ChemicalBook--->CAS DataBase List--->58481-11-1

58481-11-1

58481-11-1 Structure

58481-11-1 Structure
IdentificationMore
[Name]

METHYL 2-CHLOROISONICOTINATE
[CAS]

58481-11-1
[Synonyms]

2-CHLORO-ISONICOTINIC ACID METHYL ESTER
BUTTPARK 91\04-05
METHYL 2-CHLORO-4-PYRIDINECARBOXYLATE
METHYL 2-CHLOROISONICOTINATE
METHYL 2-CHLOROPYRIDINE-4-CARBOXYLATE
Methyl 2-chloroisonicotinate ,98%
4-Pyridinecarboxylic acid, 2-chloro-, methyl ester
[Molecular Formula]

C7H6ClNO2
[MDL Number]

MFCD01765409
[Molecular Weight]

171.58
[MOL File]

58481-11-1.mol
Chemical PropertiesBack Directory
[Melting point ]

32-36 °C
[Boiling point ]

70°C/0.1mmHg(lit.)
[density ]

1.294±0.06 g/cm3(Predicted)
[Fp ]

>230 °F
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

powder to lump to clear liquid
[pka]

-1.15±0.10(Predicted)
[color ]

White or Colorless to Yellow
[Detection Methods]

HPLC,NMR
[CAS DataBase Reference]

58481-11-1(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/39:Wear suitable protective clothing and eye/face protection .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

29333990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium hydroxide-->Methanol-->Thionyl chloride-->Toluene-->2-Chloro-4-pyridinecarboxylic acid-->Iodomethane
[Preparation Products]

2-Chloroisonicotinaldehyde-->2-(Methylthio)-4-pyridinecarboxylic Acid-->2-chloro-N-(4-chlorophenyl)pyridine-4-carboxamide-->2-(4-Morpholinyl)-pyridine-4-carboxylic acid methyl ester
Hazard InformationBack Directory
[Chemical Properties]

White to light brown solid
[Synthesis]

Methanol

67-56-1

2-Chloro-4-pyridinecarboxylic acid

6313-54-8

METHYL 2-CHLOROISONICOTINATE

58481-11-1

2-Chloroisonicotinic acid (5.10 g, 32.38 mmol) was dissolved in methanol (150 mL) and thionyl chloride (12 mL) was added slowly. The reaction mixture was stirred at 70 °C for 5 h. After completion of the reaction, the reaction solution was concentrated under reduced pressure by rotary evaporator. The concentrated residue was dissolved in dichloromethane (250 mL), washed sequentially with 10% aqueous potassium carbonate (2×150 mL), dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated by rotary evaporation to afford methyl 2-chloropyridine-4-carboxylate (SLA 07150) as a yellow solid (5.06 g, 91% yield).The molecular weight of SRA 07150 was 171.58; melting point was 33.0 °C; thin layer chromatography (TLC) Rf value was 0.80 (unfolding reagent ratio methanol:dichloromethane=10:90).1H-NMR (CDCl3, δ): 3.98 (s, 3H, CH3), 7.78 (dd, 1H, J=5.1 Hz, J=1.3 Hz, ArH), 7.89 (d, 1H, J= 0.6 Hz, ArH), 8.55 (dd, 1H, J=5.1 Hz, J=0.6 Hz, ArH).

[References]

[1] Patent: WO2008/11478, 2008, A2. Location in patent: Page/Page column 76
[2] Patent: WO2016/154241, 2016, A1. Location in patent: Paragraph 578; 579
[3] Patent: US2008/167321, 2008, A1. Location in patent: Page/Page column 14
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988, p. 2785 - 2790
[5] Patent: EP1754706, 2007, A1. Location in patent: Page/Page column 76
Spectrum DetailBack Directory
[Spectrum Detail]

METHYL 2-CHLOROISONICOTINATE(58481-11-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

58481-11-1(sigmaaldrich)
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