CN101203485A

CN101203485A - Amide derivative, pesticide containing such compound and use thereof

Info

Publication number: CN101203485A
Application number: CNA2006800222405A
Authority: CN
Inventors: 吉田圭; 小林由实; 野村路一; 河原信行; 大同英则; 猪俣伸一
Original assignee: Mitsui Chemical Industry Co Ltd
Current assignee: Mitsui Chemicals Inc; Mitsui Chemical Industry Co Ltd
Priority date: 2005-06-23
Filing date: 2006-06-20
Publication date: 2008-06-18

Abstract

Disclosed are a compound represented by the general formula (1) below which exhibits a high insecticidal effect, and a pesticide containing such a compound as an active ingredient. (1) (In the formula, A1, A2, A3 and A4 respectively represent a carbon atom or the like; R1 and R2 respectively represent a hydrogen atom, an alkyl group or the like; G1 and G2 respectively represent an oxygen atom or the like; X represents a hydrogen atom, a halogen atom or the like; n represents an integer of 0-4; Q1 represents a substituted phenyl group, a substituted heterocyclic group or the like; and Q2 represents a phenyl group having a haloalkylthio group or the like, a heterocyclic group or the like.

Description

Amide derivatives, the sterilant that contains this compound and using method thereof

Technical field

The present invention relates to a kind of novel amide derivatives and contain this compound sterilant, its manufacturing intermediate and using method as effective constituent.

Background technology

International disclosing in No. 2000/55120 specification sheets and No. 6548514 specification sheets of United States Patent (USP) put down in writing and the The compounds of this invention similar compounds as medical applications; but not having record fully about the activity to insect, obviously is the compound beyond the scope of patent protection of the present invention.

International disclosing in No. 2000/7980 specification sheets put down in writing and the The compounds of this invention similar compounds as medical applications, but do not have record fully about the activity to insect, obviously is the compound beyond the scope of patent protection of the present invention.

Put down in writing and the The compounds of this invention similar compounds as medical applications in the U.S. Patent Publication 2002-032238 specification sheets, but do not had record fully about activity to insect.Obviously be the compound beyond the scope of patent protection of the present invention.

Patent documentation 1: the international specification sheets that discloses No. 2000/55120

Patent documentation 2: No. 6548514 specification sheets of United States Patent (USP)

Patent documentation 3: the international specification sheets that discloses No. 2000/7980

Patent documentation 4: U.S. Patent Publication 2002-032238 specification sheets

Summary of the invention

The invention provides a kind of novel cpd, contain sterilant and the using method thereof of this compound as effective constituent, described novel cpd has insecticidal spectrum widely to the insect of various crops, and, even the insect with patience that becomes serious problems is in recent years also had higher insecticidal effect.

The inventor etc. are in order to solve above-mentioned problem through concentrating on studies repeatedly, found that compound of the present invention is the novel cpd do not put down in writing of document, has excellent pesticidal effect, therefore has the novel use as sterilant.Compound of the present invention has insecticidal effect to various insects, even to being that the difficult prevent and kill off insect pests that has problems in the whole world of representative also shows excellent pesticidal effect with lepidoptera pest or Thripidae insect etc.In addition, the novel preparation method and the useful as intermediates of preparation The compounds of this invention have also been found.Its result has finished the present invention.

That is, the present invention is as follows.

[1] compound of general formula (1) expression.

In the formula,

A ₁, A ₂, A ₃, A ₄Represent carbon atom, nitrogen-atoms or oxidized nitrogen-atoms independently of one another,

R ₁, R ₂Represent hydrogen atom, C1-C4 alkyl or C1-C4 alkyl-carbonyl independently of one another,

G ₁, G ₂Represent Sauerstoffatom or sulphur atom independently of one another,

X represents hydrogen atom, halogen atom or trifluoromethyl independently of one another,

N represents 0 to 4 integer,

Q ₁Be phenyl, perhaps,

Have and be selected from following radicals more than 1; substituent substituted-phenyl that can be identical or different; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Heterocyclic radical (heterocyclic radical is represented pyridyl, PYRIDINE N OXIDE base, pyrimidyl, pyridazinyl, pyrazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrryl, pyrazolyl or tetrazyl herein), perhaps

Have and be selected from following radicals more than 1; substituent substituted heterocyclic radical (heterocyclic radical is same as described above) that can be identical or different; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Q ₂Shown in general formula (2), or shown in the general formula (3).

(in the formula, Y ₁Expression C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.)

(in the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl.Herein, Y ₆, Y ₉In at least one is necessary for C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl.)}

[2] compound of general formula (1) expression.

In the formula,

N represents 0 to 4 integer,

Q ₁Be phenyl, perhaps,

(heterocyclic radical is represented pyridyl, PYRIDINE N OXIDE base, pyrimidyl, pyridazinyl, pyrazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrryl, pyrazolyl or tetrazyl to heterocyclic radical herein.), perhaps

Q ₂Shown in general formula (2), or shown in the general formula (3).

(in the formula, Y ₁Expression C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.)，

(in the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl.Herein, Y ₆, Y ₉In at least one is necessary for C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl.) (still, described compound does not comprise Y ₁Be trifluoromethylthio, Y ₂, Y ₄Be hydrogen atom, Y ₃Be seven fluorine sec.-propyls, Y ₅For bromine atoms, X are hydrogen atom, G ₁, G ₂Be Sauerstoffatom, R ₁, R ₂Be hydrogen atom, and Q ₁Compound for the phenyl of unsubstituted.)

[3] as [1] or [2] described compound, by A in the general formula (1) ₁, A ₂, A ₃, A ₄It all is general formula (1a) expression of carbon atom.

In the formula,

R ₁, R ₂In any another is C1-C4 alkyl or C1-C4 alkyl-carbonyl when being hydrogen atom, perhaps all be C1-C4 alkyl or C1-C4 alkyl-carbonyl,

X ₁, X ₂, X ₃, X ₄Represent hydrogen atom, halogen atom or trifluoromethyl independently of one another,

Q ₁Be phenyl, perhaps

(heterocyclic radical is represented pyridyl, PYRIDINE N OXIDE base, pyrimidyl, pyridazinyl, pyrazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrryl, pyrazolyl or tetrazyl to heterocyclic radical herein.), perhaps,

Have and be selected from substituent substituted heterocyclic radical following radicals, can be identical or different more than 1 (heterocyclic radical is same as described above.); described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Q ₂Shown in general formula (2), or shown in general formula (3).

(in the formula, Y ₁Expression C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.)

(in the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl.Herein, Y ₆, Y ₉In at least one is necessary for C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl.)}

[4] as [3] described compound, wherein, Q ₂Shown in general formula (2).

[5] as [4] described compound, wherein,

Q ₁Be phenyl,

Pyridyl,

Have and be selected from following radicals more than 1; substituent substituted pyridinyl that can be identical or different, described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl.

[6] as [1] or [2] described compound, by A in the general formula (1) ₁, A ₂, A ₃, A ₄It all is general formula (1a) expression of carbon atom.

In the formula,

Q ₁For

Q ₂Shown in general formula (2), or shown in general formula (3).

[7] as [6] described compound, wherein,

Q ₁For

Pyridyl,

Have and be selected from following radicals more than 1; substituent substituted pyridinyl that can be identical or different; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Q ₂Shown in general formula (2).

[8] as [1] or [2] described compound, by A in the general formula (1) ₁, A ₂, A ₃, A ₄It all is general formula (1a) expression of carbon atom.

In the formula,

Q ₁Be phenyl,

(heterocyclic radical is pyridyl, PYRIDINE N OXIDE base, pyrimidyl, pyridazinyl, pyrazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrryl, pyrazolyl or tetrazyl to heterocyclic radical herein.), perhaps

Q ₂Shown in general formula (2), or shown in general formula (3).

(in the formula, Y ₁Expression C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅Expression fluorine atom, chlorine atom, iodine atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.)

(in the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl.Herein, at least one among Y6, the Y9 is necessary for C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl.)}

[9] as [8] described compound, wherein,

Q ₁Be phenyl,

Pyridyl,

Q ₂Shown in general formula (2).

[10] as [1] or [2] described compound, by A in the general formula (1) ₁, A ₂, A ₃, A ₄It all is general formula (1a) expression of carbon atom.

In the formula,

Q ₁For

Phenyl,

Q ₂Shown in general formula (2), or shown in general formula (3).

(in the formula, Y ₁Expression C2-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.)

(in the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C2-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl.Herein, Y ₆, Y ₉In at least one is necessary for C2-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl.)}

[11] as [10] described compound, wherein,

Q ₁Be phenyl,

Pyridyl,

Q ₂Shown in general formula (2).

(in the formula, Y ₁Expression C2-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₂Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.)

[12], represent by general formula (1) as [1] described compound.

In the formula,

R ₁, R ₂In any when being hydrogen atom, another is C1-C4 alkyl or C1-C4 alkyl-carbonyl, or is C1-C4 alkyl or C1-C4 alkyl-carbonyl simultaneously,

N represents 0 to 4 integer,

Q ₁Be phenyl, perhaps,

Q ₂Shown in general formula (2), or shown in general formula (3).

(in the formula, Y ₁Expression C1-C4 alkoxyl group or C1-C4 halogenated alkoxy, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.)

(in the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl.Herein, Y ₆, Y ₉In at least one is necessary for C1-C4 alkoxyl group or C1-C4 halogenated alkoxy.)}

[13] as [12] described compound, by A in the general formula (1) ₁, A ₂, A ₃, A ₄It all is general formula (1a) expression of carbon atom.

In the formula,

R ₁, R ₂In any when being hydrogen atom, another is C1-C4 alkyl or C1-C4 alkyl-carbonyl, perhaps is C1-C4 alkyl or C1-C4 alkyl-carbonyl simultaneously,

Q ₁Be phenyl, perhaps,

(so-called herein heterocyclic radical is represented pyridyl, PYRIDINE N OXIDE base, pyrimidyl, pyridazinyl, pyrazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrryl, pyrazolyl or tetrazyl to heterocyclic radical.), perhaps,

Q ₂Shown in general formula (2).

(in the formula, Y ₁Expression C1-C4 halogenated alkoxy, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.)

[14] as [13] described compound, wherein,

Q ₁Be phenyl,

Pyridyl,

[15] compound of general formula (4) expression.

In the formula, R ₂Expression hydrogen atom, C1-C4 alkyl or C1-C4 alkyl-carbonyl,

Q ₂A shown in general formula (2), general formula (3) or general formula (5),

(in the formula, Y ₁, Y ₂, Y ₃, Y ₄, Y ₅Identical with the implication described in [1].)

(in the formula, Y ₆, Y ₇, Y ₈, Y ₉Identical with the implication described in [1].)

(in the formula, R _a, R _bRepresent fluorine atom or C1-C4 perfluoroalkyl independently of one another,

R _cThe expression hydroxyl ,-O-R _d(R _dExpression C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl, aryl sulfonyl, C1-C4 alkyl-carbonyl or C1-C4 halogenated alkyl carbonyl), chlorine atom, bromine atoms or iodine atom,

Y ₁A represents C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅A represents hydrogen atom, halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₂A, Y ₄A represents hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.)}

[16] preparation method of [1] to [14] or [21] described compound is characterized in that, makes the compound reaction shown in compound shown in [15] described general formula (4) and the general formula (6).

(in the formula,

R ₁Be hydrogen atom, C1-C4 alkyl or C1-C4 alkyl-carbonyl,

X is hydrogen atom, halogen atom or trifluoromethyl,

N represents 0 to 4 integer,

Q ₁It is identical with the implication described in [1],

Hal represents chlorine atom or bromine atoms.)

[17] compound of general formula (7) expression.

(in the formula,

R ₂Be hydrogen atom, C1-C4 alkyl or C1-C4 alkyl-carbonyl,

G ₂Be Sauerstoffatom or sulphur atom,

X is hydrogen atom, halogen atom or trifluoromethyl,

N represents 0 to 4 integer,

Q ₂A is identical with the implication described in [15].)

[18] preparation method of [17] described compound is characterized in that, makes the compound reaction shown in the general formula (4) described in the compound shown in the general formula (8) and [15].

(in the formula,

G ₂Be Sauerstoffatom or sulphur atom,

J represents halogen atom or hydroxyl.)

[19] compound of general formula (9) expression.

(in the formula,

G ₂Expression Sauerstoffatom or sulphur atom,

X represents hydrogen atom, halogen atom or trifluoromethyl,

N represents 0 to 4 integer,

Q ₂A is identical with the implication described in [15].)

[20] preparation method of the compound of [19] described general formula (9) expression is characterized in that, makes the compound reaction shown in the general formula described in [17] (7) in the presence of suitable reductive agent.

[21] compound of general formula (10) expression.

In the formula,

X represents hydrogen atom, halogen atom or trifluoromethyl,

N represents 0 to 4 integer,

Q ₁It is identical with the implication described in [1],

Q ₂B shown in general formula (5),

R _cFor hydroxyl ,-O-R _d(R _dExpression C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl, aryl sulfonyl, C1-C4 alkyl-carbonyl or C1-C4 halogenated alkyl carbonyl), chlorine atom, bromine atoms or iodine atom,

[22] preparation method of the compound described in [1] to [14] or [21] is characterized in that, makes compound and the compound of general formula (11) expression or the compound reaction of general formula (12) expression of the general formula described in [19] (9) expression.

(in the formula,

G ₁Be Sauerstoffatom or sulphur atom,

J ' expression halogen atom or hydroxyl.

Q ₁Identical with the implication described in [1].)

(in the formula, Q ₁Identical with the implication described in [1].)

[23] preparation method of compound shown in the general formula (14) is characterized in that, makes compound shown in the general formula (13) and suitable halogenating agent reaction.

In the formula,

R ₂Be hydrogen atom, C1-C4 alkyl or C1-C4 alkyl-carbonyl,

G ₂Be Sauerstoffatom or sulphur atom,

X represents hydrogen atom, halogen atom or trifluoromethyl,

N represents 0 to 4 integer,

Y ₁A, Y ₂A, Y ₄A, Y ₅A, Ra, Rb are identical with the implication described in [15] respectively,

Rc ' be hydroxyl ,-(Rd represents C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl, aryl sulfonyl, C1-C4 alkyl-carbonyl or C1-C4 halogenated alkyl carbonyl to O-Rd.)，

E represent nitro ,-NH-(R ₁) (R ₁Expression hydrogen atom, C1-C4 alkyl or C1-C4 alkyl-carbonyl.) ,-N (R ₁)-C (=G ₁) Q ₁(R ₁The expression hydrogen atom, C1-C4 alkyl or C1-C4 alkyl-carbonyl, G ₁Expression Sauerstoffatom or sulphur atom, Q ₁Identical with the implication described in [1].)}

In the formula,

R ₂Be hydrogen atom, C1-C4 alkyl or C1-C4 alkyl-carbonyl,

G ₂Be Sauerstoffatom or sulphur atom,

X represents hydrogen atom, halogen atom or trifluoromethyl,

N represents 0 to 4 integer,

Rc " expression chlorine atom, bromine atoms or iodine atom,

[24] preparation method of the compound shown in the general formula (15) is characterized in that, makes compound or the compound of general formula (14) expression and the suitable fluorizating agent reaction of [23] described general formula (13) expression.

(in the formula, A ₁, A ₂, A ₃, A ₄, X, n, R ₂, G ₂, Y ₁A, Y ₂A, Y ₄A, Y ₅A, Ra, Rb, E are identical with the implication described in [23].)

[25] a kind of sterilant is characterized in that, contains in [1] to [14] each described compound as effective constituent.

[26] a kind of using method of medicament is characterized in that, avoids the infringement of harmful organism in order to protect useful crop, and each described compound is handled the useful crop or the soil that become object in [1] to [14] of use significant quantity.

Compound of the present invention shows the effect of preventing and kill off to various insects, in the effect with the useful crop of protection, also has by reducing the effect that dosage reaches the reduction carrying capacity of environment.

Embodiment

The compound that the present invention relates to is shown in following general formula (1).

In the formula,

N represents 0 to 4 integer,

Q ₁Be phenyl, perhaps

(so-called herein heterocyclic radical is represented pyridyl, PYRIDINE N OXIDE base, pyrimidyl, pyridazinyl, pyrazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrryl, pyrazolyl or tetrazyl to heterocyclic radical.), perhaps

Q ₂Shown in general formula (2) or general formula (3).

(in the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl.Herein, at least one among Y6, the Y9 is necessary for C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl.)。}

The compound that the present invention relates to also can be the compound shown in the following general formula (10).

A kind of compound is shown in general formula (10).

In the formula,

X is hydrogen atom, halogen atom or trifluoromethyl,

N represents 0 to 4 integer,

Q ₁Be phenyl, perhaps

Q ₂B is shown in general formula (5).

R _cFor hydroxyl ,-O-R _d(R _dExpression C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl, aryl sulfonyl, C1-C4 alkyl-carbonyl or C1-C4 halogenated alkyl carbonyl.), chlorine atom, bromine atoms or iodine atom,

The term that uses in the general formula of the present invention (1) etc. has implication as follows respectively in its definition.

" halogen atom " expression fluorine atom, chlorine atom, bromine atoms or iodine atom.

The mark of " Ca-Cb (a, b represent the integer more than 1) ", for example " C1-C3 " expression carbonatoms is 1～3 a carbochain, and " C2-C6 " expression carbonatoms is 2～6 a carbochain, and " C1-C4 " expression carbonatoms is 1～4 a carbochain.

" n-" just representing, " i-" expression is different, and " s-" represents secondary, and " t-" represents uncle.

In addition, " C1-C3 alkyl " represents that a straight chain shape such as for example methyl, ethyl, n-propyl group, i-propyl group or a catenate carbonatoms are 1～3 alkyl.

" C1-C4 alkyl " except that expression " C1-C3 alkyl ", represents that also a straight chain shape such as for example n-butyl, s-butyl, i-butyl, t-butyl, cyclopropyl methyl or a catenate carbonatoms are 1～4 alkyl.

" C1-C6 alkyl ", except that expression " C1-C4 alkyl ", represent that also a straight chain shape such as for example n-amyl group, 2-amyl group, 3-amyl group, neo-pentyl, n-hexyl, 2-hexyl, 4-methyl-2-amyl group, 3-methyl-n-amyl group, cyclobutylmethyl or a catenate carbonatoms are 1～6 alkyl.

" C1-C3 haloalkyl ", expression for example is single methyl fluoride, difluoromethyl, trifluoromethyl, the monochloro methyl, dichloromethyl, trichloromethyl, single brooethyl, two brooethyls, trisbromomethyl, bromine difluoro methyl, the 1-fluoro ethyl, the 2-fluoro ethyl, 2,2-two fluoro ethyls, 2,2, the 2-trifluoroethyl, the 1-chloroethyl, the 2-chloroethyl, 2, the 2-Dichloroethyl, 2,2,2-three chloroethyls, the 1-bromotrifluoromethane, the 2-bromotrifluoromethane, 2,2-two bromotrifluoromethanes, 2,2, the 2-three bromomethyl, 2-iodine ethyl, pentafluoroethyl group, 3-fluoro-n-propyl group, 3-chloro-n-propyl group, 3-bromo-n-propyl group, 1,3-two fluoro-2-propyl group, 1,3-two chloro-2-propyl group, 1,1,1-three fluoro-2-propyl group, 1-chloro-3-fluoro-2-propyl group, 1,1,1,3,3,3-hexafluoro-2-propyl group, 1,1,1,3,3,3-hexafluoro-2-chloro-2-propyl group, 2,2,3,3,3-five fluoro-n-propyl group, seven fluoro-i-propyl group, the alkyl that a straight chain shape that seven fluoro-n-propyl group etc. can be obtained by halogen atom replacement identical or different more than 1 or a catenate carbonatoms are 1～3.

" C1-C4 haloalkyl ", except that expression " C1-C3 haloalkyl ", also represent the alkyl that a straight chain shape that for example 4-fluoro-n-butyl, 4-chloro-n-butyl, nine fluoro-n-butyl, nine fluoro-2-butyl etc. can be replaced by halogen atom identical or different more than 1 or a catenate carbonatoms are 1～4.

" C2-C4 alkenyl ", the carbonatoms of representing to have in the carbochains such as vinyl, allyl group, crotyl, 3-butenyl for example two keys are 2～4 alkenyl.

" C2-C4 halogenated alkenyl ", expression for example 3,3-two fluoro-2-propenyl, 3,3-two chloro-2-propenyl, 3,3-two bromo-2-propenyl, 2,3-two bromo-2-propenyl, 4,4-two fluoro-3-butenyls, 3,4, the straight chain shape that in carbochain, has two keys that 4-three bromo-3-butenyls etc. can be replaced by halogen atom identical or different more than 1 or to prop up the catenate carbonatoms be 2～4 alkenyl.

" C2-C4 alkynyl ", representing to have in for example propargyl, ethyl acetylene-3-base, the ethyl acetylene-3-methyl-carbochains such as 3-base a triple-linked straight chain shape or a catenate carbonatoms is 2～4 alkynyl.Have in carbochain triple-linked straight chain shape or a catenate carbonatoms that " C2-C4 halo alkynyl ", expression for example can be replaced by halogen atom identical or different more than 1 are 2～4 alkenyl.

" C3-C6 cycloalkyl " represents that carbonatoms that for example cyclopropyl, cyclobutyl, cyclopentyl, 2-methylcyclopentyl, 3-methylcyclopentyl, cyclohexyl etc. have a ring texture is 3～6 a cycloalkyl." C3-C6 halogenated cycloalkyl ", expression for example 2,2,3, the carbonatoms with ring texture that 3-ptfe ring butyl, 2-chlorine cyclohexyl, 4-chlorine cyclohexyl etc. can be replaced by halogen atom identical or different more than 1 be 3～6 a cycloalkyl.

" C1-C3 alkoxyl group " represents that a straight chain shape such as for example methoxyl group, oxyethyl group, n-propoxy-, i-propoxy-or a catenate carbonatoms are 1～3 alkoxyl group." C1-C4 alkoxyl group " except that expression " C1-C3 alkoxyl group ", represents that also a straight chain shape such as for example n-butoxy, i-butoxy, s-butyl oxygen base, t-butyl oxygen base or a catenate carbonatoms are 1～4 alkoxyl group.

" C1-C3 halogenated alkoxy " represents for example trifluoromethoxy, difluoro-methoxy, single fluorine methoxyl group, five fluorine oxyethyl groups, 1,1,1,3,3,3-hexafluoro-2-propoxy-, 2-fluorine oxyethyl group, 2, the 2-difluoroethoxy, 2,2, the 2-trifluoro ethoxy, the 2-chloroethoxy, 2,2-two chloroethoxies, 2,2,2-three chloroethoxies, 3-fluoro-n-propoxy-, 2,2,3,3-tetrafluoro-n-propoxy-, 2,2,3,3,3-five fluoro-n-propoxy-, 1,3-two fluoro-2-propoxy-, 1-chloro-3-fluoro-2-propoxy-, 1,1,2,3,3,3-hexafluoro propoxy-, 2,2,2-three fluoro-1-trifluoromethyl oxyethyl groups, 2-trifluoromethoxy-1,1, the 2-trifluoro ethoxy, 1,1,2, the halogenated alkoxy that a straight chain shape that 2-tetrafluoro oxyethyl group etc. can be replaced by halogen atom identical or different more than 1 or a catenate carbonatoms are 1～3." C1-C4 halogenated alkoxy ", except that expression " C1-C3 halogenated alkoxy ", also expression for example 1,1,1,3,3,4,4, the halogenated alkoxy that a straight chain shape that 4-octafluoro-2-butoxy etc. can be replaced by halogen atom identical or different more than 1 or a catenate carbonatoms are 1～4.

" C1-C3 alkylthio " represents that a straight chain shape such as methylthio group for example, ethylmercapto group, n-rosickyite base, i-rosickyite base, ring rosickyite base or a catenate carbonatoms are 1～3 alkylthio." C1-C4 alkylthio " except that expression " C1-C3 alkylthio ", represents that also a straight chain shape such as for example n-butylthio, i-butylthio, s-butylthio, t-butylthio, cyclopropyl methylthio group or a catenate carbonatoms are 1～4 alkylthio." C1-C3 halogenated alkylthio " represents for example trifluoromethylthio, five fluorine ethylmercapto groups, 2-fluorine ethylmercapto group, 2,2,2-trifluoro ethylmercapto group, seven fluoro-n-rosickyite bases, seven fluoro-i-rosickyite bases, 1,1,2,3,3,3-hexafluoro rosickyite base, 2,2,2-three fluoro-1-trifluoromethyl ethylmercapto groups, 2-trifluoromethoxy-1,1,2-trifluoro ethylmercapto group, 1,1,2, the alkylthio that a straight chain shape that 2-tetrafluoro ethylmercapto group etc. can be replaced by halogen atom identical or different more than 1 or a catenate carbonatoms are 1～3." C1-C4 halogenated alkylthio ", except that " C1-C3 halogenated alkylthio ", also represent for example nine fluoro-n-butylthios, nine fluoro-s-butylthios, 4,4, the alkylthio that a straight chain shape that 4-three fluoro-n-butylthios etc. can be replaced by halogen atom identical or different more than 1 or a catenate carbonatoms are 1～4.

" C1-C3 alkyl sulphinyl " represents that a straight chain shape such as for example methylsulfinyl, ethyl sulfinyl, n-propyl group sulfinyl, i-propyl group sulfinyl, cyclopropyl sulfinyl or a catenate carbonatoms are 1～3 alkyl sulphinyl." C1-C3 haloalkyl sulfinyl "; represent for example trifluoromethyl sulphinyl base; the pentafluoroethyl group sulfinyl; 2; 2; 2-trifluoroethyl sulfinyl; seven fluoro-n-propyl group sulfinyls; seven fluoro-i-propyl group sulfinyls; 1; 1; 2,3,3; 3-hexafluoro propyl group sulfinyl; 2; 2,2-three fluoro-1-trifluoromethyl ethyl sulfinyls; 2-trifluoromethoxy-1,1; 2-trifluoroethyl sulfinyl; 1; 1,2, the alkyl sulphinyl that a straight chain shape that 2-tetrafluoro ethyl sulfinyl etc. can be replaced by halogen atom identical or different more than 1 or a catenate carbonatoms are 1～3.

" C1-C3 alkyl sulphonyl " represents that a straight chain shape such as for example methyl sulphonyl, ethylsulfonyl, n-sulfonyl propyl base, i-sulfonyl propyl base, cyclopropyl alkylsulfonyl or a catenate carbonatoms are 1～3 alkyl sulphonyl." C1-C3 halogenated alkyl sulfonyl "; represent for example trifluoromethyl sulfonyl, pentafluoroethyl group alkylsulfonyl, 2; 2; 2-trifluoroethyl alkylsulfonyl, seven fluoro-n-sulfonyl propyl bases, seven fluoro-i-sulfonyl propyl bases, 1; 1; 2,3,3; 3-hexafluoro sulfonyl propyl base, 2; 2,2-three fluoro-1-trifluoromethyl ethylsulfonyl, 2-trifluoromethoxy-1,1; 2-trifluoroethyl alkylsulfonyl, 1; 1,2, the alkyl sulphonyl that a straight chain shape that 2-tetrafluoro ethylsulfonyl etc. can be replaced by halogen atom identical or different more than 1 or a catenate carbonatoms are 1～3.

" aryl sulfonyl " represents that carbonatoms that for example phenyl sulfonyl, p-methylphenyl alkylsulfonyl, 1-naphthyl alkylsulfonyl, 2-naphthyl alkylsulfonyl, anthryl alkylsulfonyl, phenanthryl alkylsulfonyl, acenaphthenyl alkylsulfonyl etc. have an aromatic nucleus is 6～14 a aryl sulfonyl.

" C1-C4 alkylamino ", represent for example methylamino, ethylamino, n-propyl group amino, i-propyl group amino, n-butyl amino, cyclopropyl amino, 2,2, a straight chain shape such as 2-trifluoroethyl amino or a chain or cyclic carbonatoms are 1～4 alkylamino." two C1-C4 alkylaminos " represents that for example dimethylamino, diethylamino, N-ethyl-N-methylamino etc. can be the amino of 1～4 alkyl replacement by 2 identical or different straight chain shapes or a catenate carbonatoms.

" C1-C4 alkyl-carbonyl " represents that a straight chain shape such as for example formyl radical, ethanoyl, propionyl, i-propyl group carbonyl, cyclopropyl carbonyl or a chain or cyclic carbonatoms are 1～4 alkyl-carbonyl.

" C1-C4 halogenated alkyl carbonyl "; represent for example acetyl fluoride base, difluoro ethanoyl, trifluoroacetyl group, chloracetyl, dichloro-acetyl, tribromo-acetyl base, acetyl bromide, iodoacetyl, 3; 3; 3-trifluoropropyl acyl group, 2; 2; 3,3, the alkyl-carbonyl that a straight chain shape that 3-five fluorine propionyls etc. can be replaced by halogen atom identical or different more than 1 or a catenate carbonatoms are 1～4.

" C1-C4 alkyl-carbonyl oxygen base " represents that straight chain such as acetoxyl group, a propionyloxy shape for example or a catenate carbonatoms are 1～4 alkyl-carbonyl oxygen base.

" C1-C4 alkoxy carbonyl " represents that a straight chain shape such as for example methoxycarbonyl, ethoxy carbonyl, i-propoxycarbonyl or a catenate carbonatoms are 1～4 alkoxy carbonyl.

" C1-C4 perfluoroalkyl " represents the alkyl that a straight chain shape that for example trifluoromethyl, pentafluoroethyl group, seven fluoro-n-propyl group, seven fluoro-i-propyl group, nine fluoro-n-butyl, nine fluoro-2-butyl, nine fluoro-i-butyl etc. are all replaced by fluorine atom or a catenate carbonatoms are 1～4." C2-C6 perfluoroalkyl " represents the alkyl of 2～6 of a straight chain shape that for example pentafluoroethyl group, seven fluoro-n-propyl group, seven fluoro-i-propyl group, nine fluoro-n-butyl, nine fluoro-2-butyl, nine fluoro-i-butyl, perfluor-n-amyl group, perfluor-n-hexyl etc. are all replaced by fluorine atom or catenate carbonatomss.

" C1-C6 perfluor alkylthio " represents the alkylthio that a straight chain shape that for example trifluoromethylthio, five fluorine ethylmercapto groups, seven fluoro-n-rosickyite bases, seven fluoro-i-rosickyite bases, nine fluoro-n-butylthios, nine fluoro-2-butylthios, nine fluoro-i-butylthios, perfluor-n-penta sulfenyl, the own sulfenyl of perfluor-n-etc. are all replaced by fluorine atom or a catenate carbonatoms are 1～6.

" C1-C6 perfluoroalkyl sulfinyl " represents the alkyl sulphinyl that a straight chain shape that for example trifluoromethyl sulphinyl base, pentafluoroethyl group sulfinyl, seven fluoro-n-propyl group sulfinyls, seven fluoro-i-propyl group sulfinyls, nine fluoro-n-butyl sulfinyls, nine fluoro-2-butyl sulfinyls, nine fluoro-i-butyl sulfinyls, perfluor-n-amyl group sulfinyl, perfluor-n-hexyl sulfinyl etc. are all replaced by fluorine atom or a catenate carbonatoms are 1～6.

" C1-C6 perfluoroalkyl group sulfonyl " represents the alkyl sulphonyl that a straight chain shape that for example trifluoromethyl sulfonyl, pentafluoroethyl group alkylsulfonyl, seven fluoro-n-sulfonyl propyl bases, seven fluoro-i-sulfonyl propyl bases, nine fluoro-n-butyl alkylsulfonyls, nine fluoro-2-butyl alkylsulfonyls, nine fluoro-i-butyl alkylsulfonyls, perfluor-n-amyl group alkylsulfonyl, perfluor-n-hexyl alkylsulfonyl etc. are all replaced by fluorine atom or a catenate carbonatoms are 1～6.

The compound of expression such as general formula of the present invention (1), in its structural formula, contain one or more chiral carbon atoms or chiral centre sometimes, sometimes also have the optical isomer more than 2 kinds, the present invention also comprises whole various optical isomers and contains the mixture of above-mentioned optical isomer with arbitrary proportion.In addition, the compound of expression such as general formula of the present invention (1), when having the geometrical isomer more than 2 kinds from carbon-to-carbon double bond in its structural formula, the present invention also comprises whole various geometrical isomers and contains the mixture of above-mentioned geometrical isomer with arbitrary proportion.

In the substituting groups in the general formula compound of expression such as general formula of the present invention (1) etc., preferred substituted or atom are as follows.

As A ₁, A ₂, A ₃, A ₄, preferred A ₁Be carbon atom, nitrogen-atoms or oxidized nitrogen-atoms, simultaneously A ₂, A ₃, A ₄All be carbon atom, more preferably A ₁, A ₂, A ₃, A ₄It all is carbon atom.

As R ₁, be preferably hydrogen atom, C1-C4 alkyl, ethanoyl, more preferably hydrogen atom, methyl, ethyl.

