CN104650061A - Thiazole oxime ether compounds as well as preparation method and use thereof - Google Patents

Thiazole oxime ether compounds as well as preparation method and use thereof Download PDF

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CN104650061A
CN104650061A CN201410809371.4A CN201410809371A CN104650061A CN 104650061 A CN104650061 A CN 104650061A CN 201410809371 A CN201410809371 A CN 201410809371A CN 104650061 A CN104650061 A CN 104650061A
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disease
rot
agent
apple
leaf
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CN104650061B (en
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范志金
朱玉洁
郭晓凤
王海霞
李凤云
宋胤奇
徐京华
王家然
钱晓琳
马刘勇
陈来
宗广宁
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Nankai University
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/16—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof the nitrogen atom being part of a heterocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
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  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention provides thiazole oxime ether compounds as well as a preparation method and a use thereof. The thiazole oxime ether compounds have chemical structural formulas as shown in formula I in the specification. The invention further discloses structural formulas of the compounds, a synthetic method of the compounds as well as a use of the compounds as pesticides, fungicides, anti-plant virus substances and plant activators, use of the compounds in preventing and controlling diseases, insect pests, mite damages and virus diseases of agriculture, forestry and gardening by combining with additives or synergistic agents acceptable in agriculture and commercial pesticides, miticides, fungicides, anti-plant virus substances and plant activators, and a preparation method of the compounds.

Description

One class thiazole aldoxime ether compound and its production and use
Technical field
Technical scheme of the present invention relates to containing N and the thiazole and the piperidines heterogeneous ring compound that contain S, is specifically related to the oximinoether of thiazole piperidines aldehyde.
Background technology
Nitrogen-containing heterocycle compound has unique biological activity, hypotoxicity and Gao Nei absorption usually, is the active structure unit of medicine and agricultural chemicals; Nitrogen-containing heterocycle compound is easy to carry out structural modification, can introduce easily various function base (to enter, etc. the progress of nitrogen-containing heterocycle compound. petrochemical complex, 2011,40 (6): 1000-8144.).Thiazole ring is five yuan of fragrant heterocycles of the important nitrogenous sulfur heteroatom of a class, its special structure makes thiazole compound have broad application prospects at numerous areas such as chemistry, pharmacy, biology and Materials science, demonstrate huge Development volue (Cui Shengfeng, Deng. thiazole compound applied research new development. Chinese science, 2012,42 (8): 1105-1131.).Oxime ether compound has excellent desinsection, sterilization and weeding activity, and many kinds also have the advantage such as low toxicity, low residue; The molecular designing of this compounds and synthesis and bioactivity research be one of focus of pesticides discovery (model is built, etc. there is the progress of bioactive oximinoether. modern, 2011,7 (2): 1671-5284.).
Piperidines group is introduced in thiazole compound by the principle that the present invention utilizes pesticide molecule to design, design and synthesis one class is containing the thiazole oxime ether new compound of piperidine ring, and carried out the bioactivity screening of system, to providing how efficient candidate compounds for the initiative of novel pesticide.
Summary of the invention
Technical problem to be solved by this invention is: the synthetic method providing new thiazole aldoxime ether compound, this kind of compound modulates agricultural, the biological activity of gardening and health and forestry plant insect and the phytopathy original and measuring method thereof are provided, provide these compounds to apply in agriculture field, horticultural field, field of forestry and health field simultaneously.
The present invention solves this technical problem adopted technical scheme: have agriculture field, general structure that horticultural field, forestry and health field insecticidal activity, fungicidal activity, anti-phytoviral activity, inducing plant produce the thiazole aldoxime ether compound of anti-disease activity is I:
Wherein, A is selected from tert.-butoxy, H, HHCl; R is selected from H, 3-phenyl-2-propine-1-base, propargyl, 2-octyne-1-base, 2-butyne-1-base, allyl group, chloro-1,2, the 3-thiadiazoles-4-methylene radical of 5-, 2-chloropyridine-5-methylene radical, 2-carbethoxymethylene;
Chemical structure of general formula is that the compound of formula I specifically can be divided into VI and VII kind form:
Wherein, A is selected from tert.-butoxy, H, HHCl; R is selected from H, 3-phenyl-2-propine-1-base, propargyl, 2-octyne-1-base, 2-butyne-1-base, allyl group, chloro-1,2, the 3-thiadiazoles-4-methylene radical of 5-, 2-chloropyridine-5-methylene radical, 2-carbethoxymethylene;
The synthetic method of thiazole aldoxime ether compound I of the present invention is as follows:
Wherein, A is selected from tert.-butoxy, H, HHCl; R is selected from H, 3-phenyl-2-propine-1-base, propargyl, 2-octyne-1-base, 2-butyne-1-base, allyl group, chloro-1,2, the 3-thiadiazoles-4-methylene radical of 5-, 2-chloropyridine-5-methylene radical, 2-carbethoxymethylene;
Specifically be divided into following steps:
A. the preparation of compound III:
7.47 grams are added in the round-bottomed flasks of 250 milliliters, i.e. 21.95 mmole Compound II per, then in reaction flask, add the mixing solutions of 110 milliliters of tetrahydrofuran (THF)s and methyl alcohol, tetrahydrofuran (THF): the volume ratio of methyl alcohol is 4: 1, stirs after 3 minutes, in condition of ice bath downhill reaction bottle, add 1.66 grams in batches, i.e. 43.89 mmole sodium borohydrides, after adding, ice bath stirs 30 minutes, last reflux 1 hour; After reacting completely, reaction solution is first concentrated, in reaction flask, then add 25 milliliters of methylene dichloride and 25 milliliters of saturated ammonium chloride solutions, extraction, separates dichloromethane layer, and methylene dichloride washes one time with saturated sodium-chloride mutually again, after anhydrous magnesium sulfate drying, suction filtration, concentrated, removal of solvent under reduced pressure, resistates obtains 5.11 grams of white powder compound III through 200 ~ 300 order purification by silica gel column chromatography, eluent is the sherwood oil of 60 ~ 90 degrees Celsius: ethyl acetate, and volume ratio is 2: 1, yield 78.5%; The volume of amount prepared by compound III and reaction vessel expands by corresponding proportion or reduces.
B. the preparation of compound IV:
In 100 milliliters of round-bottomed flasks, add 3 grams successively, i.e. 10.05 mmole compound III, then add 30 milliliters of methylene dichloride, 4.7 grams, namely 11.06 mmoles wear this Martin's oxygenant, stirred overnight at room temperature; After reacting completely, suction filtration, removal of solvent under reduced pressure, resistates obtains 2.8 grams of compound as white solid IV through 200 ~ 300 order purification by silica gel column chromatography, and eluent is the sherwood oil of 60 ~ 90 degrees Celsius: ethyl acetate, and volume ratio is 2: 1, yield 94%; The volume of amount prepared by compound IV and reaction vessel expands by corresponding proportion or reduces.
C. the preparation of compound V:
0.7 gram is added successively, i.e. 2.36 mmole compound IV, 0.33 gram, i.e. the oxammonium hydrochloride of 4.72 mmoles, 0.24 gram, i.e. the triethylamine of 2.36 mmoles, stirring at room temperature 2 hours in 100 milliliters of round-bottomed flasks; After reacting completely, first concentrate, then add appropriate water and extraction into ethyl acetate, separate ethyl acetate layer, organic layer washes one time with saturated sodium-chloride again, anhydrous magnesium sulfate drying, concentrated suction filtration, removal of solvent under reduced pressure, resistates obtains 0.56 gram of white solid V through 200 ~ 300 order purification by silica gel column chromatography, eluent is the sherwood oil of 60 ~ 90 degrees Celsius: ethyl acetate, and volume ratio is 2: 1, yield 80.5%; The volume of amount prepared by compound V and reaction vessel expands by corresponding proportion or reduces.
D. the preparation of compound VI:
0.3 gram is added successively in 100 milliliters of round-bottomed flasks, i.e. 0.96 mmole compound V, different chloro corresponding to 1.45 mmole R or bromo-derivative, then in bottle, add 30 milliliters of acetonitrile solutions, then in reaction flask, add 0.68 mmole cesium carbonate successively, 0.01 gram of potassiumiodide, finally drip two N, N-2-methylformamide, i.e. DMF, spend the night in the reaction of 65-80 degrees Centigrade; After reacting completely, first concentrate, in resistates, then add saturated sodium bicarbonate solution and 20 milliliters of methylene dichloride of 20 milliliters, separate dichloromethane layer, methylene dichloride is washed with saturated sodium-chloride mutually again, anhydrous magnesium sulfate drying, suction filtration, concentrated, removal of solvent under reduced pressure, resistates is through 200 ~ 300 order purification by silica gel column chromatography, eluent is the sherwood oil of 60 ~ 90 degrees Celsius: ethyl acetate, according to the difference of product, volume ratio is 2: 1 to 1: 1, yield 50-90%; The volume of amount prepared by compound VI and reaction vessel expands by corresponding proportion or reduces.
E. the preparation of compound VI I:
0.18 mmole compound VI is added in 100 milliliters of two mouthfuls of round-bottomed flasks, then add in reaction flask 25 milliliters stifling after methylene dichloride, the trifluoroacetic acid of 5 milliliters is slowly dripped in condition of ice bath downhill reaction bottle, dropwise rear stirring at room temperature 1 hour, after reacting completely, reaction solution is 8-9 with the sodium hydride solution adjust pH of 1 mol/L, then dichloromethane layer is separated, methylene dichloride washes one time with saturated sodium-chloride mutually again, anhydrous magnesium sulfate drying, suction filtration, concentrated, removal of solvent under reduced pressure, resistates is through 200 ~ 300 order purification by silica gel column chromatography, eluent is methylene dichloride: methyl alcohol, according to the difference of product, volume ratio is 40: 1 to 30: 1, yield 50-80%, the volume of amount prepared by compound VI I and reaction vessel expands by corresponding proportion or reduces.
F. the fungicidal activity of thiazole aldoxime ether compound of the present invention measures:
The sterilization of thiazole aldoxime ether compound of the present invention or bacteriostatic activity adopt thalli growth rate assay method, concrete steps are: get 1.8 milligrams of sample dissolution in 2 dimethyl formamides, then the medicament of 500 mcg/ml is diluted to the aqueous solution containing a certain amount of polysorbas20 emulsifying agent, reagent agent is aseptically respectively drawn 1 milliliter in culture dish, add 9 milliliters of PDA substratum more respectively, 50 mcg/ml pastilles are made dull and stereotyped after shaking up, blank is done with the flat board adding 1 milliliter of aqua sterilisa, bacterium dish is cut along mycelia outer rim with the punch tool of diameter 4 millimeters, move on pastille flat board, put in equilateral triangle, often process repetition 3 times, culture dish is placed in 24 ± 1 degrees Celsius of constant incubators and cultivates, treat that contrast colony diameter expands to 2-3 centimetre of " Invest, Then Investigate " and respectively processes bacterium dish expansion diameter, average, compare with blank and calculate relative bacteriostasis rate, for the kind that examination bacterial classification is most of typical plant pathogenic bacteria of the actual generation in field in China's agriculture production, its code name and name are called AS: tomato early blight bacterium, its Latin is called Alternaria solani, BC: botrytis cinerea pers, its Latin is called Botrytis cinerea, CA: peanut Cercospora bacteria, its Latin is called Cercospora arachidicola, GZ: fusarium graminearum, its Latin is called Gibberella zeae, PI: phytophthora infestans, its Latin is called Phytophthorainfestans (Mont.) de Bary, PP: Botryosphaeria berengeriana f. sp, its Latin is called Physalospora piricola, PS: Rhizoctonia solani Kuhn, its Latin is called Pellicularia sasakii, RC: Rhizoctonia cerealis, its Latin is called Rhizoctoniacerealis, SS: Sclerotinia sclerotiorum, its Latin is called Sclerotinia sclerotiorum.
G. the inducing anti-disease activity of thiazole aldoxime ether compound of the present invention measures:
The screening method of thiazole aldoxime ether compound evoking tobacco activity of resisting tobacco mosaic virus of the present invention is as follows, and tobacco mosaic virus (TMV) is abbreviated as TMV:
(1). positive control activating plants agent: the tiadinil selecting quality purity purity to be greater than 99.5% is the activating plants agent of positive control; Tiadinil is abbreviated as TDL;
(2). the screening method of the anti-TMV activity of evoking tobacco of thiazole aldoxime ether compound: the mensuration of in vitro directly antiviral activity adopts half leaf method to carry out, live body induction is by common cigarette consistent for seedling age, 3 basins are one group, respectively at the cigarette seedling of inoculation pre-treatment in first 7 days, processing mode comprises: spray test compounds solution 2 to 3 times, each 10 milliliters, or soil treatment, each 10 milliliters, measuring concentration is 100 mcg/ml, 7th day frictional inoculation TMV on the tobacco leaf newly grown, cultivate under cigarette seedling being placed in its growth optimal temperature and illumination after 3 days, check incidence, comprehensive scab number is calculated as follows out the inducing anti-disease toxic effect fruit of test compound to TMV, 3 repetitions are established in each process, blank and standard agent contrast select water and TDL respectively:
R = CK - I CK &times; 100
Wherein, R is the inducing effect of new compound to Resistance In Tobacco TMV, unit: %; CK is the average withered spot number of clear water contrast blade, unit: individual; I is the average withered spot number through compound induction process rear blade, unit: individual;
Except carrying out the mensuration of above-mentioned induced activity, carried out the mensuration of the therapeutic activity of the anti-TMV of thiazole aldoxime ether compound, inactivate activity, prolection simultaneously.
