CN1024986C

CN1024986C - Agricultural composition

Info

Publication number: CN1024986C
Application number: CN88100847A
Authority: CN
Inventors: 明石宽治; 麻生川达雄
Original assignee: Takeda Chemical Industries Ltd
Current assignee: Takeda Pharmaceutical Co Ltd
Priority date: 1987-02-20
Filing date: 1988-02-15
Publication date: 1994-06-15
Anticipated expiration: 2003-02-15
Also published as: CN88100847A; IN166500B; KR880009570A; KR960005424B1

Abstract

To provide an agricultural chemical composition containing,6- dimethyl-2-[1-(0-tolyl)-1-ethylidenehydrazino]pyrimidine, an organic phosphorus compound and boron oxide (complex) and exhibiting high activity against rice blast and insecticidal effect even after storage over a long period. The objective composition contains (A) the compound of formula or its salt useful as an excellent agricultural fungicide exhibiting strong fungicidal activity against a wide variety of phytopathogens such as pathogens of rice blast, helminthosporium leaf blight, etc., (B) an organic phosphorus compound, preferably dimethylphosphoric acid compound, especially O,O-dimethylphosphoro(thiolo)thionate compound and (C) boron oxide or a complex of boron oxide (e.g. B2O3-Al2O3 or B2O3-TiO2). The weight ratio of B:A is 2:1-1:5, especially 2:1-1:2 and that of C:A is 20:1-1:10, especially 10:1-1:4.

Description

Agricultural composition

The present invention relates to a kind of stable agriculturally useful compositions, it is characterized by this agriculturally useful compositions comprises: (1) boron oxide and/or boron oxide complex, (2) 4,6-dimethyl-2-(1-(o-tolyl)-1-ethylidene diazanyl) pyrimidine or its salt, (3) a kind of organic phosphorus compound.The invention still further relates to the production method of above-mentioned agriculturally useful compositions.

Generally speaking, agriculturally useful compositions can be divided into two classes, one class is wherein only to contain a kind of material that has single-activity on agricultural, another kind of is wherein to contain two or more has different activities on agricultural material, so that obtain than the wider activity profile of composition that only contains the single-activity material, or reach and to prevent and treat each plant species pest and pathogeny microorganism simultaneously, thereby can save the labour.

Say in detail, contain two or more has active component on agricultural composition, in the agricultural chemicals field, extensively be used at present.But under normal conditions, agriculturally useful compositions all has long time interval from being fabricated onto use, and therefore, in storage period, its agricultural active component decomposes sometimes, and loses its physiologically active or may cause poisoning sometimes.

People know 4,6-dimethyl-2-(1-(o-tolyl)-1-ethylidene diazanyl) pyrimidine (compound M hereinafter referred to as), its chemical constitution is:

This is an antimicrobial good on a kind of agricultural, fungicide particularly, it has the inhibitory action of very strong wide spectrum for the various phytopathogens that comprise pears spore mould (Pyricularia oryzae Cavara) and palace portion cochliobolus (Cochliobolus miyabeanus Drechsler).(Japanese patent laid-open publication gazette No61-21551, US Patent No 4341782, Taiwan patent No15338, Korea patent No19952 and 19953, European patent 19450).

For control rice grub striped rice borer and lantern fly section insect etc., once adopted several organic phosphorus compounds, comprising O, O-dimethyl-O-(3-methyl-4-nitrobenzophenone) phosphorothionate (Folithion hereinafter referred to as), its structure is:

But, at present also without any a kind of agriculturally useful compositions that had not only contained compound M but also contained the organic phosphorus compound such just like Folithion, this composition can produce actual effective blast resisting and the disease-resistanting leaf spot effect also can prevent and treat striped rice borer, lantern fly, stinkbug, shield etc.

At present not clear why containing at the same time in the agriculturally useful compositions of compound M and organic phosphorus compound, the stability of its two kinds of components influences each other.

So far, it has good blast resisting effect both to have contained compound M(for development), contain the organophosphorus insecticide as Folithion again, and the composition that can bring into play the physiologically active of two kinds of composition compounds simultaneously exists strong, stable demand always.

The present inventor finds, when compound M and organic phosphorus compound mixing these two kinds of activated compounds is obviously decomposed.This these two kinds of compound compositions that contain no longer have physiologically active in the long term storage process, find also that simultaneously mention as following reference example, the problem of aging of organic phosphorus compound is quite serious.