As R ₂, be preferably hydrogen atom, C1-C4 alkyl, ethanoyl, more preferably hydrogen atom, methyl, ethyl.

As G ₁, G ₂, preferred G ₁, G ₂It all is Sauerstoffatom.

As X, be preferably hydrogen atom, halogen atom, more preferably hydrogen atom, fluorine atom.

As n, be preferably 0,1 or 2, more preferably 0 or 1.

As X ₁, be preferably hydrogen atom, halogen atom, more preferably hydrogen atom or fluorine atom.

As X ₂, be preferably hydrogen atom, fluorine atom, more preferably hydrogen atom.

As X ₃, X ₄, be preferably hydrogen atom.

As Q ₁, be preferably phenyl,

Have and be selected from following substituent substituent substituted-phenyl that can be identical or different more than 1; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Pyridyl, perhaps,

Have and be selected from following substituent substituent substituted pyridinyl that can be identical or different more than 1, described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl.

As Q ₁, phenyl more preferably,

Have 1 to 3 and be selected from following substituent substituent substituted-phenyl that can be identical or different; described group is: fluorine atom, chlorine atom, bromine atoms, iodine atom, methyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl, trifluoromethylthio, trifluoromethyl sulphinyl base, trifluoromethyl sulfonyl, methylamino, dimethylamino, cyano group, nitro

Pyridyl or,

Have 1 to 2 and be selected from following substituent substituent substituted pyridinyl that can be identical or different, described group is: fluorine atom, chlorine atom, bromine atoms, iodine atom, methyl, trifluoromethyl, methoxyl group, trifluoromethoxy, methylthio group, methylsulfinyl, methyl sulphonyl, trifluoromethylthio, trifluoromethyl sulphinyl base, trifluoromethyl sulfonyl, methylamino, dimethylamino, cyano group, nitro.

As Q ₂, be preferably substituted-phenyl or the substituted pyridinyl shown in general formula (2) or the general formula (3).

In the general formula (2), as Y ₁Be preferably trifluoromethylthio; five fluorine ethylmercapto groups; seven fluoro-n-rosickyite bases; seven fluoro-i-rosickyite bases; the trifluoromethyl sulphinyl base; the pentafluoroethyl group sulfinyl; seven fluoro-n-propyl group sulfinyls; seven fluoro-i-propyl group sulfinyls; trifluoromethyl sulfonyl; the pentafluoroethyl group alkylsulfonyl; seven fluoro-n-sulfonyl propyl bases; seven fluoro-i-sulfonyl propyl bases; methoxyl group; oxyethyl group; trifluoromethoxy; five fluorine oxyethyl groups; 2-fluorine oxyethyl group; 2; the 2-difluoroethoxy; 2; 2; the 2-trifluoro ethoxy; 2; 2; 2-three chloroethoxies; trifluoromethylthio more preferably; five fluorine ethylmercapto groups; the trifluoromethyl sulphinyl base; the pentafluoroethyl group sulfinyl; trifluoromethyl sulfonyl; the pentafluoroethyl group alkylsulfonyl; trifluoromethoxy; 2-fluorine oxyethyl group; 2; the 2-difluoroethoxy; 2; 2, the 2-trifluoro ethoxy.

In the general formula (2), as Y ₅Be preferably fluorine atom; the chlorine atom; bromine atoms; the iodine atom; methyl; ethyl; the n-propyl group; the i-propyl group; the n-butyl; the 2-butyl; trifluoromethyl; methylthio group; methylsulfinyl; methyl sulphonyl; trifluoromethylthio; five fluorine ethylmercapto groups; seven fluoro-i-rosickyite bases; the trifluoromethyl sulphinyl base; the pentafluoroethyl group sulfinyl; seven fluoro-n-propyl group sulfinyls; seven fluoro-i-propyl group sulfinyls; trifluoromethyl sulfonyl; the pentafluoroethyl group alkylsulfonyl; seven fluoro-n-sulfonyl propyl bases; seven fluoro-i-sulfonyl propyl bases; cyano group; methoxyl group; oxyethyl group; the n-propoxy-; trifluoromethoxy; five fluorine oxyethyl groups; 2-fluorine oxyethyl group; 2; the 2-difluoroethoxy; 2; 2; the 2-trifluoro ethoxy; 2; 2,2-three chloroethoxies.

In the general formula (3), as Y ₆, Y ₉Preferably be fluorine atom independently of one another; the chlorine atom; bromine atoms; the iodine atom; methyl; ethyl; the n-propyl group; the i-propyl group; the n-butyl; the 2-butyl; trifluoromethyl; methylthio group; methylsulfinyl; methyl sulphonyl; trifluoromethylthio; five fluorine ethylmercapto groups; seven fluoro-i-rosickyite bases; the trifluoromethyl sulphinyl base; the pentafluoroethyl group sulfinyl; seven fluoro-n-propyl group sulfinyls; seven fluoro-i-propyl group sulfinyls; trifluoromethyl sulfonyl; the pentafluoroethyl group alkylsulfonyl; seven fluoro-n-sulfonyl propyl bases; seven fluoro-i-sulfonyl propyl bases; cyano group; methoxyl group; oxyethyl group; the n-propoxy-; trifluoromethoxy; five fluorine oxyethyl groups; 2-fluorine oxyethyl group; 2; the 2-difluoroethoxy; 2; 2; the 2-trifluoro ethoxy; 2; 2; 2-three chloroethoxies, Y ₆, Y ₉In any be necessary for trifluoromethylthio, five fluorine ethylmercapto groups, seven fluoro-n-rosickyite bases, seven fluoro-i-rosickyite bases, trifluoromethyl sulphinyl base, pentafluoroethyl group sulfinyl, seven fluoro-n-propyl group sulfinyls, seven fluoro-i-propyl group sulfinyls, trifluoromethyl sulfonyl, pentafluoroethyl group alkylsulfonyl, seven fluoro-n-sulfonyl propyl bases, seven fluoro-i-sulfonyl propyl bases, methoxyl group, oxyethyl group, trifluoromethoxy, five fluorine oxyethyl groups, 2-fluorine oxyethyl group, 2; 2-difluoroethoxy, 2; 2; 2-trifluoro ethoxy, 2; 2; 2-three chloroethoxies, more preferably Y ₆, Y ₉In any be necessary for trifluoromethylthio, five fluorine ethylmercapto groups, trifluoromethyl sulphinyl base, pentafluoroethyl group sulfinyl, trifluoromethyl sulfonyl, pentafluoroethyl group alkylsulfonyl, trifluoromethoxy, 2-fluorine oxyethyl group, 2; 2-difluoroethoxy, 2; 2; 2-trifluoro ethoxy, 2; 2,2-three chloroethoxies.

In the general formula (3), as Y ₂, Y ₄, Y ₇, preferably be hydrogen atom, halogen atom, methyl independently of one another, hydrogen atom more preferably,

As Y ₃Be preferably pentafluoroethyl group; seven fluoro-n-propyl group; seven fluoro-i-propyl group; nine fluoro-n-butyl; nine fluoro-2-butyl; nine fluoro-i-butyl; trifluoromethylthio; five fluorine ethylmercapto groups; seven fluoro-n-rosickyite bases; seven fluoro-i-rosickyite bases; nine fluoro-n-butylthios; nine fluoro-2-butylthios; the trifluoromethyl sulphinyl base; the pentafluoroethyl group sulfinyl; seven fluoro-n-propyl group sulfinyls; seven fluoro-i-propyl group sulfinyls; nine fluoro-n-butyl sulfinyls; nine fluoro-2-butyl sulfinyls; trifluoromethyl sulfonyl; the pentafluoroethyl group alkylsulfonyl; seven fluoro-n-sulfonyl propyl bases; seven fluoro-i-sulfonyl propyl bases; nine fluoro-n-butyl alkylsulfonyls; nine fluoro-2-butyl alkylsulfonyls; five fluorine oxyethyl groups; 1; 1; 1; 3; 3; 3-hexafluoro-i-propoxy-; 1; 1; 2; 3,3,3-hexafluoro propoxy-; 2; 2; 2-three fluoro-1-trifluoromethyl oxyethyl groups; 2-trifluoromethoxy-1,1, the 2-trifluoro ethoxy; 1; 1; 2,2-tetrafluoro oxyethyl group

As Y ₈Be preferably pentafluoroethyl group; seven fluoro-n-propyl group; seven fluoro-i-propyl group; nine fluoro-n-butyl; nine fluoro-2-butyl; nine fluoro-i-butyl; trifluoromethylthio; five fluorine ethylmercapto groups; seven fluoro-n-rosickyite bases; seven fluoro-i-rosickyite bases; nine fluoro-n-butylthios; nine fluoro-2-butylthios; the trifluoromethyl sulphinyl base; the pentafluoroethyl group sulfinyl; seven fluoro-n-propyl group sulfinyls; seven fluoro-i-propyl group sulfinyls; nine fluoro-n-butyl sulfinyls; nine fluoro-2-butyl sulfinyls; trifluoromethyl sulfonyl; the pentafluoroethyl group alkylsulfonyl; seven fluoro-n-sulfonyl propyl bases; seven fluoro-i-sulfonyl propyl bases; nine fluoro-n-butyl alkylsulfonyls; nine fluoro-2-butyl alkylsulfonyls; five fluorine oxyethyl groups; 1; 1; 1; 3; 3; 3-hexafluoro-i-propoxy-; 1; 1; 2; 3; 3,3-hexafluoro propoxy-; 2,2; 2-three fluoro-1-trifluoromethyl oxyethyl groups; 2-trifluoromethoxy-1; 1, the 2-trifluoro ethoxy; 1,1; 2,2-tetrafluoro oxyethyl group.

In addition, in following general formula, be preferably chlorine atom, bromine atoms, hydroxyl as L.

As R ₁A is preferably hydrogen atom, C1-C4 alkyl, ethanoyl, more preferably hydrogen atom, methyl, ethyl.

As R ₂A is preferably hydrogen atom, C1-C4 alkyl, ethanoyl, more preferably hydrogen atom, methyl, ethyl.

As G ₁A, G ₂A, preferred G ₁A, G ₂A is a Sauerstoffatom.

As X ₁A is preferably hydrogen atom, halogen atom, more preferably hydrogen atom or fluorine atom.

As X ₂A is preferably hydrogen atom, fluorine atom, more preferably hydrogen atom.

As X ₃A, X ₄A is preferably hydrogen atom.

As Y ₁A; be preferably trifluoromethylthio; five fluorine ethylmercapto groups; seven fluoro-n-rosickyite bases; seven fluoro-i-rosickyite bases; the trifluoromethyl sulphinyl base; the pentafluoroethyl group sulfinyl; seven fluoro-n-propyl group sulfinyls; seven fluoro-i-propyl group sulfinyls; trifluoromethyl sulfonyl; the pentafluoroethyl group alkylsulfonyl; seven fluoro-n-sulfonyl propyl bases; seven fluoro-i-sulfonyl propyl bases; methoxyl group; oxyethyl group; trifluoromethoxy; five fluorine oxyethyl groups; 2-fluorine oxyethyl group; 2; the 2-difluoroethoxy; 2; 2; the 2-trifluoro ethoxy; 2; 2; 2-three chloroethoxies; trifluoromethylthio more preferably; five fluorine ethylmercapto groups; the trifluoromethyl sulphinyl base; the pentafluoroethyl group sulfinyl; trifluoromethyl sulfonyl; the pentafluoroethyl group alkylsulfonyl; trifluoromethoxy; 2-fluorine oxyethyl group; 2; the 2-difluoroethoxy; 2; 2, the 2-trifluoro ethoxy.

As Y ₂A, Y ₄A is preferably hydrogen atom, halogen atom, methyl, more preferably hydrogen atom.

As Y ₅A; be preferably fluorine atom; the chlorine atom; bromine atoms; the iodine atom; methyl; ethyl; the n-propyl group; the i-propyl group; the n-butyl; the 2-butyl; trifluoromethyl; methylthio group; methylsulfinyl; methyl sulphonyl; trifluoromethylthio; five fluorine ethylmercapto groups; seven fluoro-i-rosickyite bases; the trifluoromethyl sulphinyl base; the pentafluoroethyl group sulfinyl; seven fluoro-n-propyl group sulfinyls; seven fluoro-i-propyl group sulfinyls; trifluoromethyl sulfonyl; the pentafluoroethyl group alkylsulfonyl; seven fluoro-n-sulfonyl propyl bases; seven fluoro-i-sulfonyl propyl bases; cyano group; methoxyl group; oxyethyl group; the n-propoxy-; trifluoromethoxy; five fluorine oxyethyl groups; 2-fluorine oxyethyl group; 2; the 2-difluoroethoxy; 2; 2; the 2-trifluoro ethoxy; 2; 2,2-three chloroethoxies.

As R _a, R _b, preferably be respectively fluorine atom, trifluoromethyl, pentafluoroethyl group, seven fluoro-n-propyl group, more preferably be respectively fluorine atom, trifluoromethyl, pentafluoroethyl group.

As R _cBe preferably hydroxyl, chlorine atom, bromine atoms, iodine atom, methoxyl group, oxyethyl group, methyl sulphonyl oxygen base, trifluoromethyl sulfonyl oxygen base, phenyl sulfonyl oxygen base, p-methylphenyl alkylsulfonyl oxygen base, acetoxyl group, trifluoroacetyl oxygen base; more preferably hydroxyl, chlorine atom, bromine atoms, methoxyl group, methyl sulphonyl oxygen base, trifluoromethyl sulfonyl oxygen base, phenyl sulfonyl oxygen base, p-methylphenyl alkylsulfonyl oxygen base, more preferably hydroxyl, chlorine atom, bromine atoms.

As R _c', be preferably hydroxyl.

As R _c", be preferably chlorine atom, bromine atoms.

As J, J ', preferably be respectively hydroxyl, chlorine atom, bromine atoms, more preferably the chlorine atom.

As the compound of general formula of the present invention (1) expression, can enumerate the compound of following Compound I～V.

(Compound I)

A kind of Compound I is as A in the general formula (1) ₁, A ₂, A ₃, A ₄All be shown in the general formula (1a) of carbon atom.

In the formula,

Q ₁Be phenyl, perhaps

Have and be selected from following substituent substituent substituted heterocyclic radical that can be identical or different more than 1 (heterocyclic radical is same as described above.); described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Q ₂Shown in general formula (2) or general formula (3).

As above-claimed cpd I, can use Q ₂Compound shown in general formula (2).

And,, also can use following compound, i.e. Q as above-claimed cpd I ₂Shown in above-mentioned substituting group,

Q ₁Be phenyl,

Pyridyl,

(Compound I I)

A kind of Compound I I is as A in the general formula (1) ₁, A ₂, A ₃, A ₄All be shown in the general formula (1a) of carbon atom.

In the formula,

Q ₁For

(so-called herein heterocyclic radical is pyridyl, PYRIDINE N OXIDE base, pyrimidyl, pyridazinyl, pyrazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrryl, pyrazolyl or tetrazyl to heterocyclic radical.), perhaps,

Q ₂Shown in general formula (2) or general formula (3).

As above-claimed cpd II, can use compound as follows, promptly

Q ₁Expression

Pyridyl,

Have and be selected from following substituent substituent substituted pyridinyl that can be identical or different more than 1; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Q ₂Shown in general formula (2).

(compound III)

A kind of compound III is as A in the general formula (1) ₁, A ₂, A ₃, A ₄All be shown in the general formula (1a) of carbon atom.

In the formula,

Q ₁Expression

Phenyl,

Have be selected from more than 1 that following base replaces can be identical or different substituent substituted heterocyclic radical (heterocyclic radical is same as described above.); described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C 1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Q ₂Shown in general formula (2) or shown in general formula (3).

As above-claimed cpd III, can use Q ₁, Q ₂Be the compound of group as follows, that is,

Q ₁The expression phenyl,

Pyridyl,

Q ₂Shown in general formula (2).

(compound IV)

A kind of compound IV is as A in the general formula (1) ₁, A ₂, A ₃, A ₄All be shown in the general formula (1a) of carbon atom.

In the formula,

Q ₁For

Phenyl,

(heterocyclic radical is represented pyridyl, PYRIDINE N OXIDE base, pyrimidyl, pyridazinyl, pyrazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrryl, pyrazolyl or tetrazyl to heterocyclic radical herein.) or,

Have and be selected from substituent substituted heterocyclic radical following radicals, can be identical or different more than 1 (heterocyclic radical is same as described above.), described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Q ₂Shown in general formula (2) or shown in general formula (3).

As above-claimed cpd IV, also can use Q ₁, Q ₂Be the compound of following radicals, promptly

Q ₁Be phenyl,

Have and be selected from following radicals more than 1; substituent substituted-phenyl that can be identical or different; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Pyridyl,

Have and be selected from following radicals more than 1; substituent substituted pyridinyl that can be identical or different; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Q ₂Shown in general formula (2).

(compound V)

A kind of compound V is shown in general formula (1).

In the formula,

N represents 0 to 4 integer,

Q ₁Be phenyl, perhaps,

Q ₂Shown in general formula (2) or general formula (3).

(in the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl.Herein, Y ₆, Y ₉In any is necessary for C1-C4 alkoxyl group or C1-C4 halogenated alkoxy.)}

As above-claimed cpd V, can use A in the general formula (1) ₁, A ₂, A ₃, A ₄It all is the compound shown in the general formula (1a) of carbon atom.

In the formula,

Q ₁Be phenyl, perhaps,

Q ₂Shown in general formula (2).

(in the formula, Y ₁Expression C1-C4 halogenated alkoxy, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.)}

As above-claimed cpd V, can use Q ₁Be the compound of group as follows, promptly

Q ₁Be phenyl,

Pyridyl,

Below provide the representational preparation method of The compounds of this invention, can prepare compound of the present invention, but preparation method's approach is not limited to preparation method as follows according to this method.

Q shown in the following preparation method ₂A is in general formula (2), general formula (3) or the general formula (5) any.Need to prove, among the preparation method of The compounds of this invention, Q ₂B is shown in general formula (5).

(in the formula, Y ₁A, Y ₂A, Y ₄A, Y ₅A, Ra, Rb, Rc are identical with the implication described in [15].)

The preparation method 1

(in the formula, A ₁, A ₂, A ₃, A ₄, G ₁, G ₂, R ₁, R ₂, X, n, Q ₁Identical with [1] described implication, L represents that halogen atom, hydroxyl etc. have the functional group of the performance of leaving away.)

1-(i) general formula (19)+general formula (20) → general formula (21)

By in appropriate solvent or make under the solvent-free condition shown in the general formula (19) have leavings group between the aromatic amine derivative reaction shown in nitryl aromatic family carboxylic acid derivative and the general formula (20), can prepare the aromatic carboxylic acid amide derivatives shown in the general formula (21) with nitro.Also can use suitable alkali in this operation.

As solvent, as long as hinder this reaction indistinctively, for example can be water, benzene, toluene, dimethylbenzene etc. are aromatic hydrocarbon based, methylene dichloride, chloroform, halogenated hydrocarbons such as tetracol phenixin, Anaesthetie Ether, dioxane, tetrahydrofuran (THF), 1, chain or ring-type ethers such as 2-glycol dimethyl ether, ethyl acetate, ester classes such as butylacetate, methyl alcohol, alcohols such as ethanol, acetone, methyl iso-butyl ketone (MIBK), ketones such as pimelinketone, dimethyl formamide, amidess such as N,N-DIMETHYLACETAMIDE, nitriles such as acetonitrile, 1,3-dimethyl-2-imidazolone, tetramethylene sulfone, dimethyl sulfoxide (DMSO) etc., above-mentioned solvent can be used separately or mix more than 2 kinds and use.

In addition, as alkali, can be alkali metal alcoholate classes such as hydrogenated alkali metal salt, sodium methylate, sodium ethylates such as phosphoric acid salts such as carbonates such as alkali hydroxide metallic salt, sodium bicarbonate, salt of wormwood, dipotassium hydrogen phosphate, tertiary sodium phosphate, sodium hydrides such as organic bases, sodium hydroxide, potassium hydroxide such as triethylamine, three-n-butylamine, pyridine, 4-dimethylaminopyridine etc.Above-mentioned alkali can suitably be selected to use in the scope of 0.01～50 times of molar equivalent with respect to the compound shown in the general formula (19).Temperature of reaction can be distinguished suitably selection in reflux temperature, the reaction times of-20 ℃～solvent for use in several minutes to 96 hours scope.

In the compound shown in the general formula (19), the aromatic carboxylic acid halide derivative can more easily be prepared by aromatic carboxylic acid according to the common method of using halogenating agent.As halogenating agent, for example can be halogenating agents such as thionyl chloride, thionyl bromide, phosphorus oxychloride, oxalyl chloride, phosphorus trichloride, carbonyl chloride.

On the other hand, can not use halogenating agent, be the compound shown in nitryl aromatic family carboxylic acid and the general formula (20) between hydroxyl by L in the general formula (19), compound shown in the preparation general formula (21), as this method, for example can enumerate,, suitably use additives such as I-hydroxybenzotriazole according to the method for Chem.Ber.788 page or leaf (1970) record, use N, the method for the condensing agent of N '-dicyclohexylcarbodiimide of adopting.As other condensing agents that use this moment, can enumerate 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide, 1,1 '-carbonyl is two-the 1H-imidazoles etc.

In addition,, also can enumerate the mixed anhydride method of using chloro-formic ester class etc. as the additive method of the compound shown in preparation general formula (21), can be according to the method for J.Am.Chem.Soc.5012 page or leaf (1967) record, the compound shown in the preparation general formula (21).As the chloro-formic ester class that use this moment, can enumerate isobutyl chlorocarbonate, isopropyl chlorocarbonate etc., outside the dechlorination formate ester, can use diethyl ethanoyl chlorine, pivaloyl chlorine etc.

Use method, the mixed anhydride method of condensing agent all to be not limited to solvent, temperature of reaction, the reaction times that described document is put down in writing, as long as suitably use and hinder the inert solvent that reaction is carried out indistinctively, can carry out according to reaction, suitably selective reaction temperature, reaction times.

1-is general formula (21) → general formula (22) (ii)

The aromatic carboxylic acid amide derivatives with nitro shown in the general formula (21) can pass through reduction reaction, derives the amino aromatic carboxylic acid amide derivatives that has shown in the general formula (22).As reduction reaction, can exemplify the method for using hydrogenation reaction and the method for using metallic compound (for example, tin protochloride (anhydride), iron powder, zinc powder etc.).

The former method can or add in appropriate solvent, in the presence of catalyzer, at normal pressure to be depressed, and carries out in atmosphere of hydrogen.As catalyzer, can enumerate nickel catalyzator classes such as palladium catalyst class, Raney nickel, platinum catalyst class, cobalt catalyst class, ruthenium catalyst class, rhodium catalyst classes etc. such as palladium-carbon, as solvent, can enumerate chain or ester classes such as ring-type ethers, ethyl acetate such as alcohols such as water, methyl alcohol, ethanol, benzene, toluene etc. are aromatic hydrocarbon based, ether, dioxane, tetrahydrofuran (THF).Pressure is suitably selected respectively to get final product in several minutes to 96 hours scope in reflux temperature, the reaction times of-20 ℃～solvent for use in 0.1～10MPa, temperature of reaction, can prepare the compound of general formula (22) efficiently.

As the latter's method, can enumerate the P.453 middle condition of putting down in writing according to " Organic Syntheses " Coll.Vol.III, use the method for tin protochloride (anhydride) as metallic compound.

1-is general formula (22)+general formula (23) → general formula (24) (iii)

By aromatic carboxylic acid amide derivatives with amino shown in the general formula (22) and the compound shown in the general formula (23) are reacted, can prepare the The compounds of this invention shown in the general formula (24) in appropriate solvent or under solvent-free.Also can use suitable alkali in this operation.

As solvent, as long as hinder this reaction indistinctively, for example can enumerate water, benzene, toluene, dimethylbenzene etc. are aromatic hydrocarbon based, methylene dichloride, chloroform, halogenated hydrocarbons such as tetracol phenixin, Anaesthetie Ether, dioxane, tetrahydrofuran (THF), 1, chain or ring-type ethers such as 2-glycol dimethyl ether, ethyl acetate, ester classes such as butylacetate, methyl alcohol, alcohols such as ethanol, acetone, methyl iso-butyl ketone (MIBK), ketones such as pimelinketone, dimethyl formamide, amidess such as N,N-DIMETHYLACETAMIDE, nitriles such as acetonitrile, 1,3-dimethyl-inert solvents such as 2-imidazolone, above-mentioned solvent can be used singly or two or more kinds mixed.

In addition, as alkali, can enumerate alkali metal alcoholate classes such as hydrogenated alkali metal salt, sodium methylate, sodium ethylates such as phosphoric acid salts such as carbonates such as alkali hydroxide metal species, sodium bicarbonate, salt of wormwood, dipotassium hydrogen phosphate, tertiary sodium phosphate, sodium hydrides such as organic bases, sodium hydroxide, potassium hydroxide such as triethylamine, three-n-butylamine, pyridine, 4-dimethylaminopyridine etc.Above-mentioned alkali can suitably be selected to use in the scope of 0.01～50 times of molar equivalent with respect to the compound shown in the general formula (22).Temperature of reaction was suitably selected respectively to get final product in several minutes to 96 hours scope in reflux temperature, the reaction times of-20 ℃～solvent for use.In addition, also can be prepared according to method or the mixed anhydride method of using the condensing agent of record among the 1-(i).

1-is general formula (24)+general formula (25) → general formula (26) (iv)

By the alkylate with leavings group shown in compound shown in the general formula (24) and the general formula (25) is reacted, can prepare the compound shown in the general formula (26) in solvent or under solvent-free.As compound shown in the general formula (25), for example can enumerate alkyl halide classes such as methyl iodide, iodoethane, bromine n-propane etc.In addition, also suitable alkali or solvent can be used in this operation,, the compound that exemplifies among the 1-(i) can be used as this alkali or solvent.About temperature of reaction, reaction times etc., also shown in the illustration of 1-(i).

In addition, as additive method, also can replace the compound shown in the general formula (25), with the compound reaction shown in the general formula (24), the compound shown in the preparation general formula (26) by making alkylating agents such as methyl-sulfate, ethyl sulfate.

The preparation method 2

(in the formula, A ₁, A ₂, A ₃, A ₄, G ₁, G ₂, R ₁, R ₂, X, n, Q ₁Identical with the implication of record in [1], L represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, and Hal represents chlorine atom or bromine atoms.)

2-(i) general formula (27)+general formula (23) → general formula (28)

Suitably select solvent, the alkali of 1-(i) record respectively; perhaps according to the condition of solvent-free or alkali-free; by making carboxylic-acid shown in the general formula (27) and the reaction of the compound shown in the general formula (23), can prepare the carboxylic-acid shown in the general formula (28) with acyl amino with amino.Reaction times, temperature of reaction can suitably be selected from the condition of 1-(i) record.

2-is general formula (28) → general formula (29) (ii)

According to known halogenating reaction, promptly, make compound shown in the general formula (28) and thionyl chloride, oxalyl chloride, carbonyl chloride, phosphorus oxychloride, phosphorus pentachloride, phosphorus trichloride, thionyl bromide, phosphorus tribromide, three fluoridize reactions such as diethylamino sulphur, can prepare the compound shown in the general formula (29).

2-is general formula (29)+general formula (20) → general formula (30) (iii)

Suitably select solvent, the alkali of 1-(i) record respectively, perhaps,, can prepare the compound shown in the general formula (30) by making the compound reaction shown in compound shown in the general formula (29) and the general formula (20) according to the condition of solvent-free or alkali-free.Reaction times, temperature of reaction can suitably be selected from the condition of 1-(i) record.

2-is general formula (28)+general formula (20) → general formula (30) (iv)

According to the condition of the use condensing agent of 1-(i) record or use the condition of mixed anhydride method, react by making the compound shown in the compound shown in the general formula (28) and the general formula (20), can prepare the compound shown in the general formula (30).

The preparation method 3

(in the formula, A ₁, A ₂, A ₃, A ₄, X, n, G ₂, R ₂Identical with the implication described in [1].)

In appropriate solvent or under solvent-free, use suitable alkali, make compound shown in the general formula (48) and suitable reaction reaction, can prepare the compound shown in the general formula (49).

As solvent, only otherwise significantly hindering this reaction gets final product, for example can enumerate hexane, hexanaphthene, aliphatic hydrocarbons such as methylcyclohexane, benzene, dimethylbenzene, toluene etc. are aromatic hydrocarbon based, methylene dichloride, chloroform, tetracol phenixin, 1, halogenated hydrocarbons such as 2-ethylene dichloride, Anaesthetie Ether, dioxane, tetrahydrofuran (THF), 1, ethers such as 2-glycol dimethyl ether, dimethyl formamide, amidess such as N,N-DIMETHYLACETAMIDE, acetonitrile, nitriles such as propionitrile, acetone, methyl iso-butyl ketone (MIBK), pimelinketone, ketones such as methyl ethyl ketone, ethyl acetate, ester classes such as butylacetate, methyl alcohol, alcohols such as ethanol, 1,3-dimethyl-2-imidazolone, tetramethylene sulfone, dimethyl sulfoxide (DMSO), water etc., above-mentioned solvent can use separately or mix more than 2 kinds and use.

As alkali, for example can enumerate Grignard reagent classes such as organolithium class, ethylmagnesium bromide such as alkali metal alcoholate classes such as hydrogenated alkali metal salt, sodium methylate, sodium ethylates such as phosphoric acid salts such as carbonates such as alkali hydroxide metallic salt, sodium bicarbonate, salt of wormwood, potassium phosphate,monobasic, tertiary sodium phosphate, sodium hydrides such as organic bases such as triethylamine, tributylamine, pyridine, 4-dimethylaminopyridine, sodium hydroxide, potassium hydroxide, n-butyllithium etc.

Above-mentioned alkali can suitably be selected in the scope of 0.01 to 50 times of molar equivalent with respect to the compound shown in the general formula (48).

As reagent, for example can enumerate methyl iodide, monobromethane, CF3I, 2,2, alkyl sodium sulfate ester classes such as acid anhydrides such as carboxylic acid halides class, trifluoroacetic anhydride, methyl-sulfate, ethyl sulfate such as acetylenic halide propyl group class, Acetyl Chloride 98Min. such as halogenated allyl class, propargyl bromides such as alkyl halide base class, allyl iodides such as 2-trifluoro iodoethane.Above-mentioned reagent is suitably selected in the scope of 1～5 times of molar equivalent with respect to the compound shown in the general formula (48), or also can be used as the solvent use.Temperature of reaction be-80 ℃ of reflux temperatures, reaction times to solvent for use in several minutes to 96 hours scope, can distinguish suitably and to select.

The preparation method 4

(in the formula, A ₁, A ₂, A ₃, A ₄, X, n, G ₂, R ₁, R ₂Identical with the implication described in [1].)

4-(i) general formula (22) → general formula (50)

Make the compound shown in the general formula (22) in appropriate solvent or solvent-freely react down, add suitable catalyzer, under atmosphere of hydrogen, make its reaction, prepare the compound shown in the general formula (50) thus with aldehydes or ketone.

As solvent, only otherwise significantly hindering this reaction gets final product, for example can enumerate hexane, hexanaphthene, aliphatic hydrocarbons such as methylcyclohexane, benzene, dimethylbenzene, toluene etc. are aromatic hydrocarbon based, methylene dichloride, chloroform, tetracol phenixin, 1, halogenated hydrocarbons such as 2-ethylene dichloride, Anaesthetie Ether, dioxane, tetrahydrofuran (THF), 1, ethers such as 2-glycol dimethyl ether, dimethyl formamide, amidess such as N,N-DIMETHYLACETAMIDE, acetonitrile, nitriles such as propionitrile, acetone, methyl iso-butyl ketone (MIBK), pimelinketone, ketones such as methyl ethyl ketone, ethyl acetate, ester classes such as butylacetate, 1,3-dimethyl-2-imidazolone, tetramethylene sulfone, dimethyl sulfoxide (DMSO), methyl alcohol, alcohols such as ethanol, water equal solvent, above-mentioned solvent can use separately or mix more than 2 kinds and use.

As catalyzer, for example can enumerate nickel catalyzator classes such as palladium catalyst class, Raney nickel, cobalt catalyst class, platinum catalyst class, ruthenium catalyst class, rhodium catalyst classes etc. such as palladium-carbon.

As aldehydes, for example can enumerate aldehydes such as formaldehyde, acetaldehyde, propionic aldehyde, trifluoro acetaldehyde, difluoro acetaldehyde, fluorine acetaldehyde, monochloroacetaldehyde, dichloro acetaldehyde, trichoro-aldehyde, bromoacetaldehyde.

As ketone, for example can enumerate ketones such as acetone, perfluoro acetone, methyl ethyl ketone.

Reaction pressure can be distinguished in the scope of 0.1MPa to 10MPa suitably and select.Temperature of reaction can suitably be selected respectively in several minutes to 96 hours scope-20 ℃ of reflux temperature, reaction times to the solvent that makes.