H. thiazole aldoxime ether compound of the present invention is to the mensuration of aphid cytotoxicity:
Thiazole aldoxime ether compound of the present invention being determined as follows aphid cytotoxicity: adopt pickling process, black bean aphid, its Latin is called Aphis laburni Kaltenbach (ALK), the normal population of indoor feeding; Take test compound 2.5 milligrams in beaker, drip 1 DMF, i.e. DMF, add 5 milliliters of acetone vibrations and dissolve sample, then add the solution to be measured having the water of tween 80 to be mixed with 200 mcg/ml; By cutting from basin for examination bean plant with at least 60 black bean aphids, flooded for 5 seconds in each liquid to be measured, take out and get rid of unnecessary liquid gently, be inserted in by moisturizing on water saturated sponge, with on lens cover after liquid natural air drying, the opening of lens upper end is with gauze sealing in case aphid escapes, and after cultivation indoor feeding places 48 hours, check aphid death state, standard is: with try worm can creep maybe can stand or six Tiao Tuineng strenuous exercises be worm alive; Take clear water as contrast, Provado is positive control, calculation correction mortality ratio.
The invention has the beneficial effects as follows: guide's optimization has been carried out to thiazole aldoxime ether compound I, and the screening of insecticidal activity, bacteriostatic activity and antiviral activity has been carried out to the new compound of synthesis.
The present invention illustrates the synthesis of thiazole aldoxime ether compound I and biological activity and application more by specific preparation and biological activity determination embodiment, described embodiment is only for illustrating the present invention and unrestricted the present invention, especially biological activity only illustrates, and unrestricted this patent, embodiment is as follows:
Embodiment 1
The preparation of compound III:
7.47 grams are added in the round-bottomed flasks of 250 milliliters, i.e. 21.95 mmole Compound II per, then in reaction flask, add the mixing solutions of 110 milliliters of tetrahydrofuran (THF)s and methyl alcohol, tetrahydrofuran (THF): the volume ratio of methyl alcohol is 4: 1, stirs after 3 minutes, in condition of ice bath downhill reaction bottle, add 1.66 grams in batches, i.e. 43.89 mmole sodium borohydrides, after adding, ice bath stirs 30 minutes, last reflux 1 hour; After reacting completely, reaction solution is first concentrated, in reaction flask, then add 25 milliliters of methylene dichloride and 25 milliliters of saturated ammonium chloride solutions, extraction, separates dichloromethane layer, and methylene dichloride washes one time with saturated sodium-chloride mutually again, anhydrous magnesium sulfate drying, suction filtration, concentrated, removal of solvent under reduced pressure, resistates obtains 5.11 grams of white powder compound III through 200 ~ 300 order purification by silica gel column chromatography, eluent is the sherwood oil of 60 ~ 90 degrees Celsius: ethyl acetate, and volume ratio is 2: 1, yield 78.5%; 1hNMR (CDCl 3): δ 7.04 (s, 1H), 4.26-4.12 (m, 2H), 3.90 (s, 2H), 3.35 (br, 1H), 3.21-3.09 (m, 1H), 2.93-2.77 (m, 2H), 2.15-2.00 (m, 2H), 1.79-1.66 (m, 2H), 1.45 (s, 9H).
Embodiment 2
The preparation of compound IV:
In 100 milliliters of round-bottomed flasks, add 3 grams successively, i.e. 10.05 mmole compound III, then add 30 milliliters of methylene dichloride, 4.7 gram, namely 11.06 mmoles wear this Martin's oxygenant, and stirred overnight at room temperature, after reacting completely, suction filtration, removal of solvent under reduced pressure, resistates obtains 2.8 grams of white powder compound IV through 200 ~ 300 order purification by silica gel column chromatography, and eluent is the sherwood oil of 60 ~ 90 degrees Celsius: ethyl acetate, volume ratio is 2: 1, yield 94%; 1hNMR (CDCl 3): δ 8.12 (s, 1H), 7.29 (s, 1H), 4.32-4.19 (m, 2H), 3.27-3.2,1H), 2.97-2.85 (m, 2H), 2.19-2.12 (m, 2H), 1.81-1.77 (m, 2H), 1.50 (s, 9H).
Embodiment 3
The preparation of compound V:
0.7 gram is added successively, i.e. 2.36 mmole compound IV, 0.33 gram, i.e. the oxammonium hydrochloride of 4.72 mmoles, 0.24 gram, i.e. the triethylamine of 2.36 mmoles, stirring at room temperature 2 hours in 100 milliliters of round-bottomed flasks; After reacting completely, first concentrate, then add water and 15 milliliters of extraction into ethyl acetate of 15 milliliters, separate ethyl acetate layer, ethyl acetate washes one time with saturated sodium-chloride mutually again, anhydrous magnesium sulfate drying, concentrated suction filtration, removal of solvent under reduced pressure, resistates obtains 0.56 gram of white solid V through 200 ~ 300 order purification by silica gel column chromatography, eluent is the sherwood oil of 60 ~ 90 degrees Celsius: ethyl acetate, and volume ratio is 2: 1, yield 80.5%; 1hNMR (CDCl 3): δ 9.43 (br, 1H), 8.15 (s, 1H), 7.35 (s, 1H), 4.24-4.04 (m, 2H), 3.20-3.07 (m, 1H), 2.97-2.71 (m, 2H), 2.09-1.98 (m, 2H), 1.72-1.57 (m, 2H), 1.40 (s, 9H).
Embodiment 4
The preparation of compound VI:
0.3 gram is added successively in 100 milliliters of round-bottomed flasks, i.e. 0.96 mmole compound V, 1.45 mmole RX, then in bottle, 30 milliliters of acetonitrile solutions are added, 0.68 mmole cesium carbonate is added successively again in reaction flask, 0.01 gram of potassiumiodide, finally drip two N, N-2-methylformamide, i.e. DMF, spend the night in the reaction of 65-80 degrees Centigrade, after reacting completely, first concentrate, then in resistates, add saturated sodium bicarbonate and 20 milliliters of methylene dichloride of 20 milliliters, separate dichloromethane layer, methylene dichloride is washed with saturated sodium-chloride mutually again, anhydrous magnesium sulfate drying, suction filtration, concentrated, removal of solvent under reduced pressure, resistates is through 200 ~ 300 order purification by silica gel column chromatography, eluent is the sherwood oil of 60 ~ 90 degrees Celsius: ethyl acetate, according to the difference of product, volume ratio is 2: 1 to 1: 1, yield 50-90%, its physical and chemical parameter and structural parameter are in table 1.
Embodiment 5
The preparation of compound VI I:
0.18 mmole compound VI is added in 100 milliliters of two mouthfuls of round-bottomed flasks, then in reaction flask, squeeze into 25 milliliters of stifling methylene dichloride, the trifluoroacetic acid of 5 milliliters is slowly dripped in condition of ice bath downhill reaction bottle, dropwise rear stirring at room temperature 1 hour, after reacting completely, reaction solution is 8-9 with the sodium hydride solution adjust pH of 1 mole often liter, then dichloromethane layer is separated, methylene dichloride washes one time with saturated sodium-chloride mutually again, anhydrous magnesium sulfate drying, suction filtration, concentrated, removal of solvent under reduced pressure, resistates is through 200 ~ 300 order purification by silica gel column chromatography, eluent is methylene dichloride: methyl alcohol, according to the difference of product, volume ratio is 40: 1 to 30: 1, yield 50-80%, its physical and chemical parameter and structural parameter are in table 1.
Embodiment 6
The Antibacterial Activity result of thiazole aldoxime ether compound of the present invention:
The code name of the frequently seen plants pathogenic fungi of the present invention's test and the following AS of title: tomato early blight bacterium, its Latin is called Alternaria solani, CA: peanut Cercospora bacteria, its Latin is called Cercospora arachidicola, GZ: fusarium graminearum, its Latin is called Gibberella zeae, PP: Botryosphaeria berengeriana f. sp, its Latin is called Physalospora piricola, SS: Sclerotinia sclerotiorum, its Latin is called Sclerotinia sclerotiorum, BC: botrytis cinerea pers, its Latin is called Botrytis cinerea, PI: phytophthora infestans, its Latin is called Phytophthora infestans (Mont.) de Bary, RC: Rhizoctonia cerealis, its Latin is called Rhizoctonia cerealis, PS: Rhizoctonia solani Kuhn, its Latin is called Pellicularia sasakii, these bacterial classifications have good representativeness, the kind of most of pathogenic bacteria that field occurs in agriculture production can be represented.It should be noted that in the present invention, compound lfy006-39 is the highly active known compound reported in patent documentation WO2008091594, in order to compare the biological activity of new compound of the present invention's synthesis, synthesize this structure in the present invention closest to target compound of the present invention and the highest similar compound lfy006-39 of its activity of patent literature.Thalli growth rate method measurement result is in table 2, and table 2 shows, majority of compounds of the present invention has the activity of good fungicidal activity, and when 50 mcg/ml, all compounds of the present invention's synthesis all have fungicidal activity in various degree.For tomato early blight bacterium, the inhibit activities of compound zyj002-41, zyj002-47, zyj002-42, zyj003-2 is more than 48%, the fungicidal activity of above-claimed cpd is higher than lfy006-39 and Azoxystrobin, and activity exceeds similar, the active best compound lfy006-39 of bibliographical information more than 10%, the activity of compound zyj002-42 is up to 72.73%.The Activity Results of peanut Cercospora asparagagas is shown, the inhibit activities of compound zyj002-3, zyj002-41, zyj002-47, zyj002-42, zyj002-38, zyj002-43, zyj002-44, zyj002-40, zyj003-10 is more than 40%, the fungicidal activity of above-claimed cpd exceeds similar, the active best compound lfy006-39 of bibliographical information more than 10%, the inhibit activities of compound zyj002-3, zyj002-41, zyj002-42, zyj002-43, zyj002-44, zyj003-10 is more than 60%, active in contrast medicament Azoxystrobin, the active testing result of fusarium graminearum is shown, the inhibit activities of compound zyj002-32, zyj002-41, zyj004-4, zyj002-43 is more than 46%, and the fungicidal activity of above-claimed cpd exceeds similar, the active best compound lfy006-39 of bibliographical information more than 10%, the test result of Botryosphaeria berengeriana f. sp is shown, the inhibit activities of compound zyj002-41, zyj004-4, zyj002-44, zyj002-4 is more than 50%, and the activity of compound zyj004-4, zyj002-44 exceeds similar, the active best compound lfy006-39 of bibliographical information more than 10%, and the activity of compound zyj004-4 is up to 100%, higher than contrast medicament Azoxystrobin, and fungicidal activity exceeds similar, the active best compound lfy006-39 of bibliographical information more than 10%, the active testing of Sclerotinia sclerotiorum is shown, the inhibit activities of compound zyj002-3, zyj002-15, zyj002-10, zyj004-4, zyj002-43, zyj003-9, zyj003-10 is more than 54%, the fungicidal activity of above-claimed cpd exceeds similar, the active best compound lfy006-39 of bibliographical information more than 10%, the activity of compound zyj002-3, zyj003-9, zyj003-10 is more than 77%, active in contrast medicament Azoxystrobin, the activity of compound zyj002-3 is up to 82.35%, the active testing of botrytis cinerea pers is shown, compound zyj002-3, zyj002-47, zyj002-42, zyj004-4, zyj004-44, zyj002-40, zyj003-2, the activity of zyj003-10 is more than 45%, the active of above-claimed cpd exceeds similar, the active best compound lfy006-39 of bibliographical information is more than 10%, compound zyj002-3, zyj004-4, zyj004-44, zyj003-2, the activity of zyj003-10 is higher than 55%, fungicidal activity exceeds similar, the active best compound lfy006-39 of bibliographical information is more than 10%, the activity of compound zyj003-10 is up to 100%, the active testing of Phytophthora infestans shows, the inhibit activities of compound zyj004-4, zyj002-38, zyj002-44, zyj003-2, zyj003-9, zyj003-10 is more than 45%, and the fungicidal activity of above-claimed cpd exceeds similar, the active best compound lfy006-39 of bibliographical information more than 10%, the active testing of Rhizoctonia cerealis is shown, the inhibit activities of compound zyj002-47, zyj004-4, zyj002-38, zyj002-43 is more than 70%, the activity of compound zyj002-47, zyj002-38 is higher than 80%, fungicidal activity exceeds similar, the active best compound lfy006-39 of bibliographical information more than 10%, and the activity of compound zyj002-47 is up to 84.62%, show the active testing of Rhizoctonia solani Kuhn, the activity of compound zyj003-2 is more than 60%, active in control drug lfy006-39.
