2-[1-cyanopropyl)carbamoyl]-5-chloromethyl nicotinic acids and the use thereof in manufacturing herbicidal imidazolinones

US8563734B2 · kind B2 · utility

Assignee

• BASF SE

Inventors

• Frederik Menges · Schriesheim, DE
• Joachim Gebhardt · Monsheim, DE
• Michael Rack · Eppelheim, DE
• Michael Keil · Freinsheim, DE
• Rodney F. Klima · Morrow, US
• David A. Cortes · Fairless Hills, US
• Robert Leicht · Hannibal, US
• Helmut Zech · Bad Dürkheim, DE
• Jochen Schröder · Lambsheim, DE

Key dates

• Filing date: Nov 3, 2009
• Grant date: Oct 22, 2013
• Expiry date: Oct 13, 2030

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D213/81
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

2-[(1-cyanopropyl)carbamoyl]-5-chloromethyl nicotinic acids of formula (I) where Z is hydrogen or halogen; Z1 is hydrogen, halogen, cyano or nitro; R1 is C1-C4 alkyl; R2 is C1-C4 alkyl, C3-C6 cycloalkyl or R1 and R2, when taken together with the atom to which they are attached, represent a C3-C6 cycloalkyl group optionally substituted with methyl, and R3 is hydrogen or a cation preferably selected from the group consisting of alkali metals, alkaline earth metals, manganese, copper, iron, zinc, cobalt, lead, silver, nickel, ammonium and organic ammonium; are useful intermediates for the synthesis of herbicidal imidazolinones.