TW201141380A - Herbicidal uracils - Google Patents

Herbicidal uracils Download PDF

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TW201141380A
TW201141380A TW100114745A TW100114745A TW201141380A TW 201141380 A TW201141380 A TW 201141380A TW 100114745 A TW100114745 A TW 100114745A TW 100114745 A TW100114745 A TW 100114745A TW 201141380 A TW201141380 A TW 201141380A
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Won-Pyo Hong
Thomas Paul Selby
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Du Pont
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52Two oxygen atoms
    • C07D239/54Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/541,3-Diazines; Hydrogenated 1,3-diazines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/0803Compounds with Si-C or Si-Si linkages
    • C07F7/081Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring

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

Abstract

Disclosed are compounds of Formula 1, including all stereoisomers, N-oxides, and salts thereof, wherein R1, X1, X2, W1, A, W2, R3, W3 and R4 are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling undesired vegetation comprising contacting the undesired vegetation or its environment with an effective amount of a compound or a composition of the invention.

Description

201141380 六、發明說明: 【發明所屬之技術領域】 本發明係關於某些除草尿嘧啶,其#_氧化物、鹽類及 組合物,以及其用於控制非所欲植物之用途。 【先前技術】 里受的 控制非所欲植物對於達成高收成效率係極為 特別是在有益的農作物巾,如水稻、黃豆、甜菜、玉 只焉鈴薯小麥、大麥、番篇和種植作物,達到選擇 性控制雜草的生長是非常有需要的。在這些作物中放任 '、草生長會&成生產力的顯著減少並因此造成消費者的 =本增加。在非作物區控制相欲植物也是相當重要 效、更廉r :广 之產品’但仍需要更有 位點之新賴化合物。 -竟更女全或具有不同作用 【發明内容】 本發明係關於式丨化合物( 氧化物、匕栝所有立體異構物)、其^ 乳化物及其鹽類、含有這些 為除草劑之用途: 0物之農業組合物及其作 其中 155859.doc201141380 VI. INSTRUCTIONS OF THE INVENTION: FIELD OF THE INVENTION The present invention relates to certain herbicidal uracils, their #_oxides, salts and compositions, and their use for controlling undesired plants. [Prior Art] The control of undesired plants is extremely important for achieving high harvesting efficiency, especially in beneficial crops such as rice, soybeans, beets, jade, wheat, barley, rice and crops. Selective control of weed growth is highly desirable. In these crops, ', grass growth will & a significant reduction in productivity and thus the consumer's = this increase. The control of companion plants in non-crop areas is also quite important and cheaper: a wide range of products' but still need more new compounds. - The present invention relates to a compound of the formula (oxides, all stereoisomers of hydrazine), an emulsion thereof and salts thereof, and the use of these as herbicides: 0 agricultural composition and its work 155859.doc

201141380 R1係Η、胺基或(^-(:3烧基; X1係Η或鹵素; X係li素、氰基、胺基、肖基、_cf3或_c(=S)NH2 ; W1係Ο或s ; A係一苯環、吡啶環或嘧啶環,該環選擇性地以至多4 個獨立選自R2的取代基取代; W2係 Ο ' s 或 N(R9); 各R2係獨立為鹵素、氰基、烷基、CVC6鹵烷 基、C「C6烷氧基或(^-(:6鹵烷氧基; R係C! -C:3伸燒基,其以至少一 R5取代;或 R3係-C(=〇)-; W3係〇或S ; R4係 Η、-〇R6、_SR6、_NR7R8 或 〇.M+ ; M係一農業上合適的驗金屬陽離子或敍陽離子; 各汉係獨立為鹵素、氰基、羥基、Cl_c6_烷基、C!-C6烧氧基、Ci-C6鹵院氧基、CrCe烧硫基、C1-C6炫 月女基、C2_CS二烧胺基或C2_C:6院氧幾基; R 係 Η、(^-(:6烧基、C2-C6烯基、c3-C6快基、C2-C6 齒 淀基、C2-C6鹵烯基、C3-C6鹵炔基、c2-C6烷氧烷 基、C3-C8烷氧羰烷基、CVC6烷胺基、c2-C8二烷胺 基、-n=c(r10)(r")、c3-c1()二烷氧烷基、c3_Cl0烷 氧燒氧院基、C;2-C8烧硫烧基、C2-C8烧亞續酿炫 基、C2-C8烷磺醯烷基、C2-C6氰烷基、c3-C1G三烷矽 基、CVC丨1三烧石夕基(烧基)、C5_Ci2三烧石夕基(烯 155859.doc 201141380 基)、C5-C丨2三烧石夕基(缺基)、C5-C^2三烧石夕基(燒氧 烷基)、c2-c8烷羰胺基、c2-c6鹵烷氧烷基、c3-c8^ 烷氧羰烷基、C3-C8烷羰烷基、C3-C8烯氧烷基、c3_ C8烯氧羰烷基、C3-C8鹵烯氧烷基、c2-c6烷胺烧 基、c3-c8二烷胺烷基、c2-c6胺羰烷基、c3-c8烷胺 烧羰烷基或c3-c8二烷胺羰烷基;或 R·係 GA ' -(CR12R13)qTGA、GBKCR14R15)UTGB ;或 R5及R6在一起作為Cl_C3伸烷基,包括與該R5及R6連接 之原子’形成一 4至7員環,該環選擇性地以至多兩 個選自画素、Ci-C6烧基或CrCe鹵烧基的取代基取 代; 各q及u係獨立為選自1至4的整數; 各τ係獨立為一直接鍵、-〇_、_8_或_n(r18)_ ; 〇八係苯基或苄基;或一 5或6員雜芳環,各苯基、苄基 或雜芳環選擇性地以至多4個獨立選自R〗6的取代基 在碳環員上取代及選自Rw的取代基在氮環員上取 代; G係一 3至7員非芳香或部分芳香碳環,該環選擇性地 包括選自由_N(Rl7)-、养N-、_C(哪、_〇_及各所 成群組之%員,该環選擇性地以至多4個選自r1 6 的取代基取代;或 R 係11、cvc6院基、c2_c6稀基、c2_c6快基、 烷^、C3-C8烧氧幾烧基、Ci_C6烧氧基S1C2_C8二炫 胺石黃醯基;或—笨環或节基,各選擇性地以至多五 155859.doc 201141380 個選自CVC3絲、_CFjCi_c3烧氧基的取代基在環 員上取代; R8係Mcvq烷基;或 一對連接到相同氮原子的R7及R8在-起與該氣原子形 成3至7員雜環,該雜環含有選自碳原子及選擇性 地至多3個雜原子的環員,雜原子係選自至多2個 〇至多2個s及至多2個N,該環選擇性地以至多4個 獨立選自齒素、氰基、c,-c3燒基及Cl_C3烧氧基的 .取代基在碳原子環員上取代及選自烧基的取代 基在氮原子環員上取代; R9係Η或CVC3烷基; R及R11各獨立為11或(:广(:3烷基; 各\2、R 、RllRl5係獨立為烧基;或 R及R在一起作為一氧原子,與該一 Ri2及_ Rls 連接之碳原子形成—羰基部分(moiety); R及R在一起作為一氧原子,與該一 R!2及—RlJ 連接之碳原子形成一羰基部分; 素、CVM基、·CF3或Ci_C3^氧基; 各R17係烷基;及 R18係 烷基。 更特定言之,本發明係關於一式1化合物(包括所有立 體異構物)、其氧化物或其鹽類。本發明亦關於一除草 組口物’其包含本發明之一化合物(即具有除草有效量) 及至^額外的除草劑或除草劑安全劑。本發明亦關於 155859.doc 201141380 一除草組合物,其包含本發明之一化合物(即具有除草有 效量)及至少一選自由界面活性劑、固體稀釋劑及液體稀 釋劑所組成之群組的組分。本發明進一步關於一種控制 非所欲植物成長的方法,其包含以一除草有效量的本發 明化合物(如本文中所述之組合物)接觸該植物或其環 境。本發明亦關於一種種植前除盡(pre_plant burndown> 的方法。 【實施方式】 如本文中所使用,術語「包含」、「包括」、「具有」 「含有」、「特徵為」或該術語任何其他的變化,係意指 在涵蓋非排他性的包含,並受到任何明確表示的限制。 例如,包含元素列表的組合物、混合物、製程或方法不 必僅限於那些元素,而是可以包括未明確列出的或該組 合物、混合物、製程或方法所固有的其他元素。 連接詞「由…組成」則排除任何未明確說明的元素、 步驟或成分。如果是在申請專利範圍中,這樣的用詞將 會封閉中請專利範圍,使其除了在通常會與其相關的雜 質之外,{包括那些在列舉以外的物質。當該速接詞 組成」出現在巾請專利範圍主體的子句,而非緊 接著序s ’其只限制在該子句中提 到的兀素;其他兀素 〜體上不會從申請專利範圍中被排除。 連接詞「主要由.,組成用 ?疋義包括除那竣字面 上所揭露以外的材料、步驟、 特徵成份或元素的組合 物或方法,但前提是這歧額外 一頻卜的材枓、步驟、特徵、成 155859.doc 201141380 份或元素並不舍音 會實負衫響申請專利範圍所主張發明的基 本和新穎特性^ 「 術主要由…組成」居於「包含」與 「由‘.·組成」之間的中間地帶。 申月人以開放式用語如「包含」定義-發明或其部 分,則表示f 非ς» ^ 另有說明)該敘述應解讀為亦以「主要 由…所’’且成」或「由所組成」描述該發明。 .此夕「卜:除非另有明確相反陳述,否則「或」係指包含 或」而不疋指排他性的「或」。例如,以下任何 一種情況均滿足條件「A或B」:A是真(或存在的)且B是 爲(或不存在的),^ + i )A疋偽(或不存在的)且B是真(或存在 的)’以及A和B都是真(或存在的)。 同樣地,位於本發明之元素或成份之前的不定冠詞 在非限制性地說明該元素或成份的 實例數目(即出現翁·、。m lL「 I。 数)因此一」或「一個」應理解為 包括一個或至少-個,且該元素或成分的單數詞形也包 括複數,除非該數目顯然是指單數。 如本文中所提到’術語「幼苗」,無論是單獨使用或與 其他字組合,意指從—種子胚芽發育的幼嫩植物。 士本文中所提到’術語「闊葉」,無論是單獨使用或是 在諸如「闊葉雜草」的字詞中使用,意指雙子葉植物(術 語,用來描述一群特徵為胚胎具有兩個子葉的被子植 物)。 在此所用的術語「烷化劑」意指-種化合物,其中一 個含石炭的自由基透過-個碳原子鍵結到—個脫離基(如齒 個 「—.及「—如 · 155859.doc •9- 201141380 化物或績酸鹽),該脫離基可以藉由鍵結一個親核劑到前 述之碳原子來替換。除非另有說明,術語「烷化」並非 限制含碳自由基為烧基;在烧化劑中的該含碳自由基包 括指定用於R4及R5之碳鍵結取代基自由基的變異。 以上詳述中,術語「烷基J (可單獨使用或與其他字組 合’如「燒硫基J或是「函烷基」)包括直鏈或是支鏈烷 基,例如,曱基、乙基、正丙基、異丙基、或不同的丁 基、戊基或己基異構物《「烯基」包括直鏈或是支鏈烯 類,如乙烯基、1_丙烯基、2-丙烯基以及不同的丁婦 基、戊烯基及己烯基異構物。「烯基」也包括多烯,如 1,2-丙二烯基以及2,4_己二烯基。「炔基」包括直鏈或支 鏈炔類,如乙炔基、1-丙炔基、2-丙炔基以及不同的丁 块基、戊炔基和己炔基異構物。「炔基」亦可包括包含多 個三鍵組成的部分,例如2,5-己二炔基。「伸烷基」表示 一個直鏈或支鏈的烷二基。「伸烷基」的實例包括- C Η 2 -、· C Η 2 C Η 2 -、 -CH(CH3)-、-CH2CH2CH2-、-CH2CH(CH3)-。 「烷氧基」包括例如曱氧基、乙氧基、正丙氧基、異 丙氧基和各種丁氧基、戊氧基和己氧基異構物。「烧氧烧 基」意指烷基上經烷氧基取代。「烷氧烷基」的實例包括 ch3och2、ch3och2ch2、ch3ch2och2、ch3ch2ch2ch2och2 及ch3ch2och2ch2。「二烷氧烷基」表示兩個獨立的烷 氧基’在該烧基上之相同或不同碳上被取代。「二烧氧烧 基」的實例包括(ch3o)2ch及ch3ch2o(ch3o)ch。「烷硫 155859.doc •10- 201141380 基」包括或直鏈或支鏈的烷硫基部分,如曱硫基、乙硫 基以及不同的丙硫基、丁硫基、戊硫基及己硫基異構 物。「烷胺基」、「二烷胺基」等等,係被與上面實例做類 似的界定。術語「烷硫烷基」表示烷基上被烷硫基取 代。「烷硫烷基」的實例包括CH3SCH2、CH3SCH2CH2、 CH3CH2SCH2、CH3CH2CH2CH2SCH2及 CH3CH2SCH2CH2。 術語「烷亞磺醯烷基」表示烷基上被烷亞磺醯基取代。 「烷亞磺醯烷基」的實例包括ch3s(=o)ch2、 CH3S(=0)CH2CH2 、 CH3CH2S(0)CH2 、 ch3ch2ch2ch2s(=o)ch2及 ch3ch2s(=o)ch2ch2。術語 「烷磺醯烷基」表示烷基上被烷磺醯基取代。「烷磺醯烷 基」的實例包括 ch3s(o)2ch2 、ch3s(o)2ch2ch2 、 CH3CH2S(0)2CH2 、ch3ch2ch2ch2s(o)2ch2及 ch3ch2s(o)2ch2ch2。 「烷氧羰基」的實例包括CH30C(=0)-、 CH3CH20C(=0)- 、ch3ch2ch2oc(=o)-、(ch3)2choc(=o)-及不同的丁氧 羰基或戊氧羰基異購物。「烷氧烷氧烷基」表示至少一直 鏈或支鏈烷氧基部分,其鍵結至一直鏈或支鏈烷氧烷基 部分。「烷氧烷氧烷基」的實例包括CH3OCH2OCH2-、 CH3CH2OCH(CH3)OCH2-及(ch3o)2choch2-。術語「烯 氧烷基」表示一烯氧基部分,其鍵結至一烷基。「烯氧烷 基」 的 實例包括 CH2=CHCH2OCH2-、 CH3CH=CHCH2OCH2-及 CH2=CHCH2OCH2CH2-。「烷羰 155859.doc 201141380 基」表示一直鍵或支鏈烧基部分,其鍵結至一c(=o)部 分 。「烷羰基」的實例包括CH3C(=〇)-、 CH3CH2CH2C(=0)-及(CH3)2CHC(=0)-。術語「烯氧羰烷 基」表示一稀氧基,其鍵結至一叛烧基。「浠氧烧艘院 基」 的實例包括 ch2=chch2c(=o)ch2-、 ch3ch=chch2c(=o)ch2-及 ch2=chch2c(=o)ch2ch2-。 「環院基」包括例如環丙基、環丁基、環戊基及環己 基。「環烯基」包括像是環戊烯基及環己烯基的基團,以 及具有多於一雙鍵的基團,像是1,3-環己二烯基及1,4-環 己二烯基。術語「烧胺院基」表示一直鏈或支鏈烧基部 分,其鍵結至胺基(直鏈或支鏈)烷基部分上的一氮原 子。「烷胺烷基」的實例包括CH3NHCH2-、 (CH3)2CHNHCH2-及 CH3NHCH(CH3)-。術語「二烷胺烷 基」表示兩個直鏈或支鏈烷基部分,其鍵結至胺基(直鏈 或支鏈)烧基部分上的一氮原子。「二烧胺烧基」的實例 包 括(CH3)2NCH2- 、 (CH3)2CN(CH3)CH2-及 CH3N(CH3)CH(CH3)-。術語「胺羰烷基」表示一胺基, 其鍵結至一羰烷基部分。「胺羰烷基」的實例包括 H2NC(=0)CH2-及 H2NC(=0)CH(CH3)-。術語「二烧胺幾 烷基」表示一二烷胺基,其鍵結至一羰烷基上的c(=0)部 分。「二烷胺羰烷基」的實例包括(CH3)2NC(=0)CH2-及 (ch3ch2)2nc(=o)ch(ch3)-。術語「烷胺烷羰烷基」表 示一直鏈或支鏈烷胺烷基’其鍵結至一羰烷基上的C(=0) 部分 。「烷胺烷羰烷基」的實例包括 155859.doc 12 201141380 ch3nhch2c(=o)ch2-及ch3ch2nhch2c(=o)ch2-。術語 「烷羰胺基」表示一直鏈或支鏈烷基,其鍵結至一 C(=0)NH-部分。「烷羰胺基」的實例包括CH3C(=0)NH- 、ch3ch2ch2c(=o)nh-及(ch3)2chc(=o)nh-。 術語「鹵素」,無論是單獨使用或在像是「齒烷基J的 複合詞中使用,或者在像是「被鹵素取代的烷基」的敘 述中使用時,包括氟、氯、溴或碘。此外,當在像是 「鹵烷基」的複合詞中使用時,或者在像是「經齒素取 代的烷基」的敘述中使用時,所述烷基可能經相同或不 同的鹵素原子部分或全部取代。「_烷基」或「經_素取 代的烷基」的實例包括F3C-、C1CH2-、CF3CH2-及 CF3CC12-。術語「鹵烧氧基」、厂鹵烯基」、「鹵炔基」、 「鹵烯氧烷基」、「函烷氧烷基」、「_烷氧羰烷基J等 等,係以術語「鹵烷基」的相似方式定義。「鹵烷氧基」 的實例包括 CF30-、CC13CH20-、HCF2CH2CH20-及 CF3CH20-。「鹵烯基」的實例包括(C1)2C = CHCH2-及 CF3CH2CH=CHCH2-。「鹵快基」的實例包括1^0:三(:(:11〇1-、CF3CeC-、CC13CeC-及 FCH2C三CCH2-。「鹵環炫基」的 實例包括2-氯環丙基、2-氟環丁基、3-溴環戊基及4-氯環 己基。術語「鹵環烯基」表示在環烯基上以鹵素取代。 「氰院基」表示一經一或多個氰基取代的烧基。「氣烧 基」的實例包括 ncch2-、(nc)2ch-、NCCH2CH2-及 CH3CH(CN)CH2-。 術S吾「二烧胺續酿基」表示兩個獨立的直鍵或支鍵烧 155859.doc 13 201141380 基部分,其鍵結至胺磺醯基的一氮原子上。「二烷胺磺醯 基」 的實 例包括 (ch3)2ns(o)2- 、 (ch3ch2ch2)(ch3)ns(o)2- 、((ch3)2ch)(ch3)ns(o)2-及((ch3)2ch)2ns(o)2-。術語 「烷氧羰烷基」表示在一直鏈或支鏈烷基上經烷氧羰基 取代。「烷氧羰烷基」的實例包括CH30C(=0)CH2-、 CH3CH2〇C(=0)CH2CH2· 、 CH3CH2CH2〇C(=0)CH2-、 (CH3)2CH0C(=0)CH2-、CH30C(=0)CH(CH3)-及不同的丁 氧羰基或戊氧羰基異構物。 「三烷矽基」包括3個連接至一矽原子並透過其連接之 支鏈及/或直鍵烧基自由基。實例包括三曱矽基、三乙石夕 基及三級丁基二曱石夕基。當該術語後面接著括號裡的基 團時(即三烧石夕基(烧基)、三烧石夕基(稀基)、三烧石夕基(院 氧烧基)或三烧石夕基(快基)),該括號裡的基團將三烧石夕基 連接至所述的變異。在術語三烧石夕基前的碳原子總數包 括在三烷矽基部分及括號裡基團的碳原子。 取代基的碳原子總數以字首「CrCj」表示,其中i和j 為1至10的數字。例如’ CrC4烷胺基表示曱胺基到丁胺 基’ 烧氧烧基表示CH3〇CH2- ; c3院氧烧基表示如 CH3CH(OCH3)-、CH3OCH2CH2-或 CH3CH2OCH2-;及 C4 烧 氧烧基表示經含有總共四個碳原子的烧氧基取代的烧基之 各種異構物’實例包括CH3CH2CH2OCH2-及 CH3CH2OCH2CH2-。 當一化合物經一取代基取代,且該取代基帶有一下標 155859.doc -14- 201141380 表示該取代基的數目可以超過l,該取代基(當其超過i 時)係獨立選自被定義的取代基基團,例如,(R2)n,n係 〇' 1、2、3或4。當一基團含有一個可為氫的取代基時, 例如R1或X1,則當此取代基作為氫時,視為相當於該基 團未被取代。當一可變基團顯示為選擇性地連接到一位 置上,例如.(R )n,其中n可以為〇,則氫可能在該位置 上,即使該可變基團的定義中並未提及。當描述基團上 的一個或多個位置為「沒有被取代」或「未取代」時, 則氫原子將連接其上以佔據任何自由價。 除非另有說明,做為式丨組分之「環」(例如取代基α) 係碳環或雜環°術語H意指形成環主鏈的原子或 其他部分(例如Ο、S或Ν)。 口碳環」、「碳環化合物」或「碳環系」表示一環 或%、糸’其中形成環主鏈的原子僅選自碳。除非另有說 ^ 一碳環可以為飽和、部分不飽和或完全不飽和環。 不飽和碳環滿足休克耳定則卿㈣仙),則 被稱作「芳環」。「飽和碳環」意指-個環,其主 :由:::鍵互相連接的碳原子所組成;除非有特別說 月餘下的碳價由氫原子佔據。 雜環」或「雜環系」表示一環或環系,其中至 固形成裱主鏈的原子不是碳如 雜環包含至多2個氮原子、至多201141380 R1 is a hydrazine, an amine group or (^-(:3 alkyl); X1 system or halogen; X system li, cyano, amine, Schottky, _cf3 or _c(=S)NH2; W1 system Or s; A is a monophenyl ring, a pyridine ring or a pyrimidine ring, and the ring is optionally substituted with up to 4 substituents independently selected from R2; W2 is Ο ' s or N (R9); each R 2 is independently halogen , cyano, alkyl, CVC 6 haloalkyl, C "C6 alkoxy or (^-(: 6 haloalkoxy; R system C! -C: 3 alkyl, substituted with at least one R5; or R3 is -C(=〇)-; W3 is 〇 or S; R4 is Η, -〇R6, _SR6, _NR7R8 or 〇.M+; M is an agriculturally suitable metal cation or cation; Is halogen, cyano, hydroxy, Cl_c6_alkyl, C!-C6 alkoxy, Ci-C6 halogen oxy, CrCe thiol, C1-C6 erythro, C2_CS diamine or C2_C: 6-yard oxygen group; R system Η, (^-(:6 alkyl, C2-C6 alkenyl, c3-C6 fast radical, C2-C6 dentate, C2-C6 haloalkenyl, C3-C6 haloalkyne , c2-C6 alkoxyalkyl, C3-C8 alkoxycarbonyl, CVC6 alkylamino, c2-C8 dialkylamino, -n=c(r10)(r"), c3-c1() Alkoxyalkyl, c3_Cl0 alkane Oxygen-burning base, C; 2-C8 sulfur-burning base, C2-C8-sintering saponin, C2-C8 alkanesulfonyl, C2-C6 cyanoalkyl, c3-C1G trialkyl sulfhydryl, CVC丨1三烧石夕基(烧基), C5_Ci2三烧石夕基(Alken 155859.doc 201141380 基), C5-C丨2 三烧石夕基(基基), C5-C^2 三烧石Ethyl (alkoxyalkyl), c2-c8 alkylcarbonylamino, c2-c6 haloalkyloxyalkyl, c3-c8^ alkoxycarbonylalkyl, C3-C8 alkylcarbonylalkyl, C3-C8 oxyalkylene Base, c3_C8 olefinoxycarbonylalkyl, C3-C8 halooxyalkyl, c2-c6 alkylamine alkyl, c3-c8 dialkylamine alkyl, c2-c6 amine carbonylalkyl, c3-c8 alkylamine Carboxyalkyl or c3-c8 dialkylamine carbonylalkyl; or R. GA ' -(CR12R13)qTGA, GBKCR14R15) UTGB; or R5 and R6 together as Cl_C3 alkylene group, including attached to R5 and R6 The atom 'forms a 4 to 7 membered ring which is optionally substituted with up to two substituents selected from the group consisting of a pixel, a Ci-C6 alkyl group or a CrCe halogen group; each q and u system is independently selected from 1 to 4 Integer; each τ is independently a direct bond, -〇_, _8_ or _n(r18)_; octagonal phenyl or benzyl; or a 5 or 6 membered heteroaryl ring, each phenyl, benzyl The base or heteroaryl ring is optionally substituted on the carbocyclic ring with up to 4 substituents independently selected from R 6 and the substituent selected from Rw is substituted on the nitrogen ring member; G is a 3 to 7 member non-aromatic Or a partially aromatic carbocyclic ring, the ring optionally comprising a member selected from the group consisting of _N(Rl7)-, N-, _C (which, _〇_, and each group, the ring optionally being up to 4 Substituted with a substituent selected from r1 6; or R system 11, cvc6, c2_c6, c2_c6, alkane, C3-C8 azepine, Ci_C6 alkoxy S1C2_C8 dioxin; - a stupid ring or a benzyl group, each optionally at most five 155859.doc 201141380 substituents selected from CVC3 filaments, _CFjCi_c3 alkoxy groups are substituted on the ring member; R8 is a Mcvq alkyl group; or a pair is attached to the same nitrogen R7 and R8 of the atom form a 3- to 7-membered heterocyclic ring with the gas atom, the heterocyclic ring containing a ring member selected from a carbon atom and optionally at most 3 heteroatoms selected from at most 2 fluorenes. Up to 2 s and up to 2 N, the ring optionally having up to 4 substituents independently selected from the group consisting of dentate, cyano, c, -c3 alkyl and Cl_C3 alkoxy groups on a carbon atom ring Substituting a substituent selected from the group consisting of a substituent on a nitrogen atom ring; R9 is a hydrazine or a CVC3 alkyl group; R and R11 are each independently 11 or (: broad (: 3 alkyl; each \2, R, RllRl5) Independently a burnt group; or R and R together as an oxygen atom, a carbon atom bonded to the Ri2 and _Rls forms a carbonyl moiety; R and R together act as an oxygen atom, and the R! 2 and - RlJ are bonded to a carbon atom to form a carbonyl moiety; a steroid, a CVM group, a CF3 or a Ci_C3 oxy group; each of the R17 alkyl groups; and an R18 alkyl group. More specifically, the present invention relates to a compound of formula 1 (including all stereoisomers), an oxide thereof or a salt thereof. The invention also relates to a herbicidal composition comprising a compound of the invention (i.e., having a herbicidally effective amount) and to an additional herbicide or herbicide safener. The invention also relates to a herbicidal composition comprising a compound of the invention (ie having a herbicidally effective amount) and at least one group selected from the group consisting of surfactants, solid diluents and liquid diluents. Minute. The invention further relates to a method of controlling the growth of an unwanted plant comprising contacting the plant or its environment with a herbicidally effective amount of a compound of the invention (such as a composition as described herein). The invention also relates to a method of pre-planting (pre_plant burndown). [Embodiment] As used herein, the terms "including", "including", "having" "containing", "characterizing" or any of the terms Other variations are meant to encompass non-exclusive inclusions and are subject to any explicit limitation. For example, a composition, mixture, process, or method that includes a list of elements is not necessarily limited to those elements, but may include not explicitly listed Or other elements inherent in the composition, mixture, process or method. The conjunction "consisting of" excludes any element, step or ingredient that is not explicitly stated. If it is in the scope of the patent application, such a word will Will close the scope of the patent, so that in addition to the impurities usually associated with it, {including those outside the enumeration. When the quick-sentence component appears in the clause of the subject of the patent, not tight Subsequent to s 'which limits only the elements mentioned in the clause; other elements are not physically excluded from the scope of the patent application The conjunction "mainly consists of, consists of, and includes a combination of materials, steps, features, or elements other than those disclosed on the surface, provided that this is an additional factor. , characteristics, into 155859.doc 201141380 copies or elements are not played, the basic and novel characteristics of the invention claimed in the scope of application for patents ^ "composition is mainly composed of" is composed of "contains" and "by" The middle ground between the two. The Shen Yue people define in an open language such as "contains" - the invention or part thereof, that f is not ς» ^ otherwise stated) the narrative should be interpreted as "mainly by..." The invention is described as "consisting of" or "consisting of." On the following day, "or" means "or" which includes or does not mean exclusivity unless otherwise stated to the contrary. For example, any of the following cases satisfies the condition "A or B": A is true (or existing) and B is (or does not exist), ^ + i ) A is false (or non-existent) and B is True (or existing)' and A and B are both true (or existing). Similarly, an indefinite article preceded by an element or component of the invention is used to limit the number of instances of the element or component (i.e., the occurrence of Weng··m lL "I. Number") so that one or "one" should be understood. The singular singular encompasses the singular singular singular singular singular singular singular. As used herein, the term "seedling", whether used alone or in combination with other words, refers to a young plant that develops from a seed germ. The term 'broad leaf' as mentioned in this article, whether used alone or in words such as "wideleaf weeds", means dicotyledons (terms used to describe a group of features for embryos with two Cotyledon angiosperms). As used herein, the term "alkylating agent" means a compound in which a carbon-containing free radical is bonded to a leaving group through a carbon atom (eg, "-. and" - as 155859.doc • 9-201141380 compound or acid salt), the leaving group can be replaced by bonding a nucleophilic agent to the aforementioned carbon atom. Unless otherwise stated, the term "alkylation" does not limit the carbon-containing radical to a burning group. The carbon-containing free radical in the burn-in agent includes a variant that specifies a carbon-bonded substituent radical for R4 and R5. In the above detailed description, the term "alkyl J (which may be used alone or in combination with other words such as "sulphur-based J or "alkyl") includes straight-chain or branched alkyl groups, for example, thiol and Base, n-propyl, isopropyl, or different butyl, pentyl or hexyl isomers ""alkenyl" includes straight-chain or branched olefins such as vinyl, 1-propenyl, 2-propene And different butanyl, pentenyl and hexenyl isomers. "Alkenyl" also includes polyenes such as 1,2-propadienyl and 2,4-hexadienyl. "Alkynyl" includes straight-chain or branched acetylenic species such as ethynyl, 1-propynyl, 2-propynyl and the different butyryl, pentynyl and hexynyl isomers. The "alkynyl group" may also include a moiety comprising a plurality of triple bonds, such as 2,5-hexadiynyl. "Alkyl" means a straight or branched alkanediyl group. Examples of the "alkylene group" include -C Η 2 -, · C Η 2 C Η 2 -, -CH(CH3)-, -CH2CH2CH2-, -CH2CH(CH3)-. "Alkoxy" includes, for example, decyloxy, ethoxy, n-propoxy, isopropoxy and various butoxy, pentyloxy and hexyloxy isomers. By "oxygenated alkyl" is meant an alkyl group substituted with an alkoxy group. Examples of the "alkoxyalkyl group" include ch3och2, ch3och2ch2, ch3ch2och2, ch3ch2ch2ch2och2, and ch3ch2och2ch2. "Dialkyloxyalkyl" means that two independent alkoxy groups are substituted on the same or different carbons on the alkyl group. Examples of the "two-burning oxygen-based base" include (ch3o) 2ch and ch3ch2o (ch3o)ch. "Alkyl sulphide 155859.doc •10- 201141380" includes or a straight or branched alkylthio moiety such as thiol, ethylthio and different propylthio, butylthio, pentylthio and hexyl sulfide Base isomer. "Alkylamino", "dialkylamino" and the like are defined similarly to the above examples. The term "alkylsulfanyl" means that the alkyl group is substituted by an alkylthio group. Examples of the "alkylthioalkyl group" include CH3SCH2, CH3SCH2CH2, CH3CH2SCH2, CH3CH2CH2CH2SCH2, and CH3CH2SCH2CH2. The term "alkylsulfinylalkyl" means substituted on the alkyl group with an alkylsulfinyl group. Examples of the "alkylsulfinylalkyl group" include ch3s(=o)ch2, CH3S(=0)CH2CH2, CH3CH2S(0)CH2, ch3ch2ch2ch2s(=o)ch2, and ch3ch2s(=o)ch2ch2. The term "alkylsulfonylalkyl" means substituted on the alkyl group with an alkanesulfonyl group. Examples of the "alkylsulfonyl group" include ch3s(o)2ch2, ch3s(o)2ch2ch2, CH3CH2S(0)2CH2, ch3ch2ch2ch2s(o)2ch2, and ch3ch2s(o)2ch2ch2. Examples of "alkoxycarbonyl" include CH30C(=0)-, CH3CH20C(=0)-, ch3ch2ch2oc(=o)-, (ch3)2choc(=o)-, and different butoxycarbonyl or pentyloxycarbonyl groups. . "Alkoxyalkoxyalkyl" means an at least straight chain or branched alkoxy moiety bonded to a straight chain or branched alkoxyalkyl moiety. Examples of the "alkoxyalkyloxyalkyl group" include CH3OCH2OCH2-, CH3CH2OCH(CH3)OCH2-, and (ch3o)2choch2-. The term "alkenyloxy" means an alloxy moiety bonded to an alkyl group. Examples of the "alkenyloxy group" include CH2=CHCH2OCH2-, CH3CH=CHCH2OCH2- and CH2=CHCH2OCH2CH2-. "Alkylcarbonyl 155859.doc 201141380" represents a straight or branched alkyl moiety bonded to a c(=o) moiety. Examples of "alkylcarbonyl" include CH3C(=〇)-, CH3CH2CH2C(=0)-, and (CH3)2CHC(=0)-. The term "alkenyloxycarbonyl" means a diloxy group bonded to a rebel base. Examples of the "oxygen burning base" include ch2 = chch2c (= o) ch2-, ch3ch = chch2c (= o) ch2-, and ch2 = chch2c (= o) ch2ch2-. "Circular base" includes, for example, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl. "Cycloalkenyl" includes groups such as cyclopentenyl and cyclohexenyl, and groups having more than one double bond, such as 1,3-cyclohexadienyl and 1,4-cyclohexane. Dienyl. The term "amined amine base" means an all-chain or branched alkyl group which is bonded to a nitrogen atom on an amine (linear or branched) alkyl moiety. Examples of the "alkylaminoalkyl group" include CH3NHCH2-, (CH3)2CHNHCH2- and CH3NHCH(CH3)-. The term "dialkylaminoalkyl" means two straight or branched alkyl moieties bonded to a nitrogen atom on an amine (linear or branched) alkyl moiety. Examples of the "diamined amine group" include (CH3)2NCH2-, (CH3)2CN(CH3)CH2- and CH3N(CH3)CH(CH3)-. The term "aminocarbonylalkyl" denotes an amine group which is bonded to a carbonylalkyl moiety. Examples of the "aminocarbonylalkyl group" include H2NC(=0)CH2- and H2NC(=0)CH(CH3)-. The term "diamined alkylene" means a dialkylamino group bonded to the c(=0) moiety on a carbonylalkyl group. Examples of the "dialkylamine carbonylalkyl group" include (CH3)2NC(=0)CH2- and (ch3ch2)2nc(=o)ch(ch3)-. The term "alkylamine alkylcarbonyl" means a C(=0) moiety of a straight or branched alkylaminoalkyl group bonded to a carbonylalkyl group. Examples of the "alkylaminoalkylcarbonyl group" include 155859.doc 12 201141380 ch3nhch2c(=o)ch2- and ch3ch2nhch2c(=o)ch2-. The term "alkylcarbonylamino" means a straight or branched alkyl group bonded to a C(=0)NH- moiety. Examples of the "alkylcarbonylamino group" include CH3C(=0)NH-, ch3ch2ch2c(=o)nh-, and (ch3)2chc(=o)nh-. The term "halogen", whether used alone or in a compound such as "polyalkyl J" or in the description of "alkyl substituted by halogen", includes fluorine, chlorine, bromine or iodine. Further, when used in a compound such as "haloalkyl" or in the description of "atomic substituted alkyl", the alkyl group may be the same or different halogen atom moiety or Replace all. Examples of "_alkyl" or "substituted alkyl" include F3C-, C1CH2-, CF3CH2- and CF3CC12-. The terms "halo alkoxy", oligoalkenyl", "haloalkynyl", "haloalkyloxyalkyl", "alkoxyalkyl", "-alkoxycarbonylalkyl", etc., are termed A similar definition of "haloalkyl". Examples of the "haloalkoxy" include CF30-, CC13CH20-, HCF2CH2CH20-, and CF3CH20-. Examples of "haloalkenyl" include (C1)2C = CHCH2- and CF3CH2CH=CHCH2-. Examples of the "halo fast radical" include 1^0: three (: (: 11〇1-, CF3CeC-, CC13CeC-, and FCH2C tri CCH2-. Examples of "halocyclosyl" include 2-chlorocyclopropyl, 2 - fluorocyclobutyl, 3-bromocyclopentyl and 4-chlorocyclohexyl. The term "halocycloalkenyl" means substituted with a halogen on a cycloalkenyl group. "Cyanide group" means substituted by one or more cyano groups. Examples of "burning base" include ncch2-, (nc)2ch-, NCCH2CH2-, and CH3CH(CN)CH2-. The "di-alkali-renewing base" means two independent direct keys or KEYON 155859.doc 13 201141380 The base moiety, which is bonded to a nitrogen atom of the amine sulfonyl group. Examples of "dialkylamine sulfonyl" include (ch3) 2ns(o)2-, (ch3ch2ch2) ( Ch3) ns(o)2-, ((ch3)2ch)(ch3)ns(o)2- and ((ch3)2ch)2ns(o)2-. The term "alkoxycarbonylalkyl" means in the straight chain Or a branched alkyl group substituted with an alkoxycarbonyl group. Examples of the "alkoxycarbonylalkyl group" include CH30C(=0)CH2-, CH3CH2〇C(=0)CH2CH2·, CH3CH2CH2〇C(=0)CH2-, (CH3)2CH0C(=0)CH2-, CH30C(=0)CH(CH3)- and different butoxycarbonyl or pentyloxycarbonyl isomers. The group includes three branched and/or direct-bonding radicals attached to and through a single atom. Examples include a trimethyl group, a trimethyl sulfanyl group, and a tertiary butyl diterpenoid. When the term is followed by a group in parentheses (ie, three calcined bases (calcinyl), three calcined bases (lean base), three burned stone bases (house oxygen base) or three burnt stone bases (fast base)), the group in the brackets links the tricalcin group to the variation. The total number of carbon atoms before the term tricalcium includes the trialkyl sulfhydryl moiety and the parenthetical group. Carbon atom The total number of carbon atoms of the substituent is represented by the prefix "CrCj", where i and j are numbers from 1 to 10. For example, 'CrC4 alkylamino group means amidino group to butylamino group'. CH2-; c3 courtyard oxyalkyl group means, for example, CH3CH(OCH3)-, CH3OCH2CH2- or CH3CH2OCH2-; and C4 alkoxyalkyl group means various isomers of alkyl group substituted by alkoxy groups containing a total of four carbon atoms' Examples include CH3CH2CH2OCH2- and CH3CH2OCH2CH2-. When a compound is substituted with a substituent, and the substituent has a subscript 155859. Doc -14- 201141380 indicates that the number of substituents may exceed 1, and the substituent (when it exceeds i) is independently selected from the substituent groups defined, for example, (R2)n, n is 〇'1, 2, 3 or 4. When a group contains a substituent which may be hydrogen, such as R1 or X1, when the substituent is hydrogen, it is considered to be equivalent to the group being unsubstituted. When a variable group is shown to be selectively attached to a position, such as .(R)n, where n can be deuterium, then hydrogen may be at that position, even though the definition of the variable group is not mentioned and. When one or more positions on the group are described as "unsubstituted" or "unsubstituted", then a hydrogen atom will be attached to it to occupy any free price. Unless otherwise indicated, a "ring" (e.g., substituent a) which is a component of the formula is a carbocyclic or heterocyclic ring. The term H means an atom or other moiety (e.g., hydrazine, S or hydrazine) which forms a ring backbone. The carbocyclic ring, "carbocyclic compound" or "carbocyclic ring" means a ring or %, 糸' wherein the atom forming the ring backbone is selected from carbon only. Unless otherwise stated ^ A carbocyclic ring can be a saturated, partially unsaturated or fully unsaturated ring. The unsaturated carbon ring meets the shock ear rule (4) cents, which is called the "aromatic ring." "Saturated carbocycle" means a ring whose main consists of carbon atoms connected to each other by a bond: unless otherwise stated, the remaining carbon price is occupied by hydrogen atoms. "Heterocyclic" or "heterocyclic" means a ring or ring system in which the atom to form a ruthenium backbone is not a carbon such as a heterocycle containing up to 2 nitrogen atoms, at most

