CN101921244A - Derivative of 4-methyl-1,2,3-thiadiazole containing 4-(1,1,2,2-tetrafluoroethoxy)-3,5-dichlorobenzene amino and synthesis method and application thereof - Google Patents

Abstract

The invention provides a derivative of 4-methyl-1,2,3-thiadiazole containing 4-(1,1,2,2-tetrafluoroethoxy)-3,5-dichlorobenzene amino and a synthesis method and application thereof. The invention relates to heterocyclic compounds containing 1,2-diazole, in particular to 4-methyl-1,2,3-thiadiazole containing 1,1,2,2-tetrafluoroethoxy, which has the chemical structural general formula shown in the specification. The invention discloses a structural general formula and a synthesis method of the compounds, discloses an application of the compounds used as insecticide, bactericide, anti-plant virus agent and plant activator, discloses a process for mixing the compounds with agriculturally acceptable assistants or synergists to prepare the insecticide, the bactericide, the anti-plant virus agent and the plant activator, discloses an application of the combination of the compounds and commercial insecticide, bactericide, anti-plant virus agent or plant activator for preventing and treating diseases, insect pests and virus diseases in agriculture, forestry and horticulture, and discloses a preparation method of the compounds.

Description

Contain 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the derivative of 3-thiadiazoles and preparation method and use thereof

Technical field

Technical scheme of the present invention relates to the heterogeneous ring compound that contains 1,2-diazole, is specifically related to contain 4-(1,1,2,2-tetrafluoro oxyethyl group)-3,1,2 of 5-dichlorobenzene amido, 3-thiadiazoles derivative.

Background technology

Heterogeneous ring compound is the important source with lead compound of physiologically active, 1,2, the 3-thiadiazoles is the heterogeneous ring compound with wide biological activity, wherein, tiadinil (TDL) and diazosulfide (BTH) all are commercial 1,2,3-thiadiazole plant activator, plant activator are " environment friendly agriculturals " truly, contriver's early-stage Study finds that N-(5-methyl-1,3-thiazole-2-yl)-4-methyl-1,2,3-thiadiazole has good induced activity (ZL 200610013185.5), at present just in industrialization process.

Polycomponent Ugi reaction is a kind of by the four component condensation reactions of the orientation between aldehyde, amine, acid and the isonitrile, in combinatorial chemistry, be widely used, good stereoselectivity is arranged, based on the appropriate design of reactive component functional group, solid state reaction and complete synthesis in be widely used, this reaction has good Atom economy, belong to the Green Chemistry reaction, significant in discovery of guide structure formerly and the optimization.Our early-stage Study is utilized Ugi reaction having carried out exploratory study, synthesized the part new compound, part of compounds has certain induced activity, and part of compounds has certain fungicidal activity, considers physico-chemical property that the F atom is special and to bioactive contribution.Early-stage Study is also found 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 5-dichlorphenamide bulk powder is introduced the new compound (201010198522.9) of having found to have the high reactivity insecticidal activity equally in the lead compound, in order to widen the scope of guide's composition optimizes, the present invention has carried out deep structure to this compounds and has derived under the subsidy of state natural sciences fund (20872071 and 20911120069) and Tianjin natural science fund (10JCZDJC17500), principle from active substructure splicing, (4-(1 to introduce the F atom in target molecule, 1,2,2-tetrafluoro oxyethyl group)-3, the 5-dichlorphenamide bulk powder), and carried out desinsection, the mensuration of sterilization and antiviral and induced activity.

Summary of the invention

Technical problem to be solved by this invention is: the new various 4-of containing (1 are provided; 1; 2; 2-tetrafluoro oxyethyl group)-3; the 4-methyl isophthalic acid of 5-dichlorobenzene amido; 2; the synthetic method of 3-thiadiazoles Hete rocyclic derivatives; provide this compounds to suppress the activity of insect growth; suppress the active of the activity of pathogenic fungi and inducing anti-disease and directly anti-phytoviral activity as activity and the protection activity and the therapeutic activity of the withered spot method of half leaf, provide simultaneously these compounds as agrochemicals at agriculture field; field of forestry; the application of plant protection is carried out in health field and gardening field.

The present invention solves this technical problem the technical scheme that is adopted: have insecticidal activity, fungicidal activity and directly antiviral activity and induced activity contain 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the chemical structure of general formula of 3-thiadiazoles Hete rocyclic derivatives is suc as formula I, and the chemical structure of particular compound sees Table 1:

Wherein: R ₁Be 4-(1,1,2,2-tetrafluoro oxyethyl group)-3,5-dichlorphenamide bulk powder, R ₃During for cyclohexyl, R ₂For be selected from phenyl, Chloro-O-Phenyl, a chloro-phenyl-, rubigan, adjacent fluorophenyl, a fluorophenyl, to the group of fluorophenyl, o-trifluoromethyl phenyl, m-trifluoromethylphenyl, p-trifluoromethyl phenyl, ortho-nitrophenyl base, m-nitro base, p-nitrophenyl, o-methyl-phenyl-, an aminomethyl phenyl, p-methylphenyl, a hydroxy phenyl, p-hydroxybenzene, o-methoxyphenyl, m-methoxyphenyl, p-methoxyphenyl;

R ₁Be 4-(1,1,2,2-tetrafluoro oxyethyl group)-3,5-dichlorphenamide bulk powder, R ₃During for sec.-propyl, R ₂For be selected from phenyl, Chloro-O-Phenyl, a chloro-phenyl-, rubigan, adjacent fluorophenyl, a fluorophenyl, to the group of fluorophenyl, o-trifluoromethyl phenyl, m-trifluoromethylphenyl, p-trifluoromethyl phenyl, ortho-nitrophenyl base, m-nitro base, p-nitrophenyl, o-methyl-phenyl-, an aminomethyl phenyl, p-methylphenyl, a hydroxy phenyl, p-hydroxybenzene, o-methoxyphenyl, m-methoxyphenyl, p-methoxyphenyl;

The 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of the present invention, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the synthetic method of 3-thiadiazoles Hete rocyclic derivatives is as follows:

Wherein: R ₁Be 4-(1,1,2,2-tetrafluoro oxyethyl group)-3,5-dichlorophenyl; R ₂For be selected from phenyl, Chloro-O-Phenyl, a chloro-phenyl-, rubigan, adjacent fluorophenyl, a fluorophenyl, to the group of fluorophenyl, o-trifluoromethyl phenyl, m-trifluoromethylphenyl, p-trifluoromethyl phenyl, ortho-nitrophenyl base, m-nitro base, p-nitrophenyl, o-methyl-phenyl-, an aminomethyl phenyl, p-methylphenyl, a hydroxy phenyl, p-hydroxybenzene, o-methoxyphenyl, m-methoxyphenyl, p-methoxyphenyl; R ₃For being selected from the group of cyclohexyl, sec.-propyl.

Specifically be divided into following steps:

A. contain 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the preparation of 3-thiadiazoles Hete rocyclic derivatives:

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid again, 2,3-thiadiazoles-5-formic acid II, aminated compounds R ₁NH ₂III and aldehyde compound R ₂CHO VI and isonitrile compounds R ₃Each 2 mmole of NC V are with reaction system stirring reaction static placement after 0.5 hour at room temperature, TCL monitoring reaction, after reaction in two days finishes, reaction is if there is solid to generate, then filter solid phase prod, the solid phase prod methanol wash, perhaps use 200～300 order silica gel column chromatographies, eluent is 60～90 degrees centigrade a sherwood oil: ethyl acetate, and according to the difference of product, volume ratio is between 8: 1～1: 5, with the pure product calculated yield of gained, measure fusing point, carry out MS and ¹The mensuration of H NMR is synthesized and is contained 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, and 2, the amount of 3-thiadiazoles Hete rocyclic derivatives enlarges by corresponding proportion or dwindles;

B. contain 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the mensuration that 3-thiadiazoles Hete rocyclic derivatives influences the pathogenic fungi growth activity:

The 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of the present invention, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the measuring method of 3-thiadiazoles Hete rocyclic derivatives fungicidal activity or bacteriostatic activity is as follows:

Adopt thalli growth rate assay method, detailed process is: get 5 milligrams of sample dissolution in an amount of dimethyl formamide, then with containing the medicament that a certain amount of polysorbas20 emulsifier aqueous solution is diluted to 500 mcg/ml, reagent agent is respectively drawn under aseptic condition in 1 milliliter of injection culture dish, add 9 milliliters of substratum more respectively, make 50 mcg/ml pastille flat boards after shaking up, do blank with the flat board that adds 1 milliliter of aqua sterilisa, punch tool with 4 millimeters of diameters cuts the bacterium dish along the mycelia outer rim, move on the pastille flat board, being equilateral triangle puts, every processing repeats 3 times, culture dish is placed on cultivation in 24 ± 1 degrees centigrade of constant incubators, colony diameter to be contrasted expands to 2-3 centimetre of " Invest, Then Investigate " and respectively handles bacterium dish expansion diameter, averages, and relatively calculates relative bacteriostasis rate with blank, comprise frequently seen plants pathogenic bacteria on the various agricultural for the examination bacterial classification, its title and code name comprise AS: tomato early blight bacterium (Alternaria solani); CA: peanut Cercospora bacteria (Cercosporaarachidicola); PP: ring rot of apple bacterium (Physalospora piricola); BC: botrytis cinerea pers (Botrytiscinerea); PS: Rhizoctonia solani Kuhn (Pellicularia sasakii); GZ: fusarium graminearum (Gibberella zeae); PI: phytophthora infestans (Phytophthora infestans (Mont.) de Bary); SS: Sclerotinia sclerotiorum (Sclerotiniasclerotiorum); RC: cereal rhizoctonia (Rhizoctonia cerealis), these pathogenic fungies can be represented the kind of most of pathogenic bacteria of the actual generation in field in China's agriculture production.

C. the 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of the present invention, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the mensuration of 3-thiadiazoles Hete rocyclic derivatives inducing anti-disease activity:

The 4-(1,1,2 that contains of the present invention, 2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the active screening method of 3-thiadiazoles Hete rocyclic derivatives evoking tobacco resisting tobacco mosaic virus (TMV) is as follows: the mensuration of the direct antiviral activity that exsomatizes adopts half leaf method to carry out; The direct antiviral activity of live body is measured and is comprised that protection mensuration active and therapeutic activity adopts frictional inoculation method to carry out; The activity of evoking tobacco resisting tobacco mosaic virus adopts live body to induce the method for frictional inoculation to carry out; It is common cigarette with the seedling age unanimity that live body is induced, 3 basins are one group, cigarette seedling respectively at inoculation pre-treatment in preceding 7 days, processing mode comprises: spray test compound solution 2 to 3 times, each 10 milliliters, or soil treatment, each 10 milliliters, the 7th day frictional inoculation TMV on the tobacco leaf that newly grows, the cigarette seedling is placed its growth optimal temperature and illumination, and cultivation is after 3 days down, and inspection incidence, comprehensive scab number are calculated as follows out the inducing anti-disease toxic effect fruit of test compound to TMV, 3 repetitions are established in each processing, and contrast divides blank and standard chemicals treatment to contrast 2 kinds; Selecting tiadinil (TDL) (purity is greater than 99.5%) is the plant inducing anti-disease activator of standard, simultaneously reference literature Fan Z.J.; Et al.J.Agric.Food Chem., 2010,58 (5): 2630-2636 and Zuo X.; Et al.J.Agric.Food Chem., 2010,58 (5): the method that 2755-2762 describes is carried out the biological activity of compound to protection, passivation, treatment and the withered spot of half leaf of tobacco mosaic virus (TMV):

Wherein, R is the effect of new compound to the anti-TMV of tobacco, unit: %

CK is the average withered spot number of clear water contrast blade, unit: individual

I is the average withered spot number of chemicals treatment rear blade, unit: individual;

D. the 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of the present invention, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I is to the mensuration of small cabbage moth insecticidal activity:

The 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of the present invention, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, I is as follows to the screening method of the insecticidal activity of small cabbage moth for 3-thiadiazoles Hete rocyclic derivatives: adopt the blade medicine embrane method; Sample carries out active primary dcreening operation with 200 mg/litre earlier; Former medicine is earlier with the small amount of acetone dissolving, and with 0.5 ‰ Triton-100 dilution, 0.5 ‰ Triton-100 water are contrast then, and each concentration repeats for 4 times, and about 10 of each re-treatments try worm; Get fresh free of contamination cabbage leaves, in the soup of series concentration gradient, soaked 10 seconds, in indoor dry about 2 hours after, put into the culture dish of 9 centimetres of diameters, insert 2 initial stage in age of the small cabbage moth larva of big or small basically identical respectively; Tighten with bungee and to be placed in the small cabbage moth constant temperature insectary check result and calculation correction mortality ratio after 96 hours or 120 hours; Touching polypide with little writing brush or tweezers, can not coordinated movement be dead; With the positive contrast of young urea of going out.

