Polymorphs of 3-(e)-2-{2-[6-(2-cyanophenoxy)...

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 239/52 (2006.01) A01N 43/54 (2006.01) A01P 3/00 (2006.01)

Patent

CA 2677058

The present invention relates to novel crystalline polymorphic and amorphous forms of the compound (E)-2-{2-[6-(2-cyanophenoxy) pyrimidin-4-yloxy] phenyl}-3-methoxy-acrylate (azoxystrobin). Infrared Raman spectra, X-ray powder diffraction pattern and differential scanning calorimetry thermogram of two polymorphs "A" and "B" are provided. Further, the present invention also provides methods for preparing the novel polymorphic forms "A" and "B", as well as processes for producing mixtures of the polymorphs, and a process for preparing amorphous azoxystrobin. Yet further, the present invention provides anti-fungal compositions comprising the novel crystalline polymorphs "A" and "B" or amorphous azoxystrobin, which are useful for controlling and combating fungi grown on agricultural and horticultural crops and up-land, and methods of using the same as pesticidal agents for combating fungi on agricultural and horticultural crops.

La présente invention concerne de nouvelles formes polymorphes cristallines et amorphes du composé (E)-2-{2-[6-(2-cyanophénoxy) pyrimidin-4-yloxy]phényl}-3-méthoxyacrylate (azoxystrobine). Les spectres infrarouge et Raman, le diagramme de diffraction de rayons X sur poudres et le thermogramme de calorimétrie différentielle à balayage de deux polymorphes ~ A ~ et ~ B ~ sont proposés. De plus, la présente invention propose également des procédés de préparation des nouvelles formes polymorphes ~ A ~ et ~ B ~, ainsi que des procédés de fabrication de mélanges des polymorphes, et un procédé de préparation de l'azoxystrobine amorphe. En outre, la présente invention propose des compositions antifongiques comportant les nouveaux polymorphes cristallins ~ A ~ et ~ B ~ ou l'azoxystrobine amorphe, qui s'utilisent pour lutter contre les champignons et pour combattre les champignons poussant sur les récoltes de l'agriculture et de l'horticulture et dans les terres, ainsi que des procédés d'utilisation de ceux-ci comme agents pesticides pour combattre des champignons sur les récoltes de l'agriculture et de l'horticulture.

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