及至多2個硫原子。除 氣原子U 分不飽和或*入_明’雜環可以為飽和、部 -王不飽和壤。當-完全不飽和雜環滿足休 «55859.doc 201141380 克爾法則’則該環亦稱作「雜芳環」&「芳香雜環」。除 非另有說明,雜環和雜環系可透過任何可得的碳或氛, 藉由取代該碳或氮上的氫而連接。 術語「選擇性地經取代」與雜環相關時,意指未經取 代的基團或具有至少-非氫取代基的基團,該取代基不 會使基團未經取代時原有的生物活性消滅。如本文中所 使用,下列定義應適用於本文中,除非另有說明。術語 「選擇性地經取代」可與片語「經取代或未經取代」或 與術語「(未)經取代」互換使用。除非另有說明,選擇 性地經取代的基團可能在該基團每個可取代的位置具有 一個取代基,而且每個取代作用均彼此獨立。 當R3係在發明内容總覽中定義為經至少一 R5取代的 A伸烷基,該CVC3伸烷基連接式!中的W2及·C(=W3)R4部 分。當R3係經至少-R5取代的(^伸絲,所生成的化合 物不是下面的式少就是式llb(其中W2係連接至式i中的 A) 〇 w2And up to 2 sulfur atoms. In addition to the gas atom U is not saturated or * into the ~ ring 'heterocyclic ring can be saturated, part - king unsaturated soil. When the - fully unsaturated heterocyclic ring satisfies the word «55859.doc 201141380 Kerr's rule, the ring is also called "heteroaromatic ring" & "aromatic heterocyclic ring". Unless otherwise indicated, heterocycles and heterocycles can be attached through any available carbon or atmosphere by substituting hydrogen on the carbon or nitrogen. The term "selectively substituted" when used in connection with a heterocyclic ring, means an unsubstituted group or a group having at least a non-hydrogen substituent which does not leave the original organism unsubstituted. The activity is eliminated. As used herein, the following definitions shall apply to this document unless otherwise stated. The term "optionally substituted" may be used interchangeably with the phrase "substituted or unsubstituted" or with the term "(un)substituted." Unless otherwise indicated, a selectively substituted group may have one substituent at each substitutable position of the group, and each substitution is independent of each other. When R3 is defined in the Summary of the Invention as an alkyl group substituted with at least one R5, the CVC3 alkyl group is attached! W2 and · C (= W3) R4 part. When R3 is substituted by at least -R5 (^, the resulting compound is not the following formula: llb (wherein W2 is attached to A in formula i) 〇 w2

ilaIla

R4 當R3係經至少一R5取代的C2伸烷基,該c2伸烷基可為 直键或支鏈。該R5取代基可連接至兩個可得碳原子之其 一或兩者》所生成的結構不是下面的式1 h化合物就是式 Ρ化合物(其中W2係連接至式1化合物t的A)。構成(:2伸 155859.doc •16· 201141380 烷基的剩餘位置係經氫或任何額外的R5取代基取代,可 允許至多最大總數的R5取代基,如發明内容總覽中所定 義。R4 When R3 is a C2 alkyl group substituted by at least one R5, the c2 alkyl group may be a straight bond or a branched chain. The structure in which the R5 substituent can be attached to one or both of the two available carbon atoms is not the compound of the formula 1 h below, which is a compound of the formula (wherein the W2 is attached to the compound t of the formula 1). Composition (: 2 extension 155859.doc • 16· 201141380 The remaining positions of the alkyl group are replaced by hydrogen or any additional R5 substituent, allowing up to a maximum number of R5 substituents, as defined in the Summary of the Invention.

當R3係經至少一 R5取代的C3伸烷基,該R5取代基可連 接至C3伸烧基的任何碳原子。所生成的結構不是下面的 式l3a、l3b、l3c就是l3d化合物(其中W2係連接至式1中的 A)。構成C3伸烧基的剩餘碳原子係經氫或任何額外的R5 取代基取代’可允許至多最大數目的R5取代基,如發明 内容總覽中所定義。When R3 is a C3 alkyl group substituted with at least one R5, the R5 substituent may be attached to any carbon atom of the C3 alkyl group. The resulting structure is not the following formulas l3a, l3b, l3c which are l3d compounds (wherein W2 is attached to A in formula 1). The remaining carbon atoms constituting the C3 alkyl group are substituted by hydrogen or any additional R5 substituent to allow up to a maximum number of R5 substituents, as defined in the Summary of the Invention.

當R4在發明内容總覽中特別定義為_〇-M+,該術語中的 0_意指氧的陰離子。例如,當W3係S或0,所生成的硫代 羧酸或羧酸(即當r4係OH)能去質子化以形成一陰離子。 因此,如發明内容總覽中定義的M+可為任何農業上適合 的驗金屬陽離子或敍陽離子,其與〇-陰離子連接。農業 上適合的鹼金屬陽離子包括鋰(Li+)、鈉(Na+)或鉀(K+)。 155859.doc •17- 201141380 農業上適合的銨陽離子包括三曱基銨((CH3)3N+)、三乙基 銨((CH3CH2)3N+)及三 丁基銨((CH3CH2CH2CH2)3N+)。 如發明内容總覽中所描述,一 R12及一 R】3可在—起作 為一氧原子,與該R12及R13所連接的碳原子形成—幾基 部分。例如’當R4係-〇R6或-SR6 ; R6係· (CR12R13)qTGA ;及 q係 1、2、3 或 4,僅有一(CRl2i^3)可 在一起形成一羰基。作為一具體實例,索引表A中的化 合物73係一化合物,其中R4係_〇r6 ,r6係_ (CR12Ri3)qTGA’ Ga係一苯環;τ係一直接鍵;以系2; 一_ (CR12R13)部分係-CH2-;及第二_(CRi2R〗3)部分係一羰基 (即一 R12及一 R13在一起作為一氧原子,與該一 Rl2及一 R13所連接的碳原子形成一羰基部分)^如發明内容總覽 中所描述,一R14及一R15可在一起作為一氧原子,與該 一 R 2及一 Ri3所連接的碳原子形成一羰基部分。例如, 當 R4 係-OR6 或-SR6; R6 係 _(cr1V5)uTgB;及㈣」、2、3 或4,僅有一(CR14R15)可在一起形成一羰基。 當取代基A係一苯環、吡啶環或嘧啶環,其可透過任 何可得的碳原子連接至式i的其餘部分,除非另有說明。 如上所述,A可以是(除了別的之外)苯基,其選擇性地經 一或多個選自如發明内容總覽中所界定的取代基群組中 的取代基所取代。選擇性地經至多四個取代基取代的苯 基實例係在展示1中八]至八_3所描示的環,其中(r、係 如發明内容總覽中為R2所界定者(即函素或氛基)且〇^一 0至4的整數。 155859.doc •18· 201141380 如上所述,A也可為一吡啶環或嘧啶環,其選擇性地 經一或多個選自如發明内容總覽中所界定的取代基群組 中的取代基(如展示1所示)所取代,其中向左伸出的鍵係 連接至式1中的W1且向右伸出的鍵係連接至式1中的W2 ; 及η係〇至4。選擇性地被至多四個取代基取代的苯環實例 包括展示1中描示的環八—丨至八」,其中(R2)n係如發明内 容總覽中為(R2)所界定的任何取代基(即齒素或氰基等等) 且η係〇至4的整數,其受限於每個a基團上之可得位置 數目選擇生地被至多四個取代基取代的。比咬環或。密咬 環實例包括展示!中描示的環“至A_2〇,其中(R2)n係如 發内容總覽中為(R2)所界定的任何取代基(即函素或氰 ,等等)且η係—〇至4的整數,其受限於每個A基圑上之可 仔 < 置數目。當八_14至^2()僅有兩個可得位置時,這些When R4 is specifically defined as _〇-M+ in the summary of the invention, 0_ in the term means an anion of oxygen. For example, when W3 is S or 0, the resulting thiocarboxylic acid or carboxylic acid (i.e., when r4 is OH) can be deprotonated to form an anion. Thus, M+ as defined in the Summary of the Invention may be any commercially suitable metal cation or cation, which is attached to a ruthenium anion. Suitable agricultural alkali metal cations include lithium (Li+), sodium (Na+) or potassium (K+). 155859.doc • 17- 201141380 Suitable ammonium cations for agriculture include trimethylammonium ((CH3)3N+), triethylammonium ((CH3CH2)3N+) and tributylammonium ((CH3CH2CH2CH2)3N+). As described in the Summary of the Invention, a R12 and a R3 may be formed as an oxygen atom and form a base moiety with the carbon atom to which R12 and R13 are attached. For example, 'when R4 is -R6 or -SR6; R6 is (CR12R13)qTGA; and q is 1, 2, 3 or 4, and only one (CRl2i^3) can form a carbonyl group together. As a specific example, the compound 73 in the index table A is a compound in which R4 is _〇r6, r6 is _(CR12Ri3)qTGA'Ga is a benzene ring; τ is a direct bond; The CR12R13) moiety is -CH2-; and the second _(CRi2R3) moiety is a carbonyl group (ie, a R12 and a R13 are taken together as an oxygen atom to form a carbonyl group with the carbon atom to which the R1 and R13 are attached. Part II) As described in the Summary of the Invention, a R14 and a R15 may together act as an oxygen atom, forming a carbonyl moiety with the carbon atom to which the R 2 and a Ri 3 are attached. For example, when R4 is -OR6 or -SR6; R6 is _(cr1V5)uTgB; and (d)", 2, 3 or 4, only one (CR14R15) may together form a carbonyl group. When substituent A is a monophenyl, pyridine or pyrimidine ring, it can be attached to the remainder of formula i through any available carbon atom unless otherwise indicated. As noted above, A can be, among other things, a phenyl group optionally substituted with one or more substituents selected from the group of substituents as defined in the Summary of the Invention. Examples of phenyl groups optionally substituted with up to four substituents are those depicted in VIII to _3 of Figure 1, wherein (r, as defined in the Summary of the Invention for R2 (ie, a pheromone) Or an integer of 0 to 4. 155859.doc • 18· 201141380 As mentioned above, A may also be a pyridine ring or a pyrimidine ring, optionally selected from one or more selected from the contents of the invention. Substituted in the substituent group defined in the substituent group (shown in Figure 1), wherein the leftwardly extending bond is attached to W1 in Formula 1 and the rightwardly extending bond is attached to Formula 1. W2; and η system 〇 to 4. Examples of benzene rings which are optionally substituted with up to four substituents include the ring VIII-丨 to 八" shown in Figure 1, wherein (R2)n is in the summary of the invention Any substituent defined by (R2) (ie, dentate or cyano, etc.) and η is 〇 to an integer of 4, which is limited by the number of available positions on each a group, and is selected to be at most four The substituents are substituted. The examples of the bite ring or the bite ring include the ring shown in !! to A_2〇, where (R2)n is in the content overview. (R2) any substituent (ie, cyanide or cyanide, etc.) defined by η and 〇 to 的 to an integer of 4, which is limited by the number of suffixes on each A 。. 14 to ^2() when there are only two available positions, these

A-5 A基團的以系限制為〇 — 次的整數,且n為〇意指該Λ基團 ’、、工Α且-虱係存在於由(r2)。所表示的位置上。 展示1The A-5 A group is limited to a 〇-time integer, and n is 〇 means that the oxime group ', Α, and - 虱 are present in (r2). The position indicated. Display 1

155859.doc 19- 201141380155859.doc 19- 201141380

如上所迷As above

A-19 A-20 河迓接到相同氮原子的R7及R8在 該氮原子形成-3至7.員雜環’該雜環含有選自碳原子 選擇性地至多3個雜原子的環員’該雜原子係選自至多 個Ο、至多2個S及至多2個\,該環選擇性地以至多*個: 立選自函素、氰基、Μ烧基及Ci_C3烧氧基的取代 f碳原子環員上取代及選自Ci_C3燒基的取代基在氮原 環員上取代;在此定義下,該選自至多2個〇、至多2個 及至多2個N原子的環員為選擇性的,因為雜原子環員: 數目可能為零。該環選擇性地經至多4個獨立選自南素 氰基、q-c:3烷基及Cl_C3烷氧基的取代基在碳原子環丨 取代及選自q-C3烷基的取代基在氮原子環員上取代 這些選擇性的取代基(當存在時)係連接至汉7及Μ所提^ 的環部分中可得的碳原子環員及氮原子環員。 ‘ 環如:明内容總覽中所定義’心以是一 5或6員⑽ 衣其可為飽和或未飽和的,選擇性地經_或夕 夕*t固選虐 155859.doc 201141380 如發明内容總覽中所界定的取代基群組之取代基取代。 一選擇性地經一或多個取代基取代的5或6員雜芳環實例 包括展示2中描示的環B-1至B-60,其中RV係如發明内容 總覽中為R16所界定的任何取代基(在碳原子上 界定的任何取代基(在氮原子上),一至 受限於各B基團可得位置的數目。當B 29、 B-42、B-43、B-45、B-46及B_47僅有一個可得位置時, 這些B群組的4限制為…的整數,且_意指該料團 未絰取代且一氫係存在於由、所表示的位置上。 展示2 (RV)r 3 yf r 4(Rv)r,h:,A-19 A-20 The rhodium and R8 of the same nitrogen atom are formed in the nitrogen atom to form a -3 to 7. member heterocyclic ring. The heterocyclic ring contains a ring member selected from carbon atoms and optionally up to 3 hetero atoms. 'The heteroatom is selected from a plurality of hydrazines, up to 2 S and up to 2\, and the ring is optionally at most *: a substituent selected from the group consisting of a troponin, a cyano group, a decyl group and a Ci_C3 alkoxy group. a substituent substituted on the carbon atom ring member and a substituent selected from the group consisting of a Ci_C3 alkyl group; wherein, under the definition, the ring member selected from at most 2 fluorene, up to 2 and up to 2 N atoms is Selective because of the hetero atom ring: The number may be zero. The ring is selectively substituted with up to 4 substituents independently selected from the group consisting of a non-cyano group, a qc:3 alkyl group and a Cl_C3 alkoxy group at a carbon atom and a substituent selected from the group consisting of a q-C3 alkyl group at a nitrogen atom. Substituting these optional substituents, when present, is attached to the carbon atom ring and nitrogen ring ring members available in the ring portion of the Han 7 and the oxime. ' Ring as: defined in the summary of the contents of the 'heart' is a 5 or 6 members (10) clothing can be saturated or unsaturated, selective _ or 夕 夕 * t solid election abuse 155859.doc 201141380 Substituents for the substituent groups defined in the overview are substituted. Examples of a 5 or 6 membered heteroaryl ring optionally substituted with one or more substituents include the rings B-1 to B-60 shown in Figure 2, wherein the RV is as defined in the Summary of the Invention for R16. Any substituent (any substituent defined on a carbon atom (on a nitrogen atom), limited to the number of positions available for each B group. When B 29, B-42, B-43, B-45, When B-46 and B_47 have only one available position, the 4 of these B groups is limited to an integer of ..., and _ means that the group is not replaced and a hydrogen is present at the position indicated by . 2 (RV)r 3 yf r 4(Rv)r,h:,

0 5 (Rv)r 40 5 (Rv)r 4

2 B-5 (Rv)r B-2 B-3 B-42 B-5 (Rv)r B-2 B-3 B-4

4, N- B-74, N- B-7

,N/V)r/V 〜o Β·1〇 、N 乂、N B-16 N B-17 -S B-13 (RV)rVj B-18 B-14 4,N/V)r/V 〜o Β·1〇 , N 乂, N B-16 N B-17 -S B-13 (RV)rVj B-18 B-14 4

N—O B-19 (RV)r B-15 (n Β·2〇 155859.doc -21- 201141380 4 (Rv)r Ο—N B-21 4 (RV)r N—N B-26 (RV)r w B-31 4 (RV)r N—S B-22 3 (RV)r N/ -N B-27N—O B-19 (RV)r B-15 (n Β·2〇155859.doc -21- 201141380 4 (Rv)r Ο—N B-21 4 (RV)r N—N B-26 (RV )rw B-31 4 (RV)r N-S B-22 3 (RV)r N/ -N B-27

5 3 (Rv) 4 (R\ B-23 s—N B-24 4 (Rv)r N—N B-28 (Rv) B-29 Nv (RV)r B-25 (Rv) B-30 ,inyrv),yY(rv),、<N/f}l N—N N—N N—N \ { B-325 3 (Rv) 4 (R\ B-23 s-N B-24 4 (Rv)r N-N B-28 (Rv) B-29 Nv (RV)r B-25 (Rv) B-30 , Inyrv),yY(rv),,<N/f}l N-NN-NN-N \ { B-32

(Rv) B-36 N(Rv) B-36 N

•N (rv)· B-41 K N//(Rvy N B-42 (Rv) (Rv) B-37•N (rv)· B-41 K N//(Rvy N B-42 (Rv) (Rv) B-37

B-33B-33

(RV)r N—N B-34 \=N B-35(RV)r N-N B-34 \=N B-35

N // N (Rv)' B-40 B-39 'N'N // N (Rv)' B-40 B-39 'N'

N: B-44 (RV)r 4 (Rv)r (Rv)N: B-44 (RV)r 4 (Rv)r (Rv)

N N=N B-45 (Rv)r (Rv)N N=N B-45 (Rv)r (Rv)

N N—N B-46 6 (Rv)r「/"N N-N B-46 6 (Rv)r "/"

N I N—N B-47N I N-N B-47

N B-51N B-51

N=N B-48 (Rv)r (NII B-53 :0 B-49N=N B-48 (Rv)r (NII B-53 :0 B-49

N (Rv)r 6 (Rv)rN (Rv)r 6 (Rv)r

A 4 B-56A 4 B-56

B-54 VN B-58B-54 VN B-58

以及 B-55And B-55

155859.doc -22- 201141380 如發明内容總覽中所 碳環或部分芳香碳環,士 f,G可以是一 3至7員非芳香 ' -N=N-,-C(=〇) 5亥環選擇性地包括選自由 包括娜及·S.所組成群組之環員。當該環 邊¥選擇性地經至多4個選自R〗6的取代 基(其中W係定義於發明内容總覽中)在碳原子環員上取 代及k自R (其中汉”係^義於發明内容 在氮原子環胃 ⑼取代基 M上取代。實例包括C-1至C-32,如下面展示 3中所顯不。 展示3155859.doc -22- 201141380 As the carbon ring or part of the aromatic carbocyclic ring in the summary of the invention, g, G can be a 3 to 7 member non-aromatic '-N=N-, -C(=〇) 5 Optionally, a ring member selected from the group consisting of Na and S. is included. When the ring edge is selectively subjected to up to 4 substituents selected from R 6 (wherein W is defined in the summary of the invention), it is substituted on the carbon atom ring member and k is derived from R (wherein the Han system) SUMMARY OF THE INVENTION The substitutions are made on the nitrogen atom ring (9) substituent M. Examples include C-1 to C-32, as shown in Figure 3 below.

