TW508215B - Novel compound, herbicidal composition comprising it and method for the control of weeds by using it - Google Patents

Abstract

The invention relates to compounds of formula (I): wherein R1, R2, R3, X, n and z are as defined in the description, and to their use as herbicides. A novel compound of formula (I) wherein: R2 represents: halogen; a straight- or branched- chain alkyl group containing up to three carbon atoms optionally substituted by one or more halogen atoms; benzyl; or -S(O)pR10; n represents zero or an integer from one to three; where n is greater than one the groups R2 may be the same or different; p represents zero, one or two; X represents -(CH2)v-; v represents zero or one; R3 represents 1,2,4-triazol-1-yl; Q represents hydroxy, or -S-phenyl; R6 and R7 represent hydrogen or methyl; R10 represents a lower alkyl group; or an agriculturally acceptable salt or metal complex thereof.

Description

508215 A7 B7 V. Description of the invention (1) The present invention relates to novel 2-benzylidenecyclohexane-1,3-dione and related derivatives, including the composition of the compound, and a method for preparing the same , Intermediates in preparation and their use as herbicides. The herbicides 2-benzylcyclohexane-1,3-di are mentioned in U.S. Patent Nos. 4,78,127 and 5,536,703 and WO 9626192, and EP 0666254, and other references. ketone. However, none of the above publications mentions the aromatic heterocyclic ring formed by the nitrogen atom in the ring (optionally via a methylene group) connected to the benzamidine ring. The present invention can provide 2-benzylidenecyclohexane 4,3-dione derivatives of the formula (I) .. * * -------- Φ—,-· (Please read the note on the back first (Fill in this page again)

Where: R1 represents a group of formula (II), (III), (IV) or (V)

Order -4-(V) This paper size applies to China National Standard (CNS) A4 (210X297 mm) 508215

Co-printed by the central bureau of the Ministry of Economic Affairs and Humanities Water A7-B7 V. Description of the invention (2) or corresponding formula (IVa) or (Va) Η

The end atom of the Q group is connected; R2 represents ··· halogen; a low-carbon number group, which is substituted by one or more -OR10 groups; a cycloalkyl group including 3 to 6 ling atoms, or selected from the following Group, nitro, amino, -C02R'-NR10Rn, -SpR ',-((CH2) m0Rl. , C〇Rl0, -N (R13) S02R12, -OR12, -OH, -〇S02RU,-(CR "Rl5) tS⑼12, -CONR, 11, -N (R13) -C (Z) = y, _c (Ri4Rl5) NRl3qRl6, -CH2P (O) R10aR10b, R17 'SF5, and benzyl, which are optionally substituted by i to 5 identical or different R1S groups; ^ or 2 R2 groups are adjacent to the benzene ring The carbon atoms together form a second benzene ring or a 5- or 6-membered saturated or unsaturated heterocyclic ring, which is fused with the first ring and includes 1 or 2 oxygen or sulfur atoms, and optionally Or more halides, lower carbon alkyls, lower carbon alkyls, lower carbon alkoxy substitutions, or a ring carbon atom in a heterocycle to form a carbonyl or oxime or a lower carbon oxyimine Derivatives; (Examples of selective substituted fused ring systems produced include, thiochroman, chroman, 2Η-thiochromene, 2Η-color 晞, -5-Applicable to paper size China National Standard (CNS) Α4 Specification (210X297 mm) (Read the precautions on the back before filling in this page)

508215 V. Description of the invention (4 H-thiochromate, 4H-chromene, isothioxanthine, η-Nianjiu ,. Babaoman, heterochromic, isothiochromate, then, U-stupid Dioxolene, benzo metaxoxetane, hexamethylene, hexamethylene, ", ... oxetane hexamethylene, benzene, oxetane, oxine Cyclohexane, 3 1, Jishan stupid thiacyclohexane and 1,3 · benzodithia heterocyclic hexane; η represents zero or an integer of 1-3; when female identification field 11 is greater than 1 , R2 groups may be the same or different; m represents 1, 2, or 3; p and q represent 0, 1, or 2; t represents 1, 2, 3, or 4 (preferably; when t is greater than 1, rM & R1S groups can be the same or different; X represents-(CR14R15) V-; v represents 0 or 1; R3 represents formula (VI) 5-membered heteroaromatic ring n I I-=-=-I ill —gli. ......... .........-- 1 ............- 1- I i * (Read the precautions on the back before filling in this page)

, 1T

, (VI) i ?: quasi-UJ-consumption of bamboo and bamboo, where D'E'G and J represent cr19 or nitrogen atom, respectively, among which d, e, g and J, at least One represents CR19 (if more than one cr19 is present, they may be the same or different); or two adjacent groups may form a phenyl group, or a% to 7-membered heteroaromatic ring fused with the first ring, and The selectivity is substituted by one or more r2O groups. If present as a 5- to 7-membered heterocyclic ring, which may include the same or different one to four-6.-This paper applies Chinese National Standard (CNS) A4 Specifications (210X297 mm) 508215 -7-A7 B7 V. Description of the invention (4) Heteroatoms selected from nitrogen, oxygen and sulfur; z represents 1 or 2; when z is two -XR3 groups, they may be the same Or different; Q represents meridian, low carbon number oxy, OR21, SR21, or SR22; L represents oxygen or NR14; R4, R4a, R4b, R5, R5a, R5b, R6, R6a, R6b, r7, R7a , R7b, RS, RSa, R8b, r9, R9a, R9b represent the same or different groups selected from the following: 氲, R '-(CH2) uC02R14, halogen, cyano, low-carbon pit oxygen '-(CH2) X- [Selected via 1 Five phenyl groups substituted with the same or different anti-is group], and a cycloalkyl group containing 3 to 6 carbon atoms and optionally substituted with a low carbon number alkyl group or -S (0) PR22 group; u represents 0, 1 or 2; X represents 0 or 1; R10 and R11 may be the same or different, each represents hydrogen or Ri7; R and R1 lb may be the same or different, each represents a lower carbon number alkyl or a lower carbon number oxygen R12 represents: -R 'or a cyclohexyl group comprising 3 to 6 carbon atoms, · or-(CH2) W- [optionally substituted by one to five identical or differently substituted phenyl groups]; w represents 0 Or 1; R13 represents:-hydrogen, R12 or OR22; R14 and R15 represent hydrogen, low-carbon alkyl or low-carbon haloalkyl (preferably, it includes up to 3 carbon atoms);

Rl6 stands for -S02R12 or _c (Z) = Y; R17 stands for:-Sheet paper size depends on ⑺ ox; mm (Please read the precautions on the back before filling this page)

508215 -A7 B7 ........... ......- ..--..---V. Description of the invention (5) Low end number alkyl, low carbon number self-fired group, Low completion number # base, low carbon number halofluorenyl group, low end number block or low completion number _ 玦 group;

Ris represents a group selected from halogen, R23, nitro, cyano, -C02R1G, -S (0) pR22, -OR22 and -NR1DRU; R19 represents:-selected from argon, halogen, R23, nitro, cyano Group, -C02R10, -S (0) pR22, -OR22 and -NR1GRU and cyclopropyl groups; R2C) represents halogen or R17; R21 represents one to five selected from the group consisting of self-priming, low-carbon alkyl , Low carbon number is substituted by phenyl group of alkyl group, low carbon number alkoxy group and nitro group; R22 represents low carbon number alkyl group or low carbon number self alkyl group; R23 represents a group containing 1 to 3 carbon atoms Straight-chain or branched-chain morpho groups, which can be optionally substituted with one or more _ prime atoms; Y is oxygen or sulfur (preferably, γ represents oxygen); z represents a group selected from R17, -NR24R25, -SR12, and- OR12 group; and R24 and R25 respectively represent hydrogen or Ri2; and its agriculturally acceptable salt or its metal complex, which has effective herbicidal properties. The compound of formula (I) can exist as an enol tautomer, and therefore, positional isomers can be generated around a pure double bond. In some cases, the above substitutions may cause optical isomers and / or stereoisomers. All forms and mixtures are included in the scope of the present invention. '' It is known that the scope of the present invention includes a cyclohexane ring corresponding to formula (IV) or (V) or a precursor thereof, including a corresponding formula (IVa) or (Va) or a precursor thereof. -8-This paper size is applicable to China National Standard A4 (2H) X297 mm)-* * (Please read the precautions on the back before filling this page)

1T 508215 A7 -j — D / V. Description of the invention (6 is in the scope of the present invention, unless specifically mentioned, the following nouns are generally defined as (please read the precautions on the back before filling this page), low carbon Number alkyl 'represents a straight-chain or branched alkyl group having 1 to 6 carbon atoms; low carbon number alkyl, represents a straight-chain or branched alkyl group having 1 to 6 carbon atoms, which is Or substituted by more than one prime atom; low carbon number alkoxy group, which represents a linear _ alkoxy group having 丨 to 6 carbon atoms;, low carbon number alkoxy group, which has 丨 to 6 carbon atoms A straight-chain or branched alkoxy group which is substituted by one or more self-priming atoms; and a lower-carbon alkenyl group represents a straight-chain_ or a lower-carbon haloalkenyl group having 2 to 6 carbon atoms 'Represents a straight-chain or branched alkenyl group having 2 to 6 carbon atoms' which is substituted by one or more self-priming atoms; 鏠, a low-carbon alkynyl group 1 represents a straight chain having 3 to 6 carbon atoms -Or a branched block;, a low-carbon alkynyl 'represents a straight-chain or branched-chain alkyl group having 3 to 6 carbon atoms, which is substituted by one or more self-prime atoms; 'Halogen W Ge epifluoride, chlorine, bromine or iodine atom. The Ministry of Economic Affairs of the People's Republic of China i .. The quasi and disaster relief in cooperation ii India. The term "agriculturally acceptable salt" represents a known cation or anion. Heterozygotes' have been accepted by agricultural or horticultural salt formation methods. Preferably, the salt is water-soluble. Suitable alkali-bearing salts include alkali metals (eg, sodium and potassium), alkaline earth metals ( (E.g., calcium and magnesium), ammonium and amine (e.g., diethanolamine, triethanolamine, octylamine, morpholine, and dioctylmethylamine) salts. Suitable acid addition salts are via compounds of formula VII that include an amine group Generated, including cover-9- this paper size is suitable for China National Standard (CNS) A4 specification (210X297 mm) 508215 A7 B7 V. Description of the invention (Organic acid salts, such as hydrochloric acid Mian Mengmeng salt and You Nu Yin. Buzhongtou ir. Zhuan Li _ Xiao Yu He Zhu and printed clothing salts, such as acetic acid. The term "metal complex" represents a compound, where Q represents hydrogen (or its j variant) And the derivative of 2-benzylidenecyclohexane-dione of formula (I) is used as the chelating agent of the metal cation. Examples, such as zinc, manganese, cuprous, iron, ferrous, and so on. Among the characteristics of the compounds of the present invention, if they have high herbicidal activity, they are superior to other known compounds. Compounds having an XR3 group are preferred (Preferably, the XR3 group is located at the 2- or 4-position of the benzene ring). Compounds in which X represents-(CH2) V- are preferred. (V in the compound is more preferably 0). Q represents a hydroxyl group or -s- A phenyl compound is preferred. (Q in the compound is more preferably a hydroxyl group). The 2- and 4-positions of the compound of formula (I) are more preferably substituted. Preferably, R3 is selected from pyrazole- 丨- Group, imidazolyl, triazolyl, 1,2,3-trijun-1-yl, ^ 3 · trijun_2_yl, tetrasalyl and benzimidyl (1,2,3_trijun + group , Ka San Jun Shiji is better: and 1, 2, 4-Er Jun -1- base is the best). : Preferably, R3 is a ring of formula (VI), wherein R19 represents hydrogen,

R In the above formula (I), it is preferred that the 5th and 6th positions on the phenyl group are not preferred, and R1 represents a group of the formula (“). A straight bond or an alkyl group containing up to 4 carbon atoms, which may be optionally substituted with one or more prime atoms; or selected from