E. the 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of the present invention, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I is to the mensuration of mosquito larvae insecticidal activity:

The 4-(1 that contains of the present invention, 1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, I is as follows to the screening method of the insecticidal activity of mosquito larvae for 3-thiadiazoles Hete rocyclic derivatives: culex pipiens pallens, its latin name is: Culex pipienspallens, the normal population of indoor feeding; Take by weighing 2.0 milligrams of test compounds in the penicillin medicine bottle, add 10 milliliters of acetone, vibration dissolving sample is mixed with the mother liquor of 200 mcg/ml; Pipette 1 milliliter of mother liquor in 150 ml beakers that fill 89 ml waters, choose mosquito larvae at the beginning of 10 4 ages, pour in the lump in the beaker together with 10 milliliters of feeding liquids, its liquor strength is 2 mcg/ml.It is 25 degrees centigrade of cultivations that the solution of handling well is put into standard treatment chamber maintenance temperature together with the beaker of mosquito larvae, begin check result after 24 hours, add a small amount of mosquito feed and sucking-off tumbler every day, replenish in the beaker 5 milliliters/day of moisture evaporated, all dead or pupate up to mosquito larvae; Most larvas pupated in 8 days; With the aqueous solution that contains 1 milliliter of acetone is blank; With the positive contrast of fluorine bell urea.

The invention has the beneficial effects as follows: the present invention lures amine-one 1 to the plant activator first thiophene with independent intellectual property right; 2; the derivative of 3-thiadiazoles-the carried out optimization of the first guide structure of system; utilize the principle design of active substructure splicing to synthesize serial new compound and the synthetic new compound has been carried out wide biological activity mensuration; measure activity and comprise bacteriostatic activity and inducing anti-disease activity; anti-phytoviral activity (comprises protection; passivation; the treatment and the activity of the withered spot of half leaf) and the mensuration of insecticidal activity; this compounds can be used for agriculture field; field of forestry; the disease of gardening field and health field; the control of insect pest and virus disease; promptly can be used for preparing sterilant; antiviral agent; the plant activator; sterilant and hygienic insecticide also can comprise sterilant with the agricultural chemicals of commodity; hygienic insecticide; sterilant; anti-plant virus agent; the plant activator is used in combination.

The present invention will more specifically describe by specific preparation and biological activity determination embodiment and contain 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, synthetic and the biological activity and the purposes of 3-thiadiazoles Hete rocyclic derivatives, unrestricted the present invention, especially its bioactive research only illustrate but described embodiment only is used for specific description the present invention, rather than the restriction this patent, concrete embodiment is as follows:

Embodiment 1: the synthetic and structure of compound WH-C1 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and phenyl aldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, and standing over night afterreaction system has solid to separate out, and filters and gets thick product with the methanol wash solid, mother liquor is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 10: 3: 2, yield: 40%, fusing point: 178-181 degree centigrade, HR MS (m/z): 619.0955 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.38-7.05 (m, 7H), 6.18 (s, 1H), 6.12-5.85 (t, 1H), 5.372 (d, 1H), 3.87-3.85 (m, 1H), 2.88 (s, 3H), 2.02-1.04 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 2: the synthetic and structure of compound WH-C2 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and 4-chloro-benzaldehyde, cyclohexyl isonitrile 1.9 mmoles at room temperature stirred reaction system 8 hours, it is muddy that standing over night afterreaction system becomes, there is a small amount of white solid to separate out, filters and get thick product, yield: 30% with the methanol wash solid, fusing point: 187-189 degree centigrade, HR MS (m/z): 653.0565 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.38-7.05 (m, 6H), 6.09 (s, 1H), 6.13-5.87 (t, 1H), 5.38 (d, 1H), 3.85-3.83 (m, 1H), 2.87 (s, 3H), 2.01-1.08 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 3: the synthetic and structure of compound WH-C3 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and p-Hydroxybenzaldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, and standing over night, reaction system do not have solid and separate out, reaction mixture concentrates the back and obtains the thick product of white with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 3: 2: 1, yield: 24%, fusing point: 123-125 degree centigrade, HR MS (m/z): 635.0904 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.41 (s, 1H), 6.97 (d, 2H), 6.73 (d, 2H), 6.09 (s, 1H), 6.13-5.87 (t, 1H), 5.63 (s, 1H), 5.43 (d, 1H), 3.85-3.83 (m, 1H), 2.87 (s, 3H), 1.99-1.25 (m, 10H), this compound ¹HNMR is consistent with its chemical structure with the MS data presentation.

Embodiment 4: the synthetic and structure of compound WH-C4 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and o-chlorobenzaldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, mother liquor is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 6: 2: 1, yield: 62%, fusing point: 163-166 degree centigrade, HR MS (m/z): 653.0570 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.43-7.02 (m, 6H), 6.56 (s, 1H), 6.10-5.84 (t, 1H), 5.52 (d, 1H), 3.91-3.87 (m, 1H), 2.87 (s, 3H), 2.06-1.09 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 5: the synthetic and structure of compound WH-C5 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and m chlorobenzaldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, mother liquor is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 6: 1: 1, yield: 40%, fusing point: 119-123 degree centigrade, HRMS (m/z): 655.0539 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.72-7.00 (m, 6H), 6.09 (s, 1H), 6.13-5.87 (t, 1H), 5.43 (d, 1H), 3.89-3.83 (m, 1H), 2.88 (s, 3H), 2.02-1.12 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 6: the synthetic and structure of compound WH-C6 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and Ortho Nitro Benzaldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 7: 1: 6, yield: 25%, fusing point: 189-191 degree centigrade, HR MS (m/z): 664.0806 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.97-7.28 (m, 6H), 6.57 (s, 1H), 6.10-5.84 (t, 1H), 5.61 (d, 1H), 3.87-3.84 (m, 1H), 2.88 (s, 3H), 2.05-1.09 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 7: the synthetic and structure of compound WH-C7 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and m-nitrobenzaldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, the solid of a small amount of white is arranged, filter and use the methanol wash solid, mother liquor is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 4: 1: 2, yield: 40%, fusing point: 214-216 degree centigrade, HR MS (m/z): 664.0812 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 8.19 (d, 1H), 8.14 (d, 1H), 7.67-7.31 (m, 4H), 6.19 (s, 1H), 6.12-5.86 (t, 1H), 5.54 (d, 1H), 3.91-3.81 (m, 1H), 2.90 (s, 3H), 2.04-1.26 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 8: the synthetic and structure of compound WH-C8 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and paranitrobenzaldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 6: 2: 3, yield: 34%, fusing point: 179-181 degree centigrade, HR MS (m/z): 664.0818 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 8.17 (d, 2H), 7.43 (d, 2H), 7.35 (br, 1H), 7.12 (br, 1H), 6.15 (s, 1H), 6.12-5.86 (t, 1H), 5.49 (d, 1H), 3.88-3.86 (m, 1H), 2.89 (s, 3H), 2.03-1.05 (m, 10H), this compound ¹HNMR is consistent with its chemical structure with the MS data presentation.

Embodiment 9: the synthetic and structure of compound WH-C9 is identified

In 50 milliliters of round-bottomed flasks, add 10ml methyl alcohol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and o-methyl-benzene formaldehyde, cyclohexyl isonitrile 1.9 mmoles, with reaction system stirring reaction 8 hours at room temperature, stopped reaction also gets product with 200～300 order silica gel column chromatographies, and eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 6: 1: 3.

Embodiment 10: the synthetic and structure of compound WH-C10 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of a 5-dichlorphenamide bulk powder and a tolyl aldehyde, cyclohexyl isonitrile 1.9 mmoles at room temperature stirred reaction system 8 hours, had a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, yield: 24%, fusing point: 138-140 degree centigrade, HR MS (m/z): 633.1112 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.52-6.88 (m, 6H), 6.14 (s, 1H), 6.12-5.86 (t, 1H), 5.36 (d, 1H), 3.87-3.85 (m, 1H), 2.89 (s, 3H), 2.25 (s, 3H), 2.01-1.10 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 11: the synthetic and structure of compound WH-C11 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and p-tolyl aldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 16: 1: 4, yield: 38%, fusing point: 125-127 degree centigrade, HRMS (m/z): 633.1118 (M+H) ^{+ 1}HNMR (solvent: CDCl ₃, chemical shift): δ 7.52-6.97 (m, 6H), 6.13 (s, 1H), 6.12-5.86 (t, 1H), 5.36 (d, 1H), 3.87-3.83 (m, 1H), 2.88 (s, 3H), 2.30 (s, 3H), 2.00-1.00 (m, 10H), this compound ¹HNMR is consistent with its chemical structure with the MS data presentation.

Embodiment 12: the synthetic and structure of compound WH-C12 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and adjacent fluorobenzaldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 18: 3: 5, yield: 36%, product is a weak yellow liquid, HR MS (m/z): 637.0861 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.31 (d, 1H), 7.08-7.00 (m, 3H), 6.64 (s, 2H), 6.42 (s, 1H), 6.15-5.85 (t, 1H), 5.54 (d, 1H), 3.88-3.87 (m, 1H), 2.88 (s, 3H), 2.04-1.18 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 13: the synthetic and structure of compound WH-C13 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of a 5-dichlorphenamide bulk powder and a fluorobenzaldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 18: 3: 5, yield: 36%, fusing point: 162-164 degree centigrade, HR MS (m/z): 637.0862 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.52-6.92 (m, 3H), 6.10 (s, 1H), 6.13-5.87 (t, 1H), 5.42 (d, 1H), 3.88-3.84 (m, 1H), 2.89 (s, 3H), 2.02-1.040 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 14: the synthetic and structure of compound WH-C14 is identified

In 50 milliliters of round-bottomed flasks, add 10ml methyl alcohol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and p-Fluorobenzenecarboxaldehyde, cyclohexyl isonitrile 1.9 mmoles, with reaction system stirring reaction 8 hours at room temperature, stopped reaction also gets product with 200～300 order silica gel column chromatographies, and eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 2: 1: 1.

Embodiment 15: the synthetic and structure of compound WH-C15 is identified

In 50 milliliters of round-bottomed flasks, add 10ml methyl alcohol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and 2-(Trifluoromethyl) benzaldehyde, cyclohexyl isonitrile 1.9 mmoles, with reaction system stirring reaction 8 hours at room temperature, stopped reaction also gets product with 200～300 order silica gel column chromatographies, and eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 3: 1: 2.