155859.doc -23- 201141380 C-21 C-22155859.doc -23- 201141380 C-21 C-22

C-27C-27

c-29 C-30 C-28 ΠC-29 C-30 C-28 Π

如發明内容總覽中所述,^及尺6在一起作為Ci_c3伸烷 基’包括與該R5及R6連接之原子,形成—4至7員環,該 環選擇性地經至多兩個選自鹵素、Cl_c6烷基或Ci_C6-烧基的取代基取代;因此’該4至7員環包括其連接之環 員(即包括-R3C(=W3)R4,特別是當R4係-〇R6或_sr6)。所 生成的4至7員環係選擇性地經至多兩個選自鹵素、Cl-C:6 燒基或CrC6鹵烷基的取代基取代。尺5及R6在一起作為 C1-C3伸烷基以形成4至7員環的實例包括下面展示4中顯 示的D-1至D-15,其中Rt係選自鹵素、Cl-C6烷基或Ci_C6 齒院基且p係〇至2(如上所述),且其中向左伸出的鍵係透 過W2連接至式丨的其餘部分。 展示4 155859.doc -24· 201141380 D-5As described in the Summary of the Invention, ^ and the ruler 6 together as Ci_c3 alkylene' include atoms bonded to the R5 and R6, forming a -4 to 7 membered ring, the ring optionally being selected from at most two selected from halogen Substituted by a C1-C6 alkyl or a Ci_C6-alkyl group; thus the '4 to 7 membered ring includes the ring member to which it is attached (ie, includes -R3C(=W3)R4, particularly when R4 is -R6 or _sr6 ). The resulting 4- to 7-membered ring system is optionally substituted with up to two substituents selected from the group consisting of halogen, Cl-C:6 alkyl or CrC6 haloalkyl. Examples of the rule 5 and R6 taken together as a C1-C3 alkyl group to form a 4 to 7 membered ring include D-1 to D-15 shown in the following Table 4, wherein Rt is selected from halogen, Cl-C6 alkyl or Ci_C6 is the base of the tooth and p is tied to 2 (as described above), and wherein the key extending to the left is connected to the rest of the formula through W2. Display 4 155859.doc -24· 201141380 D-5

D-l sD-l s

D-6 D-l〇 D-14D-6 D-l〇 D-14

以及 s D-15 在該領域中已知有各式各樣的合成方法能製備芳香及 非芳香雜環和環系;若要大量回顧,可見八卷集之稼合 雜王衣化學(Comprehensive Heterocyclic Chemistry, 久.And s D-15 A wide variety of synthetic methods are known in the art for the preparation of aromatic and non-aromatic heterocyclic rings and ring systems; for a large number of reviews, it is possible to see the comprehensive Heterocyclic of the eight-volume collection. Chemistry, long time.

Katritzky and C. W. Rees, Pergamon Press, Oxford, 1984) 及一套十二卷集之综合雜環允學"(A R Katritzky,c. wKatritzky and C. W. Rees, Pergamon Press, Oxford, 1984) and a set of twelve volumes of integrated heterogeneous admissions (A R Katritzky, c. w

Rees and E. F. V. Scriven, Pergamon Press, Oxford, 1996) 〇 本發明的化合物可以存在有一個或以上之立體異構 物。各種立體異構物包括鏡像異構物、非鏡像異構物、 阻轉異構物和幾何異構物。熟習該領域之技藝人士將明 瞭,一個立體異構物當相對於其他立體異構物經濃化或 155859.doc •25· 201141380 當從其他立體異構物經分離出時,可能活性更高及/或可 能展不出有益的效果。此外,該熟習該領域之技藝人士 知道如何分離、濃化及/或選擇性地製備所述立體異構 物。本發明的化合#可以存在為立體異構物的混合物、 個別立體異構物或光學活性形式。例如,當R3係經一 R5 取代的(^伸烷基時,則式丨在汉5連接的碳原子上擁有一掌 性中心。該兩個鏡像異構物以式丨,及式丨"表示,該掌性 中心則以星號(*)表示。 X2Rees and E. F. V. Scriven, Pergamon Press, Oxford, 1996) 化合物 The compounds of the invention may exist as one or more stereoisomers. Various stereoisomers include mirror image isomers, non-image isomers, atropisomers, and geometric isomers. It will be apparent to those skilled in the art that a stereoisomer may be more active when it is concentrated relative to other stereoisomers or 155859.doc •25·201141380 when isolated from other stereoisomers. / or may not show beneficial results. Moreover, those skilled in the art will know how to separate, concentrate and/or selectively prepare the stereoisomers. The compound # of the present invention may be present as a mixture of stereoisomers, individual stereoisomers or optically active forms. For example, when R3 is substituted by an R5 group, the formula has a palm center on the carbon atom to which the 5 is attached. The two mirror isomers are of the formula, and the formula is " Said that the palm center is represented by an asterisk (*). X2

本文中所繪示的分子描示係按照描繪立體化學的標準 慣例。為了表示立體結構,從圖繪平面升向觀者的:係 以實心楔形表示,其中該楔形的寬端係連接至從圖繪平 面升向觀者的原子。往圖繪平面下方離觀者遠去的鍵係 以虛線楔形表示.,其中該楔形的窄端係連接至遠離觀者 的原子。等寬線表示與實心楔形或虛線楔形顯示的鍵具 有相反或中立方向的鍵;等寬線也表示分子或分子部分 中的鍵,其中沒有特別的立體結構要被指定。 本發明包含外消旋混合物’例如’同樣數量的式丨,及 式1”鏡像異構物。此外’本發明包括與外消旋混合物相 155859.doc -26- 201141380 比之,式1之一鏡像異構物豐富的化合物。也包括基本上 純的式1化合物鏡像異構物,例如式丨,及式厂。 當鏡像異構物豐富時,一鏡像異構物係比另一鏡像異 構=存在較多的數量,且豐富的程度可藉由鏡像異構物 過夏(「…)來定義,其係定義為(2x-l).10〇%,其中讀 混合物中主要鏡像異構物的莫耳分率(例如,鳩的“係 對應於鏡像異構物比率6〇 : 。 較佳地本發明之組合物具有更活性異構物(m〇re active 1S0mer)之至少5〇%的鏡像異構物過量丨更佳地為 至^ 75%的鏡像異構物過量;再更佳地為至少9G%的鏡像The molecular descriptions depicted herein are in accordance with standard practice for depicting stereochemistry. To represent the three-dimensional structure, it rises from the plane of the drawing to the viewer: it is represented by a solid wedge, wherein the wide end of the wedge is connected to the atom that rises from the plane of the drawing to the viewer. The key points that are away from the viewer below the plane of the drawing are indicated by dashed wedges, wherein the narrow ends of the wedges are connected to atoms away from the viewer. A constant line indicates a bond having an opposite or neutral direction to a bond shown by a solid wedge or a dotted wedge; a line of equal width also indicates a bond in a molecule or a molecular portion in which no particular three-dimensional structure is to be specified. The present invention encompasses racemic mixtures 'e.g., 'the same number of formulas, and Formula 1' is a mirror image isomer. Further, 'the invention includes one of Formula 1 compared to the racemic mixture phase 155859.doc -26-201141380 Mirror image isomer-rich compound. Also includes substantially pure mirror image isomers of formula 1, such as formula, and formula. When the mirror isomer is abundant, one mirror isomer is more than another mirror = There are a large number, and the degree of richness can be defined by the mirror image isomers ("...), which is defined as (2x-1).10%, where the main mirror isomers in the read mixture The molar fraction (eg, 鸠 " corresponds to the ratio of the image isomers 6 〇: Preferably, the composition of the invention has at least 5% by weight of the more active isomers (m〇re active 1S0mer) The image isomer excess 丨 is more preferably an excess of the image isomer of up to 75%; more preferably at least 9G% of the image

異構物過量;且导彳土 A 取佳地為至少94%的鏡像異構物過量。 值得注意的是更法 丨生異構物的純鏡像異構物實施例。 式1化合物可包会銪々k & $丨丨丄 3額外的旱性中心。例如,取代基及其 他分子組分如R2、r6 7 八 及R本身可含有掌性中心。本發明 包含這些額外堂純+、 中心上的外消旋混合物及豐富且基本 上純的立體結構。 、一匕s物可存在為式i中由醯胺鍵周圍限制旋轉產 、或夕個構形異構物(例如,當R6係_ N=C(R欣、。本發明包含構形異構物之混合物。此 外,本發明句扭6 虽含一個構形異構物之化合物,其富含 係相較於其他構形異構物。 ^ 物通力以—種以上的型式存在,且因此包括其 取的ΐϋ ^的所有晶形及非晶形。非晶形包括像是壤和 多、 貫施例,也包括像是溶液和熔體的液體實施 155859.doc -27· 201141380 例。晶形包括基本上代表單晶類型的實施例及代表多形 體混合物的實施例(即不同的晶形)。術語「多形體」意 指一可以結晶成不同晶形之化合物的一特定晶形,這些 形式的晶格内分子有不同的排列與/或構形。雖然多形體 可以有同樣的化學組成,它們也可以在組成上因為共結 晶水或其他分子的存在或不存在而不同,該共結晶水或 其他分子可以弱或強地結合在晶格内。多形體可以在化 子物理和生物特性有所不同,像是晶體形狀、密度、 硬度、顏色、化學穩定性、熔點、吸濕性、懸浮率、溶 解速率和生物利用度。熟習該領域之技藝人士將明瞭, 式1化合物之一多形體相對於式丨的同樣化合物之另一個 夕形體或多形體混合物,可展示出有益的效果(例如,適 合製備有用的配方,改進生物性效能)^式i化合物之一 特定多形體的製備和分離,可以藉由熟習該領域之技藝 人士所熟知的方法完成,包括例如使用選定的溶劑和溫 度來結晶。 熟習該領域之技藝人士將明瞭不是所有的含氮雜環都 可以形成氧化物,因為氮需要一個可用的孤立電子對 以氧化成為氧化物;熟習該領域之技藝人士將能辨別出 那些可形成氧化物的含氮雜環。熟習該領域之技藝人 士也將明瞭三級胺可以形成沁氧化物。製備雜環及三級 胺之洛氧化物的合成方法為熟習該領域之技藝人士中眾 所皆知’包括以像是過氧乙酸和氣過氧苯甲奶 (MCPBA)的過氧酸、過氧化氫、像是第三丁基過氧化^ 155859.doc •28- 201141380 的烷基氫過氧化物、過硼酸鈉及像是二甲基雙環氧乙烷 的雙環氧乙烷來氧化雜環及三級胺。這些製備氧化物 的方法已在文獻中被廣泛描述及回顧,例如見:T. L. Gilchrist in Comprehensive Organic Synthesis, vol. 7, pp 748-750, S. V. Ley, Ed., Pergamon Press ; M. Tisler and B. Stanovnik in Comprehensive Heterocyclic Chemistryy vol. 3,pp 18-20, A. J. Boulton and A. McKillop, Eds., Pergamon Press ; M. R. Grimmett and B. R. T. Keene inThe isomer is in excess; and the alumina A is preferably at least 94% of the image isomer excess. Of note are examples of pure mirror image isomers of the more normal isomers. The compound of formula 1 may contain 额外k & $3 additional dryness centers. For example, substituents and other molecular components such as R2, r6 7 VIII and R may themselves contain a palmitic center. The present invention encompasses these additional pure +, centered racemic mixtures and a rich and substantially pure stereostructure. A 匕 s s may exist as a variant of the formula i in the vicinity of the indole bond, or a configuration of the isomer (for example, when the R6 system _ N = C (R Xin, the present invention comprises a conformational isomer) In addition, the inventive sentence 6 contains a compound of a conformational isomer, which is richer than other conformational isomers. ^ The KONE is present in more than one type, and thus includes It takes all the crystal forms and amorphous forms of ΐϋ ^. Amorphous forms include liquids such as soil and many, and also include liquids such as solution and melt. 155859.doc -27· 201141380. The crystal form includes basically Examples of single crystal type and examples representing polymorph mixtures (i.e., different crystal forms). The term "polymorph" means a specific crystal form of a compound which can be crystallized into different crystal forms, and the molecules in these forms have different crystal lattices. Arrangement and/or configuration. Although polymorphs may have the same chemical composition, they may differ in composition due to the presence or absence of co-crystallized water or other molecules that may be weak or strong. Ground in crystal Polymorphs may differ in physical and biological properties such as crystal shape, density, hardness, color, chemical stability, melting point, hygroscopicity, suspensibility, dissolution rate, and bioavailability. It will be apparent to those skilled in the art that a polymorph of a compound of Formula 1 can exhibit beneficial effects relative to another oxime or polymorph mixture of the same compound of Formula ( (e.g., suitable for preparing useful formulations to improve biological performance). The preparation and isolation of a particular polymorph of a compound of formula i can be accomplished by methods well known to those skilled in the art, including, for example, crystallization using selected solvents and temperatures. Those skilled in the art will recognize that not all The nitrogen-containing heterocycle can form an oxide because nitrogen requires a useful pair of isolated electrons to oxidize to an oxide; those skilled in the art will be able to discern those nitrogen-containing heterocycles which form oxides. The skilled artisan will also clarify that tertiary amines can form cerium oxides. Preparation of heterocyclic and tertiary amines Methods of synthesizing the substance are well known to those skilled in the art 'including peroxyacids such as peroxyacetic acid and gas peroxide (MCPBA), hydrogen peroxide, such as tertiary butyl peroxidation. ^ 155859.doc •28-201141380 alkyl hydroperoxides, sodium perborate and dioxiranes such as dimethyl dioxirane to oxidize heterocyclic and tertiary amines. Methods have been extensively described and reviewed in the literature, for example: TL Gilchrist in Comprehensive Organic Synthesis, vol. 7, pp 748-750, SV Ley, Ed., Pergamon Press; M. Tisler and B. Stanovnik in Comprehensive Heterocyclic Chemistryy Vol. 3, pp 18-20, AJ Boulton and A. McKillop, Eds., Pergamon Press ; MR Grimmett and BRT Keene in

Advances in Heterocyclic Chemistry, vol. 43, pp 149-161, A. R. Katritzky,Ed.,Academic Press ; M. Tisler and B.Advances in Heterocyclic Chemistry, vol. 43, pp 149-161, A. R. Katritzky, Ed., Academic Press; M. Tisler and B.

Stanovnik in Advances in Heterocyclic Chemistry, vol. 9, pp 285-291, A. R. Katritzky and A. J. Boulton, Eds., Academic Press ;及 G. W. H. heeseman and E. S. G. Werstiuk in Advances in Heterocyclic Chemistry, vol. 22, pp 390-392, A. R. Katritzky and A. J. Boulton, Eds., Academic Press ° 熟習該領域之技藝人士瞭解到,因為化合物的鹽類與 它們對應的非鹽形式在環境和生理條件下會處於平衡狀 態,所以鹽類會共用非鹽形式的生物效用。因此,各種 各樣的式1化合物鹽類可用於控制非所欲植物(即農業上 適合的)。式1化合物的鹽類包括含有機酸或無機酸的酸 添加鹽類,像是氫溴酸、鹽酸、硝酸、磷酸、硫酸、乙 酸、丁酸、反丁烯二酸、乳酸、順丁烯二酸、丙二酸、 草酸、丙酸、水楊酸、酒石酸、4-曱苯磺酸或戊酸。當 155859.doc -29- 201141380 式1化合物包含一個酸性的部分,像是羧酸或醇,鹽類亦 包含那些與有機或無機鹼形成之鹽類,像是n比啶、_ 胺或氨’或醯胺、氫化物、氫氧化物或鈉、鉀、鍾、 約、鎮或鋇之碳酸鹽。因此、本發明包含選自式1、其W 氧化物、及其農業上適用的鹽類之化合物。 如發明内容總覽中所述之本發明實施例包括下面的實 施例。在以下實施例中,式1包括其氧化物與其鹽類, 且除非在實施例中有進一步定義,提及「式1化合物」時 包括在發明内容總覽中所界定的取代基定義。 實施例1. 一種式1之化合物,其中R1係胺基或Cl_C3;fe 基。 實施例2· —種實施例1之化合物,其中Ri係CfCs烧 基。 實施例3. —種實施例2之化合物,其中R〗為曱基或乙 基。 實施例4. 一種實施例3之化合物,其中R1為曱基。 實施例5 · —種式1之化合物或實施例1至4之任一化合 物,其中X1係Η。 實施例6 · —種式1之化合物或實施例1至4之任一化合 物,其中X1係鹵素。 實施例7. —種實施例6之化合物,其中X1係F或C1。 實施例8. —種實施例7之化合物,其中X1係F。 實施例9 · 一種式1之化合物或實施例1至8之任一化合 物’其中X2係鹵素、氰基、胺基、硝基或_Cf3。 155859.doc • 30- 201141380 實施例10. —種式1之化合物或實施例1至9之任一化合 物,其中X2係鹵素、氰基或_cf3。 實施例11.—種實施例1 〇之化合物,其中χ2係鹵素或 氰基。 實施例12. —種實施例11之化合物,其中χ2係ci、ρ或 氰基。 實施例13. —種實施例12之化合物,其中χ2係Ci或ρ。 實施例14.—種實施例13之化合物,其中χ2係C1。 實施例15.—種實施例9之化合物,其中x2係鹵素或硝 基。 實施例16.—種實施例丨5之化合物,其中χ2係C1、ρ或 石肖基。 實施例17. —種式1之化合物或實施例1至16之任一化 合物,其中W1係S。 實施例18.—種式丨之化合物或實施例1至16之任一化 合物,其中W1係〇 » 實施例19. 一種式1之化合物或實施例1至18之任一化 合物,其中W2係〇、S、N(H)或N(CH3)。 實施例20.—種實施例19之化合物,其中W2係〇、S或 N(H)。 實施例21. —種實施例2〇之化合物,其中w2係〇或s。 實施例22.—種實施例20之化合物,其中W2係S。 實施例23_ —種實施例20之化合物’其中W2係〇。 實施例24.—種式1之化合物或實施例1至23之任一化 155859.doc •31· 201141380 合物,其中A係一苯環、η比突學戍嘯定 環, '2)η^= ίΧ' 選Stanovnik in Advances in Heterocyclic Chemistry, vol. 9, pp 285-291, AR Katritzky and AJ Boulton, Eds., Academic Press; and GWH heeseman and ESG Werstiuk in Advances in Heterocyclic Chemistry, vol. 22, pp 390-392, AR Katritzky and AJ Boulton, Eds., Academic Press ° It is understood by those skilled in the art that since the salts of the compounds and their corresponding non-salt forms are in equilibrium under environmental and physiological conditions, the salts share non-salt The biological utility of the form. Thus, a wide variety of salt of the compound of formula 1 can be used to control unwanted plants (i.e., agriculturally suitable). The salts of the compound of the formula 1 include acid-added salts containing organic or inorganic acids such as hydrobromic acid, hydrochloric acid, nitric acid, phosphoric acid, sulfuric acid, acetic acid, butyric acid, fumaric acid, lactic acid, and butylene. Acid, malonic acid, oxalic acid, propionic acid, salicylic acid, tartaric acid, 4-nonylbenzenesulfonic acid or valeric acid. When 155859.doc -29- 201141380 Formula 1 contains an acidic moiety, such as a carboxylic acid or an alcohol, salts also include those formed with organic or inorganic bases, such as n-pyridyl, _amine or ammonia. Or a guanamine, a hydride, a hydroxide or a sodium, potassium, bell, about, town or bismuth carbonate. Accordingly, the present invention encompasses a compound selected from the group consisting of Formula 1, its W oxide, and its agriculturally applicable salts. Embodiments of the invention as described in the Summary of the Invention include the following embodiments. In the following examples, Formula 1 includes its oxides and salts thereof, and unless otherwise defined in the examples, reference to "compounds of Formula 1" includes the definition of substituents as defined in the Summary of the Invention. Embodiment 1. A compound of formula 1, wherein R1 is an amine group or a Cl_C3; fe group. Embodiment 2. The compound of Embodiment 1, wherein Ri is a CfCs alkyl group. Embodiment 3. The compound of Embodiment 2, wherein R is fluorenyl or ethyl. Embodiment 4. A compound of Embodiment 3 wherein R1 is fluorenyl. Embodiment 5: A compound of Formula 1 or any of Embodiments 1 to 4 wherein X1 is hydrazine. Embodiment 6 - A compound of Formula 1 or any of Embodiments 1 to 4 wherein X1 is a halogen. Embodiment 7. The compound of Embodiment 6, wherein X1 is F or C1. Embodiment 8. A compound of Embodiment 7, wherein X1 is F. Embodiment 9 A compound of Formula 1 or any of Embodiments 1 to 8 wherein X2 is a halogen, a cyano group, an amine group, a nitro group or a _Cf3 group. 155859.doc • 30-201141380 Embodiment 10. A compound of Formula 1 or any of Embodiments 1-9, wherein X2 is halogen, cyano or _cf3. Embodiment 11. A compound of the formula 1 wherein the oxime 2 is a halogen or a cyano group. Embodiment 12. The compound of Embodiment 11, wherein χ2 is ci, ρ or cyano. Embodiment 13. The compound of Embodiment 12, wherein χ2 is Ci or ρ. Embodiment 14. A compound of Embodiment 13 wherein χ2 is C1. Embodiment 15. The compound of Embodiment 9, wherein x2 is a halogen or a nitro group. Embodiment 16. The compound of Embodiment 5, wherein the oxime 2 is C1, ρ or schloss. Embodiment 17. A compound of Formula 1 or any of Embodiments 1 to 16, wherein W1 is S. Embodiment 18. A compound of the formula or a compound of any one of Embodiments 1 to 16, wherein the W1 system is 实施» Example 19. A compound of Formula 1 or any one of Examples 1 to 18, wherein the W2 system is 〇 , S, N (H) or N (CH3). Embodiment 20. The compound of Embodiment 19, wherein W2 is hydrazine, S or N(H). Embodiment 21. The compound of Embodiment 2, wherein w2 is hydrazine or s. Embodiment 22. The compound of Embodiment 20, wherein the W2 is S. Embodiment 23 - The compound of Example 20 wherein W2 is hydrazine. Example 24. Compound of Formula 1 or any of Examples 1 to 23 155859.doc • 31·201141380 Compound, wherein A is a benzene ring, η is a singular ring, '2) η ^= ίΧ'

A-l Α-2 识2)丨A-l Α-2 识 2)丨

Λ-SΛ-S

(R2)n’\=N’ (R2)n*^N Α_5 Α-6(R2)n'\=N' (R2)n*^N Α_5 Α-6

Α-9Α-9

Α-13 (R2)n A-?Α-13 (R2)n A-?

