DETAILED DESCRIPTION OF THE INVENTION The substituted phenyl group or the substituted naphthyl group preferably contains 1 to 3 substituents.
The substituents of the substituted phenyl group and the substituted naphthyl group represented by A are explained in more detail.
The halogen atom is a chlorine, bromine or fluorine atom.
The alkyl group is a straight chain, branched, or cyclic alkyl group preferably having 1 to 6 carbon atoms.
Practical examples of the alkyl group are methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl, pentyl, hexyl, cyclopentyl, and cyclohexyl groups.
The alkoxy group is a straight chain, branched, or cyclic alkoxy group preferably having 1 to 6 carbon atoms.
Practical examples of the alkoxy group are methoxy, ethoxy, propoxy, isopropoxy, butoxy, sec-butoxy, tert-butoxy, pentyloxy, hexyloxy, and cyclohexyloxy groups.
In the compounds represented by the formula (I), those wherein A is a substituted phenyl group or a substituted naphthyl group are preferred and, in particular, those wherein the substituent is an electron withdrawing group (i.
e.
, a fluorine atom, a nitro group, a cyano group, etc.
) or an alkoxy group are most preferred.
Practical examples of compounds of the formula (I) preferably used in this invention are illustrated below.
These examples are not limiting.
##STR4## Of these compounds, particularly preferred are Compounds 2, 3, and 9 to 15.
The compounds represented by the general formula (I) may be prepared according to the processes described in, for example, M.
P.
Hutt, E.
F.
Elslager and L.
M.
Werbel, Journal of Heterocyclic Chemistry, Vol.
7, No.
3, page 511 et seq.
(1970).
The 2-trihalomethyl-5-aryl-1,3,4-oxadiazoles can be advantageously synthesized by a series of reactions represented by the following equations: ##STR5## wherein A and X have the same definition as in the general formula (I), and R represents a trichloromethyl group, --O--COCX.
sub.
3, a chlorine atom or a bromine atom.
Among arylcarboxylic acid hydrazides represented by the general formula (III) used for production of the compounds of the present invention in accordance with the above equations, preferred examples include hydrazides of benzoic acid, p-nitrobenzoic acid, p-cyanobenzoic acid, p-chlorobenzoic acid, 2,4-dichlorobenzoic acid, p-toluic acid, m-toluic acid, 3,5-dimethylbenzoic acid, p-methoxybenzoic acid, 3,4-dimethoxybenzoic acid, p-ethoxybenzoic acid, p-butoxybenzoic acid, 3,4-methylenedioxybenzoic acid, o-methoxybenzoic acid,
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