Embodiment 16: the synthetic and structure of compound WH-C16 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and m-trifluoromethyl phenyl aldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate=5: 1, yield: 36%, fusing point: 164-166 degree centigrade, HR MS (m/z): 687.0829 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.60-7.26 (m, 6H), 6.20 (s, 1H), 6.12-5.86 (t, 1H), 5.46 (d, 1H), 3.89-3.87 (m, 1H), 2.90 (s, 3H), 2.04-1.04 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 17: the synthetic and structure of compound WH-C17 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3,5-dichlorphenamide bulk powder and to each 2 mmole of trifluoromethylated benzaldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate=6: 1, yield: 60%, fusing point: 176-178 degree centigrade, HR MS (m/z): 687.0828 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.57-6.96 (m, 6H), 6.15 (s, 1H), 6.12-5.86 (t, 1H), 5.42 (d, 1H), 3.88-3.85 (m, 1H), 2.89 (s, 3H), 2.03-1.12 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 18: the synthetic and structure of compound WH-C18 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and m-hydroxybenzaldehyde, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 12: 2: 5, yield: 39%, fusing point: 191-194 degree centigrade, HR MS (m/z): 635.0904 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.52-6.65 (m, 6H), 6.07 (s, 1H), 6.13-5.87 (t, 1H), 5.47 (d, 1H), 5.28 (d, 1H), 3.85-3.83 (m, 1H), 2.87 (s, 3H), 2.002-1.10 (m, 10H), this compound ¹HNMR is consistent with its chemical structure with the MS data presentation.

Embodiment 19: the synthetic and structure of compound WH-C19 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and O-methoxy phenyl aldehyde, cyclohexyl isonitrile 1.9 mmoles at room temperature stirred reaction system 8 hours, had a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, yield: 33%, fusing point: 144-145 degree centigrade, HR MS (m/z): 649.1061 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.30-6.79 (m, 6H), 6.43 (s, 1H), 6.11-5.84 (t, 1H), 5.38 (d, 1H), 3.89-3.87 (m, 1H), 2.80 (s, 3H), 2.88 (s, 3H), 2.01-1.02 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 20: the synthetic and structure of compound WH-C20 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and NSC 43794, cyclohexyl isonitrile 1.9 mmoles, filtration is also used methanol wash, and reaction system was at room temperature stirred 8 hours, there is a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is volume ratio with 200～300 order silica gel column chromatographies, eluent, 60～90 degrees centigrade sherwood oil: ethyl acetate=5: 1, yield: 27%, fusing point: 116-118 degree centigrade, HRMS (m/z): 649.1063 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.52-6.61 (m, 6H), 6.13 (s, 1H), 6.13-5.86 (t, 1H), 5.44 (d, 1H), 3.89-3.85 (m, 1H), 3.69 (s, 3H), 2.88 (s, 3H), 2.01-1.33 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 21: the synthetic and structure of compound WH-C21 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and aubepine, cyclohexyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 5: 1: 1, yield: 74%, fusing point: 152-155 degree centigrade, HR MS (m/z): 649.1060 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.52-6.77 (m, 6H), 6.13 (s, 1H), 6.13-5.87 (t, 1H), 5.38 (d, 1H), 3.86-3.83 (m, 1H), 3.77 (s, 3H), 2.88 (s, 3H), 2.01-1.07 (m, 10H), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 22: the synthetic and structure of compound WH-E1 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and paranitrobenzaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 5: 1: 1, yield: 34%, fusing point: 153-155 degree centigrade, HR MS (m/z): 646.0312 (M+Na) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 8.17 (d, 2H, J=8.4Hz), 7.43 (d, 2H, J=8.4Hz), 6.13 (s, 1H), 6.00-5.46 (t, 1H), 5.45 (d, 1H, J=7.6Hz), and 4.23-4.15 (m, 1H), 2.90 (s, 3H), 1.24 (d, 2H, J=6.4Hz), 1.14 (d, 2H, J=6.4Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 23: the synthetic and structure of compound WH-E2 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and o-methyl-benzene formaldehyde, sec.-propyl isonitrile 1.9 mmoles at room temperature stirred reaction system 8 hours, had a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, yield: 23%, fusing point: 185-187 degree centigrade, HRMS (m/z): 593.0799 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.52-6.77 (m, 6H), 6.50 (s, 1H), 6.11-5.85 (t, 1H), 5.31 (d, 1H, J=7.6Hz), 4.23-4.18 (m, 1H), 2.89 (s, 3H), 2.44 (s, 3H), 1.22 (d, 3H, J=6.4Hz), 1.35 (d, 3H, J=6.8Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 24: the synthetic and structure of compound WH-E3 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of a 5-dichlorphenamide bulk powder and a tolyl aldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 4: 1: 2, yield: 34%, fusing point: 136-139 degree centigrade, HR MS (m/z): 593.0807 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.52-6.88 (m, 6H), 6.13 (s, 1H), 6.13-5.86 (t, 1H), 5.33 (d, 1H, J=7.6Hz), 4.20-4.15 (m, 1H), 2.89 (s, 3H), 2.45 (s, 3H), 1.21 (d, 3H, J=6.4Hz), 1.114 (d, 3H, J=6.8Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 25: the synthetic and structure of compound WH-E4 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and p-tolyl aldehyde, sec.-propyl isonitrile 1.9 mmoles at room temperature stirred reaction system 8 hours, had a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, yield: 42%, fusing point: 160-163 degree centigrade, HR MS (m/z): 593.0808 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.52-6.97 (m, 6H), 6.13 (s, 1H), 6.12-5.87 (t, 1H), 5.35 (d, 1H, J=7.6Hz), 4.19-4.14 (m, 1H), 2.88 (s, 3H), 2.30 (s, 3H), 1.20 (d, 3H, J=6.4Hz), 1.113 (d, 3H, J=6.4Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 26: the synthetic and structure of compound WH-E5 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and phenyl aldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 4: 1: 1, yield: 31%, fusing point: 144-146 degree centigrade, HR MS (m/z): 579.0642 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.52-6.88 (m, 7H), 6.13 (s, 1H), 6.13-5.86 (t, 1H), 5.33 (d, 1H, J=7.6Hz), 4.20-4.15 (m, 1H), 2.89 (s, 3H), 1.21 (d, 3H, J=6.4Hz), 1.114 (d, 3H, J=6.4Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 27: the synthetic and structure of compound WH-E6 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and Ortho Nitro Benzaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 4: 1: 2, yield: 25%, fusing point: 103-105 degree centigrade, HRMS (m/z): 624.0493 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.96-7.26 (m, 6H), 6.56 (s, 1H), 6.10-5.84 (t, 1H), 5.63 (d, 1H, J=7.6Hz), 4.19-4.14 (m, 1H), 2.88 (s, 3H), 1.24 (d, 3H, J=6.8Hz) 1.12 (d, 3H, J=6.4Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 28: the synthetic and structure of compound WH-E7 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and m-nitrobenzaldehyde, sec.-propyl isonitrile 1.9 mmoles, begin most to have small amount of crystal to produce, after reaction system at room temperature stirred, crystal disappeared, and reaction system was at room temperature continued to stir 8 hours, the adularescent solid is separated out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is volume ratio with 200～300 order silica gel column chromatographies, eluent, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 3: 1: 2, yield: 31%, fusing point: 127-130 degree centigrade, HR MS (m/z): 624.0485 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 8.20-7.00 (m, 6H), 6.17 (s, 1H), 6.13-5.86 (t, 1H), 5.48 (d, 1H, J=7.6Hz), 4.21-4.16 (m, 1H), 2.91 (s, 3H), 1.25 (d, 3H, J=6.8Hz), 1.14 (d, 3H, J=6.4Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 29: the synthetic and structure of compound WH-E8 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and adjacent fluorobenzaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 8: 1: 2, yield: 31%, fusing point: 145-148 degree centigrade, HR MS (m/z): 597.0548 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.32-7.00 (m, 6H), 6.40 (s, 1H), 6.11-5.84 (t, 1H), 5.48 (d, 1H, J=7.6Hz), 4.21-4.17 (m, 1H), 2.88 (s, 3H), 1.24 (d, 3H, J=6.8Hz), 1.151 (d, 3H, J=6.8Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 30: the synthetic and structure of compound WH-E9 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of a 5-dichlorphenamide bulk powder and a fluorobenzaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 8: 1: 2, yield: 39%, fusing point: 121-123 degree centigrade, HRMS (m/z): 597.0552 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.30-6.92 (m, 6H), 6.08 (s, 1H), 6.13-5.87 (t, 1H), 5.38 (d, 1H, J=7.6Hz), 4.20-4.14 (m, 1H), 2.89 (s, 3H), 1.22 (d, 3H, J=6.8Hz), 1.13 (d, 3H, J=6.8Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 31: the synthetic and structure of compound WH-E10 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and p-Fluorobenzenecarboxaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 8: 1: 2, yield: 45%, fusing point: 153-155 degree centigrade, HR MS (m/z): 597.0546 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.30-6.97 (m, 6H), 6.11 (s, 1H), 6.11-5.86 (t, 1H), 5.35 (d, 1H, J=7.6Hz), 4.19-4.13 (m, 1H), 2.88 (s, 3H), 1.22 (d, 3H, J=6.8Hz), 1.12 (d, 3H, J=6.4Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 32: the synthetic and structure of compound WH-E11 is identified

In 50 milliliters of round-bottomed flasks, add 10ml methyl alcohol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and 2-(Trifluoromethyl) benzaldehyde, sec.-propyl isonitrile 1.9 mmoles, with reaction system stirring reaction 8 hours at room temperature, stopped reaction also gets product with 200～300 order silica gel column chromatographies, and eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate: methylene dichloride is 6: 2: 3.

Embodiment 33: the synthetic and structure of compound WH-E12 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and m-trifluoromethyl phenyl aldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate=6: 1, yield: 53%, fusing point: 134-135 degree centigrade, HR MS (m/z): 669.0335 (M+Na) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.30-6.92 (m, 6H), 6.08 (s, 1H), 6.13-5.87 (t, 1H), 5.38 (d, 1H, J=7.6Hz), 4.20-4.14 (m, 1H), 2.89 (s, 3H), 1.22 (d, 3H, J=6.4Hz), 1.13 (d, 3H, J=6.8Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 34: the synthetic and structure of compound WH-E13 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3,5-dichlorphenamide bulk powder and to each 2 mmole of trifluoromethylated benzaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate=6: 1, yield: 48%, fusing point: 126-128 degree centigrade, HR MS (m/z): 669.0335 (M+Na) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.56 (d, 2H, J=8.4Hz), 7.31 (d, 2H, J=8.0Hz), 6.13 (s, 1H), 6.00-5.86 (t, 1H), 5.39 (d, 1H, J=7.6Hz), and 4.22-4.16 (m, 1H), 2.90 (s, 3H), 1.23 (d, 3H, J=6.8Hz), 1.134 (d, 3H, J=6.4Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 35: the synthetic and structure of compound WH-E14 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of a 5-dichlorphenamide bulk powder and a hydroxyl formaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate=4: 1, yield: 54%, fusing point: 140-142 degree centigrade, HR MS (m/z): 617.0411 (M+Na) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.15 (t, 3H), 6.79 (m, 1H), 6.67 (m, 2H), 6.13-5.87 (t, 1H), 6.04 (s, 1H), 5.45 (d, 1H, J=7.6Hz), 4.22-4.13 (m, 1H), 2.99 (s, 1H), 2.87 (s, 1H), 1.20 (d, 3H, J=6.4Hz), 1.11 (d, 3H, J=6.4Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 36: the synthetic and structure of compound WH-E15 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and p-Hydroxybenzaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate=3: 1, yield: 43%, fusing point: 106-108 degree centigrade, HR MS (m/z): 617.0411 (M+Na) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 6.97 (d, 2H, J=8.4Hz), 6.73 (d, 2H, J=8.4Hz), 6.13-5.87 (t, 1H), 6.08 (s, 1H), 5.38 (d, 1H, J=7.6Hz), 5.36 (s, 1H), 4.18-4.13 (m, 1H) 2.88 (s, 3H), 1.20 (d, 3H, J=6.4Hz), 1.11 (d, 3H, J=6.4Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 37: the synthetic and structure of compound WH-E16 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and o-chlorobenzaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate=10: 1, yield: 17%, fusing point: 163-165 degree centigrade, HR MS (m/z): 613.0249 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.30-6.92 (m, 6H), 6.08 (s, 1H), 6.13-5.87 (t, 1H), 5.38 (d, 1H, J=7.6Hz), 4.20-4.14 (m, 1H), 2.89 (s, 3H), 1.22 (d, 3H, J=6.8Hz) 1.13 (d, 3H, J=6.8Hz), this compound ¹HNMR is consistent with its chemical structure with the MS data presentation.