Embodiment 7
The anti-TMV of thiazole aldoxime ether compound of the present invention is active:
The measurement result of TMV activity is in table 3, and table 3 shows, majority of compounds of the present invention has the activity of good anti-TMV; When 100 mcg/ml, all compounds of the present invention's synthesis all have anti-TMV in various degree active.In the therapeutic mode, compound zyj002-3, zyj002-15, zyj002-47, zyj002-38, zyj002-43, zyj002-40, zyj003-9, the inhibiting rate of zyj003-10 is high more than 45%, active exceeds similar, the active best compound lfy006-39 of bibliographical information is more than 10%, compound zyj002-15, zyj002-47, zyj002-38, zyj002-43, zyj002-40, the activity of zyj003-10 is more than 52%, activity exceeds similar, the active best compound lfy006-39 of bibliographical information is all more than 10%, compound zyj002-15, zyj002-47, zyj002-40, the activity of zyj003-10 is more than 65%, higher than contrast medicament Ningnanmycin, under passivation pattern, the activity of all compounds all exceeds similar, the active best compound lfy006-39 of bibliographical information more than 10%, wherein, the activity of compound zyj002-32, zyj002-38, zyj002-44 is more than 65%, active in contrast medicament virazole, under induction pattern, compound is except compound zyj002-10, zyj002-47, outside zyj003-10, all the other compound activities are all more than 50%, active in contrast medicament SZG-7, wherein compound zyj002-3, zyj002-15, zyj002-33, zyj002-42, zyj004-4, zyj002-43, zyj002-40, the activity of zyj003-2 is more than 65%, activity exceeds contrast medicament TDL and similar, the active best compound lfy006-39 of bibliographical information is more than 10%, compound zyj002-43, zyj002-40, the activity of zyj003-2 is more than 75%, active in contrast medicament BTH, and activity all exceeds similar, the active best compound lfy006-39 of bibliographical information is more than 10%.
Embodiment 8
Thiazole aldoxime ether compound insecticidal activity of the present invention:
The insecticidal activity assay of thiazole aldoxime ether compound the results are shown in Table 4, table 4 is visible: when reagent agent concentration is 100 mg/litre, after observation acts on 72 hours, known compound lfy006-39 does not have toxic action substantially to aphid, compound in the present invention has more weak toxic action to aphid, wherein, compound zyj002-15, zyj002-10, zyj002-32, zyj002-41.The activity of zyj002-42, zyj002-43, zyj002-43 is all more than 15%, and insecticidal activity all exceeds similar, the active best compound lfy006-39 of bibliographical information more than 10%.
Embodiment 9
Thiazole aldoxime ether compound of the present invention and agriculturally acceptable auxiliary agent and as follows one or more commodity insecticide compositions are preparing the purposes in compounded pesticides:
Described commodity sterilant is selected from: Chlorpyrifos 94, the sub-Nong in ground, acetamiprid, Affirm (Merck Co.), milbemectin, Avrmectin, pleocidin, fenvalerate, esfenvalerate, Cypermethrin, effective cypermethrin, lambda-cyhalothrin, Deltamethrin, Fenvalerate, Beta-cyfloxylate, cyfloxylate, Lambda-lambda-cyhalothrin, Permanone, permethrin, esbiothrin, cyhalothrin, bifenthrin, permethrin, ether chrysanthemum ester, flumethrin, fluvalinate, Provado, acetamiprid, Ti304, imidaclothiz, thiacloprid, Diacloden, clothianidin, MTI-446, clothianadin, Da Tenan, diflubenzuron, d ichlorbenzuron, Teflubenzuron, deinsectization is grand, HEXAFLUMURON, flufenoxuron, pyridine worm is grand, lufenuron, poisonous insect urea, penfluron, Noviflumuron and noviflumuron, its CAS 121451-02-3, flucycloxuron, Novaluron and Rimon, chlorfluazuron, Bay sir 6874 i.e. { 1-[(3.5-bis-chloro-4) 4-nitrophenoxy phenyl 3-3-(2-chlorobenzene)-urea }, Bay SIR-8514 i.e. [1-(4-Trifluoromethoxyphen-l)-3-(2-chlorobenzene)-urea], piperazine worm urea, Bistrifluron and bistrifluron, furan tebufenozide, worm hydrazides, chlorine worm hydrazides, methoxyfenozide, ring worm hydrazides, Rogor, omethoate, SD-1750, acephate, triazophos, Resitox, pyridaphenthione, isazofos, Ro 7-5050, SevinCarbaryl, Aphox, meta-tolyl-N-methylcarbamate (MTMC), isoprocarb, cartap, fenobucarb, leaf disperses, carbaryl, benfuracarb, carbosulfan, cartap, bromopropylate, hexythiazox, fenpyroximate, pyridaben, clofentezine, propargite, diafenthiuron, benfuracarb, pymetrozine, spiral shell mite ester, spiral shell worm ester, spiral shell worm ethyl ester, butene-fipronil, azocyclotin, Buprofezin, ethoprophos, ethiprole, Cupric sulfate, disosultap, chlorantraniliprole, Flubendiamide, fluorine cyanogen insect amide, cyanogen insect amide, Tolfenpyrad, tebufenpyrad, bromothalonil, pyrazinones, second mite azoles, tebufenpyrad, to rattle away young ketone, Nylar, emaricin, the total mass percentage of thiazole aldoxime ether compound of the present invention in gained compounded pesticides is 1%-90%, and the ratio of thiazole aldoxime ether compound of the present invention and described commodity sterilant is mass percent 1%: 99% to 99%: 1%, the formulation that described compounded pesticides is suitable for is selected from seed treatment emulsion, aqueous emulsion, large granula, microemulsion, suspended emulsion agent, water-soluble granule, soluble thick agent, water-dispersible granules, poison grain, aerosol, block poison bait, sustained-release block, dense poison bait, CG/Encapsulated granule, micro-capsule suspension, Waterless Seed Dressing pulvis, missible oil, electrostatic spray agent, water-in-oil emulsion, oil-in-water emulsion, smoke candle, granula subtilis, smoke candle, smoke cartridge, smog rod, seed treatment suspension agent, smog sheet, smog ball, granular poison bait, foaming agent, drift pulvis, ointment, thermal fog, the agent of solid-liquid mixing dress, liquid/liquid mixing dress agent, cold mist agent, Gu Gu/mixing dress agent, medicine paint, microgranules, oil suspending agent, oil-dispersing property pulvis, sheet poison bait, dense jelly, sprinkle and water agent, seed coat agent, basting agent, fritter poison bait, suspension emulsion, film forming finish, soluble powder, seed treatment water solube powder, ultra-low volume suspension agent, follow the trail of pulvis, ultra low volume liquids, steam releasing agent, any one in wet-mixing kind water-dispersible powder, the plant that described compounded pesticides is suitable for is selected from paddy, wheat, barley, oat, corn, Chinese sorghum, sweet potato, potato, cassava, soybean, pea-pods, broad bean, pea, mung bean, red bean, cotton, silkworm and mulberry, peanut, rape, sesame, Sunflower Receptacle, beet, sugarcane, coffee, cocoa, ginseng, the bulb of fritillary, rubber, coconut, oil palm, sisal hemp, tobacco, tomato, capsicum, radish, cucumber, Chinese cabbage, celery, hot pickled mustard tube, beet, rape, green onion, garlic, watermelon, muskmelon, hami melon, pawpaw, apple, citrus, peach, tea, wild vegetable, bamboo shoots, hops, pepper, banana, papaya, orchid, potted landscape, the insect pest of described compounded pesticides control is selected from Asiatic migrotory locust, reading room management, Chinese rice grasshopper, Patanga japonica (l.Bol.), singly sting mole cricket, Oriental burmeister, rice thrips, onion thrips, greenhouse thrips, haplothrips aculeatus, Mai Jian pipe thrips, Trialeurodes vaporariorum Westwood, Bemisia tabaci, rice green leafhopper, green leaf hopper, chlorita biguttula, spot clothing plant hopper, brown paddy plant hopper, white backed planthopper, small brown rice planthopper, sugarcane flat angle plant hopper, cotten aphid, green bugs, grain aphid, black peach aphid, kaoliang aphid, radish aphid, icerya purchasi, Pseudaulacaspis pentagona, unaspis shield kuwana, san jose scale, wax insect, ceroplastes rubens, Didesmococcus koreanus Borchs, pear lace bug, banana lace bug, thin corner piece stinkbug, Orius minutus, slender rice bug, paddy fly, niphe elongata, scotinophora lurida, Nezara viridula smaragdula Fabricius., green plant bug, alfalfa plant bug, black striped plant bug, chrysopa septempunctata, beautiful Chrysopa, Chinese green lacewing, rain moth, casemaking clothes moth, cnidocampa flavescens walker, brown slug moth, thosea siensis, gelechiid, pink bollworm, brachmia triannuella, small cabbage moth, small heart-eating peach worm, eating-core bean worm, small heart-eating peach worm, apple Spilonota lechriaspis, brown belt length leaf roller, Adoxophyes cyrtosema, striped rice borer, bean-pod borer, Pyrausta nubilalis (Hubern)., yellow rice borer, Oeobia undalis, Cnaphalocrocis medinali(rice leaf roller), bar snout moth's larva, the wild snout moth's larva of lap leaf, dichocrocis punctiferalis, armyworm, prodenia litura, rice green caterpillar, anomis flava, beet armyworm, pink rice borer, bollworm, ancient cooking vessel point diamond drill, black cutworm, large cutworm, yellow cutworm, steal poison moth, gypsymoth, palaearctic sweet potato, greenish brown hawk moth, straight burr rice hesperiidae, pelopidas mathias, Papilio xuthus, Common Mormon, small white, pyrameis indica, the yellow a kind of butterfly harmful to crop plants of ramie, beans blister beetle, Venus ground beetle, wrinkle sheath ground beetle, wheat head ground beetle, pleonomus canaliculatus, Agriotes subrittatus Motschulsky, khapra beetle, attagenus piceus, the little buprestid beetle of oranges and tangerines, gold edge buprestid beetle, tenebrio molitor, dark mealworm, red flour beetle, confused flour beetle, verdigris different beetle, H. parallela, holotrichia oblita, mulberry borer, longicorn beetle, nadezhdiella cantori, pink neck longicorn, large daikon leaf beetle, daicon leaf beetle, aulacophora femoralis, Phyllotreta striolata, Callosobruchus chinensis, pea weevil, broad bean weevil, sitophilus zea-mais, rice weevil, dolerus tritici, pear fruit sawfly, yellowish leukorrhea ichneumon wasp, armyworm white star ichneumon wasp, corn earworm hangs cocoon ichneumon wasp, Campoletis chlorideae, snout moth's larva stain wart ichneumon wasp, mosquito, fly, horsefly, wheat midge, contarinia tritici, pachydiplosis oryzae, citrus fruit fly, melon trypetid, the latent fly of wheat leaf ash, Americal rice leaf miner, Soybean stem borer, frit fly, plant fly, onion fly, radish fly, full skirt chases after posts fly, Pyrausta nubilalis (Hubern). is strict posts fly, armyworm.