Though known acid p isopropylbenzoic acid ester and fatty acid can be used as the stabilizing agent of organic phosphorus compound, but this common organic phosphorus compound stabilizing agent is added in the said composition said composition be there is no stabilization (reference example 2 and 4～13), adding strong acid such as sulfonic compound can reduce the decomposition of organic phosphorus compound, but this moment, the decomposition of compound M was more obvious, and had lost its activity (reference example 3).This is a urgent problem.

The purpose of this invention is to provide a kind of agriculturally useful compositions that contains the good stability of above-claimed cpd M or its salt and organic phosphorus compound, the decomposition of the compound of its two kinds of compositions can be suppressed as far as possible.

The inventor has carried out extensive studies for addressing the above problem, and a kind of stable agriculturally useful compositions that contains compound M and organic phosphorus compound simultaneously is provided.Research is surprised to find that, when being added to boron oxide or boron oxide complex in the composition that contains organic phosphorus compound and compound M, the decomposition of organic phosphorus compound can be suppressed effectively, and compound M is decomposed.

Therefore, the invention provides a kind of stable agriculturally useful compositions, it comprises (1) compound M or its salt, (2) organic phosphorus compound, (3) boron oxide and/or boron oxide complex.

In agriculturally useful compositions of the present invention, as effective active constituent compound M such as blast resistings, can directly use, also can its inorganic acid (example hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid etc.) salt or the form of organic acid (as acetic acid, citric acid, tartaric acid etc.) salt use, compound M and salt thereof can be used method production (the Japanese patent laid-open publication gazette No61-21551 as above-mentioned US Patent No 4341782, Taiwan patent No15338, Korea patent No19952 and 19953, European patent No19450).

The optional wide range of organic phosphorus compound of the present invention for example can be selected from normally used following compound.

(1) O, O-dimethyl-O-(3-methyl-4-nitrobenzophenone) phosphorothionate (Folithion)

(2) S-(α-(carbethoxyl group) benzyl)-O, O-Methyl disulfide substituted phosphate (hereinafter referred is a phenthoate dimephenthoate cidial)

(3) O, O-dimethyl-O(is right-methyl mercapto--tolyl) phosphorothionate (hereinafter referred is a fenthion)

(4) O-ethyl-S, S-diphenyl two thiolophosphates (trade name Hinosan)

(5) O-(2-lignocaine-4-methyl-pyrimidine-6-yl)-and O, O-dimethyl disulfide phosphorothioate (trade name: pirimiphos-methyl)

(6) S-(1, two (carbethoxyl group) ethyls of 2-)-O, O-Methyl disulfide substituted phosphate (trade name: the malathion)

(7) S-((1-methyl-2-ethyl sulfinyl) ethyl)-O, O-dimethyl thiol phosphate (trade name: thiometan)

(8) S-(N-methyl-N-carboxaldehyde radicals carbamoyl methyl)-and O, O-Methyl disulfide substituted phosphate, (trade name: the peace fruit)

(9) ethyl-O S-(2-ethylmercapto group), O-Methyl disulfide substituted phosphate (trade name: thiometon)

(10) S-((2-methoxyl group-5-oxo-1,3,4-thiadiazoles-4-yl) methyl)-O, O-Methyl disulfide substituted phosphate (trade name: methidathion)

(11) O-(2, the 2-dichloroethylene)-O, O-dimethyl phosphate, (trade name: dichlorvos)

(12) (instead)-O-(1-methyl-2-methylamino formyl vinyl)-and O, O-dimethyl phosphate (trade name: nuvacron)

(13) O-(1,2-two bromo-2,2-Dichloroethyl)-O, O-dimethyl phosphate (trade name: 2-dichloroethylk dimethyl phosphate)

(14) O-(2-chloro-1-(2,4,5-trichlorophenyl) vinyl)-and O, O-dimethyl phosphate (trade name: Ravap)

(15) O-(2-chloro-1-(2,4-dichlorophenyl) vinyl)-and O, O-dimethyl phosphate (trade name: worm fear phosphorus)

(16) O, S-dimethyl-N-acetyl group thiol phosphamide (trade name: orthen)

(17) dimethyl (2,2,2-three chloro-1-hydroxyethyls) phosphonate ester (trade name: chlorophos)

In the above-mentioned organic phosphorus compound, part-structure is:

The dimethyl phosphate cpd be applicable to of the present invention.Part-structure is simultaneously

O, O-dimethyl disulfide phosphorothioate or part-structure are

O, O-Methyl disulfide substituted phosphate, when particularly improving stablizing effect with boron oxide and/or boron oxide complex, it is more favourable to be used for this agriculturally useful compositions.Therefore, above-mentioned Folithion, phenthoate dimephenthoate cidial, fenthions etc. all are used.

