5-Methoxy-1,3-benzothiazole-2-carbonitrile(CAS: 7267-35-8)

5-Methoxy-1,3-benzothiazole-2-carbonitrile is a white crystalline solid with a molecular weight of approximately 227.23 g/mol. It is slightly soluble in water but highly soluble in organic solvents like methanol and ethanol. The compound is known for its moderate reactivity towards nucleophiles and electrophiles, making it useful in various synthetic transformations. It has a melting point around 225-227°C and is stable under normal conditions, but care should be taken to avoid prolonged exposure to heat and light.

5-Methoxy-1,3-benzothiazole-2-carbonitrile can be synthesized through the reaction of 1,3-benzothiazole with methanol in the presence of sodium methoxide as a base. The reaction is carried out in an aprotic solvent like dimethylformamide (DMF) at a temperature around 100°C. The process involves the methylation of the thiazole ring followed by the introduction of a nitrile group. The yield of the product is typically around 85-90%, with good selectivity and purity.

5-Methoxy-1,3-benzothiazole-2-carbonitrile is primarily used in the pharmaceutical industry due to its structural features and potential as a drug intermediate. It is also utilized in the production of certain dyes and pigments due to its color properties. Additionally, it has applications in the synthesis of electronic materials and sensors, where its unique chemical properties are exploited.

When handling 5-Methoxy-1,3-benzothiazole-2-carbonitrile, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coat. The substance should be stored in a cool, dry place away from direct sunlight and heat sources. In case of a spill, it should be carefully cleaned up using appropriate absorbents. Exposure to the substance should be minimized, and fume hoods should be used during handling. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.