Embodiment 10
Thiazole aldoxime ether compound of the present invention is preparing the purposes in composite bactericide with any one or the multiple combination in agriculturally acceptable auxiliary agent and following commodity sterilant:
Described commodity bactericide is selected from diazosulfide, tiadinil, first thiophene lures amine, 4-methyl isophthalic acid, 2,3-thiadiazoles-5-formic acid, 4-methyl isophthalic acid, 2,3-thiadiazoles-5-sodium formate, 4-methyl isophthalic acid, 2,3-thiadiazoles-5-Ethyl formate, 4-bromomethyl-1,2,3-thiadiazoles-5-Ethyl formate, 4-iodomethyl-1,2,3-thiadiazoles-5-Ethyl formate, 4-bromomethyl-5-methyl isophthalic acid, 2,3-thiadiazoles, 4-iodomethyl-5-methyl isophthalic acid, 2,3-thiadiazoles, 4,4-dibromo methyl isophthalic acid, 2,3-thiadiazoles-5-Ethyl formate, 3,4-, bis-chloroisothiazoles-5-formic acid, 3,4-, bis-chloroisothiazoles-5-sodium formate, 3,4-, bis-chloroisothiazoles-5-Ethyl formate, DL-beta-aminobutyric acid, isotianil, virazole, antofine, Ningnanmycin, first thiophene lures amine, salicylic acid, cytosintetidemycin, dichloro-isonicotinic acid, allyl isothiazole, frost urea cyanogen, thiram, ziram, Mancozeb, aliette, thiophanate-methyl, Bravo, enemy can be loose, procymidone, fenpropidin, thiophanate methyl, thiophanate, Metalaxyl-M, salicylic acid, flumorph, dimethomorph, mefenoxam, benalaxyl-M, two chlorine zarilamids, flusulfamide, first flusulfamide, thiophene fluorine bacterium amine, flutolanil, tecloftalam, ring propionyl bacterium amine, cyflufenamid, fenhexamid, zarilamid, Silthiopham, furametpyr, pyrrole metsulfovax, mandipropamid, zoxamide, fenfuram, carboxin, chlozolinate, iprodione, Fluoxastrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl, SSF 126, orysastrobin, ZEN 90160, pyraclostrobin, oxime bacterium ester, Enestroburin, alkene oxime amine, oxygen ring azoles, bromuconazole, Cyproconazole, Difenoconazole, olefin conversion, efficient olefin conversion, epoxiconazole, RH-7592, Fluquinconazole, Flusilazole, Flutriafol, own azoles alcohol, glyoxalin, plant bacterium azoles, metconazole, nitrile bacterium azoles, penconazole, propiconazole, prothioconazoles, simeconazoles, Tebuconazole, tetraconazole, Triadimenol, triticonazole, bitertanol, probenazole, furidazol, imazalil, efficient imazalil, Prochloraz, fluorine bacterium azoles, cyazofamid, Fenamidone, Evil imidazoles, pefurazoate, famoxadone, SYP-Z048, hymexazo, the spirit of Evil frost, Guardian, Grandox fumigant, octhilinone, benthiozole, dodemorph, butadiene morpholine, tridemorph, fenpiclonil, fludioxonil, fluazinam, pyrifenox, ring pyridine bacterium amine, Boscalid, fluopicolide, pyridine bacterium amine, cyprodinil, fluorine mepanipyrim, ferimzone, mepanipyrim, phonetic mould amine, Fenarimol, nuarimol, chinomethionat, dithianon, ethoxyquin, oxyquinoline, the third oxygen quinoline, benzene oxygen quinoline, the mould prestige of second, iprovalicarb, benzene metsulfovax, Propamocarb, methasulfocarb, edifenphos, IBP, pyrazophos, tolelofos-methyl, blasticidin-S, kasugarnycin, polyoxin, Polyoxin, valida, jinggangmeisu, streptomysin, metalaxyl, furalaxyl, M 9834, ofurace, mebenil, carbendazim, benomyl, thiophanate-methyl, triazolone, bupirimate, dimethirimol, the phonetic phenol of second, difoltan, captan, folpet, vinclozolin, fluoromide, dimethachlon, Isoprothiolane, kitazine, Yekuzuo,Pentachloronitrobenzene, Mancozeb, Propineb, phosethyl-Al, sulphur, Bordeaux mixture, copper sulphate, copper oxychloride, cuprous oxide, Kocide SD, metrafenone, Pencycuron, diclomezin, Rabcide, pyroquilon, volution bacterium amine, tricyclazole, triforine, the pyridine of many fruits, the pungent salt of biguanides, iminoctadine, botran, benzene flusulfamide, toluene flusulfamide, K-281, fenaminosulf, oxolinic acide, probenazole, bronopol, iodomethane, metham-sodium, enemy's line ester, dazomet, nemamort, lythidathion, cadusafos, fensulfothion, thionazin, fenamiphos, phonamiphos, dichlofenthion, isazofos, fosthietan, oxamyl, Aldicarb, carbofuran, vikane, dichloropropylene, dichloro-isonicotinic acid, allyl isothiazole, the total mass percentage of thiazole aldoxime ether compound of the present invention in gained composite bactericide is 1%-90%, and the ratio of thiazole aldoxime ether compound of the present invention and described commodity bactericide is mass percent 1%: 99% to 99%: 1%, the applicable formulation of described composite bactericide is selected from any one in following dosage forms: wettable powder, micro-capsule suspension, dispersible body preparation, dispersible solid preparation, Seed Treatment emulsion, aqueous emulsion, large granula, microemulsion, oil-suspending agent, with the seed of coated pesticidal, water-soluble granule, soluble thick agent, water-dispersible granules, poison grain, aerosol, block poison bait, sustained-release block, dense poison bait, CG/Encapsulated granule, Waterless Seed Dressing pulvis, missible oil, electrostatic spray agent, water-in-oil emulsion, oil in water emulsion, smoke candle, granula subtilis, smoke candle, smoke cartridge, smog rod, Seed Treatment suspending agent, smog sheet, smog ball, granular poison bait, foaming agent, drift pulvis, ointment, thermal fog, the agent of solid-liquid mixing dress, liquid/liquid mixing dress agent, cold mist agent, Gu Gu/agent of mixing dress, medicine paint, Seed Treatment liquor, fine granule, oil-dispersing property pulvis, sheet poison bait, dense jelly, sprinkle and water agent, liniment, suspended emulsion, film forming finish, soluble powder, Seed Treatment water solube powder, ultra-low volume suspending agent, follow the trail of pulvis, ultra low volume liquids, steam releasing agent, wet-mixing kind water-dispersible powder, the applicable plant of described composite bactericide is selected from paddy, wheat, barley, oat, corn, Chinese sorghum, sweet potato, potato, cassava, soybean, garden pea, broad bean, pea, mung bean, red bean, cotton, silkworm and mulberry, peanut, rape, sesame, sunflower, beet, sugarcane, coffee, cocoa, ginseng, the bulb of fritillary, rubber, coconut, oil palm, sisal hemp, tobacco, tomato, capsicum, radish, cucumber, Chinese cabbage, celery, hot pickled mustard tube, beet, rape, green onion, garlic, watermelon, muskmelon, "Hami" melon, pawpaw, apple, citrus, peach, tea, wild vegetables, bamboo shoots, hops, pepper, banana, papaya, orchid, potted landscape, the applicable controlling disease of described composite bactericide is selected from: wheat rust, wheat scab, wheat powdery mildew, wheat virus disease, wheat is avenged mould leaf blight, the wheat spore leaf spot of wriggling, flag smut of wheat, take-all, wheat sharp eyespot, wheat downy mildew, the late blight of potato, wart of potatoes, potato scab, target, bacterial ring rot o potato, potato bacterial wilt, blakleg of potato, Potyvirus and viroid disease, bacterial soft rot of potato, dry rot of potato,Potato verticillium wilt, black scurf of potato, potato bacterial wilt, bacterial ring rot o potato, blakleg of potato, bacterial soft rot of potato, cotton wilt, cotton verticillium wilt, angular leaf spot of cotton, red leaf blight, cotton seedling blight, cotton samping off, cotton anthracnose, cotton spoting verticillium wilt, cotton anthracnose, cotton spoting verticillium wilt, rice blast, rice sheath blight disease, water rice brown spot, small round sclerotial disease of rice, bakanae disease of rice, downymildewofrice, rice green smut, rice leaf sheath rot, bacterial blight of rice, bacterial leaf streak of rice, Characters of Erwinia chrysanthemi pv. zeae, stripe disease, black streaked dwarf virus of rice, paddy rice rice black sclerotium stalk rot, the leaf blight of corn, corn southern leaf blight, Helminthosporium carbonum, maize brown spot, maize sheath blight, corn rust, maize head smut, Corn Stalk Rot, corn smut, corn dry rot, maize virus disease and corn stalk rot disease, sclerotinia rot of colza, Rape virus disease, oilseed rape downy mildew, white rust of colza, root rot, soybean sclerotinia crown rot, grey speck of soybean, soybean Mosaic, soy bean cyst roundworm, root-knot nematode, soybean rust, soybean anthracnose, bacterial pustule of soybean, soybean spot blight, downy mildew, bacterial wilt of peanut, Diplodia gossypina, Roots of Peanut maize ear rot, the cercospora brown spot of peanut, Peanut Web Blotch Disease, activity of peanuts disease, Peanut Scab, tobacco bacterial wilt, wildfire, tobacco hollw stalk, Tobacco Angular Leaf Spot Disease, black shank, Alternaria alternate, frog-eye leaf spot of tobacco, anthracnose of tobacco, black root of tobacco, fusarium tabacinum root rot, Tobacco seedling diseases, tobacco damping-off, the tattered leaf spot of tobacco, Powdery Mildew in Tobacco, tobacco southern blight, tobacco black spot, tobacco mosaic disease, cucumber mosaic virus, etch virus of tobacco, Chinese cabbage downy mildew, soft rot of cabbage, Chinese cabbage Tipburn Disease, Chinese cabbage virosis, Cabbage Leaf Spot, Seed detection, Chinese cabbage anthracnose, cabbage clubroot, bacterial spot of tomato, tomato late blight, tomato blossom-end rot, tomato powdery mildew, tomato samping off, tomato fish pelargonium mosaic disease, tomato bacterial speck, tomato yellow leaf curl virus, leaf muld of tomato, tomato virus disease, tomato late blight, tomato samping off and damping-off, tomato distortion fruit, tomato perforation fruit, tomato black ring virus disease, tomato rot stem nematodes disease, tamato fruit buphthalmos disease, tomato stain root rot, tomato stain root rot, tomato branch spore fruit rot, tomato heartrot, tomato Rhizopus fruit rot, tomato low temperature obstacle, tomato bolter, tomato physiological leaf curl, tomato samping off, tomato fruit drop disease, tomato bud blight, Tomato soft rot, tomato stem rot, tomato seedling damping-off, tomato sun burn, tomato shot hole, tomato rouge and powder disease, tomato virus disease, tomato cracked fruit, canker of tomato, the rotten fruit of tomato navel, tomato sesame pinta bacterium, bacterial spot of tomato, tomato rot leaf viral disease, tomato yellow leaf curl virus disease, eggplant cotton disease, eggplant sclerotiniose, eggplant bacterial wilt, eggplant Phomopisis vexans, eggplant verticillium wilt, eggplant leaf spot, eggplant early blight, eggplant virosis, eggplant leaf spot disease, eggplant leaf mold, eggplant powdery mildew, eggplant spot disease, eggplant coal spot disease, cercospora leaf spot of egg plant, helminthosporium leaf blight and fruit rot of egg plant, eggplant epidemic disease, eggplant anthracnose, eggplant head mold soft rot,Wilt of eggplant, grey mould of egg plant, stem of eggplant basal stem rot, capsicum green pepper virosis, capsicum early blight, capsicum Leucoplakia, pepper white star disease, capsicum leaf spot, capsicum Scald, capsicum sooty mold, capsicum wilt, capsicum sclerotiniose, capsicum sunscald, pepper virus disease, capsicum malformed fruit, capsicum blossom-end rot, capsicum soft rot, bacterial spot of pepper, capsicum bar virus scab, capsicum pythium rot, macrosporium leaf spot of red pepper, cayenne pepper spots rot, capsicum black spot, capsicum verticillium wilt, pepper bacterial leaf spot, capsicum brown rot, Fusarium solani, capsicum damping-off, pepper anthracnose, capsicum brown spot, capsicum downy mildew, Botrytis cinerea, capsicum leaf blight, pepper leaf mold, capsicum samping off, capsicum epidemic disease, downy mildew of garpe, uncinula necator, brown spot of grape, grapevine leafroll disease, Grapevine Fan Leaf Virus Disease, grape rust, grape ring spot, grape leaf pinta, the little brown spot of grape, grape zonate spot, light grey and pinkish pinta, grape young sprout wasting disease, grape flower leaf disease, grape wasting disease, grape stripe disease, the golden yellow disease of grape, grape infectivity is downright bad sick, the yellow point of grape is sick, grape lug disease, grape vein is downright bad sick, Grapevine fleck virus disease, grape star-of-bethlehem leaf disease, grape Pearls, fruit white rot of grape, bitter rot or anthracnose of grape, grape room rot, grape grey mould, grapevine anthracnose, black rot of grape, the large room of grape rot, grape coal point is sick, grape is brown sick, grape is mould dirty sick, grape bitter rot, grape branch spore rot, grape penicilliosis, grape Alternaria rot, apple tree canker, dry rot of apple, ring rot of apple, apple branch canker, apple blister canker, Pink Disease of Apple, dried apple slices rot, apple branch-rot, apple anthracnose, Apple Mould Core, rust of apple (Gymnosporangium yamadai), apple flower maize ear rot, apple brown rot, black fruit rot of apple, apple phytophthora rot, Apple Sooty, sick apple marssonina leaf spot, alternaria leaf spot of apple, Glomerella cingulata, apple graywall, apple mildew, scab of apple, silver leaf of apple, apple infectivity root rot, armillariella root rot of apple, apple Root―rot disease, apple southern blight, apple violet root rot, rosellinia trunk rot of apple, Apple crown gall, apple decline disease, apple rough skin disease, apple mosaic, apple green wrinkle fruit disease, apple fruit-shrink disease, Apple little leaf, apple chlorosis, apple bitter pit, apple water core, apple superficial scald, carbuncle apple scab, Gold Delicious apple fruit russeting, green mold of apple, apple soft rot, Apples digested tankage is continuous sick, apple pulp brown stain disease, apple brown heart, pear scab, black rot of pear, Fungus of Pear Canker Disease, pears southern blight, pear tree wood rot, pears die back disease, rust of pear, Pear black spot, pears graywall, pears brown spot, pears Socty Blotch And Greasy Blotch, pears top rot, pears fruit-shrink disease, pears yellowtop, anthracnose of peach, the real maize ear rot of peach, peach fruit rot, peach soft rot, peach canker, peach powdery mildew, peach brown rot, peach scab, the abnormal fruit disease of peach, peach sooty mould, peach leaf-curl, peach fungoid shothole disease, peach Bacterial septicaemia syndrome, peach leaves pinta, peach leaf rust, peach mosaic disease, peach red-leaf disease, peach rot, peach gummosis, peach wood rot, peach die back disease, Peach crown gall, peach root rot, peach root knot nematode disease, Citrus Huanglongbing pathogen, exocortis, the broken leaf disease of oranges and tangerines,Citrus decline, Satsuma dwarf virus, citrus bacterial canker disease, citrus scab, citrus anthracnose, oranges and tangerines foot rot, oranges and tangerines resin disease, oranges and tangerines bleeding disease, Citrus fuliginous, oranges and tangerines powdery mildew, oranges and tangerines fat point maculopathy, oranges and tangerines are intended fat point maculopathy, the red clothing disease of oranges and tangerines, oranges and tangerines felt fungus, oranges and tangerines seedling blight, oranges and tangerines seedling epidemic disease, banana bunchy top disease, Banana Mosaic Disease, research of fusarium wilt disesase of banana, Cercospora musae bacterium leaf spot, the dark two mould leaf spots of spore of banana, the mould leaf spot of the little Dou Shi of banana, banana freckle, Banana Leaf seasonal febrile diseases, banana anthracnose, banana crown rot, wild cabbage bacterial black rot, cottony rot of cabbage, cabbage black rot, black spot of cabbage, wild cabbage brown spot, wild cabbage blastomere disease, wild cabbage virosis, wild cabbage soft rot, wild cabbage is bolting disease in advance, cabbage downy mildew, wild cabbage anthracnose, black leg of cabbage, sugarcane pineapple disease, smut of sugarcane, sugarcane ratoon stunting disease, sugarcane brown streak, sugarcane rust, jowar smut, jowar leaf spot, jowar anthracnose, jowar leaf blight, jowar virosis.
