=[CH:22]2)=[O:20])=[CH:8][C:9]([F:18])=[C:10]([N:11]2[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]2)[C:5]=3[O:4][CH2:3]1>O>[OH2:4].[F:18][C:9]1[C:10]([N:11]2[CH2:12][CH2:13][N:14]([CH3:17])[CH2:15][CH2:16]2)=[C:5]2[O:4][CH2:3][C@H:2]([CH3:1])[N:23]3[CH:22]=[C:21]([C:24]([OH:26])=[O:25])[C:19](=[O:20])[C:7]([CH:8]=1)=[C:6]23

Participants

3

Reactant 1

HCID 149096Levofloxacin

Product 1

HCID 178438Levofloxacin monohydrateYield 181.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

5 g of crude levofloxacine crystals were added to 25 ml of water and formulated into a slurry. The obtained slurry was stirred at 25° C. for 20 hours. The crystals were collected by filtering, washed with 5 ml of water and dried at room temperature under reduced pressure. When a constant weight was achieved, 4.76 g of (S)-9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]-benzoxazine-6-carboxylic acid monohydrate was obtained. The analysis on these crystals by the powdery method of X-ray diffraction proved that the product was the monohydrate.

Workup

  1. customThe crystals were collected
  2. filtrationby filtering
  3. washwashed with 5 ml of water
  4. customdried at room temperature under reduced pressure

Sources & evidence

ORD record
ord-61d73df7b7164803abc0defec7506bb4
Source dataset
uspto-grants-1996_08
Patent number
US05545737

Reaction notes

Loading…