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Description
TCI D4120 2-Amino-3,4-dimethylbenzoic Acid is an anthranilic acid derivative carrying an amino group in the ortho position relative to the carboxylic acid group, together with two methyl groups at positions 3 and 4 of the benzene ring. The anthranilic acid framework is one of the most classical and most productive synthetic starting materials in heterocyclic chemistry, because the neighbouring arrangement of the amino and carboxyl groups allows ring formation to proceed directly. In the laboratory, this compound serves as an entry point toward a wide range of nitrogen-containing heterocyclic systems such as quinazolinones, benzoxazinones, acridones, and quinoline derivatives.
The property that makes this material a preferred choice is the geometric proximity of its two functional groups, which allows intramolecular cyclisation reactions to proceed efficiently, for example through the formation of a benzoxazinone as an intermediate before conversion into a quinazolinone. The two methyl groups are electron-donating, so they increase the electron density of the ring and slightly raise the nucleophilicity of the amino group, while at the same time adding lipophilic character to the final molecule. The specific 3,4-substitution pattern delivers products with a substituted framework that is difficult to obtain through other synthetic routes.
In Indonesian laboratories, this building block is typically used in university and institutional research settings where nitrogen heterocycles are constructed for medicinal chemistry and materials-oriented studies. It suits work programmes that require a reliable, well-defined anthranilic acid scaffold as a starting point for multi-step synthesis, and it is handled on the usual bench scale of academic and industrial R&D groups working on heterocyclic compound libraries and structure-activity investigations.
Laboratory Applications
- Quinazolinone synthesis: the adjacent amino and carboxyl groups permit direct ring closure, making this compound a natural precursor for building substituted quinazolinone cores in medicinal chemistry programmes.
- Benzoxazinone preparation: the ortho relationship of the two functional groups favours efficient intramolecular cyclisation, so benzoxazinones form readily and can then be carried forward as intermediates.
- Acridone construction: the anthranilic acid framework is a classical entry point into acridone systems, and the added methyl groups introduce substitution that is otherwise hard to install.
- Quinoline derivative chemistry: the electron-rich, methyl-substituted ring supports the preparation of quinoline scaffolds with defined substitution patterns for structure-activity relationship investigations.
- Nitrogen heterocycle library development: the specific 3,4-dimethyl pattern gives products with frameworks difficult to access by other routes, broadening the structural diversity available to synthetic chemists.
Specifications
- Brand: TCI
- CAS number: 50419-58-4
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Chemical class: anthranilic acid derivative with amino group ortho to the carboxylic acid and methyl groups at positions 3 and 4
- Pack sizes: available in standard TCI catalogue packaging; please confirm the required size when ordering
- Storage: keep in a tightly closed original container, protected from light and moisture
Handling and Storage
Store the material in its tightly closed original container in a cool, dry, well-ventilated area, protected from light, moisture, and incompatible substances. Amber glass or the supplier's original packaging is suitable for keeping the compound stable during storage. Handle the solid in a fume hood or a well-ventilated workspace, and use standard laboratory personal protective equipment including a lab coat, safety goggles, and chemical-resistant gloves. Avoid generating dust, avoid direct skin and eye contact, and weigh out portions carefully to prevent contamination of the bulk stock. Always consult the manufacturer's Safety Data Sheet before use, and follow your institution's chemical waste procedures for disposal of residues.
