3-Ethoxyacryloyl chloride
3-Ethoxyacryloyl chloride (CAS: 6191-99-7) is a highly reactive acyl chloride featuring an alpha,beta-unsaturated system with an ethoxy leaving group, combining the electrophilicity of an acid chloride with the versatility of a vinyl ether. This colorless to pale liquid serves as a powerful acylating agent in pharmaceutical and heterocyclic synthesis, readily forming amides with amines, esters with alcohols, and undergoing cyclocondensation with binucleophiles to construct pyridines, pyrimidines, and other nitrogen heterocycles. The ethoxyvinyl moiety provides a handle for further elaboration through substitution or hydrolysis to the corresponding aldehyde functionality. It requires anhydrous handling and controlled addition due to its moisture sensitivity and exothermic reactivity. With its compact size and multiple reactive sites, 3-ethoxyacryloyl chloride is a valuable building block for efficient heteroaromatic construction in drug discovery and API synthesis.
– Amide Formation: Used as an acylating agent for primary and secondary amines producing ethoxyacrylamide intermediates for pharmaceutical synthesis.
– Heterocycle Construction: Serves as a three-carbon synthon in cyclocondensations building pyridines, pyrimidines, and quinolines.
– Ester Synthesis: Applied in preparing activated esters and vinyl ether intermediates for further functional group transformations.
– API Intermediate: Employed in multi-step routes requiring compact activated unsaturated building blocks.
Product Name: 3-Ethoxyacryloyl chloride
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