Ciprofloxacin → HCID 70432235, compound

HRID 542702Notes

Reaction equation

HRID 542702 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:20])=[C:11]([N:14]4[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]4)[CH:12]=3)[C:7](=[O:21])[C:6]([C:22]([OH:24])=[O:23])=[CH:5]2)[CH2:3][CH2:2]1.[CH2:25]([I:27])[CH3:26].C(N(CC)CC)C>CN(C)C=O>[IH:27].[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:20])=[C:11]([N:14]4[CH2:19][CH2:18][N:17]([CH2:25][CH3:26])[CH2:16][CH2:15]4)[CH:12]=3)[C:7](=[O:21])[C:6]([C:22]([OH:24])=[O:23])=[CH:5]2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 2764CiprofloxacinHCID 6340IodoethaneHCID 8471Triethylamine

Product 1

HCID 70432235HCID 70432235, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1.2 g of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-quinoline -3-carboxylic acid, 1.13 g of ethyl iodide, 0.73 g of triethylamine and 20 ml of N,N-dimethylformamide is heated at 70°-80° C. for 2.5 h. The solvent is removed by distillation in vacuo, and the residue is suspended in water. The product is filtered off with suction, washed with H2O and pressed on a clay plate. 1.15 g of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-ethyl-1-piperazinyl)-quinoline-3-carboxylic acid hydroiodide of decomposition point 306° C. are obtained.

Workup

  1. temperatureis heated at 70°-80° C. for 2.5 h
  2. customThe solvent is removed by distillation in vacuo
  3. filtrationThe product is filtered off with suction
  4. washwashed with H2O

Sources & evidence

ORD record
ord-bd962cad843848469b0817b204935703
Source dataset
uspto-grants-1987_04
Patent number
US04659603

Reaction notes

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