1H-Indazole-5-carbaldehyde(CAS: 253801-04-6)

1H-Indazole-5-carbaldehyde is a crystalline solid with a molecular weight of approximately 152.14 g/mol. It has a low solubility in water but is more soluble in organic solvents like ethanol and acetone. This compound is moderately reactive and can undergo condensation reactions and nucleophilic aromatic substitution. It is typically stored in a dry, shaded area to prevent degradation.

1H-Indazole-5-carbaldehyde is commonly synthesized via the condensation of indazole with a carbonyl compound like acetaldehyde in the presence of a catalyst such as p-toluenesulfonic acid. The reaction is typically carried out under reflux conditions, and the yield can be improved by using anhydrous conditions to minimize side reactions.

1H-Indazole-5-carbaldehyde finds applications in the pharmaceutical industry as an intermediate in the synthesis of drugs, particularly those targeting the treatment of neurological disorders. It is also used in the synthesis of dyes and pigments, and as a reagent in organic synthesis for the preparation of various heterocyclic compounds.

When handling 1H-Indazole-5-carbaldehyde, it is important to use 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. Spills should be carefully cleaned up using appropriate absorbents, and the area should be thoroughly decontaminated. Always consult the Safety Data Sheet (SDS) for detailed safety information.