METHYL 3-AMINOBENZOATE CAS:4518-10-9

Methyl 3-aminobenzoate is characterized by its unique structure, comprising a benzene ring substituted with both a methoxycarbonyl group and an amino group at the meta positions. This arrangement imparts specific electronic properties, influencing the compound's reactivity and interactions in chemical reactions. The molecular formula, C9H11NO2, indicates the presence of nine carbon atoms, eleven hydrogen atoms, one nitrogen atom, and two oxygen atoms, highlighting its functional diversity. The synthesis of methyl 3-aminobenzoate typically involves a multi-step process, starting with nitration of toluene to form meta-nitrotoluene, which can then be reduced to meta-aminotoluene. Subsequent esterification with methanol allows for the formation of the final product. This synthetic pathway showcases the compound's accessibility and practical relevance in laboratory settings. Methyl 3-aminobenzoate serves as an essential intermediate in the synthesis of various pharmaceuticals, including analgesics, anti-inflammatory agents, and other therapeutic compounds. Its amino group enables it to undergo nucleophilic substitutions, while the ester functionality allows for further transformations, such as hydrolysis and transesterification. These reactions enhance its utility in creating derivatives with enhanced biological activity or improved pharmacokinetic properties. Furthermore, methyl 3-aminobenzoate finds applications in dye chemistry, agrochemicals, and polymer science. Its ability to act as a ligand in coordination chemistry adds to its versatility. Overall, this compound is integral to advancing organic synthesis, supporting the development of new materials and therapeutic agents that contribute significantly to modern chemistry and medicine.