Understanding the Synthesis and Properties of Methyl 2-Bromomethyl-3-Nitrobenzoate: A Chemical Deep Dive
For chemists and manufacturers operating in the pharmaceutical and fine chemical sectors, a thorough understanding of key intermediates is essential. Methyl 2-Bromomethyl-3-Nitrobenzoate, identified by CAS number 98475-07-1, is a compound of significant interest due to its critical role in complex synthesis pathways, most notably the production of lenalidomide. This article provides a detailed look into its synthesis, chemical properties, and physical characteristics.
The synthesis of Methyl 2-Bromomethyl-3-Nitrobenzoate typically involves the bromination of methyl 2-methyl-3-nitrobenzoate. A common method includes reacting methyl 2-methyl-3-nitrobenzoate with N-bromosuccinimide (NBS) in the presence of a radical initiator, such as AIBN, in a suitable solvent like carbon tetrachloride or dichloromethane. The reaction is usually carried out under reflux conditions to facilitate the radical chain reaction, leading to the substitution of a hydrogen atom on the methyl group with bromine. The resulting crude product is then purified through standard laboratory techniques such as washing, drying, and concentration, yielding the desired intermediate.
Methyl 2-Bromomethyl-3-Nitrobenzoate exhibits several notable physical and chemical properties that are crucial for its application. It typically presents as a white to light yellow solid, with a melting point in the range of 72-74°C. Its molecular formula is C9H8BrNO4, and its molecular weight is approximately 274.07 g/mol. The compound is generally soluble in common organic solvents such as methanol and chloroform, but its solubility in water is limited. The presence of the nitro group, a strong electron-withdrawing moiety, and the reactive bromomethyl group makes it a versatile electrophile in various nucleophilic substitution reactions. This inherent reactivity is what makes it so valuable in organic synthesis.
The purity of Methyl 2-Bromomethyl-3-Nitrobenzoate is a critical parameter, particularly when it is used in the lenalidomide intermediate synthesis. High purity, often specified as greater than 98.5% or 99%, ensures that the subsequent reactions proceed efficiently and that the final drug product meets stringent regulatory requirements. Understanding these specifications is key when sourcing this material from manufacturers, including those in China. NINGBO INNO PHARMCHEM CO.,LTD. is a reliable source for Methyl 2-Bromomethyl-3-Nitrobenzoate, offering high-quality products that meet the demanding needs of the pharmaceutical industry and advanced organic synthesis applications.
In summary, Methyl 2-Bromomethyl-3-Nitrobenzoate is a product of precise chemical synthesis, characterized by its reactive functional groups and high purity. Its critical role in pharmaceutical manufacturing, particularly for lenalidomide, coupled with its utility in broader organic chemistry, underscores its importance. For any entity looking to buy Methyl 2-Bromomethyl-3-Nitrobenzoate, a focus on quality and reliable supply chains, such as those offered by experienced manufacturers, is paramount.
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