(Please read the precautions on the back before filling this page} Clothing. 508215 .A 7 ________ B7 V. Description of the invention (8) ~ Base, cyano, -S (0) pR12, -0Ri2, _CH2S (〇) qRi2, Wherein R12 represents a low-carbon alkyl group or a low-carbon alkyl group; or benzyl, which is optionally substituted by -S (0) pR22, where R22 represents a low-carbon alkyl group; or two R And a carbon atom on the adjacent phenyl group together form a second phenyl group. Preferably, η represents 1 or 2. Preferably, the above formula (I) represents, wherein: -R1 is selected from: Formula (II) ), Wherein R4, R5, R6, R7, R8, and trans 9 represent hydrogen or a lower alkyl group, respectively; or a group of formula (III), wherein R4b, R5b, R6b, R? B ,, And R9b each represent hydrogen or a low-carbon alkyl group; or a group of formula (IV), wherein Rh and Rh each represent a hydrogen or a low-carbon alkyl group; and a group of formula (V), wherein R4a, R5a, R6a And respectively represent hydrogen or a low-carbon alkyl group, and L represents NH; Q represents a hydroxyl group or S-phenyl group; R2 represents ··-and a straight-chain or branched-chain alkyl group, including up to 3 carbon atoms, which Can be selectively taken from one or more europium atoms Or selected from the group consisting of halogen, nitro, -S (0) pR12 ^ -OR12 ^ -CH2S (0) rR12 ^ -CH2NRl3R16 ^ ~ N (R13) S〇2R12, -N (R13) C〇2R12 and may Groups such as benzyl substituted by -S (0) pR22; 'η stands for 0, 1 or 2; X stands for-(CH2) V-; -11-This paper is in accordance with China's national standard (〇 Milk) 8 specifications (2! 〇 '> > < 297 mm) ----------- " * (Read the precautions on the back before filling in this page} 、 11 508215 The «. ^-^ M in the Μ 浐 section is cooperating with i India brake i A7-/-B7 V. Description of the invention (9) R3 represents a 5-membered heterocyclic ring of formula (VI), which is selected from pyr Azole qf 1β *, imidazol-1-yl, 1,2,4-triazol-1-yl, 1,2,3-triazol-1-yl, 1 2 3 , 2,3,4-tetrazol-1-yl and benzimidazole_1_yl, in which the ring may be facet — or substituted by two R19, · ζ represents 1; R12 and R13 represent low-carbon alkyl groups Or low-carbon alkyl; R16 represents -S02R12 or -C02R12; R19 represents hydrogen or a straight-chain or branched-chain alkyl group containing up to 3 carbon atoms. And R22 represents a low-carbon alkyl. Better , The above formula (I) represents, wherein: -R1 is From: a group of formula (II), wherein R4, R5, R6, R7, R8, and R9 represent hydrogen, methyl or ethyl; or a group of formula (III), wherein R4b, R5b, R6b, R7b, R8b, and R9b represent hydrogen, methyl or ethyl; or a group of formula (IV), wherein hydrogen, methyl or ethyl is represented; or a group of formula (V), and R7a represents hydrogen, methyl or Ethyl, and L represents NH; Q represents meridian or S-phenyl; R2 represents:-halogen, including straight-chain or branched-chain alkyl groups of up to 3 carbon atoms, which may optionally be Substituted with multiple halogen atoms; or selected from -S (〇) PCH3, -CH2S (0) qCH3, -〇CH3 and benzene optionally substituted with -S (0) pCH3 — ___- 12- Standards for financial countries (CNS) A4 specifications (210 × 297々ΐ " T (read first, read the precautions on the back, then fill out this page j ~ # 衣 _ Order A7

V. Description of the invention (10) Groups such as methyl group; X represents a bond; R3 represents pyrazol-1-yl, imidazolyl, ^ 3-trimethyl-1-yl, 1,2, trioxazole- 2-yl, 1,2,4-triazol-1-yl, 1> 2,3,4-tetrazol-yl, in which the ring may be substituted by one or two R19, where Ri9 represents hydrogen, Or optionally a halogenated methyl group; z represents 1; and η represents 0, 1 or 2. Particularly preferably, the above-mentioned formula (I) represents, wherein: _R1 represents a group of formula (II), wherein R4, r5, r6, f, R8, and R9 represent chlorine, methyl or ethyl; Q represents a hydroxyl group or S-phenyl; R2 represents ··-functional elements, including straight-chain or branched-alkyl groups of up to 3 carbon atoms, which can be optionally substituted with one or more halogen atoms; or -S (0) pCH; 3, -CH2S (0) qCH3, -OCH3 and benzyl groups optionally substituted with -S (〇) pCH3K; X represents bonding; R3 represents pyrazole-1- Base, imidazole small base, U,% triazole · base, ^, ^ 3 Cooperative cooperatives printed by the Ministry of Economic Affairs of the Central Standards Bureau, printed azole-2-yl, 1, 2, 4-diazol-1-yl or 1, 2,3,4-tetrazole_1_yl, wherein the ring may be substituted by one or two R19, wherein represents hydrogen, self-priming or selective halogenated methyl; z represents 1; and η represents 0 , 1 or 2. Best of all, the above formula (I) represents, among which ... -13- This paper size applies Chinese National Standard (CNS) A4 specification (210χ 297 male f) 508215 A7 B7 V. Description of invention (11). ^ 一· R1 represents a group of formula (π), where r4, r5, rS, and the 9th generation R6 and R7 represent hydrogen or methyl; $ (Please read the precautions on the back before filling this page) R2 group represents ·· -Selective halogenated methyl groups; Q represents a hydroxyl group or S-phenyl group; X represents a bond; R3 represents 1,2,4-triazol-1-yl ·, and z and η represent 1. Preferred compounds in the present invention include: 2- [4- (1,2,4-triazol-1-yl) -2-trifluoromethylbenzyl] cyclohexaneoligodione (Compound 1 ); 3-phenylthio-2- [4- (1,2,4-triazole-l-kib 2-trifluoromethylbenzylidene] Compound 2); and 5,5-dimethyl-2- [4- (1,2,4_triazolyl) _2_trifluoromethylbenzyl]] (Compound 3); 2- [2-chloro-4- (l, 2,4-triazol-1-yl) phenylfluorenyl] cyclohexanedione (compound 3 1) 2- [2-methyl -4- (l, 2,4-triazol-1_yl) benzylidene] cyclohexane-I% dione (compound 3 2) is intercalated with ir-^-^ m 2- [2_methylthio_4- (1,2,4-triazol-1-yl) benzylidene] cyclohexane-L3-dione (compound 4 2) 5-fluorene Methyl-2- [4- (l, 2,4-triazol-1-yl) -2-trifluoromethylbenzylidene] cyclohexane-1,3-dione (compound 88) 5-methyl Methyl-2- [2-chloro-4- (l, 2,4-triazol-1-yl) benzylidene] cyclohexane-13-dione (compound 9 9) -14- Shizhou Chinese National Standard (CNS) A4 specification (210X297 mm) 508215 A7 — B7 V. Description of the invention (12 5,5-dimethyl- 2- [2-Chloro-4- (1,2,4-triazol_1-yl) benzylidene] cyclohexane-1,3-dione (compound 166) ψΝ w1 · The following formula (I ) Compounds, wherein R1 represents a group of formula (II), R4, R5, R8, and R9 represent fluorene, and the group (XR3) Z is connected to the 4-position of the benzene ring (Table 1), or The 2-position of the benzene ring (Table 2) or the 3-position of the benzene ring (Table 3) is included in the scope of the present invention. As shown in the following table, Me represents methyl and Et represents B Group, ^ represents propyl, and ph represents phenyl. If there is no subscript in the table, it actually means the meaning of the subscript (such as CF3 for CF3, etc.). Table 1 (Please read the precautions on the back before filling in this Page) ▼

Cpd No. R6 R7 Q (R2) n (XR3) z I Η Η οπ ^ CF3 1,2,4-triazol-1-yl 2 __ Η Η SPh 2-CF3 1,2,4-triazole-1 -Group 0 Λ Me Me OH ^ CF3 1,2,4-triazol-1-yl 4 Η Η OH ^ CF3 1,2,3-trijun-1-yl Η Η OH 2-CH2SMe 1,2,3 -Triazol-1-yl 6 —-Η Η OH 2-Cl 1,2,3-triazol-1-yl 7 ο · Η Η OH 2-Me 1,2,3-trijun-1-yl 8 Π " ΙΓ ~~ Η OH 2-SMe 1,2,3-triazol-1-yl y 1 r \ Η Η OH 2-SMe-3_Br soil, 2,3-triazole-1 · yl 10 11 " Η Η OH 2-SMe-3-F 1,2,3_Trijun-1-yl 11 Η Η OH 2-SMe-3-SMe 1,2,3-triazol-1-yl 12 ΙΟ ~ Η Η OH 2-CF3 1,2,3-triazol-2-yl 13 i λ Η Η Η OH 2-CH2SMe 1,2,3-triazol-2-yl 14 Ή Η OH 2-C1 1,2 , 3 · Trijun-2-yl 15 1 Η Η OH 2-Me 1,2,3-triazol-2-yl 16 ι __ Η ~~ Η OH 2-SMe 1,2,3_triazole-2 -Group 17 ΪΓ Η OH 2-SMe-3-Br 1,2,3-triazol-2-yl 18 Η Η OH 2-SMe-3-F "1,2,3-triazol-2-yl 19 Η Η OH 2-SMe-3-SMe 1,2,3-triazol-2-yl 20 Ή ~~ Η OH 2-Br 1,2,4-triazol-1-yl 1-15- 丨Zhang's scale is suitable for China National Standard (CNS ) A4 specification (210X297mm 508215 3 V. Description of invention (13)

Cpd No. K6 R7 Q (R2) n {XK3) z 21 Η Η ΟΗ 2-CH2 [(2-MeS) Ph] 1,2,4-triazol-1-yl 22 Η Η ΟΗ 2-CH2 [( 2-MeSO) Ph] 1,2,4-triazol-1-yl 23 Η Η Ο Η 2-CH2 [(2-MeS02) Ph] 1,2,4-triazol-1-yl 24 Η Η Ο Η 2 -CH2N (Me) C02Me 1,2,4-triazol-1-yl 25 Η Η ΟΗ 2-CH2N (Me) S02Me 1,2,4-triazol-1-yl 26 Η Η ΟΗ 2-CH2Ph 1, 2,4-triazol-1-yl 27 Η Η ΟΗ 2-CH2SMe 1,2,4-triazol-1-yl 28 Η Η. ΟΗ 2-CH2SMe 1,2,4-triazol-1-yl 29 Η Η ΟΗ 2-CH2S02Me 1,2,4-triazol-1-yl 30 Η Η ΟΗ 2-CH2SOMe 1,2,4-triazole_1-yl 31 Η Η ΟΗ 2-C1 1,2,4- Triazol-1-yl 32 Η Η ΟΗ 2-Me 1,2,4-triazol-1-yl 33 Η Η ΟΗ 2-Me-3-SMe 1,2,4-triazol-1-yl 34 Η Η ΟΗ 2-Me-3-S02Me 1,2,4-triazol-1-yl 35 Η Η Ο Η 2-Me-3-SOMe 1,2,4-triazol-1-yl 36 Η Η Ο Η 2- NMeC02Me 1,2,4-triazol-1-yl 37 Η Η ΟΗ 2-NMeS02Me 1,2,4-triazol-1-yl 38 Η Η ΟΗ 2-OMe 1,2,4-triazole-1- Group 39 Η Η ΟΗ 2-OMe-3-SMe 1,2,4-triazol-1-yl 40 Η Η Ο Η 2-0Me-3-S02Me 1,2,4-triazol-1-yl 41 Η Η 〇Η 2-OMe-3-SOMe 1,2,4-triazol-1-yl 42 Η Η ΟΗ 2-SMe 1,2,4-triazol-1-yl 43 Η Η ΟΗ 2-SM [c-3- Br 1,2,4-triazol-1-yl 44 Η Η ΟΗ 2-SMe-3-Cl 1,2,4-triazol-1-yl 45 Η Η ΟΗ 2-SMe-3-F 1,2 , 4-triazol-1-yl 46 Η Η ΟΗ 2-SMe-3-OMe 1,2,4-triazol-1-yl 47 Η Η Ο Η 2-SMe-3-SMe 1,2,4-tri Azol-1-yl 48 Η Η ΟΗ 2-S02Me 1,2,4-triazol-1-yl 49 Η Η ΟΗ 2-S02Me-3-Cl 1,2,4-triazol-1-yl 50 Η Η ΟΗ 2-S02Me-3-0Me 1,2,4-triazol-1-yl 51 Η Η Ο Η 2-SOMe 1,2,4-triazol-1-yl 52 Η Η ΟΗ 2-SOMe-3-Cl 1,2,4-triazol-1-yl 53 Η Η ΟΗ 2-SOMe-3-OMe 1,2,4-triazol-1-yl 54 Η Η ΟΗ 2-N02 1,2,4-triazole -1-base 55 Η Η ΟΗ 2-CF3 4-bit-1-base 56 Η Η Ο Η 2-CH2SMe mic base-1-yl 57 Η Η ΟΗ 2-C1 imi base-1-yl 58 Η Η ΟΗ 2-Me Imidazol-1-yl—59 Η Η ΟΗ 2-SMe Imidazol-1-yl 60 Η Η ΟΗ 2-SMe- 3-B r Weijun-1 -Base (Read the precautions on the back before filling this page) -16- This paper size is applicable to Chinese National Standard (CNS) A4 (210X 297mm) 508215 A7 B7 V. Description of Invention (14) Economics? ^ · In the middle of the ministry, only two eliminations combined with bamboo, ^ 卬

