Preparing substituted tetrazole compounds, useful e.g. as important components of various drugs e.g. antibiotics or antiallergic agent, comprises reacting cyano compounds with azide compounds in a reaction medium containing ionic liquid(s)

摘要

Preparing substituted tetrazole compounds (I), comprises reacting cyano compounds (II) with azide compounds (III) in a reaction medium containing at least one ionic liquid, where the anion and/or cation of the ionic liquids is a Bronsted-acid or the anion is derived from a Lewis-acid, and the ionic liquid is excluded from [1-hexyl-3-methylimidazolium] trifluorobis(perfluoroethyl)hydridophosphate(V). Preparing substituted tetrazole compounds of formula (I), comprises reacting cyano compounds of formula (R1-(A) k-CN) (II) with azide compounds of formula (R3-N 3) (III) in a reaction medium containing at least one ionic liquid, where the anion and/or cation of the ionic liquids is a Bronsted-acid or the anion is derived from a Lewis-acid, and the ionic liquid is excluded from [1-hexyl-3-methylimidazolium]trifluorobis(perfluoroethyl)hydridophosphate(V). R1 : linear or branched 1-22C-alkyl, linear or branched 2-22C-alkyl having one or more double bonds or linear or branched 2-22C-alkynyl having one or more triple bonds, optionally partially or completely unsaturated 3-7C-cycloalkyl, aryl (optionally substituted by 1-12C-alkyl, -alkenyl or -alkynyl, and optionally contains one or more O-, N- or S-atoms and/or one or more atom groups such as -S(O)-, -SO 2-, -C(O)-, -C(O)O-, -NR1a-, -N +R1a 2-, -C(O)NR1a-, -SO 2NR1a-, -P(O)(NR1a 2)NR1a- or -P(O)R1a-) or 3-7C-heterocyclic ring system (optionally contains one or more O, N, S, Se and/or Si and/or one or more double- or triple-bonds); R2 : H or R1; R3 : Na, K, Li, NH 4+, tetraalkylammonium or (CH 3) 3Si (where R3 is equal to R2 or when R2 is H), where hydrogen atoms of R1 are optionally partially or completely substituted by halo, the residues of R2 and R3 are optionally partially substituted by halo and/or the residues R1-R3 are optionally partially substituted by -(CR1a) nCN, -(CR1a) nNO 2, -(CR1a) nN(R1a) 2, -(CR1a) nOR1a, -(CR1a) nC(O)NR1a 2, -(CR1a) nS(O) 2NR1a 2or aryl; A : -SO 2- or -C(O)-; k : 0 or 1; n : 0-12; and R1a : 1-6C-alkyl or 3-7C-cycloalkyl (both optionally partially fluorinated), aryl or H. [Image] ACTIVITY : Herbicide; Plant Growth Regulant. MECHANISM OF ACTION : None given.