But organic phosphorus compound of the present invention is not limited to above kind.

Organic phosphorus compound can be from about 2: 1 to about 1: 5 according to the weight meter to the proportion of compound M, weight ratio be about 2: 1 to 1: 2 o'clock better.

In a few example of mentioning, the boron oxide complex that the present invention adopts can be B ₂O ₃-Al ₂O ₃Or B ₂O ₃-TiO ₂Boron oxide or its complex can be from about 20: 1 to 1: 10 according to the weight meter to the proportion of compound M or its salt, be about 10: 1 better by 1: 4.

Another object of the present invention provides a kind of method of producing stable agriculturally useful compositions.

Agriculturally useful compositions of the present invention can be used conventional procedure production.

According to producing the method for stablizing agriculturally useful compositions, the production said composition can be mixed above-mentioned Main Ingredients and Appearance, promptly mix (1) compound M or its salt, (2) organic phosphorus compound, (3) boron oxide and/or boron oxide complex and (4) carrier (if the words that need).And if need, this mixture is ground, make to be formulated as solid pharmaceutical preparation such as pulvis, wetting powder, missible oil, fine granule, granule etc. with conventional method.As the carrier of solid pharmaceutical preparation, for example can adopt plant powder (as soybean meal, tobacco powder, flour, sawdust etc.), mineral powder (clay class such as kaolin, bentonite, acid clay etc.; Talcs such as lardite, agalmatolite powder etc., and silica class such as diatomite (as sodalite), mica powder etc.), calcium carbonate, sofril, active carbon etc.These carriers can be used alone, but also also mix together.

In this preparation, can also add an amount of antioxidant (as butyl hydroxy toluene, 4,4 '-thiobis-(the 6-tert-butyl group-3-cresols)), dispersant (as ethylene glycol, glycerine etc.), surfactant (as lignosulfonates, alkylbenzenesulfonate, polyoxyethylene alkylaryl ether, alkylnaphthalene sulfonate etc.), free-flow agent (as white carbon etc.), age resistor, synergist etc.When the preparation pulvis, can make with the method that for example adds other additives (as white oil) and not have drift pulvis (DL pulvis), this can reduce drift action.

Remove above-mentioned 4,6-dimethyl-2 (1-(neighbour-tolyl)-1-ethylidene diazanyl) beyond pyrimidine or its salt and the organic phosphorus compound, in agriculturally useful compositions of the present invention, can also add other agricultural active substances.For this reason, can add insecticide that an amount of people know (as 2-secondary butyl phenenyl-N-methyl carbamate, (Osbac), captan, bensultap etc.), bactericide (as 4,5,6,7-Rabcide, rabcide), blasticidin S benzylamino benzene sulfonate, 3 '-isopropoxy-2-toluyl aniline, Validacin (Takeda), tricyclazole etc.).Addition should unlikely influence effect of the present invention.

For example, the agriculturally useful compositions that is provided, owing to combine the compound M that especially pears spore mould is had strong inhibition effect and therapeutic activity, the rabcide and the control striped rice borer that pears spore mould are had inhibition and prophylactic activity, lantern flies etc. are Folithion extremely effectively, therefore can be effectively pest control, microorganism and disease simultaneously.Simultaneously, in the present invention,, can obtain a kind of agriculturally useful compositions of stabilizer pole, show the desinsection and the antimicrobial efficacy of wide spectrum lantern fly, the effective Osbac of leafhopper and compound M, rabcide and Folithion are combined.

When composition is prepared missible oil or wetting powder with carrier and material thereof, in the composition of 100 parts of weight, the ratio of compound M is preferably about 10～90 parts according to the weight meter, when preparation finish and pulvis, be about 0.0001 to 50 part (according to weight meter), when the preparation granule, be about 0.1～50 part (according to weight meter).

When the preparation pulvis, it is more effective that the ratio of compound M is about 0.001 to 20 part (according to weight meter) under many circumstances, but this ratio is not critical.

Missible oil and wetting powder the most handy thinner such as water in use suitably dilute (as 50～5000 times).The invention still further relates to the method for in the rice field, preventing and treating rice disease or rice grub.This method is included in to use in the rice field and contains 4,6-dimethyl-2 (1-(o-tolyl) 1-ethylidene diazanyl) pyrimidine or its salt, the stable agriculturally useful compositions of organic phosphorus compound, boron oxide and/or boron oxide complex and carrier.