4-is general formula (22) → general formula (50) (additive method 1) (ii)

By make the compound shown in the general formula (22) in appropriate solvent or solvent-free down with aldehydes or ketone reaction, the reductive agent processing with suitable can prepare the compound shown in the general formula (50) thus.

As reductive agent, for example can enumerate hydroborate classes such as sodium borohydride, sodium cyanoborohydride, sodium triacetoxy borohydride.

Temperature of reaction can be distinguished suitably selection in-20 ℃ of reflux temperatures to solvent for use, reaction times in several minutes to 96 hours scope.

4-is general formula (22) → general formula (50) (additive method 2) (iii)

By make the compound shown in the general formula (22) in appropriate solvent or solvent-free down with formylation agent reaction, add suitable additive, can prepare the middle R1 of general formula (50) thus is the compound of methyl.

As the formylation agent, for example can enumerate formaldehyde, formic acid, fluorine formic acid, formyl radical formate esters such as formic anhydride class, phenyl formate such as (2, the 2-neopentanoic acid), penta fluoro benzene formaldehyde, oxazole etc.

As additive, for example can enumerate hydroborate class, boric acid, lithium aluminium hydride etc. such as organic acids such as mineral acid, formic acid, sodium borohydride, sodium cyanoborohydride such as sulfuric acid.

Temperature of reaction can suitably be selected respectively in several minutes to 96 hours scope in-20 ℃ of reflux temperatures to solvent for use, reaction times.

The preparation method 5

(in the formula, R ₂, Y ₂, Y ₃, Y ₄, Y ₅Identical with the implication described in [1], m is 1 or 2, and Rf represents the C1-C3 haloalkyl.)

By using suitable oxygenant, can for example can enumerate the method for record in the Tetrahedron Lett.4955 page or leaf (1994) by the compound shown in the compound right side general formula shown in the general formula of left side.

As oxygenant, for example can enumerate organic peroxide acid, sodium metaperiodate, hydrogen peroxide, ozone, tin anhydride, chromic acid, nitrogen tetroxide, nitric acid acyl ester, iodine, bromine, N-bromine succinimide, iodoso toluene (iodosylbenzyl), hypochlorous acid t-butyl esters etc. such as metachloroperbenzoic acid.Oxygenant can suitably be selected in the scope of 1～5 times of molar equivalent with respect to the compound shown in the general formula.

Also can add suitable additive, for example can enumerate ruthenium chloride (III) etc.

The solvent that uses in this operation is not limited to the solvent put down in writing in the above-mentioned document, and as its solvent, only otherwise significantly hindering this reaction get final product, above-mentioned solvent can use separately or mix use more than 2 kinds.Temperature of reaction the reflux temperature of-20 ℃～solvent for use, reaction times in several minutes to 96 hours scope, can distinguish suitably and select.

The preparation method 6

(in the formula, E represent nitro, amino ,-NH-R ₁Base ,-N (R ₁)-C (=G ₁) Q ₁Group, A ₁, A ₂, A ₃, A ₄, X, n, Y ₂, Y ₃, Y ₄, Y ₅, R ₁, R ₂, G ₁, Q ₁Identical with the implication described in [1], m represents 1 or 2, and Rf represents the C1-C3 haloalkyl.)

By using suitable oxygenant, can be by the compound shown in the compound right side general formula shown in the general formula of left side.As starting raw material,, can prepare the compound shown in the general formula with compound shown in the general formula of left side according to preparation method's 5 described conditions.

The preparation method 7

(in the formula, E represent nitro, amino ,-NH-R ₁Base ,-N (R ₁)-C (=G ₁) Q ₁Base, A ₁, A ₂, A ₃, A ₄, X, n, R ₁, R ₂, G ₁, Q ₁Identical with the implication described in [1], Y ₁A, Y ₂A, Y ₄A, Y ₅A, Ra, Rb, Rc ', Rc " identical with the implication described in [23].)

In appropriate solvent or solvent-freely down compound shown in the general formula (51) and suitable halogenating agent are reacted, can prepare the muriate shown in the general formula (52) (or bromide, iodide).In this operation, also can use suitable additive.

As solvent, as long as hinder this reaction indistinctively, for example can be hexane, hexanaphthene, aliphatic hydrocarbons such as methylcyclohexane, benzene, dimethylbenzene, toluene etc. are aromatic hydrocarbon based, methylene dichloride, chloroform, tetracol phenixin, 1, halogenated hydrocarbons such as 2-ethylene dichloride, Anaesthetie Ether, dioxane, tetrahydrofuran (THF), 1, ethers such as 2-glycol dimethyl ether, dimethyl formamide, amidess such as N,N-DIMETHYLACETAMIDE, acetonitrile, nitriles such as propionitrile, acetone, methyl iso-butyl ketone (MIBK), ketones such as pimelinketone, ethyl acetate, ester classes such as butylacetate, 1,3-dimethyl-2-imidazolone, tetramethylene sulfone, dimethyl sulfoxide (DMSO), methyl alcohol, alcohols such as ethanol, water equal solvent, above-mentioned solvent can use separately or mix more than 2 kinds and use.

As halogenating agent; for example can be thionyl chloride; thionyl bromide; phosphorus oxychloride; oxalyl chloride; phosphorus trichloride; phosphorus tribromide; phosphorus pentachloride; Rydon reagent class; methylsulfonyl chloride; Tosyl chloride; alkylsulfonyl halogenide classes such as benzene sulfonyl chloride; halogenation sulfonium class; sulfonic acid esters; chlorine; bromine; iodine; the hypohalite class; N-halo amine; hydrogenchloride; hydrogen bromide; Sodium Bromide; Potassium Bromide; cyanuryl chloride; 1; 3-two chloro-1; 2; the 4-triazole; titanium chloride (IV); vanadium chloride (IV); arsenic chloride (III); N; N-diethyl-1; 2; 2-trichloro-vinyl amine; Trichloroacetonitrile; sodium-chlor; brometo de amonio; N; N-dimethyl chloride carboxamide hydrochloride (N; N-dimethylchloroforminium chloride); N; N-dimethyl chloride methane amide hydrobromate (N; N-dimethylchloro forminium bromide); N; N-solutions of dimethyl phosphoryl amine dihydrochloride (N, N-dimethylphosphoramidous dichloride) etc.

As additive, for example can be inorganic acids, N such as organic bases such as metallic salts such as zinc chloride, lithiumbromide, phase-transfer catalyst, hexamethyl phosphoric triamide, sulfuric acid, dinethylformamide etc.

Above-mentioned halogenating agent can suitably be selected in the scope of 0.01 to 10 times of molar equivalent with respect to the compound shown in the general formula (51), or use as solvent.Temperature of reaction-80 ℃ of reflux temperatures, reaction times to solvent for use in several minutes to 96 hours scope, suitably select respectively.

The preparation method 8

(in the formula, E represent nitro, amino ,-NH-R ₁Base ,-N (R ₁)-C (=G ₁) Q ₁Base, A ₁, A ₂, A ₃, A ₄, X, n, R ₁, R ₂, G ₁, Q ₁Identical with the implication of record in [1], Y ₁A, Y ₂A, Y ₄A, Y ₅A, Ra, Rb, Rc are identical with implication of record in [15].)

By making compound shown in the general formula (53) and suitable fluorizating agent reaction in appropriate solvent or under solvent-free, can prepare the compound shown in the general formula (54).

As solvent, only otherwise hindering this reaction gets final product, for example can enumerate hexane, hexanaphthene, aliphatic hydrocarbons such as methylcyclohexane, benzene, dimethylbenzene, toluene etc. are aromatic hydrocarbon based, methylene dichloride, chloroform, tetracol phenixin, 1, halogenated hydrocarbons such as 2-ethylene dichloride, Anaesthetie Ether, dioxane, tetrahydrofuran (THF), 1, ethers such as 2-glycol dimethyl ether, dimethyl formamide, amidess such as N,N-DIMETHYLACETAMIDE, acetonitrile, nitriles such as propionitrile, acetone, methyl iso-butyl ketone (MIBK), pimelinketone, ketones such as methyl ethyl ketone, ethyl acetate, ester classes such as butylacetate, 1,3-dimethyl-2-imidazolone, tetramethylene sulfone, dimethyl sulfoxide (DMSO), methyl alcohol, alcohols such as ethanol, water equal solvent, above-mentioned solvent can use separately or mix more than 2 kinds and use.

As fluorizating agent, can enumerate 1,1,2,2-tetrafluoro ethyl diethylamide, 2-chloro-1,1,2-trifluoroethyl diethylamide, trifluoro phenylbenzene phosphorane, difluoro triphenyl phosphorane, the fluorofomates class, sulfur tetrafluoride, Potassium monofluoride, potassium bifluoride, cesium fluoride, rubidium fluoride, Sodium Fluoride, lithium fluoride, antimonic fluoride (III), antimonic fluoride (V), zinc fluoride, cobaltous fluoride, plumbous fluoride, cupric fluoride, Mercury difluoride (II), silver fluoride, silver fluoborate, thallium fluoride (I), molybdenum fluoride (Vl), fluoridize arsenic (III), bromine fluoride, selenium tetrafluoride, three (dimethylamino) difluoro trimethylsulfonium silicate, sodium hexafluorisilicate, fluoridize quaternary ammonium salt, (2-chloroethyl) diethylamide, three fluoridize diethylamino sulphur, three fluoridize morpholino sulphur, silicon tetrafluoride, hydrogen fluoride, hydrofluoric acid, the hydrogen fluoride pyridine coordination compound, hydrogen fluoride triethylamine coordination compound, the hydrogen fluoride salt, two (2-methoxy ethyl) amino sulphur trifluoride, 2,2-two fluoro-1,3-dimethyl-2-imidazolone, iodine pentafluoride, three (diethylamino) Phosphonium-2,2,3,3,4,4-hexafluoro-tetramethylene inner salt (ylide), triethyl ammonium trans-1,1,2,2,3,4-Hexafluorocyclobutane inner salt, HFC-236fa etc.Above-mentioned fluorizating agent can use separately or mix more than 2 kinds and use.Above-mentioned fluorizating agent uses in the scope of 1 to 10 times of molar equivalent or suitably selects to use as solvent with respect to the compound shown in the general formula (53).

Also can use additive, as additive, for example can enumerate metal oxide-type such as inorganic salts such as phase-transfer catalyst class, Calcium Fluoride (Fluorspan), calcium chloride, red precipitate, ion exchange resin etc. such as crown ether-like, tetraphenyl phosphonium salt such as hexaoxacyclooctadecane-6-6, above-mentioned additive not only can add in the reaction system, and can be used as the pretreating reagent use of fluorizating agent.Temperature of reaction-80 ℃ of reflux temperatures, reaction times to solvent for use in several minutes to 96 hours scope, can suitably select respectively.

Below, the 1st shows to be given the representative compounds of the compound of insecticide active ingredient of the present invention to the 6th table, but the present invention is not limited thereto.

Need to prove, in the table, " n-" expression just, " Me " expression methyl, " Et " expression ethyl, " n-Pr " expression n-propyl group, " i-Pr " expression i-propyl group, " n-Bu " expression n-butyl, " i-Bu " expression i-butyl, " s-Bu " expression s-butyl, " t-Bu " expression t-butyl, " H " expression hydrogen atom, " O " expression Sauerstoffatom, " S " expression sulphur atom, " C " expression carbon atom, " N " expression nitrogen-atoms, " F " expression fluorine atom, " Cl " expression chlorine atom, " Br " expression bromine atoms, " I " expression iodine atom, " CF ₃" expression trifluoromethyl, " C ₂F ₅" expression pentafluoroethyl group, " n-C ₃F ₇" expression seven fluoro-n-propyl group, " i-C ₃F ₇" seven fluoro-i-propyl group, " 2-C ₄F ₉" expression nine fluoro-2-butyl, " SCF ₃" expression trifluoromethylthio, " SC ₂F ₅" expression five fluorine ethylmercapto groups, " S-n-C ₃F ₇" expression seven fluoro-n-rosickyite bases, " S (O) CF ₃" expression trifluoromethyl sulphinyl base, " S (O) C ₂F ₅" expression pentafluoroethyl group sulfinyl, " S (O)-n-C ₃F ₇" expression seven fluoro-n-propyl group sulfinyls, " SO ₂CF ₃" expression trifluoromethyl sulfonyl, " SO ₂C ₂F ₅" expression pentafluoroethyl group alkylsulfonyl, " SO ₂-n-C ₃F ₇" represent that seven fluoro-n-sulfonyl propyl bases, " OMe " expression methoxyl group, " OEt " represent oxyethyl group, " OCF ₃" expression trifluoromethoxy, " OCH ₂CF ₃" expression 2,2,2-trifluoro ethoxy, " OCH (CF ₃) ₂" expression 1,1,1,3,3,3-hexafluoro-2-propoxy-, " Ac " represent ethanoyl.

General formula (A)

(table 1)

The 1st table (1)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	1-1	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-2	H	H	The 2-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-1	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-2	H	H	The 2-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-3	H	H	The 3-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-4	H	H	The 4-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-3	H	H	The 3-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-4	H	H	The 4-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-5	H	H	The 2-ethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-6	H	H	The 3-ethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-5	H	H	The 2-ethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-6	H	H	The 3-ethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-7	H	H	The 4-ethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-8	H	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-7	H	H	The 4-ethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-8	H	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-9	H	H	The 3-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-10	H	H	The 4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-9	H	H	The 3-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-10	H	H	The 4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-11	H	H	The 2-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Cl
1-12	H	H	The 3-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Cl	1-11	H	H	The 2-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Cl
1-12	H	H	The 3-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Cl	1-13	H	H	The 4-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Cl
1-14	H	H	The 2-bromophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-13	H	H	The 4-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Cl
1-14	H	H	The 2-bromophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-15	H	H	The 3-bromophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-16	H	H	The 4-bromophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-15	H	H	The 3-bromophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-16	H	H	The 4-bromophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-17	H	H	The 2-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-18	H	H	The 3-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-17	H	H	The 2-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-18	H	H	The 3-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-19	H	H	The 4-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-20	H	H	The 3-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-19	H	H	The 4-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-20	H	H	The 3-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-21	H	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-22	H	H	The 2-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-21	H	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-22	H	H	The 2-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-23	H	H	The 3-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-24	H	H	The 4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-23	H	H	The 3-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-24	H	H	The 4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-25	H	H	The 2-aminophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-26	H	H	The 3-aminophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-25	H	H	The 2-aminophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-26	H	H	The 3-aminophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-27	H	H	The 4-aminophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-28	H	H	The 2-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-27	H	H	The 4-aminophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-28	H	H	The 2-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-29	H	H	The 3-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-30	H	H	The 4-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-29	H	H	The 3-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-30	H	H	The 4-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-31	H	H	The 2-hydroxy phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-32	H	H	The 2-p-methoxy-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-31	H	H	The 2-hydroxy phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-32	H	H	The 2-p-methoxy-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-33	H	H	The 3-p-methoxy-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-34	H	H	The 4-p-methoxy-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-33	H	H	The 3-p-methoxy-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-34	H	H	The 4-p-methoxy-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-35	H	H	The 2-Phenoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-36	H	H	3-(dimethylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-35	H	H	The 2-Phenoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-36	H	H	3-(dimethylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-37	H	H	4-(dimethylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-38	H	H	The 4-Trifluoromethoxyphen-l	SCF ₃	H	i-C ₃F ₇	H	Cl	1-37	H	H	4-(dimethylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-38	H	H	The 4-Trifluoromethoxyphen-l	SCF ₃	H	i-C ₃F ₇	H	Cl	1-39	H	H	2-(acetylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-40	H	H	3-(acetylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-39	H	H	2-(acetylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl

(table 2)

The 1st table (2)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	1-41	H	H	4-(acetylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-42	H	H	2-acetoxyl group phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-41	H	H	4-(acetylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-42	H	H	2-acetoxyl group phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-43	H	H	2-(methoxycarbonyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-44	H	H	4-(methoxycarbonyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-43	H	H	2-(methoxycarbonyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-44	H	H	4-(methoxycarbonyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-45	H	H	2, the 3-3,5-dimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-46	H	H	2, the 4-3,5-dimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-45	H	H	2, the 3-3,5-dimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-46	H	H	2, the 4-3,5-dimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-47	H	H	2, the 6-3,5-dimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-48	H	H	2, the 3-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-47	H	H	2, the 6-3,5-dimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-48	H	H	2, the 3-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-49	H	H	The 2,4 difluorobenzene base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-50	H	H	2, the 5-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-49	H	H	The 2,4 difluorobenzene base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-50	H	H	2, the 5-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-51	H	H	2, the 6-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-52	H	H	3, the 4-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-51	H	H	2, the 6-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-52	H	H	3, the 4-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-53	H	H	3, the 5-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-54	H	H	2, the 3-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-53	H	H	3, the 5-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-54	H	H	2, the 3-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-55	H	H	The 2,4 dichloro benzene base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-56	H	H	2, the 5-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-55	H	H	The 2,4 dichloro benzene base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-56	H	H	2, the 5-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-57	H	H	2, the 6-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-58	H	H	3, the 4-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-57	H	H	2, the 6-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-58	H	H	3, the 4-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-59	H	H	3, the 4-dinitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-60	H	H	2, the 6-Dimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-59	H	H	3, the 4-dinitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-60	H	H	2, the 6-Dimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-61	H	H	3, the 5-Dimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-62	H	H	3-methyl-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-61	H	H	3, the 5-Dimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-62	H	H	3-methyl-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-63	H	H	5-amino-2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-64	H	H	3-fluoro-2-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-63	H	H	5-amino-2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-64	H	H	3-fluoro-2-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-65	H	H	2-fluoro-5-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-66	H	H	4-fluoro-3-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-65	H	H	2-fluoro-5-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-66	H	H	4-fluoro-3-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-67	H	H	5-fluoro-2-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-68	H	H	2-fluoro-6-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-67	H	H	5-fluoro-2-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-68	H	H	2-fluoro-6-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-69	H	H	2-fluoro-5-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-70	H	H	2-chloro-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-69	H	H	2-fluoro-5-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-70	H	H	2-chloro-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-71	H	H	2-chloro-4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-72	H	H	2-chloro-6-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-71	H	H	2-chloro-4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-72	H	H	2-chloro-6-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-73	H	H	3-chloro-4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-74	H	H	4-chloro-2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-73	H	H	3-chloro-4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-74	H	H	4-chloro-2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-75	H	H	4-chloro-2-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-76	H	H	3-methoxyl group-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-75	H	H	4-chloro-2-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-76	H	H	3-methoxyl group-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-77	H	H	2-methoxyl group-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-78	H	H	2,3, the 4-trifluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-77	H	H	2-methoxyl group-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-78	H	H	2,3, the 4-trifluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-79	H	H	2,4, the 6-trimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-80	H	H	2,3, the 6-trifluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-79	H	H	2,4, the 6-trimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl

(table 3)

The 1st table (3)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	1-81	H	H	2,4, the 5-trimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-82	H	H	3,4, the 5-trimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-81	H	H	2,4, the 5-trimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-82	H	H	3,4, the 5-trimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-83	H	H	2,3,4,5, the 6-pentafluorophenyl group	SCF ₃	H	i-C ₃F ₇	H	Cl
1-84	H	H	The 2-xenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-83	H	H	2,3,4,5, the 6-pentafluorophenyl group	SCF ₃	H	i-C ₃F ₇	H	Cl
1-84	H	H	The 2-xenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-85	H	H	The 3-xenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-86	H	H	The 1-naphthyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-85	H	H	The 3-xenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-86	H	H	The 1-naphthyl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-87	H	H	The 2-naphthyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-88	H	H	Pyridine-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-87	H	H	The 2-naphthyl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-88	H	H	Pyridine-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-89	H	H	Pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-90	H	H	Pyridin-4-yl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-89	H	H	Pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-90	H	H	Pyridin-4-yl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-91	H	H	2-picoline-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-92	H	H	3-picoline-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-91	H	H	2-picoline-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-92	H	H	3-picoline-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-93	H	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-94	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-93	H	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Cl
1-94	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-95	H	H	2-chloropyridine-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-96	H	H	2-chloropyridine-6-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-95	H	H	2-chloropyridine-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-96	H	H	2-chloropyridine-6-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-97	H	H	2-chloropyridine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-98	H	H	5-chloropyridine-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-97	H	H	2-chloropyridine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-98	H	H	5-chloropyridine-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-99	H	H	4-5-flumethiazine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-100	H	H	3-pyridone-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-99	H	H	4-5-flumethiazine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-100	H	H	3-pyridone-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-101	H	H	2-phenoxypyridines-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-102	H	H	2-methylthio group pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-101	H	H	2-phenoxypyridines-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-102	H	H	2-methylthio group pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Cl	1-103	H	H	2,6-dimethoxy-pyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-104	H	H	2,3-dichloropyridine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-103	H	H	2,6-dimethoxy-pyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-104	H	H	2,3-dichloropyridine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-105	H	H	2,5-dichloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-106	H	H	2,6-dichloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-105	H	H	2,5-dichloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-106	H	H	2,6-dichloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-107	H	H	3,5-dichloropyridine-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-108	H	H	PYRIDINE N OXIDE-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-107	H	H	3,5-dichloropyridine-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-108	H	H	PYRIDINE N OXIDE-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-109	H	H	N-methylpyrrole-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-110	H	H	Pyrazine-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-109	H	H	N-methylpyrrole-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-110	H	H	Pyrazine-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-111	H	H	2-methylpyrazine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-112	H	H	4-trifluoromethyl pyrimidine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-111	H	H	2-methylpyrazine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-112	H	H	4-trifluoromethyl pyrimidine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-113	H	H	Furans-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-114	H	H	Furans-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-113	H	H	Furans-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-114	H	H	Furans-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-115	H	H	Thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-116	H	H	Thiene-3-yl-	SCF ₃	H	i-C ₃F ₇	H	Cl	1-115	H	H	Thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-116	H	H	Thiene-3-yl-	SCF ₃	H	i-C ₃F ₇	H	Cl	1-117	H	H	3 methyl thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-118	H	H	2-nitrothiophene-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-117	H	H	3 methyl thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-118	H	H	2-nitrothiophene-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-119	H	H	2-thiotolene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-120	H	H	3-chlorothiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-119	H	H	2-thiotolene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl

(table 4)

The 1st table (4)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	1-121	H	H	2-chlorothiophene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-122	H	H	3 bromo thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-121	H	H	2-chlorothiophene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-122	H	H	3 bromo thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-123	H	H	2-bromothiophene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-124	H	H	3-iodothiophen-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-123	H	H	2-bromothiophene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-124	H	H	3-iodothiophen-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-125	H	H	3-phenyl thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-126	H	H	2,4-thioxene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-125	H	H	3-phenyl thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-126	H	H	2,4-thioxene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-127	H	H	4-nitro-1H-pyrroles-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-128	H	H	3-ethyl-3H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-127	H	H	4-nitro-1H-pyrroles-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-128	H	H	3-ethyl-3H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-129	H	H	1-methyl-3-nitro-1H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-130	H	H	3-chloro-1-methyl isophthalic acid H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-129	H	H	1-methyl-3-nitro-1H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-130	H	H	3-chloro-1-methyl isophthalic acid H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-131	H	H	3-bromo-1-methyl isophthalic acid H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-132	H	H	1-methyl-3-Trifluoromethyl-1 H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-131	H	H	3-bromo-1-methyl isophthalic acid H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-132	H	H	1-methyl-3-Trifluoromethyl-1 H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-133	H	H	1-methyl-5-Trifluoromethyl-1 H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-134	H	H	Isoxazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-133	H	H	1-methyl-5-Trifluoromethyl-1 H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-134	H	H	Isoxazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-135	H	H	4-trifluoromethyl thiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-136	H	H	2,4-dimethylthiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-135	H	H	4-trifluoromethyl thiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-136	H	H	2,4-dimethylthiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-137	H	H	2-ethyl-4-methylthiazol-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-138	H	H	2-chloro-4-methylthiazol-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-137	H	H	2-ethyl-4-methylthiazol-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-138	H	H	2-chloro-4-methylthiazol-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-139	H	H	3-methyl isothiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-140	H	H	3,4-two chloro-isothiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-139	H	H	3-methyl isothiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
1-140	H	H	3,4-two chloro-isothiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	1-141	H	H	The 2-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-142	H	H	The 4-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	1-141	H	H	The 2-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-142	H	H	The 4-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	1-143	H	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-144	H	H	The 3-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br	1-143	H	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-144	H	H	The 3-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br	1-145	H	H	The 4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-146	H	H	The 4-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Br	1-145	H	H	The 4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-146	H	H	The 4-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Br	1-147	H	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-148	H	H	The 4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Br	1-147	H	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-148	H	H	The 4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Br	1-149	H	H	2-(trifluoromethyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-150	H	H	4-(trifluoromethyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	1-149	H	H	2-(trifluoromethyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-150	H	H	4-(trifluoromethyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	1-151	H	H	2, the 6-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-152	H	H	The 2,4 difluorobenzene base	SCF ₃	H	i-C ₃F ₇	H	Br	1-151	H	H	2, the 6-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-152	H	H	The 2,4 difluorobenzene base	SCF ₃	H	i-C ₃F ₇	H	Br	1-153	H	H	3-chloro-4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-154	H	H	Pyridine-2-base	SCF ₃	H	i-C ₃F ₇	H	Br	1-153	H	H	3-chloro-4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
1-154	H	H	Pyridine-2-base	SCF ₃	H	i-C ₃F ₇	H	Br	1-155	H	H	Pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Br
1-156	H	H	Pyridin-4-yl	SCF ₃	H	i-C ₃F ₇	H	Br	1-155	H	H	Pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Br
1-156	H	H	Pyridin-4-yl	SCF ₃	H	i-C ₃F ₇	H	Br	1-157	H	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Br
1-158	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	1-157	H	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Br
1-158	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	1-159	H	H	2-chloropyridine-5-base	SCF ₃	H	i-C ₃F ₇	H	Br
1-160	H	H	Thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Br	1-159	H	H	2-chloropyridine-5-base	SCF ₃	H	i-C ₃F ₇	H	Br

(table 5)

The 1st table (5)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	1-161	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	I
1-162	H	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	I	1-161	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	I
1-162	H	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	I	1-163	H	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	I
1-164	H	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	I	1-163	H	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	I
1-164	H	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	I	1-165	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	I
1-166	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Me	1-165	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	I
1-166	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Me	1-167	H	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Me
1-168	H	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Me	1-167	H	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Me
1-168	H	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Me	1-169	H	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Me
1-170	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Me	1-169	H	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Me
1-170	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Me	1-171	H	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Cl
1-172	H	H	The 2-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Cl	1-171	H	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Cl
1-172	H	H	The 2-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Cl	1-173	H	H	The 4-cyano-phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Cl
1-174	H	H	2-fluorine pyridin-3-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Cl	1-173	H	H	The 4-cyano-phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Cl
1-174	H	H	2-fluorine pyridin-3-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Cl	1-175	H	H	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Cl
1-176	H	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	1-175	H	H	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Cl
1-176	H	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	1-177	H	H	The 2-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
1-178	H	H	The 4-cyano-phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	1-177	H	H	The 2-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
1-178	H	H	The 4-cyano-phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	1-179	H	H	2-fluorine pyridin-3-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
1-180	H	H	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Br	1-179	H	H	2-fluorine pyridin-3-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
1-180	H	H	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Br	1-181	H	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Me
1-182	H	H	The 2-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Me	1-181	H	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Me
1-182	H	H	The 2-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Me	1-183	H	H	The 4-cyano-phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Me
1-184	H	H	2-fluorine pyridin-3-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Me	1-183	H	H	The 4-cyano-phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Me
1-184	H	H	2-fluorine pyridin-3-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Me	1-185	H	H	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Me
1-186	H	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl	1-185	H	H	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Me
1-186	H	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl	1-187	H	H	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl
1-188	H	H	The 4-cyano-phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl	1-187	H	H	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl
1-188	H	H	The 4-cyano-phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl	1-189	H	H	2-fluorine pyridin-3-yl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl
1-190	H	H	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl	1-189	H	H	2-fluorine pyridin-3-yl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl
1-190	H	H	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl	1-191	H	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
1-192	H	H	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	1-191	H	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
1-192	H	H	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	1-193	H	H	The 4-cyano-phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
1-194	H	H	2-fluorine pyridin-3-yl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	1-193	H	H	The 4-cyano-phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
1-194	H	H	2-fluorine pyridin-3-yl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	1-195	H	H	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
1-196	H	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me	1-195	H	H	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
1-196	H	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me	1-197	H	H	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me
1-198	H	H	The 4-cyano-phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me	1-197	H	H	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me
1-198	H	H	The 4-cyano-phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me	1-199	H	H	2-fluorine pyridin-3-yl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me
1-200	H	H	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Me	1-199	H	H	2-fluorine pyridin-3-yl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me

(table 6)

The 1st table (6)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	1-201	H	H	Phenyl	SC ₂F ₅	H	i-C ₃F ₇	H	Br
1-202	H	H	The 2-fluorophenyl	SC ₂F ₅	H	i-C ₃F ₇	H	Br	1-201	H	H	Phenyl	SC ₂F ₅	H	i-C ₃F ₇	H	Br
1-202	H	H	The 2-fluorophenyl	SC ₂F ₅	H	i-C ₃F ₇	H	Br	1-203	H	H	2-chloropyridine-3-base	SC ₂F ₅	H	i-C ₃F ₇	H	Br
1-204	H	H	Phenyl	S-n-C ₃F ₇	H	i-C ₃F ₇	H	Br	1-203	H	H	2-chloropyridine-3-base	SC ₂F ₅	H	i-C ₃F ₇	H	Br
1-204	H	H	Phenyl	S-n-C ₃F ₇	H	i-C ₃F ₇	H	Br	1-205	H	H	The 2-fluorophenyl	S-n-C ₃F ₇	H	i-C ₃F ₇	H	Br
1-206	H	H	2-chloropyridine-3-base	S-n-C ₃F ₇	H	i-C ₃F ₇	H	Br	1-205	H	H	The 2-fluorophenyl	S-n-C ₃F ₇	H	i-C ₃F ₇	H	Br
1-206	H	H	2-chloropyridine-3-base	S-n-C ₃F ₇	H	i-C ₃F ₇	H	Br	1-207	H	H	Phenyl	SCF ₃	H	n-C ₃F ₇	H	Br
1-208	H	H	The 2-fluorophenyl	SCF ₃	H	n-C ₃F ₇	H	Br	1-207	H	H	Phenyl	SCF ₃	H	n-C ₃F ₇	H	Br
1-208	H	H	The 2-fluorophenyl	SCF ₃	H	n-C ₃F ₇	H	Br	1-209	H	H	2-chloropyridine-3-base	SCF ₃	H	n-C ₃F ₇	H	Br
1-210	H	H	Phenyl	SCF ₃	H	C ₂F ₅	H	Cl	1-209	H	H	2-chloropyridine-3-base	SCF ₃	H	n-C ₃F ₇	H	Br
1-210	H	H	Phenyl	SCF ₃	H	C ₂F ₅	H	Cl	1-211	H	H	Phenyl	S(O)CF ₃	H	C ₂F ₅	H	Cl
1-212	H	H	Phenyl	SO ₂CF ₃	H	C ₂F ₅	H	Cl	1-211	H	H	Phenyl	S(O)CF ₃	H	C ₂F ₅	H	Cl
1-212	H	H	Phenyl	SO ₂CF ₃	H	C ₂F ₅	H	Cl	1-213	H	H	Phenyl	SCF ₃	H	C ₂F ₅	H	Br
1-214	H	H	Phenyl	S(O)CF ₃	H	C ₂F ₅	H	Br	1-213	H	H	Phenyl	SCF ₃	H	C ₂F ₅	H	Br
1-214	H	H	Phenyl	S(O)CF ₃	H	C ₂F ₅	H	Br	1-215	H	H	Phenyl	SO ₂CF ₃	H	C ₂F ₅	H	Br
1-216	H	H	Phenyl	SCF ₃	H	C ₂F ₅	H	Me	1-215	H	H	Phenyl	SO ₂CF ₃	H	C ₂F ₅	H	Br
1-216	H	H	Phenyl	SCF ₃	H	C ₂F ₅	H	Me	1-217	H	H	Phenyl	S(O)CF ₃	H	C ₂F ₅	H	Me
1-218	H	H	Phenyl	SO ₂CF ₃	H	C ₂F ₅	H	Me	1-217	H	H	Phenyl	S(O)CF ₃	H	C ₂F ₅	H	Me
1-218	H	H	Phenyl	SO ₂CF ₃	H	C ₂F ₅	H	Me	1-219	H	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Cl
1-220	H	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Cl	1-219	H	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Cl
1-220	H	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Cl	1-221	H	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Cl
1-222	H	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br	1-221	H	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Cl
1-222	H	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br	1-223	H	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br
1-224	H	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br	1-223	H	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br
1-224	H	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br	1-225	H	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Me
1-226	H	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Me	1-225	H	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Me
1-226	H	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Me	1-227	H	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Me
1-228	H	H	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Cl	1-227	H	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Me
1-228	H	H	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Cl	1-229	H	H	2-chloropyridine-3-base	S(O)CF ₃	H	2-C ₄F ₉	H	Cl
1-230	H	H	2-chloropyridine-3-base	SO ₂CF ₃	H	2-C ₄F ₉	H	Cl	1-229	H	H	2-chloropyridine-3-base	S(O)CF ₃	H	2-C ₄F ₉	H	Cl
1-230	H	H	2-chloropyridine-3-base	SO ₂CF ₃	H	2-C ₄F ₉	H	Cl	1-231	H	H	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Br
1-232	H	H	2-chloropyridine-3-base	S(O)CF ₃	H	2-C ₄F ₉	H	Br	1-231	H	H	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Br
1-232	H	H	2-chloropyridine-3-base	S(O)CF ₃	H	2-C ₄F ₉	H	Br	1-233	H	H	2-chloropyridine-3-base	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
1-234	H	H	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Me	1-233	H	H	2-chloropyridine-3-base	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
1-234	H	H	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Me	1-235	H	H	2-chloropyridine-3-base	SCF ₃	Me	i-C ₃F ₇	H	Br
1-236	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	Me	Br	1-235	H	H	2-chloropyridine-3-base	SCF ₃	Me	i-C ₃F ₇	H	Br
1-236	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	Me	Br	1-237	H	H	2-chloropyridine-3-base	SCF ₃	Cl	i-C ₃F ₇	H	Br
1-238	H	H	2-chloropyridine-3-base	SCF ₃	Me	i-C ₃F ₇	H	Br	1-237	H	H	2-chloropyridine-3-base	SCF ₃	Cl	i-C ₃F ₇	H	Br
1-238	H	H	2-chloropyridine-3-base	SCF ₃	Me	i-C ₃F ₇	H	Br	1-239	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	Me	Br
1-240	H	H	2-chloropyridine-3-base	SCF ₃	Br	i-C ₃F ₇	H	Br	1-239	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	Me	Br

