Dihydrofuran carboxamides

A kind of technology of dihydrofuran and carboxamide, applied in the field of novel dihydrofuran-carboxamide

Inactive Publication Date: 2003-07-02
BAYER AG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The activity of these compounds is good, but at low doses, there is insufficient

Method used

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  • Dihydrofuran carboxamides

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Experimental program
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Effect test

Embodiment 1

[0121] At room temperature, a solution of 1.5 g (0.01 mol) of 2-methyl-4,5-dihydrofuran-3-carbonyl chloride in 10 ml of toluene was added dropwise while stirring to 2.2 g (0.01 mol) of 4-fluoro- In a mixture of 2-cyclooctylaniline, 1.0 g of triethylamine and 40 ml of toluene. After the addition was complete, the reaction mixture was stirred at room temperature for an additional 2 hours. The reaction mixture was then mixed with water. The organic phase was separated, dried over sodium sulfate and concentrated under reduced pressure. The remaining residue was stirred with hexanes. The obtained crystalline product was adsorptively filtered and dried under reduced pressure at 59°C. In this way 2.2 g (66.7% of theory) of N-(4-fluoro-2-cyclooctyl)-2-methyl-4,5-dihydrofuran-3-carboxamide were obtained in the form Solid substance with a melting point of 91°C.

[0122] The dihydrofurancarboxamides of general formula (I) listed in Table 1 below were prepared in a similar manner. T...

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Abstract

The invention concerns novel dihydrofuran carboxamides of formula (I), in which R stands for groups of formulae (a), (b) or (c), in which R1, R2, R3, X, m, n and p have the meanings given in the description. The invention also concerns a process for preparing the novel substances, and their use for combating undesirable micro-organisms for plant- and material-protection purposes.

Description

Technical field: [0001] The present invention relates to a novel dihydrofuran-carboxamide, its preparation method and its use as a fungicide. Background technique: [0002] It is already known that certain dihydrofuran N-carboxanilides have fungicidal properties (see DE-A1914954 and J, Pesticide Sci.18 (1993), 245-251), so for example, 2-methyl- 4,5-Dihydrofuran-3-carboxanilide and 2-methyl-4,5-dihydro-3-N-(1,1,3-trimethylindan-4-yl)carboxamide - to control fungi. The activity of these compounds is good but, at low doses, insufficient. Invention content: [0003] Therefore the present invention provides novel dihydrofuran-carboxamides having the following general formula (I): In the formula, R represents a group with the following general formula: or In the formula [0004] R1 represents optionally substituted cycloalkyl, optionally substituted bicycloalkyl, optionally substituted cycloalkenyl, optionally substituted cycloalkylalkyl, optionally substituted aryl, ...

Claims

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Application Information

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IPC IPC(8): A01N43/08C07D307/30
CPCC07D307/30C07D307/26
Inventor H·L·埃尔贝F·库尼施D·比勒菲尔德特R·蒂曼K·斯滕策尔S·杜茨曼M·库格勒K·施拉格
Owner BAYER AG
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