Α-15 Α-4Α-15 Α-4

Α-12Α-12

4<4<

Α-17Α-17

(R2) Α-16 Α-18 Α-19 其中向左伸出的鍵係連接至式i中的wl 鍵係連接至式1中的W2 ;且n係〇至3。 Α-20 且向右 伸出 的 實施例25.—種實施例24之化合物, 1、Α-2、Α-3、Α-4、Α-5、Α-6、 13、Α-14、Α-15、Α-19及 Α-20。 實施例26.—種實施例25之化合物, 其中Α係選自Α Α·7、α-12、Α 其中Α係選自Α 155859.doc •32- 201141380 1、Α·2、A-3、A-4、A-5、A-6、A-7、A-12、A- 13、A-14及 A-15。 實施例27. —種實施例26之化合物,其中A係選自Α- ΐ 、 A-2 、 A-3 、 A-4 、 A-5 、 A-6 、 A-7 、 A-14 及 A-15 ° 實施例28. —種實施例27之化合物,其中A係選自八-1、A-2、A-3、A-4、A-7及 A-15。 實施例29. —種實施例28之化合物,其中A係選自八-1、A-2、A-4及 A-15。 實施例30. —種實施例29之化合物,其中A係選自A-1、A-2及 A-4。 實施例3 1. —種實施例30之化合物,其中A係A-1。 實施例32. —種實施例30之化合物,其中A係A-2。 實施例33. —種實施例30之化合物,其中A係A-4。 實施例34. —種實施例24至33之任一化合物,其中η係 0至2。 實施例35. —種實施例34之化合物,其中η係1。 實施例36_ —種實施例34之化合物,其中η係0。 實施例37. —種實施例35之化合物,其中R2係連接在 4-或5-位置上。 實施例38. —種實施例37之化合物,其中R2係連接在 4- 位置上。 實施例39. —種實施例37之化合物,其中R2係連接在 5- 位置上。 155859.doc •33- 201141380 實施例4 0. —種式1之化合物或實施例1至3 9之任一化 合物,其中R2係鹵素、CrCe烷基或烷氧基。 實施例41_ 一種實施例40之化合物,其中R2係鹵素、 Crq烷基或曱氧基。 實施例42. —種實施例41之化合物,其中R2係鹵素。 實施例43. —種實施例42之化合物,其中R2係F或C1。 實施例44. 一種實施例43之化合物,其中R2係F。 實施例45· —種實施例41之化合物,其中R2係甲基或 曱氧基。 實施例46. —種實施例45之化合物,其中R2係甲基。 實施例47. —種實施例41之化合物,其中R2係f或甲 基。 實施例48. —種式1之化合物或實施例1至47之任一化 合物,其中R3係經兩個R5取代的Ci-Cs伸烷基。 實施例4 9. 一種式1之化合物或實施例1至4 7之任一化 合物,其中R3係經一個R5取代的CrG伸烷基。 實施例50· —種式1之化合物或實施例1至47之任一化 合物’其中R3係經至少一個R5取代的伸烷基。 實施例5 1. —種實施例5 0之化合物,其中R3係經兩個 R5取代的C,-C2伸烷基。 實施例52. —種實施例50之化合物,其中R3係經一個 R5取代的伸烷基。 實施例53 · —種式1之化合物或實施例1至47之任一化 合物,其中R3係經至少一個R5取代的C2伸烷基。 155859.doc • 34- 201141380 實施例54. —種實施例53之化合物,其中R3係經兩個 R5取代的C2伸烷基。 實施例55. —種實施例53之化合物,其中R3係經一個 R5取代的C2伸烷基。 實施例56· —種式1之化合物或實施例1至48、50、 5 1、53及54之任一化合物,其中R3係經兩個R5取代 的(^伸烷基。 實施例57· —種式1之化合物或實施例1至47、49、 50、52、53及55之任一化合物,其中R3係經一個R5 取代的(^伸烷基。 實施例58· —種式1之化合物或實施例1至47之任一化 合物,其中R3係-C(=0)-。 實施例59. —種式1之化合物或實施例1至58之任一化 合物,其中W3係S。 實施例60· —種式1之化合物或實施例1至π之任一化 合物,中W3係〇。 貫施例61 _ —種式1之化合物或實施例1至6 〇之任一化 合物,其中 R4係-OR6、-SR6、-NR7R8或-0·Μ+。 貫施例62. —種實施例61之化合物’其中R4係_ OR6、 -NR7R8 或-〇·Μ+。 實施例63. —種實施例62之化合物,其中r4 係-NH(〇CH3)、-NH(CH3)、-N(CH3)2 或-NH(Ph)。 實施例64. —種實施例63之化合物,其中r4 155859.doc 35· 201141380 係-NH(OCH3)或-NH(CH3)。 實施例65. —種實施例64之化合物,其中R4 係-NH(CH3)。 實施例66. —種實施例65之化合物,其中R4 係-NH(OCH3)。 實施例67. —種實施例61之化合物,其中R4係-OR6 或-CTM+。 實施例68. —種實施例67之化合物,其中R4係-0·Μ+。 實施例69. —種實施例68之化合物,其中Μ+係一農業 上合適的鹼金屬陽離子,選自鈉及鉀。 實施例70· —種實施例69之化合物,其中Μ+係鈉。 實施例71. —種實施例69之化合物,其中Μ+係卸。 實施例72. —種實施例69之化合物,其中Μ+係一農業 上合適的銨陽離子,選自三曱基銨、三乙基銨或三 丁基銨。 實施例73_ —種實施例72之化合物,其中μ+係三乙基 銨。 實施例74. —種實施例72之化合物,其中Μ+係三甲基 敍。 實施例75. —種實施例a或67之化合物,其中R4 係-OR6。 實施例76. —種式丨之化合物或實施例i至75之任一化 合物,其中各R5係獨立為鹵素、氰基、羥基、_ CF3、Ci-Ce烷氧基、Ci_c6鹵烷氧基、烷硫基或 155859.doc • 36 - 201141380 C2_C6炫》氧搂基。 實施例77. —種實施例76之化合物,其中各R5係鹵 素、Ci-C3烧氧基、(^-〇3鹵炫氧基、C〗-C3烧硫基或 C2-C4烷氧羰基。 實施例78. —種實施例77之化合物,其中各R5係鹵 素、C 1 _ C 3烧氧基、C 1 - C 3鹵烧氧基或C 1 - C 3烧硫基。 實施例79. —種實施例78之化合物,其中各R5係鹵 素、Ci-Q烷氧基鹵烷氧基。 實施例8〇· —種實施例79之化合物,其中R5係鹵素、 C1-C2烧氧基或C1-C2鹵烧氧基。 實施例81. —種實施例80之化合物,其中R5係氟基。 實施例82. —種實施例80之化合物,其中R5係CrCa烷 氧基。 . 實施例83. —種實施例82之化合物,其中R5係乙氧 基。 實施例84. —種實施例82之化合物,其令R5係曱氧 基。 實施例85. —種式1之化合物或實施例1至84之任一化 合物,其中R5及R6在一起作為CrC:3伸烷基,包括與 該R5及R6連接之原子,形成一 5至6員環,該環選擇 性地經至多兩個選自鹵素、CrC6烷基或烧 基的取代基取代。 實施例86. —種實施例85之化合物,其中R5及R6在一 起形成一環,選自 155859.doc -37- 201141380 0 (Rt)p,、 以及 D-l D-2 D-3 D-4 其中Rt係選自 鹵素、C1-C3烧基或C1-C6鹵烧基;及p係 Ο、1 或 2。 實施例87· —種實施例86之化合物,其中ρ係0或1。 實施例88. —種實施例87之化合物,其中R5及R6在一 起形成環D-1。 實施例89. —種實施例88之化合物,其中R/係甲基, 連接至D-1的5-位置;及ρ係1。 實施例90. —種實施例88之化合物,其中及ρ係0。 實施例91. 一種式1之化合物或實施例1至84之任一化 合物,其中R6係Η、CVC6烷基、C2-C6烯基、C3-C6 快基、C2-C6函烧基、C2_C6 _稀基、C3-C6 _快基、 c2-c6烷氧烷基、c3-c8烷氧羰烷基、(:3-(:1()二烷氧烷 基、c3-c1()烷氧烷氧烷基、C2-C8烷硫烷基、(:2-(:6氰 烷基、c3-c10三烷矽基、c2-c8烷羰胺基、c2-c6鹵烷 氧烷基、c3-c8#烷氧羰烷基或c3-c8烷羰烷基。 實施例92· —種實施例91之化合物,其中R6係Η、C!-C6烷基、C2-C6烯基、C3-C6炔基、C2-C6鹵烷基、 C2-Cj烯基、c3-c6鹵炔基、C2-C6烷氧烷基、C3-C8 烷氧羰烷基、c3-c1G二烷氧烷基、C3-C1G烷氧烷氧烷 基或(:2-(:6氰烷基。 實施例93· —種實施例92之化合物,其中R6係Η、C,- I55859.doc -38 · 201141380 c6烷基、c2-c6烯基、c2-c6鹵烷基、c2-c6烷氧烷 基、CrCs烷氧羰烷基c3-c1Q烷氧烷氧烷基或c2-c6氰 烧基。 實施例94. 一種實施例93之化合物,其中R6係η、 CH3 、 CH2CH3 、 CH2CH2CH3 、 CH(CH3)2 、 CH2CH2CH2CH3 、 CH2CH(CH3)2 、 ch2ch2ch(ch3)2 、CH2CF3 ' CH2CH2CH2CI ' CH2CF2CH3 ' CH2CH2CH2F、CH2CH2CH2CF3、CH2CH2Br、 CH20CH3 、 CH20CH2CH3 、 CH2CH20CH3 、 CH2CH2OCH2CH3 ' CH2C(=0)0CH3 ' CH2C(=0)0CH2CH3 、CH2OCH2CH2OMe 或 CH2CH2CN。 實施例95. —種實施例94之化合物,其中R6係H、 CH3 、 CH2CH3 、 CH2CH2CH3 、 ch2cf3 、 CH2CH2CH2F 、 CH2OCH3 、 CH2OCH2CH3 、 CH2CH2OCH3、CH2CH2OCH2CH3 或 CH2CH2CN 〇 實施例96. —種實施例95之化合物,其中R6係H、 CH3 、 CH2CH3 、 ch2ch2ch3 、 ch2cf3 、 CH2CH2CH2F、CH2CH2OCH3、CH2CH2OCH2CH3 或 CH2OCH2CH2OMe。 實施例97. —種實施例96之化合物,其中R6係H、 ch3 、ch2ch3 、CH2CF3 、CH2CH2CH2F 、 CH2CH2OCH3、CH2CH2OCH2CH3 或 CH2OCH2CH2OMe。 實施例98. —種實施例97之化合物,其中R6係CH3。 155859.doc -39· 201141380 實施例99. 一種實施例97之化合物,其中R6係 CH2CH3。 實施例100· —種實施例97之化合物,其中R6係 CH2CH2CH2F。 實施例101. —種實施例97之化合物,其中R6係 CH2CH2OCH3。 實施例102. —種實施例97之化合物,其中r6係 ch2ch2och2ch3 實施例102A. —種實施例97之化合物,其中R6係 CH2OCH2CH2OMe。 實施例103 · —種實施例97之化合物,其中r6係η。 實施例104. —種式1之化合物或實施例1至97之任一化 合物’其中R6係不為Η。 實施例1 〇5 · —種式1之化合物或實施例1至62或67或75 至84之任一化合物,其中R6係Gb或-(CR】4R15)uTGb。 實施例106. —種實施例1 〇5之化合物,其中gb係選自(R2) Α-16 Α-18 Α-19 The key that extends to the left is connected to the wl key in equation i to be connected to W2 in Equation 1; and n is 〇 to 3. Α-20 and extending to the right, Example 25. The compound of Example 24, 1, Α-2, Α-3, Α-4, Α-5, Α-6, 13, Α-14, Α -15, Α-19 and Α-20. Embodiment 26. The compound of Embodiment 25, wherein the lanthanide is selected from the group consisting of Α Α 、 7, α -12, Α wherein Α is selected from Α 155859. doc • 32- 201141380 1, Α · 2, A-3, A-4, A-5, A-6, A-7, A-12, A-13, A-14 and A-15. Embodiment 27. The compound of Embodiment 26, wherein the A is selected from the group consisting of Α-ΐ, A-2, A-3, A-4, A-5, A-6, A-7, A-14 and A -15 ° Embodiment 28. The compound of Embodiment 27, wherein the A is selected from the group consisting of VIII-1, A-2, A-3, A-4, A-7, and A-15. Embodiment 29. The compound of Embodiment 28 wherein A is selected from the group consisting of VIII-1, A-2, A-4 and A-15. Embodiment 30. The compound of Embodiment 29, wherein A is selected from the group consisting of A-1, A-2, and A-4. Embodiment 3 1. A compound of Embodiment 30, wherein A is A-1. Embodiment 32. The compound of Embodiment 30, wherein A is A-2. Embodiment 33. The compound of Embodiment 30, wherein A is A-4. Embodiment 34. A compound of any one of embodiments 24 to 33, wherein η is 0 to 2. Embodiment 35. A compound of Embodiment 34 wherein η is 1. Embodiment 36 - The compound of Embodiment 34, wherein η is 0. Embodiment 37. A compound of Embodiment 35 wherein R2 is attached at the 4- or 5-position. Embodiment 38. The compound of Embodiment 37, wherein R2 is attached at the 4-position. Embodiment 39. The compound of Embodiment 37, wherein R2 is attached at the 5-position. 155859.doc • 33- 201141380 Example 4 0. A compound of the formula 1 or a compound of any one of embodiments 1 to 39 wherein R 2 is a halogen, a CrCe alkyl or an alkoxy group. Embodiment 41. A compound of Embodiment 40 wherein R2 is halogen, Crq alkyl or decyloxy. Embodiment 42. The compound of Embodiment 41 wherein R2 is halogen. Embodiment 43. The compound of Embodiment 42, wherein R2 is F or C1. Embodiment 44. A compound of Embodiment 43 wherein R2 is F. Embodiment 45. The compound of Embodiment 41 wherein R2 is methyl or decyloxy. Embodiment 46. The compound of Embodiment 45, wherein R2 is methyl. Embodiment 47. The compound of Embodiment 41 wherein R2 is f or methyl. Embodiment 48. A compound of Formula 1 or any of Embodiments 1 to 47, wherein R3 is a Ci-Cs alkyl group substituted with two R5 groups. Embodiment 4 9. A compound of Formula 1 or any one of Embodiments 1 to 47 wherein R3 is an alkyl group substituted by a R5-substituted CrG. Embodiment 50. A compound of Formula 1 or any of Embodiments 1 to 47 wherein R3 is an alkylene group substituted with at least one R5. Embodiment 5 1. A compound of Embodiment 50 wherein R3 is C, -C2 alkyl, substituted by two R5 groups. Embodiment 52. The compound of Embodiment 50, wherein R3 is an alkylene group substituted by an R5. Embodiment 53. A compound of Formula 1 or any of Embodiments 1 to 47, wherein R3 is C2 alkyl substituted with at least one R5. </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> </ RTI> <RTIgt; Embodiment 55. A compound of Embodiment 53 wherein R3 is C2 alkyl substituted with one R5. Embodiment 56. A compound of Formula 1 or any one of Examples 1 to 48, 50, 5 1 , 53 and 54 wherein R 3 is substituted with two R 5 groups. Example 57 — a compound of the formula 1 or a compound of any one of embodiments 1 to 47, 49, 50, 52, 53 and 55, wherein R3 is substituted with an R5 group. The compound of the formula 1 Or a compound of any one of embodiments 1 to 47, wherein R3 is -C(=0)-. Embodiment 59. The compound of Formula 1 or any of Examples 1 to 58, wherein W3 is S. 60. A compound of the formula 1 or any one of the compounds of the formulas 1 to π, wherein the W3 is hydrazine. The compound of the formula 61 is a compound of the formula 1 or any of the compounds of the examples 1 to 6 wherein the R4 is -OR6, -SR6, -NR7R8 or -0.Μ+. Example 62. The compound of Example 61 wherein R4 is -OR6, -NR7R8 or -〇·Μ+. Example 63. The compound of Example 62, wherein r4 is -NH(〇CH3), -NH(CH3), -N(CH3)2 or -NH(Ph). Embodiment 64. The compound of Example 63, wherein r4 155859. Doc 35· 201141380 is -NH(OCH3) or -NH(CH3). The compound of Embodiment 64, wherein R4 is -NH(CH3). Embodiment 66. The compound of Embodiment 65, wherein R4 is -NH(OCH3). Example 67. The compound of claim 61, wherein R4 is -OR6 or -CTM+. Embodiment 68. The compound of Embodiment 67, wherein R4 is -0. Μ+. Embodiment 69. The compound of Example 68, wherein Μ+ is An agriculturally suitable alkali metal cation selected from the group consisting of sodium and potassium. Embodiment 70. The compound of Embodiment 69, wherein Μ+ is sodium. Embodiment 71. The compound of Example 69, wherein Μ+ is unloaded Embodiment 72. The compound of Embodiment 69, wherein Μ+ is an agriculturally suitable ammonium cation selected from the group consisting of trimethyl ammonium, triethyl ammonium or tributyl ammonium. Embodiment 73 - Example 72 a compound wherein the compound is a compound of the formula 72, wherein the oxime + is a trimethyl group. Embodiment 75. The compound of the embodiment a or 67, wherein the R4 is -OR6. Embodiment 76. A compound of the formula or a compound of any one of embodiments i to 75, wherein each R5 is independently halogen Cyano, hydroxy, _ CF3, Ci-Ce alkoxy, Ci_c6 haloalkoxy, alkylthio or 155859.doc • 36 - 201141380 C2_C6 flip "hug oxo group. Embodiment 77. The compound of Embodiment 76, wherein each R5 is halogen, Ci-C3 alkoxy, (^-〇3 halooxy, C-C3 thiol or C2-C4 alkoxycarbonyl. The compound of Embodiment 77, wherein each R5 is halogen, C 1 -C 3 alkoxy, C 1 -C 3 halo alkoxy or C 1 -C 3 sulfur-burning group. The compound of Embodiment 78, wherein each R5 is a halogen, a Ci-Q alkoxyhalo alkoxy. Embodiment 8. The compound of Embodiment 79, wherein R5 is halogen, C1-C2 alkoxy or The compound of Example 80, wherein R5 is a fluoro group. Embodiment 82. The compound of Embodiment 80, wherein R5 is a CrCa alkoxy group. Example 83 The compound of Embodiment 82, wherein R5 is ethoxy. Embodiment 84. The compound of Example 82 which is R5 is a decyloxy group. Embodiment 85. Compound of Formula 1 or Example 1 Any one of 84, wherein R5 and R6 are taken together as a CrC:3 alkylene group, including an atom attached to the R5 and R6, forming a 5- to 6-membered ring, the ring optionally being selected from up to two A compound of the formula 85, wherein R5 and R6 together form a ring selected from the group consisting of 155859.doc-37-201141380 0 (Rt)p, And Dl D-2 D-3 D-4 wherein Rt is selected from the group consisting of halogen, C1-C3 alkyl or C1-C6 halogen alkyl; and p-system Ο, 1 or 2. Example 87 - Example 86 A compound of the formula 87, wherein R5 and R6 are taken together to form a ring D-1. Embodiment 89. The compound of Example 88, wherein R/system A The base is attached to the 5-position of D-1; and the ρ is 1. Example 90. The compound of Example 88, wherein ρ is 0. Example 91. A compound of Formula 1 or Examples 1 to 84 Any of the compounds, wherein R6 is hydrazine, CVC6 alkyl, C2-C6 alkenyl, C3-C6 fast radical, C2-C6 functional alkyl, C2_C6-dilute, C3-C6-fast radical, c2-c6 alkoxy Alkyl, c3-c8 alkoxycarbonylalkyl, (: 3-(:1()dioxyloxyalkyl, c3-c1() alkoxyalkoxyalkyl, C2-C8 alkylsulfanyl, (: 2 -(:6 cyanoalkyl, c3-c10 trialkyl fluorenyl, c2-c8 alkylcarbonylamino, c2-c6 haloalkoxy a compound of the formula 91, wherein R6 is hydrazine, C!-C6 alkyl, C2-C6 alkenyl, C3-C6 alkynyl, C2-C6 haloalkyl, C2-Cj alkenyl, c3-c6 haloalkynyl, C2-C6 alkoxyalkyl, C3-C8 alkoxycarbonylalkyl, c3-c1G dialoxane Base, C3-C1G alkoxyalkoxyalkyl or (: 2-(:6 cyanoalkyl). Embodiment 93. The compound of Embodiment 92, wherein R6 is hydrazine, C, - I55859.doc -38 · 201141380 c6 alkyl, c2-c6 alkenyl, c2-c6 haloalkyl, c2-c6 alkoxylated a group, a CrCs alkoxycarbonylalkyl c3-c1Q alkoxyalkoxyalkyl group or a c2-c6 cyanogen group. A compound of Embodiment 93, wherein R6 is η, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, ch2ch2ch(ch3)2, CH2CF3'CH2CH2CH2CI'CH2CF2CH3'CH2CH2CH2F, CH2CH2CH2CF3, CH2CH2Br, CH20CH3, CH20CH2CH3, CH2CH20CH3, CH2CH2OCH2CH3 'CH2C(=0)0CH3 'CH2C(=0)0CH2CH3, CH2OCH2CH2OMe or CH2CH2CN. The compound of Embodiment 94, wherein R6 is H, CH3, CH2CH3, CH2CH2CH3, ch2cf3, CH2CH2CH2F, CH2OCH3, CH2OCH2CH3, CH2CH2OCH3, CH2CH2OCH2CH3 or CH2CH2CN 〇 Example 96. The compound of Example 95, wherein R6 is H, CH3, CH2CH3, ch2ch2ch3, ch2cf3, CH2CH2CH2F, CH2CH2OCH3, CH2CH2OCH2CH3 or CH2OCH2CH2OMe. The compound of Embodiment 96, wherein R6 is H, ch3, ch2ch3, CH2CF3, CH2CH2CH2F, CH2CH2OCH3, CH2CH2OCH2CH3 or CH2OCH2CH2OMe. Embodiment 98. The compound of Embodiment 97, wherein R6 is CH3. 155859.doc -39. 201141380. The compound of Embodiment 97, wherein R6 is CH2CH3. Embodiment 100. The compound of Embodiment 97, wherein R6 is CH2CH2CH2F. Embodiment 101. The compound of Embodiment 97, wherein R6 is CH2CH2OCH3. The compound of Example 97, wherein r6 is ch2ch2och2ch3. The compound of Example 97A, wherein R6 is CH2OCH2CH2OMe. Embodiment 103 The compound of Embodiment 97, wherein r6 is η. Embodiment 104. A compound of Formula 1 or a compound of any of Embodiments 1 to 97 wherein R6 is not hydrazine. Embodiment 1 A compound of Formula 1 or any one of Embodiments 1 to 62 or 67 or 75 to 84, wherein R6 is Gb or -(CR)4R15)uTGb. Embodiment 106. The compound of Example 5, wherein gb is selected from the group consisting of

其中m係一選自0至3的整數。 實施例107. —種實施例1〇6之化合物,其中u係0或1 ; 及m係0。 155859.doc -40· 201141380 實施例108. —種實施例i〇7之化合物,其中R6係gb ; &amp;GB 係選自 C-2、C-3、C-4 及 C-8 ;及 u係 〇。 實施例109. —種實施例1 〇8之化合物,其中R6係gb ; GB係選自C-2、C-3及C-4 ;及m係0。 實施例110. —種實施例1 〇6之化合物,其中u係1 ;及T 係一直接鍵。 實施例111 · 一種實施例11 〇之化合物,其中R6 係-(CR14R15)UTGB 且 GB 係選自 C-1 及 C-2。 實施例112. —種實施例111之化合物,其中T係一直接 鍵。 實施例113 . —種實施例11 2之化合物,其中08係C-1 ; u係1 ;及R16係連接在1_位置上。 實施例114.一種實施例113之化合物,其中〇8係0:-1; 及m係0。 實施例Π 5. —種實施例11 〇之化合物,其中gb係選自 C-6及 C-7 ;及 m係 0。 實施例116. —種實施例115之化合物,其中g^$C-6。 實施例II7· —種實施例H5之化合物,其中G^$C-7。 實施例11 8.—種式1之化合物或實施例】至62或67或75 至84之任一化合物,其中 實施例119. 一種實施例i ι8之化合物,其中R6係Ga ; 及GA係選擇性地經至多1個選自r16之取代基取代的 苯基。 實施例120. —種實施例118之化合物,其中R6 155859.doc 41 - 201141380 係-(CR12R13)qTGA ;及 GA係選自Wherein m is an integer selected from 0 to 3. Embodiment 107. The compound of Embodiment 1 ,6, wherein u is 0 or 1; and m is 0. 155859.doc -40·201141380 Embodiment 108. The compound of Example i〇7, wherein R6 is gb; &amp;GB is selected from C-2, C-3, C-4 and C-8; System. Embodiment 109. The compound of Example 8 wherein R6 is gb; GB is selected from the group consisting of C-2, C-3 and C-4; and m is 0. Embodiment 110. Embodiment 1 The compound of 〇6, wherein u is 1; and T is a direct bond. Embodiment 111 A compound of the formula 11 wherein R6 is -(CR14R15)UTGB and GB is selected from the group consisting of C-1 and C-2. Embodiment 112. The compound of Embodiment 111, wherein T is a direct bond. Embodiment 113. A compound of Embodiment 11 2 wherein 08 is C-1; u is 1; and R16 is attached at the 1 position. Embodiment 114. A compound of Embodiment 113 wherein 〇8 is 0:-1; and m is 0. EXAMPLES 5. The compound of Example 11 wherein gb is selected from the group consisting of C-6 and C-7; and m is 0. Embodiment 116. The compound of Embodiment 115, wherein g^$C-6. Embodiment II7 - The compound of Example H5 wherein G^$C-7. Example 11 8. Compound of Example 1 or Example] to any of 62 or 67 or 75 to 84, wherein Example 119. A compound of Example i VIII, wherein R6 is Ga; Optionally, at most one phenyl group substituted with a substituent selected from r16. Embodiment 120. The compound of Embodiment 118, wherein R6 155859.doc 41 - 201141380 is -(CR12R13)qTGA; and the GA is selected from the group consisting of

B-50 B-51 實施例121. —種實施例120之化合物,其中τ係一直接 鍵;q係〇或1 ;及r係0 » 實施例122. —種實施例121之化合物,其中ga係B_ 51 ;及q係1。 實施例123 · —種式1之化合物或實施例!至122之任一 化合物’其中R7當單獨時(即不與R8在一起時)係Η、 C「C6烷基、C2-C6烯基' C2-C6炔基、(:3-(:8環烷基、 Cs-Cs烷氧羰烷基、Cl_C6烷氧基或(:2-(:8二烷胺磺醯 基。 實施例124. —種實施例123之化合物,其中R7當單獨 時係Η、Ci-Cg烧基、C2-C6稀基、C2-C6快基、C3_Cg 環烧基或C3-C8烧氧幾院基》 實施例125. —種實施例124之化合物,其中R7當單獨 時係、Η、曱基、乙基、-CH2C=CH2、-CH2C = CH、環 己基或C3-C8烧氧羰统基。 實施例126. —種實施例125之化合物,其中R7當單獨時係 Η、甲基、-ch2ch2c(=o)och3或-ch2ch2c(=o)och2ch3。 實施例127. —種實施例126之化合物,其中R7當單獨 時係甲基&quot; 155859.doc •42- 201141380 實施例128· —種式丨之化合物或實施例丨至之任一 化合物,其中R8當單獨時(即不與尺7在一起時)係H、 曱基或乙基。 實施例129.—種實施例128之化合物,其中^當單獨 時係Η。 實施例130. -種實施例128之化合物,其中r8當單獨 時係曱基。 實施例131· —種式丨之化合物或實施例丨至^]之任一 化合物,其中一對連接至相同氮原子的R7及R8—起 與該氮原子形成-3至7員雜環,該雜環含有選自碳 原子及選擇性地至多2個雜原子的環員,該雜原子係 選自至多2個。及至多2個N,該環選擇性地經至多2 個獨立選自齒素、氰基、Cl_C3烷基及㈣烧氧基 的取代基在碳原子環M上取代及選自甲基的取代基 在氮原子環員上取代。 實施例132. —種實施例131之化合物,其中一對連接 至相同氮原子的RjR8一起與該氮原子形成一 3至7 員雜環,該雜環含有選自碳原子及選擇性地至多_ 雜原子的%員,該雜原子係選自丨個〇及丨個N,該環 選擇性地經至多2個獨立選自齒素、Cl-C3烷基及Cl_ C3烷氧基的取代基在碳原子環員上取代及選自甲基 的取代基在氮原子環員上取代。 實施例133•—種實施例132之化合物,其中一對連接 至相同氮原子的一起與該氮原子形成一6員雜 155859.doc -43· 201141380 %,4雜%含有選自碳原子及選擇性地至多i個雜原 子的%員,該雜原子係選自丨個〇 ,該環選擇性地經 至多1個獨立選自齒素及Ci_c3烷基的取代基取代。 實施例134· —種實施例133之化合物,其中一對連接 至相同氮原子的R7及R8 一起與該氮原子形成一 5員雜 環,該雜環含有選自碳原子的環員,該環選擇性地 經至多1個獨立選自_素及(^-匕烷基的取代基取 代。 貫施例135. —種式1之化合物或實施例1至134之任一 化合物’其中R9係Η或曱基。 實施例136. —種實施例135之化合物,其中R9係甲 基。 實施例137. —種實施例136之化合物,其中R9係η。 實施例13 8 · —種式1之化合物或實施例1至丨3 7之任一 化合物,其中各Ri2、R!3、係獨立為11或曱 基。 貫施例13 9. —種實施例13 8之化合物,其中各r 14及r 15 係獨立為Η或甲基。 實施例140. —種實施例138之化合物,其中各Ri2、 R13、R14及R15係獨立為Η。 實施例141. 一種實施例140之化合物,其中各4及Ri5 係獨立為Η。 實施例142. —種式1之化合物或實施例1至14丨之任一 化合物’其中各R16係Η、鹵素、CVC3烷基或_Cf3。 155859.doc -44 - 201141380 實施例143. —種實施例142之化合物,其中各R16係 Η、鹵素、CH3 或-CF3。 實施例144. 一種實施例I43之化合物,其中各R16係 CH3。 本發明之實施例’包括以上的實施例1_144及任何其它 本文中所述之實施例’可以用任何方式組合,且實施例 中變異的描述不只與包含式1化合物的組合物有關,也與 式1化合物、可用於製備式1化合物的起始化合物及中間 化合物有關,除非在實施例中有進一步界定。此外,本 發明之實施例,包括以上的實施例1_144及任何其它本文 中所述之實施例’及任何彼等之組合,係有關於本發明 之組合物及方法。實施例i _丨44的組合係藉由以下闡述: 實施例A1. —種如發明内容總覽中所述之式1化合物, 其中 R1係胺基SCrCs烷基; X1係鹵素; X2係鹵素、氰基或-cf3 ; w1係 〇 ; W2係 〇、s、N(H)或 N(CH3); A係一苯環、吡啶環或嘧啶環,選自至α·2〇 ; η係0至3 ; R2係鹵素、c「c6烷基或cvg烷氧基; 尺3係(^-(:2伸烷基’經至少一R5取代;或 R3 係-C(=0)-; 155859.doc -45- 201141380 w3係 ο ; R4係-OR6、-SR6、-NR7R8或-〇·Μ+ ; M+係一農業上合適的鹼金屬陽離子,選自納或 卸; 各R5係鹵素、(VC3烷氧基、C「C3鹵烧氧基、 CrCs烷硫基或C2-C6烷氧羰基; R6係Η、CVCe烷基、C2-C6烯基、C3-C6炔基、 C2-C6_烷基、C2-C6鹵烯基、C3-C6鹵炔基、c2-c6烷氧烷基、c3-c8烷氧羰烷基、C3-C1Q二烷氧 院基、C 3 - C 1 〇燒氧院氧炫基、C 2 - C 8炫硫炫基、 C2-C6氰烧基、C3-C1。三烧石夕基、C2-C8烧数胺 基、C2-C6鹵烷氧烷基、c3-c8鹵烷氧羰烷基或 c3-c8烷羰烷基;或 R6係GA、-(CR丨2R13)qTGA、GB或·(CRHRi5)uTGB ;或 R5及R6在一起形成一選自D-1的環B-50 B-51 Embodiment 121. The compound of Embodiment 120, wherein τ is a direct bond; q is 〇 or 1; and r is 0. Embodiment 122. The compound of Example 121, wherein ga Department B_ 51 ; and q series 1. Example 123 - a compound of the formula 1 or an example! Any one of the compounds of 122' wherein R7 when alone (ie, not with R8) is Η, C "C6 alkyl, C2-C6 alkenyl' C2-C6 alkynyl, (: 3-(:8 ring) Alkyl, Cs-Cs alkoxycarbonylalkyl, Cl_C6 alkoxy or (: 2-(:8 dialkylamine sulfonyl). Embodiment 124. The compound of Example 123, wherein R7 is 单独 when alone , Ci-Cg alkyl, C2-C6 dilute, C2-C6 fast radical, C3_Cg cycloalkyl or C3-C8 aerobics. Example 125. The compound of Example 124, wherein R7 when alone , Η, 曱, 曱, ethyl, -CH2C=CH2, -CH2C = CH, cyclohexyl or C3-C8 alkoxycarbonyl. Example 126. The compound of Example 125, wherein R7 when alone Η, methyl, -ch2ch2c(=o)och3 or -ch2ch2c(=o)och2ch3. Embodiment 127. The compound of Example 126, wherein R7 when alone is methyl&quot; 155859.doc • 42- 201141380 Embodiment 128. A compound of the formula or any one of the compounds of the formula, wherein R8, when alone (i.e., when not in contact with the ruler 7), is H, decyl or ethyl. Example 129. The compound of embodiment 128, wherein The compound of Example 128, wherein r8 is a sulfhydryl group when alone. Embodiment 131 - a compound of the formula or a compound of the formula 丨 to ^], one of R7 and R8 which are bonded to the same nitrogen atom form a -3 to 7-membered heterocyclic ring with the nitrogen atom, and the heterocyclic ring contains a ring member selected from a carbon atom and optionally at most 2 hetero atoms, the hetero atom system Selecting from at most 2 and up to 2 N, the ring is selectively substituted and selected on the carbon atom ring M by up to 2 substituents independently selected from the group consisting of dentate, cyano, Cl_C3 alkyl and (iv) alkoxy A substituent from a methyl group is substituted on a nitrogen atom ring. Embodiment 132. The compound of Embodiment 131, wherein a pair of RjR8 attached to the same nitrogen atom together form a 3- to 7-membered heterocyclic ring with the nitrogen atom, The heterocyclic ring contains a member selected from the group consisting of a carbon atom and optionally at most a hetero atom selected from the group consisting of 丨 〇 and 丨 N, the ring being selectively selected up to 2 independently selected from dentate, Cl. a substituent of a -C3 alkyl group and a Cl_C3 alkoxy group substituted on a carbon atom ring member and a substituent selected from a methyl group in the nitrogen atom The compound of Example 132 is the compound of Example 132, wherein a pair of the same nitrogen atom together with the nitrogen atom forms a 6-member impurity 155859.doc -43·201141380%, 4%% containing From the carbon atom and optionally up to i of the heteroatoms, the heteroatoms are selected from the group consisting of hydrazines, which are optionally substituted with up to one substituent independently selected from the group consisting of dentate and Ci_c3 alkyl. Embodiment 134. The compound of Embodiment 133, wherein a pair of R7 and R8 bonded to the same nitrogen atom together form a 5-membered heterocyclic ring with the nitrogen atom, the heterocyclic ring containing a ring member selected from carbon atoms, the ring Optionally, substituted by at most one substituent selected from the group consisting of _ and ^- 匕 alkyl. 实施例 135. The compound of Formula 1 or any of the compounds of Examples 1 to 134 wherein R9 is ruthenium Or a sulfhydryl group. Embodiment 136. The compound of Embodiment 135, wherein R9 is methyl. Embodiment 137. The compound of Embodiment 136, wherein R9 is η. Example 13 8 - Compound of Formula 1 Or any one of the compounds of any one of embodiments 1 to 3, wherein each Ri2, R!3, is independently 11 or a thiol group. Embodiment 13 9. The compound of Example 13 8 wherein each r 14 and r The compound of Example 138, wherein each of Ri2, R13, R14 and R15 is independently hydrazine. Embodiment 141. A compound of Embodiment 140, wherein each 4 Ri5 is independently Η. Embodiment 142. - Compound of Formula 1 or any of Examples 1 to 14' R16 is hydrazine, halogen, CVC3 alkyl or _Cf3. 155859.doc -44 - 201141380 Embodiment 143. The compound of Embodiment 142, wherein each R16 is hydrazine, halogen, CH3 or -CF3. The compound of Embodiment I43 wherein each R16 is CH3. Embodiments of the present invention 'comprising the above Examples 1-144 and any other embodiments described herein' may be combined in any manner, and the description of the variations in the examples is not limited to Related to a composition comprising a compound of Formula 1, and also to a compound of Formula 1, a starting compound and an intermediate compound useful in the preparation of a compound of Formula 1, unless further defined in the Examples. Further, embodiments of the invention, including the above Embodiments 1-144 and any other embodiments described herein and any combinations thereof are related to the compositions and methods of the present invention. The combination of Example i_丨44 is illustrated by the following: Example A1. - a compound of formula 1 as described in the Summary of the Invention, wherein R1 is an amine-based SCrCs alkyl group; X1 is a halogen; X2 is a halogen, a cyano group or a -cf3; a w1 system; a W2 system 〇, s, N (H) ) or N (CH) 3); A is a monophenyl ring, a pyridine ring or a pyrimidine ring selected from the group consisting of α·2〇; η series 0 to 3; R2 halogen, c “c6 alkyl or cvg alkoxy; 尺 3系 (^- (: 2 alkylene group 'substituted with at least one R5; or R3 is -C(=0)-; 155859.doc -45- 201141380 w3 series ο ; R4 series -OR6, -SR6, -NR7R8 or -〇·Μ +; M+ is an agriculturally suitable alkali metal cation selected from sodium or unloaded; each R5 halogen, (VC3 alkoxy, C "C3 halo alkoxy, CrCs alkylthio or C2-C6 alkoxycarbonyl; R6 is hydrazine, CVCe alkyl, C2-C6 alkenyl, C3-C6 alkynyl, C2-C6-alkyl, C2-C6 haloalkenyl, C3-C6 haloalkynyl, c2-c6 alkoxyalkyl, c3 -c8 alkoxycarbonylalkyl, C3-C1Q dialkoxy, C 3 - C 1 〇 oxyxy oxo, C 2 - C 8 sulphur, C 2 -C 6 cyanide, C 3 -C 1 . Tricalcinol, C2-C8 calcined amino group, C2-C6 haloalkoxyalkyl, c3-c8 haloalkyloxycarbonyl or c3-c8 alkylcarbonyl; or R6 GA, -(CR丨2R13)qTGA, GB or ·(CRHRi5)uTGB; or R5 and R6 together form a ring selected from D-1

