Basf Se Corporation

Merial Limited

Basf Agro B.v. Arnhem (nl), Zurich Branch

Martin Sukopp

Michael Keil

Peter Erk

Gerhard Cox

Rahul Banerjee

Claude Taranta

Heidi Emilia Saxell

Gautam R Desiraju

Prashant M Bhatt

Michael Rack

Thomas Kröhl

Thomas Zierke

Oliver Kuhn

Alexander Korte

Antti Ojala

Stefan Scherer

Jon J Longlet

Carsten Gröning

Thomas Grote

Joachim Rheinheimer

Bernd Wolf

Jan Klaas Lohmann

Volker Maywald

Jochen Dietz

Christopher Koradin

Maximilian Dochnahl

Sebastian Peer Smidt

Thomas Kroehl

Sandra Löhr

Stefan Fülster

Stefan Fuelster

The present invention relates to a novel crystalline modification of fipronil, to a process for the preparation of the same, to pesticidal and parasiticidal mixtures and compositions comprising said crystalline modification and to their use for combating pests and parasites.

Crystalline modification of fipronil

The present invention relates to a process for the sulfinylation of a pyrazole derivative, characterized in that 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole-3-carbonitrile (II) is reacted with a sulfinylating agent S in the presence of at least one amine acid complex wherein the amine(s) are selected from cyclic secondary amines and the acid(s) are selected from sulfonic acid derivatives, and with the addition of a halogenating agent, wherein S is [CFS(O)]O; or CFS(O)X wherein X means fluoro, chloro, bromo, iodo, a hydroxy group, or an alkaline or alkaline earth metal salt of the hydroxy group; or mixtures thereof.

Process for the sulfinylation of a pyrazole derivative

The present invention relates to a process for preparing 1,3-substituted pyrazole compounds of the formula I in which 

Method for preparing 1,3,4-substituted pyrazol compounds

The present invention relates to a crystalline modification of fipronil, to a process for the preparation of the same, to pesticidal and parasiticidal mixtures and compositions comprising said crystalline modification and to their use for combating pests and parasites.

The invention relates to a process for purifying trifluoromethanesulfinic acid by azeotropic distillation with an aromatic solvent, to processes for preparing purified trifluoromethanesulfinic acid and to the use of the purified trifluoronnethanesulfinic acid for preparing trifluoromethylsulfinylated pyrazole derivatives, especially fipronil.

Method for producing and purifying trifluoromethanesulfinic acid

The present invention refers to a process for the preparation of pyrazole derivatives of formula (I) wherein W is nitrogen or CR, R, R, Rand Rare each independently selected from hydrogen, halogen, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, RS(O)n, nitro, cyano, and pentafluorothio; Ris hydrogen, halogen, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, RS(O)n, nitro, cyano, pentafluorothio or phenyl which is unsubstituted or substituted by 1 to 5 members of the group consisting of halogen, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, RS(O)n, nitro, cyano, and pentafluorothio which are the same or different; Ris C-C-alkyl or C-C-haloalkyl; and n is 0, 1, or 2; characterized in that hydrazines of formula (II) wherein W, R, R, R, and Rare as defined for pyrazole derivatives of formula (I), are reacted with a compound of formula (III) 

Process for the preparation of pyrazole derivatives

The present invention relates to a process for the sulfinylation of a pyrazole derivative, characterized in that 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole-3-carbonitrile (II) is reacted with a sulfinylating agent selected from trifluoromethylsulfinic acid, trifluoromethylsulfinic acid anhydride, and a trifluoromethylsulfinate alkaline or alkaline earth metal salt and mixtures of the acid and/or the salt(s), in the presence of at least one amine acid complex wherein the amine(s) are selected from tertiary amines and the acid(s) are selected from hydrofluoric, hydrochloric, hydrobromic and hydroiodic acid and sulfonic acid derivatives, and with the addition of a halogenating agent.

The present invention relates to a crystalline modification of fipronil, to process for the preparation of the same, to pesticidal and parasiticidal mixtures and compositions comprising said crystalline modification and to their use for combating pests and parasites.

The present invention relates to a process for preparing difluoromethyl-substituted pyrazol-4-ylcarboxylates of the formula I in which in which X is fluorine, chlorine or bromine, Rhas one of the meanings given above and Ris C-C-alkyl, C-C-cycloalkyl, C-C-alkenyl, benzyl or phenyl, is reacted with a silane compound of the general formula RSiClin which n is 1, 2 or 3 and the substituents Rare independently of one another selected from the group consisting of C-C-alkyl and phenyl and with a metal selected from the metals of groups 1, 2, 3, 4 and 12 of the Periodic Table of the Elements having a redox potential of less than &#x2212;0.7 V, based on a normal hydrogen electrode (at 25&#xb0; C. and 101.325 kPa); and

Process for preparing difluoromethylpyrazolyl carboxylates

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Mannheim, Germany

Martin Sukopp