33567-70-3

Upstream product

• 201230-82-2 carbon monoxide 
• 109-89-7 diethylamine 
• 623-48-3 ethyl iodoacetae 
• 1010117-23-3 diethyl 2-nitro-3-oxopentanedioate 

Downstream Products

• 131942-55-7 2-(diethylamino)-7-etoxychromone 
• 84292-23-9 2-(diethylamino)-4H-pyrido<1,2-a>pyrimidin-4-one 
• 26751-55-3 N,N-diethyl-2-(2-nitro-phenoxy)-malonamic acid ethyl ester 
• 26727-04-8 2-(N-Diethylcarbamoyl)-3-oxo-2,3-dihydro-benzoxazin-1,4 
• 13894-28-5 ethyl 3-(diethylamino)acrylate 
• 105398-09-2 N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-N',N'-diethyl-malonamide 
• 126567-86-0 2-Chloro-4-cyclohexylamino-[1,8]naphthyridine-3-carboxylic acid diethylamide 
• 126567-84-8 2-Chloro-4-cyclopropylamino-[1,8]naphthyridine-3-carboxylic acid diethylamide 
• 126567-80-4 4-Chloro-2-isopropylamino-[1,8]naphthyridine-3-carboxylic acid diethylamide 
• 126567-71-3 2,4-dichloro-N,N-diethyl-1,8-naphthyridine-3-carboxamide 
• 83767-09-3 8-benzil-2-(dietilammino)cromone 
• 83767-07-1 6-benzil-2-(dietilammino)cromone 
• 83767-01-5 2-(dietilammino)-7-fenilcromone 
• 83767-04-8 2-(dietilammino)-8-fenilcromone 

Relevant academic research and scientific papers

Synthesis of carbamoylacetates from α-iodoacetate, CO, and amines under Pd/light combined conditions

We developed a novel synthetic method of carbamoylacetates from -iodoacetate, carbon monoxide, and amines under photoirradiation conditions in the presence of a Pd catalyst. This reaction likely proceeds via interplay of radical and organopalladium species. Georg Thieme Verlag Stuttgart · New York.

Nucleophilic substitution accompanying carbon-carbon bond cleavage assisted by a nitro group

A 2-nitrated 3-oxoester reacted with amines or alcohols to afford unsymmetrical malonic acid derivatives as a result of nucleophilic substitution accompanying C-C bond cleavage. The 2-nitrated 3-oxoester easily formed ammonium salts with amines. When the amine is liberated from the salt under equilibrium, nucleophilic amine and electrophilic keto ester locate close to each other. This intimate pair effect causes a pseudo intramolecular reaction to occur, giving rise to effective substitution under mild conditions.

Transacylation of α-Aryl-β-keto Esters

The acyl group of an α-aryl-β-keto ester was readily transferred to N-, O-, and S-nucleophiles. The transacylation from arylated diethyl 3-oxoglutarate to amines led to unsymmetrical malonic acid amide esters in high yields. The present reaction proceeded under mild conditions without formation of detectable byproducts. Only simple experimental manipulations were required. This reaction was also found to be sensitive to steric factors, which enabled the chemoselective monoacylation of diamines and amino alcohols without any modifications such as protection.