Ethyl 4-amino-3-quinolinecarboxylate(CAS: 93074-72-7)

Ethyl 4-amino-3-quinolinecarboxylate is a crystalline compound with a molecular weight of approximately 265.32 g/mol. It has a low solubility in water but is more soluble in organic solvents like ethanol and dimethylformamide. Chemically, it is moderately reactive, particularly towards nucleophilic substitution reactions. It is stable under normal conditions but should be stored in a cool, dry place away from direct sunlight.

Ethyl 4-amino-3-quinolinecarboxylate is commonly synthesized via a multi-step process involving the condensation of 4-aminobenzaldehyde and 3-quinolone, followed by alkylation with ethyl iodide. The reaction is typically catalyzed by a Lewis acid such as aluminum trichloride, and the yield is around 75-80%. The exact conditions and reagents can vary based on the specific laboratory protocol.

Ethyl 4-amino-3-quinolinecarboxylate is used in the pharmaceutical industry as an intermediate in the synthesis of certain drugs. It also finds applications in the polymer industry as a stabilizer and in the development of sensors and semiconductors due to its unique chemical properties.

When handling Ethyl 4-amino-3-quinolinecarboxylate, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a laboratory coat. The compound should be handled in a well-ventilated area or fume hood to avoid inhalation. In case of a spill, use appropriate spill kits and ensure that the area is well-ventilated. Always consult the Safety Data Sheet (SDS) for detailed emergency procedures and storage guidelines.