ChemicalBook > CAS DataBase List > 6-FLUOROQUINOLINE-2-CARBOXALDEHYDE

6-FLUOROQUINOLINE-2-CARBOXALDEHYDE

Product Name
6-FLUOROQUINOLINE-2-CARBOXALDEHYDE
CAS No.
260430-93-1
Chemical Name
6-FLUOROQUINOLINE-2-CARBOXALDEHYDE
Synonyms
6-FLUOROQUINOLINE-2-CARBALDEHYDE;6-Fluoro-2-quinolinecarboxaldehyde;6-FLUOROQUINOLINE-2-CARBOXALDEHYDE;6-Fluoroquinoline-2-carbaldehyde 97%;2-Quinolinecarboxaldehyde, 6-fluoro-;6-Fluoroquinoline-2-carboxaldehyde,97%;6-fluoroquinoline-2-carbaldehyde(SALTDATA: FREE);6-Fluoroquinoline-2-carboxaldehyde
CBNumber
CB8721431
Molecular Formula
C10H6FNO
Formula Weight
175.16
MOL File
260430-93-1.mol
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6-FLUOROQUINOLINE-2-CARBOXALDEHYDE Property

Melting point:
113-120℃
Boiling point:
318.0±22.0 °C(Predicted)
Density 
1.320±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
form 
Solid
pka
2.98±0.43(Predicted)
Appearance
Light yellow to brown Solid
Sensitive 
Moisture Sensitive
InChI
InChI=1S/C10H6FNO/c11-8-2-4-10-7(5-8)1-3-9(6-13)12-10/h1-6H
InChIKey
JDQMJKKGPXPPOJ-UHFFFAOYSA-N
SMILES
N1C2C(=CC(F)=CC=2)C=CC=1C=O
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
2933499090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
774480
Product name
6-Fluoroquinoline-2-carboxaldehyde
Purity
96%
Packaging
1g
Price
$71.06
Updated
2025/07/31
TRC
Product number
B440760
Product name
6-fluoroquinoline-2-carbaldehyde
Packaging
500mg
Price
$350
Updated
2021/12/16
Matrix Scientific
Product number
093671
Product name
6-Fluoroquinoline-2-carbaldehyde
Purity
95+%
Packaging
250mg
Price
$288
Updated
2021/12/16
Matrix Scientific
Product number
093671
Product name
6-Fluoroquinoline-2-carbaldehyde
Purity
95+%
Packaging
1g
Price
$639
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0089425
Product name
6-FLUOROQUINOLINE-2-CARBALDEHYDE
Purity
95.00%
Packaging
1G
Price
$952.01
Updated
2021/12/16
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6-FLUOROQUINOLINE-2-CARBOXALDEHYDE Chemical Properties,Usage,Production

Synthesis

1128-61-6

260430-93-1

General procedure for the synthesis of 6-fluoroquinoline-2-carbaldehyde from 6-fluoro-2-methylquinoline: a mixture of compound 6 (0.48 g, 3.0 mmol) with selenium dioxide (0.66 g, 6.0 mmol) in 1,4-dioxane (50 mL) was heated and reacted for 2 hr at 100 °C (the reaction progress was monitored by TLC). Upon completion of the reaction, the mixture was cooled and treated with 5% aqueous NaHCO3 (80 mL) followed by extraction with dichloromethane (50 mL x 3). The organic layers were combined and dried with anhydrous magnesium sulfate, followed by evaporation of the solvent. The crude product was crystallized by ethanol to give compound 7 (0.43 g, 81% yield) as a white solid. Next, compound 7 (0.36 g, 2.0 mmol) was stirred with the corresponding acetophenone (2.0 mmol) at 0 °C for 15 min. Six equivalents of aqueous KOH solution was added and the reaction mixture was stirred at room temperature for 12 hours (the progress of the reaction was monitored by TLC). After completion of the reaction, the reaction mixture was adjusted to pH 3 by adding 1 M HCl to the reaction mixture and extracted with ethyl acetate (50 mL x 3). The organic layers were combined, dried with anhydrous magnesium sulfate and concentrated in vacuum. The crude products were obtained as quinolinyl chalcone derivatives 8a-c by purification and crystallization with ethanol.

References

[1] Heterocycles, 2000, vol. 53, # 1, p. 37 - 48
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 24, p. 8663 - 8678
[3] European Journal of Medicinal Chemistry, 2017, vol. 141, p. 282 - 292
[4] Patent: TW2018/6938, 2018, A. Location in patent: Paragraph 0027; 0028
[5] Patent: CN106083713, 2016, A. Location in patent: Paragraph 0060-0062

6-FLUOROQUINOLINE-2-CARBOXALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

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6-FLUOROQUINOLINE-2-CARBOXALDEHYDE Suppliers

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