Reaction of ethyl 5-substituted-2-furoylmalonates with secondary amines

R Kada, J Bruncková, P Bobál

Index: Kada, Rudolf; Brunckova, Jarmila; Bobal, Pavol Collection of Czechoslovak Chemical Communications, 1994 , vol. 59, # 6 p. 1400 - 1407

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Abstract

Abstract In situ prepared magnesium salts of ethyl malonate react with 5-X-2-furoyl chlorides (X= Br, NO 2, C 6 H 5 S and C 6 H 5 SO 2) to give the corresponding ethyl 5-X-2- furoylmalonates. On treatment of these compounds with secondary amines no nucleophilic substitution of the group X in position 5 of the furan nucleus took place but, instead, amides of 5-X-2-furancarboxylic acids were isolated.