24484-93-3

  • Product Name:Methyl 4-chloropicolinate
  • Molecular Formula:C7H6ClNO2
  • Purity:99%
  • Molecular Weight:171.58
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Product Details:

CasNo: 24484-93-3

Molecular Formula: C7H6ClNO2

Purity: 99%

 

 

Methyl 4-chloropicolinate Chemical Properties
Melting point  50-52°C
Boiling point  105-111 °C (Press: 2-3 Torr)
density  1.294±0.06 g/cm3
storage temp.  Keep in dark place, Sealed in dry, Room Temperature
solubility  Chloroform (Slightly), Methanol (Slightly)
form  Solid
pka -0.25±0.10
color  Off-White to Beige
InChI InChI=1S/C7H6ClNO2/c1-11-7(10)6-4-5(8)2-3-9-6/h2-4H,1H3
InChIKey VTENWIPSWAMPKI-UHFFFAOYSA-N
SMILES C1(C(OC)=O)=NC=CC(Cl)=C1

 

Methyl 4-chloropicolinate Usage And Synthesis
Uses Methyl 4-Chloropicolinate (cas# 24484-93-3) is a compound useful in organic synthesis.

Production

Methods

The starting material 2-picolinic acid was treated with SOCl2 to generate 4-chloropicolinoyl chloride, and then esterification with MeOH resulted in the formation of methyl 4-chloropicolinate.

Synthesis

Reference(s)

Synthetic Communications, 26, p. 2017, 1996 DOI: 10.1080/00397919608003557
Synthesis To a suspension of 4-chloropyridine-2-carboxylic acid (4.5 g, 29.0 mmol) in methylene chloride (120 mL) was added oxalyl chloride (3.0 mL, 1.2 eq) under Ar2. The reaction was cooled to 0° C., and 500 uL of DMF was added. A large amount of gas was generated in situ. The reaction was stirred at room temperature for 1.5 h and then concentrated. Dry MeOH (50 mL) was added to the crude acyl chloride residue. The reaction was stirred at room temperature for 0.5 h, then quenched with NaHCO3 (5%) to neutral, extracted with EtOAc, and washed with brine. The combined organics were dried over MgSO4, filtered, and concentrated in vacuo to give 5.0 g of a crude solid, which was triturated with 5% EtOAc/hexane to give Methyl 4-chloropicolinate as a light yellow solid (4.5 g, 90%).
Methyl 4-chloropicolinate

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