METHOD OF SYNTHESIS OF 1-SUBSTITUTED 4-CYANO-1,2,3-TRIAZOLES AND 4-CYANO-1-(2,6-DIFLUOROBENZYL)-1H-1,2,3-TRIAZOLE Russian patent published in 2002 - IPC

Abstract RU 2177942 C2

FIELD: organic chemistry, chemical technology. SUBSTANCE: invention describes the improved method of synthesis of 1-substituted 4-cyano-1,2,3-triazoles of the general formula (I) where R1 means phenyl, naphthyl, diphenylyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, furyl, thienyl, pyridyl, phenyl(lower)alkyl, phenyl(lower)alkenyl, phenyl(lower)alkynyl, naphthyl(lower)alkyl, pyridyl(lower)alkyl, partially hydrogenated 2-oxobenzazepine, cycloalkyl, cycloalkenyl, cycloalkyl(lower)alkyl or cycloalkenyl(lower)alkyl and also (lower)alkyl, (lower)alkenyl or (lower)alkynyl that are unsubstituted compounds or in each case mono- or polysubstituted substitutes taken among the group including halogen atom, carboxyl, (lower)alkoxycarbonyl, carbamoyl, carbamoyl mono- or dialkylated with (lower)alkyl, hydroxyl, (lower)-alkoxy-, (lower)alkenyloxy-, phenyl(lower)alkoxy- and phenoxy-group being aromatic and heteroaromatic radicals can be unsubstituted or mono- or polysubstituted substitutes taken among the group including halogen atom, (lower)alkoxy-, (lower)alkenyloxy-, phenyl(lower)alkoxy-, phenoxy-group and S(O)m-R0 where m = 0, 1 or 2 and R0 means (lower)alkyl, (lower)- alkenyl or (lower)alkynyl that are unsubstituted compounds or in each case mono- or polysubstituted substituted taken among the group including halogen atom, hydroxyl, (lower)- alkoxy-, (lower)alkenyloxy-, phenyl(lower)alkoxy-, phenoxy- group, carboxyl and (lower)alkoxycarbonyl. Synthesis is carried out by interaction of compound of the formula (Ia) R1-N3 (Ia) where R1 has values indicated above with compound of the formula (Ib) in biphase system including the parent compounds of the formula (Ia) and (Ib) in medium of organic solvent or diluting agent and water if necessary. Synthesized compounds are intermediate substances used for synthesis of pharmaceutically active components, for example, corresponding carboxamides or carboxylic acids. Invention describes also a novel compound, 4-cyano-1-(2,6- difluorobenzyl)-1H-1,2,3-triazole. EFFECT: improved method of synthesis. 7 cl, 2 tbl

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RU 2 177 942 C2

Authors

Robert Portmann

Dates

2002-01-10Published

1997-07-10Filed