DE4245076B4 - fungicides - Google Patents

Abstract

Use of 2-anilino-4,6-dimethylpyrimidine for the treatment of seeds for controlling phytopathogenic fungi on cereal plants, the phytopathogenic fungi being selected from Tilletia caries, Pyrenophora spp., Ustilago nuda hordei, Ustilago nuda tritici, Urocystis occulta, Monographella spp ., Leptosphaeria nodorum and Rhynchosporium spp.

Description

Inventive subject matter

The The invention relates to a new fungicidal use.

description

In DD 151 404 A1 describes a group of anilinopyrimidine compounds with fungicidal properties. The listed species against which the compounds are said to be effective are PHYTHOPHTHORA INFESTANS, ERYSIPHE GRAMINIS, ASPERGILLUS NIGER, BOTRITIS CINEREA and RHIZOCTONIA SOLANI. Test data are given for a number of compounds, but no biological activity is exemplified for the simplest chemical compound, 2-anilino-4,6-dimethyl-pyrimidine. In EP 270 111 A1 further anilinopyrimidines with fungicidal activity are described. Five test examples are listed in this patent application. In these examples, 2-anilino-4,6-dimethyl-pyrimidine is used as the comparative compound. The effect of these compounds is shown on BOTRITIS CINEREA, ALTERNARIA BRASSICOLA, PSEUDOPERONOSPORA CUBENSIS, PYRICULARIA ORYZAE and RHIZICTONIA SOLANI. In these examples, only 2-anilino-4,6-dimethyl-pyrimidine shows significant activity against BOTRITIS CINEREA. With knowledge of this prior art would have been expected for 2-anilino-4,6-dimethyl-pyrimidine meaningful use as a fungicide only in BOTRITIS CINEREA. In these patents, the diseases are treated by spraying the plants with the compound (foliar treatment). The use of various pyrimidine derivatives for controlling, for example, Erysiphe graminis is also known in US 4,783,459 A described.

Evans, E. (Systemic Fungicides in Practice, In: Pestic. Sci., 1971, Vol. 2, pp. 192-196) describes the use of the systemically acting pyrimidine derivative dimethirimol to control Erysiphe graminis by pickling seeds. US 4,931,560 A describes, for example, the treatment of wheat grains with pyrimidine derivatives for controlling Helminthosporium gramineum.

We have now found that 2-anilino-4,6-dimehylpyrimidine a number shows unexpected effects when applied to the seed becomes.

It can thus in this form to combat a number of mentioned above Diseases are applied. It can also fight against other diseases are applied by foliar application, wherein However, it shows little or no effect. Furthermore it can fight Be used by diseases that are normally caused by pickling of seed can not be treated. For some of these diseases after all we found it when pickling the seed alone only a small or even shows no effect, but enhances the effect of other fungicides that were applied to plants whose seeds were pickled.

The The invention relates to the use of 2-anilino-4,6-dimethylpyrimidine for fighting of phytopathogenic fungi by treatment of the plant seed.

Especially suitable for pickling seeds with this compound is cereal seed, like wheat, barley or rye. The seed becomes known per se Methods for treated the application of fungicides to seed.

mushrooms, which fights in this way can be are Leptosphaeria nodorum, Pyrenophora spp., such. B. P. graminea and P. teres, Ustilago nuda hordei and Ustilago nuda tritici, Tilletia caries, Urocystis occulta, Monographella spp., such. M. nivalis, and Rhynchosporium spp., such. B. R. secalis.

We have further found that with 2-anilino-4,6-dimethylpyrimidine treated seed the effect by belatedly applied fungicides, such as prochloraz, against fungal diseases like Monographella spp. (Fusarium) is strengthened.

The Application rate can be varied within a wide range. Preferably 5 to 200 g of compound / 100 kg of seed are used. The pickling of the seed is carried out by methods known per se for application of plant protection products on seeds.