(table 7)

The 1st table (7)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	1-241	H	H	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Cl
1-242	H	H	The 2-fluorophenyl	OCF ₃	H	i-C ₃F ₇	H	Cl	1-241	H	H	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Cl
1-242	H	H	The 2-fluorophenyl	OCF ₃	H	i-C ₃F ₇	H	Cl	1-243	H	H	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br
1-244	H	H	The 2-fluorophenyl	OCF ₃	H	i-C ₃F ₇	H	Br	1-243	H	H	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br
1-244	H	H	The 2-fluorophenyl	OCF ₃	H	i-C ₃F ₇	H	Br	1-245	H	H	The 4-nitrophenyl	OCF ₃	H	i-C ₃F ₇	H	Br
1-246	H	H	The 4-cyano-phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	1-245	H	H	The 4-nitrophenyl	OCF ₃	H	i-C ₃F ₇	H	Br
1-246	H	H	The 4-cyano-phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	1-247	H	H	The 4-fluorophenyl	OCF ₃	H	i-C ₃F ₇	H	Br
1-248	H	H	4-(trifluoromethyl) phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	1-247	H	H	The 4-fluorophenyl	OCF ₃	H	i-C ₃F ₇	H	Br
1-248	H	H	4-(trifluoromethyl) phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	1-249	H	H	The 4-chloro-phenyl-	OCF ₃	H	i-C ₃F ₇	H	Br
1-250	H	H	Phenyl	OCF ₃	H	2-C ₄F ₉	H	Br	1-249	H	H	The 4-chloro-phenyl-	OCF ₃	H	i-C ₃F ₇	H	Br
1-250	H	H	Phenyl	OCF ₃	H	2-C ₄F ₉	H	Br	1-251	H	H	The 2-fluorophenyl	OCF ₃	H	2-C ₄F ₉	H	Br
1-252	H	H	2-chloropyridine-3-base	OCF ₃	H	2-C ₄F ₉	H	Br	1-251	H	H	The 2-fluorophenyl	OCF ₃	H	2-C ₄F ₉	H	Br
1-252	H	H	2-chloropyridine-3-base	OCF ₃	H	2-C ₄F ₉	H	Br	1-253	H	H	Phenyl	OMe	H	i-C ₃F ₇	H	Br
1-254	H	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	Br	1-253	H	H	Phenyl	OMe	H	i-C ₃F ₇	H	Br
1-254	H	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	Br	1-255	H	H	The 4-fluorophenyl	OMe	H	i-C ₃F ₇	H	Br
1-256	H	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br	1-255	H	H	The 4-fluorophenyl	OMe	H	i-C ₃F ₇	H	Br
1-256	H	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br	1-257	H	H	Phenyl	OMe	H	i-C ₃F ₇	H	I
1-258	H	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	I	1-257	H	H	Phenyl	OMe	H	i-C ₃F ₇	H	I
1-258	H	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	I	1-259	H	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	I
1-260	H	H	Phenyl	OMe	H	i-C ₃F ₇	H	Me	1-259	H	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	I
1-260	H	H	Phenyl	OMe	H	i-C ₃F ₇	H	Me	1-261	H	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Me
1-262	H	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	Me	1-261	H	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Me
1-262	H	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	Me	1-263	H	H	Phenyl	OMe	H	i-C ₃F ₇	H	Cl
1-264	H	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	Cl	1-263	H	H	Phenyl	OMe	H	i-C ₃F ₇	H	Cl
1-264	H	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	Cl	1-265	H	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Cl
1-266	H	H	The 4-cyano-phenyl	OMe	H	i-C ₃F ₇	H	Br	1-265	H	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Cl
1-266	H	H	The 4-cyano-phenyl	OMe	H	i-C ₃F ₇	H	Br	1-267	H	H	Pyridine-2-base	OMe	H	i-C ₃F ₇	H	Br
1-268	H	H	Pyridin-3-yl	OMe	H	i-C ₃F ₇	H	Br	1-267	H	H	Pyridine-2-base	OMe	H	i-C ₃F ₇	H	Br
1-268	H	H	Pyridin-3-yl	OMe	H	i-C ₃F ₇	H	Br	1-269	H	H	Phenyl	OCH ₂CF ₃	H	i-C ₃F ₇	H	Br
1-270	H	H	2-chloropyridine-3-base	OCH ₂CF ₃	H	i-C ₃F ₇	H	Br	1-269	H	H	Phenyl	OCH ₂CF ₃	H	i-C ₃F ₇	H	Br
1-270	H	H	2-chloropyridine-3-base	OCH ₂CF ₃	H	i-C ₃F ₇	H	Br	1-271	H	H	Phenyl	OMe	H	C ₂F ₅	H	Br
1-272	H	H	2-chloropyridine-3-base	OMe	H	C ₂F ₅	H	Br	1-271	H	H	Phenyl	OMe	H	C ₂F ₅	H	Br
1-272	H	H	2-chloropyridine-3-base	OMe	H	C ₂F ₅	H	Br	1-273	H	H	Phenyl	OEt	H	i-C ₃F ₇	H	Br
1-274	H	H	2-chloropyridine-3-base	OEt	H	i-C ₃F ₇	H	Br	1-273	H	H	Phenyl	OEt	H	i-C ₃F ₇	H	Br
1-274	H	H	2-chloropyridine-3-base	OEt	H	i-C ₃F ₇	H	Br	1-275	H	H	Phenyl	OMe	Me	i-C ₃F ₇	H	Br
1-276	H	H	Phenyl	OMe	H	i-C ₃F ₇	Me	Br	1-275	H	H	Phenyl	OMe	Me	i-C ₃F ₇	H	Br
1-276	H	H	Phenyl	OMe	H	i-C ₃F ₇	Me	Br	1-277	H	H	Phenyl	OMe	Cl	i-C ₃F ₇	H	Br
1-278	H	H	Phenyl	OMe	Me	i-C ₃F ₇	H	Br	1-277	H	H	Phenyl	OMe	Cl	i-C ₃F ₇	H	Br
1-278	H	H	Phenyl	OMe	Me	i-C ₃F ₇	H	Br	1-279	H	H	Phenyl	OMe	H	i-C ₃F ₇	Me	Br
1-280	H	H	Phenyl	OMe	Br	i-C ₃F ₇	H	Br	1-279	H	H	Phenyl	OMe	H	i-C ₃F ₇	Me	Br

General formula (A)

(table 8)

The 2nd table (1)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	2-1	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-2	Me	H	The 2-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-1	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-2	Me	H	The 2-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-3	Me	H	The 3-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-4	Me	H	The 4-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-3	Me	H	The 3-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-4	Me	H	The 4-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-5	Me	H	The 2-ethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-6	Me	H	The 3-ethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-5	Me	H	The 2-ethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-6	Me	H	The 3-ethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-7	Me	H	The 4-ethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-8	Me	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-7	Me	H	The 4-ethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-8	Me	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-9	Me	H	The 3-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-10	Me	H	The 4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-9	Me	H	The 3-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-10	Me	H	The 4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-11	Me	H	The 2-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Cl
2-12	Me	H	The 3-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Cl	2-11	Me	H	The 2-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Cl
2-12	Me	H	The 3-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Cl	2-13	Me	H	The 4-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Cl
2-14	Me	H	The 2-bromophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-13	Me	H	The 4-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Cl
2-14	Me	H	The 2-bromophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-15	Me	H	The 3-bromophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-16	Me	H	The 4-bromophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-15	Me	H	The 3-bromophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-16	Me	H	The 4-bromophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-17	Me	H	The 2-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-18	Me	H	The 3-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-17	Me	H	The 2-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-18	Me	H	The 3-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-19	Me	H	The 4-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-20	Me	H	The 3-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-19	Me	H	The 4-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-20	Me	H	The 3-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-21	Me	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-22	Me	H	The 2-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-21	Me	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-22	Me	H	The 2-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-23	Me	H	The 3-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-24	Me	H	The 4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-23	Me	H	The 3-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-24	Me	H	The 4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-25	Me	H	The 2-aminophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-26	Me	H	The 3-aminophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-25	Me	H	The 2-aminophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-26	Me	H	The 3-aminophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-27	Me	H	The 4-aminophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-28	Me	H	The 2-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-27	Me	H	The 4-aminophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-28	Me	H	The 2-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-29	Me	H	The 3-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-30	Me	H	The 4-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-29	Me	H	The 3-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-30	Me	H	The 4-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-31	Me	H	The 2-hydroxy phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-32	Me	H	The 2-p-methoxy-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-31	Me	H	The 2-hydroxy phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-32	Me	H	The 2-p-methoxy-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-33	Me	H	The 3-p-methoxy-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-34	Me	H	The 4-p-methoxy-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-33	Me	H	The 3-p-methoxy-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-34	Me	H	The 4-p-methoxy-phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-35	Me	H	The 2-Phenoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-36	Me	H	3-(dimethylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-35	Me	H	The 2-Phenoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-36	Me	H	3-(dimethylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-37	Me	H	4-(dimethylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-38	Me	H	The 4-Trifluoromethoxyphen-l	SCF ₃	H	i-C ₃F ₇	H	Cl	2-37	Me	H	4-(dimethylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-38	Me	H	The 4-Trifluoromethoxyphen-l	SCF ₃	H	i-C ₃F ₇	H	Cl	2-39	Me	H	2-(acetylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-40	Me	H	3-(acetylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-39	Me	H	2-(acetylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl

(table 9)

The 2nd table (2)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	2-41	Me	H	4-(acetylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-42	Me	H	2-acetoxyl group phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-41	Me	H	4-(acetylamino) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-42	Me	H	2-acetoxyl group phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-43	Me	H	2-(methoxycarbonyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-44	Me	H	4-(methoxycarbonyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-43	Me	H	2-(methoxycarbonyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-44	Me	H	4-(methoxycarbonyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-45	Me	H	2, the 3-3,5-dimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-46	Me	H	2, the 4-3,5-dimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-45	Me	H	2, the 3-3,5-dimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-46	Me	H	2, the 4-3,5-dimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-47	Me	H	2, the 6-3,5-dimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-48	Me	H	2, the 3-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-47	Me	H	2, the 6-3,5-dimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-48	Me	H	2, the 3-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-49	Me	H	The 2,4 difluorobenzene base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-50	Me	H	2, the 5-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-49	Me	H	The 2,4 difluorobenzene base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-50	Me	H	2, the 5-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-51	Me	H	2, the 6-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-52	Me	H	3, the 4-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-51	Me	H	2, the 6-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-52	Me	H	3, the 4-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-53	Me	H	3, the 5-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-54	Me	H	2, the 3-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-53	Me	H	3, the 5-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-54	Me	H	2, the 3-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-55	Me	H	The 2,4 dichloro benzene base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-56	Me	H	2, the 5-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-55	Me	H	The 2,4 dichloro benzene base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-56	Me	H	2, the 5-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-57	Me	H	2, the 6-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-58	Me	H	3, the 4-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-57	Me	H	2, the 6-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-58	Me	H	3, the 4-dichlorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-59	Me	H	3, the 4-dinitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-60	Me	H	2, the 6-Dimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-59	Me	H	3, the 4-dinitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-60	Me	H	2, the 6-Dimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-61	Me	H	3, the 5-Dimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-62	Me	H	3-methyl-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-61	Me	H	3, the 5-Dimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-62	Me	H	3-methyl-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-63	Me	H	5-amino-2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-64	Me	H	3-fluoro-2-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-63	Me	H	5-amino-2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-64	Me	H	3-fluoro-2-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-65	Me	H	2-fluoro-5-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-66	Me	H	4-fluoro-3-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-65	Me	H	2-fluoro-5-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-66	Me	H	4-fluoro-3-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-67	Me	H	5-fluoro-2-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-68	Me	H	2-fluoro-6-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-67	Me	H	5-fluoro-2-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-68	Me	H	2-fluoro-6-iodophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-69	Me	H	2-fluoro-5-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-70	Me	H	2-chloro-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-69	Me	H	2-fluoro-5-trifluoromethyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-70	Me	H	2-chloro-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-71	Me	H	2-chloro-4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-72	Me	H	2-chloro-6-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-71	Me	H	2-chloro-4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-72	Me	H	2-chloro-6-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-73	Me	H	3-chloro-4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-74	Me	H	4-chloro-2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-73	Me	H	3-chloro-4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-74	Me	H	4-chloro-2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-75	Me	H	4-chloro-2-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-76	Me	H	3-methoxyl group-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-75	Me	H	4-chloro-2-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-76	Me	H	3-methoxyl group-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-77	Me	H	2-methoxyl group-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-78	Me	H	2,3, the 4-trifluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-77	Me	H	2-methoxyl group-4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-78	Me	H	2,3, the 4-trifluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-79	Me	H	2,4, the 6-trimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-80	Me	H	2,3, the 6-trifluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-79	Me	H	2,4, the 6-trimethylphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl

(table 10)

The 2nd table (3)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	2-81	Me	H	2,4, the 5-trimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-82	Me	H	3,4, the 5-trimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-81	Me	H	2,4, the 5-trimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-82	Me	H	3,4, the 5-trimethoxyphenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-83	Me	H	2,3,4,5, the 6-pentafluorophenyl group	SCF ₃	H	i-C ₃F ₇	H	Cl
2-84	Me	H	The 2-xenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-83	Me	H	2,3,4,5, the 6-pentafluorophenyl group	SCF ₃	H	i-C ₃F ₇	H	Cl
2-84	Me	H	The 2-xenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-85	Me	H	The 3-xenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-86	Me	H	The 1-naphthyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-85	Me	H	The 3-xenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-86	Me	H	The 1-naphthyl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-87	Me	H	The 2-naphthyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-88	Me	H	Pyridine-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-87	Me	H	The 2-naphthyl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-88	Me	H	Pyridine-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-89	Me	H	Pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-90	Me	H	Pyridin-4-yl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-89	Me	H	Pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-90	Me	H	Pyridin-4-yl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-91	Me	H	2-picoline-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-92	Me	H	3-picoline-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-91	Me	H	2-picoline-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-92	Me	H	3-picoline-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-93	Me	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-94	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-93	Me	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Cl
2-94	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-95	Me	H	2-chloropyridine-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-96	Me	H	2-chloropyridine-6-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-95	Me	H	2-chloropyridine-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-96	Me	H	2-chloropyridine-6-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-97	Me	H	2-chloropyridine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-98	Me	H	5-chloropyridine-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-97	Me	H	2-chloropyridine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-98	Me	H	5-chloropyridine-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-99	Me	H	4-5-flumethiazine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-100	Me	H	3-pyridone-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-99	Me	H	4-5-flumethiazine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-100	Me	H	3-pyridone-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-101	Me	H	2-phenoxypyridines-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-102	Me	H	2-methylthio group pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-101	Me	H	2-phenoxypyridines-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-102	Me	H	2-methylthio group pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Cl	2-103	Me	H	2,6-dimethoxy-pyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-104	Me	H	2,3-dichloropyridine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-103	Me	H	2,6-dimethoxy-pyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-104	Me	H	2,3-dichloropyridine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-105	Me	H	2,5-dichloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-106	Me	H	2,6-dichloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-105	Me	H	2,5-dichloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-106	Me	H	2,6-dichloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-107	Me	H	3,5-dichloropyridine-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-108	Me	H	PYRIDINE N OXIDE-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-107	Me	H	3,5-dichloropyridine-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-108	Me	H	PYRIDINE N OXIDE-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-109	Me	H	N-methylpyrrole-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-110	Me	H	Pyrazine-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-109	Me	H	N-methylpyrrole-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-110	Me	H	Pyrazine-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-111	Me	H	2-methylpyrazine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-112	Me	H	4-trifluoromethyl pyrimidine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-111	Me	H	2-methylpyrazine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-112	Me	H	4-trifluoromethyl pyrimidine-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-113	Me	H	Furans-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-114	Me	H	Furans-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-113	Me	H	Furans-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-114	Me	H	Furans-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-115	Me	H	Thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-116	Me	H	Thiene-3-yl-	SCF ₃	H	i-C ₃F ₇	H	Cl	2-115	Me	H	Thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-116	Me	H	Thiene-3-yl-	SCF ₃	H	i-C ₃F ₇	H	Cl	2-117	Me	H	3 methyl thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-118	Me	H	2-nitrothiophene-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-117	Me	H	3 methyl thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-118	Me	H	2-nitrothiophene-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-119	Me	H	2-thiotolene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-120	Me	H	3-chlorothiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-119	Me	H	2-thiotolene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl

(table 11)

The 2nd table (4)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	2-121	Me	H	2-chlorothiophene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-122	Me	H	3 bromo thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-121	Me	H	2-chlorothiophene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-122	Me	H	3 bromo thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-123	Me	H	2-bromothiophene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-124	Me	H	3-iodothiophen-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-123	Me	H	2-bromothiophene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-124	Me	H	3-iodothiophen-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-125	Me	H	3-phenyl thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-126	Me	H	2,4-thioxene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-125	Me	H	3-phenyl thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-126	Me	H	2,4-thioxene-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-127	Me	H	4-nitro-1H-pyrroles-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-128	Me	H	3-ethyl-3H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-127	Me	H	4-nitro-1H-pyrroles-2-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-128	Me	H	3-ethyl-3H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-129	Me	H	1-methyl-3-nitro-1H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-130	Me	H	3-chloro-1-methyl isophthalic acid H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-129	Me	H	1-methyl-3-nitro-1H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-130	Me	H	3-chloro-1-methyl isophthalic acid H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-131	Me	H	3-bromo-1-methyl isophthalic acid H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-132	Me	H	1-methyl-3-Trifluoromethyl-1 H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-131	Me	H	3-bromo-1-methyl isophthalic acid H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-132	Me	H	1-methyl-3-Trifluoromethyl-1 H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-133	Me	H	1-methyl-5-Trifluoromethyl-1 H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-134	Me	H	Isoxazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-133	Me	H	1-methyl-5-Trifluoromethyl-1 H-pyrazoles-4-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-134	Me	H	Isoxazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-135	Me	H	4-trifluoromethyl thiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-136	Me	H	2,4-dimethylthiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-135	Me	H	4-trifluoromethyl thiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-136	Me	H	2,4-dimethylthiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-137	Me	H	2-ethyl-4-methylthiazol-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-138	Me	H	2-chloro-4-methylthiazol-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-137	Me	H	2-ethyl-4-methylthiazol-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-138	Me	H	2-chloro-4-methylthiazol-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-139	Me	H	3-methyl isothiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-140	Me	H	3,4-two chloro-isothiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-139	Me	H	3-methyl isothiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl
2-140	Me	H	3,4-two chloro-isothiazole-5-base	SCF ₃	H	i-C ₃F ₇	H	Cl	2-141	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-142	Me	H	The 4-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	2-141	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-142	Me	H	The 4-aminomethyl phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	2-143	Me	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-144	Me	H	The 3-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br	2-143	Me	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-144	Me	H	The 3-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br	2-145	Me	H	The 4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-146	Me	H	The 4-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Br	2-145	Me	H	The 4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-146	Me	H	The 4-chloro-phenyl-	SCF ₃	H	i-C ₃F ₇	H	Br	2-147	Me	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-148	Me	H	The 4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Br	2-147	Me	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-148	Me	H	The 4-nitrophenyl	SCF ₃	H	i-C ₃F ₇	H	Br	2-149	Me	H	2-(trifluoromethyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-150	Me	H	4-(trifluoromethyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	2-149	Me	H	2-(trifluoromethyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-150	Me	H	4-(trifluoromethyl) phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	2-151	Me	H	2, the 6-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-152	Me	H	The 2,4 difluorobenzene base	SCF ₃	H	i-C ₃F ₇	H	Br	2-151	Me	H	2, the 6-difluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-152	Me	H	The 2,4 difluorobenzene base	SCF ₃	H	i-C ₃F ₇	H	Br	2-153	Me	H	3-chloro-4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-154	Me	H	Pyridine-2-base	SCF ₃	H	i-C ₃F ₇	H	Br	2-153	Me	H	3-chloro-4-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
2-154	Me	H	Pyridine-2-base	SCF ₃	H	i-C ₃F ₇	H	Br	2-155	Me	H	Pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Br
2-156	Me	H	Pyridin-4-yl	SCF ₃	H	i-C ₃F ₇	H	Br	2-155	Me	H	Pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Br
2-156	Me	H	Pyridin-4-yl	SCF ₃	H	i-C ₃F ₇	H	Br	2-157	Me	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Br
2-158	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	2-157	Me	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Br
2-158	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	2-159	Me	H	2-chloropyridine-5-base	SCF ₃	H	i-C ₃F ₇	H	Br
2-160	Me	H	Thiophene-2-base	SCF ₃	H	i-C ₃F ₇	H	Br	2-159	Me	H	2-chloropyridine-5-base	SCF ₃	H	i-C ₃F ₇	H	Br

(table 12)

The 2nd table (5)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	2-161	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	I
2-162	Me	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	I	2-161	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	I
2-162	Me	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	I	2-163	Me	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	I
2-164	Me	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	I	2-163	Me	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	I
2-164	Me	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	I	2-165	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	I
2-166	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Me	2-165	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	I
2-166	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Me	2-167	Me	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Me
2-168	Me	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Me	2-167	Me	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Me
2-168	Me	H	The 4-cyano-phenyl	SCF ₃	H	i-C ₃F ₇	H	Me	2-169	Me	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Me
2-170	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Me	2-169	Me	H	2-fluorine pyridin-3-yl	SCF ₃	H	i-C ₃F ₇	H	Me
2-170	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Me	2-171	Me	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Cl
2-172	Me	H	The 4-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	2-171	Me	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Cl
2-172	Me	H	The 4-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	2-173	Me	H	The 2,4 difluorobenzene base	S(O)CF ₃	H	i-C ₃F ₇	H	Br
2-174	Me	H	2, the 6-difluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	2-173	Me	H	The 2,4 difluorobenzene base	S(O)CF ₃	H	i-C ₃F ₇	H	Br
2-174	Me	H	2, the 6-difluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	2-175	Me	H	Pyridin-4-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
2-176	Me	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	2-175	Me	H	Pyridin-4-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
2-176	Me	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	2-177	Me	H	The 2-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
2-178	Me	H	The 4-cyano-phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	2-177	Me	H	The 2-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
2-178	Me	H	The 4-cyano-phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	2-179	Me	H	2-fluorine pyridin-3-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
2-180	Me	H	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Br	2-179	Me	H	2-fluorine pyridin-3-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
2-180	Me	H	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Br	2-181	Me	H	Pyridin-3-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
2-182	Me	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Me	2-181	Me	H	Pyridin-3-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
2-182	Me	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Me	2-183	Me	H	The 4-cyano-phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Me
2-184	Me	H	2-fluorine pyridin-3-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Me	2-183	Me	H	The 4-cyano-phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Me
2-184	Me	H	2-fluorine pyridin-3-yl	S(O)CF ₃	H	i-C ₃F ₇	H	Me	2-185	Me	H	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Me
2-186	Me	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl	2-185	Me	H	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Me
2-186	Me	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl	2-187	Me	H	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl
2-188	Me	H	The 4-cyano-phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl	2-187	Me	H	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl
2-188	Me	H	The 4-cyano-phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl	2-189	Me	H	2-fluorine pyridin-3-yl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl
2-190	Me	H	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl	2-189	Me	H	2-fluorine pyridin-3-yl	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl
2-190	Me	H	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Cl	2-191	Me	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
2-192	Me	H	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	2-191	Me	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
2-192	Me	H	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	2-193	Me	H	The 4-cyano-phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
2-194	Me	H	2-fluorine pyridin-3-yl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	2-193	Me	H	The 4-cyano-phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
2-194	Me	H	2-fluorine pyridin-3-yl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	2-195	Me	H	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
2-196	Me	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me	2-195	Me	H	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
2-196	Me	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me	2-197	Me	H	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me
2-198	Me	H	The 4-cyano-phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me	2-197	Me	H	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me
2-198	Me	H	The 4-cyano-phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me	2-199	Me	H	2-fluorine pyridin-3-yl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me
2-200	Me	H	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Me	2-199	Me	H	2-fluorine pyridin-3-yl	SO ₂CF ₃	H	i-C ₃F ₇	H	Me

(table 13)

The 2nd table (6)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	2-201	Me	H	Phenyl	SC ₂F ₅	H	i-C ₃F ₇	H	Br
2-202	Me	H	The 2-fluorophenyl	SC ₂F ₅	H	i-C ₃F ₇	H	Br	2-201	Me	H	Phenyl	SC ₂F ₅	H	i-C ₃F ₇	H	Br
2-202	Me	H	The 2-fluorophenyl	SC ₂F ₅	H	i-C ₃F ₇	H	Br	2-203	Me	H	2-chloropyridine-3-base	SC ₂F ₅	H	i-C ₃F ₇	H	Br
2-204	Me	H	Phenyl	S-n-C ₃F ₇	H	i-C ₃F ₇	H	Br	2-203	Me	H	2-chloropyridine-3-base	SC ₂F ₅	H	i-C ₃F ₇	H	Br
2-204	Me	H	Phenyl	S-n-C ₃F ₇	H	i-C ₃F ₇	H	Br	2-205	Me	H	The 2-fluorophenyl	S-n-C ₃F ₇	H	i-C ₃F ₇	H	Br
2-206	Me	H	2-chloropyridine-3-base	S-n-C ₃F ₇	H	i-C ₃F ₇	H	Br	2-205	Me	H	The 2-fluorophenyl	S-n-C ₃F ₇	H	i-C ₃F ₇	H	Br
2-206	Me	H	2-chloropyridine-3-base	S-n-C ₃F ₇	H	i-C ₃F ₇	H	Br	2-207	Me	H	Phenyl	SCF ₃	H	n-C ₃F ₇	H	Br
2-208	Me	H	The 2-fluorophenyl	SCF ₃	H	n-C ₃F ₇	H	Br	2-207	Me	H	Phenyl	SCF ₃	H	n-C ₃F ₇	H	Br
2-208	Me	H	The 2-fluorophenyl	SCF ₃	H	n-C ₃F ₇	H	Br	2-209	Me	H	2-chloropyridine-3-base	SCF ₃	H	n-C ₃F ₇	H	Br
2-210	Me	H	Phenyl	SCF ₃	H	C ₂F ₅	H	Cl	2-209	Me	H	2-chloropyridine-3-base	SCF ₃	H	n-C ₃F ₇	H	Br
2-210	Me	H	Phenyl	SCF ₃	H	C ₂F ₅	H	Cl	2-211	Me	H	Phenyl	S(O)CF ₃	H	C ₂F ₅	H	Cl
2-212	Me	H	Phenyl	SO ₂CF ₃	H	C ₂F ₅	H	Cl	2-211	Me	H	Phenyl	S(O)CF ₃	H	C ₂F ₅	H	Cl
2-212	Me	H	Phenyl	SO ₂CF ₃	H	C ₂F ₅	H	Cl	2-213	Me	H	Phenyl	SCF ₃	H	C ₂F ₅	H	Br
2-214	Me	H	Phenyl	S(O)CF ₃	H	C ₂F ₅₇	H	Br	2-213	Me	H	Phenyl	SCF ₃	H	C ₂F ₅	H	Br
2-214	Me	H	Phenyl	S(O)CF ₃	H	C ₂F ₅₇	H	Br	2-215	Me	H	Phenyl	SO ₂CF ₃	H	C ₂F ₅	H	Br
2-216	Me	H	Phenyl	SCF ₃	H	C ₂F ₅	H	Me	2-215	Me	H	Phenyl	SO ₂CF ₃	H	C ₂F ₅	H	Br
2-216	Me	H	Phenyl	SCF ₃	H	C ₂F ₅	H	Me	2-217	Me	H	Phenyl	S(O)CF ₃	H	C ₂F ₅	H	Me
2-218	Me	H	Phenyl	SO ₂CF ₃	H	C ₂F ₅	H	Me	2-217	Me	H	Phenyl	S(O)CF ₃	H	C ₂F ₅	H	Me
2-218	Me	H	Phenyl	SO ₂CF ₃	H	C ₂F ₅	H	Me	2-219	Me	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Cl
2-220	Me	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Cl	2-219	Me	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Cl
2-220	Me	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Cl	2-221	Me	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Cl
2-222	Me	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br	2-221	Me	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Cl
2-222	Me	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br	2-223	Me	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br
2-224	Me	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br	2-223	Me	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br
2-224	Me	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br	2-225	Me	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Me
2-226	Me	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Me	2-225	Me	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Me
2-226	Me	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Me	2-227	Me	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Me
2-228	Me	H	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Cl	2-227	Me	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Me
2-228	Me	H	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Cl	2-229	Me	H	2-chloropyridine-3-base	S(O)CF ₃	H	2-C ₄F ₉	H	Cl
2-230	Me	H	2-chloropyridine-3-base	SO ₂CF ₃	H	2-C ₄F ₉	H	Cl	2-229	Me	H	2-chloropyridine-3-base	S(O)CF ₃	H	2-C ₄F ₉	H	Cl
2-230	Me	H	2-chloropyridine-3-base	SO ₂CF ₃	H	2-C ₄F ₉	H	Cl	2-231	Me	H	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Br
2-232	Me	H	2-chloropyridine-3-base	S(O)CF ₃	H	2-C ₄F ₉	H	Br	2-231	Me	H	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Br
2-232	Me	H	2-chloropyridine-3-base	S(O)CF ₃	H	2-C ₄F ₉	H	Br	2-233	Me	H	2-chloropyridine-3-base	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
2-234	Me	H	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Me	2-233	Me	H	2-chloropyridine-3-base	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
2-234	Me	H	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Me	2-235	Me	H	2-chloropyridine-3-base	SCF ₃	Me	i-C ₃F ₇	H	Br
2-236	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	Me	Br	2-235	Me	H	2-chloropyridine-3-base	SCF ₃	Me	i-C ₃F ₇	H	Br
2-236	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	Me	Br	2-237	Me	H	2-chloropyridine-3-base	SCF ₃	Cl	i-C ₃F ₇	H	Br
2-238	Me	H	2-chloropyridine-3-base	SCF ₃	Me	i-C ₃F ₇	H	Br	2-237	Me	H	2-chloropyridine-3-base	SCF ₃	Cl	i-C ₃F ₇	H	Br
2-238	Me	H	2-chloropyridine-3-base	SCF ₃	Me	i-C ₃F ₇	H	Br	2-239	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	Me	Br
2-240	Me	H	2-chloropyridine-3-base	SCF ₃	Br	i-C ₃F ₇	H	Br	2-239	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	Me	Br

(table 14)