Cpd No. R6 R7 Q (iL2) n (XKJ) z 61 Η Η OH 2-SMe-3-F Ayaka-1-radical 62 Η OH OH 2-SMe-3-SMe imidazol-1-yl 63 Η Η OH 2-CF3 Outer Jun-1-yl 64 Η Η OH 2-CH2SMe p ratio-1-radical 65 Η OH 2-C1 Pyrazol-1-yl 66 Η OH 2-Me p ratio 1 -Base 67 Η OH 2-SMe Mouth Bijun-1 -Base 68 Η OH OH 2-CF3 Tetra-1--1-69 69 Η OH OH 2-SMe Tetra-1--1-70 70 Η OH 2-SMe- 3-SMe Tetra-1-yl 71 Η Me OH 2-CF3 1,2,3-triazol-1-yl 72 Η Me OH 2-CH2SMe 1,2,3-triazol-1-yl 73 Η Me OH 2-C1 1,2,3-triazol-1-yl 74 Η Me OH 2-Me 1,2,3-triazol-1-yl 75 Η Me OH 2-SMe 1,2,3-triazole -1-yl 76 Η Me OH 2-SM [c-3-B r 1,2,3-triazol-1-yl 77 Η Me OH 2-SMe-3-F 1,2,3-triazole- 1-based 78 Η Me OH 2-SMe-3-SMe 1,2,3-triazol-1-yl 79 Η Me OH 2-CF3 1,2,3-triazol-2-yl 80 Η Me OH 2 -CH2SMe 1,2,3-triazol-2-yl 81 Η Me OH 2-C1 1,2,3-triazol-2-yl 82 Η Me OH 2-Me 1,2,3-triazole-2 -Radical 83 Η Me OH 2-SMe 1,2,3-triazol-2-yl 84 Η Me OH 2-S Me-3-B r 1,2,3-triazol-2-yl 85 Η Me OH 2-SMe-3 -F 1,2,3-triazol-2-yl 86 Η Me OH 2-SMe-3-SMe 1,2,3-triazol-2-yl 87 Η Me OH 2-Br 1,2,4- Triazol-1-yl 88 Η Me OH 2-CF3 1,2,4-triazol-1-yl 89 Η Me OH 2-CH2 [(2-MeS) Ph] 1,2,4-triazole-1 -Radical 90 Η Me OH 2-CH2 [(2-MeSO) Ph] 1,2,4-triazol-1-yl 91 Η Me OH 2-CH2 [(2-MeS02) Ph] 1,2,4- Triazol-1-yl 92 Η Me OH 2-CH2N (Me) C02Me 1,2,4-triazol-1-yl 93 Η Me OH 2-CH2N (Me) S02Me 1,2,4-triazole-1 -Radical 94 Η Me OH 2-CH2Ph 1,2,4-triazol-1-yl 95 Η Me OH 2-CH2SMe 1,2,4-triazol-1-yl 96 Η Me OH 2-CH2SMe 1,2 , 4-Triazol-1-yl 97 Η Me OH 2-CH2S02Me 1,2,4-triazol-1-yl 98 Η Me OH 2-CH2S〇Me 1,2,4-triazol-1-yl 99 Η Me OH 2-C1 1,2,4-triazol-1-yl 100 Η Me OH 2-Me 1,2,4-triazol-1-yl (Please read the precautions on the back before filling this page) _- 17- This paper is suitable for Sichuan National Standard (CNS) A4 size (210X 297mm) 508215 V. Description of the invention (15)

Cpd No. K6 Κ / Q (K2) n (XR3) z 101 Η Me OH 2-Me-3-SMe 1,2,4-triazol-1-yl 102 Η Me OH 2-Me-3-S02Me 1 ， 2,4-triazol-1-yl 103 Η Me OH 2-e-3-SO e 1,2,4-triazol-1-yl 104 Η Me OH 2-NMeC02Me 1,2,4-triazole -1-yl 105 Η Me OH 2-NMeS02Me 1,2,4-triazol-1-yl 106 Η Me OH 2-OMe 1,2,4-triazol-1-yl 107 Η Me OH 2-OMe- 3-SMe 1,2,4-triazol-1-yl 108 Η Me OH 2-0Me-3-S02Me 1,2,4-triazol-1-yl 109 Η Me OH 2-OMe-3-SOMe 1 ， 2,4-triazol-1-yl 110 Η Me OH 2-SMe 1,2,4-triazol-1-yl 111 Η Me OH 2-SM ^ c-3-B r 1,2,4- Triazol-1-yl 112 Η Me OH 2-SMe-3-Cl 1,2,4-triazol-1-yl 113 Η Me OH 2-SMe-3-F 1,2,4-triazole-1 -Group 114 Η Me OH 2-SMe-3-OMe 1,2,4-triazol-1-yl 115 Η Me OH 2-SMe-3-SMe 1,2,4-triazol-1-yl 116 Η Me OH 2-S02Me 1,2,4-triazol-1-yl 117 Η Me OH 2-S02Me-3-Cl 1,2,4-triazol-1-yl 118 Η Me OH 2-S02Me-3- OMe 1,2,4-triazol-1-yl 119 Η Me OH 2-SOMe 1,2,4-triazol-1-yl 120 Η Me OH 2-SOMe-3-Cl 1,2,4-tri Azol-1-yl 121 Η Me OH 2-SOMe-3-OMe 1,2,4- Azol-1-yl 122 Η Me OH 2-N02 1,2,4-triazol-1-yl 123 Η Me OH 2-CF3 'Jun-1-yl 124 Η Me OH 2-CH2SMe 125 Η Me OH 2-C1 imid-1-yl 126 Η Me OH 2-Me imid-1-yl 127 Η Me OH 2-SMe imidazol-1-yl 128 Η Me OH 2-SMe-3-Br imidazole -1-yl 129 Η Me OH 2-SMe-3-F Ayaka -1 -yl 130 Η Me OH 2-SMe-3-SMe imi-1 -1 yl 131 Η Me OH 2-CF3 132 Η Me OH 2-CH2SMe p ratio -1-radical 133 Η Me OH 2-C1 p ratio -1-radical 134 Η Me OH 2-Me outer blade 1-radical 135 Η Me OH 2-SMe mouth Bijun-1-radical 136 Η " Me OH 2-CF3 Tetra-1-enyl 137 Η Me OH 2-SMe Tetra-1-yl 138 Η Me OH 2-SMe-3-SMe Sijun-1- 139 Me Me OH 2-CF3 1,2,3-triazol-1-yl 140 Me Me OH 2-CH2SMe 1,2,3-triazol-1-yl (Please read the precautions on the back before filling in this page)

、 1T -18- The size of this paper is suitable /〗] China National Standard (CNS) Α4 Specification (210X 297 mm) 508215

7 B V. Description of the invention (16)

Cpd No. RV Q (K2) n (XKJjz 141 Me Me OH 2-C1 1,2,3-triazol-1-yl 142 Me Me OH 2-Me 1,2,3-triazol-1-yl 143 Me Me OH 2-SMe 1,2,3-triazol-1-yl 144 Me Me OH 2-SMe- 3-Br 1,2,3-triazol-1-yl 145 Me Me OH 2-SMe-3 -FT, 2,3-triazol-1-yl 146 Me Me OH 2-SMe-3-SMe 1,2,3-triazol-1-yl 147 Me Me OH 2-CF3 1,2,3-tris Azole-2-yl 148 Me Me OH 2-CH2SMe 1,2,3-triazol-2-yl 149 Me Me OH 2-Cl 1,2,3-triazol-2-yl 150 Me Me OH 2-Me 1,2,3-triazol-2-yl 151 Me Me OH 2-SMe 1,2,3-triazol-2-yl 152 Me Me OH 2-SMe-3-Br 1,2,3-triazole 2-yl 153 Me Me OH 2-SMe-3-F 1,2,3-triazol-2-yl 154 Me Me OH 2-SMe-3-SMe 1,2,3-triazol-2-yl 155 Me Me OH 2-Br 1,2,4-triazol-1-yl 156 Me Me OH 2-CH2 [(2-MeS) Ph] 1,2,4-triazol-1-yl 157 Me Me OH 2-CH2 [(2-MeSO) Ph] 1,2,4-triazol-1-yl 158 Me Me OH 2-CH2 [(2-MeS02) Ph] 1,2,4-triazol-1-yl 159 Me Me OH 2-CH2N (Me) C02Me 1,2,4-triazol-1-yl 160 Me Me OH 2-CH2N (Me) S02Me 1,2,4-triazol-1-yl 161 Me Me OH 2-CH2Ph 1,2,4-triazol-1-yl 162 Me Me OH 2-CH 2SMe 1,2,4-triazol-1-yl 163 Me Me OH 2-CH2SMe 1,2,4-triazol-1-yl 164 Me Me OH 2-CH2S02Me 1,2,4-triazol-1- 165 Me Me OH 2-CH2SOMe 1,2,4-triazol-1-yl 166 Me Me OH 2-Cl 1,2,4-triazol-1-yl 167 Me Me OH 2-Me 1, 2,4-triazol-1-yl 168 Me Me OH 2-Me-3-SMe 1,2,4-triazol-1-yl 169 Me Me OH 2-Me-3-S02Me 1,2,4- Triazol-1-yl 170 Me Me OH 2-Me-3-SOMe 1,2,4-triazol-1-yl 171 Me Me OH 2-NMeC02Me 1,2,4-triazol-1-yl 172 Me Me OH 2-NMeS02Me 1,2,4-triazol-1-yl 173 Me Me OH 2-OMe 1,2,4-triazol-1-yl 174 Me Me OH 2-OMe-3-SMe 1,2 , 4-triazol-1-yl 175 Me Me OH 2-0Me-3-S02Me 1,2,4-triazol-1-yl 176 Me Me OH 2-OMe-3-SOMe 1,2,4-tris Azol-1-yl177 Me Me OH 2-SMe 1,2,4-triazol-1-yl 178 Me Me OH 2-SMc-3-B r 1,2,4-triazol-1-yl 179 Me Me OH 2-SMe-3-Cl 1,2,4-triazol-1-yl 180 Me Me OH 2-SMe-3-F 1,2,4-triazol-1-yl (read the first Please fill in this page again for attention) -19- This paper size applies to China National Standard (CNS) Α4 specification (210X 297 mm) 508215 A7 B7 V. Description Ming (17)

Cpd No. K6 K / Q (K2) n (XK3) z 181 Me Me OH 2-SMe-3-OMe 1,2,4-triazol-1-yl 182 Me Me OH 2-SMe-3-SMe 1 1,2,4-triazol-1-yl 183 Me Me OH 2-S02Me 1,2,4-triazol-1-yl 184 Me Me OH 2-S02Me-3-Cl 1,2,4-triazole- 1-based 185 Me Me OH 2-S02Me-3-0Me 1,2,4-triazol-1-yl 186 Me Me OH 2-SOMe 1,2,4-triazol-1-yl 187 Me Me OH 2 -SOMe-3-Cl 1,2,4-triazol-1-yl 188 Me Me OH 2-SOMe-3-OMe 1,2,4-triazol-1-yl 189 Me Me OH 2-N02 1, 2,4-triazol-1-yl 190 Me Me OH 2-CF3 < Jun-1 -yl 191 Me Me OH 2-CH2SMe imidazol-1-yl 192 Me Me OH 2-C1 'Jun-1-yl 193 Me Me OH 2-Me Imid-1-yl 194 Me Me OH 2-SMe Imid-1--1-195 Me Me OH 2-SMc- 3-B r Imidazol-1-yl 196 Me Me OH 2-SMe Each F Mi 4-1-based 197 Me Me OH 2-SMe-3-SMe i 1-1-based 198 Me Me OH 2-CF3 Port ratio 嗤 -1 -Base 199 Me Me OH 2-CH2SMe p Specific bit -1 -Base 200 Me Me OH 2-C1 p than ridge-1 -Base 201 Me Me OH 2-Me p than -1-radical 202 Me Me OH 2-SMe p than -1-203 Me Me OH 2- CF3 Tetra-1-yl 204 Me Me OH 2-SMe Tetra-1--1-yl 205 Me Me OH 2-SMe-3-SMe Te Jun-1-yl 206 HH OH 2-CF3 3-Me-1, 2,4-triazol-1-yl 207 H Me OH 2-CF3 3-Me-1, 2,4-triazol-1-yl 208 Me Me OH 2-CF3 3-Me-1, 2,4-triazol-1-yl 563 HH OH 2-F 1,2,4-triazol-1-yl 564 H Me OH 2-F 1, 2,4-triazol-1-yl 565 Me Me OH 2-F 1,2,4-triazol-1-yl (read the precautions on the back before filling this page) Order -20- This paper size Shizhou Chinese National Standard (CNS) Α4 Specification (210X 297 mm) 508215 V. Description of Invention (18) Table 2

Cpd No. K6 Κ7 Q (R2) n (XH3) z 209 Η Η ΟΗ 4-Br 1,2,3-triazol-1-yl 210 Η Η ΟΗ 4-CF3 1,2,3-triazole-1 -Radical 211 Η Η ΟΗ 4-Cl 1,2,3-triazol-1-yl 212 Η Η ΟΗ 4-F 1,2,3-triazol-1-yl 213 Η Η ΟΗ 4-SMe 1,2 , 3-triazol-1-yl 214 Η Η ΟΗ 4-Br 1,2,3-triazol-1-yl 215 Η Η ΟΗ 4-CF3 1,2,3-triazol-1-yl 216 Η Η ΟΗ 4-Cl 1,2,3-triazol-1-yl 217 Η Η ΟΗ 4-F 1,2,3-triazol-1-yl 218 Η Η ΟΗ 4-SMe 1,2,3-triazole -1-yl219 Η Η ΟΗ 3,4-C12 1,2,4-triazol-1-yl 220 Η Η ΟΗ 3,4-F2 1,2,4-triazol-1-yl 221 Η Η ΟΗ 3-Br 1,2,4-triazol-1-yl 222 Η Η ΟΗ [3-CF3 1,2,4-triazol-1-yl 223 Η Η ΟΗ 3-CH2S02Me i, 2,4-triazole 1-1-yl 224 Η Η ΟΗ 3-CH2S02Me 1,2,4-triazol-1-yl 225 Η Η Ο Η 3-CH2SOMe 1,2,4-triazol-1-yl 226 Η Η ΟΗ 3-C1 1 1,2,4-triazol-1-yl 227 Η Η ΟΗ 3-F 1,2,4-triazol-1-yl 228 Η Η ΟΗ 3-Me 1,2,4-triazol-1-yl 229 Η Η ΟΗ 3 rMe-4-F], 2,4-triazol-1-yl 230 Η Η ΟΗ ^ Me-4-SMe 1,2,4-triazol-1-yl 231 231 Ο Ο Η 3-OMe 1,2,4-triazol-1-yl 232 Η Η ΟΗ 3-SMe 1,2,4-triazol-1-yl 233 Η Η ΟΗ 3-SMe-4-F 1,2, 4-triazol-1-yl234 Η Η ΟΗ 3-SMe-4-OMe 1,2,4-triazol-1-yl235 Η Η ΟΗ 3-SMe-4-SMe 1,2,4-triazole -1-yl 236 Η Η ΟΗ 3-S〇2Me 1,2,4-triazol-1-yl 237 Η Η ΟΗ 3-S02Me-4-F 1,2,4-triazol-1-yl 238 Η Η ΟΗ 3-S02Me-4-0Me 1,2,4-triazol-1-yl 239 Η Η Ο Η 3-S02Me-4-S02Me 1,2,4-triazol-1-yl 240 Η Η ΟΗ 3- SOMe 1,2,4-triazol-1-yl 241 Η Η ΟΗ 3-SOMe-4-F 1,2,4-triazol-1-yl 242 Η Η ΟΗ 3-SOMe-4-OMe 1,2 , 4-Triazol-1-yl 243 Η Η ΟΗ 4-Br 1,2,4-triazol-1-yl 244 Η Η ΟΗ 4-CF3 1,2,4-triazol-1-yl 245 Η Η ΟΗ 4-Cl 1,2,4-triazol-1-yl 246 Η Η ΟΗ 4-F 1,2,4-triazol-1-yl (Please read the precautions on the back before filling this page) -21 -This paper size applies to Chinese National Standard (CNS) A4 specification (210X 297mm) 508215

