6-Chloro-1H-indazole-3-carboxylic acid(CAS: 129295-31-4)

6-Chloro-1H-indazole-3-carboxylic acid is a crystalline solid with a molecular weight of approximately 220.01 g/mol. It is slightly soluble in water but more soluble in organic solvents like methanol and ethanol. The compound is known for its mild acidity and moderate reactivity, particularly in esterification and amide formation reactions.

6-Chloro-1H-indazole-3-carboxylic acid can be synthesized by the condensation of 3-chloroindazole with carboxylic anhydride, followed by hydrolysis. Another method involves the reaction of indazole with chloroacetyl chloride in the presence of a base. The yield is typically around 75-85%, and the use of a suitable catalyst can improve selectivity and yield.

6-Chloro-1H-indazole-3-carboxylic acid is primarily used in the pharmaceutical industry as an intermediate for the synthesis of various drugs. It is also utilized in the production of organic semiconductors and as a component in some polymer formulations, although its specific applications in these areas are more limited compared to its pharmaceutical uses.

When handling 6-Chloro-1H-indazole-3-carboxylic acid, it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood to minimize exposure to airborne particles. Spills should be cleaned up using appropriate absorbents, and disposal should follow local regulations. Always consult the SDS (Safety Data Sheet) for detailed handling instructions and emergency procedures.