6-Chloro-2H-3,1-benzoxazine-2,4(1H)-dione(CAS: 4743-17-3)

6-Chloro-2H-3,1-benzoxazine-2,4(1H)-dione is a crystalline solid with a molecular weight of approximately 216.01 g/mol. It has limited water solubility and is generally soluble in organic solvents like ethanol and acetone. The compound exhibits moderate acidity and can undergo reactions such as nucleophilic substitution and electrophilic aromatic substitution. It is stable under normal conditions but requires attention to avoid prolonged exposure to strong bases or reducing agents.

6-Chloro-2H-3,1-benzoxazine-2,4(1H)-dione can be synthesized through the condensation of 2-chloro-3,1-benzoxazine-4-one with appropriate reagents. Common methods include the use of acetic anhydride in the presence of a catalyst such as p-toluenesulfonic acid. The reaction typically proceeds with good selectivity and moderate to high yields, depending on the specific conditions and reagents used.

6-Chloro-2H-3,1-benzoxazine-2,4(1H)-dione is used in various industries. It is a key intermediate in the synthesis of pharmaceuticals, particularly for the production of certain analgesics and antipyretics. It also finds applications in the development of sensors and in the formulation of certain polymer additives. Due to its electronic properties, it is explored in the field of semiconductor materials for specific applications.

When handling 6-Chloro-2H-3,1-benzoxazine-2,4(1H)-dione, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up immediately, and proper disposal methods should be followed. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety instructions and emergency procedures.