| Identification | More | [Name]
2-CHLOROISONICOTINAMIDE | [CAS]
100859-84-5 | [Synonyms]
2-CHLOROISONICOTINAMIDE
2-CHLOROPYRIDINE-4-CARBOXAMIDE
BUTTPARK 43\57-02
2-Chloropyridine-4-carboxamide, 98+% | [Molecular Formula]
C6H5ClN2O | [MDL Number]
MFCD00221401 | [Molecular Weight]
156.57 | [MOL File]
100859-84-5.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HS Code ]
2933399990 |
| Hazard Information | Back Directory | [Synthesis]
GENERAL STEPS: To a flame-dried, sealable 2-5 mL Pyrex reactor were added the solid reactants: 2-chloro-4-cyanopyridine (1.0 mmol) and Cs2CO3 (1.5 mmol). The reactor was sealed with a rubber septum and pyrrolidone (2 mL/mmol [0.5 M]) was injected through the septum. Subsequently, the rubber septum was replaced with a PTFE screw cap. After sealing the reactor, the reaction was heated at 130 °C for 2 hours. Upon completion of the reaction, the resulting suspension was cooled to room temperature, filtered through a diatomaceous earth pad, and eluted with a solvent mixture of CH2Cl2/MeOH (7:3) to remove inorganic salts. Finally, the filtrate was concentrated and the residue was purified by silica gel column chromatography to afford the target product 2-chloroisonicotinamide. | [References]
[1] Organic Letters, 2014, vol. 16, # 4, p. 1060 - 1063
[2] Green Chemistry, 2016, vol. 18, # 18, p. 4865 - 4870
[3] Green Chemistry, 2014, vol. 16, # 4, p. 2136 - 2141
[4] Tetrahedron Letters, 2012, vol. 53, # 23, p. 2860 - 2863 |
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