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.:

US 8629279 B1

PDF
Full Text
Expired
Date of Patent:
Jan. 14, 2014

Filed:

Dec. 07, 2009
Applicants:

Michael Rack, Eppelheim, DE;

Joachim Gebhardt, Wachenheim, DE;

Frederik Menges, Schriesheim, DE;

Michael Keil, Freinsheim, DE;

Rodney F. Klima, Quincy, IL (US);

David Cortes, Quincy, IL (US);

Robert Leicht, Hannibal, MO (US);

Helmut Zech, Bad Duerkheim, DE;

Jochen Schröder, Lambsheim, DE;

Inventors:

Michael Rack, Eppelheim, DE;

Joachim Gebhardt, Wachenheim, DE;

Frederik Menges, Schriesheim, DE;

Michael Keil, Freinsheim, DE;

Rodney F. Klima, Quincy, IL (US);

David Cortes, Quincy, IL (US);

Robert Leicht, Hannibal, MO (US);

Helmut Zech, Bad Duerkheim, DE;

Jochen Schröder, Lambsheim, DE;

Assignee:

BASF SE, Ludwigshafen, DE;

Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07D 213/48 (2006.01); C07D 213/55 (2006.01);
U.S. Cl.
CPC ...
Abstract

A process for manufacturing a 5-formyl-pyridine-2,3-dicarboxylic acid ester (I) wherein Z is hydrogen or halogen; Zis hydrogen, halogen, cyano or nitro and R, Rare independently C-C-alkyl, comprising the steps of (i) reacting a compound of formula (II), wherein the symbols are as in formula (I), with a nitrosation agent (III) R—O—N═O (III) wherein Ris C-C-alkyl, in the presence of an alkali metal or alkaline earth metal alcoholates or carbonates in a polar aprotic solvent at a temperature of from −45 to 40° C., to obtain an oxime compound (IV) where Z, Z, Rand Rare as in formula (I), and (ii) reacting oxime compound (IV) with an aliphatic C-C-aldehyde in the presence of a Lewis acid at a temperature in the range of from 0 to 100° C. The compounds of formula (I) are useful intermediates in the synthesis of herbicidal imidazolinones, like imazamox.


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