What Is Methyl 2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxylate?

Methyl 2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxylate (SKU M724940) is a bicyclic organic compound belonging to the benzoxazinone family. Its structure consists of a benzene ring fused to a six-membered ring containing one oxygen and one nitrogen atom, with a ketone (lactam) at the 3-position, a methyl group at the 2-position, and a methyl ester substituent at the 6-position of the aromatic ring.

The 3,4-dihydro-2H-benzo[b][1,4]oxazine scaffold is a privileged heterocyclic framework encountered in pharmaceutical research and agrochemical development. The methyl ester handle at position 6 provides a versatile point for further chemical elaboration, such as hydrolysis to the carboxylic acid, amide coupling, or reduction, making this compound a useful synthetic intermediate.

Physical and Chemical Properties

As a solid organic compound, Methyl 2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxylate contains both a polar methyl ester group and a lactam carbonyl, contributing to moderate polarity. The compound is expected to be soluble in common organic solvents such as dimethyl sulfoxide (DMSO), dichloromethane, ethyl acetate, and acetonitrile, and to show limited solubility in water.

The presence of an NH group in the dihydrobenzoxazine ring means the compound may participate in hydrogen bonding as both donor and acceptor. Researchers should consult the product's Certificate of Analysis (CoA) for confirmed physical data including melting point, purity, and spectroscopic characterization specific to the supplied lot.

Note: Specific numerical physicochemical values (e.g., exact molecular weight, melting point) are not confirmed in the source material and should be verified from the product CoA or SDS available on the Aladdin Scientific website.

Handling, Storage, and Safety

Standard laboratory precautions apply when handling Methyl 2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxylate. Researchers should wear appropriate personal protective equipment (PPE) including gloves, safety glasses, and a laboratory coat. Work in a well-ventilated area or fume hood when weighing or dissolving the compound.

For storage, keep the compound tightly sealed in its original container, away from moisture, heat, and light. Unless otherwise specified on the product label or CoA, storage at room temperature or under refrigeration (2–8 °C) in a dry environment is generally recommended for stable solid organic intermediates of this class.

Always refer to the current Safety Data Sheet (SDS) available on the Aladdin Scientific product page (SKU M724940) for authoritative hazard classification, first-aid measures, and disposal instructions before use.

Applications in Research and Synthesis

The benzo[b][1,4]oxazine scaffold is recognized as a privileged structure in medicinal chemistry, appearing in compounds with reported biological activities across multiple therapeutic areas. Methyl 2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxylate (M724940) functions primarily as a versatile synthetic building block.

The methyl ester at C-6 is amenable to a range of transformations: saponification to give the free carboxylic acid for further coupling reactions, conversion to amides via aminolysis, reduction to the primary alcohol, or Curtius rearrangement to an amine. The lactam nitrogen (C-3 to C-4) can be alkylated or acylated to introduce additional diversity. These features make the compound suitable for library synthesis in drug discovery programs and for the preparation of novel heterocyclic derivatives.

Note: Specific published biological activity data for this exact compound are not confirmed in the source material. Researchers should conduct a primary literature search for current data.

Ordering and Product Support

Methyl 2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxylate is available from Aladdin Scientific under SKU M724940. To place an order, visit the product page on the Aladdin Scientific website, select the required quantity and pack size, and proceed through the standard checkout process.

For bulk quantities, custom synthesis inquiries, or technical questions about this compound, contact Aladdin Scientific's customer service or technical support team directly. Certificate of Analysis (CoA) and Safety Data Sheet (SDS) documents are available for download from the product page. Researchers requiring additional characterization data or specific purity grades should contact the technical team prior to ordering.