The field of organic chemistry is continuously enriched by compounds with unique structural features that lend themselves to diverse applications. 9-Oxo-10(9H)-acridineacetic acid (CAS 38609-97-1) is one such molecule, a derivative of acridone that has garnered attention for its chemical versatility and potential in various fields, including pharmaceuticals and advanced materials. This article provides an overview of its chemical properties and common synthesis routes.

Chemical Structure and Properties

9-Oxo-10(9H)-acridineacetic acid possesses a rigid, planar acridone core, which is a tricyclic system comprising two benzene rings fused to a central pyridine ring, with a carbonyl group at the 9-position. Attached to the nitrogen atom (at the 10-position) is a carboxymethyl group (-CH2COOH). This functional group introduces acidity and enhances solubility in polar solvents. The compound typically presents as a yellow to yellow-green crystalline powder, with a melting point around 289°C (with decomposition). Its lambda max in water is reported at 410nm, suggesting potential chromophoric or fluorescent properties.

The chemical properties of 9-Oxo-10(9H)-acridineacetic acid make it a valuable intermediate. The carboxylic acid group allows for reactions such as esterification and amidation, while the acridone ring system can undergo various aromatic substitutions. Its stability is maintained when stored in a dry, well-closed container away from heat and light, ensuring its efficacy for synthesis.

Synthesis Methodologies

The synthesis of 9-Oxo-10(9H)-acridineacetic acid typically involves the reaction of acridinone with chloroacetic acid. One common method described in the literature involves reacting acridinone with chloroacetic acid in the presence of an ionic liquid, under stirring conditions for several hours at room temperature. The product is then isolated through washing with solvents like methanol and drying, yielding the desired compound with a high percentage yield, often exceeding 95%.

For industrial-scale production, manufacturers focus on optimizing these synthesis routes for efficiency, yield, and purity. Strict quality control measures are implemented throughout the manufacturing process to ensure that the final product meets the stringent purity requirements, typically 99% min, essential for its use in demanding applications like pharmaceutical synthesis.

Sourcing and Procurement Information

When you need to buy high-quality 9-Oxo-10(9H)-acridineacetic acid, it is crucial to source from reliable manufacturers. As a leading supplier in China, we offer this fine chemical with guaranteed purity and consistent quality. Our manufacturing processes are optimized for efficiency, and we provide comprehensive technical data to support your research and development needs. We encourage procurement managers and R&D scientists to contact us for competitive pricing and bulk purchase inquiries to secure a stable supply of this important chemical intermediate.