摘要 |
The present invention relates to a process for the preparation of 1,2,4-triazol-1-ylmethyloxiranes of the formula I in which A and B are identical or different and, independently of one another, are C<SUB>1</SUB>-C<SUB>4</SUB>-alkyl, phenyl-C<SUB>1</SUB>-C<SUB>2</SUB>-alkyl, C<SUB>3</SUB>-C<SUB>6</SUB>-cycloalkyl, C<SUB>3</SUB>-C<SUB>6</SUB>-cycloalkenyl, tetrahydropyranyl, tetrahydrofuranyl, dioxanyl or phenyl, where the phenyl radical can carry one to three substituents chosen from the group: halogen, nitro, C<SUB>1</SUB>-C<SUB>4</SUB>-alkyl, C<SUB>l</SUB>-C<SUB>4</SUB>-alkyloxy, phenoxy, amino, C<SUB>1</SUB>-C<SUB>2</SUB>-haloalkyl or phenylsulfonyl, which comprises reacting a) an oxirane of the formula II in which A and B have the meanings given above and L is a nucleophilically substitutable leaving group, with 4-amino-1,2,4-triazole of the formula III to give 4-amino-1,2,4-triazolium salts of the formula IV and b) deaminating the 4-amino-1,2,4-triazolium salts IV with alkali metal nitrites and acid or organic nitrites to give 1,2,4-triazol-1-ylmethyloxiranes of the formula I, and to 4-aminotriazolium salts of the formula IV as intermediates. |