4,5-Dichloro-imidazole-1-carboxylic acid aryl esters and their use as plant protection agents

US4183742A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Klaus Sasse · Bensberg, DE
• Gunther Beck · Leverkusen, DE
• Ludwig Eue
• Robert R. Schmidt · Cologne, DE

Key dates

• Filing date: Sep 21, 1977
• Grant date: Jan 15, 1980
• Expiry date: Sep 21, 1997

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D233/90
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A 4,5-dichloro-imidazole-1-carboxylic acid aryl ester of the formula ##STR1## in which X represents trifluoromethyl, cyano or a group ##STR2## in which R.sup.1 represents an optionally substituted saturated or unsaturated aliphatic radical, R.sup.2 represents hydrogen, alkyl with 1 to 8 carbon atoms, alkenyl with up to 8 carbon atoms or the formyl group, R.sup.3 represents alkyl with 1 to 8 carbon atoms or alkenyl or alkynyl each with up to 8 carbon atoms, it being possible for each of these alkyl, alkenyl and alkynyl radicals to carry one or more substituents, or represents cycloalkyl with 5 to 7 carbon atoms in the ring which is optionally substituted by alkyl with 1 to 6 carbon atoms, or represents phenyl which may optionally carry one or more substituents, or R.sup.2 and R.sup.3 conjointly with the adjoining nitrogen atom form an optionally substituted 5- to 7-membered heterocyclic radical in which 1 to 3 ring members may be selected from oxygen, sulfur and nitrogen, Y represents halogen, alkyl with 1 to 6 carbon atoms, trifluoromethyl, alkoxy with 1 to 6 carbon atoms, nitro, cyano or a ##STR3## group, in which R.sup.4 represents alkyl with 1 to 6 carbon atoms and n represents …