Pyridazine fungicides
AssigneeSyngenta Crop Protection AG
InventorsStephan Trah, Clemens Lamberth, Raphael Dumeunier, Sebastian Volker Wendeborn
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Abstract
The present invention relates to novel pyridazine derivatives of formula (I) as active ingredients which have microbiocidal activity, in particular fungicidal activity: wherein R1 is methyl, ethyl or isopropyl; R2 is chloro, fluoro, hydroxy or C1-C2alkoxy; R3 is H, chloro, fluoro, methoxy or C1-C3alkyl; R4 is chloro, fluoro or bromo; and R5 is H, fluoro or methoxy; or an agrochemically usable salt form thereof; with the proviso that when R1 is methyl, R2 is chloro and R3 is H, then R4 or R5 is different from fluoro.
Claims16
A compound of formula I:
- wherein
- R1 is methyl, ethyl or isopropyl;
- R2 is chloro, fluoro, hydroxy or C1-C2alkoxy;
- R3 is H, chloro, fluoro, methoxy or C1-C3alkyl;
- R4 is chloro, fluoro or bromo;
- and
- R5 is H, fluoro or methoxy;
- or an agrochemically usable salt form thereof;
- with the proviso that when R1 is methyl, R2 is chloro and R3 is H, then R4 or R5 is different from fluoro.
A process for the preparation of a compound of formula I.2,
- wherein R1, R3, R4 and R5 are as defined for compound of formula I, which comprises reacting a compound of formula I.1,
- wherein R1, R3, R4 and R5 are as defined for compound of formula I, with methanol and base or with sodium methoxide.
A process for the preparation of a compound of formula I.1,
- wherein R1, R3, R4 and R5 are as defined for compound of formula I, which comprises reacting a compound of formula I.3,
- wherein R1, R3, R4 and R5 are as defined for compound of formula I, with phosphorous oxychloride or thionyl chloride.
A process for the preparation of a compound of formula I.3,
- wherein R1, R3, R4 and R5 are as defined for compound of formula I, which comprises reacting a compound of formula II,
- wherein R1, R3, R4 and R5 are as defined for compound of formula I, with a hydrazine derivative.
A process for the preparation of a compound of formula II,
- wherein R1, R3, R4 and R5 are as defined for compound of formula I, which comprises reacting a compound of formula III,
- wherein R1, R3, R4 and R5 are as defined for compound of formula I, with oxygen, air, or 3-chloroperbenzoic acid.
A process for the preparation of a compound of formula III,
- wherein R1, R3, R4 and R5 are as defined for compound of formula I, which comprises reacting a compound of formula IV,
- wherein R1, R3, R4 and R5 are as defined for compound of formula I, with a base.
Dependencies are inferred from the claim text.