The 2nd table (7)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	2-241	Me	H	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Cl
2-242	Me	H	The 2-fluorophenyl	OCF ₃	H	i-C ₃F ₇	H	Cl	2-241	Me	H	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Cl
2-242	Me	H	The 2-fluorophenyl	OCF ₃	H	i-C ₃F ₇	H	Cl	2-243	Me	H	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br
2-244	Me	H	The 2-fluorophenyl	OCF ₃	H	i-C ₃F ₇	H	Br	2-243	Me	H	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br
2-244	Me	H	The 2-fluorophenyl	OCF ₃	H	i-C ₃F ₇	H	Br	2-245	Me	H	The 4-nitrophenyl	OCF ₃	H	i-C ₃F ₇	H	Br
2-246	Me	H	The 4-cyano-phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	2-245	Me	H	The 4-nitrophenyl	OCF ₃	H	i-C ₃F ₇	H	Br
2-246	Me	H	The 4-cyano-phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	2-247	Me	H	The 4-fluorophenyl	OCF ₃	H	i-C ₃F ₇	H	Br
2-248	Me	H	4-(trifluoromethyl) phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	2-247	Me	H	The 4-fluorophenyl	OCF ₃	H	i-C ₃F ₇	H	Br
2-248	Me	H	4-(trifluoromethyl) phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	2-249	Me	H	The 4-chloro-phenyl-	OCF ₃	H	i-C ₃F ₇	H	Br
2-250	Me	H	Phenyl	OCF ₃	H	2-C ₄F ₉	H	Br	2-249	Me	H	The 4-chloro-phenyl-	OCF ₃	H	i-C ₃F ₇	H	Br
2-250	Me	H	Phenyl	OCF ₃	H	2-C ₄F ₉	H	Br	2-251	Me	H	The 2-fluorophenyl	OCF ₃	H	2-C ₄F ₉	H	Br
2-252	Me	H	2-chloropyridine-3-base	OCF ₃	H	2-C ₄F ₉	H	Br	2-251	Me	H	The 2-fluorophenyl	OCF ₃	H	2-C ₄F ₉	H	Br
2-252	Me	H	2-chloropyridine-3-base	OCF ₃	H	2-C ₄F ₉	H	Br	2-253	Me	H	Phenyl	OMe	H	i-C ₃F ₇	H	Br
2-254	Me	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	Br	2-253	Me	H	Phenyl	OMe	H	i-C ₃F ₇	H	Br
2-254	Me	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	Br	2-255	Me	H	The 4-fluorophenyl	OMe	H	i-C ₃F ₇	H	Br
2-256	Me	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br	2-255	Me	H	The 4-fluorophenyl	OMe	H	i-C ₃F ₇	H	Br
2-256	Me	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br	2-257	Me	H	Phenyl	OMe	H	i-C ₃F ₇	H	I
2-258	Me	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	I	2-257	Me	H	Phenyl	OMe	H	i-C ₃F ₇	H	I
2-258	Me	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	I	2-259	Me	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	I
2-260	Me	H	Phenyl	OMe	H	i-C ₃F ₇	H	Me	2-259	Me	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	I
2-260	Me	H	Phenyl	OMe	H	i-C ₃F ₇	H	Me	2-261	Me	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Me
2-262	Me	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	Me	2-261	Me	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Me
2-262	Me	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	Me	2-263	Me	H	Phenyl	OMe	H	i-C ₃F ₇	H	Cl
2-264	Me	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	Cl	2-263	Me	H	Phenyl	OMe	H	i-C ₃F ₇	H	Cl
2-264	Me	H	The 2-fluorophenyl	OMe	H	i-C ₃F ₇	H	Cl	2-265	Me	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Cl
2-266	Me	H	The 4-cyano-phenyl	OMe	H	i-C ₃F ₇	H	Br	2-265	Me	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Cl
2-266	Me	H	The 4-cyano-phenyl	OMe	H	i-C ₃F ₇	H	Br	2-267	Me	H	Pyridine-2-base	OMe	H	i-C ₃F ₇	H	Br
2-268	Me	H	Pyridin-3-yl	OMe	H	i-C ₃F ₇	H	Br	2-267	Me	H	Pyridine-2-base	OMe	H	i-C ₃F ₇	H	Br
2-268	Me	H	Pyridin-3-yl	OMe	H	i-C ₃F ₇	H	Br	2-269	Me	H	Phenyl	OCH ₂CF ₃	H	i-C ₃F ₇	H	Br
2-270	Me	H	2-chloropyridine-3-base	OCH ₂CF ₃	H	i-C ₃F ₇	H	Br	2-269	Me	H	Phenyl	OCH ₂CF ₃	H	i-C ₃F ₇	H	Br
2-270	Me	H	2-chloropyridine-3-base	OCH ₂CF ₃	H	i-C ₃F ₇	H	Br	2-271	Me	H	Phenyl	OMe	H	C ₂F ₅	H	Br
2-272	Me	H	2-chloropyridine-3-base	OMe	H	C ₂F ₅	H	Br	2-271	Me	H	Phenyl	OMe	H	C ₂F ₅	H	Br
2-272	Me	H	2-chloropyridine-3-base	OMe	H	C ₂F ₅	H	Br	2-273	Me	H	Phenyl	OEt	H	i-C ₃F ₇	H	Br
2-274	Me	H	2-chloropyridine-3-base	OEt	H	i-C ₃F ₇	H	Br	2-273	Me	H	Phenyl	OEt	H	i-C ₃F ₇	H	Br
2-274	Me	H	2-chloropyridine-3-base	OEt	H	i-C ₃F ₇	H	Br	2-275	Me	H	Phenyl	OMe	Me	i-C ₃F ₇	H	Br
2-276	Me	H	Phenyl	OMe	H	i-C ₃F ₇	Me	Br	2-275	Me	H	Phenyl	OMe	Me	i-C ₃F ₇	H	Br
2-276	Me	H	Phenyl	OMe	H	i-C ₃F ₇	Me	Br	2-277	Me	H	Phenyl	OMe	Cl	i-C ₃F ₇	H	Br
2-278	Me	H	Phenyl	OMe	Me	i-C ₃F ₇	H	Br	2-277	Me	H	Phenyl	OMe	Cl	i-C ₃F ₇	H	Br
2-278	Me	H	Phenyl	OMe	Me	i-C ₃F ₇	H	Br	2-279	Me	H	Phenyl	OMe	H	i-C ₃F ₇	Me	Br
2-280	Me	H	Phenyl	OMe	Br	i-C ₃F ₇	H	Br	2-279	Me	H	Phenyl	OMe	H	i-C ₃F ₇	Me	Br
2-280	Me	H	Phenyl	OMe	Br	i-C ₃F ₇	H	Br	2-281	Me	H	Pyrimidine-5-base	S(O)CF ₃	H	i-C ₃F ₇	H	Br

General formula (A)

(table 15)

The 3rd table (1)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	3-1	Me	Me	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
3-2	Me	Me	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	3-1	Me	Me	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
3-2	Me	Me	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	3-3	Me	Me	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
3-4	Me	Me	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	3-3	Me	Me	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
3-4	Me	Me	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	3-5	Me	Me	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
3-6	Me	Me	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	3-5	Me	Me	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
3-6	Me	Me	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	3-7	Me	Me	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
3-8	Me	Me	The 2-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	3-7	Me	Me	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
3-8	Me	Me	The 2-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	3-9	Me	Me	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Br
3-10	Me	Me	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	3-9	Me	Me	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Br
3-10	Me	Me	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	3-11	Me	Me	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
3-12	Me	Me	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	3-11	Me	Me	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
3-12	Me	Me	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	3-13	H	Me	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
3-14	H	Me	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	3-13	H	Me	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
3-14	H	Me	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	3-15	H	Me	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
3-16	H	Me	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	3-15	H	Me	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
3-16	H	Me	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	3-17	H	Me	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
3-18	H	Me	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	3-17	H	Me	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
3-18	H	Me	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	3-19	H	Me	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
3-20	H	Me	The 2-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	3-19	H	Me	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
3-20	H	Me	The 2-fluorophenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	3-21	H	Me	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Br
3-22	H	Me	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	3-21	H	Me	2-chloropyridine-3-base	S(O)CF ₃	H	i-C ₃F ₇	H	Br
3-22	H	Me	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	3-23	H	Me	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
3-24	H	Me	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	3-23	H	Me	The 2-fluorophenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
3-24	H	Me	2-chloropyridine-3-base	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	3-25	H	Me	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
3-26	H	Me	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	3-25	H	Me	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
3-26	H	Me	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	3-27	H	Me	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
3-28	H	Me	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Br	3-27	H	Me	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
3-28	H	Me	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Br	3-29	H	Me	2-chloropyridine-3-base	S(O)CF ₃	H	2-C ₄F ₉	H	Br
3-30	H	Me	2-chloropyridine-3-base	SO ₂CF ₃	H	2-C ₄F ₉	H	Br	3-29	H	Me	2-chloropyridine-3-base	S(O)CF ₃	H	2-C ₄F ₉	H	Br

(table 16)

The 3rd table (2)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	3-31	Me	Me	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
3-32	Me	Me	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	3-31	Me	Me	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
3-32	Me	Me	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	3-33	Me	Me	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
3-34	Me	Me	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Br	3-33	Me	Me	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
3-34	Me	Me	2-chloropyridine-3-base	SCF ₃	H	2-C ₄F ₉	H	Br	3-35	Me	Me	2-chloropyridine-3-base	S(O)CF ₃	H	2-C ₄F ₉	H	Br
3-36	Me	Me	2-chloropyridine-3-base	SO ₂CF ₃	H	2-C ₄F ₉	H	Br	3-35	Me	Me	2-chloropyridine-3-base	S(O)CF ₃	H	2-C ₄F ₉	H	Br
3-36	Me	Me	2-chloropyridine-3-base	SO ₂CF ₃	H	2-C ₄F ₉	H	Br	3-37	Et	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
3-38	H	Et	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	3-37	Et	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
3-38	H	Et	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	3-39	Et	Et	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
3-40	Ac	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	3-39	Et	Et	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
3-40	Ac	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	3-41	H	Ac	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
3-42	Ac	Ac	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	3-41	H	Ac	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
3-42	Ac	Ac	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	3-43	H	Me	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br
3-44	H	Me	2-chloropyridine-3-base	OCF ₃	H	i-C ₃F ₇	H	Br	3-43	H	Me	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br
3-44	H	Me	2-chloropyridine-3-base	OCF ₃	H	i-C ₃F ₇	H	Br	3-45	Me	Me	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br
3-46	Me	Me	2-chloropyridine-3-base	OCF ₃	H	i-C ₃F ₇	H	Br	3-45	Me	Me	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br
3-46	Me	Me	2-chloropyridine-3-base	OCF ₃	H	i-C ₃F ₇	H	Br	3-47	H	Me	Phenyl	OMe	H	i-C ₃F ₇	H	Br
3-48	H	Me	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br	3-47	H	Me	Phenyl	OMe	H	i-C ₃F ₇	H	Br
3-48	H	Me	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br	3-49	Me	Me	Phenyl	OMe	H	i-C ₃F ₇	H	Br
3-50	Me	Me	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br	3-49	Me	Me	Phenyl	OMe	H	i-C ₃F ₇	H	Br
3-50	Me	Me	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br	3-51	Me	Me	Phenyl	OMe	H	i-C ₃F ₇	H	Cl
3-52	Me	Me	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Cl	3-51	Me	Me	Phenyl	OMe	H	i-C ₃F ₇	H	Cl

General formula (B)

(table 17)

The 4th table (1)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	4-1	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
4-2	H	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	4-1	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
4-2	H	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	4-3	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
4-4	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	4-3	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
4-4	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	4-5	H	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
4-6	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	4-5	H	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
4-6	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	4-7	H	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
4-8	H	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	4-7	H	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
4-8	H	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	4-9	H	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
4-10	H	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	4-9	H	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
4-10	H	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	4-11	H	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
4-12	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	4-11	H	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
4-12	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	4-13	Me	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
4-14	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	4-13	Me	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
4-14	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	4-15	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
4-16	Me	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br	4-15	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
4-16	Me	H	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br	4-17	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br
4-18	Me	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	4-17	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br
4-18	Me	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	4-19	Me	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
4-20	Me	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br	4-19	Me	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
4-20	Me	H	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br	4-21	Me	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br
4-22	Me	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br	4-21	Me	H	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br
4-22	Me	H	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br	4-23	Me	Me	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
4-24	Me	Me	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	4-23	Me	Me	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
4-24	Me	Me	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	4-25	Me	Me	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
4-26	Me	Me	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	4-25	Me	Me	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
4-26	Me	Me	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	4-27	Me	Me	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
4-28	Me	Me	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	4-27	Me	Me	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
4-28	Me	Me	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	4-29	Me	Me	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
4-30	Me	Me	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	4-29	Me	Me	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
4-30	Me	Me	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	4-31	Me	Me	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
4-32	Me	Me	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	4-31	Me	Me	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
4-32	Me	Me	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	4-33	Me	Me	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
4-34	H	Me	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	4-33	Me	Me	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
4-34	H	Me	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	4-35	H	Me	2-chloropyridine-3-base	OCF ₃	H	i-C ₃F ₇	H	Br
4-36	Me	H	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	4-35	H	Me	2-chloropyridine-3-base	OCF ₃	H	i-C ₃F ₇	H	Br
4-36	Me	H	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	4-37	Me	H	2-chloropyridine-3-base	OCF ₃	H	i-C ₃F ₇	H	Br
4-38	H	Me	Phenyl	OMe	H	i-C ₃F ₇	H	Br	4-37	Me	H	2-chloropyridine-3-base	OCF ₃	H	i-C ₃F ₇	H	Br
4-38	H	Me	Phenyl	OMe	H	i-C ₃F ₇	H	Br	4-39	H	Me	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br
4-40	Me	H	Phenyl	OMe	H	i-C ₃F ₇	H	Br	4-39	H	Me	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br
4-40	Me	H	Phenyl	OMe	H	i-C ₃F ₇	H	Br	4-41	Me	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br
4-42	Me	Me	Phenyl	OMe	H	i-C ₃F ₇	H	Cl	4-41	Me	H	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br
4-42	Me	Me	Phenyl	OMe	H	i-C ₃F ₇	H	Cl	4-43	Me	Me	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Cl

General formula (C)

(table 18)

The 5th table (1)

The compound sequence number	R ₁	R ₂	A	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	A	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	5-1	H	H	N	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
5-2	H	H	N	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	5-1	H	H	N	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
5-2	H	H	N	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	5-3	H	H	N	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
5-4	H	H	N	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	5-3	H	H	N	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
5-4	H	H	N	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	5-5	H	H	N	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
5-6	H	H	N	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	5-5	H	H	N	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
5-6	H	H	N	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	5-7	H	H	N	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
5-8	H	H	N	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	5-7	H	H	N	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
5-8	H	H	N	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	5-9	H	H	N	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
5-10	H	H	N	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	5-9	H	H	N	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
5-10	H	H	N	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	5-11	H	H	N-oxygen base	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
5-12	H	H	N-oxygen base	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	5-11	H	H	N-oxygen base	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
5-12	H	H	N-oxygen base	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	5-13	H	H	N-oxygen base	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
5-14	H	H	N-oxygen base	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	5-13	H	H	N-oxygen base	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
5-14	H	H	N-oxygen base	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	5-15	H	H	N-oxygen base	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
5-16	H	H	N-oxygen base	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	5-15	H	H	N-oxygen base	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
5-16	H	H	N-oxygen base	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	5-17	H	H	N-oxygen base	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
5-18	H	H	N-oxygen base	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	5-17	H	H	N-oxygen base	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
5-18	H	H	N-oxygen base	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	5-19	H	H	N-oxygen base	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
5-20	Me	H	N	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	5-19	H	H	N-oxygen base	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
5-20	Me	H	N	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	5-21	Me	H	N	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
5-22	Me	H	N	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	5-21	Me	H	N	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl
5-22	Me	H	N	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl	5-23	Me	H	N	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
5-24	Me	H	N	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br	5-23	Me	H	N	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br
5-24	Me	H	N	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br	5-25	Me	H	N	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br
5-26	Me	H	N	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	5-25	Me	H	N	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br
5-26	Me	H	N	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br	5-27	Me	H	N	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
5-28	Me	H	N	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br	5-27	Me	H	N	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br
5-28	Me	H	N	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br	5-29	Me	H	N	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br
5-30	Me	H	N	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br	5-29	Me	H	N	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br

(table 19)

The 5th table (2)

The compound sequence number	R ₁	R ₂	A	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅
The compound sequence number	R ₁	R ₂	A	Q ₁	Y ₁	Y ₂	Y ₃	Y ₄	Y ₅	5-31	Me	H	N-oxygen base	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
5-32	Me	H	N-oxygen base	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	5-31	Me	H	N-oxygen base	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
5-32	Me	H	N-oxygen base	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	5-33	Me	H	N-oxygen base	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
5-34	Me	H	N-oxygen base	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	5-33	Me	H	N-oxygen base	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
5-34	Me	H	N-oxygen base	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	5-35	Me	H	N-oxygen base	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
5-36	Me	H	N-oxygen base	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	5-35	Me	H	N-oxygen base	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
5-36	Me	H	N-oxygen base	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	5-37	Me	H	N-oxygen base	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
5-38	Me	H	N-oxygen base	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	5-37	Me	H	N-oxygen base	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
5-38	Me	H	N-oxygen base	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	5-39	Me	H	N-oxygen base	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
5-40	Me	Me	N	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	5-39	Me	H	N-oxygen base	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
5-40	Me	Me	N	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Cl	5-41	Me	Me	N	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
5-42	Me	Me	N	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	5-41	Me	Me	N	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Cl
5-42	Me	Me	N	Phenyl	SCF ₃	H	i-C ₃F ₇	H	Br	5-43	Me	Me	N	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
5-44	Me	Me	N	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	5-43	Me	Me	N	The 2-fluorophenyl	SCF ₃	H	i-C ₃F ₇	H	Br
5-44	Me	Me	N	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	H	Br	5-45	Me	Me	N	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
5-46	Me	Me	N	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	5-45	Me	Me	N	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	H	Br
5-46	Me	Me	N	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	H	Br	5-47	Me	Me	N	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
5-48	Me	Me	N	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	5-47	Me	Me	N	Phenyl	SCF ₃	H	2-C ₄F ₉	H	Br
5-48	Me	Me	N	Phenyl	S(O)CF ₃	H	2-C ₄F ₉	H	Br	5-49	Me	Me	N	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
5-50	H	Me	N	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	5-49	Me	Me	N	Phenyl	SO ₂CF ₃	H	2-C ₄F ₉	H	Br
5-50	H	Me	N	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	5-51	H	Me	N	2-chloropyridine-3-base	OCF ₃	H	i-C ₃F ₇	H	Br
5-52	Me	H	N	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	5-51	H	Me	N	2-chloropyridine-3-base	OCF ₃	H	i-C ₃F ₇	H	Br
5-52	Me	H	N	Phenyl	OCF ₃	H	i-C ₃F ₇	H	Br	5-53	Me	H	N	2-chloropyridine-3-base	OCF ₃	H	i-C ₃F ₇	H	Br
5-54	H	Me	N	Phenyl	OMe	H	i-C ₃F ₇	H	Br	5-53	Me	H	N	2-chloropyridine-3-base	OCF ₃	H	i-C ₃F ₇	H	Br
5-54	H	Me	N	Phenyl	OMe	H	i-C ₃F ₇	H	Br	5-55	H	Me	N	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br
5-56	Me	H	N	Phenyl	OMe	H	i-C ₃F ₇	H	Br	5-55	H	Me	N	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br
5-56	Me	H	N	Phenyl	OMe	H	i-C ₃F ₇	H	Br	5-57	Me	H	N	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br
5-58	Me	Me	N	Phenyl	OMe	H	i-C ₃F ₇	H	Cl	5-57	Me	H	N	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Br
5-58	Me	Me	N	Phenyl	OMe	H	i-C ₃F ₇	H	Cl	5-59	Me	Me	N	2-chloropyridine-3-base	OMe	H	i-C ₃F ₇	H	Cl

General formula (D)

(table 20)

The 6th table (1)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₆	Y ₇	Y ₈	Y ₉
The compound sequence number	R ₁	R ₂	Q ₁	Y ₆	Y ₇	Y ₈	Y ₉	6-1	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	Cl
6-2	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	Br	6-1	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	Cl
6-2	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	Br	6-3	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	Br
6-4	H	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	Br	6-3	H	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	Br
6-4	H	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	Br	6-5	H	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	Br
6-6	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	Me	6-5	H	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	Br
6-6	H	H	Phenyl	SCF ₃	H	i-C ₃F ₇	Me	6-7	H	H	Phenyl	OCF ₃	H	i-C ₃F ₇	Br
6-8	H	H	Phenyl	OMe	H	i-C ₃F ₇	Br	6-7	H	H	Phenyl	OCF ₃	H	i-C ₃F ₇	Br
6-8	H	H	Phenyl	OMe	H	i-C ₃F ₇	Br	6-9	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	Cl
6-10	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	Br	6-9	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	Cl
6-10	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	Br	6-11	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	Br
6-12	Me	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	Br	6-11	Me	H	2-chloropyridine-3-base	SCF ₃	H	i-C ₃F ₇	Br
6-12	Me	H	Phenyl	S(O)CF ₃	H	i-C ₃F ₇	Br	6-13	Me	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	Br
6-14	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	Me	6-13	Me	H	Phenyl	SO ₂CF ₃	H	i-C ₃F ₇	Br
6-14	Me	H	Phenyl	SCF ₃	H	i-C ₃F ₇	Me	6-15	Me	H	Phenyl	OCF ₃	H	i-C ₃F ₇	Br
6-16	Me	H	Phenyl	OMe	H	i-C ₃F ₇	Br	6-15	Me	H	Phenyl	OCF ₃	H	i-C ₃F ₇	Br
6-16	Me	H	Phenyl	OMe	H	i-C ₃F ₇	Br	6-17	H	H	Phenyl	Cl	H	i-C ₃F ₇	SCF ₃
6-18	H	H	Phenyl	Br	H	i-C ₃F ₇	SCF ₃	6-17	H	H	Phenyl	Cl	H	i-C ₃F ₇	SCF ₃
6-18	H	H	Phenyl	Br	H	i-C ₃F ₇	SCF ₃	6-19	H	H	2-chloropyridine-3-base	Br	H	i-C ₃F ₇	SCF ₃
6-20	H	H	Phenyl	Br	H	i-C ₃F ₇	S(O)CF ₃	6-19	H	H	2-chloropyridine-3-base	Br	H	i-C ₃F ₇	SCF ₃
6-20	H	H	Phenyl	Br	H	i-C ₃F ₇	S(O)CF ₃	6-21	H	H	Phenyl	Br	H	i-C ₃F ₇	SO ₂CF ₃
6-22	H	H	Phenyl	Me	H	i-C ₃F ₇	SCF ₃	6-21	H	H	Phenyl	Br	H	i-C ₃F ₇	SO ₂CF ₃
6-22	H	H	Phenyl	Me	H	i-C ₃F ₇	SCF ₃	6-23	H	H	Phenyl	Br	H	i-C ₃F ₇	OCF ₃
6-24	H	H	Phenyl	Br	H	i-C ₃F ₇	OMe	6-23	H	H	Phenyl	Br	H	i-C ₃F ₇	OCF ₃
6-24	H	H	Phenyl	Br	H	i-C ₃F ₇	OMe	6-25	Me	H	Phenyl	Cl	H	i-C ₃F ₇	SCF ₃
6-26	Me	H	Phenyl	Br	H	i-C ₃F ₇	SCF ₃	6-25	Me	H	Phenyl	Cl	H	i-C ₃F ₇	SCF ₃
6-26	Me	H	Phenyl	Br	H	i-C ₃F ₇	SCF ₃	6-27	Me	H	2-chloropyridine-3-base	Br	H	i-C ₃F ₇	SCF ₃
6-28	Me	H	Phenyl	Br	H	i-C ₃F ₇	S(O)CF ₃	6-27	Me	H	2-chloropyridine-3-base	Br	H	i-C ₃F ₇	SCF ₃
6-28	Me	H	Phenyl	Br	H	i-C ₃F ₇	S(O)CF ₃	6-29	Me	H	Phenyl	Br	H	i-C ₃F ₇	SO ₂CF ₃
6-30	Me	H	Phenyl	Me	H	i-C ₃F ₇	SCF ₃	6-29	Me	H	Phenyl	Br	H	i-C ₃F ₇	SO ₂CF ₃
6-30	Me	H	Phenyl	Me	H	i-C ₃F ₇	SCF ₃	6-31	Me	H	Phenyl	Br	H	i-C ₃F ₇	OCF ₃
6-32	Me	H	Phenyl	Br	H	i-C ₃F ₇	OMe	6-31	Me	H	Phenyl	Br	H	i-C ₃F ₇	OCF ₃
6-32	Me	H	Phenyl	Br	H	i-C ₃F ₇	OMe	6-33	H	H	Phenyl	SCF ₃	H	OCH(CF ₃) ₂	Cl

(table 21)

The 6th table (2)

The compound sequence number	R ₁	R ₂	Q ₁	Y ₆	Y ₇	Y ₈	Y ₉
The compound sequence number	R ₁	R ₂	Q ₁	Y ₆	Y ₇	Y ₈	Y ₉	6-34	H	H	Phenyl	SCF ₃	H	OCH(CF ₃) ₂	Br
6-35	H	H	2-chloropyridine-3-base	SCF ₃	H	OCH(CF ₃) ₂	Br	6-34	H	H	Phenyl	SCF ₃	H	OCH(CF ₃) ₂	Br
6-35	H	H	2-chloropyridine-3-base	SCF ₃	H	OCH(CF ₃) ₂	Br	6-36	H	H	Phenyl	S(O)CF ₃	H	OCH(CF ₃) ₂	Br
6-37	H	H	Phenyl	SO ₂CF ₃	H	OCH(CF ₃) ₂	Br	6-36	H	H	Phenyl	S(O)CF ₃	H	OCH(CF ₃) ₂	Br
6-37	H	H	Phenyl	SO ₂CF ₃	H	OCH(CF ₃) ₂	Br	6-38	H	H	Phenyl	SCF ₃	H	OCH(CF ₃) ₂	Me
6-39	H	H	Phenyl	OCF ₃	H	OCH(CF ₃) ₂	Br	6-38	H	H	Phenyl	SCF ₃	H	OCH(CF ₃) ₂	Me
6-39	H	H	Phenyl	OCF ₃	H	OCH(CF ₃) ₂	Br	6-40	H	H	Phenyl	OMe	H	OCH(CF ₃) ₂	Br
6-41	Me	H	Phenyl	SCF ₃	H	OCH(CF ₃) ₂	Cl	6-40	H	H	Phenyl	OMe	H	OCH(CF ₃) ₂	Br
6-41	Me	H	Phenyl	SCF ₃	H	OCH(CF ₃) ₂	Cl	6-42	Me	H	Phenyl	SCF ₃	H	OCH(CF ₃) ₂	Br
6-43	Me	H	2-chloropyridine-3-base	SCF ₃	H	OCH(CF ₃) ₂	Br	6-42	Me	H	Phenyl	SCF ₃	H	OCH(CF ₃) ₂	Br
6-43	Me	H	2-chloropyridine-3-base	SCF ₃	H	OCH(CF ₃) ₂	Br	6-44	Me	H	Phenyl	S(O)CF ₃	H	OCH(CF ₃) ₂	Br
6-45	Me	H	Phenyl	SO ₂CF ₃	H	OCH(CF ₃) ₂	Br	6-44	Me	H	Phenyl	S(O)CF ₃	H	OCH(CF ₃) ₂	Br
6-45	Me	H	Phenyl	SO ₂CF ₃	H	OCH(CF ₃) ₂	Br	6-46	Me	H	Phenyl	SCF ₃	H	OCH(CF ₃) ₂	Me
6-47	Me	H	Phenyl	OCF ₃	H	OCH(CF ₃) ₂	Br	6-46	Me	H	Phenyl	SCF ₃	H	OCH(CF ₃) ₂	Me
6-47	Me	H	Phenyl	OCF ₃	H	OCH(CF ₃) ₂	Br	6-48	Me	H	Phenyl	OMe	H	OCH(CF ₃) ₂	Br
6-49	H	H	Phenyl	Cl	H	OCH(CF ₃) ₂	SCF ₃	6-48	Me	H	Phenyl	OMe	H	OCH(CF ₃) ₂	Br
6-49	H	H	Phenyl	Cl	H	OCH(CF ₃) ₂	SCF ₃	6-50	H	H	Phenyl	Br	H	OCH(CF ₃) ₂	SCF ₃
6-51	H	H	2-chloropyridine-3-base	Br	H	OCH(CF ₃) ₂	SCF ₃	6-50	H	H	Phenyl	Br	H	OCH(CF ₃) ₂	SCF ₃
6-51	H	H	2-chloropyridine-3-base	Br	H	OCH(CF ₃) ₂	SCF ₃	6-52	H	H	Phenyl	Br	H	OCH(CF ₃) ₂	S(O)CF ₃
6-53	H	H	Phenyl	Br	H	OCH(CF ₃) ₂	SO ₂CF ₃	6-52	H	H	Phenyl	Br	H	OCH(CF ₃) ₂	S(O)CF ₃
6-53	H	H	Phenyl	Br	H	OCH(CF ₃) ₂	SO ₂CF ₃	6-54	H	H	Phenyl	Me	H	OCH(CF ₃) ₂	SCF ₃
6-55	H	H	Phenyl	Br	H	OCH(CF ₃) ₂	OCF ₃	6-54	H	H	Phenyl	Me	H	OCH(CF ₃) ₂	SCF ₃
6-55	H	H	Phenyl	Br	H	OCH(CF ₃) ₂	OCF ₃	6-56	H	H	Phenyl	Br	H	OCH(CF ₃) ₂	OMe
6-57	Me	H	Phenyl	Cl	H	OCH(CF ₃) ₂	SCF ₃	6-56	H	H	Phenyl	Br	H	OCH(CF ₃) ₂	OMe
6-57	Me	H	Phenyl	Cl	H	OCH(CF ₃) ₂	SCF ₃	6-58	Me	H	Phenyl	Br	H	OCH(CF ₃) ₂	SCF ₃
6-59	Me	H	2-chloropyridine-3-base	Br	H	OCH(CF ₃) ₂	SCF ₃	6-58	Me	H	Phenyl	Br	H	OCH(CF ₃) ₂	SCF ₃
6-59	Me	H	2-chloropyridine-3-base	Br	H	OCH(CF ₃) ₂	SCF ₃	6-60	Me	H	Phenyl	Br	H	OCH(CF ₃) ₂	S(O)CF ₃
6-61	Me	H	Phenyl	Br	H	OCH(CF ₃) ₂	SO ₂CF ₃	6-60	Me	H	Phenyl	Br	H	OCH(CF ₃) ₂	S(O)CF ₃
6-61	Me	H	Phenyl	Br	H	OCH(CF ₃) ₂	SO ₂CF ₃	6-62	Me	H	Phenyl	Me	H	OCH(CF ₃) ₂	SCF ₃
6-63	Me	H	Phenyl	Br	H	OCH(CF ₃) ₂	OCF ₃	6-62	Me	H	Phenyl	Me	H	OCH(CF ₃) ₂	SCF ₃
6-63	Me	H	Phenyl	Br	H	OCH(CF ₃) ₂	OCF ₃	6-64	Me	H	Phenyl	Br	H	OCH(CF ₃) ₂	OMe

Below, provide the physics value of compound of the present invention in the 7th table.Provide herein ¹The shift value of H-NMR when not having specified otherwise, uses tetramethylsilane as internal standard substance.