Embodiment 11
Thiazole aldoxime ether compound of the present invention and agriculturally acceptable auxiliary agent and preparing the purposes in composite anti-plant virus agent, activating plants agent with any one or multiple combination in following commodity antiviral agent:
Described commodity antiviral agent is selected from: diazosulfide, tiadinil, first thiophene lures amine, 4-methyl isophthalic acid, 2, 3-thiadiazoles-5-formic acid, 4-methyl isophthalic acid, 2, 3-thiadiazoles-5-sodium formiate, 4-methyl isophthalic acid, 2, 3-thiadiazoles-5-ethyl formate, 4-brooethyl-1, 2, 3-thiadiazoles-5-ethyl formate, 4-iodomethyl-1, 2, 3-thiadiazoles-5-ethyl formate, 4-brooethyl-5-methyl isophthalic acid, 2, 3-thiadiazoles, 4-iodomethyl-5-methyl isophthalic acid, 2, 3-thiadiazoles, 4, 4-dibromo methyl isophthalic acid, 2, 3-thiadiazoles-5-ethyl formate, 3, 4-bis-chloroisothiazole-5-formic acid, 3, 4-bis-chloroisothiazole-5-sodium formiate, 3, 4-bis-chloroisothiazole-5-ethyl formate, DL-beta-aminobutyric acid, virazole, antofine, Ningnanmycin, first thiophene lures amine, Whitfield's ointment, cytosintetidemycin, dichloro-isonicotinic acid, allyl isothiazole, well ridge azanol, jingganmycin, the total mass percentage of thiazole aldoxime ether compound of the present invention in the composite anti-plant virus agent of gained, activating plants agent is 1%-90%, and the ratio of thiazole aldoxime ether compound of the present invention and described commodity antiviral agent is mass percent 1%: 99% to 99%: 1%, described composite anti-plant virus agent, the formulation of activating plants agent is selected from wettable powder, micro-capsule suspension, dispersible body preparation, dispersible solid preparation, seed treatment emulsion, aqueous emulsion, large granula, microemulsion, oil-suspending agent, with the seed of coated pesticidal, water-soluble granule, soluble thick agent, water-dispersible granules, poison grain, aerosol, block poison bait, sustained-release block, dense poison bait, CG/Encapsulated granule, Waterless Seed Dressing pulvis, missible oil, electrostatic spray agent, water-in-oil emulsion, oil-in-water emulsion, smoke candle, granula subtilis, smoke candle, smoke cartridge, smog rod, seed treatment suspension agent, smog sheet, smog ball, granular poison bait, foaming agent, drift pulvis, ointment, thermal fog, the agent of solid-liquid mixing dress, liquid/liquid mixing dress agent, cold mist agent, Gu Gu/mixing dress agent, medicine paint, seed treatment liquor, microgranules, oil-dispersing property pulvis, sheet poison bait, dense jelly, sprinkle and water agent, basting agent, suspension emulsion, film forming finish, soluble powder, seed treatment water solube powder, ultra-low volume suspension agent, follow the trail of pulvis, ultra low volume liquids, steam releasing agent, any one in wet-mixing kind water-dispersible powder, described composite anti-plant virus agent, the plant that activating plants agent is suitable for is selected from paddy, wheat, barley, oat, corn, Chinese sorghum, sweet potato, potato, cassava, soybean, pea-pods, broad bean, pea, mung bean, red bean, cotton, silkworm and mulberry, peanut, rape, sesame, Sunflower Receptacle, beet, sugarcane, coffee, cocoa, ginseng, the bulb of fritillary, rubber, coconut, oil palm, sisal hemp, tobacco, tomato, capsicum, radish, cucumber, Chinese cabbage, celery, hot pickled mustard tube, beet, rape, green onion, garlic, watermelon, muskmelon, hami melon, pawpaw, apple, citrus, peach, tea, wild vegetable, bamboo shoots, hops, pepper, banana, papaya, orchid, potted landscape, the virus disease that described composite anti-plant virus agent, activating plants agent are suitable for is selected from any one in rice dwarf virus disease, yellow dwart, stripe virus disease, fern leaf of tomato viral disease, pepper mosaic virus disease viral disease, tobacco veinal necrosis virus disease, maize dwarf mosaic, cauliflower mosaic virus, oranges and tangerines virus disease, cymbidium mosaic virus, cybidium ring spot virus.
Embodiment 12
Thiazole aldoxime ether compound of the present invention and agriculturally acceptable auxiliary agent and preparing Compositional acaricide with any one or multiple combination in following commodity miticide and preventing and treating the purposes in plant mites evil:
Described commodity miticide is selected from azocyclotin, cyhexatin, fenbutatin oxide, three phosphor tins, Zaprawa enolofos, dimethylvinphos, crotoxyphos, SD-1750, heptenopos, Phosdrin, monocrotophos, naled, Chlorpyrifos 94, Pyrimithate, imino-formyl chloride sulphur phosphorus, omethoate, dioxathion, Nialate, Malathion, methacrifos, Phosalone, Volaton, methylpyrimidine sulphur phosphorus, Resitox, sulfotep, triazophos, vamidothion, isocarbophos, acephatemet, propetamphos, dialifos, R-1504, acrinathrin, bifenthrin, cyhalothrin, essence lambda-cyhalothrin, Fenvalerate, flucythrinate, flumethrin, taufluvalinate, brofluthrinate, Bifenazate, fenothiocarb, aldicarb, butocarboxim, oxamyl, Talcord, thiofanox, F-1991, sok, carbofuran, carbosulfan, meta-tolyl-N-methylcarbamate (MTMC), promacyl, formetanate, single carbonamidine, medimeform, amitraz, chlordimeform, peruscabin, bromopropylate, cyflumetofen, acequinocyl, Nissol, flufenoxuron, macro tetrolide, piericidin, thuringiensin, tetranactin, macro tetrolide, Avrmectin, doractin, eprinomectin, ivermectin, selamectin, moxidectin, pyrethrin, nicotine, matrine, nimbin, tubatoxin, tebufenpyrad, pyridaben, fenpyroximate, clofentezine, propargite, hexythiazox, spiral shell mite ester, Fluacrypyrim, Ovotran, propargite, pyridaben, thiazole aldoxime ether compound of the present invention is 1%-90% at gained Compositional acaricide total mass percentage in the composition, and thiazole aldoxime ether compound of the present invention and the acaricidal ratio of described commodity are mass percent 1%: 99% to 99%: 1%, the formulation of described Compositional acaricide is selected from wettable powder, micro-capsule suspension, dispersible body preparation, dispersible solid preparation, seed treatment emulsion, aqueous emulsion, large granula, microemulsion, oil-suspending agent, with the seed of coated pesticidal, water-soluble granule, soluble thick agent, water-dispersible granules, poison grain, aerosol, block poison bait, sustained-release block, dense poison bait, CG/Encapsulated granule, Waterless Seed Dressing pulvis, missible oil, electrostatic spray agent, water-in-oil emulsion, oil-in-water emulsion, smoke candle, granula subtilis, smoke candle, smoke cartridge, smog rod, seed treatment suspension agent, smog sheet, smog ball, granular poison bait, foaming agent, drift pulvis, ointment, thermal fog, the agent of solid-liquid mixing dress, liquid/liquid mixing dress agent, cold mist agent, Gu Gu/mixing dress agent, medicine paint, seed treatment liquor, microgranules, oil-dispersing property pulvis, sheet poison bait, dense jelly, sprinkle and water agent, basting agent, suspension emulsion, film forming finish, soluble powder, seed treatment water solube powder, ultra-low volume suspension agent, follow the trail of pulvis, ultra low volume liquids, steam releasing agent, any one in wet-mixing kind water-dispersible powder, the plant that described Compositional acaricide is suitable for is selected from paddy, wheat, barley, oat, corn, Chinese sorghum, sweet potato, potato, cassava, soybean, pea-pods, broad bean, pea, mung bean, red bean, cotton, silkworm and mulberry, peanut, rape, sesame, Sunflower Receptacle, beet, sugarcane, coffee, cocoa, ginseng, the bulb of fritillary, rubber, coconut, oil palm, sisal hemp, tobacco, tomato, capsicum, radish, cucumber, Chinese cabbage, celery, hot pickled mustard tube, beet, rape, green onion, garlic, watermelon, muskmelon, hami melon, pawpaw, apple, citrus, peach, tea, wild vegetable, bamboo shoots, hops, pepper, banana, papaya, orchid, potted landscape, the mite evil that described Compositional acaricide is suitable for is selected from the harmful mite of Tetranychidae, Tenuipalpidae, furan line mite, Eriophyidae, tetranychus telarius genus, Eriophyidae, and these evil mites are worldwide Agricultural Mites, forestry harmful mites, gardening evil mite and health evil mite.
The chemical structure of table 1 thiazole aldoxime of the present invention ether compound and physical and chemical parameter
Table 2 bacteriostatic activity (suppression/% of 50 mcg/ml) containing thiazole aldoxime ether compound of the present invention
The activity (inhibiting rate/% of 100 μ g/mL) of the resisting tobacco mosaic virus of table 3 thiazole aldoxime of the present invention ether compound
Table 4 thiazole aldoxime of the present invention ether compound is to the insecticidal activity (mortality ratio, %, 100 mg/litre) of aphid

Claims (10)

1. a class thiazole aldoxime ether compound, is characterized in that having the general structure such as formula shown in I:
Wherein, A is selected from tert.-butoxy, H, HHCl; R is selected from H, 3-phenyl-2-propine-1-base, propargyl, 2-octyne-1-base, 2-butyne-1-base, allyl group, chloro-1,2, the 3-thiadiazoles-4-methylene radical of 5-, 2-chloropyridine-5-methylene radical, 2-carbethoxymethylene.