Embodiment 38: the synthetic and structure of compound WH-E17 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and m chlorobenzaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate=10: 1, yield: 17%, fusing point: 128-130 degree centigrade, HR MS (m/z): 635.0072 (M+Na) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.31 (d, 2H, J=8Hz), 7.22 (t, 2H), 7.00 (d, 2H, J=7.6Hz), 6.14-5.86 (t, 1H), 6.07 (s, 1H), 5.39 (d, 2H, J=7.6Hz), 4.19-4.14 (m, 1H) 2.89 (s, 3H), 1.22 (d, 3H, J=6.8Hz), 1.13 (d, 3H, J=6.8Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 39: the synthetic and structure of compound WH-E18 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and 4-chloro-benzaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate=3: 1, yield: 21%, fusing point: 177-179 degree centigrade, HR MS (m/z): 613.0252 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.30-6.92 (m, 6H), 6.08 (s, 1H), 6.13-5.87 (t, 1H), 5.38 (d, 1H, J=7.6Hz), 4.20-4.14 (m, 1H), 2.89 (s, 3H), 1.22 (d, 3H, J=6.4Hz), 1.13 (d, 3H, J=6.4Hz), this compound ¹HNMR is consistent with its chemical structure with the MS data presentation.

Embodiment 40: the synthetic and structure of compound WH-E19 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and O-methoxy formaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system was at room temperature stirred 8 hours, have a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, filtrate is with 200～300 order silica gel column chromatographies, eluent is a volume ratio, 60～90 degrees centigrade sherwood oil: ethyl acetate=3: 1, yield: 42%, fusing point: 184-185 degree centigrade, HR MS (m/z): 609.0748 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.30-6.79 (m, 6H), 6.41 (s, 1H), 6.10-5.84 (t, 1H), 5.35 (d, 1H, J=7.6Hz), 4.23-4.14 (m, 1H), 3.79 (s, 3H), 2.88 (s, 3H), 1.20 (d, 3H, J=6.4Hz), 1.12 (d, 3H, J=6.4Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 41: the synthetic and structure of compound WH-E20 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, each 2 mmole of 5-dichlorphenamide bulk powder and meta-methoxy formaldehyde, sec.-propyl isonitrile 1.9 mmoles, reaction system at room temperature stirred 8 hours after, leave standstill and separate out solid, filter and get product with methanol wash, yield: 22%, fusing point: 121-122 degree centigrade, HR MS (m/z): 609.0748 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.21 (t, 3H), 6.84 (m, 1H), 6.71 (d.1H, J=7.6Hz), 6.61 (s, 1H), 6.14-5.86 (t, 1H), 5.36 (d, 1H, J=7.6Hz), 4.20-4.14 (m, 1H), 3.69 (s, 3H), 2.89 (s, 3H), 1.21 (d, 3H, J=6.8Hz), 1.12 (d, 3H, J=6.4Hz), this compound ¹HNMR is consistent with its chemical structure with the MS data presentation.

Embodiment 42: the synthetic and structure of compound WH-E21 is identified

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid then, 2,3-thiadiazoles-5-formic acid, 4-(1,1,2,2-tetrafluoro oxyethyl group)-3,5-dichlorphenamide bulk powder and to each 2 mmole of methoxyl group formaldehyde, sec.-propyl isonitrile 1.9 mmoles at room temperature stirred reaction system 8 hours, had a small amount of white solid to separate out in the standing over night afterreaction system, filter and get thick product with the methanol wash solid, yield: 22%, fusing point: 141-143 degree centigrade, HR MS (m/z): 609.0750 (M+H) ^{+ 1}H NMR (solvent: CDCl ₃, chemical shift): δ 7.30-6.78 (m, 6H), 6.11 (s, 1H), 6.13-5.87 (t, 1H), 5.36 (d, 1H, J=7.6Hz), 4.19-4.13 (m, 1H), 3.77 (s, 3H), 2.88 (s, 3H), 1.20 (d, 3H, J=6.4Hz), 1.114 (d, 3H, J=6.4Hz), this compound ¹H NMR is consistent with its chemical structure with the MS data presentation.

Embodiment 43: 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the antibacterial or fungicidal activity of 3-thiadiazoles Hete rocyclic derivatives I of containing of the present invention

The title and the code name of the frequently seen plants pathogenic fungi of the present invention's test comprise AS: tomato early blight bacterium (Alternariasolani); BC: botrytis cinerea pers (Botrytis cinerea); CA: peanut Cercospora bacteria (Cercospora arachidicola); GZ: fusarium graminearum (Gibberella zeae); PI: phytophthora infestans (Phytophthora infestans (Mont.) deBary); PP: ring rot of apple bacterium (Physalospora piricola); PS: Rhizoctonia solani Kuhn (Pellicularia sasakii); SS: Sclerotinia sclerotiorum (Sclerotinia sclerotiorum); RC: cereal rhizoctonia (Rhizoctonia cerealis), these bacterial classifications have good representativeness, can represent the kind of most of pathogenic bacteria that the field takes place in the agriculture production.Thalli growth rate method measurement result sees Table 2, table 2 shows, when 50 mcg/ml, synthetic majority of compounds of the present invention all has fungicidal activity in various degree, and the similar positive control medicament young urea that goes out does not almost have fungicidal activity, and especially outstanding is the fungicidal activity of synthetic compound WH-C12 of the present invention to AS; WH-C15 is to the fungicidal activity of BC; WH-C1, WH-C5, WH-C11, WH-C12 are to the fungicidal activity of PP; WH-C15 is to the fungicidal activity of PS; WH-C2, WH-C6, WH-C14, WH-C17, WH-E1, WH-E3, WH-E12, WH-E13, WH-C15, WH-E16, WH-E18, WH-E19 are to the fungicidal activity of SS; WH-C12, WH-C14, WH-C15, WH-E15 all are higher than 60% to the fungicidal activity of RC, also be higher than under the same terms the positive control medicament activity of young urea of going out to corresponding pathogenic fungi, therefore, this compounds has shown fungicidal activity preferably, illustrates that this compounds also has the better prevention effect to disease in pest control.

Embodiment 44: 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the antiviral activity of 3-thiadiazoles Hete rocyclic derivatives I of containing of the present invention

Because the quantity of compound is many, the mensuration of antiviral activity is carried out at twice, twice measurement result shows, synthetic of the present invention contains 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives has the anti-phytoviral activity and the activity of inducing plant Antiphytoviral preferably preferably, and the antiviral activity of C series and the measurement result of induced activity see Table 3, and table 3 shows, the plant inducing anti-disease activator tiadinil of standard has the activity of good protection and passivation TMV, well evoking tobacco produces the resistance to TMV, but the antiviral agent virazole has well directly antiviral activity, but does not almost have induced activity; The 4-(1 that contains of the present invention, 1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives partly has the activity of direct anti-TMV preferably, WH-C16 and WH-C20 have good protection activity, and WH-C1, WH-C2, WH-C5, WH-C6, WH-C8, WH-C20 have significant inactivate activity, and WH-C1, WH-C2, WH-C3, WH-C8, WH-C10, WH-C12, WH-C14, WH-C16, WH-C17 have good therapeutic activity; WH-C1, WH-C4, WH-C10, WH-C13, WH-C17, WH-C18, WH-C19, WH-C21 have good induced activity; WH-C3, WH-C5, WH-C7, WH-C10, WH-C12, WH-C13, WH-C17, WH-C18 and WH-C19 have the withered spot activity of good half leaf, with contrast medicament virazole quite or be higher than the activity of virazole.The antiviral activity of E series and the measurement result of induced activity see Table 4, and table 4 shows, the protection of WH-E5 and WH-E8 active with the contrast medicament quite or be higher than the contrast medicament; The inactivate activity of WH-E1, WH-E5, WH-E6, WH-E7, WH-E8, WH-E12, WH-E14, WH-E18 and WH-E20 and contrast medicament are quite or be higher than the contrast medicament; The therapeutic activity of WH-E12, WH-E13 and WH-E18 and contrast medicament are quite or be higher than the contrast medicament; The induced activity of WH-E10 and WH-E19 and contrast medicament are quite or be higher than the contrast medicament; WH-E3, WH-E4, WH-E6, WH-E7 and WH-E10 have the withered spot activity of good half leaf, with contrast medicament virazole quite or be higher than the activity of virazole.Twice measurement result finds that other compounds all have in various degree directly antiviral activity and induced activity.The half leaf method determination of activity is the result show, the antiviral activity of C of the present invention series and E series compound under 500 μ g/mL all with virazole quite or be higher than virazole.Above-mentioned activity good or active fine be meant its activity greater than or be far longer than the activity of positive control medicament commercially available medicine agent TDL, virazole or Ningnanmycin, therefore, part of compounds of the present invention has significant Antiphytoviral and inducing plant and produces the effect that viral diseases of plants is produced resistance.

Can know from the basic principles of chemistry, contain 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, thus 3-thiadiazoles Hete rocyclic derivatives can produce 4-methyl isophthalic acid, 2 from the carbonyl fracture in plant with after the water molecules effect, 3-thiadiazoles-5-formic acid, confirm also that by relevant software prediction and test compound of the present invention can produce 4-methyl isophthalic acid, 2,3-thiadiazoles-5-formic acid in the degraded of plant materials intracellular metabolite, bibliographical information confirms the 4-methyl isophthalic acid, 2,3-thiadiazoles-5-formic acid has the resistance of inducing plant generation to the phytopathy original, can be used in the control of Plant diseases and viral diseases of plants, therefore, compound of the present invention can be used in Antiphytoviral medicament or inducing plant Antiphytoviral medicaments preparation.