R1係選自(VC3烷基;及 p係〇或1。 實施例A2. —種實施例A1之化合物,其中 R1係CVC3烷基; 155859.doc •46· 201141380 X1係F或C1 ; X2係鹵素或氰基; w2係 Ο、S 或 N(H); A係選自 A-1、A-2、A-3、A-4、A-5、A-6、A-7、 A-12、A-13、A-14、A-15、A-19及 A-20 ; η係0至2 ; R2係鹵素、C「C3烷基或曱氧基; R3係經一R5取代的Cl_CHt烷基; R4係-OR6或-SR6 ; R5係齒素、cvq烷氧基、Cl_C3鹵烷氧基或Cl_C3 烧硫基;及 R6係Η、cvc6院基、c2-C6烯基、c3-c6炔基、 C2-C6_ 烷基、c2-C6齒烯基、c3-c6_ 炔基、c2-C6燒氧烷基、C3-C8烷氧羰烷基、C3-C1Q二烷氧 烧基、(^-(:1()烷氧烷氧烷基或(:2_(:6氰烷基;或 R6係 GA、-(CR丨2R丨3)qTGA、GB 或-(CR丨4R15)UTGB。 實施例A3 · —種實施例A2之化合物,其中 Rl係甲基或乙基; X1係 F ; χ2係C1或F ; W2係0或S ; A係選自 A-1、A-2、A-4及 A-15 ; r2係鹵素、CVC6烷基或CVC6烷氧基; R3係經至少一R5取代的Ci-Q伸烷基; 155859.doc •47- 201141380 R4係-OR6 ; R5係鹵素、CVC3烷氧基、CVC3鹵烷氧基或CVC3 烷硫基; R6係Η、CVC6烷基、C2-C6烯基、C2-C6函烷基、 C2-C6烷氧烷基、C3-C8烷氧羰烷基、c3-C1Q烷氧 烷氧烷基或c2-c6氰烷基; GA係苯基,選擇性地經至多1個選自R16的取代基 取代;或 GA係 B-51 ; q係1 ; r係0 ; GB係選自 C-2、C-3、C-4及 C-8 ; u係0或1 ;及 各T係一直接鍵。 實施例A4. —種實施例A3之化合物,其中 R1係甲基; X2係 C1 ; W2係 Ο ; A係選自A-1、A-2及A-4 ; η係0 ; R5係鹵素、(VC2烷氧基或匕-匕鹵烷氧基; R6 係 Η、CH3、CH2CH3、CH2CH2CH3、 CH(CH3)2、CH2CH2CH2CH3、CH2CH(CH3)2、 CH2CH2CH(CH3)2、CH2CF3、CH2CH2CH2C1、 155859.doc -48 - 201141380 CH2CF2CH3、CH2CH2CH2F、CH2CH2CH2CF3、 CH2CH2Br、CH2OCH3、CH2OCH2CH3、 CH2CH2OCH3 、 CH2CH2OCH2CH3 、 CH2C(=0)0CH3 、 CH2C(=0)0CH2CH3 、 CH2OCH2CH2OMe或 CH2CH2CN ; GB係選自C-2、C-3及C-4 ;及 u係0。 實施例A5. —種實施例A3之化合物,其中 X2係 C1 ; A係選自A-1 ; R5係乙氧基或甲氧基; R6係 Η、CH3、CH2CH3、CH2CH2CH3、CH2CF3、 ch2ch2ch2f、CH2OCH3、CH2OCH2CH3、 CH2CH2OCH3 、 CH2CH2OCH2CH3 、 CH2OCH2CH2OMe 或 CH2CH2CN ; GB係 C-l ; u係1 ; R14係 H ; R15係 H ; R16係 CH3 ;及 R16係連接在1-位置。 實施例A6. —種如發明内容總覽中所述之式1化合物或 實施例A1至A5之任一化合物,其中 R1係曱基; -49· 155859.doc 201141380 X1係 F ; X2係 Cl ; W1係 Ο ; Α係 A-l ; W2 係 Ο ; R3係經一 R5取代的(^伸烷基; R4係-OR6 R5係乙氧基或曱氧基;及 R6 係 Η、CH3、CH2CH3、CH2CF3、CH2CH2CH2F、 ch2ch2och3 或 CH2CH2OCH2CH3 或 OCH2OCH2CH2OMe。 特定實施例包括式1化合物,其係選自由以下所組成之 群組. 2-[2-[2-氯-5-[3,6-二氫-3-曱基-2,6-二側氧基-4-(三氟甲 基)-1(2//)-°密定基]-4-氟苯氧基]苯氧基]-2-乙氧乙酸 甲酯(化合物4)、 2-[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧基-4-(三氟甲 基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]·2·乙氧乙酸 乙酯(化合物2)、 2-[2-[2-氣- 5-[3,6-二氫-3 -甲基-2,6-二側氧基_4-(三氟甲 基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]_2_曱氧乙酸 甲酯(化合物3)、 2-[2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基·4·(三氟曱 基)-1(2//)-嘴咬基]-4- It苯氧基]苯氧基]_2·曱氧乙酸 155859.doc • 50- 201141380 乙酯(化合物5)、 2-[2-[2-氯-5-[3,6-二氫-3 -曱基-2,6-二侧氧基-4-(三氟甲 基)-1(2开)-°密D定基]-4-氟苯氧基]苯氧基]-3-甲氧丙酸 甲酯(化合物6;)、 2-[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧基-4-(三氟甲 基)-1(2//)-。密咬基]_4- I苯氧基]苯氧基]_2-氣乙酸乙 酉旨(化合物1)、 2- [2-[2 -氣-5-[3,6-二氫-3-曱基-2,6-二側氧基_4-(三氟甲 基)-1(2//)-嘧啶基]_4_氟苯氧基]苯氧基卜2_甲氧乙酸 (化合物126)、 2_乙氧乙基2-[2-[2-氯-5-[3,6-二氣-3-曱基-2,6-二側氧 基-4-(二氟曱基)_1 (2//)-。密。定基]-4-氟苯氧基]苯氧 基]-2-甲氧乙酸酯(化合物20)、 3- 氟丙基2-[2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基一 4-(三氟曱基)-1(2//)-嘧啶基]-4·氟苯氧基]苯氧基]_2_ 甲氧乙酸酯(化合物24)、 2’2,2-二氣乙基2-[2-[2-鼠-5-[3,6-二氣-3-甲基-2,6-二側 氧基_4-(三氟曱基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧 基]-2-曱氧乙酸酯(化合物55)、 2_曱氧基-2-側氧乙基2-[2-[2-氣-5-[3,6-二氫-3-甲基_ 2,6-二側氧基-4-(三氟甲基)-1(2//)-嘧啶基]-4-氟笨氧 基]苯氧基]-2-曱氧乙酸酯(化合物21)、 2-[2-[2-風-5-[3,6-二氮-3-甲基-2,6-二側氧基-4-(三說甲 基)-1(2丑)-嘧啶基]-4-氟苯氧基]苯氧基]-2-乙氧乙酸 155859.doc -51- 201141380 (化合物125)、 2-甲氧乙基2-[2-[2-氯-5·[3,6-二氫-3-曱基·2,6-二側氧 基-4-(三氟曱基)-1(27/)-嘧啶基]-4-氟苯氧基]苯氧 基]-2-曱氧乙酸醋(化合物19)、 2-[2-[2-氯-5-[3,6-二氫-3-曱基-2,6-二側氧基-4-(三氟甲 基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]-2-甲氧乙酸 環己酯(化合物56)、 2-[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧基-4-(三1甲 基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]-3-氟丙酸乙 酯(化合物137)、 2-[2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基-4-(三氟甲 基)-1(2//)-嘧啶基]-4-氟苯氧基]-5-氟苯氧基]-2-曱氧 乙酸曱酯(化合物214)、 2-[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧基-4-(三氟曱 基)-1(2好)-嘧啶基]-4-氟苯氧基]苯氧基]-2-甲氧乙酸 環戊酯(化合物23)、 2-乙氧基-2-側氧乙基2-[2-[2-氣-5-(3,6-二氮-3-曱基_ 2,6-二側氧基-4-(三氟曱基)-1(2//)-嘧啶基]-4-氟苯氧 基]苯氧基]-2-曱氧乙酸酯(化合物22)、 2-[2-[2-氯-5-[3,6-二氫-3-曱基-2,6-二側氧基-4-(三氟甲 基)-1(2/〇-嘧啶基]-4-氟苯氧基]苯氧基]-2-甲氧乙酸 環丙甲酯(化合物18)、 2-氣乙基2-[2-[2-氣-5-[3,6-二氫-3-甲基-2,6-二側氧基_ 4-(三氟曱基)-1(2丹)-嘧啶基]-4-氟苯氧基]苯氧基]_2_ 155859.doc •52· 201141380 曱氧乙酸酯(化合物27)、 2_[2-[2-氯-5-[3,6-二氫_3-甲基_2,6_二侧氧基-4-(三氟甲 基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]-2-甲氧乙酸 丙酯(化合物127)、 2_[2-[2-氣-5-[3,6-二氫-3-甲基-2,6-二侧氧基-4-(三氟甲 基)-1(2丑)-嘧啶基]-4-氟苯氧基]苯氧基]_2_甲氧乙酸 丁酯(化合物14)、 2·[2-[2-氯 _5_[3,6-二氫-3 -曱基-;2,6-二側氧基-4-(三氟甲 基)-1(2丑)-嘧啶基]-4-氟苯氧基]-4-氟苯氧基]-2-甲氧 乙酸乙酯(化合物216)、 2-[5-氯-2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基-4- (三氟甲基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]_2_甲 氧乙酸丁酯(化合物211)及 2-氰乙基 2-[2-[2-氣-5-[3,6-二氫-3_f 基-2,6-二側氧基-4-(二氟甲基)-1(2//)-嘧啶基]_4-氟苯氧基]苯氧基]_2_ 曱氧乙酸酯(化合物53)。 值得注意的是一選自由以下所組成之群組之式1化合 物: 2-[2_[2-氣-5-[3,6-二氫-3-曱基_2,6_二側氧基_4_(三氟甲 基)-1(2丑)-嘧啶基]_4-氟苯氧基]苯氧基]_2_甲氧乙酸 乙酯(化合物5)、 2,2,2-二氟乙基 2-[2-[2-氯-5-[3,6-二氫 _3_ 曱基 _2,6_二側 氧基-4-(三氟甲基)-l(2/f&gt;嘧啶基]_4_氟苯氧基]苯氧 基]-2-甲氧乙酸酯(化合物55)、 155859.doc -53- 201141380 3-氟丙基2-[2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基-4-(三氟甲基(2好)-嘧啶基]-4-氟苯氧基]苯氧基]-2-甲氧乙酸g旨(化合物2 4 )、 2-乙氧乙基2·[2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧 基-4-(三氟甲基)-1(277)-嘧啶基]-4-氟苯氧基]苯氧 基]-2-甲氧乙酸酯(化合物20)及 2-[2_[2-氯-5-[3,6-二氫-3-曱基-2,6-二側氧基-4-(三氟甲 基)-1 (2//)-嘧啶基]_4_氟苯氧基]苯氧基]_2_甲氧乙酸 (化合物126)。 本發明亦關於式1P化合物(包括所有立體異構物)、其 沁氧化物及其鹽類、含有這些化合物之農業組合物及其 作為除草劑之用途:R1 is selected from (VC3 alkyl; and p-system or 1. Example A2. The compound of Example A1, wherein R1 is CVC3 alkyl; 155859.doc • 46· 201141380 X1 is F or C1; X2 Halogen or cyano; w2 Ο, S or N(H); A is selected from A-1, A-2, A-3, A-4, A-5, A-6, A-7, A- 12, A-13, A-14, A-15, A-19 and A-20; η series 0 to 2; R2 halogen, C "C3 alkyl or decyloxy; R3 is a R5 substituted Cl_CHt Alkyl; R4-OR6 or -SR6; R5 dentate, cvq alkoxy, Cl_C3 haloalkoxy or Cl_C3 sulphur; and R6 oxime, cvc6, c2-C6 alkenyl, c3-c6 Alkynyl, C2-C6_alkyl, c2-C6-dentyl, c3-c6-alkynyl, c2-C6 alkoxyalkyl, C3-C8 alkoxycarbonyl, C3-C1Q dialaloxy, (^ - (: 1 () alkoxyalkoxyalkyl or (: 2_(: 6 cyanoalkyl; or R6 system GA, -(CR丨2R丨3) qTGA, GB or -(CR丨4R15) UTGB. A3. The compound of the embodiment A2, wherein R1 is methyl or ethyl; X1 is F; χ2 is C1 or F; W2 is 0 or S; and A is selected from A-1, A-2, A-4 And A-15; r2 is a halogen, CVC6 alkyl or CVC6 alkoxy; R3 is a Ci-Q extension substituted by at least one R5 155859.doc •47- 201141380 R4 series-OR6; R5 halogen, CVC3 alkoxy, CVC3 haloalkoxy or CVC3 alkylthio; R6 hydrazine, CVC6 alkyl, C2-C6 alkenyl, C2- C6 alkyl, C2-C6 alkoxyalkyl, C3-C8 alkoxycarbonyl, c3-C1Q alkoxyalkoxy or c2-c6 cyanoalkyl; GA phenyl, optionally up to 1 Substituents selected from R16; or GA line B-51; q line 1; r line 0; GB line is selected from C-2, C-3, C-4 and C-8; u line 0 or 1; And a direct bond of each T. Example A4. The compound of Example A3, wherein R1 is methyl; X2 is C1; W2 is Ο; A is selected from A-1, A-2 and A-4; Η-system 0; R5 is a halogen, (VC2 alkoxy or anthracene-fluorenyl alkoxy; R6 is Η, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH2CH2CH(CH3) 2. CH2CF3, CH2CH2CH2C1, 155859.doc -48 - 201141380 CH2CF2CH3, CH2CH2CH2F, CH2CH2CH2CF3, CH2CH2Br, CH2OCH3, CH2OCH2CH3, CH2CH2OCH3, CH2CH2OCH2CH3, CH2C(=0)0CH3, CH2C(=0)0CH2CH3, CH2OCH2CH2OMe or CH2CH2CN From C-2, C-3 and C-4; and u system 0. Embodiment A5. The compound of Embodiment A3, wherein X2 is C1; A is selected from A-1; R5 is ethoxy or methoxy; R6 is hydrazine, CH3, CH2CH3, CH2CH2CH3, CH2CF3, ch2ch2ch2f, CH2OCH3 , CH2OCH2CH3, CH2CH2OCH3, CH2CH2OCH2CH3, CH2OCH2CH2OMe or CH2CH2CN; GB series Cl; u series 1; R14 series H; R15 series H; R16 series CH3; and R16 series are connected at the 1-position. Embodiment A6. A compound of Formula 1 or any one of Examples A1 to A5, wherein R1 is a fluorenyl group; -49. 155859.doc 201141380 X1 system F; X2 system Cl; W1 Ο ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; , ch2ch2och3 or CH2CH2OCH2CH3 or OCH2OCH2CH2OMe. Specific examples include compounds of formula 1 selected from the group consisting of: 2-[2-[2-chloro-5-[3,6-dihydro-3-indenyl) -2,6-di- oxy-4-(trifluoromethyl)-1(2//)-°-densyl]-4-fluorophenoxy]phenoxy]-2-ethoxyacetic acid methyl ester (Compound 4), 2-[2-[2-Ga-5-[3,6-dihydro-3-indolyl-2,6-di-oxo-4-(trifluoromethyl)-1 ( 2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]·2·ethyl ethoxyacetate (compound 2), 2-[2-[2-gas-5-[3,6- Dihydro-3-methyl-2,6-di-oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]_2_ Methyl methoxyacetate (compound 3), 2-[2-[2-chloro-5-[3,6-dihydro-3-methyl-2,6-di-oxy-4-. Trifluoromethyl)-1(2//)-mouth butyl]-4-It phenoxy]phenoxy]_2·曱-oxyacetic acid 155859.doc • 50- 201141380 Ethyl (Compound 5), 2- [2-[2-Chloro-5-[3,6-dihydro-3-indenyl-2,6-di- oxy-4-(trifluoromethyl)-1(2)-)-D Methyl 4-fluorophenoxy]phenoxy]-3-methoxypropanoate (Compound 6;), 2-[2-[2-Ga-5-[3,6-Dihydro-3 - mercapto-2,6-di- oxy-4-(trifluoromethyl)-1(2//)-. dimethyl ketone]_4-Iphenoxy]phenoxy]_2-glycolacetate (Compound 1), 2-[2-[2-Ga-5-[3,6-dihydro-3-indolyl-2,6-di-oxy-4-(trifluoromethyl)-1 (2//)-pyrimidinyl]_4_fluorophenoxy]phenoxybu 2_methoxyacetic acid (compound 126), 2_ethoxyethyl 2-[2-[2-chloro-5-[3 ,6-dioxa-3-mercapto-2,6-di- oxy-4-(difluoroindolyl)_1 (2//)-. dense.]]]]]]]]] 2-methoxyacetate (compound 20), 3-fluoropropyl 2-[2-[2-chloro-5-[3,6-dihydro-3-methyl-2,6-di Side oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4.fluorophenoxy]phenoxy]_2-methoxyacetate (compound 24), 2'2, 2-dioxaethyl 2-[2-[2-rat-5-[3,6-dis-3-methyl-2 ,6-di-oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]-2-indoleoxyacetate (Compound 55 , 2_methoxy-2-oxoethyl 2-[2-[2-gas-5-[3,6-dihydro-3-methyl-2,6-di-oxy-4- (trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluoroaldooxy]phenoxy]-2-indoleoxyacetate (Compound 21), 2-[2-[2- Wind-5-[3,6-diaza-3-methyl-2,6-di-oxo-4-(tri-methyl)-1(2 ugly)-pyrimidinyl]-4-fluorophenoxy Phenoxy]-2-ethoxyacetic acid 155859.doc -51- 201141380 (compound 125), 2-methoxyethyl 2-[2-[2-chloro-5.[3,6-dihydro- 3-mercapto·2,6-di-oxy-4-(trifluoromethyl)-1(27/)-pyrimidinyl]-4-fluorophenoxy]phenoxy]-2-indolyloxyacetic acid Vinegar (Compound 19), 2-[2-[2-chloro-5-[3,6-dihydro-3-indolyl-2,6-di-oxo-4-(trifluoromethyl)-1 (2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]-2-methoxyacetic acid cyclohexyl ester (Compound 56), 2-[2-[2-Ga-5-[3, 6-Dihydro-3-indolyl-2,6-di-oxy-4-(trimethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy] Ethyl 3-fluoropropionate (Compound 137), 2-[2-[2-Chloro-5-[3,6-dihydro-3-methyl-2,6-di-side oxygen Ethyl 4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]-5-fluorophenoxy]-2-indoleoxyacetate (Compound 214), 2-[2-[2-Ga-5-[3,6-dihydro-3-indolyl-2,6-di-oxo-4-(trifluoromethyl)-1(2-)-pyrimidine 4-fluorophenoxy]phenoxy]-2-methoxyacetic acid cyclopentyl ester (compound 23), 2-ethoxy-2-oxoethyl 2-[2-[2- gas- 5-(3,6-diaza-3-indolyl-2,6-di-oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy Phenoxy]-2-indoleoxyacetate (compound 22), 2-[2-[2-chloro-5-[3,6-dihydro-3-indolyl-2,6-di-oxo 4-(trifluoromethyl)-1(2/fluorenylpyrimidinyl)-4-fluorophenoxy]phenoxy]-2-methoxyacetic acid cyclopropylmethyl ester (compound 18), 2-gas Ethyl 2-[2-[2-gas-5-[3,6-dihydro-3-methyl-2,6-di-oxo-4-(3-trifluoromethyl)-1 (2 Dan) -pyrimidinyl]-4-fluorophenoxy]phenoxy]_2_ 155859.doc •52· 201141380 曱Oxyacetate (Compound 27), 2_[2-[2-Chloro-5-[3,6- Dihydro-3-methyl-2,6-di-oxo-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]-2 -propyl methoxyacetate (compound 127), 2_[2-[2-gas-5-[3,6-dihydro-3-methyl -2,6-di- oxy-4-(trifluoromethyl)-1(2 ugly)-pyrimidinyl]-4-fluorophenoxy]phenoxy]_2-methoxyacetic acid butyl ester (Compound 14 ), 2·[2-[2-chloro_5_[3,6-dihydro-3-indenyl-; 2,6-di-oxy-4-(trifluoromethyl)-1 (2 ugly) -pyrimidyl]-4-fluorophenoxy]-4-fluorophenoxy]-2-methoxyacetic acid ethyl ester (compound 216), 2-[5-chloro-2-[2-chloro-5-[ 3,6-Dihydro-3-methyl-2,6-di-oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy Butyl-2-butyl butylate (compound 211) and 2-cyanoethyl 2-[2-[2- gas-5-[3,6-dihydro-3_fyl-2,6-di-oxyl 4-(Difluoromethyl)-1(2//)-pyrimidinyl]_4-fluorophenoxy]phenoxy]_2_ oxime oxyacetate (Compound 53). Of note is a compound of formula 1 selected from the group consisting of 2-[2_[2-gas-5-[3,6-dihydro-3-indolyl-2,6-di-oxyl _4_(Trifluoromethyl)-1(2 ugly)-pyrimidinyl]-4-fluorophenoxy]phenoxy]_2-methoxyacetic acid ethyl ester (compound 5), 2,2,2-difluoroethane 2-[2-[2-Chloro-5-[3,6-dihydro-3-indolyl-2,6-di-oxy-4-(trifluoromethyl)-l(2/f&gt;pyrimidine Base]_4_fluorophenoxy]phenoxy]-2-methoxyacetate (Compound 55), 155859.doc -53- 201141380 3-Fluoropropyl 2-[2-[2-chloro-5- [3,6-Dihydro-3-methyl-2,6-di-oxy-4-(trifluoromethyl(2)-pyrimidinyl]-4-fluorophenoxy]phenoxy]- 2-methoxyacetic acid g (compound 2 4 ), 2-ethoxyethyl 2·[2-[2-chloro-5-[3,6-dihydro-3-methyl-2,6-two-side Oxy-4-(trifluoromethyl)-1(277)-pyrimidinyl]-4-fluorophenoxy]phenoxy]-2-methoxyacetate (compound 20) and 2-[2_[ 2-Chloro-5-[3,6-dihydro-3-indolyl-2,6-di-oxo-4-(trifluoromethyl)-1 (2//)-pyrimidinyl]_4_fluoro Phenoxy]phenoxy]_2-methoxyacetic acid (compound 126). The invention also relates to compounds of formula 1P (including all stereoisomers), their cerium oxides and Salts thereof, agricultural compositions containing these compounds and their use as herbicides:

R1係H、胺基或c丨_C3烷基 X1係Η或鹵素; X2係鹵素、氰基、胺基、 W1係Ο或S ; Α係一苯環、α比吩;$ 胺基、硝基、 CF3 或-C(=S)NH2 ; 、°比°定環或嘧啶環,R1 is H, amine or c丨_C3 alkyl X1 is hydrazine or halogen; X2 is halogen, cyano, amine, W1 hydrazine or S; fluorene monophenyl ring, α phenanthene; Base, CF3 or -C(=S)NH2; , ° ratio ° ring or pyrimidine ring,