(table 22)

The 7th table (1)

The compound sequence number	¹H-NMR(ppm)
The compound sequence number	¹H-NMR(ppm)	1-1	(CDCl ₃)δ7.45-7.58(4H，m)，7.72(1H，d，J＝7.8Hz)，7.83-7.88(3H，m)， 7.92(1H，d，J＝7.8Hz)，7.97(1H，s)，8.20(1H，s)，8.27(1H，s)，8.52(1H，s).
1-8	(CDCl ₃)δ7.20-7.25(1H，m)，7.33-7.37(1H，m)，7.54-7.64(2H，m)，7.76(1H， dd，J＝1.5Hz and 7.8Hz)，7.86(1H，d，J＝1.5Hz)，7.95(1H，dd，J＝1.5Hz and 7.8Hz)，7.99(1H，s)，8.17-8.22(1H，m)，8.34(1H，d，J＝1.5Hz)，8.35(1H，d， J＝1.5Hz)，8.65(1H，d，J＝16.1Hz).	1-1
1-8		1-94	(CDCl ₃)δ7.44(1H，dd，J＝4.9Hz and 7.3Hz)，7.60(1H，t，J＝7.8Hz)，7.79 (1H，d，J＝7.8Hz)，7.86(1H，d，J＝2.0Hz)，7.94(1H，d，J＝7.8Hz)，7.99(1H，s)， 8.24(1H，dd，J＝2.0Hz and 7.3Hz)，8.30-8.32(2H，m)，8.41(1H，s)，8.55(1H， dd，J＝20Hz and 4.9Hz).
1-143	(DMSO-d ₆)δ7.33-7.40(2H，m)，7.57-7.62(2H，m)，7.68-7.73(1H，m)，7.81 (1H，d，J＝7.8Hz)，8.01(1H，d，J＝7.8Hz)，8.04(1H，s)，8.30(1H，d，J＝2.0Hz)， 8.37(1H，s)，10.70(1H，s)，10.95(1H，s).	1-94
1-143		1-145	(DMSO-d ₆)δ7.37-7.42(2H，m)，7.6(1H，t，J＝7.8Hz)，7.81(1H，d，J＝7.8Hz)， 8.04-8.11(4H，m)，8.31(1H，d，J＝2.0Hz)，8.39(1H，s)，10.53(1H，s)，10.93 (1H，s).
1-146	(DMSO-d ₆)δ7.56-7.65(3H，m)，7.81(1H，d，J＝7.8Hz)，8.02-8.10(4H，m)， 8.30(1H，d，J＝2.0Hz)，8.38(1H，s)，10.56(1H，s)，10.91(1H，s).	1-145
1-146		1-148	(DMSO-d ₆)δ7.63(1H，t，J＝7.8Hz)，7.85(1H，d，J＝7.8Hz)，8.05(1H，s)， 8.11(1H，dd，J＝1.5Hz and 7.8Hz)，8.22-8.25(2H，m)，8.31(1H，d，J＝2.0Hz)， 8.38-8.41(3H，m)，10.83(1H，s)，10.95(1H，s).
1-149	(DMSO-d ₆)δ7.59(1H，t，J＝7.8Hz)，7.71-7.88(5H，m)，7.97(1H，d，J＝ 8.3Hz)，8.04(1H，s)，8.30(1H，s)，8.31(1H，s)，10.84(1H，s)，10.93(1H，s).	1-148
1-149		1-150	(DMSO-d ₆)δ7.62(1H，t，J＝7.8Hz)，7.83(1H，d，J＝7.8Hz)，7.94(2H，d， J＝8.3Hz)，8.05(1H，s)，8.11(1H，d，J＝7.8Hz)，8.20(2H，d，J＝8.3Hz)，8.31 (1H，d，J＝1.5Hz)，8.40(1H，s)，10.73(1H，s)，10.94(1H，s).
1-151	(DMSO-d ₆)δ7.25-7.30(2H，m)，7.57-7.65(2H，m)，7.82(1H，d，J＝7.8Hz)， 7.96(1H，d，J＝1.5Hz and 7.8Hz)，8.04(1H，s)，8.29-8.33(2H，m)，10.96 (1H，s)，11.07(1H，s).	1-150
1-151		1-152	(DMSO-d ₆)δ7.23-7.28(1H，m)，7.42-7.48(1H，m)，7.59(1H，t，J＝7.8Hz)， 7.76-7.83(2H，m)，7.99(1H，d，J＝8.8Hz)，8.04(1H，s)，8.30(1H，d，J＝1.5Hz)， 8.34(1H，s)，10.69(1H，s)，10.94(1H，s).
1-158	(CDCl ₃)δ7.42-7.46(1H，m)，7.60(1H，t，J＝7.8Hz)，7.80(1H，d，J＝7.8Hz)， 7.94(1H，d，J＝7.8Hz)，8.02(1H，s)，8.03(1H，s)，8.22-8.28(2H，m)，8.33 (1H，s)，8.41(1H，s)，8.55(1H，dd，J＝2.0Hz and 2.9Hz).	1-152
1-158		1-166	(DMSO-d ₆)δ2.44(3H，s)，7.45-7.57(4H，m)，7.64(1H，s)，7.73(1H，dd，J＝ 1.5，7.8Hz)，7.88(1H，s)，7.94-7.97(2H，m)，8.10-8.13(1H，m)，8.30(1H，t， J＝15Hz)8.94(1H，s)，9.27(1H，s).
1-176	(CDCl ₃)δ7.51-7.55(2H，m)，7.57-7.62(2H，m)，7.75(1H，dd，J＝1.5，8.3Hz)， 7.89-7.91(3H，m)，8.03(1H，s)，8.13(1H，d，J＝2.0Hz)，8.30(1H，s)，8.38 (1H，t，J＝2.0Hz)，8.52(1H，s).	1-166
1-176		1-180	(DMSO-d ₆)δ7.41(1H，dd，J＝4.9，7.3Hz)，7.52(1H，t，J＝7.8Hz)，7.80(1H，d， J＝7.8Hz)，7.94(1H，dd，J＝2.0，7.8Hz)，8.12(1H，d，J＝1.5Hz)，8.14(1H，d， J＝1.5Hz)，824(1H，s)，8.33-8.34(1H，m)，8.50(1H，dd，J＝2.0，4.9Hz)， 10.38(1H，s)，10.54(1H，s).

(table 23)

The 7th table (2)

The compound sequence number	¹H-NMR(ppm)
The compound sequence number	¹H-NMR(ppm)	1-191	(DMSO-d ₆)δ7.53-7.63(4H，m)，7.74(1H，d，J＝7.8Hz)，7.98-8.01(2H，m)， 8.08(1H，d，J＝8.3Hz)，8.24(1H，s)，8.38(1H，t，J＝1.5Hz)，8.81(1H，s)， 10.51(1H，s)，10.82(1H，s).
1-195	(CDCl ₃)δ7.44(1H，dd，J＝4.9，7.8Hz)，7.60(1H，t，J＝7.8Hz)，7.76(1H，d， J＝7.8Hz)，8.02(1H，d，J＝7.8Hz)，8.24-8.25(1H，m)，8.26(1H，t，J＝2.0Hz)， 8.30(1H，d，J＝2.0Hz)，8.34(1H，d，J＝2.0Hz)，8.39(1H，s)，8.55(1H，dd， J＝2.0，4.9Hz)，9.06(1H，s).	1-191
1-195		1-201	(DMSO-d ₆)δ7.53-7.64(4H，m)，7.80(1H，d，J＝7.8Hz)，7.99-8.04(3H，m)， 8.08-8.11(1H，m)，8.33(1H，d，J＝2.0Hz)，8.40(1H，s)，10.51(1H，s)，10.96 (1H，s).
1-202	(DMSO-d ₆)δ7.33-7.40(2H，m)，7.56-7.63(2H，m)，7.67-7.72(1H，m)，7.79 (1H，d，J＝8.3Hz)，7.99(1H，d，J＝7.8Hz)，8.04(1H，s)，8.32(1H，d，J＝2.0Hz)， 8.36(1H，s)，10.68(1H，s)，10.97(1H，s).	1-201
1-202		1-203	(DMSO-d ₆)δ7.57-7.63(2H，m)，7.82(1H，d，J＝7.8Hz)，7.97(1H，d，J ＝7.8Hz)，8.04(1H，s)，8.12(1H，dd，J＝2.0Hz and 7.8Hz)，8.33(2H，s)， 8.56(1H，dd，J＝2.0Hz and 4.9Hz)，10.91(1H，s)，10.99(1H，s).
1-204	(DMSO-d ₆)δ7.53-7.63(4H，m)，7.80(1H，d，J＝7.8Hz)，7.98-8.11(4H，m)， 8.33(1H，d，J＝2.0Hz)，8.40(1H，s)，10.50(1H，s)，10.93(1H，s).	1-203
1-204		1-205	(DMSO-d ₆)δ7.28-7.40(2H，m)，7.57-7.63(2H，m)，7.68-7.72(1H，m)， 7.79(1H，d，J＝7.8Hz)，8.00(1H，d，J＝7.8Hz)，8.04(1H，s)，8.32-8.36 (2H，m)，10.67(1H，s)，10.95(1H，s).
1-207	(CDCl ₃)δ7.50-7.61(4H，m)，7.75(1H，dd，J＝1.5，6.3Hz)，7.88-7.90(2H，m)， 7.95-7.99(3H，m)，8.04(1H，s)，8.30-8.33(2H，m).	1-205
1-207		1-241	(CDCl ₃)δ7.36-7.43(3H，m)，7.47-7.53(2H，m)，7.63-7.65(2H，m)， 7.81-7.87(3H，m)，8.20(1H，s)，8.28(1H，s)，8.39(1H，s).
1-242	(CDCl ₃)δ7.14-7.20(1H，m)，7.26-7.31(1H，m)，7.42-7.51(3H，m)， 7.68-7.71(2H，m)，7.89(1H，d，J＝7.8Hz)，8.10(1H，t，J＝7.8Hz)，8.21 (1H，s)，8.25(1H，s)，8.63(1H，d，J＝15.1Hz).	1-241
1-242		1-243	(DMSO-d ₆)δ7.48-7.67(4H，m)，7.73-7.81(2H，m)，7.94-8.14(4H，m)，8.38 (1H，s)，10.51(1H，s)，10.63(1H，s).
1-244	(CDCl ₃)δ7.18-7.36(3H，m)，7.50-7.59(3H，m)，7.70-7.96(3H，m)， 8.16-8.20(1H，m)，8.291(1H，s)，8.66(1H，s).	1-243
1-244		1-245	(DMSO-d ₆)δ7.47-7.55(2H，m)，7.76-7.81(1H，m)，7.86(1H，d，J＝1.5Hz)， 8.22-8.43(6H，m)，9.35(1H，s)，10.28(1H，s).
1-246	(DMSO-d ₆)δ7.55-7.62(1H，m)，7.76-7.86(2H，m)，8.04-8.16(6H，m)， 8.36(1H，s)，10.64(1H，s)，10.73(1H，s).	1-245
1-246		1-247	(DMSO-d ₆)δ736-7.41(2H，m)，7.52-7.60(1H，m)，7.73-7.85(2H，m)， 8.04-8.14(4H，m)，8.35(1H，s)，10.49(1H，s)，10.62(1H，s).

(table 24)

The 7th table (3)

The compound sequence number	¹H-NMR(ppm)
The compound sequence number	¹H-NMR(ppm)	1-248	(DMSO-d ₆)δ7.55-7.62(1H，m)，7.75-7.86(2H，m)，7.94(2H，d，J＝8.3Hz)， 8.05-8.14(2H，m)，8.19(2H，d，J＝8.3Hz)，8.36(1H，d，J＝2.0Hz)，10.64(1H，s)， 10.72(1H，s).
1-249	(DMSO-d ₆)δ7.52-7.64(3H，m)，7.70-7.85(2H，m)，8.01-8.17(4H，m)，8.34 (1H，s)，10.53(1H，s)，10.61(1H，s).	1-248
1-249		1-253	(DMSO-d ₆)δ3.88(3H，s)，7.26(1H，s)，7.50-7.62(5H，m)，7.74(1H，d， J＝7.3Hz)，7.97-8.05(3H，m)，8.32(1H，t，J＝1.5Hz)，10.08(1H，s)， 10.46(1H，s).
1-254	(DMSO-d ₆)δ3.87(3H，s)，7.26(1H，s)，7.32-7.38(2H，m)，7.50-7.61(3H，m)， 7.66-7.75(2H，m)，7.96(1H，d，J＝7.8Hz)，8.28(1H，s)，10.11(1H，s)， 10.63(1H，s).	1-253
1-254		1-255	(CDCl ₃)δ3.88(3H，s)，7.10(1H，s)，7.17-7.21(2H，m)，7.50(1H，s)，7.53 (1H，t，J＝7.8Hz)，7.66(1H，s)，7.73(1H，d，J＝7.8Hz)，7.89-7.98(4H，m)， 8.20(1H，t，J＝2.0Hz).
1-256	(CDCl ₃)δ3.90(3H，s)，7.11(1H，s)，7.41-7.45(1H，m)，7.51(1H，s)，7.55 (1H，t，J＝7.8Hz)，7.64(1H，s)，7.76-7.78(1H，m)，7.92(1H，dd， J＝1.5，7.8Hz)，8.20-8.24(2H，m)，8.39(1H，s)，8.54(1H，dd，J＝2.0，4.9Hz).	1-255
1-256		1-257	(CDCl ₃)δ3.87(3H，s)，7.12(1H，s)，7.50-7.59(4H，m)，7.67(1H，s)，7.71 (1H，s)，7.74(1H，dd，J＝1.0，7.8Hz)，7.88-7.91(2H，m)，7.94-8.00(2H，m)， 8.24(1H，t，J＝2.0Hz).
1-258	(CDCl ₃)δ3.87(3H，s)，7.13(1H，s)，7.19-7.25(1H，m)，7.32-7.37(1H，m)， 7.51-7.59(2H，m)，7.66(1H，s)，7.72(1H，s)，7.76(1H，dd，J＝1.5，7.8Hz)， 7.96(1H，dd，J＝1.5，7.8Hz)，8.17-8.21(1H，m)，8.27(1H，t，J＝1.5Hz)， 8.62(1H，d，J＝16.1Hz).	1-257
1-258		1-259	(CDCl ₃)δ3.88(3H，s)，7.13(1H，s)，7.43(1H，dd，J＝4.4，7.8Hz)，7.56(1H，t， J＝7.8Hz)，7.63(1H，s)，7.71(1H，s)，7.78(1H，d，J＝7.8Hz)，7.92-7.95(1H，m)， 8.21-8.24(2H，m)，8.38(1H，s)，8.55(1H，dd，J＝2.0，4.4Hz).
1-260	(CDCl ₃)δ2.36(3H，s)，3.85(3H，s)，6.96(1H，s)，7.13(1H，s)，7.50-7.54 (3H，m)，7.58(1H，t，J＝7.3Hz)，7.70-7.74(2H，m)，7.88-7.90(2H，m)，7.94 (1H，d，J＝8.3Hz)，8.00(1H，s)，8.22(1H，s).	1-259
1-260		1-261	(CDCl ₃)δ3.70(3H，s)，3.86(3H，s)，6.97(1H，s)，7.14(1H，s)，7.42-7.45 (1H，m)，7.55(1H，t，J＝7.8Hz)，7.72(1H，s)，7.75(1H，d，J＝7.8Hz)，7.92 (1H，d，J＝7.8Hz)，8.21-8.24(2H，m)，8.35(1H，s)，8.55(1H，d，J＝6.8Hz).
1-262	(CDCl ₃)δ2.37(3H，s)，3.86(3H，s)，6.97(1H，s)，7.14(1H，s)，7.32(1H，d， J＝8.3Hz)，7.34(1H，t，J＝7.8Hz)，7.52-7.58(2H，m)，7.73(2H，d，J＝6.8Hz)， 7.95(1H，d，J＝7.8Hz)，8.19(1H，t，J＝7.8HZ)，8.25(1H，s)，8.60(1H，d， J＝15.6Hz).	1-261
1-262		1-263	(CDCl ₃)δ3.88(3H，s)，7.05(1H，s)，7.34(1H，s)，7.51(3H，t，J＝8.3Hz)，7.58 (1H，t，J＝7.8Hz)，7.64(1H，s)，7.72(1H，d，J＝6.8Hz)，7.88(2H，d，J＝6.8Hz)， 7.94(1H，d，J＝6.3Hz)，8.02(1H，s)，8.22-8.23(1H，m).
1-264	(CDCL ₃)δ3.90(3H，s)，7.06(1H，s)，7.19-7.24(1H，m)，7.32-7.36(2H，m)， 7.51(1H，s)，7.56(1H，t，J＝7.8Hz)，7.63(1H，s)，7.75(1H，d，J＝7.8Hz)，7.95 (1H，d，J＝7.8Hz)，8.18(1H，t，J＝7.8Hz)，8.26(1H，s)，8.62(1H，d，J＝16.1Hz).	1-263
1-264		1-265	(CDCl ₃)δ3.90(3H，s)，7.07(1H，s)，7.35(1H，s)，7.43(1H，dd，J＝4.8，7.8Hz)， 7.55(1H，t，J＝7.8Hz)，7.61(1H，s)，7.76-7.78(1H，m)，7.92-7.94(1H，m)， 8.21-8.23(2H，m)，8.37(1H，s)，8.55(1H，dd，J＝2.0，4.8Hz).

(table 25)

The 7th table (4)

The compound sequence number	¹H-NMR(ppm)
The compound sequence number	¹H-NMR(ppm)	1-266	(CDCl ₃)δ3.88(3H，s)，7.10(1H，s)，7.49(1H，s)，7.55(1H，t，J＝7.8Hz)， 7.60(1H，s)，7.75(1H，d，J＝7.8Hz)，7.81(2H，d，J＝7.8Hz)，7.97-8.01 (3H，m)，8.06(1H，s)，8.19-8.20(1H，m).
1-267	(CDCl ₃)δ3.89(3H，s)，7.10(1H，m)，7.50-7.56(3H，m)，7.65(1H，s)，7.74 (1H，d，J＝7.8Hz)，7.91-7.96(1H，m)，8.04(1H，d，J＝7.8Hz)，8.30(1H，d， J＝7.8Hz)，8.39(1H，s)，8.64(1H，d，J＝4.4Hz)，10.22(1H，s).	1-266
1-267		1-268	(DMSO-d ₆)δ3.90(3H，s)，7.13(1H，s)，7.45-7.52(3H，m)，7.80(1H，d， J＝7.8Hz)，8.13(1H，d，J＝7.8Hz)，8.28(1H，s)，8.35-8.37(1H，m)，8.74 (1H，d，J＝6.8Hz)，9.22-9.23(1H，m)，9.70(1H，s)，10.55(1H，s).
1-269	(CDCl ₃)δ4.37(2H，q，J＝7.8Hz)，7.12(1H，s)，7.35-7.42(3H，m)，7.50(1H，t， J＝7.3Hz)，7.57(1H，s)，7.62(1H，d，J＝7.8Hz)，7.81-7.84(2H，m)，7.91-7.93 (2H，m)，8.16(1H，s)，8.43(1H，s).	1-268
1-269		1-270	(CDCl ₃)δ4.45(2H，q，J＝7.8Hz)，7.16(1H，d，J＝1.5Hz)，7.34(1H，dd，J＝ 4.9，7.8Hz)，7.48(1H，t，J＝7.8Hz)，7.61(1H，s)，7.68(1H，d，J＝7.8Hz)，7.88 (1H，s)，7.90(1H，d，J＝7.8Hz)，8.07(1H，dd，J＝2.0，7.8Hz)，8.17(1H，d， J＝1.5Hz)，8.44(1H，dd，J＝2.0，4.9Hz)，8.71(1H，s).
2-141	(CDCl ₃)δ3.55(3H，s)，7.18-7.22(2H，m)，7.27-7.35(4H，m)，7.42(1H，t，J＝ 7.8Hz)，7.62(1H，s)，7.73(1H，d，J＝7.8Hz)，7.97(1H，s)，7.99(1H，s)，8.10 (1H，s).	1-270
2-141		2-143	(CDCl ₃)δ3.55(3H，s)，6.84(1H，broad)，7.09(1H，broad)，7.19-7.41(4H，m)， 7.62-7.68(1H，m)，7.74-7.83(2H，m)，8.00(1H，s)，8.01(1H，s).
2-145	(CDCl ₃)δ3.57(3H，s)，6.89-6.93(2H，m)，7.32-7.36(3H，m)，7.46(1H，t， J＝7.8Hz)，7.52(1H，s)，7.62(1H，t，J＝2.0Hz)，7.87(1H，s)，7.99-8.01(2H，m).	2-143
2-145		2-148	(CDCl ₃)δ3.58(3H，s)，7.30(1H，d，J＝7.8Hz)，7.43-7.51(3H，m)，7.71(1H，s)， 7.75(1H，d，J＝7.8Hz)，7.98-8.01(3H，m)，8.09(2H，d，J＝8.3Hz).
2-151	(CDCl ₃)δ3.56(3H，s)，6.69-6.74(2H，m)，7.13-7.18(1H，m)，7.43-7.47 (2H，m)，7.72(1H，s)，7.77-7.81(1H，m)，7.91(1H，s)，8.01(2H，s).	2-148
2-151		2-152	(CDCl ₃)δ3.54(3H，s)，6.61(1H，broad)，6.85(1H，broad)，7.40-7.49(3H，m)， 7.65(1H，broad)，7.76(1H，d，J＝7.3Hz)，7.93(1H，d，J＝7.3Hz)，8.00(1H，s)， 8.01(1H，s).
2-158	(CDCl ₃)δ3.59(3H，s)，7.14(1H，dd，J＝4.9，7.3Hz)，7.41-7.44(2H，m)， 7.60(1H，d，J＝4.9Hz)，7.72-7.73(2H，m)，7.91-7.94(1H，m)，8.01(2H，s)， 8.26(1H，d，J＝2.9Hz).	2-152
2-158		2-172	(CDCl ₃)δ3.55(3H，s)，6.88-6.94(2H，m)，7.31-7.36(3H，m)，7.46(1H，t， J＝7.8Hz)，7.62(1H，t，J＝2.0Hz)，7.72(1H，d，J＝7.8Hz)，8.12(1H，d， J＝2.0Hz)，8.16(1H，s)，8.24(1H，s).
2-173	(CDCl ₃)δ3.53(3H，s)，6.60-6.70(1H，m)，6.85-6.91(1H，m)，7.41-7.47 (3H，m)，7.60(1H，s)，7.74(1H，d，J＝7.3Hz)，8.13(1H，s)，8.17(1H，s)， 8.25(1H，s).	2-172
2-173		2-174	(CDCl ₃)δ3.56(3H，s)，6.70-6.74(2H，m)，7.13-7.23(1H，m)，7.44-7.49 (2H，m)，7.71(1H，s)，7.77-7.79(1H，m)，8.12(1H，s)，8.13(1H，s)，8.25 (1H，s).

(table 26)

The 7th table (5)

The compound sequence number	¹H-NMR(ppm)
The compound sequence number	¹H-NMR(ppm)	2-175	(CDCl ₃)δ3.55(3H，s)，7.32-7.46(5H，m)，7.75-7.77(2H，m)，8.13(1H，s)， 8.23(1H，s)，8.59-8.62(2H，m).
2-176	(CDCl ₃)δ3.57(3H，s)，7.20-7.33(5H，m)，7.40(1H，d，J＝7.8Hz)，7.47(1H，t， J＝7.8Hz)，7.57(1H，s)，7.71(1H，d，J＝7.8Hz)，8.03-8.05(1H，m)，8.11(1H，s)， 8.26(1H，s).	2-175
2-176		2-177	(CDCl ₃)δ3.54(3H，s)，6.80-6.90(1H，m)，7.11-7.15(2H，m)，7.40-7.42 (5H，m)，7.71-7.73(1H，m)，8.12(1H，d，J＝2.0Hz)，8.20(1H，d，J＝2.0Hz).
2-178	(CDCl ₃)δ3.56(3H，s)，7.31(1H，d，J＝7.8Hz)，7.42(2H，d，J＝8.3Hz)，7.46 (1H，t，J＝7.8Hz)，7.53(2H，d，J＝8.3Hz)，7.69(1H，s)，7.72(1H，dd，J＝ 1.0，7.8Hz)，8.14(1H，d，J＝2.0Hz)，8.22(1H，s)，8.27(1H，s).	2-177
2-178		2-179	(CDCl ₃)δ3.55(3H，s)，7.18-7.19(1H，m)，7.42-7.52(2H，m)，7.65-7.66 (1H，m)，7.73-7.75(1H，m)，7.90-7.91(1H，m)，8.12-8.13(2H，m)，8.22-8.25 (2H，m).
2-180	(CDCl ₃)δ3.58(3H，s)，7.15(1H，dd，J＝4.9，7.3Hz)，7.42-7.45(2H，m)，7.60 (1H，d，J＝7.3Hz)，7.71-7.72(2H，m)，8.13(1H，s)，8.19-8.29(3H，m).	2-179
2-180		2-181	(CDCl ₃)δ3.58(3H，s)，7.22(1H，dd，J＝4.9，7.8Hz)，7.35(1H，d，J＝7.8Hz)， 7.47(1H，t，J＝7.8Hz)，7.68(1H，s)，7.73(2H，d，J＝7.8Hz)，8.12(1H，d， J＝1.9Hz)，8.23(1H，s)，8.24(1H，s)，8.47(1H，s)，8.50(1H，d，J＝3.4Hz).
2-191	(CDCl ₃)δ3.57(3H，s)，7.18-7.36(6H，m)，7.43(1H，t，J＝7.8Hz)，7.61(1H， d，J＝2.0Hz)，7.68(1H，d，J＝7.8Hz)，8.28(1H，d，J＝2.0Hz)，8.32(1H，d， J＝2.0Hz)，8.76(1H，s).	2-181
2-191		2-195	(CDCl ₃)δ3.45(3H，s)，7.00-7.11(4H，m)，7.43-7.46(1H，m)，7.82-7.83 (1H，m)，8.26-8.28(2H，m)，8.40-8.45(2H，m).
2-201	(CDCl ₃)δ3.56(3H，s)，7.19-7.37(6H，m)，7.44(1H，t，J＝7.3Hz)，7.59 (1H，s)，7.71(1H，d，J＝7.3Hz)，7.87(1H，s)，7.99(1H，s)，8.00(1H，s).	2-195
2-201		2-203	(CDCl ₃)δ3.58(3H，s)，7.13(1H，dd，J＝4.9，7.8Hz)，7.42-7.44(2H，m)， 7.59-7.61(1H，m)，7.71-7.73(2H，m)，7.91(1H，s)，8.00(1H，s)，8.02(1H，s)， 8.25(1H，d，J＝2.4Hz).
2-207	(CDCl ₃)δ3.56(3H，s)，7.19-7.37(7H，m)，7.44(1H，t，J＝7.8Hz)，7.61(1H，s)， 7.71-7.74(1H，m)，7.95-7.97(2H，m).	2-203
2-207		2-243	(CDCl ₃)δ3.53(3H，s)，7.16-7.20(2H，m)，7.24-7.32(4H，m)，7.39(1H，t， J＝7.8Hz)，7.53(1H，s)，7.61(1H，s)，7.70(1H，d，J＝7.8Hz)，7.78(1H，s)， 7.82(1H，s).
2-260	(CDCl ₃)δ2.30(3H，s)，3.55(3H，s)，3.85(3H，s)，6.95(1H，s)，7.12(1H，s)， 7.18-7.24(3H m)，7.27-7.40(5H，m)，7.61(1H，s)，7.67(1H，d，J＝7.3Hz).	2-243
2-260		2-261	(CDCl ₃)δ2.29(3H，s)，3.54(3H，s)，3.85(3H，s)，6.96(1H，s)，7.12(2H，m)， 7.34(2H，m)，7.56(1H，d，J＝6.8Hz)，7.67(1H，s)，7.70-7.71(1H，m)，7.75 (1H，s)，8.23-824(1H，m).

(table 27)

The 7th table (6)

The compound sequence number	¹H-NMR(ppm)
The compound sequence number	¹H-NMR(ppm)	2-262	(CDCl ₃)δ2.30(3H，s)，3.53(3H，s)，3.85(3H，s)，6.85(1H，m)，6.95(1H，m)， 7.07(1H，m)7.12(1H，m)，7.29-7.37(5H，m)，7.61(1H，m)，7.69(1H，m).
2-269	(CDCl ₃)δ3.54(3H，s)，4.42(2H，q，J＝7.8Hz)，7.14-7.21(3H，m)，7.24-7.31 (4H，m)，7.37(1H，t，J＝7.8Hz)，7.46(1H，s)，7.60-7.62(2H，m)，7.66-7.69 (1H，m).	2-262
2-269		2-270	(CDCl ₃)δ3.53(3H，s)，4.45(2H，q，J＝7.8Hz)，7.09(1H，dd，J＝4.9，7.8Hz)， 7.16(1H，s)，7.33-7.37(2H，m)，7.54(1H，dd，J＝1.5，7.8Hz)，7.61(1H，s)，7.69- 7.73(3H，m)，8.22(1H，dd，J＝1.5，4.9Hz).
2-281	(CDCl ₃)δ3.59(3H，s)，7.34(1H，d，J＝8.3Hz)，7.51(1H，t，J＝7.8Hz)，7.78 (2H，dd，J＝3.9，1.5Hz)，8.14(1H，d，J＝2.0Hz)，8.24(1H，s)，8.35(1H，s)，8.67 (2H，s)，9.11(1H，s).	2-270
2-281		3-49	(CDCl ₃)δ3.21(3H，s)，3.27(3H，s)，3.76(3H，s)，6.73(1H，d，J＝7.8Hz)， 6.91-6.92(1H，m)，6.94(1H，d，J＝7.8Hz)，7.09-7.13(2H，m)，7.16-7.17 (3H，m)7.19-7.24(2H，m)，7.37(1H，s).
3-51	(CDCl ₃)δ3.21(3H，s)，3.28(3H，s)，3.78(3H，s)，6.88(1H，s)，6.94 (1H，t，J＝7.8Hz)，7.09-7.24(9H，m).	3-49

The compound that contains general formula of the present invention (1) expression is the sterilant of effective constituent, be applicable to and prevent and kill off paddy rice, fruit tree, vegetables, deleterious various agricultural such as other crops and flowers, gardening, insect such as grain storage pest or sanitary insect pest or nematode, following insect had stronger insecticidal effect, for example, melon thin,tough silk snout moth's larva (Diaphania indica), the long leaf roller of tea (Homonamagnanima), cabbage heart snout moth's larva (Hellulla undalis), tea olethreutid (Adoxophyes oranafasciata), tea Ji leaf roller (Adoxophyes sp.), random line apple skin worm (Archipsfuscocupreanus), peach fruit moth (Carposina niponensis), northeast small kernel-eating insect (Grapholita inopinata), oriental fruit months (Grapholita molesta), eating-core bean worm (Leguminivora glycinivorella), mulberry tree leaf roller (Olethreutes mori), citrus leaf-miner (Phyllocnistis citrella), persimmon is lifted limb moth (Stathmopoda masinissa), the thin moth of tea (Caloptilia theivora), the thin moth of apple leaf roll (Caloptilia zachrysa), the little thin moth (Phyllonorycter ringoniella) of diving of gold line, the thin moth of pears (Spulerrina astaurota), papilio xuthus Linnaeus (Papilio xuthus), cabbage butterfly (Pieris rapae curcivora), bollworm (Heliothisarmigera), carpocapsa pononella (Cydia pomonella), small cabbage moth (Plutella xylostella), peach Eucosmaspp (Argyresthia conjugella), peach fruit moth (Carposina niponensis), striped rice borer (Chilo suppressalis), Cnaphalocrocis medinali(rice leaf roller) (Cnaphalocrocis medinalis), cacac moth (Ephestia elutella), the wild snout moth's larva (Glyphodes pyloalis) of mulberry thin,tough silk, some snout moth's larvas (Scirpophaga incertulas), rice hesperiidae (Parnara guttata), grain noctuid (Pseudaletiaseparata), pink rice borer (Sesamia inferens), lopper worm (Mamestra brassicae), prodenia litura (Spodoptera litura), beet armyworm (Spodoptera exigua), ball dish noctuid (Agrotis ipsilon), turnip noctuid (Agrotis segetum), stain three-spotted phytometra (Autographa nigrisigna), cabbage looper lepidoptera pests such as (Trichoplusia ni), two leafhoppers (Macrosteles fascifrons), rice green leafhopper (Nephotettix cincticeps), brown paddy plant hopper (Nilaparvata lugens), spot plant hopper (Laodelphax striatellus), white backed planthopper (Sogatella furcifera), oranges and tangerines wood louse (Diaphorina citri), grape white fly (Trialeurodes vittata) (Aleurolobustaonabae), Bemisia argentifolii (Bermisia argentifolii), tobacco aleyrodid (Bemisia tabaci), Trialeurodes vaporariorum Westwood (Trialeurodes vaporariorum), radish aphid (Lipaphis erysimi), cotten aphid (Aphis gossypii), tangerine leaf roll aphid (Aphis Citricola), black peach aphid (Myzus persicae), ceroplastes (Ceroplastes ceriferus), Kang Shi powder scale insect (PseudococcusComstocki), stern line powder scale insect (Planococcus kraunhiae), citrus giant coccid (Pulvinaria aurantii), citrus circle scale insect (Pseudaonidia duplex), pears circle scale insect (Comstockaspis perniciosa), arrowhead scale (Unaspis yanonensis), little amber stinkbug (Plautia Stali), tobacco stinkbug Hemiptera insects such as (Halyomorpha mista), Ji cockchafer (Anomala rufocuprea), beans cockchafer (Popillia japonica), cigarette beetle (Lasiodermaserricorne), Lyctus brunneus Stephens (Lyctusbrunneus), potato ladybug (Epilachnavigintioctopunctata), Callosobruchus chinensis (Callosobruchus chinensis), vegetables weevil (Listroderes costirostris), sitophilus zea-mais (Sitophilus zeamais), boll weevil (Anthonomus grandis grandis), rice water resembles (Lissorhoptrus oryzophilus), aulacophora femoralis (Aulacophora femoralis), rice leaf beetles (Oulema oryzae), yellow bar leaf flea (Phyllotreta striolata), blastophagus piniperda (Tomicus piniperda), Colorado leaf beetle (Leptinotarsa decemlineata), mexican bean ladybird (Epilachnavarivestis), anti-Zea mays root worm (Diabrotica sp.), yellow star longicorn (Psacothea hilaris), longicorn beetle beetle order insects such as (Anoplophora malasiaca), dacus dorsalis hendel of mandarin orange (Dacus (Bactrocera) dorsalis), rice stem maggot (Agromyza oryzae), onion fly (Deliaantiqua), delia platura (Delia platura), soybean pod gallfly (Asphondylia sp.), housefly (Musca domestica), the color fly (Chromatomyia horticola) of diving of pea, African chrysanthemum liriomyza bryoniae (Liriomyza trifolii), tomato liriomyza bryoniae (Liriomyza bryoniae), culex pipiens pollens Diptera pests such as (Culex pipiens), south pratylenchus (Pratylenchus coffeae), pratylenchus (Pratylenchus sp.), globodera rostochiensis (Globodera rostochiensis), root knot nematode (Meloidogyne sp.), citrus nematode (Tylemchulus semipenetrans), Aphelenchus avenae (Aphelenchus avenae), chrysanthemum leaf bud nematode nematode order insects such as (Aphelenchoidesritzemabosi), south golden thistle horse (Thrips palmi), west flower thrips (Frankliniella occidentalis), tea golden thistle horse (Scirtothrips dorsalis), golden thistle horse (Thrips flavus), onion thrips thrips order insects such as (Thrips tabaci), Groton bug (Blattellagermanica), the non-Lian in America (Periplaneta americana), rice grasshopper orthoptera pests such as (Oxya yezoensis) etc.