The optimum amount of reactive compound, be used in combination with which other active chemical and ratio etc., all depend on vegetative stage and the state of protected plant, the disease that prevent and treat, popular what infectious disease are used season and using method etc.But generally speaking, the dosage of the reactive compound of being recommended (summation of compound M and organic phosphorus compound) is about per 10 are of 1～300 gram.As working concentration, active material concentration should be 10～1000ppm.Using method comprises that spraying, dusting, sprinkling reach to the seed dusting.As long as can guarantee crop safety, the present invention is not subjected to dosage, the restriction of working concentration or using method.

Therefore, contain boron oxide or its complex that obtains according to the present invention is stabilizer pole as the agriculturally useful compositions of stabilizing agent.Particularly can obviously find out and contain any common stabilizing agent such as acid phosphatase isopropyl ester and linoleic composition relatively from following stability experiment data, the decomposition of the agriculture effective active component in the said composition obviously descends.Therefore, even through long term storage, because organic phosphorus compound has wherein avoided decomposition still keeping the high insecticidal activity of itself, another component 4,6-dimethyl-2-(1-(o-tolyl)-1-ethylidene diazanyl) pyrimidine has also avoided decomposition still to keep itself blast resisting and disease-resistanting leaf spot vigor, agriculturally useful compositions of the present invention thereby shown good activity.

The present invention can be further illustrated in following example and reference, but is not limitation of the present invention." part " is by weight in following example.

Example 1

Weigh up 2 parts of compound M, 3 parts of Folithions, 0.5 part of tricyclazole, 10 parts of boron oxides and 84.5 parts of clays also mix in the magnetic mortar, mix obtaining pulvis again in flash mixer.

Example 2

Weigh up 2 parts of compound M, 3 parts of Folithions, 1.5 parts of rabcide, 5 parts of boron oxides and 88.5 parts of clays obtain pulvis according to example 1 method.

Example 3

Weigh up 2 parts of compound M, 3 parts of Folithions, 10 parts of boron oxide-aluminium oxide complexs and 85 parts of clays also mix in the magnetic mortar, mix obtaining pulvis again in flash mixer.

Example 4

Weigh up 2 parts of compound M, 3 parts of Folithions, 10 parts of boron oxide-titanium dioxide phthalein complexs and 85 parts of clays also mix in the magnetic mortar, mix obtaining pulvis again in flash mixer.

Example 5

Weigh up 2 parts of compound M, 3 parts of fenthions, 5 parts of boron oxides and 90 parts of clays also mix in the magnetic mortar, mix obtaining pulvis again in flash mixer.

Example 6

Weigh up 2 parts of compound M, 3 parts of phenthoate dimephenthoate cidial, 5 parts of boron oxides and 90 parts of clays also mix in the magnetic mortar, mix obtaining pulvis again in flash mixer.

Example 7

Weigh up 2 parts of compound M, 3 parts of Folithions, 1.5 parts of rabcide, 10 parts of boron oxides, 5 parts of white carbons, 0.5 part of acid phosphatase isopropyl ester and 76 parts of clays, and in the magnetic mortar, mix, in flash mixer, mix obtaining pulvis again.

Example 8

Weigh up 15 parts of compound M, 10 parts of rabcide, 15 parts of Folithions, 10 parts of Osbacs, 10 parts of boron oxides, 10 parts of Newkalgen NV410,20 parts of white carbons, 0.5 part of surfactant STP-800,1.5 parts of Dikssol W-K and 8 parts of Radiolite#200, and in the magnetic mortar, mix, be to wear into wetting powder in 1 millimeter the flour mill at the sieve diameter then.

Example 9

Weigh up 15 parts of compound M, 20 parts of Folithions, 15 parts of boron oxides, 20 parts of white carbons, 14 parts of Newkalgen NV410,0.5 part of surfactant STP-800,1.5 parts of DikssolW-K and 14 parts of Radiolite#200, and in the magnetic mortar, mix, in being 1 millimeter flour mill, sieve diameter wears into wetting powder then.

Surfactant STP-800(non-ionic surface active agent, the product of Sanyo chemical company)

Dikssol W-K(anion surfactant, Dai-Ichi Kogyo Seiyaku company product)

The product of Newkalgen(non-ionic surface active agent Takemoto grease company)

Radiolite #200(diatomite, the product of Showa chemical company

Reference example 1

Weigh up 2 parts of compound M, 3 parts of Folithions mix in the magnetic mortar, mix obtaining pulvis again in flash mixer.