Embodiment 45: 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the insecticidal activity of 3-thiadiazoles Hete rocyclic derivatives I of containing of the present invention

Synthetic new compound WH-C3 of the present invention, WH-C15, WH-C20 have extraordinary desinsection to mosquito larvae and live, and its activity insecticidal activity with positive control medicament fluorine bell urea under 2 μ g/mL concentration is suitable, has all reached 100% (table 5); Reduce the active test well afoot of concentration.Synthetic new compound of the present invention all has in various degree insecticidal activity to small cabbage moth under 200 μ g/mL concentration, WH-C2, WH-C3, WH-C5, WH-C7, WH-C8, WH-C12, WH-C17 and WH-C18 and WH-E5, WH-E8, WH-E9 and WH-E10 to the activity of small cabbage moth and positive control medicament go out young urea insecticidal activity quite or be higher than the go out insecticidal activity (table 5) of young urea of positive control medicament;

Embodiment 46: the 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of the present invention, and the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I and antiviral agent are combined in the application in control agricultural and forestry and the gardening plant virus disease

Contain 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I and existing Antiphytoviral medicament diazosulfide, tiadinil, the 4-methyl isophthalic acid, 2,3-thiadiazoles-5-formic acid, the 4-methyl isophthalic acid, 2,3-thiadiazoles-5-sodium formiate, the 4-methyl isophthalic acid, 2,3-thiadiazoles-5-ethyl formate, 5-brooethyl-1,2,3-thiadiazoles-4-ethyl formate, 5-iodomethyl-1,2,3-thiadiazoles-4-ethyl formate, 4-methyl-5-brooethyl-1,2, the 3-thiadiazoles, 4-methyl-5-iodomethyl-1,2, the 3-thiadiazoles, 5,5-dibromo methyl isophthalic acid, 2,3-thiadiazoles-4-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, the 3-thiadiazoles, 4-iodomethyl-5-methyl isophthalic acid, 2, the 3-thiadiazoles, 4,4-dibromo methyl isophthalic acid, 2,3-thiadiazoles-5-ethyl formate, the DL-beta-aminobutyric acid, virazole, antofine, Ningnanmycin, tisocromide, the first thiophene lures amine or Whitfield's ointment, cytosintetidemycin, dichloro-isonicotinic acid, any 1 or 2 compound combinations in the allyl isothiazole; Be used to prevent and treat Agricultural pests such as Asiatic migrotory locust, clouding car locust, Chinese rice grasshopper, Patanga japonica (l.Bol.), single thorn mole cricket, the east mole cricket, rice thrips, onion thrips, greenhouse thrips, haplothrips aculeatus, Mai Jian manages 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, the flat angle of sugarcane 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, the hard a red-spotted lizard of Korea's ball, pear lace bug, the banana lace bug, thin corner piece stinkbug, little minute pirate bugs, 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, the apple Spilonota lechriaspis, brown belt length leaf roller, intend smaller apple leaf roller, striped rice borer, bean-pod borer, Pyrausta nubilalis (Hubern)., yellow rice borer, Oeobia undalis, Cnaphalocrocis medinali(rice leaf roller), the 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, big cutworm, yellow cutworm, steal poison moth, gypsymoth, palaearctic sweet potato, greenish brown hawk moth, the straight burr rice hesperiidae, pelopidas mathias, the oranges and tangerines swallowtail butterfly, Common Mormon, small white, pyrameis indica, the yellow a kind of butterfly harmful to crop plants of ramie, the beans blister beetle, the 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, the verdigris different beetle, black dull cockchafer, holotrichia oblita, mulberry borer, longicorn beetle, nadezhdiella cantori, pink neck longicorn, big 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, the yellowish leukorrhea ichneumon wasp, armyworm white star ichneumon wasp, corn earworm is hanged the cocoon ichneumon wasp, bollworm tooth lip ichneumon wasp, snout moth's larva stain wart ichneumon wasp, mosquito, fly, horsefly, wheat midge, contarinia tritici, pachydiplosis oryzae, citrus fruit fly, the melon trypetid, the latent fly of wheat leaf ash, Americal rice leaf miner, the black fly of diving of beans stalk, frit fly, plant fly, onion fly, the radish fly, full skirt chases after posts fly, Pyrausta nubilalis (Hubern). is strict posts fly, armyworm lacks the harm that must post insect pests such as fly; Can also produce resistance or inducing plant to viral diseases of plants and produce resistance virus disease and fungal disease, especially the anti-TMV of evoking tobacco or be used for directly preventing and treating the activity of TMV is used for the inductive plant and comprises paddy, wheat, barley, oat, corn, Chinese sorghum, sweet potato, potato, cassava, soybean, broad bean, pea, mung bean, red bean, cotton, silkworm and mulberry, peanut, rape, sesame, Sunflower Receptacle, beet, sugarcane, coffee, cocoa, genseng, the bulb of fritillary, rubber, coconut, oil palm, sisal hemp, tobacco, melon, really, tea, wild vegetable, bamboo shoots, hops, agriculturals such as pepper, gardening, economical, plants such as forestry; The use of these compositions makes the immunizing power of crop self be improved, and has induced the control of plant generation to viral diseases of plants when producing the control of insect especially infection insect; Also can produce the direct prevention effect of virus disease; Therefore, these compositions can be used for Antiphytoviral medicament and inducing plant Antiphytoviral medicaments preparation and purposes.The 4-(1,1,2 that contains of the present invention, 2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the total quality percentage composition of 3-thiadiazoles Hete rocyclic derivatives I in composition is 1%-90%, the 4-(1,1,2 that contains of the present invention, 2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the ratio of 3-thiadiazoles Hete rocyclic derivatives I and commercially available agricultural chemical is mass percent 1%: 99% to 99%: 1%; The formulation of composition processing is selected from wettable powder, sustained release dosage, pulvis, micro-capsule suspension, can disperse in dense dose, seed treatment emulsion, aqueous emulsion, big granula, granule, microemulsion, oil-suspending agent, finish, the seed with coated pesticidal, suspended emulsion agent, water-soluble granule, soluble thick agent, water-dispersible granules any one; All show addition or synergism between these compositions, when keeping insecticidal activity, the effect that its antiviral activity all uses separately greater than any one compound; Find no the composition of antagonistic action, the drug effect lasting period of composition is long.

Can know from the basic principles of chemistry, contain 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, thereby 3-thiadiazoles Hete rocyclic derivatives I can produce the 4-methyl isophthalic acid from the carbonyl fracture in plant with after the water molecules effect, 2,3-thiadiazoles-5-formic acid confirms also that by relevant software prediction and test compound of the present invention can produce the 4-methyl isophthalic acid in the degraded of plant materials intracellular metabolite, 2,3-thiadiazoles-5-formic acid, bibliographical information confirms 4-methyl isophthalic acid, 2,3-thiadiazoles-5-formic acid has the resistance of inducing plant generation to the phytopathy original, can be used in the control of Plant diseases and viral diseases of plants.Therefore, these compositions can also be used to prepare Antiphytoviral medicament and inducing plant Antiphytoviral medicament.

The staple crop that these compositions are suitable for comprises that cereal crop (comprise paddy, wheat, barley, oat, corn, millet, Chinese sorghum etc.), tuber crops (comprise sweet potato, potato, cassava etc.), legume crop (comprises soybean, broad bean, pea, mung bean, red bean etc.) and fibre crops (cotton, crudefiber crop, silkworm and mulberry etc.), oil crops (peanut, rape, sesame, soybean, Sunflower Receptacle etc.), sugar crop (beet, sugarcane etc.), beverage crops (tealeaves, coffee, cocoa etc.), hobby crop (tobacco leaf etc.), medicinal crop (genseng, the bulb of fritillary etc.), tropical crops (rubber, coconut, oil palm, sisal hemp etc.) food crop and fruit such as, flowers, oil plant, sugar material and cotton, fiber crops, tea, tobacco, cash crop and plantation melons such as Chinese medicinal materials, really, tea, silkworm and mulberry, vegetables (containing various wild vegetable etc.), bamboo shoots, flowers and ornamental plant, hops, medicinal material, pepper, garden crop such as tobacco (flue-cured tobaccos such as seedling and other garden crops, air-curing of tobacco leaves, suncured tabacco), vegetables, (tomato, capsicum, radish, cucumber, Chinese cabbage, celery, hot pickled mustard tube, beet, rape, green onion, garlic etc.), melon (watermelon, muskmelon, hami melon, pawpaw etc.), beans (soybean, broad bean, pea-pods etc.), potato, wheat, corn, paddy rice, peanut, fruit tree, (apple, banana, citrus, peach, papaya), flowers (as orchid), potted landscape etc.; Virus disease comprises tobacco mosaic virus disease, various melon virus diseases, various solanberry viroid diseases, the beans virus disease, the Cruciferae virus disease, the grain and oil crop virus disease, cotton virus disease and various fruit tree virus diseases etc. wherein endanger serious mainly containing: tobacco virus, peppery pimento virus disease, tomato virus disease, Chinese cabbage virus disease, the paddy rice virus disease comprises rice dwarf virus disease, yellow dwart, stripe virus disease, the fern leaf of tomato viral disease, sick and the tobacco veinal necrosis virus disease of chilli pepper mosaic virus, the corn short mosaic disease, cauliflower mosaic virus, the oranges and tangerines virus disease, cymbidium mosaic virus, cybidium ring spot virus etc.Embodiment 47: the 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of the present invention, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the application in 3-thiadiazoles Hete rocyclic derivatives I and sterilant combination control agricultural and forestry and the gardening plant disease

Bioassay results shows; Of the present invention all contain 4-(1; 1; 2; 2-tetrafluoro ethyoxyl)-3; The 4-methyl isophthalic acid of 5-dichloroanilino; 2; 3-thiadiazoles Hete rocyclic derivatives I and existing bactericide such as diazosulfide; Tiadinil; Tisocromide; The first thiophene lures amine; The 4-methyl isophthalic acid; 2; 3-thiadiazoles-5-formic acid; The 4-methyl isophthalic acid; 2; 3-thiadiazoles-5-sodium formate; The 4-methyl isophthalic acid; 2; 3-thiadiazoles-5-Ethyl formate; 5-bromomethyl-1; 2; 3-thiadiazoles-4-Ethyl formate; 5-iodomethyl-1; 2; 3-thiadiazoles-4-Ethyl formate; 4-methyl-5-bromomethyl-1; 2; The 3-thiadiazoles; 4-methyl-5-iodomethyl-1; 2; The 3-thiadiazoles; 5; 5-dibromo methyl isophthalic acid; 2; 3-thiadiazoles-4-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; The 3-thiadiazoles; 4-iodomethyl-5-methyl isophthalic acid; 2; The 3-thiadiazoles; 4; 4-dibromo methyl isophthalic acid; 2,3-thiadiazoles-5-Ethyl formate; The DL-beta-aminobutyric acid; Virazole; Antofine; Ningnanmycin; Tisocromide; The first thiophene lures amine or salicylic acid; Frost urea cyanogen; Thiram; Ziram; Mancozeb; Aliette; Thiophanate-methyl; Bravo; The enemy can be loose; Procymidone; Fenpropidin; Thiophanate methyl; Thiophanate; Metalaxyl-M; Salicylic acid; Flumorph; Dimethomorph; Efficient metalaxyl; Efficient M 9834; Two chlorine zarilamids; Flusulfamide; The first flusulfamide; Thiophene fluorine bacterium amine; Flutolanil; Tecloftalam; Ring propionyl bacterium amine; Cyflufenamid; Fenhexamid; Zarilamid; Silthiopham; Furametpyr; The 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; Alkene azoles alcohol; Efficient alkene azoles alcohol; Epoxiconazole; RH-7592; Fluquinconazole; Flusilazole; Flutriafol; Own azoles alcohol; Glyoxalin; Plant the 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; The 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; The 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; The 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; Bravo; 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 hot salt of biguanides; Iminoctadine; Botran; The benzene flusulfamide; The 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; Other known any any one or two kinds that can be used as in the bactericide such as allyl isothiazole are used in combination; The 4-(1,1,2 that contains of the present invention, 2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the total quality percentage composition of 3-thiadiazoles Hete rocyclic derivatives I in composition is 1%-90%, the 4-(1,1,2 that contains of the present invention, 2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the ratio of 3-thiadiazoles Hete rocyclic derivatives I and commercially available agricultural chemical is mass percent 1%:99% to 99%:1%; The prevention effect of medicament is good, and these compositions have certain synergism and summation action, does not find to have the composition of antagonistic action; Above-mentioned composition can be used for the control of agricultural plants disease and gardening plant disease, controlling object comprises surplus the Achyla, Aphanomyces, pythium, phytophthora, Sclerospora, Plasmopara, false Peronospora, Peronospora of Oomycete etc. 20 and to belong to the disease that produces, as other diseases of plurality of cereals crop, cash crop, gardening plant and forestry plants such as seedling blight of rice, tomato root rot, the late blight of potato, black shank, millet Powdery Mildew, downy mildew of garpe, downy mildew of lettuce, cucumber downy mildew, cucumber anthracnose etc.; The formulation of composition processing is selected from wettable powder, sustained release dosage, pulvis, micro-capsule suspension, can disperse in dense dose, seed treatment emulsion, aqueous emulsion, big granula, granule, microemulsion, oil-suspending agent, finish, the seed with coated pesticidal, suspended emulsion agent, water-soluble granule, soluble thick agent, water-dispersible granules any one.

