The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.
The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.
Patent No.:
Date of Patent:
Aug. 27, 2013
Filed:
Apr. 14, 2011
Raphael Dumeunier, Stein, CH;
Florian Schleth, Munchwilen, CH;
Thomas Vettiger, Munchwilen, CH;
Michael Rommel, Munchwilen, CH;
Stephan Trah, Stein, CH;
Raphael Dumeunier, Stein, CH;
Florian Schleth, Munchwilen, CH;
Thomas Vettiger, Munchwilen, CH;
Michael Rommel, Munchwilen, CH;
Stephan Trah, Stein, CH;
Syngenta Crop Protection LLC, Greensboro, NC (US);
Abstract
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).