| Identification | More | [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 Properties | Back 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 Data | Back 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 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light brown solid | [Synthesis]
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 |
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