N-pyrazolyl-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonamide herbicides

US5201938A · kind A · utility

Assignee

• Dowelanco · US

Inventors

• Mark J. Costales · Concord, US
• John C. Van Heertum · Indianapolis, US
• William A. Kleschick · Martinez, US
• Robert J. Ehr · Indianapolis, US
• Patricia G. Ray · Walnut Creek, US

Key dates

• Filing date: Jul 19, 1991
• Grant date: Apr 13, 1993
• Expiry date: Jul 19, 2011

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A01N43/90
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

N-(3-, 4-, and 5-)-pyrazolyl-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonamide compounds, substituted on the pyrimidine ring with an alkoxy group and on the pyrazine ring, such as N-(4-bromo-1-methylpyrazol-3-yl)-7-chloro-5-methoxy-1,2,4-triazolo[1,5-c]p yrimidine-2-sulfonamide, were prepared from alkoxy substituted 1,2,4-triazolo[1,5-c]-pyrimidine-2-sulfonyl halides by condensation with substituted (3-, 4-, and 5-aminopyrazoles in the presence of a pyridine base and a catalytic amount of dimethyl sulfoxide. The compounds were found to possess general and, in some cases, selective pre- and postemergence herbicidal activity.