Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate(CAS: 178876-86-3)

Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate is a white crystalline solid with a molecular weight of approximately 296.06 g/mol. It has good solubility in organic solvents like acetone and ethyl acetate but is sparingly soluble in water. Chemically, it is reactive towards nucleophiles and can undergo substitution reactions. The compound is stable under normal conditions but should be stored in a cool, dry place away from direct sunlight.

Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate is typically synthesized via the bromination of methyl 6-oxo-1,6-dihydropyridine-2-carboxylate using N-bromosuccinimide (NBS) in the presence of a suitable catalyst like azobisisobutyronitrile (AIBN). This process yields a high selectivity towards bromination and provides good yields. The reaction is usually carried out in an inert solvent such as dichloromethane under UV light conditions.

Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate is used in the pharmaceutical industry for the synthesis of various biologically active compounds. It is also utilized in the chemical industry for applications in polymers and materials science, particularly in the development of sensors and semiconductors due to its unique chemical reactivity and functional groups.

When handling Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate, it is essential to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated fume hood to minimize inhalation risk. In case of a spill, immediately cover the spill with absorbent material and dispose of it according to local hazardous waste regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and emergency procedures.