The crop that these compositions are suitable for comprises that cereal (comprises paddy, wheat, barley, oat, corn, millet, Chinese sorghum etc.), tuber crops (comprise sweet potato, potato, cassava etc.), beans (comprises soybean, broad bean, pea, mung bean, red bean etc.) and fiber (cotton, crudefiber crop, silkworm and mulberry etc.), oil plant (peanut, rape, sesame, soybean, Sunflower Receptacle etc.), sugar material (beet, sugarcane etc.), beverage (tealeaves, coffee, cocoa etc.), hobby (tobacco leaf etc.), medicinal (genseng, the bulb of fritillary etc.), the torrid zone (rubber, coconut, oil palm, sisal hemp etc.) food crop and fruit such as, flowers, oil plant, sugar material and cotton, fiber crops, tea, tobacco, cash crop and plantation melons such as Chinese medicinal materials, really, tea, silkworm and mulberry, vegetables (containing various wild vegetable etc.), bamboo shoots, flowers and ornamental plant, hops, medicinal material, pepper, garden crop such as tobacco (flue-cured tobaccos such as seedling and other garden crops, air-curing of tobacco leaves, suncured tabacco), vegetables, (tomato, capsicum, radish, cucumber, Chinese cabbage, celery, hot pickled mustard tube, beet, rape, green onion, garlic etc.), melon (watermelon, muskmelon, hami melon, pawpaw etc.), beans (soybean, broad bean, pea-pods etc.), potato, wheat, corn, paddy rice, peanut, fruit tree, (apple, banana, citrus, peach, papaya), flowers (as orchid), potted landscape etc.

Embodiment 48: the 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of the present invention, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the application in 3-thiadiazoles Hete rocyclic derivatives I and sterilant combination control agricultural and forestry and the gardening plant insect pest

The 4-(1,1,2 that contains of the present invention, 2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the total quality percentage composition of 3-thiadiazoles Hete rocyclic derivatives I in composition is 1%-90%, the 4-(1,1,2 that contains of the present invention, 2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the ratio of 3-thiadiazoles Hete rocyclic derivatives I and commercially available agricultural chemical is mass percent 1%: 99% to 99%: 1%; Spray after can directly converting water, comprise agricultural in its preparation and go up acceptable solvent and emulsifying agent and solubility promoter and synergistic agent etc., the formulation of composition processing is selected from wettable powder, sustained release dosage, pulvis, micro-capsule suspension, can disperse in dense dose, seed treatment emulsion, aqueous emulsion, big granula, granule, microemulsion, oil-suspending agent, finish, the seed with coated pesticidal, suspended emulsion agent, water-soluble granule, soluble thick agent, water-dispersible granules any one; The insect pest that can prevent and treat mainly contains red spider, Asiatic migrotory locust, clouding car locust, Chinese rice grasshopper, Patanga japonica (l.Bol.), single thorn mole cricket, the east mole cricket, rice thrips, onion thrips, greenhouse thrips, haplothrips aculeatus, Mai Jian manages 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, the flat angle of sugarcane 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, the hard a red-spotted lizard of Korea's ball, pear lace bug, the banana lace bug, thin corner piece stinkbug, little minute pirate bugs, 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, the apple Spilonota lechriaspis, brown belt length leaf roller, intend smaller apple leaf roller, striped rice borer, bean-pod borer, Pyrausta nubilalis (Hubern)., yellow rice borer, Oeobia undalis, Cnaphalocrocis medinali(rice leaf roller), the 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, big cutworm, yellow cutworm, steal poison moth, gypsymoth, palaearctic sweet potato, greenish brown hawk moth, the straight burr rice hesperiidae, pelopidas mathias, the oranges and tangerines swallowtail butterfly, Common Mormon, small white, pyrameis indica, the yellow a kind of butterfly harmful to crop plants of ramie, the beans blister beetle, the 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, the verdigris different beetle, black dull cockchafer, holotrichia oblita, mulberry borer, longicorn beetle, nadezhdiella cantori, pink neck longicorn, big 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, the yellowish leukorrhea ichneumon wasp, armyworm white star ichneumon wasp, corn earworm is hanged the cocoon ichneumon wasp, bollworm tooth lip ichneumon wasp, snout moth's larva stain wart ichneumon wasp, mosquito, fly, horsefly, wheat midge, contarinia tritici, pachydiplosis oryzae, citrus fruit fly, the melon trypetid, the latent fly of wheat leaf ash, Americal rice leaf miner, the black fly of diving of beans stalk, frit fly, plant fly, onion fly, the radish fly, full skirt chases after posts fly, Pyrausta nubilalis (Hubern). is strict posts fly, armyworm lacks Agricultural pests such as must posting fly, forestry pest, gardening pest insect and sanitary insect pest, controlling mode also comprises double controlling simultaneously; The 4-(1 that contains of the present invention, 1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives can with the sterilant of following group in one or more mix use: Chlorpyrifos 94, the inferior Nong in ground, acetamiprid, Affirm (Merck Co.), more visit rhzomorph, Avrmectin, pleocidin, fenvalerate, efficient fenvalerate, Cypermethrin, effective cypermethrin, lambda-cyhalothrin, Deltamethrin, Fenvalerate, the Beta-cyfloxylate, cyfloxylate, the Lambda-lambda-cyhalothrin, Permanone, permethrin, esbiothrin, cyhalothrin, bifenthrin, permethrin, ether chrysanthemum ester, flumethrin, fluvalinate, Provado, acetamiprid, Ti304, imidaclothiz, thiophene worm quinoline, thiophene worm piperazine, thiophene worm amine, MTI-446, clothianadin, Da Tenan, diflubenzuron, young urea goes out, Teflubenzuron, deinsectization is grand, fluorine bell urea, flufenoxuron, the pyridine worm is grand, the Acarus tritici urea, the poisonous insect urea, penfluron, Noviflumuron, flucycloxuron, Novaluron, fluorine pyridine urea, Bay sir 6874, piperazine worm urea, Bistrifluron, furans worm hydrazides, the 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, azoles mite ester, pyridaben, four mite piperazines, alkynes mite spy, the butyl ether urea, benfuracarb, pyrrole aphid ketone, spiral shell mite ester, spiral shell worm ester, spiral shell worm ethyl ester, butene-fipronil, azocyclotin, Buprofezin, ethoprophos, fluorine worm nitrile, the desinsection list, disosultap, Flubendiamide, chlorine insect amide or tebufenpyrad, bromothalonil, pyrazine ketone, second mite azoles, tebufenpyrad, the young ketone of rattling away, the pyrrole propyl ether, emaricin etc., the combination medicament preventive effect is good, efficacy stability.

Embodiment 49: 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the complete processing and the stability of 3-thiadiazoles Hete rocyclic derivatives I and commercially available agricultural chemical compound preparation of containing of the present invention

The 4-(1 that contains of the present invention, 1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the mixed preparation complete processing of 3-thiadiazoles Hete rocyclic derivatives I and commercially available agricultural chemical sees Table 6, table 6 as seen, most medicament all can be processed according to the method for statement, the main component of liquid preparation is effective constituent and solubility promoter and tensio-active agent, synergistic agent, antifreezing agent, stablizer, other component etc. such as thickening material or permeate agent, the composition of solid preparation mainly includes the effect composition, other agriculturals such as tensio-active agent and filler go up the acceptable adjuvant component, the cold storage test of process preparation, liquid preparation are placed 1 week not have to precipitate at 0 ± 2 degree centigrade and are separated out, and solid preparation placed for 2 weeks at 54 ± 2 degrees centigrade, caking phenomenon does not appear in medicament, the medicament drug effect that all preparations store before and after placing does not have significant difference, and the rate of decomposition of composition effective constituent is less than 5%, qualified stability.

The chemical structure of table 1 synthetic new compound of the present invention

Table 2 synthetic of the present invention contains the 4-methyl isophthalic acid, and 2, the bacteriostatic activity of 3-thiadiazoles derivative (/ %) (concentration is 50 mcg/ml)

Compound	F	L	D	G	AK	I	T	N	RC
											AS	BC	CA	GZ	PI	PP	PS	SS	RC
WH-C1	33.33	18.18	14.29	0	0	64.10	14.08	45.45	41.94
										WH-C2	4.76	18.18	21.43	0	23.81	46.15	14.08	72.73	41.94
WH-C3	14.29	0	0	0	0	33.33	7.04	18.18	48.39
										WH-C4	9.52	0	0	0	0	33.33	14.08	54.55	32.26
WH-C5	33.33	27.27	0	0	14.29	71.79	14.08	36.36	48.39
										WH-C6	4.76	4.55	0	0	0	20.51	42.25	72.73	0
WH-C7	33.33	36.36	0	0	0	20.51	42.25	54.55	22.58
										WH-C8	33.33	27.27	14.29	0	0	38.46	4.23	45.45	32.26
WH-C9	20.00	38.46	26.32	21.88	7.41	40.00	3.95	58.06	45.00
										WH-C10	0	0	14.29	0	19.05	38.46	42.25	36.36	22.58
WH-C11	47.62	0	21.43	23.81	23.81	61.54	14.08	45.45	9.68
										WH-C12	61.90	27.27	42.86	0	23.81	71.79	21.13	0	64.52
WH-C13	47.62	27.27	0	0	9.52	28.21	0	45.45	41.94
										WH-C14	33.33	59.09	0	0	0	20.51	42.25	63.64	70.97
WH-C15	45.00	73.08	47.37	40.63	33.33	47.50	63.16	70.97	100.00
										WH-C16	14.29	4.55	0	0	0	53.85	14.08	36.36	29.03
WH-C17	33.33	4.55	0	0	0	33.33	42.25	63.64	32.26
										WH-C18	0	4.55	0	0	0	7.69	14.08	27.27	16.13
WH-C19	42.86	4.55	21.43	0	0	58.97	42.25	54.55	0
										WH-C20	23.81	13.64	0	0	23.81	28.21	0	27.27	16.13
WH-C21	33.33	0	0	0	0	33.33	0	27.27	22.58
										WH-E1	0	55.17	0	7.69	14.81	21.05	8.45	65.12	31.58
WH-E2	5.26	17.24	0	0	3.70	18.42	4.23	37.21	23.68