Ara V. Description of Invention (19)

Cpd No. Kb Κ7 Q (K2) n (XR3) z 247 Η Η OH 4-Me 1,2,4-triazol-1-yl 248 Η OH OH 4-OMe 1,2, φ-triazole-1 _ Group 249 Η Η OH 4-SMe 1,2,4-triazol-1-yl 250 Η Η OH 4-S02Me 1,2, φ-triazol-1-yl 251 Η Η OH 4-SOMe 1,2 D-triazol-1-yl 252 Η Η OH 1,2, D-triazol-1-yl 253 Η Η OH 4-Br imidazol-1-yl 254 Η Η OH 4-CF3 imidazol-1-yl 255 Η Η OH 4-Cl Mijun-1-yl 256 Η OH OH 4-F Weijun-1-radical 257 Η OH 4-SMe Weijun-1-radical 258 Η OH-Ejun-1-radical 259 Η Η OH 4-Br tetrajun-1-yl 260 Η Η OH 4-CF3 tetraben-1-yl 261 Η Η OH 4-Cl tetrajun-1-yl 262 Η OH 4-F tetrajun-1- 263 Η Η OH 4-SMe Tetra-1-yl 264 Η Η OH 4-Br benzimidazol-1-yl 265 Η Η OH 4-CF3 benzimide-1-yl 266 Η OH OH 4-Cl Mitomazol-1-yl 267 Η Η OH 4-F Benzimidazol-1-yl 268 Η OH OH 4-SMe Chinzimidazol-1-yl 269 Η Me OH 4-Br 1,2,3-triazole -1-yl270 Η Me OH 4-CF3 1,2,3-triazol-1-yl 271 Η Me OH 4-Cl 1,2,3-triazol-1-yl 272 Η Me OH 4-F 1 ， 2,3-triazol-1-yl 273 Η Me OH 4-SMe 1,2,3-triazol-1-yl 274 Η Me OH 4-Br 1,2,3-triazol-1-yl 275 Η Me OH 4-CF3 1,2,3-triazole -1-yl 276 Η Me OH 4-Cl 1,2,3-triazol-1-yl 277 Η Me OH 4-F 1,2,3-triazol-1-yl 278 Η Me OH 4-SMe 1 ， 2,3-triazol-1-yl 279 Η Me OH 3,4-C12 1,2,4-triazol-1-yl 280 Η Me OH 3,4-F2 1,2,4-triazole- 1-based 281 Η Me OH 3-Br 1,2,4-triazol-1-yl 282 Η Me OH 3-CF3 1,2,4-triazol-1-yl 283 Η Me OH 3-CH2S02Me 1, 2,4-triazol-1-yl 284 Η Me OH 3-CH2S〇2Me 1,2,4-triazol-1-yl 285 Η Me OH 3-CH2SOMe 1,2,4-triazol-1-yl 286 Η Me OH 3-C1 1,2,4-triazol-1-yl (please read the precautions on the back before filling this page) -22- This paper is in accordance with China National Standard (CNS) A4 specification (210X 297 Mm) 508215 A7 B7 V. Description of the invention (20)

Upd No. Kb R7 Q (JK2jn (XR3) z 287 Η Me OH 3-F ί, 2,4-triazol-1-yl 288 Η Me OH 3 ㈣Me 1,2,4-trijun-1-yl 289 Η Me OH 3-Me-4-F 1,2,4-triazol-1-yl 290 Η Me OH 3-Me-4-SMe 1,2,4-triazol-1-yl 291 Η Me OH 3- OMe 1,2,4-triazol-1-yl 292 Η Me OH 3-SMe 1,2,4-triazol-1-yl 293 Η Me OH 3-SMe-4-F 1,2,4-tris Azole-1-yl 294 Η Me OH 3-SMe-4-OMe 1,2,4-triazol-1-yl 295 Η Me OH 3-SMe-4-SMe 1,2,4-triazole-1- Group 296 Η Me OH 3-S02Me 1,2,4-triazol-1-yl 297 Η Me OH 3-S02Me-4-F 1,2,4-triazol-1-yl 298 Η Me OH 3-S02Me -4-0Me 1,2,4-triazol-1-yl 299 Η Me OH 3-S02Me-4-S02Me 1,2,4-triazol-1-yl 300 Η Me OH 3-SOMe 1,2, 4-triazol-1-yl301 Η Me OH 3_SOMe-4-F 1,2,4-triazol-1-yl 302 Η Me OH 3-SOMe-4-OMe 1,2,4-triazole-1 -Group 303 Η Me OH 4-Br 1,2,4-triazol-1-yl 304 Η Me OH 4-CF3 1,2,4-triazol-1-yl 305 Η Me OH 4-C1 1,2 , 4-triazol-1-yl 306 Η Me OH 4-F 1,2,4-triazol-1-yl 307 Η Me OH 4-Me 1,2,4-triazol-1-yl 308 Η Me OH 4-OMe 1,2,4-triazol-1-yl 309 Η Me OH 4-SMe 1,2,4-triazol-1-yl 310 Η Me OH 4-S02Me 1,2,4-triazol-1-yl 311 Η Me OH 4-SOMe 1,2,4-triazole- 1-based 312 Η Me OH-1,2,4-triazol-1-yl 313 Η Me OH 4-Br 'jun-1-yl 314 Η Me OH 4-CF3 imijun-1-radical 315 Η Me OH 4-Cl Imidazol-1-yl 316 Η Me OH 4-F Imidazol-1-yl 317 Η Me OH 4-SMe Imidazol-1-yl 318 Η Me OH-p ratio-1-radical 319 Η Me OH 4-Br Tetra-1-yl 320 Η Me OH 4-CF3 Tetra-1-yl 321 Η Me OH 4-Cl Tetra-1--1-yl 322 Η Me OH 4-F Tetra-1--1-ylο 〇 ο J ZZ J Η Me OH 4-SMe Tetra-1-yl 324 Η Me OH 4-Br 豕 幷 Imidazol-1-yl 325 Η Me OH 4-CF3 Benzoimidazol-1-yl 326 Η Me OH 4- Cl benzimidazol-1-yl (please read the precautions on the back before filling this page)

、 1T -23- This paper size is applicable to Chinese National Standard (CNS) Α4 size (210X 297mm) 508215 V. Description of invention (21)

Cpd No. K6 KV Q (K2) n (XJK3) z 327 Η Me OH 4-F benzimidazol-1-yl 328 Η Me OH 4-SMe n-imidazol-1-yl 329 Me Me OH 4-Br 1 1,2,3-triazol-1-yl 330 Me Me OH 4-CF3 1,2,3-triazol-1-yl 331 Me Me OH 4-C1 1,2,3-triazol-1-yl 332 Me Me OH 4-F 1,2,3-triazol-1-yl 333 Me Me OH 4-SMe 1,2,3-triazol-1-yl 334 Me Me OH 4-Br 1,2,3- Triazol-1-yl 335 Me Me OH 4-CF3 1,2,3-triazol-1-yl 336 Me Me OH 4-C1 1,2,3-triazol-1-yl 337 Me Me OH 4- F 1,2,3-triazol-1-yl 338 Me Me OH 4-SMe 1,2,3-triazol-1-yl 339 Me Me OH 3,4-C12 1,2,4-triazole- 1-based 340 Me Me OH 3,4-F2 1,2,4-triazol-1-yl 341 Me Me OH 3-Br 1,2,4-triazol-1-yl 342 Me Me OH 3-CF3 1,2,4-triazol-1-yl 343 Me Me OH 3-CH2S02Me 1,2,4-triazol-1-yl 344 Me Me OH 3-CH2S02Me 1,2,4-triazol-1-yl 345 Me Me OH 3-CH2SOMe 1,2,4-triazol-1-yl 346 Me Me OH 3-Cl 1,2,4-triazol-1-yl 347 Me Me OH 3-F 1,2,4 -Triazol-1-yl 348 Me Me OH 3-Me 1,2,4-triazol-1-yl 349 Me Me OH 3-Me-4-Fe 1,2,4-triazol-1-yl 350 Me Me OH 3-Me-4-SMe 1,2,4-triazol-1-yl 351 Me Me OH 3-OMe 1,2,4-triazol-1-yl 352 Me Me OH 3-SMe 1,2,4-triazol-1-yl 353 Me Me OH 3-SMe-4-F 1,2,4-triazol-1-yl 354 Me Me OH 3-SMe-4-OMe 1,2,4-triazol-1-yl 355 Me Me OH 3-SMe-4-SMe 1,2,4-triazol-1-yl 356 Me Me OH 3-S02Me 1,2,4-triazol-1-yl 357 Me Me OH 3-S02Me-4 ~ F 1 1,2,4-triazol-1-yl 358 Me Me OH 3-S02Me-4-0Me 1,2,4-triazol-1-yl 359 Me Me OH 3-S〇2Me-4-S02Me 1,2 , 4-triazol-1-yl 360 Me Me OH 3-SOMe 1,2,4-triazol-1-yl 361 Me Me OH 3-SOMe-4-F 1,2,4-triazol-1- 362 Me Me OH 3-SOMe-4-OMe 1,2,4-triazol-1-yl 363 Me Me OH 4-Br 1,2,4-triazol-1-yl 364 Me Me OH 4-CF3 1,2,4-triazol-1-yl 365 Me Me OH 4-C1 1,2,4-triazol-1-yl 366 Me Me OH 4-F 1,2,4-triazol-1-yl (Read the precautions on the back before you fill in this page) -24- This paper size applies to Chinese National Standards (CNS) A4 specifications (210X297 mm) 508215 A7 Two B7 V. Description of the invention (22) (Please read the back first (Notes for filling in this page)

Cpd No. K6 K7 Q (K2jn (XK3 jz 367 Me Me OH 4-Me 1,2,4-tristetra-1-yl) 368 Me Me OH 4-OMe 1,2,4-triazol-1-yl 369 Me Me OH 4-SMe 1,2,4-triazol-1-yl 370 Me Me OH 4-S02Me 1,2,4-triazol-1-yl 371 Me Me OH 4-SOMe 1,2,4- Triazol-1-yl 372 Me Me OH-1,2,4-Triam-1-yl 373 Me Me OH 4-Br βfluoren-1-yl 374 Me Me OH 4-CF3 Imidazol-1-yl 375 Me Me OH 4-C1 imidazol-1-yl 376 Me Me OH 4-F imidazol-1-yl 377 Me Me OH 4-SMe imidazol-1-yl 378 Me Me OH-outer dagger-1-radical 379 Me Me OH 4-Br tetran-1-yl 380 Me Me OH 4-CF3 tetran-1-yl 381 Me Me OH 4-C1 tetran-1-yl 382 Me Me OH 4-F tetran-1-yl 383 Me Me OH 4-SMe Tetra-1-yl 384 Me Me OH 4-Br Panimidazol-1-yl 385 Me Me OH 4-CF3 Chinmidazol-1-yl 386 Me Me OH 4-C1 Panimidazole -1-yl 387 Me Me OH 4-F benzimidazol-1-yl 388 Me Me OH 4-SMe benzimidazol-1-yl 389 HH OH 4-Br CH2- (triazol-1-yl) 390 HH OH 4-C1 CH2- (triazol-1-yl) 391 HH OH 4-F CH2- (triazol-1-yl) 392 HH OH 4-CF3 CH2- (triazol-1-yl) 393 HH OH 4 -OF3 CH2 · ^ Three Azole-1-yl) 394 H H OH 4-Me CH2- (triazol-1-yl) Jk il X; j], _τ

Cpd No. K6 Κ7 Q (Κ2) η 395 Η Η ΟΗ 2-Βγ 1,2,3-triazol-1-yl 396 Η Η ΟΗ 2-CF3 1,2,3-triazol-1-yl 397 Η Η ΟΗ 2-CH2SMe 1,2,3-triazol-1-yl 398 Η Η ΟΗ 2-C1 1,2,3-triazol-1-yl 399 Η Η ΟΗ 2-F 1,2,3-tri Azol-1-yl 400 Η Η ΟΗ 2-SMe 1,2,3-triazol-1-yl 401 Η Η ΟΗ " 2-SMe-4-Br 1,2,3-triazol-1-yl 402 Η Η ΟΗ 2-SMe-4-CF3 1,2,3-triazol-1-yl-25 This paper size applies to China National Standard (CNS) Α4 specification (210X 297 mm) 508215

