ChemicalBook--->CAS DataBase List--->100859-84-5

100859-84-5

100859-84-5 Structure

100859-84-5 Structure
IdentificationMore
[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
Chemical PropertiesBack Directory
[Melting point ]

198 °C
[Boiling point ]

312.2±27.0 °C(Predicted)
[density ]

1.381±0.06 g/cm3(Predicted)
[storage temp. ]

Store at room temperature
[form ]

powder to crystal
[pka]

14.37±0.50(Predicted)
[color ]

White to Orange to Green
[CAS DataBase Reference]

100859-84-5(CAS DataBase Reference)
Safety DataBack 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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2-Chloro-4-cyanopyridine-->Methanol-->Cesium carbonate-->Dichloromethane
[Preparation Products]

Forchlorfenuron
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-chloroisonicotinamide(100859-84-5)
[Alfa Aesar]

2-Chloropyridine-4-carboxamide, 98+%(100859-84-5)
Hazard InformationBack Directory
[Synthesis]

2-Chloro-4-cyanopyridine

33252-30-1

2-CHLOROISONICOTINAMIDE

100859-84-5

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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