Preparation of 2,4-dioxo-1,2,3,4-tetrahydro-s-triazino-[1,2-a]-benzimidazoles
AssigneeBayer Aktiengesellschaft
InventorsWerner Daum, Paul-Ernst Frohberger
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AssigneeBayer Aktiengesellschaft
InventorsWerner Daum, Paul-Ernst Frohberger
Estimating the term…
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, R.sup.2 is hydrogen, alkyl or trifluoromethyl, R.sup.3 is any of the R.sup.1 radicals or hydroxycarbonylalkyl, and 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.
A process for the preparation of a 2,4-dioxo-1,2,3,4-tetrahydro-s-triazino-[1,2-a]-benzimidazole of the formula ##STR43## comprising reacting a benzimidazole compound of the formula ##STR44## or of the formula ##STR45## with a diphenyl carbonate of the formula ##STR46## in which R.sup.1 represents alkyl with 1-18 carbon atoms which can optionally be substituted in the .omega.-position by chlorine, CN, phenyl, alkoxycarbonyl with 1 to 4 carbon atoms in the alkoxy part, alkenoxycarbonyl with 1 to 3 carbon atoms in the alkenoxy part, -alkylaminocarbonyl, phenoxycarbonyl, morpholino, piperidino, pyrrolidino or dialkylamino with 1 to 4 carbon atoms per alkyl part, or represents phenyl which can optionally be substituted by chlorine, methyl or trifluoromethyl, or represents alkenyl with up to 18 carbon atoms, or represents dialkylamino with 1 to 4 carbon atoms per alkyl part, and R.sup.2 represents hydrogen, alkyl with 1-4 carbon atoms or trifluoromethyl,
A 2,4-dioxo-1,2,3,4-tetrahydro-s-triazino-[1,2-a]-benzimidazole of the formula ##STR49## in which R.sup.1 represents alkyl with up to 11 carbon atoms which is substituted in the .omega.-position by chlorine, cyano, alkoxycarbonyl with up to 4 carbon atoms in the alkoxy part, alkenoxycarbonyl with up to 3 carbon atoms in the alkenoxy part or N-morpholino, or represents dialkylamino, with up to 4 carbon atoms in each alkyl group and
Dependencies are inferred from the claim text.