B V. Description of the invention (23)

Cpd No. Kb κ7 Q (Κ2) η 403 Η Η ΟΗ 2-SMe-4-Cl 1,2,3-triazol-1-yl 404 Η Η ΟΗ 2-SMe-4-F 1,2,3- Triazol-1-yl405 Η Η ΟΗ 2-SMe-4-SMe 1,2,3-triazol-1-yl 406 Η Η ΟΗ 2-S02Me 1,2,3-triazol-1-yl 407 Η Η ΟΗ 2-S02Me-4-S02Me 1,2,3-triazol-1-yl 408 Η Η ΟΗ 2-SOMe 1,2,3-triazol-1-yl 409 Η Η ΟΗ 2-Br 1,2 , 4-Triazol-1-yl410 Η Η ΟΗ 2-CF3 1,2,4-triazol-1-yl 411 Η Η ΟΗ 2-CH2SMe 1,2,4-triazol-1-yl 412 Η Η ΟΗ 2-C1 1,2,4-triazol-1-yl 413 Η Η Ο Η 2-F 1,2,4-triazol-1-yl 414 Η Η Ο Η 2-SMe 1,2,4-triazole -1-yl 415 Η Η ΟΗ 2-SMe-4-Br 1,2,4-triazol-1-yl 416 Η Η Ο Η 2-SMe-4-CF3 1,2,4-triazol-1-yl 417 Η Η ΟΗ 2-SMe-4-Cl 1,2,4-triazol-1-yl 418 Η Η Ο Η 2-SMe-4-F 1,2,4-triazol-1-yl 419 Η Η Ο Η 2-SMe-4-SMe 1,2,4-triazol-1-yl 420 Η Η ΟΗ 2-S02Me 1,2,4-triazol-1-yl 421 Η Η ΟΗ 2-S02Me-4-S02Me 1 1,2,4-triazol-1-yl 422 Η Η ΟΗ 2-SOMe 1,2,4-triazol-1-yl 423 Η Η Ο Η 2-Br imidazol-1-yl 424 Η Η Ο Η 2-CF3 Ami-1-radical 425 Η Η ΟΗ 2-CH2SMe Microbit-1-yl 426 Η Η Ο Η 2-C1 Micro-1--1-yl 427 Η Ο Η 2-F Micromi-1--1-yl 428 Η Η ΟΗ 2-SMe MIYA-1-radical 429 Η Η ΟΗ 2-SMe-4-Br MISU-1-radical 430 Η Η ΟΗ 2-SMe-4-CF3 Ami-1-radical 431 Η Η ΟΗ 2- SMe-4-Cl imidazol-1-yl 432 Η Η ΟΗ 2-SMe-4-F imijun-1 -yl 433 Η Η ΟΗ 2-SMe-4-SMe imijun-1-yl 434 Η Η ΟΗ 2- S02Me mime-1-yl 435 Η Η Ο Η 2-S02Me-4-S02Me Ami-1-base 436 Η Η ΟΗ 2-SOMe mime-1-437 Η Η Ο Η 2-Br tetramodal-1-yl 438 Η Η ΟΗ 2-CF3 Tetra-1-yl 439 Η Η Η ΟΗ 2-CH2SMe Tetsu-1-yl 440 Η Η ΟΗ 2-C1 Tetsu-1--1-441 Η Η ΟΗ 2-F Tetra-1 'Base 442 Η Ο Η 2-SMe Si Ling-1-based (read the precautions on the back before filling this page). 磉 -26- This paper is suitable for China National Standard (CNS) A4 size (210X 297 mm) 508 215

B. Description of the invention (24)

Cpd No. K6 KV Q (K2) n 443 Η Η OH 2-SMe-4-Br Tetra-1-yl 444 Η Η OH 2-SMe-4-CF3 Tetsu-1-yl 445 Η Η OH 2- SMe-4-Cl Tetrazol-1-yl 446 Η Η OH 2-SMe-4-F Tetra-1--1-yl 447 Η OH OH 2-SMe-4-SMe Tetra-1-yl 448 Η OH OH 2 -S02Me Tetra-1-yl 449 Η Η OH 2-S02Me-4-S02Me Tetra-1-yl 450 Η Η OH 2-SOMe Tetra-1-yl 451 Η Me OH 2-Br 1,2,3 -Triazol-1-yl 452 Η Me OH 2-CF3 1,2,3-triazol-1-yl 453 Η Me OH 2-CH2SMe 1,2,3-triazol-1-yl 454 Η Me OH 2 -C1 1,2,3-triazol-1-yl 455 Η Me OH 2-F 1,2,3-triazol-1-yl 456 Η Me OH 2-SMe 1,2,3-triazole-1 -457 Η Me OH 2-SMe-4-Br 1,2,3-triazol-1-yl 458 Η Me OH 2-SMe-4-CF3 1,2,3-triazol-1-yl 459 Η Me OH 2-SMe-4-Cl 1,2,3-triazol-1-yl 460 Η Me OH 2-SMe-4-F 1,2,3-triazol-1-yl 461 Η Me OH 2- SMe-4-SMe 1,2,3-triazol-1-yl 462 Η Me OH 2-S02Me 1,2,3-triazol-1-yl 463 Η Me OH 2-S02Me-4-S02Me 1,2 , 3-triazol-1-yl 464 Η Me OH 2-SOMe 1,2,3-triazol-1-yl 465 Η Me OH 2-Br 1,2,4-triazol-1-yl 466 Η Me OH 2-CF3 1 2,4-triazol-1-yl 467 Η " Me OH 2-CH2SMe 1,2,4-triazol-1-yl 468 Η Me OH 2-C1 1,2,4-triazol-1-yl 469 Η Me OH 2-F 1,2,4-triazol-1-yl 470 Η Me OH 2-SMe 1,2,4-triazol-1-yl 471 Η Me OH 2-SMe-4-Br 1 ， 2,4-triazol-1-yl 472 Η Me OH 2-SMe-4-CF3 1,2,4-triazol-1-yl 473 Η Me OH 2-SMe-4-Cl 1,2,4 -Triazol-1-yl 474 Η Me OH 2-SMe-4-F 1,2,4-triazol-1-yl 475 Η Me OH 2-SMe-4-SMe 1,2,4-triazole- 1-based 476 Η Me OH 2-S02Me 1,2,4-triazol-1-yl 477 Η Me OH 2-S02Me-4-S02Me 1,2,4-triazol-1-yl 478 Η Me OH 2 -SOMe 1,2,4-triazol-1-yl 479 Η Me OH 2-Br 'bit-1-yl 480 Η Me OH 2-CF3 Mijun-1-yl 481 Η Me OH 2-CH2SMe Mijun- 1-base 482 Η Me OH 2-Cl Mijun-1-base (Please read the precautions on the back before filling this page) -27- This paper is suitable for the size / «China National Standards (CNS) A4 size (210X 297 mm) 508 215

B V. Description of the invention (25) M7VC Ministry's private ^-^ m workers eliminate cooperation heart ^

Cpd No. K6 K7 Q (K2) n 483 Η Me OH 2-F imidazol-1-yl 484 Η Me OH 2-SMe imidazol-1-yl 485 Η Me OH 2-SMe-4-Br imidazol-1- Radical 486 Η Me OH 2-SMe-4-CF3 imid-1-yl 487 Η Me OH 2-SMe-4-Cl miso-1-radical 488 Η Me OH 2-SMe-4-F flavor 1 -Base 489 Η Me OH 2-SMe-4-SMe Microbit-1-yl 490 Η Me OH 2-S〇2Me Micro--1--1- 491 Η Me OH 2-S02Me-4-S02Me Micro--1- Base 492 Η Me OH 2-SOMe 4 bite-1-yl 493 Η Me OH 2-Br tetran-1-yl 494 Η Me OH 2-CF3 tetran-1-yl 495 Η Me OH 2-CH2SMe tetrabite- 1-based 496 Η Me OH 2-C1 tetran-1-yl 497 Η Me OH 2-F tetran-1-yl 498 Η Me OH 2-SMe tetral-1-yl 499 Η Me OH 2-SMe- 4-Br Tetra-1-yl 500 Η Me OH 2-SMe-4-CF3 Tetra-1-yl 501 Η Me OH 2-SMe-4-Cl Tetra-1-yl 502 Η Me OH 2-SMe -4-F Tetraki-1-yl 503 Η Me OH 2-SMe-4-SMe Tetsu-1-yl 504 Η Me OH 2-S02Me Tetsu-1-yl 505 Η Me OH 2-S02Me-4- S02Me tetrazol-1-yl 506 Η Me OH 2-SOMe tetrazol-1-yl 507 Me Me OH 2-Br 1,2,3-triazol-1-yl 508 Me Me OH 2-CF3 1,2, 3-triazol-1-yl 509 Me Me OH 2-CH2SMe 1,2, 3-triazol-1-yl 510 Me Me OH 2-C1 1,2,3-triazol-1 · yl 511 Me Me OH 2-F 1,2,3-triazol-1-yl 512 Me Me OH 2-SMe 1,2,3-triazol-1-yl 513 Me Me OH 2-SMe-4-Br 1,2,3-triazol-1-yl 514 Me Me OH 2-SMe-4-CF3 1 ， 2,3-triazol-1-yl 515 Me Me OH 2-SMe-4-Cl 1,2,3-triazol-1-yl 516 Me Me OH 2-SMe-4-F 1,2,3 -Triazol-1-yl 517 Me Me OH 2-SMe-4-SMe 1,2,3-triazol-1-yl 518 Me Me OH 2-S02Me 1,2,3-triazol-1-yl 519 Me Me OH 2-S02Me-4-S02Me 1,2,3-triazol-1-yl 520 Me Me OH 2-SOMe 1,2,3-triazol-1-yl 521 Me Me OH 2-Br 1, 2,4-triazol-1-yl 522 Me Me OH 2-CF3 1,2,4-triazol-1-yl (please read the precautions on the back before filling this page) -28- This paper size applies China National Standard (CNS) A4 specification (210X 297 mm) 508215 Ministry of Economic Affairs of the People's Republic of China, owing i;-^-i '; m T, eliminating cooperation: owing five. Description of invention (26)

Upd No. K6 K7 Q (R2) n 523 Me Me OH 2-CH2SMe 1,2,4-triazol-1-yl 524 Me Me OH 2-C1 ί, 2,4-triazol-1-yl 525 Me Me OH 2-F ί, 2,4-triazol-1-yl 526 Me Me OH 2-SMe 1,2,4-triazol-1-yl 527 Me Me OH 2-SMe-4-Br 1,2 , 4-triazol-1-yl 528 Me Me OH 2-SMe-4-CF3 1,2,4-triazol-1-yl 529 Me Me OH 2-SMe-4-Cl 1,2,4-tri Azole-1-yl 530 Me Me OH 2-SMe-4-F 1,2,4-triazol-1-yl 531 Me Me OH 2-SMe-4-SMe 1,2,4-triazole-1- 532 Me Me OH 2-S02Me 1,2,4-triazol-1-yl 533 Me Me OH 2-S02Me-4-S02Me 1,2,4-triazol-1-yl 534 Me Me OH 2-SOMe 1,2,4-triazol-1-yl 535 Me Me OH 2-Br 4 fluoren-1-yl 536 Me Me OH 2-CF3 Imid-1-yl 537 Me Me OH 2-CH2SMe imi-1- Radical 538 Me Me OH 2-C1 Radical-1-yl 539 Me Me OH 2-F Radical-1-yl 540 Me Me OH 2-SMe Radical-1-Radical 541 Me Me OH 2-SMe-4- Br Imid-1-yl 542 Me Me OH 2-SMe-4-CF3 Imidazol-1-yl 543 Me Me OH 2-SMe-4-Cl Imidazol-1-yl 544 Me Me OH 2-SMe-4- F Mitsu-1-yl 545 Me Me OH 2-SMe-4-SMe Mitsu-1-yl 546 Me Me OH 2-S02Me Mitsu-1-yl 547 Me Me OH 2-S02Me- 4-S02Me 1-based 548 Me Me OH 2-SOMe Mi-1-1-based 549 Me Me OH 2-Br Te-1-1-based 550 Me Me OH 2-CF3 Tetra-1--1-based 551 Me Me OH 2-CH2SMe Tetra-1-yl 552 Me Me OH 2-C1 Tetra-1--1-yl 553 Me Me OH 2-F Tetra-1--1-yl 554 Me Me OH 2-SMe Tetra-1--1-yl 555 Me Me OH 2-SMe-4-Br pentam-1-yl 556 Me Me OH 2-SMe-4-CF3 pentam-1-yl 557 Me Me OH 2-SMe-4-Cl pentam-1- 558 Me Me OH 2-SMe-4-F tetramine-1-yl 559 Me Me OH 2-SMe-4-SMe tetrajun-1-yl 560 Me Me OH 2-S02Me tetramine-1-yl 561 Me Me OH 2-S02Me-4-S02Me Sijun-1-based 562 Me Me OH 2-SOMe Sijun-1-based (Please read the precautions on the back before filling this page) -29-丨] Chinese National Standard (CNS) A4 specification (210X 297 mm) 508215 A7 B7 V. Description of the invention (27 Compounds of formula (I) can be applied or prepared by known methods (such as in the literature, used so far Passed or mentioned. ), As described below. In the following, if the symbol that appears is not specifically defined, it follows the first definition of each symbol in the π specification. It is known that the following methods can be performed in different orders, and at the same time, different protecting groups can be used for the compound to be sought. According to the characteristics of the compound of formula (1) according to the present invention, wherein the different symbols are defined as defined above, and Q represents a hydroxyl group, it can be obtained by recombination of compounds of formula (VII), (νιπ), (Ιχ), ^ (X) preparation:

»11 Ο μ in the middle clip il eliminate 1V operation 卬 R4a Ο-

(IX) (X) where the different symbols are defined as described above and obtained by reacting with the source of the atmosphere in the presence of a base. Sources of cyanide include metal cyanide, metallurgical test, for example, sodium cyanide, hydrocyanic acid, or dioxoyl cyanohydrin, Qingjia -30- This paper size applies to Chinese National Standard (CNS) A4 specification (210X 297 mm) (Please read the notes on the back before filling this page)

508215 A7 I. ~ ___— B7 V. Description of the invention (28) Acetone cyanohydrin. Cyanide sources of up to 0.5 equivalents (preferably 0.01 equivalents) are generally used. Suitable tests include trisamines, such as triethylamine, or metal carbonates, such as potassium carbonate. A ^ 4 equivalent (preferably 2 equivalent) test is generally used. Solvents that can be used include, for example, toluene, methylene cyanide, methylene chloride or, more preferably, 1,2-dichloroethane. The reaction is generally carried out at a temperature range of 0 ° C to 60 ° C (generally at 2 (TC-30 ° C). The ester intermediate of the above formula (VII), (VIII), (IX), or (X) Can be prepared by converting the corresponding cyclohexanedione derivative of formula (XI), (XII), (XIII), or (XIV) (herein referred to as the enol tautomeric state); ~卞 0

R4 Ο

(Please read the notes on the back before filling this page)

~ OH ^ OH (XI) (ΧΠ)

5 〇 R5a, iV pH V ν〇Η (XIII) (XIV) Jk is only allowed for h _τ to be eliminated 卬 t where the different symbols are defined as above and react with the hydrochloric acid of formula (XV) · C0C1

(XR3) Z

-31-Applicable paper size] Chinese National Standard (CNS) A4 (210X297 mm) Printed by the central government ^-^ "Ηeliminated and printed with bamboo 508215 A7 B7 V. Description of the invention (29) Wherein R2, R3, X, z and η are defined as described above. The reaction is generally carried out in the presence of a base, preferably, it is carried out in the presence of a trialkylamine, such as triethylamine, or an alkali metal carbonate, such as carbonic acid. Potassium, and in a solvent such as dichloromethane, dichloroethane, cyanomethane, N, N-dimethylamidamine or tetrahydrofuran. 1-1.1 equivalents of a base are generally used, and the reaction is generally carried out at a temperature ranging from About -20 X: to about 5 (TC performed (preferably 0 ° C to 30 ° C). Formulas (VII), (VIII), (IX), and (X) are novel compounds, and the composition is divided into Another feature of the present invention: By reacting a compound of formula (XV) with a compound of formula (XI), (XII), (XIII), or (XIV), formula (VII), (VIII), (IX) or The formation of the ester intermediate of (X) and the subsequent reaction of the compound of formula (I) with a cyanide source can be performed in the same reactor. Therefore, it is not necessary to separate the intermediate ester and can directly The test and cyanide sources required for recombination according to the method of the present invention are added in situ. It is known that if asymmetric diones of formula (XI), (XII), (XIII), and (XIV) are used in the above reaction, where The positions of the carbonyl and ester groups of the ring are reversed and the isomers are esters. At the same time, the method can be used to generate all the isomers. According to the characteristics of the compound of formula ⑴ according to the present invention, the different symbols are defined as described above and Q represents SR21 or SR22, which can be prepared by reacting a compound corresponding to formula ⑴, in which Q represents a hydroxyl group, and reacting with a chlorinating reagent, usually ethylenedichloride, in a reaction in an inert solvent, such as dichloromethane and preferably In the presence of a catalyst, such as N, N-dimethylphosphonium amine, the reaction is carried out at a temperature from -20 ° C to 50 ° C (preferably from 0ec to 30 ° C). Intermediate products of compounds, in which Q is replaced by a chlorine atom. This intermediate product is usually no longer separated, and it reacts directly with a thiophenol of formula (XVI) or with a thiol of formula (XVII): ——_____- 32- Paper size Applicable Chinese National Standard (CNS) A4 specification (210X297 mm) (Please read first Note to fill out the back of this page)

508215 A7 B7 V. Description of the invention (30) R21SH (XVI) R22SH (XVH) where R2i and R22 are as defined above, and the reaction is performed in the presence of a base, such as dialkylamine, triethylamine, and in an inert solvent , Such as dichloromethane or tetrahydrofuran, and the reaction is carried out at a temperature from -20 ° C to 5 (TC (preferably from 0 ° C to 30 ° C)). Another characteristic of the compound according to the present invention, wherein p or q is 0 or 1, which can be prepared by oxidizing the sulfur atom of the corresponding compound, wherein p or q is 0 or 1. The oxidation of the sulfur atom is usually carried out in an inert solvent such as 3-chloroperoxybenzoic acid, such as Dichloromethane is carried out at a temperature from -40.0 to room temperature. The benzoic acid derivative corresponding to the formula (XVIII) can be prepared by the compound of formula (XV): I II Φ! (Fill in this page again)

CO.H

(XVIII) reacts with a chlorinating agent, such as thionium chloride or dioxin, according to known methods. Benzoic acid of formula (XVIII) is a novel compound, and is also another feature of the present invention. For a long time, compounds of formula (XI), (XII), (XIII), and (XIV) have been known or can be prepared by known methods. The following non-limiting ranges have been illustrated to illustrate the preparation of formula XII compounds, while the examples have been illustrated to illustrate the preparation of intermediates in the synthesis. NMR spectra were performed in two-gas two-dried solvents and recorded as d (ppm) (unless specifically mentioned) Nitrogen Interview ________- 33- The paper scale is applicable to China National Standard (CNS) A4 (210X297 mm) A7. ------ B? V. Description of the invention (31) — ~ 一 '^'

SjELL for 3- [4- (l, 2,4-triazol-1-yl) -2-trifluoromethylbenzyloxy] cyclohex-2 · • ene-1- In ketone (290 grams), triethylamine (1.67 grams) and acetone cyanohydrin (0.3 ml) were added at 2 ° C. The mixture was stirred for 3 days. After evaporation, the residue was diluted ( Ethyl acetate and aqueous citric acid solution). The organic layer was dried (magnesium sulfate), and after evaporation, the residue was purified by column chromatography after extraction with ethyl acetate / hexane. 1-yl) -2-trifluoromethylbenzyloxy] cyclohexanedione (compound 1, 1.75 g), NMR 2.06 (m, 2H), 2.42 (t, 2H), 2.82 ( t, 1H) '7.36 (d, 1H), 7.90 (m, 1H), 8.05 (s, 1H), 8.15 (s, 1H), 8.65 (s, 1H). By a similar method, the following compounds can be prepared: 5,5-—fluorenyl-2- [4 ** 0,2,4-trisol-1-yl) -2-trifluoromethylbenzyl ] Cyclohexane-1,3-dione (Compound 3), NMR 1.24 (6Η, s), 2.29 (2Η, s), 2.68 (2Η, s), 7.34 (1Η, d), 7.89 (1Η, d), 8.05 (1Η, s), printed by 8.14 (1Η, s), 8.66 (1Η, s) in the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs; 5-methyl-2- [4- (l, 2,4-triazol-1-yl) -2-trifluoromethylbenzylidene] cyclohexane-1,3-dione (Compound 88) , NMR 1.12 (d, 1H), 1.70 (s, 1H), 2.11_2 · 46 (π, 3H), 2.67-2.80 (m, 2H), 7.36 (d, 1Η), 7.92 (d, 1Η), 8.08 (s, 1Η), 8.16 (s, 1Η), 8.73 (s, 1H); 2- [2-chloro-4- (l, 2,4-triazole-1_yl) benzylidene ] Cyclohexane-1,3-dione (Hr ± JkJ 1), NMR 2.08 (m, 2H), 2.48 (m, 2H), 2.81 (m, 2H), 7.36 (d, 1H), 7.67 ( d, 1H), 7.79 (s5 1H), 8.12 (s, 1H), 8.60 (s, 1H); -34- This paper size is applicable to China Standards (CNS) specifications (210X297 mm) 508215 A7 -Up— B7 V. Description of the invention (32) 5,5-dimethyl-2- [2-chloro-4- (l, 2,4-tri -1-yl) benzylidene] cyclohexane-1,3-dione (Compound 166), NMR 1.43 (s, 6H), 2.35 (s, 2H), 2.68 (s, 2H), 7.37 (d , LH), 7.67 (d, 1H), 7.78 (s, 1H), 8.12 (s, 1H), 8.61 (s, 1H); 5-methyl-2- [2-chloro-4- (l, 2 , 4-triazol-1-yl) benzylidene] cyclohexane-1,3 · dione (compound 99), NMR 1.14 (d, 3H), 1.65 (s, 1H), 2 · 26- 2.40 (m, 1H), 2.47-2.60 (m, 2H), 2.78-2.92 (m, 2H), 7.36 (d, 1H), 7.67 (d, 1H), 7.78 (s, 1H), 8.12 ( s, 1H), 8.60 (s, 1H); 2- [2-methylsulfanyl-4- (l, 2,4-dib-l-yl) benzyl] cyclohexyl-l, 3 -Dione (compound 42), NMR2 · 0 (m, 2H), 2.3 · (m, 2H), 2.4 · (s, 2H), 2 · 7 (π, 2H), 7.2 (d, 1H) , 7.4 (d, 1H), 7.6 (s, 1H), 8.0 (s, 1H) '8.6 (s, 1H); and 2_ [2_methyl · 4_ (1,2,4-trijun-1-yl) ) -Benzyl group] Cyclohexane-1,3-dione (Compound 32), NMR 2.0 (m, 2H), 2.3 (s, 2H), 2.4 (m, 2H), 2.8 (m, 2H) , 7.2 (d, 1H), 7.5 (d, 1H), 7.6 (s, 1H), 8.1 (s, 1H), 8.6 (s, 1H). Example 2 Printing of 2- [4- (l, 2,4-triazol-1-yl) -2-trimethylolbenzene dissolved in anhydrous dichloromethane by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs Fluorenyloxy] cyclohexane-1,3-dione (1.42 g) solution was added with a catalytic dose of N, N-dimethylformamide, and then chloroethanedioxane ( 0.9 ml). The mixture was stirred until a clear solution appeared and allowed to evaporate. To a suspension of the residue in tetrahydrofuran was added dropwise thiophenol (0.51 g) and triethylamine (0.93 g) at 0 ° C. Stir the mixture at 2 (TC for one day, then add the citric acid aqueous solution and ethyl acetate. Dry the organic layer (sulfuric acid) -35- This paper size applies Chinese National Standard (CNS) A4 specification (210X 297 mm) " —— 508215 Jk il guide Λ) 1 χ elimination f: Hezhu 卬 A7 B7 V. Description of the invention (33) After volatilization, it can be extracted with ethyl acetate / hexane and purified by column chromatography. 3-phenylsulfan-2- [4- (l, 2,4-triazol-1-yl) -2-trifluoromethylbenzylidene] cyclohex-2-fluoren-1-one (compound 2, 0.93 g) as a yellow solid, NMR 1.92 (m, 2H), 2.36 (t, 2H), 2.48 (t, 2H), 7.40-7.62 (m, 6H), 7.92 (dd, 1H), 8.04 (d , 1H), 8.15 (s, 1H), 8.66 (s, 1H). Ridge test example 1 4- (1,2, cardiotriazol-1-yl) -2-trifluoromethylbenzoic acid (3.32 g) dissolved in dichloromethane and a catalytic dose of N, N-di Chlorhexidine (2.5 ml) was added dropwise to the methylformamide solution at 2 ° C. The mixture was stirred for 3 hours and allowed to volatilize. The residue was dissolved in a suspension of dichloromethane, 1,3-Cyclohexanedifluorene (1.52 g) dissolved in dichloromethane and triethylamine (4.16 g) was added dropwise at 0.0 ° C. The reaction mixture was heated to 20 ° C, and then dried for 0.5 hours. Then, it was diluted (ethyl acetate), and then washed with an aqueous citric acid solution. The organic layer was dried (magnesium sulfate) and evaporated. The residue was purified by column chromatography to obtain 3- [4- (1,2,4-tri Azol-1-yl) -2-trifluoromethylbenzylideneoxy] cyclohex-2-en-Ione as a yellow solid (3.05 g), NMR 2.15 (m, 2Η), 2.50 (t, 2Η ), 2.70 (t, 2H), 6.10 (s, 1H), 8.03 (m, 1H), 8.12 (d, 1H), 8.19 (s, 1H), 8.22 (s, 1H), 8.73 (s, 1H) The following compounds can be prepared by a similar method: 5,5-dimethyl-3- [4- (1,2,4 · triazol-1-yl) -2-trifluoromethylbenzyloxy Base) ring 2-en-1-one, which can be used directly in the next stage; 5-methyl-3- [4- (1,2,4-dijun-1-yl) -2-trifluoromethylbenzene Medonyloxy] cyclohex-2-ene-P ,, NMR 1.17 (d, 3H), 2.15-2.30 (m, 2H), 2.3 5-2.75 (m, 3H), 6.08 (s, 1H ), 8.00-8.27 (m, 4H), 8:78 (s, 1H); -36 This paper is the size of Shizhou Chinese National Standard (CNS) A4 specification (210X297 mm) (Please read the precautions on the back before filling (This page)