該環選擇性地 以至多4 155859.doc -54. 201141380 W2係 〇、S 或 N(R9); 各R2係獨立為鹵素、氰基、Ci_C6烷基、c丨_c6鹵烷 基、Ci-C:6烷氧基或(^-(:6鹵烷氧基; R3係經至少—R5取代的伸烷基; w3係〇或s ; R4係 Η、_〇R6、_SR6 或 _Nr7r8 ; 各R係獨立為鹵素、氰基、羥基、-CF3、Ci_c6烷氧 基、q-C6鹵烷氧基、Ci_C6烷硫基、c丨_c6烷胺基或 C2_c8二烷胺基; R 係Η、Crh院基、c2_C6稀基、C2_C6块基、Ci_c^ 、元基、c2-c6鹵烯基、c2_c6鹵炔基、CrQ烷氧烷 基、C3-cs烷氧羰烷基、C3_Cs環烷基、c3_c8鹵環烷 土 C3_C8_核烯基、匸3-(:10環烯基、〇丨-(:6烷胺基、 C2-C8二烷胺基或-N=C(Ri0)(Rn);或一苯環或苄 基,各選擇性地經至多五個獨立選自Ci_C3烧基、_ 7C/3及Cl_C3烷氧基的取代基在環員上取代; R = H、Cl_C6院基、c2_C6稀基、c2_c6快基、c”C8環 二基、c3-c8烷氧料基、Ci_C6烷氧基或㈣二烷 胺〜酿基;戋—装摄弋奸使 次本環或卞基,各選擇性地以至多五 個選_自Ρ Γ1 «· 1- 3、元基、-CF3及C〗-C3烷氧基的取代基在 貝上取代; 你衣 R係Η或Cl-C3烷基;或 一對連接到相同氮原子的7 8 忐 夂κ在—起與該氮原子形 战一 3至7員雜環,会右翠白 3有選自反原子及選擇性地至多3 155859.doc -55- 201141380 個雜原子的環員’雜原子係選自至多2個Ο、至多2 個S及至多2個Ν ’該環選擇性地以至多4個獨立選自 齒素、氰基、CrC3烷基及Cl_C3烷氧基的取代基在 碳原子環員上取代及選自Cl-c3烷基的取代基在氮原 子環員上取代; R9係Η或C〗-C3烷基;及 R10及尺丨丨各獨立為。 如發明内容總覽中所述之本發明實施例包括下面的實 施例。在以下實施例中,式1包括其^^氧化物與其鹽類, 且除非在實施例中有進一步定義,提及「式i化合物」時 包括在發明内容總覽中所界定的取代基定義。 實施例1P. —種式1之化合物,其中R1係胺基4Ci_c3 烷基。 實施例2P. —種實施例1?之化合物,其中R1係 基。 實施例3P. —種實施例2P之化合物,其中Ri係曱基或 乙基。 實施例4P. —種實施例3P之化合物,其中係曱基。 實施例5P. —種式1之化合物或實施例1至4之任一化合 物,其中X1係Η。 實施例6Ρ. —種式1之化合物或實施例1Ρ至4ρ之任一化 合物,其中X1係鹵素。 實施例7Ρ. —種實施例6Ρ之化合物,其中X1係ρ或C1。 實施例8Ρ_ —種實施例7Ρ之化合物,其中X1係ρ。 155859.doc • 56· 201141380 實施例9P. —種式i之化合物或實施例IP至8P之任一化 合物,其中X2係鹵素、氰基或-CF3。 • 實施例1OP. —種實施例9P之化合物,其中X2係鹵素或 . 氰基。 實施例11 P_ —種實施例1 〇p之化合物,其中X2係Cl、F 或氰基。 實施例12P. —種實施例丨ip之化合物,其中X2係C1或 F ° 實施例13P. —種實施例up之化合物,其中X2係C1。 實施例14P. —種式1之化合物或實施例1P至13P之任一 化合物,其中W1係S。 實施例15P. —種式1之化合物或實施例…至13p之任一 化合物,其中W1係〇。 貫施例16P.—種式1之化合物或實施例1 p至15p之任一 化合物,其中W2係〇、S、N(H)或N(CH3)。 實施例17P. —種實施例16P之化合物,其中w2係〇、s 或 N(H)。 實施例1 8P. —種實施例丨7p之化合物,其中W2係〇或 S。 實施例19P.—種實施例18p之化合物,其中W2係s。 實施例20P. —種實施例ι8ρ之化合物,其中W2係〇。 貫施例21P.種式1之化合物或實施例1 p至2〇p之任一 化合物,其中A係一選自Ad至八_20的苯環、吡啶環 或1,3-嘧啶環 155859.doc -57· 201141380The ring is optionally up to 4 155859.doc -54. 201141380 W2 is 〇, S or N(R9); each R 2 is independently halogen, cyano, Ci_C6 alkyl, c丨_c6 haloalkyl, Ci- C: 6 alkoxy or (^-(: 6 haloalkoxy; R3 is an alkylene group substituted by at least -R5; w3 is hydrazine or s; R4 is hydrazine, _〇R6, _SR6 or _Nr7r8; R is independently halogen, cyano, hydroxy, -CF3, Ci_c6 alkoxy, q-C6 haloalkoxy, Ci_C6 alkylthio, c丨_c6 alkylamino or C2_c8 dialkylamino; R system, Crh, c2_C6, C2_C6, Ci_c^, aryl, c2-c6 haloalkenyl, c2_c6 haloalkynyl, CrQ alkoxyalkyl, C3-cs alkoxycarbonylalkyl, C3_Cs cycloalkyl, C3_c8 halocycloalkane C3_C8_ nucleoside, 匸3-(: 10 cycloalkenyl, 〇丨-(: 6 alkylamino, C2-C8 dialkylamino or -N=C(Ri0)(Rn); Or a monophenyl or benzyl group, each optionally substituted with up to five substituents independently selected from the group consisting of Ci_C3 alkyl, -7C/3 and Cl_C3 alkoxy; R = H, Cl_C6, c2_C6 Dilute base, c2_c6 fast radical, c"C8 cyclodiyl, c3-c8 alkoxylate, Ci_C6 alkoxy or (tetra)dialkylamine ~ brewing base; Substituting a sub-ring or a fluorenyl group, optionally at most five substituents _ Ρ « 1 «· 1- 3, a aryl group, a -CF 3 and a C-alkyl alkoxy group are substituted on the shell; R is Η or Cl-C3 alkyl; or a pair of 7 8 忐夂 κ linked to the same nitrogen atom is in the shape of a 3 to 7 member heterocyclic ring with the nitrogen atom, and it is selected from the reverse Atoms and optionally up to 3 155859.doc -55- 201141380 Heteroatom ring members 'heteroatoms are selected from up to 2 Ο, up to 2 S and up to 2 Ν 'The ring is optionally up to 4 Substituents independently selected from the group consisting of dentate, cyano, CrC3 alkyl, and Cl_C3 alkoxy are substituted on a carbon atom ring and a substituent selected from a C1-c3 alkyl group is substituted on a nitrogen atom ring; R9 is ruthenium or C--C3 alkyl; and R10 and the ruler are each independently. The embodiment of the invention as described in the Summary of the Invention includes the following examples. In the following examples, Formula 1 includes its oxide and its Salts, and unless further defined in the examples, reference to "compounds of formula i" includes the definition of substituents as defined in the Summary of the Invention. Example 1P. The compound of formula 1, wherein R1 is an amine group 4Ci_c3 alkyl. Embodiment 2P. The compound of Example 1 wherein R1 is a group. Embodiment 3P. The compound of Example 2P wherein Ri is a thiol group or Ethyl. Embodiment 4P. The compound of Embodiment 3P wherein is a fluorenyl group. Embodiment 5P. A compound of Formula 1 or any of Embodiments 1 to 4 wherein X1 is hydrazine. Embodiment 6. A compound of the formula 1 or any of the compounds of the formulae 1 to 4, wherein X1 is a halogen. Embodiment 7. The compound of Embodiment 6 wherein X1 is ρ or C1. Embodiment 8 A compound of Embodiment 7 wherein X1 is ρ. 155859.doc • 56· 201141380 Example 9P. — A compound of formula i or any of embodiments IP to 8P wherein X 2 is halogen, cyano or —CF 3 . • Example 1OP. The compound of Embodiment 9P wherein X2 is halogen or .cyano. Example 11 P_ - Example 1 A compound of 〇p, wherein X2 is a Cl, F or cyano group. Embodiment 12P. The compound of the formula 丨ip, wherein X2 is C1 or F ° Example 13P. The compound of the example up, wherein X2 is C1. Embodiment 14P. A compound of Formula 1 or any one of Examples 1P to 13P, wherein W1 is S. Embodiment 15P. A compound of Formula 1 or any one of Examples to 13p, wherein W1 is hydrazine. Embodiment 16P. - A compound of Formula 1 or any of Embodiments 1 p to 15p, wherein W2 is hydrazine, S, N(H) or N(CH3). Embodiment 17P. The compound of Embodiment 16P wherein w2 is hydrazine, s or N(H). Example 1 8P. An example of a compound of 丨7p, wherein W2 is hydrazine or S. Embodiment 19P. The compound of Embodiment 18p wherein W2 is s. Embodiment 20P. The compound of Embodiment ι8ρ wherein W2 is hydrazine. Example 21P. Compound of Formula 1 or any of Examples 1 to 2〇p, wherein A is a benzene ring, a pyridine ring or a 1,3-pyrimidine ring 155859 selected from Ad to 八-20. Doc -57· 201141380

(R2)r A-l(R2)r A-l

A-15 N: 以及A-15 N: and

/^=N (R2)n^//^ A-20 其中向左伸出的鍵係連接至式1中的wl 冋右伸出的鍵係連接至式1中的W2 ;且n係〇至4。 實施例22Ρ. —種實施例21Ρ之化合物 A-l、Α-3、Α-4、Α-5、Α-6、Α-7 A,14、A-15、Α-19及 Α-20。 實施例23Ρ. —種實施例22Ρ之化合物 Α-1、Α-3、Α-4、Α-5、Α-6、Α-7, Α-14及 Α-15。 實施例24Ρ. —種實施例23Ρ之化合物 A-19 ’其中Α係選自 A-12 、 A-13 、•其中A係選自 A-12 、 A-13 、其中A係選自 155859.doc •58· 201141380 A-l、A-3、A-4、A-5、A-6、A-7、A-14及A-15。 實施例25P. —種實施例24P之化合物,其中A係選自 A-l、A-3、A-4、A-7及 A-15。 實施例26P. —種實施例25P之化合物,其中A係選自 A-l、A-4及 A-15。 實施例27P. —種實施例26P之化合物,其中A係選自A-1 及 A-4。 實施例28P. —種實施例27P之化合物,其中A係A-1。 實施例29P. —種實施例27P之化合物,其中A係A-4。 實施例30P. —種實施例21P至29&gt;之任一化合物,其中 η係0至2。 實施例31Ρ. —種實施例30Ρ之化合物,其中η係0。 實施例32Ρ. —種式1之化合物或實施例1Ρ至30Ρ之任一 化合物,其中R2係鹵素、(VC6烷基或(^-(^烷氧 基。 實施例33Ρ. —種實施例32Ρ之化合物,其中R2係鹵 素、Ci-Cs烷基或甲氧基。 實施例34P· —種實施例33P之化合物,其中R2係鹵 素。 實施例35P. —種實施例34P之化合物,其中R2係F或 C1。 實施例36P. —種實施例33P之化合物,其中R2係曱基 或甲氧基。 實施例37P. —種實施例36P之化合物,其中R2係甲 155859.doc •59· 201141380 基。 實施例38P. —種式1之化合物或實施例1 P至37P之任一 化合物,其中R3係經至少一個r5取代的C 1_C2伸烧 基。 實施例39P. 一種實施例38P之化合物’其中r3係經一 個R5取代的CpCa伸烷基。 實施例40P. —種實施例3 8P之化合物’其中r3係經至 少一個R5取代的C2伸炫&gt; 基。 實施例41P. —種實施例3 8P之化合物’其中r3係經至 少一個R5取代的Ci伸烧基。 實施例42P. —種實施例41P之化合物,其中r3係經一 個R5取代的〇^伸烷基。 實施例43P. —種式1之化合物或實施例1?至42P之任一 化合物,其中W3係S。 實施例44P. —種式1之化合物或實施例1 P至42P之任一 化合物,其中W3係Ο。 實施例45P. —種式1之化合物或實施例1P至44P之任一 化合物,其中 R4 係-OR6 或-SR6、-NH2、-NH(CH3) 或-N(CH3)2。 實施例46P. —種實施例45P之化合物’其中r4係-〇R6 或-SR6。 實施例47P. —種實施例46P之化合物’其中R4係_ 0R6。 實施例48P· —種式1之化合物或實施例1P至47P之任一 155859.doc -60- 201141380 化合物,其中R5係鹵素、羥基、Cl-C3烷氧基、 Crq鹵烷氧基、CVC3烷硫基、CVC3烷胺基或(:2-(:6 二烧胺基。 實施例49P. —種實施例48P之化合物,其中各R5係鹵 素、Ci-C3烧氧基、Ci-C3鹵烧氧基或C^-C^烧硫基。 實施例50P. —種實施例49P之化合物,其中R5係Cl-c3 炫氧基或Cl-C3烧硫基。 實施例51P. —種實施例50P之化合物,其中R5係Cl_c2 烷氧基或匚!-^烷硫基。 實施例52P. —種實施例49P之化合物,其中R5係_ 素。 實施例53P. —種實施例52P之化合物,其中R5係F。 實施例54P. —種實施例5 1P之化合物,其中R5係甲硫 基。 實施例55P. —種實施例51P之化合物’其中R5係Ci-q 炫氧基。 實施例56P. —種實施例55P之化合物,其中R5係乙氧 基。 實施例57P. —種實施例55P之化合物,其中R5係曱氧 基。 實施例58P. —種式1之化合物或實施例1至57之任一化 合物,其中R6係Η、CVCe烷基、C2-C6烯基、c2-C6 炔基、CVC6鹵烷基、C2-C6鹵烯基、C2-C6鹵炔基、 C2-C6烷氧烷基、C3-C8環烷基、C3-C8鹵環烷基、 155859.doc -61 - 201141380 c3-c8鹵環烯基或c3-c10環烯基。 實施例59Ρ. —種實施例58Ρ之化合物,其中R6係Η、 CVC6烷基、C2-C6烯基、C2-C6炔基、Ci-Ce鹵烷基、 C2-C6鹵烯基、C2-C6鹵炔基或C2-C6烷氧烷基。 實施例60P· —種實施例59P之化合物,其中R6係Η、 CVC6烷基、C2-C3烯基、CVC3鹵烷基或C2-C3烷氧烷 基。 實施例61P· —種實施例60P之化合物,其中R6係Ci-C6 炫基。 實施例62P. —種實施例6 1P之化合物,其中R6係曱 基、乙基、正丙基、異丙基或正丁基。 實施例63P_ —種實施例62P之化合物,其中R6係曱基 或乙基。 實施例64P. —種實施例62P之化合物,其中R6係乙 基。 實施例65P. —種實施例62P之化合物,其中R6係曱 基。 實施例66P. —種式1之化合物或實施例1至65之任一化 合物’其中R9係Η或甲基。 實施例67Ρ. —種實施例66Ρ之化合物,其中R9係曱 基。 實施例68Ρ. —種實施例66Ρ之化合物,其中R9係Η。 實施例69Ρ. —種式1之化合物或實施例…至68Ρ之任一 化合物,其中R7當單獨時(即不與R8在一起時)係Η、 155859.doc •62· 201141380/^=N (R2)n^//^ A-20 where the key extending to the left is connected to the wl in the formula 1 and the right-extended key is connected to W2 in the formula 1; 4. Example 22 - A compound of Example 21 A-l, Α-3, Α-4, Α-5, Α-6, Α-7 A, 14, A-15, Α-19 and Α-20. Example 23 - The compound of Example 22 is Α-1, Α-3, Α-4, Α-5, Α-6, Α-7, Α-14 and Α-15. Embodiment 24: The compound of Example 23, A-19 ' wherein the lanthanide is selected from the group consisting of A-12, A-13, and wherein A is selected from the group consisting of A-12 and A-13, wherein the A is selected from 155859.doc •58· 201141380 Al, A-3, A-4, A-5, A-6, A-7, A-14 and A-15. Embodiment 25. The compound of Embodiment 24P wherein A is selected from the group consisting of A-1, A-3, A-4, A-7, and A-15. Embodiment 26P. The compound of Embodiment 25P wherein A is selected from the group consisting of A-1, A-4 and A-15. Embodiment 27P. The compound of Embodiment 26P wherein A is selected from the group consisting of A-1 and A-4. Embodiment 28P. The compound of Embodiment 27P wherein A is A-1. Embodiment 29P. The compound of Embodiment 27P wherein A is A-4. Embodiment 30P. Any one of Embodiments 21P to 29&gt; wherein η is 0 to 2. Embodiment 31. The compound of Embodiment 30, wherein η is 0. Embodiment 32. A compound of the formula 1 or any one of the compounds of the formula 1 to 30, wherein R 2 is a halogen, (VC 6 alkyl or (^-( alkoxy). Example 33 种. Example 32 Ρ A compound wherein R2 is a halogen, a Ci-Cs alkyl or a methoxy group. Embodiment 34P. The compound of Example 33P wherein R2 is a halogen. Embodiment 35P. The compound of Example 34P wherein R2 is F Or a compound of Example 33P, wherein R2 is a fluorenyl or methoxy group. Embodiment 37P. The compound of Example 36P wherein R2 is a 155859.doc • 59· 201141380 base. Embodiment 38P. A compound of Formula 1 or any one of Embodiments 1 P to 37P, wherein R3 is a C1-C2 alkyl group substituted with at least one r5. Example 39P. A compound of Example 38P wherein r3 The CpCa alkyl group substituted by an R5. Example 40P. Example 3 The compound of 8P 'C2 wherein the r3 is substituted with at least one R5>. Example 41P. - Example 3 8P The compound 'wherein r3 is a Ci extended group substituted with at least one R5. 42P. The compound of Embodiment 41P, wherein r3 is an alkyl group substituted with an R5. Embodiment 43P. - a compound of Formula 1 or any of Examples 1 to 42P, wherein W3 is S The compound of the formula 1 or the compound of the formula 1 P to 42P, wherein the W3 is hydrazine. Embodiment 45P. The compound of the formula 1 or any of the compounds of the examples 1P to 44P, wherein R4 is -OR6 or -SR6, -NH2, -NH(CH3) or -N(CH3)2. Embodiment 46P. The compound of Example 45P wherein r4 is -R6 or -SR6. Example 47P. - Compound of Example 46P wherein R4 is _ 0R6. Example 48P - a compound of Formula 1 or any of Examples 1P to 47P 155859.doc -60- 201141380 Compound wherein R5 is halogen, hydroxy, Cl a C3 alkoxy group, a Crq haloalkoxy group, a CVC3 alkylthio group, a CVC3 alkylamino group or a (:2-(:6 dialkylamine) group. Example 49P. The compound of Example 48P, wherein each R5 system Halogen, Ci-C3 alkoxy, Ci-C3 halo alkoxy or C^-C^ sulphur. Example 50P. The compound of Example 49P wherein R5 is Cl-c3 methoxy or Cl- C3 burning sulfur Embodiment 51P. The compound of Embodiment 50P wherein R5 is a Cl_c2 alkoxy group or a fluorenyl group. Embodiment 52P. The compound of Embodiment 49P wherein R5 is a steroid. Embodiment 53P. The compound of Embodiment 52P wherein R5 is F. Embodiment 54P. Embodiment 5 The compound of 1P, wherein R5 is methylthio. Embodiment 55P. The compound of Example 51P wherein R5 is a Ci-q methoxy group. Embodiment 56P. The compound of Embodiment 55P wherein R5 is ethoxy. Embodiment 57P. The compound of Embodiment 55P wherein R5 is an anthraceneoxy group. Embodiment 58P. A compound of Formula 1 or any one of Embodiments 1 to 57, wherein R6 is hydrazine, CVCe alkyl, C2-C6 alkenyl, c2-C6 alkynyl, CVC6 haloalkyl, C2-C6 Haloalkenyl, C2-C6 haloalkynyl, C2-C6 alkoxyalkyl, C3-C8 cycloalkyl, C3-C8 halocycloalkyl, 155859.doc -61 - 201141380 c3-c8 halocycloalkenyl or c3 -c10 cycloalkenyl. Embodiment 59. The compound of Embodiment 58 wherein R6 is hydrazine, CVC6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, Ci-Ce haloalkyl, C2-C6 haloalkenyl, C2-C6 Haloalkynyl or C2-C6 alkoxyalkyl. Embodiment 60P. The compound of Embodiment 59P wherein R6 is hydrazine, CVC6 alkyl, C2-C3 alkenyl, CVC3 haloalkyl or C2-C3 alkoxyalkyl. Embodiment 61P. The compound of Embodiment 60P wherein R6 is Ci-C6 leukoxyl. Embodiment 62P. Embodiment 6 A compound of 1P wherein R6 is decyl, ethyl, n-propyl, isopropyl or n-butyl. Embodiment 63P_ The compound of Embodiment 62P wherein R6 is decyl or ethyl. Embodiment 64P. The compound of Embodiment 62P wherein R6 is ethyl. Embodiment 65P. The compound of Embodiment 62P wherein R6 is decyl. Embodiment 66P. A compound of Formula 1 or any of Embodiments 1 to 65 wherein R9 is hydrazine or methyl. Embodiment 67. The compound of Embodiment 66, wherein R9 is decyl. Embodiment 68. The compound of Embodiment 66, wherein R9 is hydrazine. Embodiment 69. A compound of the formula 1 or a compound of any one of the examples ... to 68, wherein R7 when alone (ie, not with R8) is Η, 155859.doc • 62· 201141380

