Preparation for the production of...

Details Preparation for the production of... Preparation for the production of...

2008-05-06

2008-05-06

Anderson, Rebecca (Department: 1626)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

C548S262200

Reexamination Certificate

active

10516727

ABSTRACT:
The present invention relates to a process for the preparation of 1,2,4-triazol-1-ylmethyloxiranes of the formula Iin which A and B are identical or different and, independently of one another, are C1-C4-alkyl, phenyl-C1-C2-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, tetrahydropyranyl, tetrahydrofuranyl, dioxanyl or phenyl, where the phenyl radical can carry one to three substituents chosen from the group: halogen, nitro, C1-C4-alkyl, Cl-C4-alkyloxy, phenoxy, amino, C1-C2-haloalkyl or phenylsulfonyl, which comprises reactinga) an oxirane of the formula IIin 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 IIIto give 4-amino-1,2,4-triazolium salts of the formula IV andb) 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.

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Nachbaur et al., “1,2,4-triazole”, Institut f. Anorg. Chemie der Universitat Graz, pp. 479-493.
Astleford et al., “Synthesis of 1-alkyl-1,2,4-triazoles: A new one-pot regiospecific procedure”, Journal of Organic Chemistry, 1994, vol. 54, pp. 731-732.

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