Basf Se Corporation

Merial Limited

Basf Agro B.v.

Sebastian Soergel

Deborah L Culbertson

Karsten Koerber

Ronan Le Vezouet

Steffen Gross

Christian Defieber

Douglas D Anspaugh

Michael Rack

Birgit Gockel

Roland Goetz

Matthias Pohlman

Daniel Saelinger

Henricus Maria Martinus Bastiaans

Ralph Paulini

Eric George Klauber

Pascal Bindschaedler

Koshi Gunjima

Sarah Thompson

Wolfgang Von Deyn

Joachim Gebhardt

Devendra Vyas

Martin John McLaughlin

Anna Malveda Umali

Cecille Ebuenga Doyog

Rhoel Suiza Cosare

Markus Gewehr

Joachim Dickhaut

Robert Reinhard

Egon Haden

Jochen Dietz

Florian Kaiser

Hassan Oloumi-Sadeghi

Charles Q Meng

Takeo Hokama

Florian Vogt

Wen Xu

Juergen Langewald

Prashant Deshmukh

Frederik Menges

Tiziana Chiodo

Martin Viertelhaus

Jürgen Langewald

Ronald Wilhelm

Vincent L Salgado

Christopher Palmer

Florent Mazuir

Deborah L Culberston

Carsten Beyer

Martin John Mclaughlin

Johannes Roeckl

Henricus Maria Bastiaans

The present invention relates to a novel crystalline form of 1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide recently assigned the common name dimpropyridaz. The invention also relates to the use of the crystalline form B for combating invertebrate pests and to formulations for plant protection which contain the crystalline form B of 1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide. The crystalline form B according to the present invention can be identified by powder X-ray diffractometry on the basis of its powder X-ray diffraction diagram, hereinafter also termed powder X-ray diffraction pattern or PXRD pattern, of the polymorph form B recorded using Cu—Kα radiation (1.54178 Å) at 25° C. displays the 3 following reflections, quoted as 2θ values: 20.69±0.10°, 24.15±0.10° and 30.52±0.10°. In addition to these 3 reflections, the polymorph B of the present invention may display in such a PXRD pattern one or more, in particular at least 2, often at least 4, in particular at least 6 or at least 8 reflections and especially all of the reflections quoted hereinafter as 2θ values: 7.99±0.10°, 10.07±0.10°, 12.38±0.10°, 15.31±0.10°, 15.97±0.10°, 16.50±0.10°, 18.03±0.10°, 19.29±0.10°, 20.22±0.0.10°, 20.96±0.10°, 23.40±0.10°, 23.70±0.10°, 26.09±0.10°, 27.26±0.10° and 32.91±0.10°.

Crystalline forms of 1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide

Pesticidal mixtures comprising as active compounds 1) 1-[(1RS)-1,2-dimethylpropyl]-N-ethyl-5-methyl-N-pyridazin-4-yl-1H-pyrazole-4-carboxamide and 2) at least one further compound B selected from B.1) Succinate dehydrogenase inhibitors as defined in the specification; B.2) Inhibitors of oxysterol binding protein as defined in the specification; B.3) Inhibitors of complex III at Qi site selected from: a) florylpicoxamid, and b) fenpicox-amid; B.4) Strobilurins as defined in the specification; B.5) Inhibitors of C14-demethylase in sterol biosynthesis as defined in the specification; B.6) Inhibitors of cell division and cytoskeleton as defined in the specification, B.7) Other compounds of unknown mode of action as defined in the specification; and B.8) N-[[2-fluoro-4-[(2S,3S)-2-hydroxy-3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]phenyl]methyl]cyclopropanecarboxamide; wherein component 1) and component 2) are present in a weight ratio of from 1000:1 to 1:1000; methods and use of these mixtures for combating invertebrate pests such as insects, arachnids, nematodes and/or harmful fungi in and on plants, and for protecting such plants being infested with pests and/or harmful fungi.

Pesticidal mixtures comprising a pyrazole compound

Provided herein is a process for preparing a pyridazine amine compound of formula V, and a process for preparing dichloropyridazine amine compounds of formula IVa, IVb, and mixtures thereof. Further, provided herein are dichloropyridazine amine compounds of formula IVa, IVb, and mixtures thereof, wherein the amino group is an ethylamino group.

