- Method of preparing 1,2-dimethyl-3,5-diarylpyrazolium methylsulfates
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A process for the preparation of 1,2-dimethyl-3,5-diaryl-pyrazolium methylsulfates of the formula I STR1 where R1 and R2 independently of one another are hydrogen, C1 -C4 -alkyl, C3 -C8 -cycloalkyl, C1 -C4 -alkoxy, halogen, nitro, C1 -C4 -haloalkyl or aryl all of which are inert under the reaction conditions, in which 1-methyl-3,5-diarylpyrazoles of the formula II STR2 where R1 and R2 have the abovementioned meanings are reacted with a) methanol and SO3, b) methanol and sulfuric acid or optionally, c) methanol and methylsulfuric acid elevated temperatures.
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- Substituted pyridinesulfonamide compound or its salt, process for preparing the same, and herbicide containing the same
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A substituted pyridinesulfonamide compound or its salt represented by the following general formula (I): STR1 wherein A is CH or N; when A is CH, R1 and R2 may be either each independently a member selected from the group consisting of unsubstituted or substituted alkyl groups, unsubstituted or substituted alkenyl groups, unsubstituted or substituted cycloalkyl groups, and unsubstituted or substituted phenyl groups; when A is N, R1 is an unsubstituted or substituted alkyl group, R2 is an unsubstituted or substituted alkyl group, or an unsubstituted or substituted alkoxy group; and X and Y are each independently a member selected from the group consisting of alkyl groups and alkoxy groups, is disclosed. This compound is useful as the effective ingredient of a herbicide showing a wide weed-control spectrum even if used in a small amount.
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- Substituted pyridinesulfonamide compounds or their salts, process for preparing the same, and herbicides containing the same
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A substituted pyridinesulfonamide compound or its salt represented by the following general formula (I): wherein R1 is an unsubstituted or substituted alkyl group; R2 is an unsubstituted or substituted alkyl group, or an unsubstituted or substituted alkoxy group; and X and Y are each independently a member selected from the group consisting of alkyl groups and alkoxy groups, is disclosed. This compound is useful as the effective ingredient of a herbicide showing a wide weed-control spectrum even if used in a small amount.
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- 5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides
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5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides of the formula STR1 where R1 is hydrogen, a metal atom or an unsubstituted or substituted ammonium radical, R2 is a saturated or unsaturated straight-chain aliphatic radical of up to 10 carbon atoms, a cycloaliphatic radical or 3 to 7 carbon atoms, a branched saturated or unsaturated aliphatic radical of 3 to 10 carbon atoms, a halogen-, alkoxy- or alkylmercapto-substituted aliphatic radical of 2 to 10 carbon atoms tetrahydrofuryl substituted methyl, a cycloalkoxy-substituted aliphatic radical of 4 to 10 carbon atoms, unsubstituted or halogen-substituted benzyl or phenyl, halophenyl, or alkylphenyl of a total of up to 10 carbon atoms, R3 is hydrogen, a straight-chain aliphatic radical of up to 10 carbon atoms, a cycloaliphatic radical of 3 to 7 carbon atoms, a branched aliphatic radical of 3 to 10 carbon atoms, haloalkyl, or alkoxyalkyl of 2 to 10 carbon atoms and X is oxygen and may also be sulfur if R2 is unsubstituted or halogen-substituted benzyl, processes for their preparation, and herbicides containing the above compounds.
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- Solid compositions of a pyrazolium salt, urea and a liquid surfactant
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There are provided solid herbicidal compositions comprising a molecular solution of a liquid, non-ionic surfactant, a 1,2-dimethyl-3,5-diphenylpyrazolium salt and urea in one another. There is also provided a method for preparing said compositions which comprises the steps of melting together the components of the composition at elevated temperatures and then cooling said melt.
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- 1,2-Dimethyl-3,5-diphenylpyrazolium-2,2-dichloropropionate
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The invention is novel compositions containing a pyrazolium salt and a polyhalocarboxylic acid, an alkali metal or alkaline earth metal polyhalocarboxylate salt useful in the control of wild oats and other undesirable grass plants. The invention includes a herbicidal salt of the pyrazolium cation and the polyhalocarboxylate anion.
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- Herbicidal combinations
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This invention is (1) synergistic combinations of a 1,2-dialkyl-3,5-diphenylpyrazolium salt and a 2,4-dichlorophenoxy acetic acid or the salts and esters thereof, or 4-chloro-2-methylphenoxy acetic acid or the salts or esters thereof useful as herbicides; (2) a salt of a 1,2-dialkyl-3,5-diphenylpyrazolium cation and certain halophenoxy acetate anions useful as herbicides and (3) the synergistic combination of 1, above, with the salt of 2, above, present.
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- Catalytic dehydrogenation process for the preparation of 3,4,5-trisubstituted pyrazoles
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There is provided a process for the preparation of 3,5-disubstituted pyrazoles which involves: A. the reaction of a methyl ketone, such as acetophenone or an appropriate derivative thereof, with an appropriate aldehyde, such as benzaldehyde in the presence of base to form a 1,3-disubstituted α,β-unsaturated ketone, such as chalcone or a substituted chalcone, B. the acidification of said α,β-unsaturated ketone, followed by treatment of the acidified reaction mixture with hydrazine to form a disubstituted pyrazoline, and C. the catalytic dehydrogenation of said pyrazoline to yield the desired 3,5-disubstituted pyrazole.
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- Catalytic dehydrogenation process for the preparation of 3,5-disubstituted pyrazoles
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There is provided a process for the preparation of 3,5-disubstituted pyrazoles which involves: A. the reaction of a methyl ketone, such as acetophenone or an appropriate derivative thereof, with an appropriate aldehyde, such as benzaldehyde in the presence of base to form a 1,3-disubstituted α,β-unsaturated ketone, such as chalcone or a substituted chalcone, B. the acidification of said α,β-unsaturated ketone, followed by treatment of the acidified reaction mixture with hydrazine to form a disubstituted pyrazoline, and C. the catalytic dehydrogenation of said pyrazoline to yield the desired 3,5-disubstituted pyrazole.
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