WH-E3	5.26	41.38	0	0	14.81	18.42	0	60.47	31.58
										WH-E4	5.26	44.83	0	0	11.11	31.58	4.23	20.93	18.42
WH-E5	5.26	37.93	0	0	3.70	18.42	0	39.53	18.42
										WH-E6	5.26	37.93	0	0	33.33	23.68	4.23	48.84	31.58
WH-E7	15.79	34.48	0	11.54	11.11	0	4.23	32.56	5.26
										WH-E8	21.05	17.24	0	7.69	3.70	15.79	4.23	39.53	26.32
WH-E9	5.26	31.03	0	0	29.63	31.58	0	16.28	26.32
										WH-E10	5.26	27.59	0	0	3.70	5.26	4.23	27.91	18.42
WH-E11	ND	ND	ND	ND	ND	ND	ND	ND	ND
										WH-E12	9.09	21.88	0	0	17.24	38.46	32.35	66.67	21.62
WH-E13	15.79	34.48	0	19.23	22.22	2.63	4.23	60.47	21.05
										WH-E14	5.26	55.17	21.43	0	22.22	18.42	35.21	55.81	57.89
WH-E15	5.26	55.17	14.29	0	3.70	31.58	0	53.49	73.68
										WH-E16	26.32	44.83	0	7.69	11.11	10.53	4.23	62.79	15.79
WH-E17	5.26	44.83	0	19.23	3.70	31.58	14.08	27.91	26.32
										WH-E18	26.32	10.34	0	7.69	3.70	18.42	0	44.19	15.79
WH-E19	26.32	51.72	0	0	33.33	18.42	4.23	65.12	23.68
										WH-E20	4.55	28.13	5.56	3.03	24.14	38.46	5.88	66.67	43.24
WH-E21	5.26	31.03	0	0	11.11	21.05	0	0	18.42
										Young urea goes out	5.26	21.88	0	4.00	3.45	21.05	14.08	18.42	3.70

Table 3 synthetic of the present invention contains the 4-methyl isophthalic acid, and 2, (data are inhibiting rate/%) to the antiviral activity of 3-thiadiazoles derivative C series

*: the concentration 500 mcg/ml correspondences of induced activity be 100 mcg/ml; 100 mcg/ml correspondences be 50 mcg/ml

Table 4 synthetic of the present invention contains the 4-methyl isophthalic acid, and 2, (data are inhibiting rate/%) to the antiviral activity of 3-thiadiazoles derivative E series

*: the concentration 500 mcg/ml correspondences of induced activity be 100 mcg/ml; 100 mcg/ml correspondences be 50 mcg/ml

Table 5 synthetic of the present invention contains the 4-methyl isophthalic acid, and 2, the insecticidal activity of 3-thiadiazoles derivative (/ %)

Compound	Concentration (mg/L)	Mosquito larvae mortality ratio (%)	Concentration (mg/L)	Small cabbage moth mortality ratio (%)
					WH-C1	2	20	200	7.89
WH-C2	2	20	200	22.86
					WH-C3	2	100	200	21.62
WH-C4	2	40	200	7.69
					WH-C5	2	20	200	17.50
WH-C6	2	0	200	5.41
					WH-C7	2	10	200	21.05
WH-C8	2	0	200	23.68
					WH-C9	2	10	200	ND
WH-C10	2	10	200	5.26
					WH-C11	2	0	200	7.89
WH-C12	2	20	200	15.00
					WH-C13	2	30	200	ND
WH-C14	2	10	200	ND
					WH-C15	2	100	200	ND
WH-C16	2	20	200	2.63
					WH-C17	2	20	200	15.79
WH-C18	2	40	200	22.92
					WH-C19			200	10.81
WH-C20	2	100	200	7.90
					WH-C21	2	20	200	20

WH-E1	2	30	200	ND
					WH-E2	ND	ND	200	0
WH-E3	2	10	200	5.71
					WH-E4	2	10	200	10.53
WH-E5	2	20	200	20.59
					WH-E6	2	10	200	10.53
WH-E7	2	0	200	10.53
					WH-E8	2	20	200	12.82
WH-E9	2	10	200	12.82
					WH-E10	2	20	200	17.50
WH-E11	2	ND	200	ND
					WH-E12	2	30	200	ND
WH-E13	2	20	200	9.09
					WH-E14	2	10	200	ND
WH-E15	2	30	200	ND
					WH-E16	2	30	200	8.11
WH-E17	2	20	200	ND
					WH-E18	2	0	200	10.53
WH-E19	2	10	200	10.53
					WH-E20	2	30	200	ND
WH-E21	2	10	200	ND
					Fluorine bell urea	2	100	-	-
Young urea goes out	2	40	200	12.50

Table 6 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of the present invention, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I mixes the preparation processing method of using with commercially available agricultural chemical

Claims (10)

1. one kind contains 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, and 2,3-thiadiazoles Hete rocyclic derivatives is characterized in that: have suc as formula the general structure shown in the I:

Wherein: R ₁Be 4-(1,1,2,2-tetrafluoro oxyethyl group)-3,5-dichlorophenyl; R ₂For be selected from phenyl, Chloro-O-Phenyl, a chloro-phenyl-, rubigan, adjacent fluorophenyl, a fluorophenyl, to the group of fluorophenyl, o-trifluoromethyl phenyl, m-trifluoromethylphenyl, p-trifluoromethyl phenyl, ortho-nitrophenyl base, m-nitro base, p-nitrophenyl, o-methyl-phenyl-, an aminomethyl phenyl, p-methylphenyl, a hydroxy phenyl, p-hydroxybenzene, o-methoxyphenyl, m-methoxyphenyl, p-methoxyphenyl; R ₃For being selected from the group of cyclohexyl, sec.-propyl.

2. the described 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of claim 1, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the synthetic method of 3-thiadiazoles Hete rocyclic derivatives I, concrete synthetic route is as follows:

Wherein: R ₁Be 4-(1,1,2,2-tetrafluoro oxyethyl group)-3,5-dichlorophenyl; R ₂For be selected from phenyl, Chloro-O-Phenyl, a chloro-phenyl-, rubigan, adjacent fluorophenyl, a fluorophenyl, to the group of fluorophenyl, o-trifluoromethyl phenyl, m-trifluoromethylphenyl, p-trifluoromethyl phenyl, ortho-nitrophenyl base, m-nitro base, p-nitrophenyl, o-methyl-phenyl-, an aminomethyl phenyl, p-methylphenyl, a hydroxy phenyl, p-hydroxybenzene, o-methoxyphenyl, m-methoxyphenyl, p-methoxyphenyl; R ₃For being selected from the group of cyclohexyl, sec.-propyl;

Concrete synthesis step is as follows:

A. contain 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the preparation of 3-thiadiazoles Hete rocyclic derivatives:

In 50 milliliters of round-bottomed flasks, add 10 ml methanol, add the 4-methyl isophthalic acid again, 2,3-thiadiazoles-5-formic acid II, aminated compounds R ₁NH ₂III and aldehyde compound R ₂CHO VI and isonitrile compounds R ₃Each 2 mmole of NC V are with reaction system stirring reaction static placement after 0.5 hour at room temperature, TCL monitoring reaction, after reaction in two days finishes, reaction is if there is solid to generate, then filter solid phase prod, the solid phase prod methanol wash, perhaps use 200～300 order silica gel column chromatographies, eluent is 60～90 degrees centigrade a sherwood oil: ethyl acetate, and according to the difference of product, volume ratio is between 8: 1～1: 5, with the pure product calculated yield of gained, measure fusing point, carry out MS and ¹The mensuration of H NMR is synthesized and is contained 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, and 2, the amount of 3-thiadiazoles Hete rocyclic derivatives enlarges by corresponding proportion or dwindles; Described aminated compounds R ₁NH ₂III is 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 5-dichlorphenamide bulk powder; Isonitrile compounds R ₃NC V is selected from cyclohexyl isonitrile, sec.-propyl isonitrile; Aldehyde compound R ₂CHO VI is selected from phenyl aldehyde, o-chlorobenzaldehyde, m chlorobenzaldehyde, 4-chloro-benzaldehyde, adjacent fluorobenzaldehyde, between fluorobenzaldehyde, p-Fluorobenzenecarboxaldehyde, 2-(Trifluoromethyl) benzaldehyde, the m-trifluoromethyl phenyl aldehyde, to trifluoromethylated benzaldehyde, Ortho Nitro Benzaldehyde, m-nitrobenzaldehyde, paranitrobenzaldehyde, o-methyl-benzene formaldehyde, between tolyl aldehyde, p-tolyl aldehyde, m-hydroxybenzaldehyde, p-Hydroxybenzaldehyde, the O-methoxy phenyl aldehyde, NSC 43794, aubepine;

B. contain 4-(1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the mensuration that 3-thiadiazoles Hete rocyclic derivatives influences the pathogenic fungi growth activity:

The described 4-(1 that contains of claim 1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the mensuration of 3-thiadiazoles Hete rocyclic derivatives bacteriostatic activity adopts thalli growth rate assay method, detailed process is: get 5 milligrams of sample dissolution in an amount of dimethyl formamide, then with containing the medicament that a certain amount of polysorbas20 emulsifier aqueous solution is diluted to 500 mcg/ml, reagent agent is respectively drawn under aseptic condition in 1 milliliter of injection culture dish, add 9 milliliters of substratum more respectively, make 50 mcg/ml pastille flat boards after shaking up, do blank with the flat board that adds 1 milliliter of aqua sterilisa, punch tool with 4 millimeters of diameters cuts the bacterium dish along the mycelia outer rim, move on the pastille flat board, being equilateral triangle puts, every processing repeats 3 times, culture dish is placed on cultivation in 24 ± 1 degrees centigrade of constant incubators, colony diameter to be contrasted expands to 2-3 centimetre of " Invest, Then Investigate " and respectively handles bacterium dish expansion diameter, averages, and relatively calculates relative bacteriostasis rate with blank, be selected from frequently seen plants pathogenic bacteria on kind of the agricultural for the examination bacterial classification, its title and code name are respectively AS: tomato early blight bacterium; CA: peanut Cercospora bacteria; PP: ring rot of apple bacterium; BC: botrytis cinerea pers; PS: Rhizoctonia solani Kuhn; GZ: fusarium graminearum; PI: phytophthora infestans; SS: Sclerotinia sclerotiorum; RC: cereal rhizoctonia, these pathogenic fungies can be represented the kind of most of pathogenic bacteria of the actual generation in field in China's agriculture production;

C. the described 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of claim 1, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the mensuration of 3-thiadiazoles Hete rocyclic derivatives inducing anti-disease activity:

The described 4-(1,1,2 that contains of claim 1,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives evoking tobacco resisting tobacco mosaic virus, promptly the active screening method of TMV is as follows: the mensuration of the direct antiviral activity that exsomatizes adopts half leaf method to carry out; It is common cigarette with the seedling age unanimity that live body is induced, 3 basins are one group, cigarette seedling respectively at inoculation pre-treatment in preceding 7 days, processing mode is as follows: spray test compound solution 2 to 3 times, each 10 milliliters, or soil treatment, each 10 milliliters, the 7th day frictional inoculation TMV on the tobacco leaf that newly grows, the cigarette seedling is placed its growth optimal temperature and illumination, and cultivation is after 3 days down, and inspection incidence, comprehensive scab number are calculated as follows out the inducing anti-disease toxic effect fruit of test compound to TMV, 3 repetitions are established in each processing, and contrast divides blank and standard chemicals treatment to contrast 2 kinds; Select tiadinil, be called for short TDL, its purity is greater than 99.5%, for the plant inducing anti-disease activator of standard carries out the biological activity of compound to protection, passivation, treatment and the withered spot of half leaf of tobacco mosaic virus (TMV); Described tobacco mosaic virus (TMV) is abbreviated as TMV;

$R=\frac{\mathrm{CK}-I}{\mathrm{CK}}\×100$

Wherein, R is the effect of new compound to the anti-TMV of tobacco, unit: %

CK is the average withered spot number of clear water contrast blade, unit: individual

I is the average withered spot number of chemicals treatment rear blade, unit: individual;

D. the described 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of claim 1, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I is to the mensuration of small cabbage moth insecticidal activity:

The described 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of claim 1, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, I is as follows to the screening method of the insecticidal activity of small cabbage moth for 3-thiadiazoles Hete rocyclic derivatives: adopt the blade medicine embrane method; Sample carries out active primary dcreening operation with 200 mg/litre earlier; Former medicine is earlier with the small amount of acetone dissolving, and with 0.5 ‰ Triton-100 dilution, 0.5 ‰ Triton-100 water are contrast then, and each concentration repeats for 4 times, and about 10 of each re-treatments try worm; Get fresh free of contamination cabbage leaves, in the soup of series concentration gradient, soaked 10 seconds, in indoor dry 2 hours after, put into the culture dish of 9 centimetres of diameters, insert 2 initial stage in age of the small cabbage moth larva of big or small basically identical respectively; Tighten with bungee and to be placed in the small cabbage moth constant temperature insectary check result and calculation correction mortality ratio after 96 hours or 120 hours; Touching polypide with little writing brush or tweezers, can not coordinated movement be dead; With the positive contrast medicament of the young urea that goes out;

E. the described 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of claim 1, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I is to the mensuration of mosquito larvae insecticidal activity:

The described 4-(1 that contains of claim 1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I to the insecticidal activity screening method of mosquito larvae is: culex pipiens pallens, latin name is: Culex pipienspallens, the normal population of indoor feeding; Take by weighing 2.0 milligrams of test compounds in the penicillin medicine bottle, add 10 milliliters of acetone, vibration dissolving sample is mixed with the mother liquor of 200 mcg/ml; Pipette 1 milliliter of mother liquor in 150 ml beakers that fill 89 ml waters, choose mosquito larvae at the beginning of 10 4 ages, pour in the lump in the beaker together with 10 milliliters of feeding liquids, its liquor strength is 2 mcg/ml; It is 25 degrees centigrade of cultivations that the solution of handling well is put into standard treatment chamber maintenance temperature together with the beaker of mosquito larvae, begin check result after 24 hours, add a small amount of mosquito feed and sucking-off tumbler every day, replenish in the beaker 5 milliliters/day of moisture evaporated, all dead or pupate up to mosquito larvae; Most larvas pupated in 8 days; With the aqueous solution that contains 1 milliliter of acetone is blank; With the positive contrast medicament of fluorine bell urea.

3. an insecticide is characterized in that: the described 4-of containing of claim 1 (1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I and the agriculture purposes of acceptable assistant in the preparation sterilant that go up.

4. a sterilant is characterized in that: the described 4-of containing of claim 1 (1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I and the agriculture purposes of acceptable assistant in the preparation sterilant that go up.

5. an Antiphytoviral medicament is characterized in that: the described 4-of containing (1,1 of claim 1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I goes up the purposes of acceptable assistant in preparation Antiphytoviral medicament with agricultural.

6. a kind of plant activator, it is characterized in that: the described 4-of containing (1 of claim 1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I goes up acceptable assistant is used for Plant diseases and virus disease at preparation plant activator purposes with agricultural.

7. parasiticidal composition, it is characterized in that: the described 4-of containing (1 of claim 1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I and agricultural go up acceptable assistant and be selected from Chlorpyrifos 94, the inferior Nong in ground, acetamiprid, Affirm (Merck Co.), more visit rhzomorph, Avrmectin, pleocidin, fenvalerate, efficient fenvalerate, Cypermethrin, effective cypermethrin, lambda-cyhalothrin, Deltamethrin, Fenvalerate, the Beta-cyfloxylate, cyfloxylate, the Lambda-lambda-cyhalothrin, Permanone, permethrin, esbiothrin, cyhalothrin, bifenthrin, permethrin, ether chrysanthemum ester, flumethrin, fluvalinate, Provado, acetamiprid, Ti304, imidaclothiz, thiophene worm quinoline, thiophene worm piperazine, thiophene worm amine, MTI-446, clothianadin, Da Tenan, diflubenzuron, young urea goes out, Teflubenzuron, deinsectization is grand, fluorine bell urea, flufenoxuron, the pyridine worm is grand, the Acarus tritici urea, the poisonous insect urea, penfluron, Noviflumuron, flucycloxuron, Novaluron, fluorine pyridine urea, Bay sir 6874, piperazine worm urea, Bistrifluron, furans worm hydrazides, the 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, azoles mite ester, pyridaben, four mite piperazines, alkynes mite spy, the butyl ether urea, benfuracarb, pyrrole aphid ketone, spiral shell mite ester, spiral shell worm ester, spiral shell worm ethyl ester, butene-fipronil, azocyclotin, Buprofezin, ethoprophos, fluorine worm nitrile, the desinsection list, disosultap, Flubendiamide, chlorine insect amide or tebufenpyrad, bromothalonil, pyrazine ketone, second mite azoles, tebufenpyrad, the young ketone of rattling away, the pyrrole propyl ether, in the emaricin one or more mix the purposes of using in the preparation sterilant; The described 4-(1,1,2 that contains of claim 1,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the total quality percentage composition of 3-thiadiazoles Hete rocyclic derivatives I in composition is 1%-90%, the described 4-(1,1,2 that contains of claim 1,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the ratio of 3-thiadiazoles Hete rocyclic derivatives I and commercially available agricultural chemical is mass percent 1%: 99% to 99%: 1%; The processing formulation be selected from wettable powder, sustained release dosage, pulvis, micro-capsule suspension, can disperse dense dose, seed treatment emulsion, aqueous emulsion, in the big granula, granule, microemulsion, oil-suspending agent, finish, seed, suspended emulsion agent, water-soluble granule, soluble thick agent, water-dispersible granules any one with coated pesticidal; Wherein said plant be selected from paddy, wheat, barley, oat, corn, Chinese sorghum, sweet potato, potato, cassava, soybean, broad bean, pea, mung bean, red bean, cotton, silkworm and mulberry, peanut, rape, sesame, Sunflower Receptacle, beet, sugarcane, coffee, cocoa, genseng, the bulb of fritillary, rubber, coconut, oil palm, sisal hemp, tobacco, melon, really, tea, wild vegetable, bamboo shoots, hops, pepper.

8. the composition of antiviral agent or inducing plant antiviral agent, it is characterized in that: the described 4-of containing (1 of claim 1,1,2,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I and agricultural go up acceptable assistant and be selected from diazosulfide, tiadinil, the 4-methyl isophthalic acid, 2,3-thiadiazoles-5-formic acid, the 4-methyl isophthalic acid, 2,3-thiadiazoles-5-sodium formiate, the 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, the 3-thiadiazoles, 4-iodomethyl-5-methyl isophthalic acid, 2, the 3-thiadiazoles, 4,4-dibromo methyl isophthalic acid, 2,3-thiadiazoles-5-ethyl formate, the DL-beta-aminobutyric acid, virazole, antofine, Ningnanmycin, tisocromide, the first thiophene lures amine or Whitfield's ointment, cytosintetidemycin, dichloro-isonicotinic acid, in the allyl isothiazole any one or two kinds of combined preparation become anti-plant virus agent or plant activator and the purposes in Antiphytoviral or inducing plant control viral diseases of plants thereof; The described 4-(1,1,2 that contains of claim 1,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the total quality percentage composition of 3-thiadiazoles Hete rocyclic derivatives I in composition is 1%-90%, the described 4-(1,1,2 that contains of claim 1,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the ratio of 3-thiadiazoles Hete rocyclic derivatives I and above-mentioned medicament is mass percent 1%: 99% to 99%: 1%; The formulation of wherein said desinsection, antiviral agent is selected from wettable powder, sustained release dosage, pulvis, micro-capsule suspension, can disperse in dense dose, seed treatment emulsion, aqueous emulsion, big granula, granule, microemulsion, oil-suspending agent, finish, the seed with coated pesticidal, suspended emulsion agent, water-soluble granule, soluble thick agent, water-dispersible granules any one; Wherein said plant be selected from paddy, wheat, barley, oat, corn, Chinese sorghum, sweet potato, potato, cassava, soybean, broad bean, pea, mung bean, red bean, cotton, silkworm and mulberry, peanut, rape, sesame, Sunflower Receptacle, beet, sugarcane, coffee, cocoa, genseng, the bulb of fritillary, rubber, coconut, oil palm, sisal hemp, tobacco, melon, really, tea, wild vegetable, bamboo shoots, hops, pepper.

9. the composition of a sterilization; It is characterized in that: the 4-(1 of containing claimed in claim 1; 1; 2; 2-tetrafluoro ethyoxyl)-3; The 4-methyl isophthalic acid of 5-dichloroanilino; 2; 3-thiadiazoles Hete rocyclic derivatives I and the upper acceptable auxiliary agent of agricultural and be selected from diazosulfide; Tiadinil; Tisocromide; The first thiophene lures amine; The 4-methyl isophthalic acid; 2; 3-thiadiazoles-5-formic acid; The 4-methyl isophthalic acid; 2; 3-thiadiazoles-5-sodium formate; The 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; The 3-thiadiazoles; 4-iodomethyl-5-methyl isophthalic acid; 2; The 3-thiadiazoles; 4; 4-dibromo methyl isophthalic acid; 2,3-thiadiazoles-5-Ethyl formate; The DL-beta-aminobutyric acid; Virazole; Antofine; Ningnanmycin; Tisocromide; The first thiophene lures amine or salicylic acid; Frost urea cyanogen; Thiram; Ziram; Mancozeb; Aliette; Thiophanate-methyl; Bravo; The enemy can be loose; Procymidone; Fenpropidin; Thiophanate methyl; Thiophanate; Metalaxyl-M; Salicylic acid; Flumorph; Dimethomorph; Efficient metalaxyl; Efficient M 9834; Two chlorine zarilamids; Flusulfamide; The first flusulfamide; Thiophene fluorine bacterium amine; Flutolanil; Tecloftalam; Ring propionyl bacterium amine; Cyflufenamid; Fenhexamid; Zarilamid; Silthiopham; Furametpyr; The 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; Alkene azoles alcohol; Efficient alkene azoles alcohol; Epoxiconazole; RH-7592; Fluquinconazole; Flusilazole; Flutriafol; Own azoles alcohol; Glyoxalin; Plant the 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; The 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; The 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; The 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; Bravo; 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 hot salt of biguanides; Iminoctadine; Botran; The benzene flusulfamide; The 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; In the allyl isothiazole any one or two kinds of bactericide combinations are for the preparation of bactericide and their purposes in controlling plant diseases; The described 4-(1,1,2 that contains of claim 1,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the total quality percentage composition of 3-thiadiazoles Hete rocyclic derivatives I in composition is 1%-90%, the described 4-(1,1,2 that contains of claim 1,2-tetrafluoro oxyethyl group)-3, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2, the ratio of 3-thiadiazoles Hete rocyclic derivatives I and commercially available agricultural chemical is mass percent 1%:99% to 99%:1%; The formulation of wherein said sterilant is selected from wettable powder, sustained release dosage, pulvis, micro-capsule suspension, can disperse in dense dose, seed treatment emulsion, aqueous emulsion, big granula, granule, microemulsion, oil-suspending agent, finish, the seed with coated pesticidal, suspended emulsion agent, water-soluble granule, soluble thick agent, water-dispersible granules any one; Wherein said plant be selected from paddy, wheat, barley, oat, corn, Chinese sorghum, sweet potato, potato, cassava, soybean, broad bean, pea, mung bean, red bean, cotton, silkworm and mulberry, peanut, rape, sesame, Sunflower Receptacle, beet, sugarcane, coffee, cocoa, genseng, the bulb of fritillary, rubber, coconut, oil palm, sisal hemp, tobacco, melon, really, tea, wild vegetable, bamboo shoots, hops, pepper.

10. the described 4-(1,1,2,2-tetrafluoro oxyethyl group)-3 that contains of claim 1, the 4-methyl isophthalic acid of 5-dichlorobenzene amido, 2,3-thiadiazoles Hete rocyclic derivatives I and commercially available agricultural chemical are combined to form the complete processing of pesticide preparation.