METHYL 2,6-DICHLORO-5-FLUORONICOTINATE Chemical Properties

Boiling point:

84 °C

Density 

1.506±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

-5.43±0.10(Predicted)

Appearance

Colorless to light yellow Liquid

InChI

InChI=1S/C7H4Cl2FNO2/c1-13-7(12)3-2-4(10)6(9)11-5(3)8/h2H,1H3

InChIKey

WADLLLSMEPLCNO-UHFFFAOYSA-N

SMILES

C1(Cl)=NC(Cl)=C(F)C=C1C(OC)=O

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

Hazard Note 

Irritant

HS Code 

2933399990

METHYL 2,6-DICHLORO-5-FLUORONICOTINATE Usage And Synthesis

Synthesis

At 0°C, 2,6-dichloro-5-fluoropyridine-3-carboxylic acid (5 g, 23.8 mmol) was dissolved in methanol (50 ml) and thionyl chloride (5.66 g, 47.62 mmol) and 2 drops of DMF were added slowly [vigorous bulging was observed]. The reaction mixture was stirred at room temperature for 3 hours. Subsequently, methanol was added to the reaction system and stirring was continued for 2 hours at room temperature. Upon completion of the reaction, the mixture was concentrated under reduced pressure and the residue was poured into ice-cold water (20 mL) and extracted with dichloromethane (2 x 50 mL). The organic layers were combined, washed sequentially with water and brine, and the solvent was evaporated under reduced pressure to afford methyl 2,6-dichloro-5-fluoropyridine-3-carboxylate (5 g, 93.8% yield).

References

[1] Patent: US2015/25087, 2015, A1. Location in patent: Paragraph 0168; 0198; 0199
[2] Patent: WO2016/51193, 2016, A1. Location in patent: Paragraph 00667; 00668; 00669
[3] Patent: TW2017/14884, 2017, A. Location in patent: Paragraph 0076
[4] Patent: EP2589592, 2018, B1. Location in patent: Paragraph 0563; 0564
[5] Patent: WO2010/126851, 2010, A1. Location in patent: Page/Page column 108-109

METHYL 2,6-DICHLORO-5-FLUORONICOTINATE(189281-66-1)Related Product Information

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• METHYL 2,3-DICHLOROBENZOATE
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• PHENYL 2,6-DICHLORO-5-FLUORONICOTINATE
• 2,6-DIMETHYLPHENYL 2,6-DICHLORO-5-FLUORONICOTINATE
• METHYL 2,6-DICHLORO-5-FLUORONICOTINATE
• ethyl 2,6-dichloro-5-fluoropyridine-3-carboxylate
• 3-METHOXYPHENYL 2,6-DICHLORO-5-FLUORONICOTINATE