Ci_C6烧基、C2-C6烯基、C2-C6炔基、〇3-〇8環烧基、 C3_C8烷氧羰烷基、CrCe烷氧基或C2-C8二烷胺績醯 基。 實施例70P. —種實施例69P之化合物,其中R7當單獨 時係Η、C「C6烷基、C2-C6烯基、C2-C6炔基、c3_c8 環烷基或C3-C8烷氧羰烷基。 實施例71P. —種實施例70P之化合物,其中R7當單獨 時係Η、曱基、乙基、-CH2C=CH2、-CH2CCH、環己 基或c3-c8烷氧羰烷基。 實施例72P. —種實施例71P之化合物,其中R7當單獨時係 Η 、 曱基、 -CH2CH2C(=0)0CH3 或 _ ch2ch2c(=o)och2ch3。 實施例73P. —種實施例72P之化合物,其中R7當單獨 時係曱基。 實施例74P. —種式1之化合物或實施例1 p至73P之任一 化合物,其中R8當單獨時(即不與R7在一起時)係Η、 甲基或乙基。 實施例75Ρ. —種實施例74Ρ之化合物,其中R8當單獨 時係Η。 實施例76Ρ. —種實施例74Ρ之化合物,其中R8當單獨 時係曱基。 實施例77Ρ· —種式1之化合物或實施例1 ρ至76Ρ之任一 化合物’其中一對連接至相同氮原子的R7及R8 一起 與该氮原子形成一 3至7員雜環’含有選自碳原子及 I55859.doc -63- 201141380 選擇性地至多2個雜原子的環員,該雜原子係選自至 多2個〇及至多2個N,該環選擇性地經至多2個獨立 選自鹵素、氰基、CrCs烷基及CrCs烷氧基的取代 基在碳原子環員上取代及選自甲基的取代基在氮原 子環員上取代。 實施例78P. —種實施例77P之化合物,其中一對連接 至相同氮原子的R7及R8 —起與該氮原子形成一 3至7 員雜環’含有選自碳原子及選擇性地至多1個雜原子 的環員,該雜原子係選自1個〇及1個N,該環選擇性 地經至多2個獨立選自齒素、Cl_C3烷基及Ci_C3烷氧 基的取代基在碳原子環員上取代及選自曱基的取代 基在氮原子環員上取代。 實施例79P. —種實施例78P之化合物,其中一對連接 至相同氮原子的R7及R8—起與該氮原子形成一6員雜 %,含有選自碳原子及選擇性地至多1個雜原子的環 員’該雜原子係選自1個〇,該環選擇性地經至多i 個獨立選自鹵素及烷基的取代基取代。 貫施例80P. —種實施例78p之化合物,其中一對連接 至相同氮原子的R7及R8 —起與該氮原子形成一 5員雜 環’含有選自碳原子的環員,該環選擇性地經至多i 個獨立選自鹵素及烷基的取代基取代。 本發明之實施例,包括以上的實施例lp_8〇p及任何其 它本文中所述之實施例’可以用任何方式組合,且實施 例中變異的描述不只與包含式丨化合物的組合物有關,也 155859.doc -64 - 201141380 與式1化合物、可用於製備式1化合物的起始化合物及中 間化合物有關’除非在實施例中有進一步界定。此外, 本發明之實施例’包括上述實施例1 -80及任何其他本文 中所述之實施例,及任何彼等之組合,係有關於本發明 之組合物及方法。實施例1 - 8 0的組合係藉由以下闡述: 實施例B 1 · —種發明内容總覽中之組合物,其中 R1係胺基或&lt;^-(:3烷基; X1係鹵素; X2係虐素、氰基或-CF3 ; W1係 Ο ; W2係 Ο、S、N(H)或 N(CH3); A係一選自A-1至A-20的苯環、吡啶環或ι,3-嘧啶 環; η係0至4 ; R2係鹵素、CVC6烷基或CVC6烷氧基; R3係經至少一 R5取代的CrCz伸烷基; W3係 Ο ; R4係-OR6或-SR6、-NH2、-NH(CH3)或-N(CH3)2 ; R5係鹵素、羥基、CVC3烷氧基、CVC3鹵烷氧 基、CVC3烷硫基、CVC3烷胺基或C2-C6二烷胺 基;及 R6係Η、CVC6烷基、C2-C6烯基、C2-C6炔基、 Cl-C6_烧基、C2-C6鹵烯基、C2-C6鹵炔基、C2-C6燒氧烧基、C3-C8環院基、C3-C8鹵環烧基、 155859.doc -65- 201141380 C3-Cs鹵環烯基或(:3-0:〗〇環稀基。 實施例B2. —種實施例旧之化合物,其中 Rl係(VC3烷基; X1係F或C1 ; X2係鹵素或氰基; w2係 Ο、S 或 N(H); A 係選自 A-1、A-3、A-4、A-5、A-6、A-7、 A-12、A-13、A-14、A-15、A-19及 A-20 ; η係0至2 ; R係函素、C1 - C 3烧基或曱氧基, R3係經一R5取代的C1-C2伸院基; R4係-OR6或-SR6 ; R5係鹵素、烷氧基、Ci-Q鹵烷氧基或CVC3 烧硫基;及 R6係Η、CVC6烷基、C2-C6烯基、C2-C6炔基、 烧基、C2-C6鹵烯基、C2-C6鹵快基或C2-C6院氧烧基。 實施例B3 _ —種實施例B2之化合物,其中 R1係曱基或乙基; X1係 F ; X2係Cl、F或氰基; W2係Ο或S ; A 係 A-1、A-3、A-4、A-5、A-6、A-7、A-14 及 A-15 ; 155859.doc -66 - 201141380 R2係鹵素; R3係經一 R5取代的CHf烷基; R4係-OR6 ; R5係(^-(:3烷氧基或(^-(:3烷硫基;及 R6係Η、CVC6烧基、C2-C3烯基、Ci_C3鹵烷基或 C2-C3烷氧烷基。 實施例B4. —種實施例B3之化合物,其中 R1係甲基; X2係C1或F; W2係 Ο ; A 係選自 A-1、A-4 及 A-15 ; η係0 ; R5係CrC2烷氡基或CKC2烷硫基;及 R6係曱基、乙基、正丙基、異丙基或正丁臭。 實施例B5. —種實施例B4之化合物,其中 X2 係 C1 ; A係選自A-1及A-4 ; R5係乙氧基或曱氧基;及 R6係曱基或乙基。 特定實施例包括式1化合物,其係選自由以下所組成之 群組: 2-[2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基-4-(三氟甲 基)-1(2丑)-嘧啶基]-4-氟笨氧基]苯氧基]_2_乙氧乙酸 曱酯、 155859.doc -67· 201141380 2-[2-[2-氯-5-[3,6-二氫-3 -曱基_2,6-二側氧基- 4-(三氟甲 基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]_2_乙氧乙酸 乙酯、 2-[2-[2-氯-5-[3,6-二氫-3-曱基-2,6-二側氧基_4-(三氟甲 基)-1(2丑)-嘧啶基]-4-氟苯氧基]苯氧基]_2_曱氧乙酸 曱酯、 2-[2-[2-氯-5-[3,6-二氫-3-曱基-2,6-二側氧基_4-(三氟曱 基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]_2_甲氧乙酸 乙酯、 2-[2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二侧氧基_4_(三氟甲 基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]_3_甲氧丙酸 甲酯及 2-[2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基_4-(三氟曱 基)-1 (2//)-嘧啶基]-4-氟苯氧基]苯氧基]_2_氟乙酸乙 酯。 本發明亦關於一種控制非所欲植物的方法,包含向植 物所在施用除草有效量的本發明化合物(例如本文中所述 之組合物)。值得注意的與使用方法有關之實施例係上述 那些包含實施例化合物的實施例。本發明之化合物特別 可用於選擇性控制多年生種植作物(如甘蔗及柑橘)中的 雜草。 亦值得注意的實施例係包含上述實施例化合物的本發 明除草組合物。 本發明亦關於一種種植前除盡(Pre_plant burnd〇Wn)的 155859.doc -68 - 201141380 方法,包合步驟(a)將一剩餘有效量的式丨化合物與非所 权植物(即雜草)及其生長介質接觸;及(b)將所欲植物(即 作物)種植在該生長介質,該生長介f特徵為在不造成該 所机植物的傷害下提供非所欲植物的萌前㈣⑽以#叫 控制。 •玄方法在打算要用來種植所欲植物(即作物)的生長介 質中提供非所欲植物(即雜草)的控制(萌後(postemergent) 及萌前)。將-剩餘有效量的式W合物與非所欲植物及 其生長介質接觸的幾個小時或幾天内,可以完成在該生 長介質中種植所欲植物。該方法的特徵係提供非所欲植 物的控制’直到所欲植物建立起雜草控制植蓋(_州。 該方法亦具有不傷害所欲植物的特徵。該方法需要將一 剩餘有效$的式!化合物與非所欲植物及其生長介質接 觸剩餘有效量」係提供非所欲植物萌後及萌前控制 (在不造成該所欲植㈣害下),直到該所欲植物提供雜 草控制植盍的接觸量。雜草控制植蓋—旦形成之後,會 開始控制非所欲植物,因此就不再需要剩餘有效量的式^ 化合物。-位熟諳此技藝者將能輕易判斷適合用於控制 (明後及萌前)非所欲植物的「剩餘有效量」,而不會造成 所欲植物的傷害’直到所欲植物建立起雜草控制植蓋。 「剩餘有效量」取決於下列因素,如非所欲植物及所欲 植物的種類、生長介質、天氣情況等等。 以下如方案i-20中所述之一或多種方法及變體可用於 備式1化合物。下面式卜30之化合物中的R\Xi、X2、 155859.doc -69- 201141380 W、A、w2、R2、R3、W3、R4、R5、R6 面發明内容總覽中所定義,除非另a、R、R8係如上 物係式1化合物的各種子集,且式u ° °式1a_ld化合 如上面式〗中所定義。 $所有取代基均 化式13化合物(其中R4不為H)可藉由將式2 物。 係Cl_C3伸烧基且丫丨係―脫離基,如氯化 、&gt;臭化物、蛾化物或烧基續酸鹽(像是甲續酸鹽⑼_ 或甲苯《鹽(-〇TS)))與式3化合物,在驗的存在下(像是 1’8-二。丫雙環[5.4.〇]十_碳_7_烯、碳酸鉀、氫氧化鉀、 碳酸鉋或氫化鈉)反應來製備。該反應可在一溶劑中進 行,像是乙腈或丙酮,或較佳地在一極性非質子性溶劑 中進行,像是二曱基甲醯胺或二甲亞砜。 155859.doc 201141380 方案1Ci_C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, 〇3-〇8 cycloalkyl, C3_C8 alkoxycarbonyl, CrCe alkoxy or C2-C8 dialkylamine. Embodiment 70P. The compound of Embodiment 69P wherein R7, when alone, is hydrazine, C"C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, c3_c8 cycloalkyl or C3-C8 alkoxycarbonyl. Embodiment 71P. The compound of Embodiment 70P wherein R7, when taken alone, is hydrazine, hydrazino, ethyl, -CH2C=CH2, -CH2CCH, cyclohexyl or c3-c8 alkoxycarbonylalkyl. 72P. The compound of Embodiment 71P, wherein R7, when alone, is Η, fluorenyl, -CH2CH2C(=0)0CH3 or _ch2ch2c(=o)och2ch3. Embodiment 73P. The compound of Example 72P, wherein R7, when alone, is a fluorenyl group. Embodiment 74P. - a compound of formula 1 or any one of embodiments 1 to 73, wherein R8, when alone (ie, not with R7), is hydrazine, methyl or The compound of Embodiment 74, wherein R8 is oxime when isolated. Embodiment 76. The compound of Embodiment 74, wherein R8 is a thiol group when alone. Example 77 Ρ· a compound of the formula 1 or any one of the compounds of the formula ρ to 76' wherein a pair of R7 and R8 bonded to the same nitrogen atom together with the nitrogen atom a 3- to 7-membered heterocyclic ring containing a ring member selected from carbon atoms and I55859.doc-63-201141380 optionally up to 2 heteroatoms selected from up to 2 fluorenes and up to 2 N, The ring is selectively substituted with up to two substituents independently selected from the group consisting of halogen, cyano, CrCs alkyl and CrCs alkoxy at the carbon atom ring and the substituent selected from the methyl group is substituted on the nitrogen ring ring. Embodiment 78P. The compound of Embodiment 77P wherein a pair of R7 and R8 attached to the same nitrogen atom together with the nitrogen atom form a 3 to 7 membered heterocyclic ring containing a carbon atom and optionally at most 1 a hetero atom ring selected from the group consisting of 1 hydrazine and 1 N, the ring optionally having up to 2 substituents independently selected from the group consisting of dentate, Cl_C3 alkyl and Ci_C3 alkoxy at the carbon atom The substituent substituted on the ring member and substituted for the fluorenyl group is substituted on the nitrogen atom ring. Embodiment 79P. The compound of the embodiment 78P, wherein a pair of R7 and R8 bonded to the same nitrogen atom and the nitrogen atom Forming a 6% heteropoly, containing a ring member selected from carbon atoms and optionally at most one hetero atom The subline is selected from the group consisting of one oxime, the ring being selectively substituted with up to i substituents independently selected from the group consisting of a halogen and an alkyl group. Embodiment 80P. A compound of the embodiment 78p wherein one pair is attached to the same nitrogen atom R7 and R8 together with the nitrogen atom form a 5-membered heterocyclic ring containing a ring member selected from carbon atoms which is optionally substituted with up to i substituents independently selected from halogen and alkyl. Embodiments of the invention, including the above examples lp_8〇p and any other embodiments described herein may be combined in any manner, and the description of the variations in the examples is not only related to compositions comprising a compound of the formula, but also 155859.doc -64 - 201141380 relates to a compound of formula 1, a starting compound and an intermediate compound useful in the preparation of a compound of formula 1 'unless otherwise defined in the examples. Furthermore, the embodiments of the present invention include the above-described Examples 1-80 and any other embodiments described herein, and any combinations thereof, relating to the compositions and methods of the present invention. The combination of Examples 1 - 80 is illustrated by the following: Example B 1 - The composition of the Summary of the Invention, wherein R1 is an amine group or &lt;^-(:3 alkyl; X1 halogen; X2 Tetralin, cyano or -CF3; W1 system; W2 system Ο, S, N(H) or N(CH3); A system benzene ring, pyridine ring or ι selected from A-1 to A-20 , 3-pyrimidine ring; η-system 0 to 4; R2 halogen, CVC6 alkyl or CVC6 alkoxy; R3 is a CrCz alkyl group substituted by at least one R5; W3 system; R4-OR6 or -SR6, -NH2, -NH(CH3) or -N(CH3)2; R5 is halogen, hydroxy, CVC3 alkoxy, CVC3 haloalkoxy, CVC3 alkylthio, CVC3 alkylamino or C2-C6 dialkylamino And R6 Η, CVC6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, Cl-C6-alkyl, C2-C6 haloalkenyl, C2-C6 haloalkynyl, C2-C6 alkoxyalkyl , C3-C8 ring-based base, C3-C8 halocycloalkyl, 155859.doc -65- 201141380 C3-Cs halocycloalkenyl or (:3-0: 〇 ring dilute base. Example B2. An old compound wherein R1 is (VC3 alkyl; X1 is F or C1; X2 is halogen or cyano; w2 is Ο, S or N(H); A is selected from A-1, A-3, A -4, A-5, A-6, A-7, A-12, A-13, A-14, A-15, A-19 and A-20; η series 0 to 2; R lignin, C1 - C 3 alkyl or decyloxy, R3 R5 substituted C1-C2 stretching system; R4 series -OR6 or -SR6; R5 halogen, alkoxy, Ci-Q haloalkoxy or CVC3 sulfur-burning group; and R6 system Η, CVC6 alkyl group, C2- a C6 alkenyl group, a C2-C6 alkynyl group, a decyl group, a C2-C6 haloalkenyl group, a C2-C6 halo group or a C2-C6 house oxyalkyl group. Embodiment B3 _ a compound of the embodiment B2, wherein the R1 system Indenyl or ethyl; X1 is F; X2 is Cl, F or cyano; W2 is Ο or S; A is A-1, A-3, A-4, A-5, A-6, A-7 , A-14 and A-15; 155859.doc -66 - 201141380 R2 halogen; R3 is a Rf-substituted CHf alkyl; R4 is -OR6; R5 is (^-(:3 alkoxy or (^) - (: 3 alkylthio; and R6 oxime, CVC6 alkyl, C2-C3 alkenyl, Ci_C3 haloalkyl or C2-C3 alkoxyalkyl. Example B4. Compound of Example B3, wherein R1 Methyl; X2 is C1 or F; W2 is Ο; A is selected from A-1, A-4 and A-15; η is 0; R5 is CrC2 alkane or CKC2 alkylthio; and R6 is 曱Base, ethyl, n-propyl, isopropyl or n-butyr. Embodiment B5. The compound of Embodiment B4 wherein X2 is C1; A is selected from the group consisting of A-1 and A-4; R5 is ethoxy or decyloxy; and R6 is decyl or ethyl. Particular embodiments include a compound of formula 1 selected from the group consisting of 2-[2-[2-chloro-5-[3,6-dihydro-3-methyl-2,6-di-side Oxy-4-(trifluoromethyl)-1(2 ugly)-pyrimidinyl]-4-fluoroaldooxy]phenoxy]_2-ethoxyacetic acid decyl ester, 155859.doc -67· 201141380 2- [2-[2-Chloro-5-[3,6-dihydro-3-indenyl-2,6-di-oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl) ]-4-fluorophenoxy]phenoxy]_2-ethoxyacetic acid ethyl acetate, 2-[2-[2-chloro-5-[3,6-dihydro-3-indolyl-2,6- Bis-oxy-4-(trifluoromethyl)-1(2 ugly)-pyrimidinyl]-4-fluorophenoxy]phenoxy]_2_nonyloxyacetate decyl ester, 2-[2-[2 -Chloro-5-[3,6-dihydro-3-indolyl-2,6-di-oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluoro Phenoxy]phenoxy]_2-methoxyacetic acid ethyl ester, 2-[2-[2-chloro-5-[3,6-dihydro-3-methyl-2,6-di- oxy] 4_(Trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]_3_methoxypropionic acid methyl ester and 2-[2-[2-chloro-5 -[3,6-dihydro-3-methyl-2,6-di-oxo_4-(trifluoromethyl)-1 (2//)-pyrimidinyl]-4-fluorophenoxy] Ethyl phenoxy]_2_fluoroacetate. The invention also relates to a method of controlling an unwanted plant comprising applying a herbicidally effective amount of a compound of the invention (e.g., a composition described herein) to the plant. Notable examples relating to methods of use are those described above which comprise the compounds of the examples. The compounds of the invention are particularly useful for the selective control of weeds in perennial planting crops such as sugar cane and citrus. Also contemplated are the herbicidal compositions of the present invention comprising the compounds of the above examples. The invention also relates to a method of pre-planting depreciation (Pre_plant burnd 〇 Wn) 155859. doc - 68 - 201141380, comprising the step (a) of adding a remaining effective amount of a compound of the formula to a non-authorized plant (ie weeds) Contacting the growth medium thereof; and (b) planting the desired plant (ie, crop) in the growth medium, the growth medium f is characterized by providing pre-emergence of the undesired plant without causing damage to the plant (4) (10) #叫控制. • The mysterious method provides control of unwanted plants (ie weeds) (postemergent and pre-emergence) in the growth medium intended to be used to grow the desired plants (ie crops). Planting the desired plant in the growth medium can be accomplished within a few hours or days of contacting the remaining effective amount of the compound of formula W with the unwanted plant and its growth medium. The method is characterized by the control of undesired plants until the desired plant establishes a weed control cover (_state. The method also has characteristics that do not harm the desired plant. The method requires a remaining effective $ formula The remaining effective amount of the compound in contact with the undesired plant and its growth medium provides the unintentional plant's post-emergence and pre-emergence control (without causing the plant (4) to be harmed) until the desired plant provides weed control The amount of contact with the vegetable planting. The weed control cover—when it is formed, it will begin to control the undesired plants, so the remaining effective amount of the compound is no longer needed. The skilled person will be able to easily judge the suitable Control (after and after the priming) the "residual effective amount" of the unwanted plant without causing damage to the desired plant 'until the desired plant establishes a weed control cover. The remaining effective amount depends on the following factors , such as the type of unwanted plants and desired plants, growth media, weather conditions, etc. The following one or more of the methods and variants described in Scheme i-20 can be used to prepare the compound of Formula 1. Compound In the R, X, R2, 155859. A plurality of subsets of the compounds of formula 1 and wherein the formula u ° ° formula 1a-ld is as defined in the above formula. All compounds of formula 13 are homogenized (wherein R4 is not H) by means of formula 2. Cl_C3 is extended and lanthanide-derived, such as chlorinated, &gt;smell, moth or sulphonate (such as methylate (9) _ or toluene (salt (-〇TS))) and formula 3 The compound is prepared by reacting in the presence of an assay such as 1'8-di. fluorene bicyclo [5.4. hydrazine] decene_7-ene, potassium carbonate, potassium hydroxide, carbonic acid or sodium hydride. The reaction can be carried out in a solvent such as acetonitrile or acetone, or preferably in a polar aprotic solvent such as dimethylformamide or dimethyl sulfoxide. 155859.doc 201141380 Option 1

R4 Η—R5R4 Η—R5

如方案2所示,式2化合物可藉由式4化合物與鹵化劑 (像是溴、亞溴酸鈉、溴琥珀醯亞胺(NBS)或7V-碘琥珀 醯亞胺(NIS))在一溶劑中(像是乙酸、乙腈、二曱基 甲醯胺、二甲基乙醯胺或1,4-二11号烧(1,4-dioxane))或 在一上述溶劑與水的混合物中反應來製備。該反應可在 環境溫度到該溶劑沸點的溫度範圍中進行。 方案2As shown in Scheme 2, the compound of formula 2 can be obtained from a compound of formula 4 with a halogenating agent such as bromine, sodium bromate, bromide amber (IIBS) or 7V-iodosuccinimide (NIS). In a solvent (such as acetic acid, acetonitrile, dimethylformamide, dimethylacetamide or 1,4-dioxane) or in a mixture of the above solvent and water To prepare. The reaction can be carried out at a temperature ranging from ambient temperature to the boiling point of the solvent. Scenario 2

如方案3所示,式ib化合物(即式丨化合物,其中a係 A-1、A-2或A-3)可藉由將式5的酚、硫酚或苯胺與各種烷 化劑(像是式7化合物,其中γ3係一如氣化物、溴化物、 2化物或烷基磺酸鹽的脫離基(例如曱磺酸鹽(_〇Ms)或甲 本〜酸鹽(-OTs)) ’在鹼(如u-二吖雙環[5 4 〇]十一碳 烯石反酉文卸、氫氧化鉀、碳酸链或氣化納)的存在下,及 I55859.doc •71· 201141380 在如乙腈或丙酮的溶劑中,或較佳地在極性非質子性溶 劑中(如愚#-二甲基甲醯胺或二曱亞砜)反應來製備。式7 化合物可在市面上購得,或者其製備方式係眾所周知。 方案3As shown in Scheme 3, the compound of formula ib (ie, a compound of the formula wherein a is A-1, A-2 or A-3) can be obtained by reacting a phenol, a thiophenol or an aniline of the formula 5 with various alkylating agents (like Is a compound of formula 7, wherein γ3 is as a detachment group of a vapor, bromide, sulphate or alkyl sulphonate (for example, oxime sulfonate (_〇Ms) or methyl benzoate (-OTs)) In the presence of a base such as u-biguanide bicyclo [5 4 〇] undecene ruthenium, potassium hydroxide, a carbonate chain or a gasified sodium, and I55859.doc •71· 201141380 in, for example, acetonitrile Or a solvent of acetone, or preferably in a polar aprotic solvent (such as yu #-dimethylformamide or disulfoxide). The compound of formula 7 is commercially available, or The preparation method is well known.

式lc化合物(即式1化合物,其中a係吡啶環或嘧啶環A_ 4至A-20)可如方案4所示來製備。將式5a的酚、硫酚或苯 胺與各種烧化劑(像是式7化合物,其中γ3係一如氣化 物、溴化物、碘化物或烷基磺酸鹽(例如甲磺酸鹽(_〇Ms) 或甲苯磺酸鹽(-OTs))的脫離基),在鹼(如^―二。丫雙環 [5.4.0]十一碳-7-烯、碳酸鉀、氫氧化鉀、碳酸绝或氫化 納)的存在下,及在如乙腈或丙酮的溶劑中,或較佳地在 極性非質子性溶劑中(如二甲基甲醯胺或二甲亞砜)反 應,可生成一式lc化合物。式7化合物可在市面上購得, 或者其製備方式係眾所周知。 方案4Compounds of formula lc (i.e., compounds of formula 1, wherein a is a pyridine ring or a pyrimidine ring A-4 to A-20) can be prepared as shown in Scheme 4. The phenol, thiophenol or aniline of formula 5a is mixed with various burning agents (such as the compound of formula 7, wherein γ3 is as a gas, bromide, iodide or alkyl sulfonate (for example, methanesulfonate (_〇Ms) Or a tosylate (-OTs)), in a base (such as ^-di. bisbicyclo [5.4.0] undec-7-ene, potassium carbonate, potassium hydroxide, carbonic acid or hydrogenation In the presence of sodium), and in a solvent such as acetonitrile or acetone, or preferably in a polar aprotic solvent such as dimethylformamide or dimethyl sulfoxide, a compound of formula lc can be formed. The compound of the formula 7 is commercially available or its preparation is well known. Option 4

5a Q1係CH或N 护係心々伸烷基 W2u係0、S 或NR9 lc Q1係CH或N 155859.doc -72- 201141380 式1C化合物(即式1化合物,其中Υ4係與一環氮為鄰位 關係)也可如方案5中所示來製備。將式9化合物(其中Υ4 係一如氟化物、氣化物、溴化物、碘化物或烷基磺酸鹽 (例如甲磺酸鹽(-OMs)或甲苯磺酸鹽(_〇Ts))的脫離基)= 式10化合物,在鹼(如丨,8_二吖雙環[5 4 〇]十一碳_7•烯、 碳酸鉀、氫氧化鉀、碳酸铯或氫化鈉)的存在下,及在如 乙腈或丙酮的溶劑中,或較佳地在極性非質子性溶劑中 (如二甲基曱醯胺或二甲亞砜)反應,可生成一式1c化 合物。式10化合物可在市面上購得,或者其製備方式係 眾所周知。 方案55a Q1 is a CH or N-protective cardinyl-alkyl group W2u system 0, S or NR9 lc Q1 is CH or N 155859.doc -72- 201141380 Compound of formula 1C (ie, a compound of formula 1 wherein the Υ4 system is adjacent to a ring nitrogen The positional relationship can also be prepared as shown in Scheme 5. The liberation of a compound of formula 9 wherein Υ4 is as a fluoride, a vapor, a bromide, an iodide or an alkyl sulfonate such as methanesulfonate (-OMs) or tosylate (_〇Ts) a compound of formula 10 in the presence of a base such as hydrazine, 8_dibicyclo[5 4 fluorene]undec-7-7 ene, potassium carbonate, potassium hydroxide, cesium carbonate or sodium hydride, and A compound of formula 1c can be formed by reaction in a solvent such as acetonitrile or acetone, or preferably in a polar aprotic solvent such as dimethyl decylamine or dimethyl sulfoxide. The compound of the formula 10 is commercially available or its preparation is well known. Option 5

如方案6所示,式9化合物(其中γ4係一如函素的脫離 基)可藉由將式11化合物與鹵化劑(如草醯氣、亞硫醯 氣、磷醯氣、五氣化磷或三溴氧化磷),在溶劑中(如二 氣曱烷、乙腈、二甲基曱醯胺、乂廖二甲基乙醯胺 或1,4-二呤烷)或不在溶劑中,於溫度範圍〇(&gt;c至【5〇亡反 應來製備。或者,式9化合物可藉由式12化合物的還原作 用並接著鹵化作用來製備。式12化合物上硝基的還原作 用可藉由與鐵粉在乙酸中反應來完成,或藉由在氫氣中 155859.doc •73- 201141380 (壓力為70 kPa至700 kPa,較佳為270 kPa至350 kPa)的觸 媒氫化作用,在金屬催化劑(如纪,由像是活化碳的惰性 載體承載)的存在下(金屬比上載體的重量百分比為5%至 20%) ’懸浮於像是乙醇的溶劑中,於環境溫度下來完 成。所生成的胺的鹵化作用可藉由山德邁耳反應 (Sandmeyer reaction)來完成,藉著與亞硝酸烷酯(如亞硝 酸異戊酯或亞硝酸三級丁酯)及銅⑴及/或銅(11)鹵化物、 氫氟酸吡啶錯合物或四氟硼酸,在像是乙腈的溶劑中, 並且在溫度範圍〇°C至該溶劑之回流溫度中反應,以產出 對應的式9化合物。 方案6As shown in Scheme 6, the compound of formula 9 (wherein γ4 is a cleavage group such as a cyclin) can be obtained by reacting a compound of formula 11 with a halogenating agent (such as oxazide gas, sulphur sulphur gas, phosphonium gas, phosphorus pentoxide) Or phosphorus oxybromide) in a solvent (eg dioxane, acetonitrile, dimethyl decylamine, dimethyl dimethyl acetamide or 1,4-dioxane) or not in a solvent, in the temperature range 〇 (&gt;c to [5 〇 反应 reaction to prepare. Alternatively, the compound of formula 9 can be prepared by reduction of the compound of formula 12 followed by halogenation. The reduction of the nitro group on the compound of formula 12 can be achieved by The reaction in acetic acid is completed, or by catalytic hydrogenation in hydrogen at 155859.doc • 73- 201141380 (pressure 70 kPa to 700 kPa, preferably 270 kPa to 350 kPa), in metal catalysts (such as Ji, In the presence of an inert carrier such as activated carbon (5% to 20% by weight of the support), it is suspended in a solvent such as ethanol at ambient temperature. Halogenation of the resulting amine The effect can be accomplished by the Sandmeyer reaction. An alkyl nitrite (such as isoamyl nitrite or butyl nitrite) and copper (1) and / or copper (11) halide, hydrofluoric acid pyridine complex or tetrafluoroboric acid, in a solvent such as acetonitrile And reacting in a temperature range of 〇 ° C to the reflux temperature of the solvent to produce the corresponding compound of formula 9. Scheme 6

Q係CH或N 鹵化劑Q series CH or N halogenating agent

鹵化作用 係CH或N 如方f7所示,式11化合物可藉由去保護式13化合物 (其中γ5係—保護基)來製備。例如,當Y5為甲基時,式 η化合:可藉由與三漠化侧’在像是二氣甲烷、乙腈或 1 ’4 7烷的溶劑中或不在溶劑中’於溫度範圍〇。。至 15〇。〇反應來製備。成者,a ^次者式11化合物可藉由去保護式13 155859.doc 201141380 化合物(其中γ5係一节基)來製傷,藉由在氫氣氣氛中(麼 力為70 kPa至7G〇 kPa,較佳為27〇 kPa至35。kpa)的觸媒 ^化作用,在金屬催化劑(如飽,由像是活化碳的惰性載 租承載)的存在下(金屬比上載體的重量百分比為5%至 20/〇),懸浮於像是乙醇的溶劑中,於環境溫度下來完 成。 方案7Halogenation is CH or N. As shown by the formula f7, the compound of the formula 11 can be produced by deprotecting the compound of the formula 13 (wherein the γ5-protecting group). For example, when Y5 is a methyl group, the formula η combines: in the temperature range by the side with the three desertification side in a solvent such as dihalomethane, acetonitrile or 1 '47 alkane or in a solvent. . To 15 baht. The hydrazine reaction is prepared. In the case of a compound, a compound of the formula 11 can be produced by deprotecting the compound of the formula 13 155859.doc 201141380 (wherein the γ5 group is a base), by using a hydrogen atmosphere (70 kPa to 7 G kPa). Preferably, the catalytic activity of 27 kPa to 35 kPa is in the presence of a metal catalyst (eg, saturated, carried by an inert carrier such as activated carbon) (the weight ratio of the metal to the carrier is 5) % to 20/〇), suspended in a solvent such as ethanol, and completed at ambient temperature. Option 7

式13a化合物(其中Wi係〇或3,且W2係〇,且X2係鹵素) 可藉由式14化合物的還原作用再接著山德邁耳反應來製 備。式14化合物上硝基的還原作用可藉由與鐵粉在乙酸 中於溫度範圍0°C至loot反應來完成,如方案8中所示。 或者,該還原作用可藉由在氫氣中(壓力為7〇让卜至?^ kPa,較佳為270 kPa至350 kPa)的觸媒氫化作用,在金屬 催化劑(如鈀,由像是活化碳的惰性載體承載)的存在下 (金屬比上載體的重量百分比為5%至2〇%),懸浮於像是 乙醇的溶劑中’於環境溫度下進行。所生成的胺的_化 作用係藉由與亞硝酸烷酯(如亞硝酸異戊酯或亞墙酸三級 丁 S曰)的重氮化作用來促進,接著與銅⑴及/或銅(η)鹵化 155859.doc •75- 201141380 物,在像是乙腈的溶劑中,在溫度範圍〇t至該溶劑之回 流溫度中反應’以得出對應的式13a化合物(其中X2係一 鹵素,如氣化物或漠化物)。 方案8The compound of the formula 13a (wherein the Wi system is ruthenium or 3, and the W2 system is ruthenium, and the X2 is a halogen) can be prepared by the reduction of the compound of the formula 14 followed by the Sandermeyer reaction. Reduction of the nitro group on the compound of formula 14 can be accomplished by reaction with iron powder in acetic acid at a temperature ranging from 0 ° C to loot, as shown in Scheme 8. Alternatively, the reduction can be carried out by hydrogenation of a catalyst in a hydrogen gas (pressure of 7 Torr to kPa, preferably 270 kPa to 350 kPa) in a metal catalyst such as palladium, such as activated carbon. In the presence of an inert carrier (the metal is 5% to 2% by weight based on the weight of the support), it is suspended in a solvent such as ethanol 'at ambient temperature'. The formation of the amine is promoted by diazotization with an alkyl nitrite such as isoamyl nitrite or tertiary sulphate, followed by copper (1) and/or copper ( η) halogenated 155859.doc • 75- 201141380, in a solvent such as acetonitrile, reacted in the temperature range 〇t to the reflux temperature of the solvent to obtain the corresponding compound of formula 13a (wherein X2 is a halogen, such as Vapor or desertification). Option 8

W1係0或S W2係0W1 Series 0 or S W2 Series 0

X2係鹵素 如方案9所示,式14a化合物(其中可藉由將 式15化合物與式16化合物(其中wi係〇或s,且w2係〇), 在驗(如丫雙環[5.4.0]十一碳稀、碳酸鉀氫氧 化卸、碳酸铯或氫化鈉)的存在下,並在如乙腈或丙嗣的 溶劑中,或較佳地在一極性非質子性溶劑如二曱基 甲醯胺或二甲亞砜中,於溫度環境吖至⑽反應來二 備。-般用來製備式15化合物的方法為眾所周知。例如 見 WO 02/098227 或 US 7,548,072 B2。X2 is a halogen, as shown in Scheme 9, a compound of formula 14a (wherein a compound of formula 15 can be used with a compound of formula 16 (where wi is 〇 or s, and w2 is 〇), such as 丫 bicyclo [5.4.0] In the presence of eleven carbon dilute, potassium carbonate hydroxide, sodium carbonate or sodium hydride, and in a solvent such as acetonitrile or propylene, or preferably in a polar aprotic solvent such as dimethylformamide Or dimethyl sulfoxide, which is reacted in a temperature environment to (10). The method generally used to prepare the compound of the formula 15 is well known. See, for example, WO 02/098227 or US 7,548,072 B2.