508215 浐 ^-^, 'only T, disappeared in Hezhu d 卬 卬 A7 B7 V. Description of the invention (34) 5,5-monomethyl-3- [2-chloro-4- (1 , 2,4 · tris-1-yl) benzylideneoxy] cyclohexen-1-one, NMR 1.18 (s, 6H), 2.35 (s, 2H), 2.60 (s, 2H), 6 〇8 (s, 1H), 7.75 (d, 1Η), 7.97 (s, m), 8_10_8.20 (m, 2H), 8.76 (s, 1H); 3- [2-chloro-4- (l, 2,4-triazol-1-yl) benzylideneoxy] cyclohex-2-en-1-one; 5-methyl-3- [2-chloro-4- (1,2,4- Triazol-l-yl) benzyloxy) cyclohexen-1-one; 3acridin-2-sulfanyl-4- (1,2,4-triazol-1-yl) benzyl Oxy] cyclohex-2-ene; and 3- [2-methyl-4- (1,2,4-triazol-1-yl) benzyloxy] cyclohex-2-ene-• ίΐ · Examine example 2 to 20. (:, Methyl 4- (1,2,4-triazol-1-yl) -2-trifluoromethylbenzoate (5.07 g) dissolved in methanol was added with an aqueous sodium hydroxide solution (1.50 g) After stirring the mixture for 4 hours, it was partially evaporated and then extracted with ether. The aqueous layer was acidified (aqueous citric acid solution) and then extracted with ethyl acetate. The organic layer was dried (magnesium sulfate) and evaporated to obtain 4- (1,2,4-triazol-1 · yl) -2-trifluorofluorenylbenzoic acid (3.32 g) 'NMR 8.25 (1Η), 8.34-8 · 42 (3Η), 10.00 (s, 1H) The following compounds can be prepared by a similar method: 2-chloro-4- (1,2,4-triazol-1-yl) benzoic acid,] ^ 1 ^ 7.71 (4 111), 7.93 (s, 1H), 8.05-8.18 (m, 1H), 8.82 (s, 1H); 2-methylsulfan-4- (l, 2,4-triazol-1-yl) carboxylic acid, NMR 2.5 (s, 3H), 7.7 (m, 2H), 8.0 (d, 1Η), 8.3 (s, 1H), 9.5 (s, 1Η), 13.2 (bs, 1H); and _: 37-paper size ❹] 彳, head ?: County (CNS) A4 size (210X297—mm) (Please read the precautions on the back before filling out this page) Order 508215 by the Ministry of Economy and Trade ir-^-ΛΒ Erxiaofen cooperation * print Lack A7 B7 V. Description of the invention (35) 2-methyl_4_ (1 , 2,4triazole-1 · yl) benzoic acid, NMR 2.6 (s, 3H), 7.8 (d, 1H), 7.9 (s, 1H), 8.0 (d, 1H), 8.3 (s, 1H), 9.4 (s, 1H), 13 〇 (bs, 1H) 〇t Example 3 At 20 ° C, for 4-chloro_2-trifluoromethylbenzene dissolved in n, N-dimethylformamide Formyl methyl ester (4.95 g) was added with 1,2,4-Sanjun (2.0 g) and carbonate I (40 g) 'and the mixture was stirred at 60 C for 4 hours. The mixture was diluted (ether), and the same After washing (# lemon-sat aqueous solution), it is dried (phosphonium sulfate). Purification of the residue by column chromatography can obtain 4- (1,2,4-triazol-1-yl) -2-trifluoromethyl Methyl benzoate (5.07 g), NMR 3 98 (s, 3H), 7 94-8 〇5 (2H), 8 15 (2 India, 8 71 (s, 1H) 〇 Using the similar method, the following can be prepared Compound: methyl 2-chloro-4- (1,2,4-triazol-1-yl) benzoate, ^] \ 1113.97 (3,311), 7 68 (d, 1H), 7.89 (s, 1H), 8.02 (s, 1H), 8.14 (s, 1H), 8.70 (s, 1H);, methylsulfan-4_ (1,2,4-triazol- ^ yl) benzoate, mp l55_156 ° C; And 2 I methyl-4- (l, 2,4-dijun-1-yl) benzoate, -106-6. 〇. According to the characteristics of the present invention, it provides a method for controlling the growth of weeds (eg, unwanted plants) in an area, which comprises using in the area a formula ⑴ 2-benzamidine ring with at least one of the herbicides dd Β1,3_diketone derivative or its agriculturally acceptable salt or metal complex thereof. Therefore, the 2-benzylidenecyclohexane β1,3 · dione derivative is used in the form of a herbicide composition (eg, compatible with a diluent or carrier and / or suitable for a herbicide group

This ^^ standard is applicable to CNS Α4 specifications (21 ^ 97 ^ tT (please read the precautions on the back before filling this page) Φ

、 1T 508215 AZ. ________________ B7 V. Description of the invention (3g) The surfactant of the compound is shared), as follows. Formula (I). The compound has herbicidal activity on dicotyledon (e.g., broadleaf) and monocotyledon (e.g., grass) plants before and / or after germination. The term "application before germination" means that weed seeds or plantlets are applied to the soil before the weeds emerge from the soil. Noun, "post-germination application" means that the weeds have grown on the soil surface and applied to them Used in weeds exposed to the surface of the soil or in the air. For example, the compound of formula (I) can be used to control the growth of: Broad-leaved weeds, such as ramie (Xianzu M20) 1 ^ 1Ι £ ΜίΙ),茺 (Am ^ anthus retroflexus), Bjdens pilosa, medicine, porcupine, sweet potato genus, such as morning glory, Tian Jing (Sesbania exalt ^ t), white mustard (Sinapis arvenq,), Longgui and policy Ears, and grass-like weeds 'such as seeing Mai Niang' ,, Umai, Matang, wild salamander, south & (such as ―rghum bicolor), shift (Eleusine indir ^) ^ getaria (PL), Such as yarrow (Setaria faberiiUi ?, foxtail, and yarrow, such as ^ 7) The amount of the compound of formula (I) is based on the nature of the weed, the composition used, the time of application. Climate, environmental conditions and (in crops Growth ^ 'when controlled') The nature of the crop varies. When applied to crop growing areas The rate of use must be sufficient to control the growth of weeds, but not cause substantial permanent damage to the crops. Generally speaking, taking the above into consideration ^ The rate of use of active ingredients from 0.01 kg to 2 kg per hectare is good, Social fruit. However, according to the problems encountered in weed control, a lower rate of use can also be used. 、 / &Quot; __ 39- ^ 's Zhang scale is applicable to China National Standard (CNS) Α4 specifications (210X ^ 97 mm) (Please read the notes on the back before filling out this page)

508215 Α7 Β7 λίί. ^-^ M 消 抡 合 竹. ^ 印 ^ · in the dipping section V. Description of the invention (37) The compound of formula (I) can also be used to selectively control the growth of weeds, for example, to control the above The growth of the species mentioned, in a direct or indirect manner, such as direct or indirect spraying, is used before or after germination in areas affected by weeds, which can be used or will be used Where crops are grown, such as cereals, such as wheat, barley, oats, corn and rice, soybeans, fields, and rice, Changyu, alfalfa, cotton, peanuts, flax, onion, juniper grapes, cabbage, rape Pole, turn, beet, and permanent or planted grassland after crop planting ^ or before and after crop germination. Selective weed control in areas affected by weeds. This area is already used or will be used for growing crops. For example, the above-mentioned crops use rates from 0.01 kg to 1.0 kg of active material per hectare. It is best to use 0.025 kg to 0.25 kg of active material per hectare. 'The compound of formula ⑴ can be used to control the growth of weeds, in particular; the growth of the above-mentioned weeds' can be applied before-or after-germination, in the construction of orchid gardens and other tree growing areas, such as forests, groves, And parks, and vegetation such as cane sugar, palm bars and rubber. For this purpose, the application method can be applied to the weeds directly or indirectly (eg, direct or indirect spraying), = land where weeds are expected to grow, and the rate of use of trees or vegetation before or after planting An active material of 0.25 kg to 2.0 kg per hectare is used, preferably from 0.25 kg to 1.0 kg of active material per hectare. : ⑴: The compound can be used to control the growth of weeds, especially the grasses of the aforementioned weeds. Examples of anti-crop heart regions, but need to control non-vegetative growth areas. For example, airfields, industrial areas, iron: roads, roads (please read the precautions on the back before filling out this page)-Yikou f 40- This paper The scale applies the Chinese National Standard (CNS) A4 specification (21〇χ 297 公 楚 508215 Λ7 B? V. Description of the invention (38 sides, river sides, irrigation channels and other waterways, bushes and fallow land or uncultivated areas, especially The control of weed growth is to reduce the risk of fire. If it is for this purpose, a complete herbicidal effect is usually required, and the rate of use of the active compound is generally higher than that of the above crop growth areas. The precise dosage depends on the treated plant and the required effect It is different. The way to meet this purpose is pre-emergence-or post-emergence application, especially 2 post-emergence-application, using direct or non-direct methods (such as direct or non-direct spray spray), the rate of use From 05 kg to kg of live material used per hectare, preferably from 05 kg to 10 kg of active material used per hectare is appropriate. If weed control is applied before germination, The compound of formula ⑴ can be added to the soil where weeds will grow. If the compound of formula ⑴ is used for post-emergence application, for example, in the air or exposed parts of weeds after germination, compound of formula ⑴ will contact the soil. Therefore, pre-tooth control of weeds that can sprout after soil towels can be carried out. Objects: For long-term control of weeds, the application of formula (I) can be repeated. According to the characteristics of the present invention, the woman ^ Ministry of Economic Affairs Printed compounds of the Consumer Standards Cooperative of the Central Bureau of Standards, including ... Group 2 for herbicidal purposes §1? Π 4 ^ Xi Xi such as the formula 2-benzamidine cyclohexane-1, 3-; Or an agriculturally acceptable salt or metal complex thereof. Its interface: lingual,: mesh: 'Agriculturally acceptable diluent or carrier and / or body and / or boundary V, 2, 2: generally suitable Used in the herbicidal combination ㈣ / ten agents, and compatible with the compound of formula (I)], compared with 508215 A7 on the second B7 V. Invention description (39 is better, it is evenly dispersed in it. Noun ,, evenly dispersed ,, Includes a composition in which the compound of formula (1) is dissolved in other components. The composition has a wide range of meanings, which includes not only a button composition that can be used as a herbicide for immediate use, but also a concentrated solution that needs to be diluted before use. Preferably, the composition includes one from 0.05 to 90% Or multiple compounds of formula VII. Herbicide compositions may include diluents or carriers and surfactants (e.g., & emollients, dispersants, or emulsifiers). Surfactants present in the herbicide compositions of the present invention May be ionic or non-ionic, thiooleate, quaternary ammonium derivatives, condensation products of ethylene oxide with alkyl and polyaromatic phenols, such as nonyl or octyl phenol, anhydromannitol Carboxylic acid esters whose free hydroxyl groups are soluble by etherification, and which undergo condensation reactions with the following alkali metals such as ethylene oxide, sulfates and sulfonic acids, such as dinonylsuccinic acid Sodium, and sodium dioctyl succinate, and alkali or alkaline earth metal salts of high molecular weight sulfonic acid derivatives, such as sodium lignosulfonate and calcium and sodium alkylbenzenesulfonate and # 5. > r :, the middle il -T eliminator: Hezhuzhi t is more suitable, the herbicidal composition according to the present invention may contain up to 5% by weight of a surfactant, such as containing 5% Up to 10% by weight, but if necessary, the herbicidal composition according to the present invention may include a higher ratio of the interface, the tongue 1 *, and the like, up to 15% by weight of a liquid emulsifiable suspension concentrate, and Concentrated liquid aqueous solution with a weight ratio of 25%. Examples of suitable solid diluents or carriers are aluminum silicate, talc, calcium magnesium carbonate, kieselgUhr, calcium phosphate, dry cork powder, adsorbent activated carbon and clay, such as Nanling clay and clay. . Preferably, the preparation of a solid composition (its form may be soot, granules, or clear powder) can be formula ⑴Chemical-42- (Please read the precautions on the back and fill in this 筲) This paper is suitable for fl towel Guanjia standard (CNS) M specifications (2lQx 297 feet-¾¾ central i?. · ^ ^ eliminate the combination of bamboo seals?-508215 A7 a -_______ bT '__ 5. Description of the invention (4〇). ~ The product is ground together with a solid diluent, or in a volatile solvent, a solid release agent or a carrier is added to the solution of the compound of formula (I). After the solvent is volatilized, the product is ground to obtain a powder. The preparation of the granules can use Compounds (already dissolved in a suitable solvent, which can be volatile if necessary) are adsorbed on a granular solid diluent or carrier, if necessary, the solvent is volatilized, or the composition particles are made into a powder as described above & The characters of the solid herbicide group, especially Keqing powder and granules, may include a humectant or a dispersion: (as in the above-mentioned form), if it is solid, it can be used as a diluent or carrier. Liquid according to the present invention Composition, which may be a surfactant Aqueous, organic or aqueous-organic solutions, suspensions and emulsions. Suitable liquid diluents for inclusion in liquid compositions include water, glycols, tetrahydrofurfuryl alcohol, acetophenone, cyclohexanone, Isophorone, toluene, dimethyl mill oil, animal oil, vegetable oil, and petroleum fractionated light oil and naphthalene (and a mixture of the above diluents). Surfactants can be present in liquid compositions, which can be ionic or non-ionic Ionic (such as the above-mentioned form), if it is liquid, it can be used as a diluent or carrier. K., Su Bei powder, dispersible particles and liquid composition can be diluted with water or other Ca thinners, such as minerals Oil or vegetable oil, especially when the diluent or carrier is a liquid concentrate of oil, the composition can be used immediately. The diluent or carrier is a liquid concentrate of oil, which does not require further dilution by electrostatic spray technology when used If necessary, the liquid composition according to the present invention also contains traditional adjuvants such as adsorbents, protective colloids, thickeners, penetrating agents, coating agents, foot relaxers, reducers, and anti-caking agents. Agent These coloring agents and corrosion inhibitors ". Kinds States (210;! ^ 2 stone (Hong Please read the Notes on the back to fill out Page)

