ChemicalBook--->CAS DataBase List--->623585-74-0

623585-74-0

623585-74-0 Structure

623585-74-0 Structure
IdentificationBack Directory
[Name]

methyl 2,5-dichloroisonicotinate
[CAS]

623585-74-0
[Synonyms]

methyl 2,5-dichloroisonicotinate
Methyl 2,5-dichloropyridine-4-carboxylate
2,5-dichloroisonicotinic acid methyl ester
4-Pyridinecarboxylic acid, 2,5-dichloro-, methyl ester
[Molecular Formula]

C7H5Cl2NO2
[MDL Number]

MFCD09951944
[MOL File]

623585-74-0.mol
[Molecular Weight]

206.03
Chemical PropertiesBack Directory
[Melting point ]

28-29°
[storage temp. ]

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

White to off-white Solid-liquid mixture
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Skull and Crossbones (GHS06)Flame (GHS02)
GHS05,GHS06,GHS02
[Signal word ]

Danger
[Hazard statements ]

H301+H311-H314-H226-H290
[Precautionary statements ]

P501-P270-P240-P210-P233-P234-P243-P241-P242-P264-P280-P370+P378-P390-P361+P364-P303+P361+P353-P301+P330+P331-P301+P310+P330-P304+P340+P310-P305+P351+P338+P310-P403+P235-P406-P405
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

methyl 2,5-dichloroisonicotinate(623585-74-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methanol

67-56-1

2,5-Dichloroisonicotinic acid

88912-26-9

methyl 2,5-dichloroisonicotinate

623585-74-0

General procedure for the synthesis of methyl 2,5-dichloroisonicotinate from methanol and 2,5-dichloroisonicotinic acid: concentrated sulfuric acid (0.5 mL) was slowly added to a methanolic solution of 2,5-dichloroisonicotinic acid, the reaction mixture was heated to reflux and the reaction was maintained for 12 hours. Upon completion of the reaction, the mixture was cooled to room temperature, neutralized to pH neutral with aqueous sodium bicarbonate and subsequently extracted with ethyl acetate. The organic phases were combined and the solvent was removed by evaporation under reduced pressure to afford the target product methyl 2,5-dichloroisonicotinate (6-2) in 89% yield.

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 19, p. 5186 - 5189
[2] Patent: WO2008/141385, 2008, A1. Location in patent: Page/Page column 83
[3] Patent: WO2013/72825, 2013, A1. Location in patent: Page/Page column 55
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