13229-91-9

Upstream product

• 4974-42-9 N-isopropylidenecyanoacetylhydrazine 
• 1729-02-8 3-ethoxycarbonyl-8-methoxycoumarin 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 105-56-6 ethyl 2-cyanoacetate 

Downstream Products

• 2555-20-6 8-methoxy-2-oxo-2H-chromene-3-carboxylic acid 
• 1312302-48-9 2-(3-[amino(methoxy)methylene]-8-methoxy-2-oxo-3,4-dihydro-2H-chromen-4-yl)-2-cyanoacetamide 
• 1312302-49-0 4-amino-7-methoxy-2,5-dioxo-3,5-dihydro-2H-chromeno[3,4-c]pyridine-1-carbonitrile 
• 1312302-65-0 C₆H₁₅N*C₁₄H₉N₃O₄ 
• 1312302-51-4 2-(3-[amino(methoxy)methylene]-8-methoxy-2-oxo-3,4-dihydro-2H-chromen-4-yl)-2-cyano-N-cyclohexylacetamide 
• 1312302-58-1 2-(3-[amino(methoxy)methylene]-8-methoxy-2-oxo-3,4-dihydro-2H-chromen-4-yl)-3-[4-(4-fluorophenyl)-piperazin-1-yl]-3-oxopropanenitrile 
• 1312302-57-0 2-(3-[amino(methoxy)methylene]-8-methoxy-2-oxo-3,4-dihydro-2H-chromen-4-yl)-3-[4-(3,4-dichlorophenyl)-piperazin-1-yl]-3-oxopropanenitrile 
• 1729-01-7 8-methoxycoumarin-3-carboxylic acid chloride 
• 2442-31-1 8-hydroxycoumarin 

Relevant academic research and scientific papers

Solvent-free coumarin synthesis

The synthesis of coumarins via Pechmann and Knoevenagel condensation reactions under solvent-free conditions is reported, in which waste minimization, simple operation and easier product work-up can be achieved.

Conversion of coumarins accompanied by opening and recyclization of the lactone ring. 1. Study of the reaction of 3-ethoxycarbonyl(3-acyl)coumarins with cyanoacetylhydrazine and its derivatives

A stepwise sequence for the interaction of 3-ethoxycarbonyl(acyl)coumarins with cyanoacetylhydrazine, its N-acetyl and N-isopropylidene derivatives, leading to the formation of 3-cyanocoumarins, is proposed and demonstrated. It was established that the 3-cyanocoumarins formed are also able to participate in further conversions by a type of Michael reaction.