2. the synthetic method of thiazole aldoxime ether compound according to claim 1, concrete synthetic route is as follows:
Thiazole aldoxime ether compound I of the present invention is specifically divided into VI and VII kind form:
Wherein, A is selected from tert.-butoxy, H, HHCl; R is selected from H, 3-phenyl-2-propine-1-base, propargyl, 2-octyne-1-base, 2-butyne-1-base, allyl group, chloro-1,2, the 3-thiadiazoles-4-methylene radical of 5-, 2-chloropyridine-5-methylene radical, 2-carbethoxymethylene;
The synthetic method of thiazole aldoxime ether compound I of the present invention is as follows:
Wherein, A is selected from tert.-butoxy, H, HHCl; R is selected from H, 3-phenyl-2-propine-1-base, propargyl, 2-octyne-1-base, 2-butyne-1-base, allyl group, chloro-1,2, the 3-thiadiazoles-4-methylene radical of 5-, 2-chloropyridine-5-methylene radical, 2-carbethoxymethylene;
The synthesis of target compound of the present invention and the concrete grammar of biological activity determination are divided into following steps:
A. the preparation of compound III:
7.47 grams are added in the round-bottomed flasks of 250 milliliters, i.e. 21.95 mmole Compound II per, then in reaction flask, add the mixing solutions of 110 milliliters of tetrahydrofuran (THF)s and methyl alcohol, tetrahydrofuran (THF): the volume ratio of methyl alcohol is 4: 1, stirs after 3 minutes, in condition of ice bath downhill reaction bottle, add 1.66 grams in batches, i.e. 43.89 mmole sodium borohydrides, after adding, ice bath stirs 30 minutes, last reflux 1 hour; After reacting completely, reaction solution is first concentrated, in reaction flask, then add 25 milliliters of methylene dichloride and 25 milliliters of saturated ammonium chloride solutions, extraction, separates dichloromethane layer, and methylene dichloride washes one time with saturated sodium-chloride mutually again, after anhydrous magnesium sulfate drying, suction filtration, concentrated, removal of solvent under reduced pressure, resistates obtains 5.11 grams of white powder compound III through 200 ~ 300 order purification by silica gel column chromatography, eluent is the sherwood oil of 60 ~ 90 degrees Celsius: ethyl acetate, and volume ratio is 2: 1, yield 78.5%;
B. the preparation of compound IV:
In 100 milliliters of round-bottomed flasks, add 3 grams successively, i.e. 10.05 mmole compound III, then add 30 milliliters of methylene dichloride, 4.7 grams, namely 11.06 mmoles wear this Martin's oxygenant, stirred overnight at room temperature; After reacting completely, suction filtration, removal of solvent under reduced pressure, resistates obtains 2.8 grams of compound as white solid IV through 200 ~ 300 order purification by silica gel column chromatography, and eluent is the sherwood oil of 60 ~ 90 degrees Celsius: ethyl acetate, and volume ratio is 2: 1, yield 94%;
C. the preparation of compound V:
0.7 gram is added successively, i.e. 2.36 mmole compound IV, 0.33 gram, i.e. the oxammonium hydrochloride of 4.72 mmoles, 0.24 gram, i.e. the triethylamine of 2.36 mmoles, stirring at room temperature 2 hours in 100 milliliters of round-bottomed flasks; After reacting completely, first concentrate, then add appropriate water and extraction into ethyl acetate, separate ethyl acetate layer, organic layer washes one time with saturated sodium-chloride again, anhydrous magnesium sulfate drying, concentrated suction filtration, removal of solvent under reduced pressure, resistates obtains 0.56 gram of white solid V through 200 ~ 300 order purification by silica gel column chromatography, eluent is the sherwood oil of 60 ~ 90 degrees Celsius: ethyl acetate, and volume ratio is 2: 1, yield 80.5%;
D. the preparation of compound VI:
0.3 gram is added successively in 100 milliliters of round-bottomed flasks, i.e. 0.96 mmole compound V, different chloro corresponding to 1.45 mmole R or bromo-derivative, then in bottle, add 30 milliliters of acetonitrile solutions, then in reaction flask, add 0.68 mmole cesium carbonate successively, 0.01 gram of potassiumiodide, finally drip two N, N-2-methylformamide, i.e. DMF, spend the night in the reaction of 65-80 degrees Centigrade; After reacting completely, first concentrate, in resistates, then add saturated sodium bicarbonate solution and 20 milliliters of methylene dichloride of 20 milliliters, separate dichloromethane layer, methylene dichloride is washed with saturated sodium-chloride mutually again, anhydrous magnesium sulfate drying, suction filtration, concentrated, removal of solvent under reduced pressure, resistates is through 200 ~ 300 order purification by silica gel column chromatography, eluent is the sherwood oil of 60 ~ 90 degrees Celsius: ethyl acetate, according to the difference of product, volume ratio is 2: 1-1: 1, yield 50-90%;
E. the preparation of compound VI I:
0.18 mmole compound VI is added in 100 milliliters of two mouthfuls of round-bottomed flasks, then add in reaction flask 25 milliliters stifling after methylene dichloride, the trifluoroacetic acid of 5 milliliters is slowly dripped in condition of ice bath downhill reaction bottle, dropwise rear stirring at room temperature 1 hour, after reacting completely, reaction solution is 8-9 with the sodium hydride solution adjust pH of 1 mol/L, then dichloromethane layer is separated, methylene dichloride washes one time with saturated sodium-chloride mutually again, anhydrous magnesium sulfate drying, suction filtration, concentrated, removal of solvent under reduced pressure, resistates is through 200 ~ 300 order purification by silica gel column chromatography, eluent is methylene dichloride: methyl alcohol, according to the difference of product, volume ratio is 40: 1-30: 1, yield 50-80%.
3. thiazole aldoxime ether compound according to claim 1 is preparing the purposes in sterilant.
4. thiazole aldoxime ether compound according to claim 1 is preparing the purposes in sterilant.
5. thiazole aldoxime ether compound according to claim 1 is preparing the purposes in resisting tobacco mosaic virus agent.
6. thiazole aldoxime ether compound according to claim 1 is preparing the purposes in activating plants agent.
7. thiazole aldoxime ether compound according to claim 1 and agriculturally acceptable auxiliary agent and as follows one or more commodity insecticide compositions preparing the purposes in compounded pesticides, described commodity sterilant is selected from: Chlorpyrifos 94, the sub-Nong in ground, acetamiprid, Affirm (Merck Co.), milbemectin, Avrmectin, pleocidin, fenvalerate, esfenvalerate, Cypermethrin, effective cypermethrin, lambda-cyhalothrin, Deltamethrin, Fenvalerate, Beta-cyfloxylate, cyfloxylate, Lambda-lambda-cyhalothrin, Permanone, permethrin, esbiothrin, cyhalothrin, bifenthrin, permethrin, ether chrysanthemum ester, flumethrin, fluvalinate, Provado, acetamiprid, Ti304, imidaclothiz, thiacloprid, Diacloden, clothianidin, MTI-446, clothianadin, Da Tenan, diflubenzuron, d ichlorbenzuron, Teflubenzuron, deinsectization is grand, HEXAFLUMURON, flufenoxuron, pyridine worm is grand, lufenuron, poisonous insect urea, penfluron, Noviflumuron and noviflumuron, its CAS 121451-02-3, flucycloxuron, Novaluron and Rimon, chlorfluazuron, Bay sir 6874 i.e. { 1-[(3.5-bis-chloro-4) 4-nitrophenoxy phenyl 3-3-(2-chlorobenzene)-urea }, Bay SIR-8514 i.e. [1-(4-Trifluoromethoxyphen-l)-3-(2-chlorobenzene)-urea], piperazine worm urea, Bistrifluron and bistrifluron, furan tebufenozide, worm hydrazides, chlorine worm hydrazides, methoxyfenozide, ring worm hydrazides, Rogor, omethoate, SD-1750, acephate, triazophos, Resitox, pyridaphenthione, isazofos, Ro 7-5050, SevinCarbaryl, Aphox, meta-tolyl-N-methylcarbamate (MTMC), isoprocarb, cartap, fenobucarb, leaf disperses, carbaryl, benfuracarb, carbosulfan, cartap, bromopropylate, hexythiazox, fenpyroximate, pyridaben, clofentezine, propargite, diafenthiuron, benfuracarb, pymetrozine, spiral shell mite ester, spiral shell worm ester, spiral shell worm ethyl ester, butene-fipronil, azocyclotin, Buprofezin, ethoprophos, ethiprole, Cupric sulfate, disosultap, chlorantraniliprole, Flubendiamide, fluorine cyanogen insect amide, cyanogen insect amide, Tolfenpyrad, tebufenpyrad, bromothalonil, pyrazinones, second mite azoles, tebufenpyrad, to rattle away young ketone, Nylar, emaricin, the total mass percentage of thiazole aldoxime ether compound according to claim 1 in gained compounded pesticides is 1%-90%, and the ratio of thiazole aldoxime ether compound according to claim 1 and described commodity sterilant is mass percent 1%: 99% to 99%: 1%, the formulation that described compounded pesticides is suitable for is selected from seed treatment emulsion, aqueous emulsion, large granula, microemulsion, suspended emulsion agent, water-soluble granule, soluble thick agent, water-dispersible granules, poison grain, aerosol, block poison bait, sustained-release block, dense poison bait, CG/Encapsulated granule, micro-capsule suspension, Waterless Seed Dressing pulvis, missible oil, electrostatic spray agent, water-in-oil emulsion, oil-in-water emulsion, smoke candle, granula subtilis, smoke candle, smoke cartridge, smog rod, seed treatment suspension agent, smog sheet, smog ball, granular poison bait, foaming agent, drift pulvis, ointment, thermal fog, the agent of solid-liquid mixing dress, liquid/liquid mixing dress agent, cold mist agent, Gu Gu/mixing dress agent, medicine paint, microgranules, oil suspending agent, oil-dispersing property pulvis, sheet poison bait, dense jelly, sprinkle and water agent, seed coat agent, basting agent, fritter poison bait, suspension emulsion, film forming finish, soluble powder, seed treatment water solube powder, ultra-low volume suspension agent, follow the trail of pulvis, ultra low volume liquids, steam releasing agent, any one in wet-mixing kind water-dispersible powder, the plant that described compounded pesticides is suitable for is selected from paddy, wheat, barley, oat, corn, Chinese sorghum, sweet potato, potato, cassava, soybean, pea-pods, broad bean, pea, mung bean, red bean, cotton, silkworm and mulberry, peanut, rape, sesame, Sunflower Receptacle, beet, sugarcane, coffee, cocoa, ginseng, the bulb of fritillary, rubber, coconut, oil palm, sisal hemp, tobacco, tomato, capsicum, radish, cucumber, Chinese cabbage, celery, hot pickled mustard tube, beet, rape, green onion, garlic, watermelon, muskmelon, hami melon, pawpaw, apple, citrus, peach, tea, wild vegetable, bamboo shoots, hops, pepper, banana, papaya, orchid, potted landscape, the insect pest of described compounded pesticides control is selected from Asiatic migrotory locust, reading room management, Chinese rice grasshopper, Patanga japonica (l.Bol.), singly sting mole cricket, Oriental burmeister, rice thrips, onion thrips, greenhouse thrips, haplothrips aculeatus, Mai Jian pipe thrips, Trialeurodes vaporariorum Westwood, Bemisia tabaci, rice green leafhopper, green leaf hopper, chlorita biguttula, spot clothing plant hopper, brown paddy plant hopper, white backed planthopper, small brown rice planthopper, sugarcane flat angle plant hopper, cotten aphid, green bugs, grain aphid, black peach aphid, kaoliang aphid, radish aphid, icerya purchasi, Pseudaulacaspis pentagona, unaspis shield kuwana, san jose scale, wax insect, ceroplastes rubens, Didesmococcus koreanus Borchs, pear lace bug, banana lace bug, thin corner piece stinkbug, Orius minutus, slender rice bug, paddy fly, niphe elongata, scotinophora lurida, Nezara viridula smaragdula Fabricius., green plant bug, alfalfa plant bug, black striped plant bug, chrysopa septempunctata, beautiful Chrysopa, Chinese green lacewing, rain moth, casemaking clothes moth, cnidocampa flavescens walker, brown slug moth, thosea siensis, gelechiid, pink bollworm, brachmia triannuella, small cabbage moth, small heart-eating peach worm, eating-core bean worm, small heart-eating peach worm, apple Spilonota lechriaspis, brown belt length leaf roller, Adoxophyes cyrtosema, striped rice borer, bean-pod borer, Pyrausta nubilalis (Hubern)., yellow rice borer, Oeobia undalis, Cnaphalocrocis medinali(rice leaf roller), bar snout moth's larva, the wild snout moth's larva of lap leaf, dichocrocis punctiferalis, armyworm, prodenia litura, rice green caterpillar, anomis flava, beet armyworm, pink rice borer, bollworm, ancient cooking vessel point diamond drill, black cutworm, large cutworm, yellow cutworm, steal poison moth, gypsymoth, palaearctic sweet potato, greenish brown hawk moth, straight burr rice hesperiidae, pelopidas mathias, Papilio xuthus, Common Mormon, small white, pyrameis indica, the yellow a kind of butterfly harmful to crop plants of ramie, beans blister beetle, Venus ground beetle, wrinkle sheath ground beetle, wheat head ground beetle, pleonomus canaliculatus, Agriotes subrittatus Motschulsky, khapra beetle, attagenus piceus, the little buprestid beetle of oranges and tangerines, gold edge buprestid beetle, tenebrio molitor, dark mealworm, red flour beetle, confused flour beetle, verdigris different beetle, H. parallela, holotrichia oblita, mulberry borer, longicorn beetle, nadezhdiella cantori, pink neck longicorn, large daikon leaf beetle, daicon leaf beetle, aulacophora femoralis, Phyllotreta striolata, Callosobruchus chinensis, pea weevil, broad bean weevil, sitophilus zea-mais, rice weevil, dolerus tritici, pear fruit sawfly, yellowish leukorrhea ichneumon wasp, armyworm white star ichneumon wasp, corn earworm hangs cocoon ichneumon wasp, Campoletis chlorideae, snout moth's larva stain wart ichneumon wasp, mosquito, fly, horsefly, wheat midge, contarinia tritici, pachydiplosis oryzae, citrus fruit fly, melon trypetid, the latent fly of wheat leaf ash, Americal rice leaf miner, Soybean stem borer, frit fly, plant fly, onion fly, radish fly, full skirt chases after posts fly, Pyrausta nubilalis (Hubern). is strict posts fly, armyworm.
