Preparation of 2,4-dioxo-1,2,3,4-tetrahydro-s-triazino-[1,2-a]-benzimidazoles

US4053598A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Werner Daum · Krefeld, DE
• Paul-Ernst Frohberger · Leverkusen, DE

Key dates

• Filing date: Jun 9, 1976
• Grant date: Oct 11, 1977
• Expiry date: Jun 9, 1996

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D235/30
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

2,4-Dioxo-1,2,3,4-tetrahydro-s-triazino-[1,2-a]-benzimidazoles of the formula ##STR1## are produced by reacting a benzimidazole compound of the formula ##STR2## with a diphenyl carbonate of the formula ##STR3## wherein R.sup.1 is optionally substituted alkyl or aryl, alkenyl or dialkylamino, PA1 R.sup.2 is hydrogen, alkyl or trifluoromethyl, PA1 R.sup.3 is any of the R.sup.1 radicals or hydroxycarbonylalkyl, and PA1 R.sup.4 is hydrogen, alkyl or halogen. The reaction can be effected employing the benzimidazole in impure form, without isolation, in the vessel in which it is formed. Those compounds wherein R.sup.1 is a variously .omega.-substituted alkyl radical and R.sup.2 is hydrogen or methyl are new and all the compounds exhibit fungicidal activity.