Reference example 2

Use 2 parts of compound M, 3 parts of Folithions, 1 part of acid phosphatase isopropyl ester and 94 parts of clays obtain pulvis according to the method for reference example 1.

Reference example 3

Use 2 parts of compound M, 3 parts of Folithions, 5 parts of benzene sulfonic acids and 94 parts of clays obtain pulvis according to the method for reference example 1.

Reference example 4

Use 2 parts of compound M, 3 parts of Folithions, 2 parts of linoleic acid and 93 parts of clays obtain pulvis according to the method for reference example 1.

Reference example 5

Use 2 parts of compound M, 3 parts of Folithions, 10 parts of boric acid and 85 parts of clays obtain pulvis according to the method for reference example 1.

Reference example 6

Use 2 parts of compound M, 3 parts of Folithions, 10 parts of manganese borates (II) and 85 parts of clays obtain pulvis according to the method for reference example 1.

Reference example 7

Use 2 parts of compound M, 3 parts of Folithions, 10 parts of titanium dioxide and 85 parts of clays obtain pulvis according to the method for reference example 1.

Reference example 8

Use 2 parts of compound M, 3 parts of Folithions, 10 parts of aluminium oxide and 85 parts of clays obtain pulvis according to the method for reference example 1.

Reference example 9

Use 2 parts of compound M, 3 parts of Folithions, 10 parts of nickel monoxides and 85 parts of clays obtain pulvis according to the method for reference example 1.

Reference example 10

Use 2 parts of compound M, 3 parts of Folithions, 10 parts of calcium oxide and 85 parts of clays obtain pulvis according to the method for reference example 1.

Reference example 11

Use 2 parts of compound M, 3 parts of Folithions, 10 parts of bismuth oxides and 85 parts of clays obtain pulvis according to the method for reference example 1.

Reference example 12

Use 2 parts of compound M, 3 parts of phenthoate dimephenthoate cidial, 1 part of acid phosphatase isopropyl ester and 94 parts of clays obtain pulvis according to the method for reference example 1.

Reference example 13

Use 2 parts of compound M, 3 parts of fenthions, 1 part of acid phosphatase isopropyl ester and 94 parts of clays obtain pulvis according to the method for reference example 1.

Test examples

With every kind 20 gram of example 1～9 and reference example 1～13 composition prepared be put in glass and in, tight with the stopper lid, placed 30 days in 40 ℃, then every kind of composition sample is taken out, use the high-performance liquid chromatogram determination activity substance content, calculate resolution ratio (%) with following formula

Resolution ratio (%)=(1-(storing activity substance content in the sample of back)/(storing activity substance content in the preceding sample)) * 100

The results are shown in table 1

Table 1 stability test

Stabilizing agent active substance resolution ratio (%)

(accounting for the % of composition) (40 ℃, 30 days)

Example 1 boron oxide 10 compound M 0.5

Tricyclazole 0

Folithion 0.8

Example 2 boron oxides 5 compound M 5.9

Rabcide 0

Folithion 10.6

Example 3 boron oxides-10 compound M 5.4

Aluminium oxide

Complex Folithion 6.7

Example 4 boron oxides-10 compound M 6.0

Titanium dioxide

Complex Folithion 8.9

Example 5 boron oxides 5 compound M 5.2

Fenthion 8.6

Table 1 stability test

Stabilizing agent active substance resolution ratio (%)

(accounting for the % of composition) (40 ℃, 30 days)

Example 6 boron oxides 5 compound M 4.2

Phenthoate dimephenthoate cidial 11.2

Example 7 boron oxides 10 compound M 0.7

Folithion 1.0

Rabcide 0

Example 8 boron oxides 10 compound M 1.5

Folithion 8.6

Rabcide 0

Osbac 1.3

Example 9 boron oxides 15 compound M 6.1

Folithion 11.2

Table 1 stability test

Stabilizing agent active substance resolution ratio (%)

(accounting for the % of composition) (40 ℃, 30 days)

Reference example 1 compound M 31.6

Folithion 94.7

Reference example 2 acid phosphatases 1 compound M 12.0

Isopropyl ester Folithion 75.0

Reference example 3 benzene sulfonic acids 5 compound M 50.5

Folithion 6.2

Reference example 4 linoleic acid 2 compound M 24.2

Folithion 41.5

Reference example 5 boric acid 10 compound M 16.9

Folithion 68.3

Reference example 6 manganese borates 10 compound M 21.7

Folithion 61.5

Table 1 stability test

Stabilizing agent active substance resolution ratio (%)