The Invention is illustrated by the following examples.

example 1

Winter barley seed naturally infected with Pyrenophora graminea was treated with 37.5, 50, 75 and 100 g of 2-anilino-4,6-dimethyl-pyrimidine / 100 kg of seed. The seeds were seeded in the autumn in a known manner on four test plots for each seed thus treated. At the beginning of June, the number of infected stalks was counted for the treated seed. The results are shown in Table 1. Table 1 g compound / 100 kg of seed Number of affected stalks Effect (%) 0 159 0 37.5 0 100 50 0 100 75 0 100 100 0 100

Example 2

As in Example 1, Ustilago nuda hordei was naturally treated with winter barley seed infested with 2-anilino-4,6-dimethyl-pyrimidine. The experiments were carried out in the same period. The results are shown in Table 2. Table 2 g compound / 100 kg of seed Number of affected stalks Effect (%) 0 739 0 37.5 285 61 50 301 59 75 212 71 100 187 75

Example 3

Analogously to Example 1, Ustilago nuda tritici naturally treated seed of winter wheat was treated with 2-anilino-4,6-dimethyl-pyrimidine. The experiments were carried out in the same period. The results are shown in Table 3. Table 3 g compound / 100 kg of seed Number of affected stalks Effect (%) 0 93 0 37.5 40 57 50 26 72 75 0 100 100 7 92

Example 4

Experiments with seeds of winter wheat previously inoculated with Tilletia caries (mixture of 3 g of spores with 1 kg of seed) and treated with 2-anilino-4,6-dimethyl-pyrimidine were carried out in the same time as in Example 1. The results are shown in Table 4. Table 4 g compound / 100 kg of seed Number of affected stalks Effect (%) 0 1827 0 37.5 238 87 50 98 95 75 16 99 100 10 99.5

Example 5

As in Example 1, experiments were carried out with seed of winter rye, previously inoculated with Urocystis occulta (mixture of 2.5 g of spores with 1 kg of seed) and treated with 2-anilino-4,6-dimethyl-pyrimidine, in the same period. The results are shown in Table 5. Table 5 g compound / 100 kg of seed Number of affected stalks Effect (%) 0 3029 0 37.5 1698 44 50 1281 58 75 1045 66 100 437 86

Example 6

As in Example 1, naturally infested seeds of winter rye were treated with Monographella nivalis with 2-anilino-4,6-dimethyl-pyrimidine. The experiments were started at the same time, but already in February evaluated by counting the living plants. The results are shown in Table 6. Table 6 g compound / 100 kg of seed Number of live plants / cultivated area % based on untreated 0 160 100 37.5 540 338 50 520 325 75 531 332 100 508 318

Example 7

As in Example 6, naturally infested seeds of winter wheat were treated with Monographella nivalis with 2-anilino-4,6-dimethyl-pyrimidine. The experiments were carried out in the same period. The results are shown in Table 7. Table 7 g compound / 100 kg of seed Number of live plants / cultivated area % based on untreated 0 369 100 37.5 616 167 50 643 174 75 610 165 100 596 162

Example 8

With Leptosphaeria nodorum natural Infested seed of winter wheat was treated with 10, 20 and 50 g of 2-anilino-4,6-dimethyl-pyrimidine in the form a 20% sprayed powder treated.

Five grams of the seeds were sown in pots with a soil containing only a small amount of organic matter. The pots were held at 14-15 ° C for two weeks. Then the infestation of the plants was evaluated and the effect calculated in comparison to an untreated control which had a 29.9% infestation. The results are shown in Table 8. Table 8 g compound / 100 kg of seed Effect (%) 50 98 20 96 10 96

Example 9

With Monographella nivalis of course infested seed of rye was in the form of 10, 20 and 50 g of 2-anilino-4,6-dimethyl-pyrimidine a 20% sprayed powder treated.

Each four grams of the seeds were sown in pots, incubated for one week at 5 ° C and kept for two weeks at 12 ° C with daily 12 hours of daylight. Then the infestation of the plants was assessed and the effect calculated in comparison to an untreated control which had a 33% infestation. The results are shown in Table 9. Table 9 g compound / 100 kg of seed Effect (%) 50 100 20 97 10 62

Claims (3)

Use of 2-anilino-4,6-dimethylpyrimidine for the treatment of seed for the control of phytopathogenic Fungi on cereal plants, wherein the phytopathogenic fungi are selected from Tilletia caries, Pyrenophora spp., Ustilago nuda hordei, Ustilago nuda tritici, Urocystis occulta, Monographella spp., Leptosphaeria nodorum and Rhynchosporium spp. Use according to claim 1, wherein the seed is wheat, Barley or rye is. Use according to claim 1 or 2, wherein the amount of 2-anilino-4,6-dimethylpyrimidine with which the Seeds treated, 5 to 200 g per 100 kg of seed.