8. any one in thiazole aldoxime ether compound according to claim 1 and acceptable auxiliary agent agriculturally and following commodity bactericide or multiple combination are in the purposes of preparing in composite bactericide, described commodity bactericide is selected from diazosulfide, tiadinil, first thiophene lures amine, 4-methyl isophthalic acid, 2,3-thiadiazoles-5-formic acid, 4-methyl isophthalic acid, 2,3-thiadiazoles-5-sodium formate, 4-methyl isophthalic acid, 2,3-thiadiazoles-5-Ethyl formate, 4-bromomethyl-1,2,3-thiadiazoles-5-Ethyl formate, 4-iodomethyl-1,2,3-thiadiazoles-5-Ethyl formate, 4-bromomethyl-5-methyl isophthalic acid, 2,3-thiadiazoles, 4-iodomethyl-5-methyl isophthalic acid, 2,3-thiadiazoles, 4,4-dibromo methyl isophthalic acid, 2,3-thiadiazoles-5-Ethyl formate, 3,4-, bis-chloroisothiazoles-5-formic acid, 3,4-, bis-chloroisothiazoles-5-sodium formate, 3,4-, bis-chloroisothiazoles-5-Ethyl formate, DL-beta-aminobutyric acid, isotianil, virazole, antofine, Ningnanmycin, first thiophene lures amine, salicylic acid, cytosintetidemycin, dichloro-isonicotinic acid, allyl isothiazole, frost urea cyanogen, thiram, ziram, Mancozeb, aliette, thiophanate-methyl, Bravo, enemy can be loose, procymidone, fenpropidin, thiophanate methyl, thiophanate, Metalaxyl-M, salicylic acid, flumorph, dimethomorph, mefenoxam, benalaxyl-M, two chlorine zarilamids, flusulfamide, first flusulfamide, thiophene fluorine bacterium amine, flutolanil, tecloftalam, ring propionyl bacterium amine, cyflufenamid, fenhexamid, zarilamid, Silthiopham, furametpyr, pyrrole metsulfovax, mandipropamid, zoxamide, fenfuram, carboxin, chlozolinate, iprodione, Fluoxastrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl, SSF 126, orysastrobin, ZEN 90160, pyraclostrobin, oxime bacterium ester, Enestroburin, alkene oxime amine, oxygen ring azoles, bromuconazole, Cyproconazole, Difenoconazole, olefin conversion, efficient olefin conversion, epoxiconazole, RH-7592, Fluquinconazole, Flusilazole, Flutriafol, own azoles alcohol, glyoxalin, plant bacterium azoles, metconazole, nitrile bacterium azoles, penconazole, propiconazole, prothioconazoles, simeconazoles, Tebuconazole, tetraconazole, Triadimenol, triticonazole, bitertanol, probenazole, furidazol, imazalil, efficient imazalil, Prochloraz, fluorine bacterium azoles, cyazofamid, Fenamidone, Evil imidazoles, pefurazoate, famoxadone, SYP-Z048, hymexazo, the spirit of Evil frost, Guardian, Grandox fumigant, octhilinone, benthiozole, dodemorph, butadiene morpholine, tridemorph, fenpiclonil, fludioxonil, fluazinam, pyrifenox, ring pyridine bacterium amine, Boscalid, fluopicolide, pyridine bacterium amine, cyprodinil, fluorine mepanipyrim, ferimzone, mepanipyrim, phonetic mould amine, Fenarimol, nuarimol, chinomethionat, dithianon, ethoxyquin, oxyquinoline, the third oxygen quinoline, benzene oxygen quinoline, the mould prestige of second, iprovalicarb, benzene metsulfovax, Propamocarb, methasulfocarb, edifenphos, IBP, pyrazophos, tolelofos-methyl, blasticidin-S, kasugarnycin, polyoxin, Polyoxin, valida, jinggangmeisu, streptomysin, metalaxyl, furalaxyl, M 9834, ofurace, mebenil, carbendazim, benomyl,Thiophanate-methyl, triazolone, bupirimate, dimethirimol, the phonetic phenol of second, difoltan, captan, folpet, vinclozolin, fluoromide, dimethachlon, Isoprothiolane, kitazine, Yekuzuo, pentachloronitrobenzene, Mancozeb, Propineb, phosethyl-Al, sulphur, Bordeaux mixture, copper sulphate, copper oxychloride, cuprous oxide, Kocide SD, metrafenone, Pencycuron, diclomezin, Rabcide, pyroquilon, volution bacterium amine, tricyclazole, triforine, the pyridine of many fruits, the pungent salt of biguanides, iminoctadine, botran, benzene flusulfamide, toluene flusulfamide, K-281, fenaminosulf, oxolinic acide, probenazole, bronopol, iodomethane, metham-sodium, enemy's line ester, dazomet, nemamort, lythidathion, cadusafos, fensulfothion, thionazin, fenamiphos, phonamiphos, dichlofenthion, isazofos, fosthietan, oxamyl, Aldicarb, carbofuran, vikane, dichloropropylene, dichloro-isonicotinic acid, allyl isothiazole, the total mass percentage of thiazole aldoxime ether compound according to claim 1 in gained composite bactericide is 1%-90%, and the ratio of thiazole aldoxime ether compound according to claim 1 and described commodity bactericide is mass percent 1%: 99% to 99%: 1%, the applicable formulation of described composite bactericide is selected from any one in following dosage forms: wettable powder, micro-capsule suspension, dispersible body preparation, dispersible solid preparation, Seed Treatment emulsion, aqueous emulsion, large granula, microemulsion, oil-suspending agent, with the seed of coated pesticidal, water-soluble granule, soluble thick agent, water-dispersible granules, poison grain, aerosol, block poison bait, sustained-release block, dense poison bait, CG/Encapsulated granule, Waterless Seed Dressing pulvis, missible oil, electrostatic spray agent, water-in-oil emulsion, oil in water emulsion, smoke candle, granula subtilis, smoke candle, smoke cartridge, smog rod, Seed Treatment suspending agent, smog sheet, smog ball, granular poison bait, foaming agent, drift pulvis, ointment, thermal fog, the agent of solid-liquid mixing dress, liquid/liquid mixing dress agent, cold mist agent, Gu Gu/agent of mixing dress, medicine paint, Seed Treatment liquor, fine granule, oil-dispersing property pulvis, sheet poison bait, dense jelly, sprinkle and water agent, liniment, suspended emulsion, film forming finish, soluble powder, Seed Treatment water solube powder, ultra-low volume suspending agent, follow the trail of pulvis, ultra low volume liquids, steam releasing agent, wet-mixing kind water-dispersible powder, the applicable plant of described composite bactericide is selected from paddy, wheat, barley, oat, corn, Chinese sorghum, sweet potato, potato, cassava, soybean, garden pea, broad bean, pea, mung bean, red bean, cotton, silkworm and mulberry, peanut, rape, sesame, sunflower, beet, sugarcane, coffee, cocoa, ginseng, the bulb of fritillary, rubber, coconut, oil palm, sisal hemp, tobacco, tomato, capsicum, radish, cucumber, Chinese cabbage, celery, hot pickled mustard tube, beet, rape, green onion, garlic, watermelon, muskmelon, "Hami" melon, pawpaw, apple, citrus, peach, tea, wild vegetables, bamboo shoots, hops, pepper, banana, papaya, orchid, potted landscape, the applicable controlling disease of described composite bactericide is selected from: wheat rust, wheat scab, wheat powdery mildew, wheat virus disease, wheat avenge mould leaf blight, wheat wriggle spore leaf spot, flag smut of wheat, take-all, wheat sharp eyespot, wheat downy mildew,The late blight of potato, wart of potatoes, potato scab, target, bacterial ring rot o potato, potato bacterial wilt, blakleg of potato, Potyvirus and viroid disease, bacterial soft rot of potato, dry rot of potato, potato verticillium wilt, black scurf of potato, potato bacterial wilt, bacterial ring rot o potato, blakleg of potato, bacterial soft rot of potato, cotton wilt, cotton verticillium wilt, angular leaf spot of cotton, red leaf blight, cotton seedling blight, cotton samping off, cotton anthracnose, cotton spoting verticillium wilt, cotton anthracnose, cotton spoting verticillium wilt, rice blast, rice sheath blight disease, water rice brown spot, small round sclerotial disease of rice, bakanae disease of rice, downymildewofrice, rice green smut, rice leaf sheath rot, bacterial blight of rice, bacterial leaf streak of rice, Characters of Erwinia chrysanthemi pv. zeae, stripe disease, black streaked dwarf virus of rice, paddy rice rice black sclerotium stalk rot, the leaf blight of corn, corn southern leaf blight, Helminthosporium carbonum, maize brown spot, maize sheath blight, corn rust, maize head smut, Corn Stalk Rot, corn smut, corn dry rot, maize virus disease and corn stalk rot disease, sclerotinia rot of colza, Rape virus disease, oilseed rape downy mildew, white rust of colza, root rot, soybean sclerotinia crown rot, grey speck of soybean, soybean Mosaic, soy bean cyst roundworm, root-knot nematode, soybean rust, soybean anthracnose, bacterial pustule of soybean, soybean spot blight, downy mildew, bacterial wilt of peanut, Diplodia gossypina, Roots of Peanut maize ear rot, the cercospora brown spot of peanut, Peanut Web Blotch Disease, activity of peanuts disease, Peanut Scab, tobacco bacterial wilt, wildfire, tobacco hollw stalk, Tobacco Angular Leaf Spot Disease, black shank, Alternaria alternate, frog-eye leaf spot of tobacco, anthracnose of tobacco, black root of tobacco, fusarium tabacinum root rot, Tobacco seedling diseases, tobacco damping-off, the tattered leaf spot of tobacco, Powdery Mildew in Tobacco, tobacco southern blight, tobacco black spot, tobacco mosaic disease, cucumber mosaic virus, etch virus of tobacco, Chinese cabbage downy mildew, soft rot of cabbage, Chinese cabbage Tipburn Disease, Chinese cabbage virosis, Cabbage Leaf Spot, Seed detection, Chinese cabbage anthracnose, cabbage clubroot, bacterial spot of tomato, tomato late blight, tomato blossom-end rot, tomato powdery mildew, tomato samping off, tomato fish pelargonium mosaic disease, tomato bacterial speck, tomato yellow leaf curl virus, leaf muld of tomato, tomato virus disease, tomato late blight, tomato samping off and damping-off, tomato distortion fruit, tomato perforation fruit, tomato black ring virus disease, tomato rot stem nematodes disease, tamato fruit buphthalmos disease, tomato stain root rot, tomato stain root rot, tomato branch spore fruit rot, tomato heartrot, tomato Rhizopus fruit rot, tomato low temperature obstacle, tomato bolter, tomato physiological leaf curl, tomato samping off, tomato fruit drop disease, tomato bud blight, Tomato soft rot, tomato stem rot, tomato seedling damping-off, tomato sun burn, tomato shot hole, tomato rouge and powder disease, tomato virus disease, tomato cracked fruit, canker of tomato, the rotten fruit of tomato navel, tomato sesame pinta bacterium, bacterial spot of tomato, tomato rot leaf viral disease, tomato yellow leaf curl virus disease, eggplant cotton disease, eggplant sclerotiniose, eggplant bacterial wilt, eggplant Phomopisis vexans, eggplant verticillium wilt, eggplant leaf spot,Eggplant early blight, eggplant virosis, eggplant leaf spot disease, eggplant leaf mold, eggplant powdery mildew, eggplant spot disease, eggplant coal spot disease, cercospora leaf spot of egg plant, helminthosporium leaf blight and fruit rot of egg plant, eggplant epidemic disease, eggplant anthracnose, eggplant head mold soft rot, wilt of eggplant, grey mould of egg plant, stem of eggplant basal stem rot, capsicum green pepper virosis, capsicum early blight, capsicum Leucoplakia, pepper white star disease, capsicum leaf spot, capsicum Scald, capsicum sooty mold, capsicum wilt, capsicum sclerotiniose, capsicum sunscald, pepper virus disease, capsicum malformed fruit, capsicum blossom-end rot, capsicum soft rot, bacterial spot of pepper, capsicum bar virus scab, capsicum pythium rot, macrosporium leaf spot of red pepper, cayenne pepper spots rot, capsicum black spot, capsicum verticillium wilt, pepper bacterial leaf spot, capsicum brown rot, Fusarium solani, capsicum damping-off, pepper anthracnose, capsicum brown spot, capsicum downy mildew, Botrytis cinerea, capsicum leaf blight, pepper leaf mold, capsicum samping off, capsicum epidemic disease, downy mildew of garpe, uncinula necator, brown spot of grape, grapevine leafroll disease, Grapevine Fan Leaf Virus Disease, grape rust, grape ring spot, grape leaf pinta, the little brown spot of grape, grape zonate spot, light grey and pinkish pinta, grape young sprout wasting disease, grape flower leaf disease, grape wasting disease, grape stripe disease, the golden yellow disease of grape, grape infectivity is downright bad sick, the yellow point of grape is sick, grape lug disease, grape vein is downright bad sick, Grapevine fleck virus disease, grape star-of-bethlehem leaf disease, grape Pearls, fruit white rot of grape, bitter rot or anthracnose of grape, grape room rot, grape grey mould, grapevine anthracnose, black rot of grape, the large room of grape rot, grape coal point is sick, grape is brown sick, grape is mould dirty sick, grape bitter rot, grape branch spore rot, grape penicilliosis, grape Alternaria rot, apple tree canker, dry rot of apple, ring rot of apple, apple branch canker, apple blister canker, Pink Disease of Apple, dried apple slices rot, apple branch-rot, apple anthracnose, Apple Mould Core, rust of apple (Gymnosporangium yamadai), apple flower maize ear rot, apple brown rot, black fruit rot of apple, apple phytophthora rot, Apple Sooty, sick apple marssonina leaf spot, alternaria leaf spot of apple, Glomerella cingulata, apple graywall, apple mildew, scab of apple, silver leaf of apple, apple infectivity root rot, armillariella root rot of apple, apple Root―rot disease, apple southern blight, apple violet root rot, rosellinia trunk rot of apple, Apple crown gall, apple decline disease, apple rough skin disease, apple mosaic, apple green wrinkle fruit disease, apple fruit-shrink disease, Apple little leaf, apple chlorosis, apple bitter pit, apple water core, apple superficial scald, carbuncle apple scab, Gold Delicious apple fruit russeting, green mold of apple, apple soft rot, Apples digested tankage is continuous sick, apple pulp brown stain disease, apple brown heart, pear scab, black rot of pear, Fungus of Pear Canker Disease, pears southern blight, pear tree wood rot, pears die back disease, rust of pear, Pear black spot, pears graywall, pears brown spot, pears Socty Blotch And Greasy Blotch, pears top rot, pears fruit-shrink disease, pears yellowtop, anthracnose of peach, the real maize ear rot of peach, peach fruit rot, peach soft rot, peach canker, peach powdery mildew, peach brown rot, peach scab, the abnormal fruit disease of peach, peach sooty mould, peach leaf-curl, peach fungoid shothole disease, peach Bacterial septicaemia syndrome, peach leaves pinta, peach leaf rust,Peach mosaic disease, peach red-leaf disease, peach rot, peach gummosis, peach wood rot, peach die back disease, Peach crown gall, peach root rot, peach root knot nematode disease, Citrus Huanglongbing pathogen, exocortis, the broken leaf disease of oranges and tangerines, citrus decline, Satsuma dwarf virus, citrus bacterial canker disease, citrus scab, citrus anthracnose, oranges and tangerines foot rot, oranges and tangerines resin disease, oranges and tangerines bleeding disease, Citrus fuliginous, oranges and tangerines powdery mildew, oranges and tangerines fat point maculopathy, oranges and tangerines are intended fat point maculopathy, the red clothing disease of oranges and tangerines, oranges and tangerines felt fungus, oranges and tangerines seedling blight, oranges and tangerines seedling epidemic disease, banana bunchy top disease, Banana Mosaic Disease, research of fusarium wilt disesase of banana, Cercospora musae bacterium leaf spot, the dark two mould leaf spots of spore of banana, the mould leaf spot of the little Dou Shi of banana, banana freckle, Banana Leaf seasonal febrile diseases, banana anthracnose, banana crown rot, wild cabbage bacterial black rot, cottony rot of cabbage, cabbage black rot, black spot of cabbage, wild cabbage brown spot, wild cabbage blastomere disease, wild cabbage virosis, wild cabbage soft rot, wild cabbage is bolting disease in advance, cabbage downy mildew, wild cabbage anthracnose, black leg of cabbage, sugarcane pineapple disease, smut of sugarcane, sugarcane ratoon stunting disease, sugarcane brown streak, sugarcane rust, jowar smut, jowar leaf spot, jowar anthracnose, jowar leaf blight, jowar virosis.