(accounting for the % of composition) (40 ℃, 30 days)

Reference example 7 titanium dioxide 10 compound M 15.5

Folithion 60.6

Reference example 8 aluminium oxide 10 compound M 17.8

Folithion 71.5

Reference example 9 nickel monoxides 10 compound M 23.6

Folithion 75.0

Reference example 10 calcium oxide 10 compound M 13.2

Folithion 49.0

Reference example 11 bismuth oxides 10 compound M 5.9

Folithion 74.0

Reference example 12 acid phosphatases 1 compound M 28.5

Isopropyl ester phenthoate dimephenthoate cidial 82.0

Reference example 13 acid phosphatases 1 compound M 33.5

Isopropyl ester fenthion 65.0

Claims

1, a kind of agriculturally useful compositions, comprising 4,6-dimethyl-2[(1-o-tolyl)-1-ethylidene diazanyl] pyrimidine or its salt, a kind of organic phosphorus compound and boron oxide and/or boron oxide complex, wherein, organic phosphorus compound is to be selected from its part-structure to be:

O, O-dimethyl disulfide phosphorothioate or its part-structure are

O, O-Methyl disulfide substituted phosphate,

In said composition, corresponding to per 1 part of (weight) 4,6-dimethyl-2[1-(neighbour

Tolyl)-and 1-ethylidene diazanyl] pyrimidine or its salt, the content of organic phosphorus compound is 1/2-2 part (weight), and wherein corresponding to per 1 part of (weight) 4,6-dimethyl-2[1-(o-tolyl)-1-ethylidene diazanyl] pyrimidine or its salt, the content of boron oxide and/or its complex is 1/4 to 10 part (weight).

2, according to the agriculturally useful compositions of claim 1, wherein organic phosphorus compound is O, O-dimethyl-O-(3-methyl-4-nitrobenzophenone) phosphorothionate.

3, according to the agriculturally useful compositions of claim 1, wherein organic phosphorus compound is O, O-dimethyl-O-(is right-and methyl mercapto--tolyl) phosphorothionate.

4, according to the agriculturally useful compositions of claim 1, wherein organic phosphorus compound is S-(α-(carbethoxyl group) benzyl)-O, O-Methyl disulfide substituted phosphate.

5, according to the agriculturally useful compositions of claim 1, its formulation is a pulvis.

6, according to the agriculturally useful compositions of claim 1, its formulation is a wetting powder.

7, the amount of pyrimidine or the whole composition of its salt pair according to the agriculturally useful compositions of claim 4, wherein 4,6-dimethyl-2-(1-(o-tolyl)-1-ethylidene diazanyl), the composition of counting per 100 parts of weight according to weight is 0.001-50 part.

8, according to the agriculturally useful compositions of claim 1, wherein also comprise neighbour-secondary butyl phenenyl-N-methyl carbamate in the said composition.

9, according to the agriculturally useful compositions of claim 1, wherein also comprise neighbour-secondary butyl phenenyl-N-methyl carbamate and 4,5,6,7-Rabcide in the said composition.

10, according to the agriculturally useful compositions of claim 1, wherein corresponding to per 1 part of (weight) 4,6-dimethyl-2 (1-(o-tolyl)-1-ethylidene diazanyl) pyrimidine or its salt, the content of organic phosphorus compound is about 1 to 1.5 part (weight), and corresponding to per 1 part of (weight) 4,6-dimethyl-2 (1-(o-tolyl)-1-ethylidene diazanyl) pyrimidine or its salt, the content of boron oxide and/or boron oxide complex are about 2/3 to 10/2 part (weight).

11, produce the method for stable agriculturally useful compositions, this method comprises mixes 4,6-dimethyl-2 (1-(o-tolyl)-1-ethylidene diazanyl) pyrimidine or its salt, organic phosphorus compound, boron oxide and/or boron oxide complex and carrier.

12, in the rice field, prevent and treat the method for rice disease or rice grub, it is included in to use in the rice field contains 4,6-dimethyl-2-(1-(o-tolyl)-1-ethylidene diazanyl) the stable agriculturally useful compositions of pyrimidine or its salt, organic phosphorus compound, boron oxide and/or boron oxide complex and carrier, wherein 4,6-dimethyl-2 (1-(o-tolyl)-1-ethylidene diazanyl) total consumption of pyrimidine or its salt and organic phosphorus compound is per 10 ares of 1-300 gram.