Process for preparing 4-amino-pyridazines

The invention relates to a process for the preparation of 5-bromo-1,3-dichloro-2-fluoro-benzene by diazotization and reduction of 6-bromo-2,4-dichloro-3-fluoro-aniline, which is obtained by bromination of 2,4-dichloro-3-fluoro-aniline, which is obtained by reduction of 1,3-dichloro-2-fluoro-4-nitro-benzene, and a process for preparing active compounds of formula V (Formula V) wherein the variables are defined in the specification by further transforming 5-bromo-1,3-dichloro-2-fluoro-benzene obtained from 2,4-dichloro-3-fluoro-aniline by the process according to the invention. 

Process for preparation of 5-bromo-1,3-dichloro-2-fluoro-benzene

Provided herein is a process for preparing a pyridazine amine compound of formula V, and a process for preparing dichloropyridazine amine compounds of formula IVa, IVb, and mixtures thereof. Further, provided herein are novel dichloropyridazine amine compounds of formula IVa, IVb, and mixtures thereof, wherein the amino group is an ethylamino group.

The present invention relates to a catalytic process for preparing pyrazoles of formula V comprising the step of cyclizing hydrazone substituted &#x3b1;,&#x3b2;-unsaturated carbonyl compounds by reacting them with hydrogen in a reaction mixture comprising as components (a) a hydrogenation catalyst, (b) an acid selected from Br&#xf8;nsted acids, ammonium salts of Br&#xf8;nsted acids, and Lewis acids, (c) a protic solvent, and optionally (d) an aprotic solvent. 

Catalytic hydrogenation process for preparing pyrazoles

The present invention relates to a process for the purification of pyrazolpyridazines of formula I wherein the variables are as defined in the specification, by adding HCl to a solution of the pyrazolpyridazine in an inert solvent under non-aqueous conditions, effecting crystallization of the HCl-salt, isolating the resulting precipitate.

Process for purification of pyrazolpyridazines

Compositions and methods of using a pesticidal mixture PM that includes at least one compound of formula I defined above, an insecticide and a fungicide for protecting crop, plant propagation material, or soil or water in which the plants are growing, against attack or infestation by invertebrate pests and/or phytopathogenic fungi are described. Also described is a seed treatment composition that includes the pesticidal mixture PM, as well as seeds treated using the pesticidal mixture PM or the seed treatment composition. Methods for controlling invertebrate pests and/or phytopathogenic fungi on crop plants are described that include contacting the plant or the plant propagation material; the pest or its food supply, habitat or breeding ground; and/or the fungi or habitat, with an effective amount of the pesticidal mixture PM or the seed treatment composition. Binary mixtures of a compound of formula I and a second pesticidal component are also described.

Pesticidal mixture comprising a pyrazole compound, an insecticide and a fungicide

Compounds of formula I a process for preparation of compounds of formula I; precursor compounds of formula II a process for preparation of precursor compounds of formula II; compounds of formula III a process for the preparation of compounds of formula IV from compounds of formula III and the use of compounds of formula I for the preparation of compounds of formula IV.

Oxy-cope rearrangement for the manufacture of insecticidal cyclopentene compounds

The present invention relates to a process for preparing a pyrazole compound of formula V, which comprises cyclizing a hydrazone substituted &#x3b1;,&#x3b2;-unsaturated carbonyl compound of formula IV by reacting it with a suitable reagent, e.g. a reducing agent, an organometallic reagent or a nucleophilic reagent. The compounds of formula V are versatile reaction tools for the preparation of pyrazole derived fine chemicals. The present invention also relates to pyrazole compounds of formulae Va, Vb, Vc, and VI.

Process for preparing pyrazoles

The present invention relates to a process for preparing a pyrazole compound of formula V, the process including cyclizing a hydrazone substituted &#x3b1;,&#x3b2;-unsaturated carbonyl compound of formula IV by reacting it with a suitable reagent, e.g. a reducing agent, an organometallic reagent or a nucleophilic reagent. The compounds of formula V are versatile reaction tools for the preparation of pyrazole derived fine chemicals. The present invention also relates to pyrazole compounds of formulae Va, Vb, Vc, and VI.

The invention relates to the use of a compound of formula (I) or a salt thereof for combating animal pests,where the symbols and indices are defined in the specification.

Thioamides and amides for controlling animal pests

Malononitrile compounds for controlling animal pests

The present invention relates to novel pyridine compounds of the formulae I and II, to their salts, to their tautomers, to their N-oxides, and to the salts of these N-oxides or tautomers. The compounds are useful for combating or controlling invertebrate pests, in particular arthropod pests. The invention also relates to a method for controlling invertebrate pests by using these compounds. The invention further relates to plant propagation material and to agricultural compositions comprising said compounds wherein wherein

Pyridine compounds for controlling invertebrate pests II

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Ludwigshafen, Germany

Sebastian Soergel