ES296163A1 - Procedure for the preparation of new hydrazones of 5-nitro-furfurol (Machine-translation by Google Translate, not legally binding) - Google Patents

Abstract

Process for the preparation of new hydrazones of 5-nitro-furfurol, of the general formula I ** (See formula) ** where R1 and R3, independently of one another, mean hydrogen or alkyl, alkenyl, hydroalkyl, alkoxyalkyl, cycloalkyl, aryl or aralkyl radicals, the aryl or aralkyl radicals possibly being substituted by halogen atoms or trifluoromethyl, lower alkyl and/or or lower alkoxy, while R1 and R4, independently of one another, mean hydrogen or lower alkyl or hydroxyalkyl lower groups, where R1 and R2, or respectively R3 and R4, provided they mean alkyl radicals, can be linked together directly or by means of an oxygen atom, as well as its salts with inorganic or organic acids, characterized in that 5-nitro-furfurol-hydrazone is reacted with trichlorogen chloride or trichlorogen bromide in the presence of an acid-binding agent, by reacting the compound obtained, of the general formula II ** (See formula) ** where "Hal" means a chlorine or bromine atom with an equimolar amount of a compound of the formula, general III ** (See formula) ** and a compound of general formula IV ** (See formula) ** where R1, R2, R3 and R4 have the meaning stated above, or by reacting 5-nitro-furfurol hydrazone with a compound of the general formula V ** (See formula) ** wherein R1, R2 and "Hal" have the meaning set forth above, in the presence of an acid combining agent and the product thus obtained, of the general formula VI, is reacted ** (See formula) ** wherein R1, R2 and "Hal" have the meaning set forth above, with a compound of the general formula IV and, if desired, transforming a compound of the general formula I into a salt with an inorganic or organic acid. (Machine-translation by Google Translate, not legally binding)