| Identification | Back Directory |  [Name]
  6-CHLORO-2-PICOLINIC ACID METHYL ESTER |  [CAS]
  6636-55-1 |  [Synonyms]
  AKOS BBS-00004651 methyl 6-chloropicolinate 6-Chloropicolinic acid methyl ester methyl (6-chloropyridin-2-yl)acetate 2-chloropyridine-6-carboxylate methyl methyl 6-chloro-2-pyridinecarboxylate METHYL 6-CHLOROPYRIDINE-2-CARBOXYLATE 6-CHLORO-2-PICOLINIC ACID METHYL ESTER methyl 2-(6-chloropyridin-2-yl)acetate 6-chloro-2-picolonic acid methyl ester Methyl6-chloropyridine-2-carboxylate,95% Methyl 6-Chloro-2-pyridinecarboxylate > Methyl 6-Chloropyridine-2-carboxylate, 97+% 6-CHLOROPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 6-Chloro-2-pyridinecarboxylic acid methyl ester 6-Chloro-2-picolinic acid methyl ester Solution 2-Pyridinecarboxylic acid, 6-chloro-, methyl ester 6-CHLORO-2-PICOLINIC ACID METHYL ESTER ISO 9001:2015 REACH Methyl 6-chloropicolinate, 2-Chloro-6-(methoxycarbonyl)pyridine |  [EINECS(EC#)]
  808-173-1 |  [Molecular Formula]
  C7H6ClNO2 |  [MDL Number]
  MFCD00155391 |  [MOL File]
  6636-55-1.mol |  [Molecular Weight]
  171.58 |  
 | Chemical Properties | Back Directory |  [Melting point ]
  93-94° |  [Boiling point ]
  275.8±20.0 °C(Predicted) |  [density ]
  1.294±0.06 g/cm3(Predicted) |  [storage temp. ]
  Keep in dark place,Sealed in dry,Room Temperature |  [form ]
  Solid |  [pka]
  -1.03±0.10(Predicted) |  [color ]
  Pale yellow |  [Water Solubility ]
  Slightly soluble in water. |  [InChI]
  InChI=1S/C7H6ClNO2/c1-11-7(10)5-3-2-4-6(8)9-5/h2-4H,1H3 |  [InChIKey]
  TWUXBVMXSBEKHA-UHFFFAOYSA-N |  [SMILES]
  C1(C(OC)=O)=NC(Cl)=CC=C1 |  
 | Hazard Information | Back Directory |  [Uses]
  Methyl 6-chloropyridine-2-carboxylate was coupled with 2-(trimethylstannyl)pyridine to afford methyl 2,2?-bipyridine-6-carboxylate. |  [Synthesis Reference(s)]
  Synthetic Communications, 14, p. 77, 1984 DOI: 10.1080/00397918408060867 |  [Synthesis]
  6-Chloro-2-picolinic acid methyl ester is prepared by the reaction of methanol and 6-Chloropicolinic acid. The specific synthesis steps are as follows: Add thionyl chloride (3.7 ml, 50.8 mmol) to a solution of 6-chloropicolinic acid (4.0 g, 25.4 mmol) in methanol (85 ml) at 0 C. Stir the resultant solution for 15 minutes at 0 C, 0.5 hours at room temperature, and 6 hours at 50 C. Concentrate the reaction in vacuo and dilute with CHCl3 (150ml). Wash the organic solution with saturated aqueous sodium bicarbonate (3 x 100 ml), and brine (1 x 100 ml) and dry with sodium sulfate. Filtration and concentration afford methyl 6-chloropicolinate 4.38 g (100 percent) as a white solid. 1H NMR (CDCl3): δ 8.05 (m, 1H), 7.73 (m, 1H), 7.42 (m, 1H), 3.95 (s, 3H).
   |  [References]
  [1] Patent: WO2004/26871,  2004,  A1. Location in patent: Page 43 [2] Patent: WO2007/58482,  2007,  A1. Location in patent: Page/Page column 47 [3] Patent: WO2013/102431,  2013,  A1. Location in patent: Page/Page column 117 [4] Patent: WO2015/6592,  2015,  A1. Location in patent: Page/Page column 52; 53 |  
  
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