View 215 Α1 Β7 V. Description of the invention (M adjuvant can be used as a diluent or carrier. Human basis :: Mingzhi herbicide composition may include together with the compound of formula I: and two other compounds with insecticidal activity It is preferred that the uniform Bazheng be included in it. If necessary, it may include compatible, knife body, curse # α ″ successive diluents or surface active agents and traditional adjuvants as described above. Herbicidal compositions that may be included within the scope of the present invention, or combined with, examples of pest active compounds include herbicides, such as alachlor [2 | 2,6L diethyl, methyl Oxymethyl calenyl benzyl], Acetyl azine) [2K ethylamino: isopropylamino · 1,3,5- = _], bromocinil dimo_ 4-based card Nitrile], Crotulluron (Heart 010 ^ 〇1 虹 〇11) [1 ^ (3-chloro-4 · methylphenyl) -N, N_dimethylurea], Xereneqin (Cyanazine) [2-chloro · 4hepta-cyano-1methylethylamino group> 6-ethylamino- 丨 '3,5-three-cultivation], 2,4-D [2,4- Dichloromethoxyacetic acid], dicamba [3,6_dichloro_2_methoxybenzobismuth] 'Daifen bitter gourd (di fenzoquat; ^, fluorenyldifluorenyl-3 5-diphenyl-pyrazole salt] 'Furaipumbimecil (£ 1Ca1) 1 * 〇1) 11 ^ 11 > 4) [> ^ 2 -(] ^ Phenylfluorenyl group—3-gas-4-fluoroaniline) -methyl valerate], fluocetylturon [N, _ (3 monofluoromethyl epitope) · ν, Ν-monomethylurea], iSOprOturon [N '-(4-isopropylphenyl) _N, N-difluorenylurea], insecticides, such as the Ministry of Synthesis Hit:]] X Dilutes bamboo dipper f. Pyrethroids, such as, pennethrin and cypermethrin, and fungicides, such as carbamates, such as , N- (l-butyl-aminomethylmethyl-benzimidazole) methylcarbamate, and triazoles, such as 1- (4-chloro-benzyl) -3,3-dimethyl Base-1- (1,2, 'triazole- ^ yl) · but-2--2-0, 1-44-This paper is suitable for Sichuan National Standard (CNS) A4 (210X 297 mm) 508215 A7 B7 V. Description of the invention (42) (Please read the notes on the back before filling out this page) The herbicidal composition that can be included in the scope of the present invention, or a compound that has pest control activity and other biological activity that is shared with it Examples of the materials as described above, when it is an acid, if necessary, places state using conventional derivatives, such as alkali metal and amine salts and esters. The following examples can be used to illustrate the herbicidal composition according to the present invention. The following trademarks will appear in the examples: Synperonic, Solvesso, Arylan, Arkopon, Sopropon, Tixosil, Soprophor, Attagel, Rhodorsil 0 Example C1: The production of an emulsifiable concentrate is as follows: Active ingredient (Compound 1) 20% w / v N- Amidopyrrolidone (NMP) 25% w / v Dodecylbenzoic acid (70%) (CaDDBS) (Arylan CA) 4% w / v Nonylphenol ethylene oxide propylene oxide concentrate ( NPEOPO) (Synperonic ΝΕΕ 1800) 6% w / v Aromatic solvent (Solvesso) to 100 vol. NMP, active ingredient (Compound 1), CaDDBS, NPEOPO and aromatic solvent are stirred until a clear solution appears, and then aromatic solvent Adjust to the desired volume. Example C 2 The formation of a wettable powder is as follows: Active ingredient (Compound 1) · 50% w / w dodecyl benzoate acid steel (Arylan SX85) 3% w / w methyl oleyl tartrate (Arkopon T ), 5% w / w -45- This paper is suitable for Sichuan National Standard (CNS) A4 (210X 297 mm) 508215 A2 B7 V. Description of the invention (43) Polypropionate steel (Sopropon T36) 1% w / w Microcrystalline Dioxide Fragmentation (Tixosil 38) 3% w / w Chinese clay 38% w / w After mixing the above composition, grind the mixture in a jet mill. Example C 3 The suspension concentrate is generated as follows: 50% w / v 5% w / v 0.5% w / v 0.5% w / v 0.2% w / v 1.5% w / v 0.003% w / v to 100 vol 50% w / w 3% w / w 5% w / w 1% w / w 8% w / w 3 0% w / w 3% w / w (Please read the notes on the back before filling this page) Activity Ingredients (Compound 1) Antifreeze (Polypropylene Glycol) Ethyl Tricinnamic Acid Sodium Phosphate (Soprophor FL) Nonylphenol 9 Mole Ethoxylate (Ethylan BCP) Sodium Polycarboxylate (Sopropon T36) Attaclay (Attagel) Anti-foaming agent (Rhodorsil AF426R) The above components were stirred with water and then ground in a bead mill. Example C 4 The formation of moisture is as follows: Active ingredient (Compound 1) Sodium dodecyl benzoate (Aryl an SX8 5) Methyl oil-based tartaric acid steel (Arkopon T) Polypoly acid steel (Sopropon Τ36) Combined Agent (wooden acid steel), Chinese clay microcrystalline dioxide crushed (Tixosil 3 8) After stirring the above components, the mixture is ground in a jet mill, the same as -46- National Standard for Medium-sized Paper (CNS) A4 specification (210X 297 mm) 508215 A7 B7 5. In the description of the invention (44), granules are made by adding water and drying in a suitable granulation place (such as a fluid bed dryer). The active ingredients can be optionally ground individually or mixed with some or all of the ingredients. The compounds according to the invention are used in herbicide applications according to the following procedure. Method of using herbicidal compounds: Test Method A a) Introduction An appropriate amount of a compound for treating plants is dissolved in acetone, which makes the solution an application rate equivalent to 250 grams of test compound (g / ha) per hectare. This solution was applied using a standard laboratory herbicide sprayer, which applied an equivalent of 290 litres of spray solution per hectare. b) Weed control: Prior to germination, seeds are planted in a plastic square containing 70 square millimeters of non-sterile soil and 75 millimeters deep. The number of seeds in each pot is as follows:-Weed species 1) Abutilon theophrasti (Amaranthus retroflexus) Galium aparine Ipomoea purpurea Xanthium strumarium 2) Grass See Alopecurus myosuroides, Avena fatua, Echinochloa crus-galli 'a 15 Approximate number of seeds in each pot 10 20 10 10 15 10 (Please read the notes on the back before filling this page) 2 47- The size of this paper is suitable for Λ Chinese National Standard (CNS) Α4 size (210X 297 mm) 508215 Λ !. _____ —____ B7 _ V. Description of the invention (45) Setaria viridis 20 3) urgent action ' Grass (Cyperus esculentus) 3 Crops 1) Broadleaf 3 3 2 6 6 (Please read the notes on the back before filling out this page} Cotton One hundred 2) Grassy corn rice wheat The compound of the present invention is applied to the soil surface, including seeds , Which is as described in ⑷. Each treatment was applied to a pot of crops and a pot of weeds in a control group with no spray or only acetone. After treatment, each pot was placed on a capillary weave in a glass room, and water was sprayed from above. Visually assess crop damage 20-24 days after spraying. This result is expressed as a percentage reduction in growth or damage to crops or weeds compared to plants in the control group. c) 墼 ^ Control: After weeding, weeds and crops are directly planted in a 75-mm-deep, 70-square-millimeter John Innes pot compost pot, except for Amaranthus, which is removed from the stage of small plants Li re-implanted into the basin the previous week. The plants were allowed to grow at a temperature of 1:50 until sprayed with compounds that could treat the plants. The paper & degree in each pot is in accordance with the Chinese Family Standard (CNS) A4 specification 508215 A7 B7 V. Description of the invention (46) The number of objects is as follows:-1) The number of plants in each pot of broad-leaved weed species 茼Hemp (Abutilon theophrasti) 3 1-2 Amaranthus retroflexus 4 1-2 Galium aparine 3 Ipomoea purpurea 3 1-2 Xanthium strumarium 1 2-3 leaves 2) Broad-leaved weed weed species Number of plants in each pot See growth stage Alopecums myosuroides 8-12 1-2 leaves Avena fatua 12-18 1-2 Yeye Echinochloa crus-galli 4 2-3 Setaria viridis 15-25 1-2 leaves 3) Number of plants in each pot Growth stage Cypenis esculentus 3 3 leaves 1 ). The number of plants in each pot of broad-leaved crops. Growing stage cotton 2 1 leaf soybean 2 2 leaves 2) 1 ^ _ crops. The number of plants in each pot of growing stage corn 2 2-3 leaf bodies (please read the precautions on the back first) (Fill in this page again) 4

、 1T -49- The paper size is appropriate, the national standard rate (CNS) A4 specification (2iGX 297 public love) 508215 The middle of the Ministry of Shanghai «. ^-^ H_T. Elimination of bamboo women's seal envy A7 B7 5 Description of the invention (47) Rice 4 2-3 leaves wheat 5 2-3 leaves The compounds used for treating plants are directly used on plants, as described in (a). Each treatment was applied to a pot of crops and a pot of weeds in a control group with no spray or only acetone. After the treatment, each pot was placed on a capillary weave in a glass room, and after 24 hours, water was sprayed once from above and then controlledly irrigated. Visually assess crop damage 20-24 days after spraying. This result is expressed as a percentage reduction in growth or damage to crops or weeds compared to plants in the control group.

Test method B 1 Application after germination of paddy fields in a greenhouse Fill the 170 cm2 plastic pots with paddy soil, add appropriate amounts of water and chemical fertilizers, and cultivate them into paddy fields. Rice plants (variant strains: Koshihikari) that had been cultivated in the greenhouse to the second leaf stage were put into pots (two small plants in each pot). Then, in each pot, a good amount of 稗 (Echinochloa oryyim ^), Monochoi ^ vaginalis, Mo Shang Cai (LL—a prnm… k,), and Scjrpus were planted in advance. juncoides) 6 ^ seeds, and then add water to a depth of 3 cm. Plants were grown in a greenhouse to a stage where EchilKchlOa reached 1.5 leaves, using a solution prepared by dissolving the compounds in the example in 100% acetone, wherein the active ingredient content h was equivalent to 75) 3 〇〇 and 1200 g / ha. This solution is used dropwise with a dropper. After 21 days of using the chemical, visually evaluate the effect of the herbicide on the weeds -50- + paper size Shizhou Chinese National Standard (CNS) A4 specification (210X 297 mm) (Please read the precautions on the back before Fill out this page}-峤.

、 1T 508215 48 NS C standard {Bu Guo national rule sheet of paper J A7 τη, O / V. Description of the invention (not more than phytotoxicity to rice, compared with the control group of plants, the knot does not reduce growth Percentage or damage to crops or weeds. In Test Method A, when the amount used is equal to or less than 25〇 ^} ^, the application of the compound 1) 3 7 32? , 99 and 166 reduce the growth of at least one or more weeds. In the range of toxicity to weeds β, the compound is specific to at least one crop. Bad When the amount used is equal to or less than 1200 g / ha, the compound of the present invention] 3, 卜 and ⑽ make the growth of one or more of the above weeds: 90%. / Saki > (Please read the notes on the back before filling in this page j

A4

Claims (1)

508215 Patent Application No. 87111593 Patent Application Amendment to Patent Scope (March 89) A8 B8 C8 D8 VI. Apply for a patent. I Announce each new compound of formula (I) m dragon: I. 'η 嗔 示-Amendment of this case Whether to change the original substantial internal poverty Printed by the Employees' Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs (i) I where = R2 Table:-halogen; linear or branched alkyl groups with up to 3 carbon atoms, optionally replaced by one or more halogen atoms Benzyl; or -S (0) PR10; η is an integer of 0 or 1 to 3; wherein when η is greater than 1, the R2 groups may be the same or different; P is 0, 1 or 2; X is-( CH2) V-; v is 0 or 1; R3 is 1,2,4-triazol-1-yl; Q is hydroxyl or -S-phenyl; R6 and R7 are hydrogen or methyl; R1G is lower alkyl ; Or an agriculturally acceptable salt or metal complex thereof. (Please read the notes on the back before filling this page) This paper size applies to China National Standard (CNS) A4 specification (210 × 297 mm) 508215 A8 B8 C8 D8 Patent application scope 2. It includes an effective amount of the first substance according to the patent application scope,-agricultural or agriculturally acceptable salts or metal complexes thereof acceptable diluents or carriers and / or surfactants 3 A method for preparing weeds in a region, comprising applying an effective amount of a compound of formula (I) according to item 1 of the scope of patent application or an agriculturally accessible compound or metal complex thereof according to the scope of the patent application in the area. Herbicide composition of item 2. 4. The method according to item 3 of the scope of patent application, wherein the area is an area where crops have been or will be planted, and the application rate of the compound of formula (I) or its salt or its metal complex is 0.01 kg per hectare To 1 kg. -------------- Order (Please read the notes on the back before filling in this page, > Printed by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs This paper is sized to the Chinese National Standard (CNS) A4 (210 X 297 mm) ^ ----