PRODUCTION OF NAPHTHALENE DERIVATIVE AND INTERMEDIATE FOR PRODUCTION

摘要

PURPOSE:To simply and inexpensively produce a naphthalene derivative useful as an intermediate for a medicine reversely inhibiting activator blood coagulation factor X, showing strong anticoagulant action. CONSTITUTION:7-Hydroxymethyl-2-naphthalenecarboxamide of formula 2 is reacted with a tetrahalogenated hydrocarbon, a thionyl halide or a phosphorus oxyhalide in the presence of triphenyl phosphine to provide a 7-halomethyl-2- naphthalenecarbonitrile of formula 1 (X is halogen). The compound of formula 2 is obtained by reacting a 2,7-naphthalenedicarboxylic acid diester of formula 6 (R and R' are alkyl or aralkyl) with sodium baron hydride in the presence of a lower alcohol and reacting the prepared compound of formula 5 with ammonia water in a closed container. The compound of formula 1 is obtained by reacting a 7-halomethyl-2-naphthalenecarboxamide of formula 3 obtained from a compound of formula 5 with a thionyl halide.