Compound with general formula of the present invention (1) expression is the sterilant of effective constituent, the above-mentioned insect that is harmful to wet crop, dry crop, fruit tree, vegetables, other crops and flowers etc. had significant preventive effect, therefore take place on the estimation the period of insect, confirm insect take place before or during generation, paddy field water, cauline leaf or soil to paddy field, dry land, fruit tree, vegetables, other crops, flowers etc. are handled, thereby obtain the effect of sterilant of the present invention.

Sterilant of the present invention, usually according to the common method on the preparation in the agricultural gardening medicament, preparation becomes excellent in shape easy to use to use.Promptly, the compound of general formula (1) expression if with it with suitable inert support or together cooperate in the proper ratio with auxiliary agent in case of necessity, dissolve, separate, outstanding turbid, mixing, impregnation, adsorb or adhere to, make suitable agent shape, for example, clouding agent, emulsion, liquid preparation, hydrating agents, granule, pulvis, tablet etc. use.

As operable inert support among the present invention, can be any of solid or liquid, as the material that can become solid inert carrier, for example can enumerate soyflour, grain flour, wood powder, tree bark powder, the saw powder, tobacco leaf stem powder, walnut shell flour, chaff, cellulose powder, residue after the plant milk extract extraction, pulverize synthetic polymers such as synthetic resins, clay class (kaolin for example, wilkinite, acidic white earth etc.), talcs (talcum for example, pyrophyllite etc.), silica-based (diatomite for example, silica sand, mica, white carbon black is (for being also referred to as moisture micro mist silicon, the synthetic high dispersive silicic acid of moisture silicic acid, according to goods, comprise that containing with the Calucium Silicate powder is the material of principal constituent.)), chemical fertilizer, compost etc. such as inorganic mineral powder, sulphur ammonium, phosphorus ammonium, ammonium nitrate, urea, oronain such as gac, sulphur powder, float stone, sintering diatomite, brick crushed material, flying dust, sand, lime carbonate, calcium phosphate, above-mentioned materials can use separately or use with two or more form of mixtures.

As the material that can become the liquid inert support, except that the material that itself has solvent nature, can also be from solvent-free performance but effect by auxiliary agent can make the effective constituent compound dispersive material and select, for example can enumerate the following carrier that provides as typical example, following carrier can use separately or use with the form of mixture more than 2 kinds, for example can enumerate water, alcohols (methyl alcohol for example, ethanol, the i-propyl alcohol, butanols, ethylene glycol etc.), ketone (acetone for example, methyl ethyl ketone, methyl iso-butyl ketone (MIBK), diisobutyl ketone, pimelinketone etc.), ethers (Anaesthetie Ether for example, dioxane, cellosolve, Di Iso Propyl Ether, tetrahydrofuran (THF) etc.), aliphatic hydrocarbon (kerosene for example, the mineral wet goods), aromatic hydrocarbon based (benzene for example, toluene, dimethylbenzene, solvent naphtha, alkylnaphthalene etc.), halogenated hydrocarbon (methylene dichloride for example, chloroform, tetrachloro charcoal element, chlorobenzene etc.), ester class (ethyl acetate for example, the acetate butyl, ethyl propionate, diisobutyl phthalate, dibutyl phthalate, dioctyl phthalate (DOP) etc.), amides (dimethyl formamide for example, diethylformamide, N,N-DIMETHYLACETAMIDE etc.), nitrile (for example acetonitrile etc.).

As auxiliary agent, can enumerate the following representative auxiliary agent of enumerating, can use separately according to the above-mentioned auxiliary agent of purpose, can merge use by auxiliary agent more than 2 kinds sometimes, also can not make used additives sometimes.

In order to make the emulsification of effective constituent compound, dispersion, can to dissolve and/or wetting, can use tensio-active agent, for example can enumerate tensio-active agents such as Voranol EP 2001, polyoxyethylene alkylaryl ether, polyoxyethylene high-grade aliphatic ester, polyoxyethylene resinate, polyoxyethylene 20 sorbitan monolaurate, polyoxyethylene sorbitan list grease, alkylaryl sulphonate, naphthalenesulfonate, Sulfite lignin, higher alcohol sulfate.

In addition, in order to make effective constituent compound decentralized stabilization, bonding and/or bonding, the auxiliary agent that provides below can using for example can use auxiliary agents such as casein, gelatin, starch, methylcellulose gum, carboxymethyl cellulose, gum arabic, polyvinyl alcohol, turps, oil extracted from rice husks, wilkinite, xanthan gum (xanthan gum), Sulfite lignin.

In order to improve the flowability of solid articles, the auxiliary agent of enumerating below also can using for example can use auxiliary agents such as wax, stearate, alkyl phosphate.As the deflocculating agent of suspended goods, for example also can use auxiliary agents such as naphthalene sulfonic acid condensate, condensed phosphate.As defoamer, for example can use auxiliary agents such as silicone oil.

Need to prove, the compound of general formula of the present invention (1) expression is stable to light, heat, oxidation etc., can add proper quantity of antioxidant or UV light absorber in case of necessity as stablizer, for example BHT (2,6-two-t-butyl-4-methylphenol), the amphyl of BHA (butyl hydroxyanisole) and so on, the arylamine class or the benzophenone compound classes such as condenses of bisphenol derivative or phenyl-a-naphthylamine, Phenyl beta naphthylamine, phenetidine and acetone, obtain more stable composition of effect.

The effective constituent amount of the compound of general formula of the present invention (1) expression, when being 0.1～20 weight % and suspension agent when being 10～90 weight %, granule when being 5～50 weight %, hydrating agents when generally, being 0.5～20 weight %, emulsion during pulvis is 10～90 weight %.On the other hand, the amount of carrier in each formulation generally, is 80～99 weight % during pulvis when being 10～90 weight %, granule when being 40～95 weight %, hydrating agents when being 60～99 weight %, emulsion, is 10～90 weight % when reaching suspension agent.In addition, the amount of auxiliary agent generally, is 0.1～20 weight % during pulvis when being 0.1～20 weight % and suspension agent when being 0.1～20 weight %, granule when being 1～20 weight %, hydrating agents when being 0.1～20 weight %, emulsion.

In order to prevent and kill off various insects,, be applied in the place that prediction crop of this insect is taken place or do not expect to take place disease is prevented and kill off effective dosage with directly or suitably dilution or make its outstanding turbid mode such as water.Its usage quantity, variation according to various factors changes, for example the occurence tendency of the upgrowth situation of purpose, object insect, crop, insect, weather, envrionment conditions, formulation, application process, use place, time of application etc., generally speaking, preferably be the concentration use of 0.0001～5000ppm, preferred 0.01～1000ppm with effective constituent.In addition, the amount of application of every 10a is counted 1～300g with effective constituent generally speaking.

Contain the sterilant of the compound of general formula of the present invention (1) expression as effective constituent, can be used to individually prevent and kill off to deleterious various agricultural, gardening, grain storage pest or insects such as sanitary insect pest or nematode such as paddy rice, fruit tree, vegetables, other crops and flowers, in addition, in order to obtain excellent more preventive effect, also can be used in combination with other sterilants and/or sterilant more than a kind to simultaneous multiple diseases worm.

The compound of general formula of the present invention (1) expression and when other sterilants and/or sterilant are used in combination more than a kind, can be used as the compound of general formula (1) expression and the blend compositions of other sterilants and/or sterilant and use, perhaps the compound that also can when pesticide-treated general formula (1) be represented and other sterilant and/or sterilant mix use.

In addition; the compound of general formula (1) expression also can mix with plant protection product such as weedicide, fertilizer, soil improvement agent, plant growth conditioning agent or reagent etc.; make the more excellent many purposes composition of effectiveness; in addition, can also make the composition that to expect to have addition effect or synergy.

According to following examples, representative embodiment of the present invention is described, but the present invention is not limited thereto.

[embodiment]

[embodiment 1-1]

The manufacturing of 4-seven fluorine sec.-propyl-2-(trifluoromethylthio) aniline

Add 10.0g 2-(trifluoromethylthio) aniline, 45.8g 2-iodine heptafluoro-propane, 10.8g sodium bisulfite, 5.2g sodium bicarbonate, 2.1g four-n-butyl ammonium bisulphate salt in the mixed solvent of 200ml t-butyl methyl ether and 200ml water, at room temperature vigorous stirring is 10 hours.Divide and get organic phase, after the saturated sodium bicarbonate aqueous solution washing, distillation under reduced pressure removes desolvates.By with silica gel column chromatography (the n-hexane: ethyl acetate=20: 1) refining residue obtained, obtain 6.5g (yield 35%) and be the title object of orange.

¹H NMR(CDCl ₃，ppm)δ4.80(2H，broad-s)，6.84(1H，d，J＝8.3Hz)，7.45(1H，d，J＝8.3Hz)，7.70(1H，s).

Use identical method, make following phenyl amines.

4-seven fluorine sec.-propyl-2-(five fluorine ethylmercapto groups) aniline

¹H NMR(CDCl ₃，ppm)δ4.79(2H，broad-s)，6.83(1H，d，J＝8.8Hz)，7.45(1H，dd，J＝2.0Hz and 8.8Hz)，7.67(1H，d，J＝2.0Hz).

Orange

4-seven fluorine sec.-propyl-2-(seven fluoro-n-rosickyite bases) aniline

¹H-NMR(CDCl ₃，ppm)δ4.78(2H，broad-s)，6.84(1H，d，J＝8.8Hz)，7.46(1H，dd，J＝2.0Hz and 8.8Hz)，7.67(1H，d，J＝2.0Hz).

Yellow oil

4-(seven fluoro-n-propyl group)-2-(trifluoromethylthio) aniline

¹H-NMR(CDCl ₃，ppm)δ4.20(2H，broad)，6.85(1H，d，J＝8.3Hz)，7.44(1H，dd，J＝2.0，8.3Hz)，7.69(1H，d，J＝2.0Hz).

Yellow oil

[embodiment 1-2]

The manufacturing of 2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethylthio) aniline

At 10ml N, add 3.30g 4-seven fluorine sec.-propyl-2-(trifluoromethylthio) aniline in the dinethylformamide, in the solution of gained, splash into and be dissolved in 5ml N, the 1.62g N-bromine succinimide in the dinethylformamide.After at room temperature stirring 2 hours, in reaction soln, add ethyl acetate and water.Divide and get organic phase, after the 50ml water washing, use anhydrous magnesium sulfate drying.The elimination anhydrous magnesium sulfate under reduced pressure concentrates gained solution, by using silica gel column chromatography (n-hexane: ethyl acetate=15: 1) make with extra care its residue, obtain 2.92g (yield 73%) and be the title object of filbert oily thing.

¹H-NMR(CDCl ₃，ppm)δ5.29(2H，broad-s)，7.68(1H，s)，7.74(1H，d，J＝2.0Hz).

Use identical method, make following phenyl amines.

2-bromo-4-seven fluorine sec.-propyl-6-(five fluorine ethylmercapto groups) aniline

¹H-NMR(CDCl ₃，ppm)δ5.28(2H，broad-s)，7.65(1H，s)，7.75(1H，d，J＝2.0Hz).

Orange

2-bromo-4-(seven fluoro-n-propyl group)-6-(trifluoromethylthio) aniline

¹H-NMR(CDCl ₃，ppm)δ5.36(2H，broad-s)，7.67(1H，s)，7.72(1H，d，J＝2.0Hz).

Orange

In addition, use N-chloro-succinimide to replace N-bromine succinimide, make 2-chloro-4-seven fluorine sec.-propyl-6-(trifluoromethylthio) aniline.

¹H-NMR(CDCl ₃，ppm)δ5.23(2H，broad-s)，7.60(1H，s)，7.64(1H，s).

Red oil

[embodiment 1-3]

The manufacturing of N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-nitrobenzamide

In the 50ml pyridine, add 7.47g 3-nitrobenzoyl chloride, 7.56g 2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethylthio) aniline, stirred 10 hours down at 90 ℃.Reaction soln is injected in the frozen water, solution is transferred to after pH is 1, use ethyl acetate extraction with 2N hydrochloric acid.Distillation under reduced pressure removes and to desolvate, and in the residue obtained mixed solvent that is added to 30ml tetrahydrofuran (THF), 20ml water, stirs in ice-water bath.In this solution, add 1.2g sodium hydroxide, in ice-water bath, stir after 1.5 hours, at room temperature stirred 20 hours.In reaction soln, add ethyl acetate and water, divide and get organic phase, with saturated common salt water washing 1 time.Behind anhydrous magnesium sulfate drying, distillation under reduced pressure removes and to desolvate, by with silica gel column chromatography (the n-hexane: ethyl acetate=6: 1) refining residue obtained, obtain 6.85g (yield 68%) and be the title object of white solid.

¹H-NMR(CDCl ₃，ppm)δ7.80(1H，t，J＝7.8Hz)，8.05(2H，s)，8.16(1H，s)，8.30-8.34(1H，m)，8.50-8.53(1H，m)，8.82(1H，t，J＝2.0Hz).

[embodiment 1-4]

The manufacturing of N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-aminobenzamide

In 50ml ethanol, add 6.85g N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-nitrobenzamide, 7.61g tin protochloride (anhydride), in the solution of gained, add the 5ml concentrated hydrochloric acid, stirred 3 hours down at 60 ℃.After returning to room temperature, reaction soln is injected frozen water, use the salt of wormwood neutralization.Behind the elimination insolubles, use ethyl acetate extraction, distillation under reduced pressure removes desolvates.By the solid of separating out, obtain 5.13g (yield 79%) and be the title object of white solid with the n-hexane wash.

¹H-NMR(DMSO-d ₆，ppm)δ5.40(2H，broad-s)，6.78-6.81(1H，m)，7.13-7.21(3H，m)，7.99(1H，s)，8.25(1H，d，J＝2.0Hz)，10.64(1H，s).

Use identical method, make following compound.

N-(2-bromo-4-seven fluorine sec.-propyl-6-five fluorine ethylmercapto groups) phenyl 3-aminobenzamide

¹H-NMR(CDCl ₃，ppm)δ3.91(2H，broad-s)，6.91-6.94(1H，m)，725-7.34(3H，m)，8.01(2H，s)，8.06(1H，s).

White solid

N-[2-bromo-4-seven fluorine sec.-propyl-6-(seven fluoro-n-rosickyite bases)] phenyl 3-aminobenzamide

¹H-NMR(DMSO-d ₆，ppm)δ5.40(2H，broad-s)，6.80(1H，d，J＝7.8Hz)，7.14-7.22(3H，m)，8.00(1H，s)，8.29(1H，s)，10.67(1H，s).

White solid

N-(2-chloro-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-aminobenzamide

¹H-NMR(CDCl ₃，ppm)δ3.91(2H，broad-s)，6.91-6.94(1H，m)，7.26-7.32(3H，m)，7.84(1H，d，J＝2.4Hz)，7.97(1H，s)，8.09(1H，s).

White solid

[embodiment 1-5]

N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-[(2-chloropyridine-3-yl) carbonylamino] manufacturing of benzamide (compound sequence number 1-158)

In the 3ml tetrahydrofuran (THF), add 200mg N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-aminobenzamide, 56mg pyridine, at room temperature in above-mentioned gained solution, splash into the 63mg 2-chloronicotinoyl chloride that is dissolved in the 1ml tetrahydrofuran (THF).After at room temperature stirring 2 hours, add ethyl acetate and water, divide and get organic phase to reaction soln.Respectively wash 1 time with 1N hydrochloric acid and saturated sodium bicarbonate aqueous solution, distillation under reduced pressure removes desolvates, and with the solid that the n-hexane wash is separated out, obtains 210mg (yield 84%) thus and is the title object of white solid.

¹H-NMR(CDCl ₃，ppm)δ7.42-7.46(1H，m)，7.60(1H，t，J＝7.8Hz)，7.80(1H，d，J＝7.8Hz)，7.94(1H，d，J＝7.8Hz)，8.02(1H，s)，8.03(1H，s)，8.22-8.28(2H，m)，8.33(1H，s)，8.41(1H，s)，8.55(1H，dd，J＝2.0Hz and 2.9Hz).

[embodiment 2-1]

The manufacturing of N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-(methylamino) benzamide

5ml 98% sulfuric acid is cooled to 0 ℃～5 ℃ and stirring, adds 1.0g N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-aminobenzamide.Stir after 10 minutes, splash into 5ml 37% formalin, remain between 0 ℃ to 5 ℃, stirred 3 hours.In state of cooling downhill reaction solution, add the neutralization of 28% ammoniacal liquor, add ethyl acetate, divide and get organic phase.Use anhydrous magnesium sulfate drying, distillation under reduced pressure removes desolvates, and (the n-hexane: ethyl acetate=6: the 1) residue of refining gained obtains 0.74g (yield 72%) and is the title object of white solid with silica gel column chromatography.

¹H-NMR(CDCl ₃，ppm)δ2.91(3H，s)，4.00(1H，broad)，6.83-6.86(1H，m)，7.17-7.24(2H，m)，7.34(1H，t，J＝7.8Hz)，7.98-8.01(2H，m)，8.11(1H，s).

Use identical method, make following compound.

N-(2-bromo-4-seven fluorine sec.-propyl-6-five fluorine ethylmercapto groups) phenyl 3-(methylamino) benzamide

¹H-NMR(CDCl ₃，ppm)δ2.91(3H，s)，3.99(1H，broad)，6.83-6.86(1H，m)，7.17-7.22(2H，m)，7.34(1H，t，J＝7.8Hz)，8.01(2H，s)，8.08(1H，s).

White solid

N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethoxy) phenyl 3-(methylamino) benzamide

¹H-NMR(CDCl ₃，ppm)δ2.90(3H，s)，3.97(1H，broad)，6.81-6.84(1H，m)，7.16-7.18(2H，m)，7.32(1H，t，J＝7.8Hz)，7.56(2H，s)，7.85(1H，d，J＝2.0Hz).

White solid

[embodiment 2-2]

N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-[(N '-(2,6-difluoro benzoyl)-N '-methyl) amino] manufacturing of benzamide (compound sequence number 2-151)

In the 3ml tetrahydrofuran (THF), add 170mg N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-(methylamino) benzamide, 28mg pyridine, at room temperature in gained solution, splash into the 52mg 2 that is dissolved in the 1ml tetrahydrofuran (THF), 6-difluoro benzoyl chloride.After at room temperature stirring 2 hours, add ethyl acetate and water, divide and get organic phase at reaction soln.Respectively wash 1 time with 1N hydrochloric acid and saturated sodium bicarbonate aqueous solution, distillation under reduced pressure removes desolvates, and the solid with the n-hexane wash is separated out thus, obtains 148mg (yield 70%) and is the title object of white solid.

¹H-NMR(CDCl ₃，ppm)δ3.56(3H，s)，6.69-6.74(2H，m)，7.13-7.18(1H，m)，7.43-7.47(2H，m)，7.72(1H，s)，7.77-7.81(1H，m)，7.91(1H，s)，8.01(2H，s).

[embodiment 3-1]

The benzoic manufacturing of 3-(benzoyl-amido)

Add 5.90g sodium hydroxide and 10.0g 3-benzaminic acid in 100ml water, at room temperature stir, then, splash into the 10.3g Benzoyl chloride, temperature remains on 25-35 ℃ in making.Next after at room temperature stirring 6 hours, splash into 25ml 6N hydrochloric acid.The solid that filter collection is separated out, behind 100ml water washing filter collection thing 2 times, under reduced pressure 50 ℃ dry down, obtain 13.9g (yield 79%) thus and be the title object of white solid.

¹H-NMR(CDCl ₃，ppm)δ7.40-7.56(5H，m)，7.78(1H，d，J＝7.8Hz)，8.00(2H，d，J＝8.3Hz)，8.15(1H，d，J＝7.8Hz)，8.35(1H，t，J＝2.0Hz)，9.89(1H，s).

[embodiment 3-2]

The benzoic manufacturing of 3-(N-benzoyl-N-methylamino)

In 70ml acetone, add 5.0g 3-(benzoyl-amido) phenylformic acid and 2.95g 95% potassium hydroxide (Powdered), at room temperature stir, then, splash into 6.4g 98% methyl-sulfate.After splashing into end, be warming up to reflux conditions, stirred 4 hours, be cooled to room temperature.Behind the elimination insolubles, distillation under reduced pressure removes desolvates, and adds 5ml 50% potassium hydroxide aqueous solution and 20ml ethanol in residue obtained, at room temperature stirs 2 hours.To distilling down in the residue that removes the gained that desolvates in decompression, add 50ml ethyl acetate and 50ml water, divide the water intaking phase, to this aqueous phase adding concentrated hydrochloric acid, obtain acidic solution.Then, add the 100ml ethyl acetate extraction, after the anhydrous magnesium sulfate drying organic phase, distillation under reduced pressure removes desolvates.Solid with the n-hexane-ethyl acetate mixed solvent (3: 1) washing is separated out under reduced pressure makes its drying, thus, obtains 3.80g (yield 72%) and is the title object of white solid.

¹H-NMR(DMSO-d ₆，ppm)δ3.39(3H，s)，7.21-7.31(5H，m)，7.35-7.43(2H，m)，7.70-7.73(2H，m)，13.07(1H，broad-s).

[embodiment 3-3]

N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-[(N '-benzoyl-N '-methyl) amino] manufacturing of benzamide (compound sequence number 2-141)

Add 7.66g 3-(N-benzoyl-N-methylamino) phenylformic acid, 4.28g thionyl chloride, 0.1ml N in 40ml toluene, dinethylformamide stirred 2 hours down at 90 ℃.By concentrated reaction solution under reduced pressure, obtain filbert oily thing.This oily matter is joined in the 30ml pyridine that has dissolved 4.40g 2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethylthio) aniline, stirred 8 hours down at 90 ℃.With ethyl acetate diluting reaction solution, respectively wash organic phase 1 time with 2N hydrochloric acid, saturated sodium bicarbonate water, under reduced pressure concentrate afterwards, thus, obtain brown oil.This oily matter is added in the mixed solvent of THF40ml-water 20ml, then, add 4.0g sodium hydroxide, at room temperature stirred 6 hours.In reaction soln, add ethyl acetate and water, after branch is got organic phase, wash with water 1 time.Behind anhydrous magnesium sulfate drying, distillation under reduced pressure removes and to desolvate, by with silica gel column chromatography (the n-hexane: ethyl acetate=9: 1 → 2: 1) refining residue obtained, obtain 4.06g (yield 60%) and be the title object of white solid.

¹H-NMR(CDCl ₃，ppm)δ3.55(3H，s)，7.18-7.22(2H，m)，7.27-7.35(4H，m)，7.42(1H，t，J＝7.8Hz)，7.62(1H，s)，7.73(1H，d，J＝7.8Hz)，7.97(1H，s)，7.99(1H，s)，8.10(1H ，s).

[embodiment 4]

N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethyl sulphinyl base) phenyl 3-[(N '-benzoyl-N '-methyl) amino] manufacturing of benzamide (compound sequence number 2-176)

In the 12ml methylene dichloride, add 0.50g N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-[(N '-benzoyl-N '-methyl) amino] benzamide, at room temperature stir.Then, add the 0.26g metachloroperbenzoic acid, at room temperature stirred 15 hours.In reaction soln, add sodium thiosulfate solution, remaining superoxide is disappeared after, divide and get organic phase.After washing 1 time with water, use anhydrous magnesium sulfate drying, distillation under reduced pressure removes desolvates, by (the n-hexane: ethyl acetate=7: the 3) residue of refining gained, obtaining 0.27g (yield 53%) is white unbodied title object with silica gel column chromatography.

¹H-NMR(CDCl ₃，ppm)δ3.57(3H，s)，7.20-7.33(5H，m)，7.40(1H，d，J＝7.8Hz)，7.47(1H，t，J＝7.8Hz)，7.57(1H，s)，7.71(1H，d，J＝7.8Hz)，8.03-8.05(1H，m)，8.11(1H，s)，8.26(1H，s).

[embodiment 5]

N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethyl sulfonyl) phenyl 3-[(N '-benzoyl-N '-methyl) amino] manufacturing of benzamide (compound sequence number 2-191)

In the mixed solvent of methylene dichloride 2ml-acetonitrile 2ml-water 4ml, add 130mg N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-[(N '-benzoyl-N '-methyl) amino] benzamide and 120mg sodium periodate, at room temperature stir.Then, add 10mg ruthenium chloride (III), at room temperature stirred 5 hours.In reaction soln, add sodium thiosulfate solution, remaining superoxide is disappeared after, add the 30ml ethyl acetate, divide and get organic phase.Behind anhydrous magnesium sulfate drying, distillation under reduced pressure removes desolvates, by (the n-hexane: ethyl acetate=5: the 3) residue of refining gained, obtaining 82mg (yield 60%) is white unbodied title object with silica gel column chromatography.

¹H-NMR(CDCl ₃，ppm)δ3.57(3H，s)，7.18-7.36(6H，m)，7.43(1H，t，J＝7.8Hz)，7.61(1H，d，J＝2.0Hz)，7.68(1H，d，J＝7.8Hz)，8.28(1H，d，J＝2.0Hz)，8.32(1H，d，J＝2.0Hz)，8.76(1H，s).

[embodiment 6-1]

The manufacturing of N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-(benzoyl-amido) benzamide

N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-aminobenzamide and the 85mg pyridine made among the 300mg embodiment 1-4 are added in the 3ml tetrahydrofuran (THF), at room temperature in above-mentioned gained solution, splash into the 75mg Benzoyl chloride that is dissolved in the 1ml tetrahydrofuran (THF).After at room temperature stirring 2 hours, ethyl acetate and water are added in the reaction soln, divide and get organic phase.Respectively wash 1 time with 1N hydrochloric acid and saturated sodium bicarbonate water, distillation under reduced pressure removes desolvates, and by the solid of separating out with the n-hexane wash, obtains 345mg (yield 97%) and is the title object of white solid.

¹H-NMR(DMSO-d ₆，ppm)δ7.53-7.64(4H，m)，7.81(1H，d，J＝7.8Hz)，8.00-8.05(3H，m)，8.11(1H，d，J＝7.8Hz)，8.31(1H，d，J＝1.5Hz)，8.41(1H，s)，10.52(1H，s)，10.93(1H，s).

[embodiment 6-2]

The manufacturing of N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethyl sulfonyl) phenyl 3-(benzoyl-amido) benzamide (compound sequence number 1-191)

0.34g N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-(benzoyl-amido) benzamide, 0.33g sodium periodate are joined in the mixing solutions of methylene dichloride 2.5ml-acetonitrile 2.5ml-water 5ml, at room temperature stir.Then, add 10mg ruthenium chloride (III), at room temperature stirred 7 hours.In reaction soln, add sodium bisulfite, behind the decompose hydroperoxide, add the ethyl acetate branch and get organic phase.Use anhydrous magnesium sulfate drying, distillation under reduced pressure removes desolvates, by (the n-hexane: ethyl acetate=2: the 1) residue of refining gained obtains 0.23g (yield 65%) and is the title object of white solid with silica gel column chromatography.

¹H-NMR(DMSO-d ₆，ppm)δ7.53-7.63(4H，m)，7.74(1H，d，J＝7.8Hz)，7.98-8.01(2H，m)，8.08(1H，d，J＝8.3Hz)，8.24(1H，s)，8.38(1H，t，J＝1.5Hz)，8.81(1H，s)，10.51(1H，s)，10.82(1H，s).

[embodiment 7]

The manufacturing of 4-seven fluorine sec.-propyl-2-methyl-6-(trifluoromethylthio) aniline

In the mixed solvent of toluene 10ml-ethanol 5ml-water 5ml, add 0.92g 2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethylthio) aniline, 0.13g front three basic ring three boroxanes (trimethyl boroxine), 1.44g salt of wormwood, in nitrogen atmosphere, at room temperature stir.Then, add 0.2g tetrakis triphenylphosphine palladium (0), be warming up to 80 ℃ afterwards, stirred 8 hours.Return to room temperature, behind the elimination insolubles, add ethyl acetate and water, divide and get organic phase.Use anhydrous magnesium sulfate drying, distillation under reduced pressure removes desolvates, by (the n-hexane: ethyl acetate=20: the 1) residue of refining gained obtains 0.31g (yield 40%) and is the title object of faint yellow oily thing with silica gel column chromatography.

¹H-NMR(CDCl ₃，ppm)δ2.24(3H，s)，4.77(2H，broad-s)，7.34(1H，s)，7.60(1H，s).

[embodiment 8-1]

The manufacturing of N-(2-chloro-4-seven fluorine sec.-propyl-6-trifluoromethoxy) phenyl 3-nitrobenzamide

In the 8ml pyridine, add 1.17g 3-nitrobenzoyl chloride, 1.20g (2-chloro-4-seven fluorine sec.-propyl-6-trifluoromethoxy) aniline, stirred 6 hours down at 90 ℃.In reaction soln, add ethyl acetate and 1N hydrochloric acid, after water is to separate organic phase under the tart state, organic phase is washed 2 times with saturated sodium bicarbonate aqueous solution.Use anhydrous magnesium sulfate drying, distillation under reduced pressure removes desolvates, and adds the residue of gained in the mixing solutions of 10ml tetrahydrofuran (THF) and 5ml water.0.32g sodium hydroxide is joined in this solution, at room temperature stirred 1 day.In reaction soln, add ethyl acetate and water, after separating organic phase, distillation under reduced pressure removes desolvates, and (the n-hexane: ethyl acetate=4: the 1) residue of refining gained obtains 1.20g (yield 72%) and is the title object of white solid with silica gel column chromatography.

¹H-NMR(CDCl ₃，ppm)δ7.56(1H，s)，7.71-7.79(3H，m)，8.30(1H，d，J＝7.8Hz)，8.48-8.51(1H，m)，8.77(1H，t，J＝2.0Hz).

[embodiment 8-2]

The manufacturing of N-(2-chloro-4-seven fluorine sec.-propyl-6-trifluoromethoxy) phenyl 3-aminobenzamide

N-(2-chloro-4-seven fluorine sec.-propyl-6-trifluoromethoxy) phenyl 3-nitrobenzamide as starting raw material, according to the condition that embodiment 1-4 is put down in writing, is made the title object.White solid.Yield 86%.

¹H-NMR(CDCl ₃，ppm)δ3.39(2H，broad-s)，6.89-6.92(1H，m)，7.22-7.32(3H，m)，7.52-7.53(2H，m)，7.69(1H，d，J＝1.5Hz).

[embodiment 8-3]

The manufacturing of N-(2-chloro-4-seven fluorine sec.-propyl-6-trifluoromethoxy) phenyl 3-(benzoyl-amido) benzamide (compound sequence number 1-241)

N-(2-chloro-4-seven fluorine sec.-propyl-6-trifluoromethoxy) phenyl 3-aminobenzamide as starting raw material, according to the condition that embodiment 1-5 is put down in writing, is made the title object.White solid.Yield 80%.

¹H-NMR(CDCl ₃，ppm)δ7.36-7.43(3H，m)，7.47-7.53(2H，m)，7.63-7.65(2H，m)，7.81-7.87(3H，m)，8.20(1H，s)，8.28(1H，s)，8.39(1H，s).

[embodiment 9-1]

The manufacturing of 2-(2,2, the 2-trifluoro ethoxy) oil of mirbane

At 20ml N, add 1.70g 60% sodium hydride in the dinethylformamide, gained solution is stirred down at 5 ℃, splash into and be dissolved in 5ml N, the 4.25g 2,2,2 tfifluoroethyl alcohol of dinethylformamide.Return to room temperature, stir after 1 hour, splash into and be dissolved in 5ml N, the 5.0g 2-fluoronitrobenzene of dinethylformamide.After continuing at room temperature to stir 2 hours, behind ethyl acetate diluting reaction solution, add entry, divide and get organic phase.Use anhydrous magnesium sulfate drying, distillation under reduced pressure removes desolvates, by (the n-hexane: ethyl acetate=6: the 1) residue of refining gained obtains 8.14g (yield 90%) and is the title object of yellow oil with silica gel column chromatography.

¹H-NMR(CDCl ₃，ppm)δ4.50(2H，q，J＝7.8Hz)，7.13-7.22(2H，m)，7.57-7.62(1H，m)，7.88(1H，dd，J＝2.0，8.3Hz).

