SUBSTITUTED 2-THIOCARBAMOYL-3-PHENYL-3,3a,4,5,6,7-HEXAHYDRO-2N-INDAZOLES, METHOD OF PRODUCING SAID COMPOUNDS (VERSIONS) AND FUNGICIDE COMPOSITION BASED ON SAID COMPOUNDS Russian patent published in 2009 - IPC C07D231/56 A01N43/56 

Abstract RU 2374233 C1

FIELD: chemistry.

SUBSTANCE: invention relates to new substituted 2-thiocarbamoyl-3-phenyl-3,3a,4,5,6,7-hexahydro-2N-indazoles with general formula I

, where R1=CH3, R2=H, CH3, R1+R2=(CH2)m, m=2-5; X=CkH2k+1 k=1-4, Hal, NO2, CkF2k+1 n=1-5; R3=CH3, Alk, Ar, and method of producing them, the first of which involves condensation of 2-arylidenecyclohexanones II with thiosemicarbazides III in aliphatic alcohol in the presence of acid as catalyst while heating (mainly 3,3a-cis-2-thiocarbamoyl-3-phenyl-3,3a,4,5,6,7-hexahydro-2N-indazoles of formula I are obtained using this method); in the second method, through condensation of 2-arylidenecyclohexanones II with hydrazine hydrate while boiling in aliphatic alcohol, intermediate N-unsubstituted hexahydroindazoles IV are obtained, which are acylated with alkyl- or arylisothiocyanates in an inert solvent in the presence of a base catalyst at room temperature (mainly 3,3a-trans-2-thiocarbamoyl-3-phenyl-3,3a,4,5,6,7-hexahydro-2N-indazoles of formula I are obtained using this method).

EFFECT: invention relates to a fungicide composition which contains substituted 2-thiocarbamoyl-3-phenyl-3,3a,4,5,6,7-hexahydro-2N-indazoles with general formula I, for example, 7-methyl- or 7,7-dimethyl-3-(4-chlorobenzylidene)-3,3a,4,5,6,7-hexahydro-2N-indazoles, which exhibits fungitoxicity higher than standard triadimefon.

4 cl, 5 tbl, 5 ex

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RU 2 374 233 C1

Authors

Gar Mikhail Mikhajlovich

Popkov Sergej Vladimirovich

Arkhipova Ol'Ga Nikolaevna

Dates

2009-11-27Published

2008-05-19Filed