V. Ismailov, N. N. Yusubov, N. D. Sadykhova
2023
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Journal
Chemical Problems
Abstract
It has been shown that self-condensation ethyl cyanoacetate under conditions of excess potash in DMSO undergoes an intermolecular Claisen-type condensation involving three substrate molecules to form ethyl 2,4-dicyano-2-[2-cyanoacetyl-3-oxo]-butanoate. Self-condensation ethyl cyanoacetate takes place in the presence of triethyl phosphite and zinc acetate with the participation of three reagent molecules resulting in triethyl 3-cyano-2,4-diiminopentane-1,3,5-tricarboxylate. Alkylation ethyl cyanoacetate with 1,2- dichloroethane, cycloalkylation products were obtained: cyclopropane and cyclohexane derivatives, as well as a polymer product. The reaction of ethyl cyanoacetate with 1,2,3-trichloropropane occurs in a 2:3 ratio giving ethyl 7-chloro-2-(2-chloroallyl)-2,5-dicyano-3-methylenoate-7-enoate and 2,5-bis(2-chloroallyl)-3- methylenehexanedinitrile.