Syngenta Crop Protection, Inc.

Florian Schleth

Thomas Vettiger

Michael Rommel

Hans Tobler

Stephan Trah

David Anthony Jackson

Raphael Dumeunier

Devender Singh Negi

Werner Pfaff

The present invention relates to a continuous process for producing a haloalkenone ether of the Formula (I) wherein Ris C-Chaloalkyl, Ris a C-Calkyl or phenyl, the process comprising:&#x2014;(i) reacting, in a first continuous stirred tank reactor comprising a solvent, a halide of Formula (II) wherein Ris as previously defined and Ris halogen, with a vinyl ether of Formula (III) wherein Ris as previously defined, to form an intermediate compound of Formula (IV), wherein the concentration of the vinyl ether of Formula (III) in the reaction mass is 15% or less w/w; and (ii) transferring the reaction mass from the first continuous stirred tank reactor into a subsequent continuous stirred tank reactor, wherein the conditions within the subsequent reactor permit the elimination of hydrogen halide (HR) from the intermediate compound of Formula (IV) to provide the haloalkenone ether of Formula (I). 

Chemical process for the production of haloalkenone ethers

The invention relates to a process for the preparation of a compound of formula (I), which process comprises a) reacting a compound of formula (II), wherein X is chloro or bromo, with an organometallic species to (III) reacting the halobenzyne of formula (III) so formed with (IV) wherein Rand Rare hydrogen or C-Calkyl; to (V), b) hydrogenating V in the presence of a metal catalyst to (VI), c) ozonising (VI) to (VII) d) converting (VII) in the presence of a phosphane and CCIor CHCIto (VIII) (VIII), and either e1) reacting VIII with NHin the presence of a catalyst to (IX) and f) reacting IX in the presence of a base with the compound of formula (X), to the compound of formula (I); or e2) reacting the compound of formula (VIII), in the presence of a solvent, a base, a copper catalyst and at least one ligand with (Xa), to the compound of formula (I). 

Process for the preparation of pyrazole carboxylic acid amides

The invention relates to a process for the preparation of the compound of formula (I), which process comprises a) reacting a compound of formula (II), wherein X is chloro or bromo, with an organometallic species in an inert atmosphere to a halobenzyne of formula (X), reacting the halobenzyne of formula X so formed with cyclopentadiene to (III), b) reacting III in the presence of an inert solvent with an oxidant to (IV), c) reacting IV in the presence of a Lewis acid and a hydride source to (V), d) reacting V in the presence of an oxidizing agent, a base and an inert solvent to (VI), e) converting VI in the presence of a phosphane and CClor CHClto (VII), and either f1) reacting VII with NHin the presence of a catalyst to the compound of formula (VIII); and g) reacting VIII in the presence of a base with a compound of formula (IX), to the compound of formula (I); or f2) reacting the compound of formula (VII), in the presence of a solvent, a base, a copper catalyst and at least one ligand with the compound of formula (IXa), to the compound of formula (I). 

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Munchwilen, Switzerland

Florian Schleth