[embodiment 9-2]

The manufacturing of 2-(2,2, the 2-trifluoro ethoxy) aniline

In 25ml methyl alcohol, add 3.50g 2-(2,2, the 2-trifluoro ethoxy) oil of mirbane, 0.15g 10% palladium-carbon, in the normal pressure hydrogen atmosphere, at room temperature stirred 3 hours.Behind the elimination insolubles,, obtain 2.86g (yield 95%) and be the title object of faint yellow oily thing by concentrated filtrate under reduced pressure.

¹H NMR(CDCl ₃，ppm)δ3.83(2H，broad-s)，7.34(2H，q，J＝8.3Hz)，6.68-6.78(3H，m)，6.85-6.90(1H，m).

[embodiment 9-3]

The manufacturing of 4-seven fluorine sec.-propyl-2-(2,2, the 2-trifluoro ethoxy) aniline

In the mixed solvent of 30ml t-butyl methyl ether and 30ml water, add 2.85g 2-(2,2, the 2-trifluoro ethoxy) aniline, 6.62g 2-iodine heptafluoro-propane, 3.11g sodium bisulfite, 1.50g sodium bicarbonate, 0.61g four-n-butyl ammonium bisulphate salt, at room temperature vigorous stirring is 12 hours.Divide and get organic phase, after the saturated sodium bicarbonate aqueous solution washing, distillation under reduced pressure removes desolvates.By (the n-hexane: ethyl acetate=9: the 1) residue of refining gained obtains 13.99g (yield 74%) and is the title object of faint yellow oily thing with silica gel column chromatography.

¹H-NMR(CDCl ₃，ppm)δ4.14(2H，broad-s)，4.39(2H，q，J＝7.8Hz)，6.79(1H，d，J＝8.3Hz)，6.95(1H，s)，7.11(1H，d，J＝8.3Hz).

[embodiment 9-4]

The manufacturing of 2-bromo-4-seven fluorine sec.-propyl-6-(2,2, the 2-trifluoro ethoxy) aniline

4-seven fluorine sec.-propyl-2-(2,2, the 2-trifluoro ethoxy) aniline as starting raw material, according to the condition of embodiment 1-2 record, is made the title object.Brown oil.Yield 88%.

¹H-NMR(CDCl ₃，ppm)δ4.41(2H，q，J＝7.8Hz)，4.58(2H，broad-s)，6.90(1H，s)，7.39(1H，s).

[embodiment 9-5]

N-[2-bromo-4-seven fluorine sec.-propyl-6-(2,2, the 2-trifluoro ethoxy)] phenyl 3-[(N '-benzoyl-N '-methyl) amino] manufacturing of benzamide (compound sequence number 2-269)

2-bromo-4-seven fluorine sec.-propyl-6-(2,2, the 2-trifluoro ethoxy) aniline as starting raw material, according to the condition of embodiment 3-3 record, is made the title object.White is amorphous.Yield 69%.

¹H-NMR(CDCl ₃，ppm)δ3.54(3H，s)，4.42(2H，q，J＝7.8Hz)，7.14-7.21(3H，m)，7.24-7.31(4H，m)，7.37(1H，t，J＝7.8Hz)，7.46(1H，s)，7.60-7.62(2H，m)，7.66-7.69(1H，m).

[embodiment 10-1]

4-[1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls]-manufacturing of 2-(trifluoromethylthio) aniline

At room temperature, limit mixing 5.0g 2-trifluoro-methylthio aniline and 6.5g hexafluoroacetone hydrate, the limit added 0.1g tosic acid monohydrate, 100 ℃ of following stirring reaction solution 20 hours.After the disappearance of TLC affirmation starting raw material, in reaction soln, add ethyl acetate and saturated sodium bicarbonate aqueous solution, the separatory extraction.After in organic phase, adding anhydrous magnesium sulfate drying, filter.Concentrated filtrate under reduced pressure, (the n-hexane: ethyl acetate=4: the 1) residue of refining gained obtains 4.74g (yield 51%) and is the title object of dark brown oily matter with silica gel column chromatography.

¹H-NMR(CDCl ₃，ppm)δ4.71(2H，broad)，6.81(1H，d，J＝8.8Hz)，7.58(1H，d，J＝8.8Hz)，7.84(1H，d，J＝1.5Hz).

[embodiment 10-2]

2-bromo-4-[1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls]-manufacturing of 6-(trifluoromethylthio) aniline

With 4-[1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls]-2-(trifluoromethylthio) aniline is as starting raw material, according to the condition of embodiment 1-2 record, makes the title object.Red oil.Yield 81%.

[embodiment 10-3]

N-[2-bromo-4-{1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls }-6-(trifluoromethylthio) phenyl] manufacturing of 3-nitrobenzamide

With 2-bromo-4-[1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls]-6-(trifluoromethylthio) aniline is as starting raw material, according to the condition of embodiment 1-3 record, makes the title object.White solid.Yield 70%.

[embodiment 10-4]

N-[2-bromo-4-{1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls }-6-(trifluoromethylthio) phenyl] manufacturing of 3-aminobenzamide

With N-[2-bromo-4-{1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls }-6-(trifluoromethylthio) phenyl] the 3-nitrobenzamide is as starting raw material, according to the condition of embodiment 1-4 record, makes the title object.White solid.Yield 90%.

[embodiment 10-5]

N-[2-bromo-4-{1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls }-6-(trifluoromethylthio) phenyl] the 3-[(2-fluoro benzoyl) amino] manufacturing of benzamide

With N-[2-bromo-4-{1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls }-6-(trifluoromethylthio) phenyl] 3-aminobenzamide and 2-fluorobenzoyl chloride be as starting raw material, according to the condition of embodiment 1-5 record, makes the title object.White solid.Yield 84%.

[embodiment 10-6]

N-[2-bromo-4-{1-chloro-2,2,2-three fluoro-1-(trifluoromethyl) ethyls }-6-(trifluoromethylthio) phenyl] the 3-[(2-fluoro benzoyl) amino] manufacturing of benzamide

At room temperature, with 1.0g N-[2-bromo-4-{1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls }-6-(trifluoromethylthio) phenyl] the 3-[(2-fluoro benzoyl) amino] benzamide and 0.2g pyridine be added in the 10ml thionyl chloride.Afterwards, heat up, under refluxad stir.After confirming that with TLC raw material disappears, after the cooling, concentrated reaction solution under reduced pressure.(the n-hexane: ethyl acetate=3: the 1) residue of refining gained obtains 0.77g (yield 75%) and is the title object of white solid with silica gel column chromatography.

[embodiment 10-7]

N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-[(2-fluoro benzoyl) amino] manufacturing of benzamide (compound sequence number 1-143)

At room temperature,, 2-three fluoro-1-(trifluoromethyl) ethyls with 400mg N-[2-bromo-4-{1-chloro-2,2 }-6-(trifluoromethylthio) phenyl] the 3-[(2-fluoro benzoyl) amino] benzamide and 166mg Potassium monofluoride be added to 10ml N, in the dinethylformamide.Be warming up to 120 ℃ afterwards, stirred 5 hours.After being cooled to room temperature, in reaction soln, add ethyl acetate and water, divide and get organic phase.Add the anhydrous magnesium sulfate drying after-filtration, under reduced pressure concentrated filtrate.In the residue of gained, add the Di Iso Propyl Ether washing.Filter suspension liquid, at room temperature the filter collection thing of drying under reduced pressure gained obtains 281mg (yield 72%) title object.

¹H-NMR(DMSO-d ₆，ppm)δ7.33-7.40(2H，m)，7.57-7.62(2H，m)，7.68-7.73(1H，m)，7.81(1H，d，J＝7.8Hz)，8.01(1H，d，J＝7.8Hz)，8.04(1H，s)，8.30(1H，d，J＝2.0Hz)，8.37(1H，s)，10.70(1H，s)，10.95(1H，s).

[embodiment 10-8]

N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethylthio) phenyl 3-[(2-fluoro benzoyl) amino] manufacturing of benzamide (compound 1-143)

At room temperature, in the 20ml methylene dichloride, add 300mg N-[2-bromo-4-{1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls }-6-(trifluoromethylthio) phenyl] the 3-[(2-fluoro benzoyl) amino] benzamide.Splash into 470mg2 then, 2-two fluoro-1,3-dimethyl-2-imidazolone (imidazolidinone) at room temperature stirred 8 hours.In reaction soln, add entry, divide and get organic phase.Add anhydrous magnesium sulfate to organic phase and carry out dry filter.Under reduced pressure concentrate the filtrate of doing solid gained, the gained solid is pulverized, obtain the pulverous object of 181mg (yield 60%).

Physics value is as described in the embodiment 10-7.

[embodiment 11-1]

2-trifluoromethoxy-4-[1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls] manufacturing of aniline

At room temperature, limit mixing 3.38g 2-trifluoro-methoxyaniline and 4.75g hexafluoroacetone hydrate, the limit adds 0.1g tosic acid monohydrate, and reaction soln was stirred 20 hours down at 100 ℃.After the disappearance of TLC affirmation starting raw material, in reaction soln, add ethyl acetate and saturated sodium bicarbonate aqueous solution, the separatory extraction.After in organic phase, adding anhydrous magnesium sulfate drying, filter.Concentrated filtrate under reduced pressure, (the n-hexane: ethyl acetate=4: the 1) residue of refining gained obtains 3.60g (yield 55%) and is the title object of dark brown oily matter with silica gel column chromatography.

¹H-NMR(CDCl ₃，ppm)δ3.37(1H，broad-s)，4.10(2H，broad-s)，6.83(1H，d，J＝8.8Hz)，7.39(1H，d，J＝8.8Hz)，7.50(1H，s).

[embodiment 11-2]

2-bromo-4-[1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls]-manufacturing of 6-trifluoro-methoxyaniline

Using 2-trifluoromethoxy-4-[1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls] aniline is as starting raw material, according to the condition of embodiment 1-2 record, makes the title object.Red oil.Yield 92%.

¹H-NMR(CDCl ₃，ppm)δ3.98(1H，t，J＝2.4Hz)，4.55(2H，broad-s)，7.47(1H，s)，7.71(1H，d，J＝1.5Hz).

[embodiment 11-3]

The manufacturing of N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethoxy) phenyl 3-(benzoyl-amido) benzamide (compound 1-243)

With 2-bromo-4-[1-hydroxyl-2,2,2-three fluoro-1-(trifluoromethyl) ethyls]-the 6-trifluoro-methoxyaniline is as starting raw material, according to the condition of embodiment 10-3 to 10-7 record, makes the title object.White solid.

¹H-NMR(DMSO-d ₆，ppm)δ7.48-7.67(4H，m)，7.73-7.81(2H，m)，7.94-8.14(4H，m)，8.38(1H，s)，10.51(1H，s)，10.63(1H，s).

[embodiment 12-1]

The manufacturing of N-(2-bromo-4-seven fluorine sec.-propyl-6-trifluoromethyl sulphinyl base) phenyl 3-nitrobenzamide

In the 100ml methylene dichloride, add N-[2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethyl) sulfenyls of making among the 9.56g embodiment 1-3] phenyl 3-nitrobenzamide, 2.80g m-chloro-benzoic acid peroxide, at room temperature stir an evening.Append the 2.70g m-chloro-benzoic acid peroxide in reaction solution, at room temperature restir is 96 hours.In reaction solution, add saturated aqueous sodium thiosulfate, divide and get organic phase, after washing with water, use anhydrous magnesium sulfate drying.Distillation under reduced pressure removes desolvates, by (the n-hexane: ethyl acetate=10: the 1) residue of refining gained obtains 5.80g (yield 59%) and is the object of white solid with silica gel column chromatography.

¹H-NMR(CDCl ₃，ppm)δ7.80(1H，t，J＝7.8Hz)，8.18(1H，d，J＝2.0Hz)，8.24(1H，s)，8.30(1H，dd，J＝2.0，7.8Hz)，8.46(1H，s)，8.53(1H，dd，J＝2.0，7.8Hz)，8.80(1H，t，J＝2.0Hz).

[embodiment 12-2]

N-[2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethyl) sulfinyls] manufacturing of phenyl 3-aminobenzamide

In 10ml ethanol, add 1.02g N-[2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethyl) sulfinyls] phenyl 3-nitrobenzamide, 0.99g tin protochloride (anhydrous), splash into the 1ml concentrated hydrochloric acid then.Be warming up to 60 ℃ after the adding, stirred 4 hours.At ice-cooled sodium hydroxide neutralization reaction liquid, the insolubles that uses the diatomite elimination to separate out used down.With the filter collection thing on the ethyl acetate washing diatomite.After using the organic phase of 20% aqueous sodium hydroxide solution, saturated aqueous common salt wash filtrate, use anhydrous magnesium sulfate drying.Distillation under reduced pressure removes desolvates, by (the n-hexane: ethyl acetate=3: the 1) residue of refining gained obtains 0.83g (yield 85%) and is the object of white solid with silica gel column chromatography.

¹H-NMR(CDCl ₃，ppm)δ3.95(2H，broad)，6.92(1H，dd，J＝2.0，7.3Hz)，7.23(1H，s)，7.24(1H，d，J＝7.3Hz)，7.31(1H，t，J＝7.3Hz)，8.11(1H，d，J＝7.3Hz)，8.17(1H，s)，8.30(1H，s).

[embodiment 12-3]

N-[2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethyl) sulfinyls] manufacturing of phenyl 3-(methylamino) benzamide

In the 10ml vitriol oil, add 1.96g N-[2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethyl) sulfinyls] phenyl 3-aminobenzamide, stir.Then, it is 30～40 ℃ that the limit keeps fluid temperature, and the limit splashes into 5.6ml 37% formalin, at room temperature stirs 8 hours.Reaction solution is injected frozen water, use ethyl acetate extraction.After 20% aqueous sodium hydroxide solution, water washing organic phase, use anhydrous magnesium sulfate drying.Distillation under reduced pressure removes desolvates, and the residue with Di Iso Propyl Ether washing gained obtains 1.30g (yield 65%) and is the object of white solid.

¹H-NMR(DMSO-d ₆，ppm)δ2.80(3H，s)，4.99(1H，broad)，7.07-7.08(1H，m)，7.28(1H，d，J＝7.3Hz)，7.48-7.49(1H，m)，7.51(1H，s)，8.13(1H，d，J＝2.0Hz)，8.24(1H，s)，10.12(1H，broad).

[embodiment 12-4]

N-[2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethyl) sulfinyls] phenyl 3-{[N '-(2-chloropyridine-3-yl) carbonyl-N '-methyl] amino } manufacturing of benzamide (compound sequence number 2-180)

With N-[2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethyl) sulfinyls] phenyl 3-(methylamino) benzamide is as starting raw material, and use 2-chloronicotinoyl chloride according to the condition of embodiment 1-5 record, is made the title object.White is amorphous.Yield 70%.

¹H-NMR(CDCl ₃，ppm)δ3.58(3H，s)，7.15(1H，dd，J＝4.9，7.3Hz)，7.42-7.45(2H，m)，7.60(1H，d，J＝7.3Hz)，7.71-7.72(2H，m)，8.13(1H，s)，8.19-8.29(3H，m).

[embodiment 12-5]

N-[2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethyl) sulfinyls] phenyl 3-{[N '-(pyrimidine-5-yl) carbonyl-N '-methyl] amino } manufacturing of benzamide (compound sequence number 2-281)

N-[2-bromo-4-seven fluorine sec.-propyl-6-(trifluoromethyl) sulfinyls with embodiment 12-3 manufacturing] phenyl 3-aminobenzamide is as starting raw material, and use pyrimidine-5-carbonyl chloride according to the condition of embodiment 1-5 record, is made the title object.Faint yellow solid.Yield 53%.

¹H-NMR(CDCl ₃，ppm)δ3.59(3H，s)，7.34(1H，d，J＝8.3Hz)，7.51(1H，t，J＝7.8Hz)，7.78(2H，dd，J＝3.9，1.5Hz)，8.14(1H，d，J＝2.0Hz)，8.24(1H，s)，8.35(1H，s)，8.67(2H，s)，9.11(1H，s).

Next, provide and contain that compound is the formulation example of effective constituent shown in the general formula of the present invention (1), but the present invention is not limited thereto.Need to prove, in the formulation example, part expression weight part.

[formulation example 1]

With the The compounds of this invention shown in 20 parts of general formulas (1), 10 parts of Sorpols (Sorpol) 355S (eastern nation chemical industry system, tensio-active agent), 70 parts of dimethylbenzene, mix equably, obtain emulsion.

[formulation example 2]

The compounds of this invention, 2 parts of sodium alkyl naphthalene sulfonates, 1 part of sodium lignosulfonate, 5 parts of white carbon blacks, 82 parts of diatomite with 10 parts of general formulas (1) expression mix equably, obtain hydrating agents.

[formulation example 3]

The compounds of this invention, 0.3 part of white carbon black of 0.3 part of general formula (1) expression are mixed equably, add 99.2 parts of clays, 0.2 part of Driless A (three make altogether), pulverize equably and mix, obtain pulvis.

[formulation example 4]

After The compounds of this invention, 2 parts of white carbon blacks, 2 parts of sodium lignosulfonates, 94 parts of wilkinites of 2 parts of general formulas (1) expressions were pulverized mixing equably, it was mixing to add entry, and granulating and drying obtains granule.

[formulation example 5]

After 20% aqueous solution of the The compounds of this invention of 20 parts of general formulas (1) expressions and 5 parts of polyvinyl alcohol mixed fully, add 0.8% aqueous solution of 75 parts of xanthan gum, restir mixes, and obtains suspension agent.

And then the compound of representing for clear and definite general formula of the present invention (1) has excellent insecticidal activity, provide following test example, but the present invention is not limited thereto.

[test example 1]

Insecticidal test to prodenia litura (Spodoptera litura)

Dipping Caulis et Folium Brassicae capitatae blade is 30 seconds in the soup that test compound is diluted to normality, air-dry after, put into the polyethylene cup of 7cm, put into prodenia litura 2 instar larvaes.Be placed in 25 ℃ of thermostatic chambers 6 days " Invest, Then Investigate " life and death borer populations.Carry out in 52 modes that connect system in 1 district.

Its result, in the concentration of treatment of 100ppm, the dead worm rate of following compound exhibits more than 70%: compound sequence number 1-1,1-8,1-94,1-143,1-145,1-146,1-148,1-149,1-150,1-151,1-152,1-158,1-166,1-176,1-180,1-191,1-195,1-201,1-202,1-203,1-204,1-205,1-207,1-241,1-242,1-243,1-244,1-245,1-246,1-247,1-248,1-249,1-253,1-254,1-255,1-256,1-257,1-258,1-259,1-260,1-261,1-262,1-263,1-264,1-265,1-266,1-269,1-270,2-141,2-143,2-145,2-148,2-151,2-152,2-158,2-172,2-173,2-174,2-175,2-176,2-177,2-178,2-179,2-180,2-181,2-191,2-195,2-201,2-203,2-207,2-243,2-260,2-261,2-262,2-269,2-270,2-281,3-49,3-51.

[test example 2]

Insecticidal test to small cabbage moth (Plutella xylostella)

Dipping Caulis et Folium Brassicae capitatae blade is 30 seconds in the soup that test compound is diluted to normality, air-dry after, put into the polyethylene cup of 7cm, put into small cabbage moth 2 instar larvaes.Be placed in 25 ℃ of thermostatic chambers 6 days " Invest, Then Investigate " life and death borer populations.Carry out in 52 modes that connect system in 1 district.

Its result, under the concentration of treatment of 100ppm, the dead worm rate of following compound exhibits more than 70%: compound sequence number 1-1,1-8,1-94,1-143,1-145,1-146,1-148,1-149,1-150,1-151,1-152,1-158,1-166,1-176,1-180,1-191,1-195,1-201,1-202,1-203,1-204,1-205,1-207,1-241,1-242,1-243,1-244,1-245,1-246,1-247,1-248,1-249,1-253,1-254,1-255,1-256,1-257,1-258,1-259,1-260,1-261,1-262,1-263,1-264,1-265,1-266,1-269,1-270,2-141,2-143,2-145,2-148,2-151,2-152,2-158,2-172,2-173,2-174,2-175,2-176,2-177,2-178,2-179,2-180,2-181,2-191,2-195,2-201,2-203,2-207,2-243,2-260,2-261,2-262,2-269,2-270,2-281,3-49,3-51.

[test example 3]

Insecticidal test to west flower thrips (Franklinella occidentalis)

In plastic cup (diameter 5cm, high 5cm), inject 1% agar gel, put into that to be cut into diameter be that the nascent blade of the Kidney bean of 4.5cm makes leaf back upwards, make leaf dish (leaf disc).Put the female insect of 3 matings therein in a suitable place to breed, cover lid was laid eggs them 2 days.Remove female insect afterwards,, scatter the medicament of normality with vertical sprays (sprayer) again in the larva number of counting after 4 days on the leaf dish.Scatter counting existence borer population after 3 days, calculate the correction survival rate according to following formula.

Correction survival rate=100 * Ta * Cb/ (Tb * Ca)

Ta: the existence borer population after treatment zone scatters

Tb: the existence borer population before treatment zone scatters

Ca: the existence borer population after the district of being untreated scatters

Cb: the existence borer population before the district of being untreated scatters

Its result, under the concentration of treatment of 300ppm, following compound exhibits the correction survival rate below 30%: compound sequence number 1-143,1-145,1-148,1-158,1-176,1-180,1-195,1-243,1-244,1-245,2-141,2-143,2-158,2-176,2-177,2-178,2-179,2-180,2-181,2-243,2-281.

[test example 4]]

Insecticidal test to southern golden thistle horse (Thrips palmi)

In plastic cup (diameter 5cm, high 5cm), inject 1% agar gel, put into that to be cut into diameter be that the cucumber leaves of 4.5cm makes leaf back upwards, make the leaf dish.Scatter the medicament of normality with vertical spraying machine, air-dry after, put into 5 southern golden thistle horse adults, add a cover.Counting existence borer population is calculated dead worm rate after 3 days.

Its result, under the concentration of treatment of 300ppm, compound sequence number 1-143,1-145,1-158,2-141,2-158 have shown the dead worm rate more than 70%.

[test example 5]

Insecticidal test to onion thrips (Thrips tabaci)

On the green onion seedling, scatter the medicament of normality, air-dry after, together put into glass developmental tube (diameter 3cm, high 10cm) with 5 onion thrips adults and add a cover.Counting existence borer population is calculated dead worm rate after 3 days.

Its result, under the concentration of treatment of 300ppm, compound sequence number 1-143,1-145,1-148,1-158,1-243,1-245,2-141,2-143,2-158 have shown the dead worm rate more than 70%.

[comparative example 1]

Use the insecticidal test of N-(4-seven fluorine sec.-propyl-2-methyl) phenyl 3-(2-iodobenzene formyl radical amino) benzamide (compd A) and N-(2,6-dimethyl-4-trifluoromethyl) phenyl 3-(benzoyl-amido) benzamide (compd B)

Title compound A and compd B are used to test example 1 to 5 as the object medicament, and can confirm does not have insecticidal activity under the same conditions.

Claims

1. the compound of general formula (1) expression,

In the formula,

N represents 0 to 4 integer,

Q ₁Be phenyl, perhaps,

Heterocyclic radical, heterocyclic radical is represented pyridyl, PYRIDINE N OXIDE base, pyrimidyl, pyridazinyl, pyrazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrryl, pyrazolyl or tetrazyl herein

Perhaps; have and be selected from following radicals more than 1; substituent substituted heterocyclic radical that can be identical or different; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl; described heterocyclic radical is same as described above

Q ₂Shown in general formula (2) or general formula (3),

In the formula, Y ₁Expression C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another,

In the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl, herein, Y ₆, Y ₉In at least one is necessary for C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl.

2. the compound of general formula (1) expression,

In the formula,

N represents 0 to 4 integer,

Q ₁Be phenyl, perhaps,

Have and be selected from following substituent substituent substituted-phenyl that can be identical or different more than one; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Q ₂Shown in general formula (2) or general formula (3),

In the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl, herein, Y ₆, Y ₉In at least one is necessary for C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl,

But described compound does not comprise Y ₁Be trifluoromethylthio, Y ₂, Y ₄Be hydrogen atom, Y ₃Be seven fluorine sec.-propyls, Y ₅For bromine atoms, X are hydrogen atom, G ₁, G ₂Be Sauerstoffatom, R ₁, R ₂Be hydrogen atom, and Q ₁Compound for the phenyl of unsubstituted.

3. compound as claimed in claim 1 or 2 is by A in the general formula (1) ₁, A ₂, A ₃, A ₄All be general formula (1a) expression of carbon atom,

In the formula,

Q ₁Be phenyl, perhaps,

Perhaps; have and be selected from following substituent substituent substituted heterocyclic radical that can be identical or different more than one; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl; described heterocyclic radical is same as described above

Q ₂Shown in general formula (2) or general formula (3),

In the formula, Y ₁Expression C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another,

In the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl, herein, Y ₆, Y ₉In at least one is necessary for C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl.

4. compound as claimed in claim 3, wherein, Q ₂Shown in general formula (2),

In the formula, Y ₁Expression C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.

5. compound as claimed in claim 4, wherein,

Q ₁Be phenyl,

Pyridyl,

6. compound as claimed in claim 1 or 2 is by A in the general formula (1) ₁, A ₂, A ₃, A ₄All be general formula (1a) expression of carbon atom,

In the formula,

Q ₁For

Perhaps have and be selected from following radicals more than 1; substituent substituted heterocyclic radical that can be identical or different; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl; described heterocyclic radical is same as described above

Q ₂Shown in general formula (2) or general formula (3),

7. compound as claimed in claim 6, wherein,

Q ₁For

Pyridyl,

Q ₂Shown in general formula (2),

8. compound as claimed in claim 1 or 2 is by A in the general formula (1) ₁, A ₂, A ₃, A ₄All be general formula (1a) expression of carbon atom,

In the formula,

Q ₁For

Phenyl,

Heterocyclic radical, heterocyclic radical is pyridyl, PYRIDINE N OXIDE base, pyrimidyl, pyridazinyl, pyrazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrryl, pyrazolyl or tetrazyl herein

Q ₂Shown in general formula (2) or general formula (3),

In the formula, Y ₁Expression C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅Expression fluorine atom, chlorine atom, iodine atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another,

In the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl, herein, at least one among Y6, the Y9 is necessary for C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl.

9. compound as claimed in claim 8, wherein,

Q ₁Be phenyl,

Pyridyl,

Q ₂Shown in general formula (2),

In the formula, Y ₁Expression C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅Expression fluorine atom, chlorine atom, iodine atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.

10. compound as claimed in claim 1 or 2 is by A in the general formula (1) ₁, A ₂, A ₃, A ₄All be general formula (1a) expression of carbon atom,

In the formula,

Q ₁For

Phenyl,

Q ₂Shown in general formula (2) or general formula (3),

In the formula, Y ₁Expression C2-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another,

In the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C2-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl, herein, Y ₆, Y ₉In at least one is necessary for C2-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl.

11. compound as claimed in claim 10, wherein,

Q ₁Be phenyl,

Have and be selected from following substituent substituent substituted-phenyl that can be identical or different more than one; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Pyridyl,

Have and be selected from following substituent substituent substituted pyridinyl that can be identical or different more than one; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Q ₂Shown in general formula (2),

In the formula, Y ₁Expression C2-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.

12. compound as claimed in claim 1, by general formula (1) expression,

In the formula,

N represents 0 to 4 integer,

Q ₁Be phenyl, perhaps

Q ₂Shown in general formula (2) or general formula (3),

In the formula, Y ₁Expression C1-C4 alkoxyl group or C1-C4 halogenated alkoxy, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another,

In the formula, Y ₆, Y ₉Represent halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group independently of one another, Y ₈Expression C1-C4 halogenated alkoxy, C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₇Expression hydrogen atom, halogen atom or C1-C4 alkyl, herein, Y ₆, Y ₉In at least one is necessary for C1-C4 alkoxyl group or C1-C4 halogenated alkoxy.

13. compound as claimed in claim 12 is by A in the general formula (1) ₁, A ₂, A ₃, A ₄All be general formula (1a) expression of carbon atom,

In the formula,

Q ₁Be phenyl

Perhaps have and be selected from following radicals more than 1; substituent substituted-phenyl that can be identical or different; described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl

Heterocyclic radical, so-called herein heterocyclic radical is represented pyridyl, PYRIDINE N OXIDE base, pyrimidyl, pyridazinyl, pyrazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, imidazolyl, triazolyl, pyrryl, pyrazolyl or tetrazyl

Q ₂Shown in general formula (2),

In the formula, Y ₁Expression C1-C4 halogenated alkoxy, Y ₅Expression halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₃Expression C2-C6 perfluoroalkyl, C1-C6 perfluor alkylthio, C1-C6 perfluoroalkyl sulfinyl or C1-C6 perfluoroalkyl group sulfonyl, Y ₂, Y ₄Represent hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.

14. compound as claimed in claim 13, wherein,

Q ₁Be phenyl,

Pyridyl,

Perhaps have and be selected from following radicals more than 1; substituent substituted pyridinyl that can be identical or different, described group is: halogen atom; the C1-C4 alkyl; the C1-C4 haloalkyl; the C2-C4 alkenyl; the C2-C4 halogenated alkenyl; the C2-C4 alkynyl; C2-C4 halo alkynyl; the C3-C6 cycloalkyl; the C3-C6 halogenated cycloalkyl; the C1-C3 alkoxyl group; the C1-C3 halogenated alkoxy; the C1-C3 alkylthio; the C1-C3 halogenated alkylthio; the C1-C3 alkyl sulphinyl; C1-C3 haloalkyl sulfinyl; the C1-C3 alkyl sulphonyl; the C1-C3 halogenated alkyl sulfonyl; amino; the C1-C4 alkylamino; two C1-C4 alkylaminos; cyano group; nitro; hydroxyl; the C1-C4 alkyl-carbonyl; C1-C4 alkyl-carbonyl oxygen base; the C1-C4 alkoxy carbonyl; kharophen; phenyl.

15. the compound of general formula (4) expression,

In the formula, R _a, R _bRepresent fluorine atom or C1-C4 perfluoroalkyl independently of one another,

R _cThe expression hydroxyl ,-O-R _d, chlorine atom, bromine atoms or iodine atom, wherein ,-O-R _dMiddle R _dExpression C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl, aryl sulfonyl, C1-C4 alkyl-carbonyl or C1-C4 halogenated alkyl carbonyl,

Y ₁A represents C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 halogenated alkylthio, C1-C3 haloalkyl sulfinyl or C1-C3 halogenated alkyl sulfonyl, Y ₅A represents hydrogen atom, halogen atom, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxyl group, C1-C4 halogenated alkoxy, C1-C3 alkylthio, C1-C3 halogenated alkylthio, C1-C3 alkyl sulphinyl, C1-C3 haloalkyl sulfinyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl or cyano group, Y ₂A, Y ₄A represents hydrogen atom, halogen atom or C1-C4 alkyl independently of one another.

16. the compound of general formula (7) expression,

In the formula,

R ₂Be hydrogen atom, C1-C4 alkyl or C1-C4 alkyl-carbonyl,

G ₂Be Sauerstoffatom or sulphur atom,

X is hydrogen atom, halogen atom or trifluoromethyl,

N represents 0 to 4 integer,

17. the compound of general formula (9) expression,

In the formula, A ₁, A ₂, A ₃, A ₄Represent carbon atom, nitrogen-atoms or oxidized nitrogen-atoms independently of one another,

R ₁, R ₂Represent hydrogen atom, C1-C4 alkyl or C1-C4 alkyl-carbonyl independently of one another, G ₂Expression Sauerstoffatom or sulphur atom,

X is hydrogen atom, halogen atom or trifluoromethyl,

N represents 0 to 4 integer,

R _cThe expression hydroxyl ,-O-R _d, chlorine atom, bromine atoms or iodine atom, wherein-O-R _dMiddle R _dExpression C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl, aryl sulfonyl, C1-C4 alkyl-carbonyl or C1-C4 halogenated alkyl carbonyl,

18. the compound of general formula (10) expression,

In the formula,

X represents hydrogen atom, halogen atom or trifluoromethyl,

N represents 0 to 4 integer,

Q ₁Be phenyl,

Q ₂B shown in general formula (5),

R _cFor hydroxyl ,-O-R _d, chlorine atom, bromine atoms or iodine atom, wherein ,-O-R _dMiddle R _dExpression C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkyl sulphonyl, C1-C3 halogenated alkyl sulfonyl, aryl sulfonyl, C1-C4 alkyl-carbonyl or C1-C4 halogenated alkyl carbonyl,

19. a sterilant is characterized in that, contains in the claim 1 to 14 each described compound as effective constituent.

20. the using method of a medicament is characterized in that, avoids the infringement of harmful organism in order to protect useful crop, each described compound is handled the useful crop or the soil that become object in the claim 1 to 14 of use significant quantity.