FIELD: chemistry.
SUBSTANCE: invention relates to 2-alkylthio-5-(1H-1,2,4-triazole-1-ylmethyl)-1,3,4-thiadiazoles by the general formula I, wherein R1 represents an alkyl group with a carbon number from 2 to 6, an arylalkyl group by the general formula XnC6H5-n(CH2)m, or an aryloxyalkyl group by the general formula XnC6H5-nO(CH2)m, wherein X are the same or different and represent an atom of hydrogen or halogen, an alkyl group with a carbon number from 1 to 4, an alkoxyl group with a carbon number from 1 to 4, a perfluoroalkyl group with a carbon number from 1 to 4, a nitro group, n constitutes an integer from 0 to 5, m constitutes an integer from 1 to 3, and to agrochemically acceptable salts thereof. The invention also relates to a method for producing 2-alkylthio-5-(1H-1,2,4-triazole-1-ylmethyl)-1,3,4-thiadiazoles by the general formula I, wherein R1 represents an alkyl group with a carbon number from 1 to 6, an arylalkyl group by the general formula XnC6H5-n(CH2)m, or an aryloxyalkyl group by the general formula XnC6H5-nO(CH2)m, wherein X are the same or different and represent an atom of hydrogen or halogen, an alkyl group with a carbon number from 1 to 4, an alkoxyl group with a carbon number from 1 to 4, a perfluoroalkyl group with a carbon number from 1 to 4, a nitro group, n constitutes an integer from 0 to 5, m constitutes an integer from 1 to 3, implemented due to the interaction of 5-(1H-1,2,4-triazole-1-ylmethyl)-1,3,4-thiadiazole-2-thione III with various alkyl halides VII in the presence of bases: hydroxides, alkoxides, carbonates of alkali metals, tertiary amines, in polar aprotic or protic solvents at a temperature of 20°C to 150°C. Compounds of 2-alkylthio-5-(1H-1,2,4-triazole-1-ylmethyl)-1,3,4-thiadiazole by the general formula I, wherein R1 represents an alkyl group with a carbon number from 1 to 6, an arylalkyl group by the general formula XnC6H5-n(CH2)m, or an aryloxyalkyl group by the general formula XnC6H5-nO(CH2)m, wherein X are the same or different and represent an atom of hydrogen or halogen, an alkyl group with a carbon number from 1 to 4, an alkoxyl group with a carbon number from 1 to 4, a perfluoroalkyl group with a carbon number from 1 to 4, a nitro group, n constitutes an integer from 0 to 5, m constitutes an integer from 1 to 3, are intended as a fungicide.
EFFECT: 2-alkylthio-5-(1H-1,2,4-triazole-1-ilmethyl)-1,3,4-thiadiazoles exhibiting fungicidal activity.
3 cl, 3 tbl, 10 ex
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Authors
Dates
2021-10-21—Published
2020-04-30—Filed