9. thiazole aldoxime ether compound according to claim 1 and agriculturally acceptable auxiliary agent and preparing the purposes in composite anti-plant virus agent, activating plants agent with any one or multiple combination in following commodity antiviral agent, described commodity antiviral agent is selected from: diazosulfide, tiadinil, first thiophene lures amine, 4-methyl isophthalic acid, 2, 3-thiadiazoles-5-formic acid, 4-methyl isophthalic acid, 2, 3-thiadiazoles-5-sodium formiate, 4-methyl isophthalic acid, 2, 3-thiadiazoles-5-ethyl formate, 4-brooethyl-1, 2, 3-thiadiazoles-5-ethyl formate, 4-iodomethyl-1, 2, 3-thiadiazoles-5-ethyl formate, 4-brooethyl-5-methyl isophthalic acid, 2, 3-thiadiazoles, 4-iodomethyl-5-methyl isophthalic acid, 2, 3-thiadiazoles, 4, 4-dibromo methyl isophthalic acid, 2, 3-thiadiazoles-5-ethyl formate, 3, 4-bis-chloroisothiazole-5-formic acid, 3, 4-bis-chloroisothiazole-5-sodium formiate, 3, 4-bis-chloroisothiazole-5-ethyl formate, DL-beta-aminobutyric acid, virazole, antofine, Ningnanmycin, first thiophene lures amine, Whitfield's ointment, cytosintetidemycin, dichloro-isonicotinic acid, allyl isothiazole, well ridge azanol, jingganmycin, the total mass percentage of thiazole aldoxime ether compound according to claim 1 in the composite anti-plant virus agent of gained, activating plants agent is 1%-90%, and the ratio of thiazole aldoxime ether compound according to claim 1 and described commodity antiviral agent is mass percent 1%: 99% to 99%: 1%, described composite anti-plant virus agent, the formulation of activating plants agent is selected from wettable powder, micro-capsule suspension, dispersible body preparation, dispersible solid preparation, seed treatment emulsion, aqueous emulsion, large granula, microemulsion, oil-suspending agent, with the seed of coated pesticidal, water-soluble granule, soluble thick agent, water-dispersible granules, poison grain, aerosol, block poison bait, sustained-release block, dense poison bait, CG/Encapsulated granule, Waterless Seed Dressing pulvis, missible oil, electrostatic spray agent, water-in-oil emulsion, oil-in-water emulsion, smoke candle, granula subtilis, smoke candle, smoke cartridge, smog rod, seed treatment suspension agent, smog sheet, smog ball, granular poison bait, foaming agent, drift pulvis, ointment, thermal fog, the agent of solid-liquid mixing dress, liquid/liquid mixing dress agent, cold mist agent, Gu Gu/mixing dress agent, medicine paint, seed treatment liquor, microgranules, oil-dispersing property pulvis, sheet poison bait, dense jelly, sprinkle and water agent, basting agent, suspension emulsion, film forming finish, soluble powder, seed treatment water solube powder, ultra-low volume suspension agent, follow the trail of pulvis, ultra low volume liquids, steam releasing agent, any one in wet-mixing kind water-dispersible powder, described composite anti-plant virus agent, the plant that activating plants agent is suitable for is selected from paddy, wheat, barley, oat, corn, Chinese sorghum, sweet potato, potato, cassava, soybean, pea-pods, broad bean, pea, mung bean, red bean, cotton, silkworm and mulberry, peanut, rape, sesame, Sunflower Receptacle, beet, sugarcane, coffee, cocoa, ginseng, the bulb of fritillary, rubber, coconut, oil palm, sisal hemp, tobacco, tomato, capsicum, radish, cucumber, Chinese cabbage, celery, hot pickled mustard tube, beet, rape, green onion, garlic, watermelon, muskmelon, hami melon, pawpaw, apple, citrus, peach, tea, wild vegetable, bamboo shoots, hops, pepper, banana, papaya, orchid, potted landscape, the virus disease that described composite anti-plant virus agent, activating plants agent are suitable for is selected from any one in rice dwarf virus disease, yellow dwart, stripe virus disease, fern leaf of tomato viral disease, pepper mosaic virus disease viral disease, tobacco veinal necrosis virus disease, maize dwarf mosaic, cauliflower mosaic virus, oranges and tangerines virus disease, cymbidium mosaic virus, cybidium ring spot virus.
10. thiazole aldoxime ether compound according to claim 1 and agriculturally acceptable auxiliary agent and preparing Compositional acaricide with any one or multiple combination in following commodity miticide and preventing and treating the purposes in plant mites evil, described commodity miticide is selected from azocyclotin, cyhexatin, fenbutatin oxide, three phosphor tins, Zaprawa enolofos, dimethylvinphos, crotoxyphos, SD-1750, heptenopos, Phosdrin, monocrotophos, naled, Chlorpyrifos 94, Pyrimithate, imino-formyl chloride sulphur phosphorus, omethoate, dioxathion, Nialate, Malathion, methacrifos, Phosalone, Volaton, methylpyrimidine sulphur phosphorus, Resitox, sulfotep, triazophos, vamidothion, isocarbophos, acephatemet, propetamphos, dialifos, R-1504, acrinathrin, bifenthrin, cyhalothrin, essence lambda-cyhalothrin, Fenvalerate, flucythrinate, flumethrin, taufluvalinate, brofluthrinate, Bifenazate, fenothiocarb, aldicarb, butocarboxim, oxamyl, Talcord, thiofanox, F-1991, sok, carbofuran, carbosulfan, meta-tolyl-N-methylcarbamate (MTMC), promacyl, formetanate, single carbonamidine, medimeform, amitraz, chlordimeform, peruscabin, bromopropylate, cyflumetofen, acequinocyl, Nissol, flufenoxuron, macro tetrolide, piericidin, thuringiensin, tetranactin, macro tetrolide, Avrmectin, doractin, eprinomectin, ivermectin, selamectin, moxidectin, pyrethrin, nicotine, matrine, nimbin, tubatoxin, tebufenpyrad, pyridaben, fenpyroximate, clofentezine, propargite, hexythiazox, spiral shell mite ester, Fluacrypyrim, Ovotran, propargite, pyridaben, thiazole aldoxime ether compound according to claim 1 is 1%-90% at gained Compositional acaricide total mass percentage in the composition, and thiazole aldoxime ether compound according to claim 1 and the acaricidal ratio of described commodity are mass percent 1%: 99% to 99%: 1%, the formulation of described Compositional acaricide is selected from wettable powder, micro-capsule suspension, dispersible body preparation, dispersible solid preparation, seed treatment emulsion, aqueous emulsion, large granula, microemulsion, oil-suspending agent, with the seed of coated pesticidal, water-soluble granule, soluble thick agent, water-dispersible granules, poison grain, aerosol, block poison bait, sustained-release block, dense poison bait, CG/Encapsulated granule, Waterless Seed Dressing pulvis, missible oil, electrostatic spray agent, water-in-oil emulsion, oil-in-water emulsion, smoke candle, granula subtilis, smoke candle, smoke cartridge, smog rod, seed treatment suspension agent, smog sheet, smog ball, granular poison bait, foaming agent, drift pulvis, ointment, thermal fog, the agent of solid-liquid mixing dress, liquid/liquid mixing dress agent, cold mist agent, Gu Gu/mixing dress agent, medicine paint, seed treatment liquor, microgranules, oil-dispersing property pulvis, sheet poison bait, dense jelly, sprinkle and water agent, basting agent, suspension emulsion, film forming finish, soluble powder, seed treatment water solube powder, ultra-low volume suspension agent, follow the trail of pulvis, ultra low volume liquids, steam releasing agent, any one in wet-mixing kind water-dispersible powder, the plant that described Compositional acaricide is suitable for is selected from paddy, wheat, barley, oat, corn, Chinese sorghum, sweet potato, potato, cassava, soybean, pea-pods, broad bean, pea, mung bean, red bean, cotton, silkworm and mulberry, peanut, rape, sesame, Sunflower Receptacle, beet, sugarcane, coffee, cocoa, ginseng, the bulb of fritillary, rubber, coconut, oil palm, sisal hemp, tobacco, tomato, capsicum, radish, cucumber, Chinese cabbage, celery, hot pickled mustard tube, beet, rape, green onion, garlic, watermelon, muskmelon, hami melon, pawpaw, apple, citrus, peach, tea, wild vegetable, bamboo shoots, hops, pepper, banana, papaya, orchid, potted landscape, the mite evil that described Compositional acaricide is suitable for is selected from the harmful mite of Tetranychidae, Tenuipalpidae, furan line mite, Eriophyidae, tetranychus telarius genus, Eriophyidae, and these evil mites are worldwide Agricultural Mites, forestry harmful mites, gardening evil mite and health evil mite.
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CN106995420B (en) * 2016-01-26 2019-05-31 南开大学 A kind of thiadiazoles oxime ether methoxy base acrylate derivative and its preparation method and application
CN106995417B (en) * 2016-01-26 2019-05-31 南开大学 A kind of isothiazole oxime ether methoxy base acrylate derivative and its preparation method and application
US10906880B2 (en) 2016-01-26 2021-02-02 Nankai University Kind of isothiazole oxime ether-containing strobilurin derivatives and its preparation methods and application
CN107459509A (en) * 2016-06-06 2017-12-12 南开大学 A kind of nitrogenous sulfur-bearing sulfimide derivative and its production and use
CN107459509B (en) * 2016-06-06 2020-09-18 南开大学 Nitrogenous and sulphurous sulfimide derivatives and preparation method and application thereof
CN109717077A (en) * 2019-01-24 2019-05-07 安徽农业大学 A kind of cultural method of China tree callus
CN109717077B (en) * 2019-01-24 2021-11-30 安徽农业大学 Culture method of melia azedarach callus
CN112166734A (en) * 2020-09-18 2021-01-05 海南富友种苗有限公司 Method for soaking and sterilizing seeds of Hami melons

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