1846-91-9

Upstream product

• 140-87-4 Cyanoacetohydrazide 
• 1846-76-0 ethyl coumarin-3-carboxylate 
• 15119-34-3 3-cyanocoumarin 
• 3949-36-8 3-acetylcoumarin 
• 1846-74-8 3-benzoyl-chromen-2-one 

Downstream Products

• 107552-15-8 N'-benzylidene-2-oxo-2H-chromene-3-carbohydrazide 
• 143814-48-6 2-Oxo-2H-chromene-3-carboxylic acid [1-(4-hydroxy-3-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide 
• 143814-49-7 2-Oxo-2H-chromene-3-carboxylic acid [1-(3,4-dimethoxy-phenyl)-meth-(E)-ylidene]-hydrazide 
• 569337-85-5 2-Oxo-2H-chromene-3-carboxylic acid [1-(3-hydroxy-phenyl)-meth-(E)-ylidene]-hydrazide 
• 30866-42-3 N'-(2-hydroxybenzylidene)-2-oxo-2H-chromene-3-carbohydrazide 
• 313243-16-2 3-[5-(2-hydroxyphenyl)-1,3,4-oxadiazol-2-yl]-2H-chromen-2-one 
• 142818-78-8 3-[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]-2H-chromen-2-one 
• 142818-80-2 3-[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]-2H-chromen-2-one 
• 679836-33-0 coumarin-(5'-chloro-2'-phenylindole-3'-carboxaldehyde)-3-carbonylhydrazone 
• 679836-34-1 coumarin-(5'-methyl-2'-phenylindole-3'-carboxaldehyde)-3-carbonylhydrazone 
• 679836-36-3 coumarin-(2'-phenylindole-3'-carboxaldehyde)-3-carbonylhydrazone 
• 333773-18-5 2-anilino-5-(2H-2-oxobenzo[b]pyran-3-yl)-1,3,4-thiadiazole 
• 223763-38-0 4-phenyl-5-(2H-2-oxobenzo[b]pyran-3-yl)-1,2,4-triazole-3-thione 

Relevant academic research and scientific papers

Conversions of coumarins accompanied by intermediate opening and recyclization of the lactone ring. 2. Study of the interaction of malonic acid hydrazide and amide derivatives with 3-acyl(3-cyano, 3-ethoxycarbonyl)coumarins

Reaction between the N,N′-diisopropylidene and N,N′-diacetyl derivatives of malonic acid dihydrazide and 3-acyl(3-cyano, 3-ethoxycarbonyl) coumarins under the conditions of the Michael reaction lead to the formation of N′-isopropylidene and N′-acetyl derivatives of coumarin-3-carboxylic acid hydrazide. Ethoxycarbonylacethydrazide reacts in an analogous manner. Special features have been studied of the interaction of malonic acid amide derivatives with unsubstituted coumarin and with coumarins containing electron-withdrawing groupings in position 3 of the ring. 2005 Springer Science+Business Media, Inc.

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.