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68077-26-9

68077-26-9 Structure

68077-26-9 Structure
IdentificationMore
[Name]

1-ETHYL-7-CHLORO-6-FLUORO-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID
[CAS]

68077-26-9
[Synonyms]

1-ETHYL-6-FLUORO-7-CHLORO-1,4-DIHYDRO-4-OXO-3-QUINOLINE CARBOXYLIC ACID
1-ETHYL-7-CHLORO-6-FLUORO-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID
7-CHLORO-1,4-DIHYDRO-1-ETHYL-6-FLUORO-4-OXO-3-QUINOLINECARBOXYLIC ACID
7-CHLORO-1-ETHYL-6-FLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINE CARBOXYLIC ACID
7-CHLORO-1-ETHYL-6-FLUORO-1,4-DIHYDRO-4-OXO QUINOLINE-3-CARBOXYLIC ACID
7-CHLORO-1-ETHYL-6-FLUORO-4-OXOHYDROQUINOLINE-3-CARBOXYLIC ACID
7-CHLORO-6-FLUORO-1-ETHYL-4-OXOQUINOLINE-3-CARBOXYLIC ACID
AKOS 1303
TIMTEC-BB SBB003042
7-Chloro-1-ethyl-6-fluoro-4-oxo-3-quinolinecarboxylicacid7-Chloro-1-ethyl-6-fluoro-4-oxo-3-quinolinecarboxylicacid
7-CHLORO-1,4-DIHYDRO-L-ETHYL-6-FLUORO-4-OXO-3-QUINOLINECARBOXYLIC ACID
7-CHLORO-1-ETHYL-6-FLUORO-4-OXOBYDROQUINOINE-3-CARBOXYLIC ACID
7-CHLORO-1-ETHYL-6-FLUORO-4-OXOHYDROQUINOLINE-3-CARBOXYLIC ACID 98%
7-CHLORO-1-ETHYL-6-FLUORO-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBO
1-ETHYL-6-FLUORO-7-CHLORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLIC ACIDNORFLOXACIN
A mixture of: 7-chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid 5-chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid
1-Ethyl-1,4-dihydro-4-oxo-6-fluoro-7-chloroquinoline-3-carboxylic acid
7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
[EINECS(EC#)]

421-280-4
[Molecular Formula]

C12H9ClFNO3
[MDL Number]

MFCD00792459
[Molecular Weight]

269.66
[MOL File]

68077-26-9.mol
Chemical PropertiesBack Directory
[Appearance]

White powder
[Melting point ]

245°C
[Boiling point ]

437.9±45.0 °C(Predicted)
[density ]

1.3905 (estimate)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

DMSO (Slightly, Heated), Methanol (Slightly, Heated)
[form ]

neat
[pka]

-0.21±0.20(Predicted)
[color ]

White to Pale Yellow
[Major Application]

pharmaceutical (small molecule)
[InChI]

1S/C12H9ClFNO3/c1-2-15-5-7(12(17)18)11(16)6-3-9(14)8(13)4-10(6)15/h3-5H,2H2,1H3,(H,17,18)/p-1
[InChIKey]

WNNSMMJBBOPPOT-UHFFFAOYSA-N
[SMILES]

Fc1cc2c(cc1Cl)N(C=C(C2=O)C(=O)[O-])CC
[CAS DataBase Reference]

68077-26-9(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H412
[Precautionary statements ]

P273-P501
[Risk Statements ]

R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[HazardClass ]

IRRITANT
[HS Code ]

2933599550
Hazard InformationBack Directory
[Chemical Properties]

White powder
[Uses]

7-Chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid (Norfloxacin EP Impurity A) is a Norfloxacin intermediate. Norfloxacin EP Impurity A; Norfloxacin USP Related Compound A (7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid).
[Uses]

Norfloxacin intermediate.
[Synthesis]

ETHYL 7-CHLORO-1-ETHYL-6-FLUORO-1,4-DIHYDRO-4-OXO-QUINOLINE-5-CARBOXYLATE

70458-94-5

1-ETHYL-7-CHLORO-6-FLUORO-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID

68077-26-9

Ethyl 7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (2.75 g, 9.24 mmol) was used as a raw material and dissolved in 60 mL of methanol. Subsequently, a 1:1 solution of hydrochloric acid (31.5 mL, 189 mmol) was added. The reaction mixture was heated to reflux for 2 h. Upon completion of the reaction, a white solid precipitated. The solid product was collected by filtration and washed with plenty of water. Finally, the product was dried in a vacuum oven for 2 h to afford 7-chloro-1-ethyl-6-fluoro-1,4-dihydro-4-carbonylquinoline-3-carboxylic acid (2.46 g, yield: 89.5%).

[References]

[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 14, p. 4257 - 4265
[2] Liebigs Annalen der Chemie, 1987, p. 29 - 37
[3] Chemical Communications, 2018, vol. 54, # 15, p. 1869 - 1872
[4] Journal of Medicinal Chemistry, 1980, vol. 23, # 12, p. 1358 - 1363
[5] Patent: CN107445892, 2017, A. Location in patent: Paragraph 0016
Spectrum DetailBack Directory
[Spectrum Detail]

1-ETHYL-7-CHLORO-6-FLUORO-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID(68077-26-9)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

7-Chloro-1-ethyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 97%(68077-26-9)
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