Use of dithiine derivatives in crop protection and the protection of materials
View Patent ↗The present invention relates to the use of new and known dithiine derivatives for controlling unwanted microorganisms, more particularly phytopathogenic fungi, in crop protection, in the household and hygiene sector and in the protection of materials, and also to new dithiine derivatives, to processes for preparing them, to their use, and to crop protection compositions comprising these new dithiine derivatives.
1. A method for protecting plants from unwanted microorganisms comprising administering a compound of formula (I-a)
in which
R 1a and R 2a together with the carbon atoms to which they are attached, are a 5- or 6-membered heterocycle having one or two heteroatoms selected from N, S or O, it being possible for the heterocycle to comprise one or two C(═O) or (C═S) groups, it being possible for the heterocycle to be substituted by C 1 -C 4 -alkyl, —COR 6a or di(C 1 -C 4 -alkyl)amino, and wherein, if the heterocycle is a pyrazine, this pyrazine is substituted once or twice by C 1 -C 4 -alkyl, —COR 6 or di(C 1 -C 4 -alkyl)amino, the heterocycle not being a 1,3-dithio-2-(thi)one ring,
R 3a and R 4a either together have the same definition as R 1a and R 2a or simultaneously are hydrogen, or, together with the carbon atoms to which they are attached, form an aryl ring,
R 6a is hydroxyl, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, and
R 6 is hydroxyl, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy,
where both R 1a and R 2a together with the carbon atoms, and also R 3a and R 4a together with the carbon atoms are not simultaneously an optionally substituted 1H-pyrrole-2,5-dione ring, to the plants or parts of the plants in need of such protection, or a combination thereof.
2. The method according to claim 1 , wherein the unwanted microorganisms are unwanted phytopathogenic fungi.
3. The method according to claim 1 , wherein the plant is a transgenic plant.
4. A composition comprising at least one compound of formula (I-a)
in which
R 1a and R 2a together with the carbon atoms to which they are attached, are a 5- or 6-membered heterocycle having one or two heteroatoms selected from N, S or O, it being possible for the heterocycle to comprise one or two C(═O) or (C═S) groups, it being possible for the heterocycle to be substituted by C 1 -C 4 -alkyl, —COR 6a or di(C 1 -C 4 -alkyl)amino, and wherein, if the heterocycle is a pyrazine, this pyrazine is substituted once or twice by C 1 -C 4 -alkyl, —COR 6 or di(C 1 -C 4 -alkyl)amino, the heterocycle not being a 1,3-dithio-2-(thi)one ring,
R 3a and R 4a either together have the same definition as R 1a and R 2a or simultaneously are hydrogen, or, together with the carbon atoms to which they are attached, form an aryl ring,
R 6a is hydroxyl, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, and
R 6 is hydroxyl, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy,
where both R 1a and R 2a together with the carbon atoms, and also R 3a and R 4a together with the carbon atoms are not simultaneously an optionally substituted 1H-pyrrole-2,5-dione ring, and at least one other active compound selected from the group consisting of insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth regulators, herbicides, fertilizers, safeners and semiochemicals.
5. A process for producing a composition for controlling unwanted microorganisms, comprising mixing a composition according to claim 4 with extenders, surface-active substances or a combination thereof.
6. A compound of formula (I-a)
in which
R 1a and R 2a together form —N═C(NMe 2 )—S— and R 3a and R 4a together form —S—C(NMe 2 )=N—;
R 1a and R 2a together form —N(tBu)-(CH 2 ) 2 — and R 3a and R 4a together form —(CH 2 ) 2 —N(tBu)-;
R 1a and R 2a together form —C(═O)—N(Me)-C(═O)—N(Me)- and R 3a and R 4a together form —C(═O)—N(Me)-C(═O)—N(Me)-;
R 1a and R 2a together form —CH═CH—S— and R 3a and R 4a together form —CH═CH—S—;
R 1a and R 2a together form —CH═C(COMe)-S— and R 3a and R 4a together form —CH═CH—S—;
R 1a and R 2a together form —CH═C(COMe)-S— and R 3a and R 4a together form —S—CH═CH—; or
R 1a and R 2a together form
and R 3a and R 4a together form