方案9Option 9

如方案Π)所示,式12化合物可藉由將式17化合物(盆中 W1係〇或s)與式18化合物(其中γ6係一如氟化物、氣化 155859.doc -76- 201141380 物、漠化物、碘化物或烷基磺酸鹽的脫離基(例如曱磺酸 鹽(-OMs)或甲苯磺酸鹽(_〇Ts))),在鹼(如丨,8-二吖雙環 [5.4.0]十一碳_7_烯、碳酸鉀、氫氧化鉀、碳酸绝或氫化 鈉)的存在下,及在如乙腈或丙酮的溶劑中,或較佳地在 極性非質子性溶劑中(如#,二甲基曱醯胺或二甲亞砜)反 應來製備。式18化合物可在市面上購得,或者其製備方 式係眾所周知。 方案10As shown in Scheme Π), the compound of formula 12 can be obtained by reacting a compound of formula 17 (W1 system or s in a pot) with a compound of formula 18 (wherein γ6 is as a fluoride, gasification 155859.doc -76-201141380, a cleavage group of a desert compound, an iodide or an alkyl sulfonate (for example, an oxime sulfonate (-OMs) or a tosylate (_〇Ts)), in a base (such as hydrazine, 8-diguanidine) [5.4 .0] in the presence of undecen-7-ene, potassium carbonate, potassium hydroxide, carbonic acid or sodium hydride, and in a solvent such as acetonitrile or acetone, or preferably in a polar aprotic solvent ( Prepared by the reaction of #, dimethyl decylamine or dimethyl sulfoxide. The compound of the formula 18 is commercially available or its preparation is well known. Option 10

(R2), Y6(R2), Y6

NO, N 18 Q1係CH或N 12 如方案11所示,式Id化合物(其中W1係〇或8)可藉由將 式17化合物(其中wi係〇或s)與式2〇化合物(其中a環係經 一合適的脫離基Y7取代)反應來製備。注意在此方案中的 A環係來自展示1,其中向左伸出的鍵係連接至式20的Y7 且向右伸出的鍵係連接至式2〇的W2。例如,一式2〇化合 物(其中該A環缺乏足夠的拉電子取代基(即R2)),使用劑 星範圍在催化量到高達超化學計量(SUperst〇ichi〇nietric) 的金屬催化劑(如金屬或金屬鹽)可加速該反應。通常式 20化合物上的γ7脫離基係Br、I或如〇s(〇)2CF3或 0S(0)2(CF2)3CF3的磺酸鹽。例如,可使用銅鹽錯合物(如 帶有二甲基乙二胺、脯胺酸、2-吡啶甲酸或聯吡啶 基的Cul)、Ie錯合物(如三(二亞苄基丙酮)二鈀(〇)(即 155859.doc •77- 201141380NO, N 18 Q1 is CH or N 12 as shown in Scheme 11, a compound of formula Id (wherein W1 is 〇 or 8) can be obtained by reacting a compound of formula 17 (wherein the wi is 〇 or s) with a compound of formula 2 (where a The ring system is prepared by a suitable cleavage group Y7 substitution reaction. Note that the A ring system in this scheme is from the display 1, in which the key projecting to the left is connected to Y7 of the formula 20 and the key projecting to the right is connected to W2 of the formula 2〇. For example, a compound of the formula 2 (wherein the A ring lacks sufficient electron-withdrawing substituents (ie, R2)), using a catalyst star ranging from a catalytic amount up to a superstoichiometric (SUperst〇ichi〇nietric) metal catalyst (such as metal or The metal salt) accelerates the reaction. Typically, γ7 on the compound of formula 20 departs from the group Br, I or a sulfonate such as 〇s(〇)2CF3 or 0S(0)2(CF2)3CF3. For example, a copper salt complex (such as Cul with dimethylethylenediamine, valine, 2-picolinic acid or bipyridyl) or an Ie complex (such as tris(dibenzylideneacetone) can be used. Di-palladium (〇) (ie 155859.doc •77- 201141380

Pd2(dba)3))或鈀鹽(如乙酸鈀),帶有配位基如4,5-雙(二苯 基膦)-9,9-二曱基[口 +山][口 +星](即 rXantph〇s」)、之一 二環己基膦-2,,4,,6,-三異丙基聯苯(即「Xph〇Sj )、 [(知)-2-(二環己基膦)二茂鐵]乙基二-三級丁基膦(即Pd2(dba)3)) or a palladium salt (such as palladium acetate) with a ligand such as 4,5-bis(diphenylphosphino)-9,9-diindolyl [mouth + mountain] [mouth + star ] (ie rXantph〇s), one of dicyclohexylphosphine-2,, 4,6,-triisopropylbiphenyl (ie "Xph〇Sj", [(known)-2-(dicyclohexyl) Phosphine) ferrocene] ethyl di-tertiary butyl phosphine (ie

CyPFtBu,「joshph〇s」)或 2,2,-雙(二苯基膦)-i,r_聯二萘 (即「BINAP」),在鹼的存在下(如碳酸鉀、鱗酸卸 (K3P〇4)、碳酸鉋、酚鈉或三級丁醇鈉)’在一溶劑中(如 愚沁二甲基甲醯胺、丨,2_二甲氧乙烷、二甲亞砜、丨,4-二 吟烧或曱苯)’並選擇性地與醇類(如乙醇)混合。式2〇化 合物可在市面上購得,或者其製備方式係眾所周知。一 般用來製備式17化合物的方法為眾所周知。例如見 02/098227、US 7,548,072 或 ΕΡ 1,255,047(其中 Wi 係 〇), 及 EP 1,122,244(其中 W1係 S)。 方案11CyPFtBu, "joshph〇s") or 2,2,-bis(diphenylphosphino)-i,r_binaphthalene ("BINAP"), in the presence of a base (such as potassium carbonate, sulphate ( K3P〇4), carbonated planer, sodium phenolate or sodium butoxide sodium butoxide)' in a solvent (eg ignorant dimethylformamide, hydrazine, 2-dimethoxyethane, dimethyl sulfoxide, hydrazine, 4-diterpene or terpene)' and optionally mixed with an alcohol such as ethanol. The compound of the formula 2 is commercially available or its preparation is well known. Methods commonly used to prepare compounds of formula 17 are well known. See, for example, 02/098227, US 7,548,072 or ΕΡ 1,255,047 (where Wi system is), and EP 1,122,244 (where W1 is S). Option 11

17 W1係0或s Id w1係0或s RV W317 W1 Series 0 or s Id w1 Series 0 or s RV W3

&quot; ” 一 1、糾二^»胺或°比唆)反應 來製備。 方案12 155859.doc •78- 201141380&quot; ” 1. Correction 2 amines or ° 唆) reaction to prepare. Scheme 12 155859.doc •78- 201141380

磺化劑 -►Sulfonation agent -►

X2 γ8 21 如方案13所示,式丨化合物可經由兩階段步驟製備,首 先將式22化合物(其中Wi係〇或幻與式21化合物(含有一磺 酸鹽脫離基Y8)利用先前方案u所述之交又偶合方法來反 應以得出式25化合物。注意在該方案中的A環係來自展 示1,其中向左伸出的鍵係連接至式22的_且向右伸出 的鍵係連接至式22的Y9。接下來將式25化合物(其中丫9係 一脫離基,如氟化物、氯化物、溴化物、碘化物或烷基 磺酸鹽(例如甲磺酸鹽(_OMs)或曱苯磺酸鹽(_〇Ts)))與式 10化合物反應,如先前方案5所述,或如先前方案丨丨所述 之交又偶合方法利用式1 〇化合物(包括其中w2係NR9者)來 反應。式22化合物可在市面上購得,或者其製備方式係 眾所周知》 21 方案13X2 γ8 21 As shown in Scheme 13, the hydrazine compound can be prepared via a two-stage procedure, first using a compound of formula 22 (wherein the Wi system or the compound of formula 21 (containing a sulfonate cleavage group Y8) using the prior scheme u Said coupling and coupling method to react to give a compound of formula 25. Note that the A ring system in this scheme is from display 1, wherein the leftwardly extending bond is attached to the _ of formula 22 and extends to the right. Attached to Y9 of Formula 22. Next, a compound of Formula 25 wherein 丫9 is a cleavage group such as a fluoride, chloride, bromide, iodide or alkyl sulfonate (eg, methanesulfonate (_OMs) or Benzene sulfonate (_〇Ts))) is reacted with a compound of formula 10, as described in prior scheme 5, or as described in the previous scheme, using a compound of formula 1 (including those in which w2 is NR9) To react. The compound of formula 22 is commercially available or its preparation is well known. 21 Scheme 13

10 - 或者,如方案14所示,式1化合物可藉由將式23化合物 (其令W1係Ο或S)與式21化合物(含有一磺酸鹽脫離基γ8) 利用先刖方案11所述之父又偶合方法反應來製備。式2 3 155859.doc -79· 201141380 化合物可在市面上購得,或者其製傷方式係眾所周知。 方案1410 - Alternatively, as shown in Scheme 14, the compound of Formula 1 can be prepared by the use of a compound of Formula 23 (which causes the W1 system or S) and a compound of Formula 21 (containing a monosulfonate cleavage group γ8) as described in Scheme 11 The father also coupled the method to prepare the reaction. Formula 2 3 155859.doc -79· 201141380 Compounds are commercially available or their methods of injury are well known. Option 14

式1化合物也可經由方案15所示之兩階段步驟製備。式 26化合物可藉由將式μ化合物(其係〇心)與式川匕 合物(含有一磺酸鹽脫離基γ«)利用先前方案丨丨所述之交 又偶合方法反應來製備。式26化合物(其中γ1〇係一如甲 基或节基的保護基)接下來的反應,可利用先前方案7所 述之方法來去保護。式26化合物(其中γ10係一如乙醯基 的保護基(其中W2係NR9))可於溫度範圍〇艺至1〇〇t間^ 在像是甲醇或二氯甲烷的溶劑中’藉由三氟化硼-甲醇錯 合物來去保護《根據方案3所述用於式5化合物之條件或 根據方案4所述用於式5a化合物之條件,可利用式7化八 物的反應製備出式lb或式lc化合物(其中W2係NR9)。式2°4 化合物可在市面上購得,或者其製備方式係眾所周知。 方案15The compound of formula 1 can also be prepared via the two-stage procedure shown in Scheme 15. The compound of the formula 26 can be produced by reacting a compound of the formula μ (which is a ruthenium) with a hydrazine compound (containing a monosulfonate cleavage group γ«) by the cross-coupling method described in the previous scheme. The next reaction of the compound of formula 26, wherein the γ1 hydrazine is as a protecting group for a methyl group or a benzyl group, can be deprotected by the method described in the previous scheme 7. A compound of the formula 26 (wherein a γ10-based protecting group such as an ethylidene group (wherein the W2-based NR9)) can be used in a temperature range from 1 to 10 ° in a solvent such as methanol or dichloromethane. Boron fluoride-methanol complex to deprotect the conditions for the compound of formula 5 according to Scheme 3 or the conditions for the compound of formula 5a according to Scheme 4, the formula lb can be prepared by the reaction of the formula 8 Or a compound of formula lc (wherein W2 is NR9). Compounds of formula 2 ° 4 are commercially available or are known in the manner in which they are prepared. Option 15

lb 或 lc 如方案16所示,藉由該領域中眾所周知之方法反應式 155859.doc -80- 201141380 3 0化合物(其中L1係胺基或被保護的胺基(如胺化物、胺 甲酸鹽或硝基)),也可製備出式1化合物。例如見WO ' 2007/083090 &gt; WO 2002/098227^ US 7,548,072 ° 155859.doc -81 - 201141380 方案16Lb or lc as shown in Scheme 16, by a method well known in the art, a compound of the formula 155859.doc-80-201141380 30 (wherein an L1 amine group or a protected amine group (such as an aminide, an amine formate) Or a nitro)), a compound of formula 1 can also be prepared. See, for example, WO '2007/083090 &gt; WO 2002/098227^ US 7,548,072 ° 155859.doc -81 - 201141380 Scheme 16

被保護的胺基 如方案17所示,式30化合物可經由式28化合物(其中Y9 係與上面式25化合物的Υ9相同)來製備。如先前方案13所 述,式28化合物(其中Υ9係與上面式25化合物的Υ9相同) 可經由式27化合物(其中γ8係與上面式21化合物的γ8相 同)及式22化合物來製備。注意在該方案中的八環係來自 展不1,其中向左伸出的鍵係連接至式28的wl且向右伸 出的鍵係連接至式28的Y9。式27化合物可在市面上購 得,或者其製備方式係眾所周知。 方案17Protected Amines As shown in Scheme 17, a compound of formula 30 can be prepared via a compound of formula 28 wherein the Y9 is the same as oxime 9 of the compound of formula 25 above. As described in the foregoing Scheme 13, the compound of the formula 28, wherein the oxime 9 is the same as the oxime 9 of the compound of the above formula 25, can be produced via the compound of the formula 27, wherein the γ8 is the same as the γ8 of the compound of the above formula 21, and the compound of the formula 22. Note that the eight-ring system in this scheme is derived from 1, wherein the key extending to the left is connected to w1 of the formula 28 and the key extending to the right is connected to Y9 of the formula 28. The compound of the formula 27 is commercially available or its preparation is well known. Option 17

27 L1係胺基或 被保護的胺基27 L1 amine or protected amine

30 如方案18所示,式30化合物也可經由式29化合物(其中 γ10係與上面式26化合物的Y10相同)來製備。利用先前方 案15所述之方法,將式24化合物與式27化合物(其中γ8係 與式21化合物的γ8相同)反應可製備出式29化合物。 155859.doc -82· 201141380 方案1830. As shown in Scheme 18, a compound of formula 30 can also be prepared via a compound of formula 29 wherein the gamma 10 is the same as Y10 of the compound of formula 26 above. The compound of formula 29 can be prepared by reacting a compound of formula 24 with a compound of formula 27 wherein gamma 8 is the same as gamma 8 of the compound of formula 21, as described in the previous scheme 15. 155859.doc -82· 201141380 Option 18

或者’式30化合物可經由將式27化合物(其中Y8係與式 21化合物的Υ8相同)與式23化合物,藉由先前方案丨丨及方 案14所述之交又偶合方法反應來直接製備,如方案19所 示» ° 方案19 27Or the compound of formula 30 can be directly prepared by reacting a compound of formula 27 (wherein Y8 is the same as oxime 8 of the compound of formula 21) with a compound of formula 23 by the cross-coupling method described in the previous schemes and scheme 14, such as Scheme 19 » ° Scheme 19 27

30 式lg化合物可藉由方案2〇所示之流程製備。式le化合 物(其中R4b係烯丙氧基或苄氧基)可藉由式^化合物的轉 醋化反應來製備。例如,當R4a為一低碳烷氧基(如甲氧 基及乙氧基)時,可在溫度範圍〇°C至120。(:間,分別在氯 化銦或碳酸鈉的存在下與烯丙醇或苄醇反應。式k化合 物也可藉由先前方案3或方案4(包括其中…為烯丙氧基: 节氧基)所述之方法製備。式1e化合物(其中R,系烯丙氧 基)接下來的反應可利用肆(三苯膦)把(〇),在對甲苯亞確 酸納鹽、嗎福林或氫化三丁基錫的存在下,於惰性溶劑 中(如二4b氯甲烧、四氫^或甲醇)中水解。式U化合物 :广係节氧基)可藉由在氯氣中(壓力為_至· ㈣,較佳為頂kPa至35Gkp__A化作用 I55859.doc -83· 201141380 催化劑(如把’由像是活化碳的惰性載體承載)的存在下 (金屬比上載體的重量百分比為5%至2〇%),懸浮於像是 乙醇或乙酸乙酯的溶劑中,於環境溫度下水解以製備出 式If化合物。式lg化合物(其中係烷氧基或烷胺基)可 經由式if的酸與對應的醇或胺之酯化反應,在〇_(7_氮雜 苯并三唑-1 -基)-四甲基脲六氟磷酸酯(即HATU) 或2-氣-1-曱基吡啶碘化物以及鹼(如三乙胺或二異丙 基乙胺)的存在下,於溫度範圍〇。〇至1 〇〇〇c間來製備。或 者’式ig化合物可經由式lf化合物,利用Mitsunobu條 件,在偶氮二羧酸二異丙酯或偶氮二羧酸二乙酯的存在 下利用三苯膦來製備。式lg化合物(其中R4。係烷氧基)也 可經由式If的酸’利用烷化劑(如二碳酸二-三級丁酯或 R4c’OCH2C1(其中R4c•係如低碳烷基、低碳烷矽基或苯 基)),在驗(如三乙胺、4-二甲胺°比°定或二異丙基乙 胺)的存在下製備。 方案20 155859.doc -84- 201141380The compound of formula lg can be prepared by the scheme shown in Scheme 2〇. The compound of the formula (wherein R4b is an allyloxy or benzyloxy group) can be produced by a transacetalization reaction of a compound of the formula. For example, when R4a is a lower alkoxy group (e.g., methoxy and ethoxy), it can be in the range of 〇 ° C to 120. (:, reacting with allyl alcohol or benzyl alcohol in the presence of indium chloride or sodium carbonate, respectively. The compound of formula k may also be by the previous scheme 3 or scheme 4 (including among them is allyloxy: oxy group Prepared by the method described. The compound of formula 1e (wherein R, is allyloxy) can be reacted with ruthenium (triphenylphosphine), (p-), p-toluene, sodium or phenylephrine or Hydrolysis in an inert solvent (such as di 4b chloromethyl, tetrahydro or methanol) in the presence of tributyltin hydrogenated. Compound of formula U: broad-line oxy) can be used in chlorine (pressure _ to (d), preferably from top kPa to 35Gkp__A. I55859.doc -83· 201141380 Catalyst (as carried by an inert carrier such as activated carbon) (the metal is 5% to 2% by weight of the carrier) %), suspended in a solvent such as ethanol or ethyl acetate, hydrolyzed at ambient temperature to prepare a compound of the formula If the compound of the formula lg (wherein alkoxy or alkylamino) is via the acid of the formula Esterification of an alcohol or an amine in 〇_(7-azabenzotriazol-1-yl)-tetramethylurea hexafluorophosphate In the presence of an ester (ie HATU) or 2-ox-1-pyridinium iodide and a base such as triethylamine or diisopropylethylamine, in the temperature range 〇. 〇 to 1 〇〇〇c The compound of the formula lg can be prepared by using a compound of the formula lf, using Mitsunobu conditions, in the presence of diisopropyl azodicarboxylate or diethyl azodicarboxylate using triphenylphosphine. Wherein R 4 . is alkoxy) may also utilize an alkylating agent via an acid of the formula If (eg, di-tertiary butyl dicarbonate or R 4 c 'OCH 2 C 1 (wherein R 4 c • is such as lower alkyl, lower alkyl fluorenyl) Or phenyl)), prepared in the presence of an assay such as triethylamine, 4-dimethylamine or diisopropylethylamine. Scheme 20 155859.doc -84- 201141380

應瞭解到’上述用於製備式μ合物的―些試劑及反應 條件,可能無法與某些存在於中間物中的官能度相容。 在這些實例中,併入保護/去保護序列或官能基相互轉換 至該合成令,將有助於獲得所需產物。該保護基的使用 及選擇對於熟習化學合成之人士將是顯而易見的(可參見 如 Greene, T. W. ; Wuts,Ρ. G. Μ. iVoie如Growp 以 2nd ed. ; Wiley·· New York,1991)。熟 習該領域之技藝人士將能認可,在一些情況下,在採用 如在任何個別方案中所敘述的特定試劑之後,可能需要 進行額外未詳細說明的常規合成步驟以完成式1化合物的 合成。熟習該領域之技藝人士將能認可,可能需要將上 述流程中繪示的步驟以一種不同於所示特定次序所暗示 的順序進行組合,以製備出式1化合物。 熟習該領域之技藝人士也將能認可,本文中所述的式1 化合物及中間物可以接受各種親電反應、親核反應、自 155859.doc -85 · 201141380 由基反應、有機金屬反應、氧化反應及還原反應以添加 取代基或修飾存在的取代基。 即使沒有進一步的闡述,相信使用上述說明的熟習該 領域之技藝人士仍能夠最大程度地利用本發明。因此, 下面的實例應理解為僅僅是說明性的,而且不管是以任 何方式’都不作為此處揭露内容的限制。下列示例的步 驟說明一整體合成轉變之各步驟的一個製程,且用於每 個步驟的起始原料可能不一定需要藉由一特定製備路程 來製備’該特定製備路程的製程係在其他示例或步驟中 有敘述者。百分率為按重量計,除了層析溶劑混合物或 另有指明者。質譜係以加入Η+(分子量為丨)至分子所形成 最高同位素豐度母離子(Μ+1)的分子量來記述,藉由使用 常壓化學游離法(ΑΡ+)之質譜分析法觀察。除非另有說 明,1H NMR譜係以偏離自CDC13中四曱基矽烷的低場 ppm於400 ΜΗζ記載;「s」意指單峰、「d」意指雙峰、 t」意指二重峰、「q」意指四重峰、「m」意指多重峰、 「br s」意指寬單峰。 、 實例1 2-[2-[2-氣-5·[3,6_二氫_3_甲基_2,6_二側氧基_4_(三氟甲 基)-1(2构-嘧啶基]_4_氟苯氧基]苯氧基]_2_乙氧乙酸乙酯 (化合物2)的製備 步驟 A 2-[2-[2-氣-5-[3,6-二氫-3 - f 基 _2,6-二側氧基 _4_ (三氟甲基)-1(2//)-嘧啶基氟苯氧基]苯氧基]_ -—2-—乙氧乙酸乙酯的製備 155859.doc -86- 201141380 在3-[4 -氣-2-氟- 5-(2-經苯氧基)苯基]-1-曱基- 6-(三氣甲 基)-2,4(1//,3ϋ〇-嘧啶二酮(450 mg, 1.05 mmol)(如 WO 02/098227中所述製備)於二甲基甲醯胺(5 mL)中的溶 液中,於環境溫度在氮氣氛下加入碳酸鉀(289 mg,2.1 mmol)。在同樣溫度加入2_氣_2_乙氧基乙酸乙g旨(350 mg, 2.10 mmol)。將該反應混合物加熱至5〇。〇持續16小時, 然後讓其冷卻。過濾所生成的反應混合物,並以乙酸乙 醋沖洗碳酸鉀。在真空中濃縮濾液,將所生成的殘留物 用矽凝膠管柱層析術以己烷中的乙酸乙酯洗提以得出白 色泡沫狀的標題化合物(3 8〇 mg)。 'H NMR δ 7.40 (d, 1H), 7.20 (m, 1H), 7.10 (m, 1H), 7.00 (m,2H),6.75 (d,1H),6.25 (s,1H),5.50 (s,1H),4.20 (q, 2H), 3.80 (m, 1H), 3.70 (m, 1H), 3.50 (s, 3H), 1.25 (m, 6H)。 實例2 2-[2-[2-氣-5-[3,6-二氫_3-甲基-2,6-二側氧基-4-(三氟甲 基)_1(2/〇_嘧啶基]_4_氟苯氧基]苯氧基]_2乙氧乙酸甲酯 (化合物4)的製備 步驟 A : 2-[2-[2-氯-5·[3,6_二氫·3_ 曱基 _2,6_二側氧基 _4_ (二氟甲基)-1(2//)-嘧啶基]_4_氟苯氧基]苯氧基]_ _2_乙氧乙酸曱酯的製備__ 在化合物2-[2-|&gt;氯_5_[3,6_二氫_3_甲基_2,6_二側氧基_ 4-(二氟甲基)-1(2开)_嘧啶基]_4_氟苯氧基]苯氧基]_2_乙氧 乙酸乙酯(即實例1的產物)(238 mg,〇.43 mmol)於甲醇(5 155859.doc -87- 201141380 mL)中的溶液中’於環境溫度氮氣氛下加入碳酸鈉(476 mg, 4.5 mmol)。將該反應混合物加熱至70°C持續2小時, 然後讓其冷卻。過濾所生成的反應混合物,並以乙酸乙 酯沖洗碳酸鈉。在真空中濃縮結合的濾液。將殘留物用 矽凝膠管柱層析術以己烷中的乙酸乙酯洗提以得出白色 泡沐狀的標題化合物(177 mg)。 *H NMR δ 7.40 (d, 1H), 7.20 (d, 1H), 7.10-7.00 (m, 3H), 6.73 (m, 1H), 6.25 (s, 1H), 5.53 (d, 1H), 3.80-3.60 (m, 2H),3.75 (s,3H),3.50 (s,3H),1.23 (t,3H) o 實例3 2-[[3-[2 -氣- 5- [3,6-·一 氮-3-曱基-2,6 -二側氧基- 4- (三氣曱 基)-1(2//)-嘧啶基]-4-氟苯氧基]-2-°比啶基]氧基]-2-曱氧乙 酸甲酯(化合物8)的製備 步驟A : 3-[2-氟-5-[(2-曱氧基-3- °比啶基)氧基]-4-硝苯 基]-1_曱基-6-(三氟曱基)-2,4(1//,3/〇-嘧啶二酮的 __製備 _ 將3-(2,5-二氟-4-硝苯基)-1-甲基_6-(三氟曱基)·2,4 (1//,3/〇-嘴咬二酮(2.25 g,6.4 mmol)(如 WO 02/098227 中 所述製備)、2-甲氧基比咬醇(8〇〇 mg,6.4 mmol)及碳 酸鉀(1.06 g,7.68 mmol)於愚#·二甲基曱醯胺(15 mL)中的 混合物加熱至70°C持續2小時,然後讓其冷卻。過渡所生 成的反應混合物,並以乙酸乙酯沖洗碳酸鉀。在真空中 濃縮結合的;慮液’並將所生成的殘留物用石夕凝膠管柱層 析術以己烧中的乙酸乙酯洗提以得出淺棕色固體狀的標 155859.doc -88- 201141380 題化合物(2.82 g)。 H NMR δ 7.90 (d,1H),7.40 (m,1H),6 93 (m,2H),6 76 (m,1H),6·32 (s,1H),3.92 (s,3H),3.53 (s, 3H)。 步驟B :化合物3-[4-胺基-2-氟_5_[(2_曱氧基_3_吡啶基) 氧基]苯基]-1-甲基-6-(三氟甲基)_2,4(17/,3//)-嘧 __ 啶二酮的製備_ 在鐵粉(3.5 g,62.7 mmol)、乙酸(2〇 mL)及水(2 mL)的 混合物中,滴加加入3-[2-氟-5-[(2-曱氧基_3·吡啶基)氧 基]-4-硝苯基]-1-甲基_6_(三氟曱基)_2,4(1//,3开)-嘧啶二酮 (即步驟A的產物)(2.82 g,6.18 mmol)於乙酸(10 mL)中的 溶液,並使反應混合物的溫度維持在35&lt;t或更低。完成 後,將反應混合物攪拌2小時並接著透過Celite®矽藻土助 濾劑過濾。將濾液以乙酸乙酯稀釋。將該混合物以飽和 的碳酸氫鈉水溶液中和。以飽和的氣化鈉水溶液沖洗有 機層,用無水硫酸鎂乾燥並接著濃縮。將殘留物用矽凝 膠官柱層析術得出淺黃色泡沫狀的標題化合物(2.6 1 g)。 H NMR δ 7.90 (m,1H),7.18 (m,1H),6.84 (m,1H),6·60 (m’ 2H)’ 6·31 (2, 1H),4.15 (br s,2H),4.00 (s,3H),3.51 (s, 3H) 〇 步驟C : 3-[4-氣·2_氟_5_[(2_曱氧基_3_n比啶基)氧基]苯 基]-1-甲基-6-(三氟甲基)-2,4(1//,3丑)-嘧啶二 ----------------- 將亞硝酸異戊g,26.7 mmol)於室溫下滴加加入 3 [4-胺基·2-氟_5_[(2_甲氧基_3_n比啶基)氧基]苯基]小甲 155859.doc • 89 - 201141380 基-6-(三氟甲基)-2,4(l//,3i/)-嘧啶二酮(即步驟b的產 物)(2.61 g,6.13 mmol)、氣化銅(1)(1,17 g, 5.88 mmol)及 氣化銅(11)(2.5 g,10_7 mmol)於乙腈(50 mL)中的混合物 中’並在同樣溫度下將該反應混合物攪拌1小時。將該反 應混合物倒入1 N氫氯酸’並以乙酸乙醋萃取。以飽和的 氣化鈉水溶液沖洗有機層’用無水硫酸鎂乾燥並接著濃 縮。將殘留物用矽凝膠管柱層析術以己烷中的乙酸乙醋 洗提以得出淺棕色固體狀的標題化合物(1 6〇 g)。 ]H NMR 6 7.95 (d, 1H), 7.40 (d, 1H), 7.20 (d, 1H), 6.85 (m, 1H), 6.67 (d, 1H), 6.32 (s, 1H), 3.98 (s, 3H), 3.52 (s, 3H) » 步驟D : 3-[4 -氣- 5-[(l,2-二氫-2-側氧-3-&lt;»比咬基)氧基]_2_ 氟苯基]-1-曱基- 6-(三敦曱基)-2,4(1仏3 7/)-。密咬 _二酮的製備___ 將3-[4-氣-2-氟-5-[(2-曱氧基-3-«·比啶基)氧基]苯基]“ _ 曱基-6-(三氟曱基)-2,4( 17/,3//)-鳴咬二®)(即步驟c的產 物)(1.45 g,3.3 mmol)及三溴化硼(1.9 mL,19.6 mmol)於 二氣甲烧(20 mL)中的混合物於室溫下授拌2天。將該反 應混合物緩慢地以1 N氫氯酸中止反應,並以二氯曱貌萃 取該反應混合物。以飽和的氣化鈉水溶液沖洗有機層, 用無水硫酸鎂乾燥並接著濃縮。將殘留物用矽凝膠管桂 層析術以己烷中的乙酸乙酯洗提以得出淺棕色固體狀的 標題化合物(1.12 g)。 'H NMR δ 13.4 (br s, 1H), 7.40 (d, 1H), 7.26 (m, 1H), 155859.doc -90- 201141380 7.00-6.95 (m, 2H), 6.32 (s, 1H), 6.20 (m, 1H), 3.52 (s, 3H)。 步驟E · 2-[[3-[2 -氯- 5-[3,6-二氫-3 -曱基-2,6-二側氧基-4- (三氟曱基)-l(2丑)-嘧啶基]-4-氟苯氧基]-2-n比啶 _基]氧基]-2-甲氧乙酸甲酯的製備_ 在化合物3-[4-氯-5-[(1,2-二氫-2-側氧-3-吡啶基)氧基]-2_氟苯基]-1-曱基-6-(三氟甲基)-2,4(1//,3/7)-嘧啶二酮(即 步驟 D的產物)(i〇〇 mg,0.23 mmol)於乙腈(1.5 mL)及 TV,iV-二曱基曱醯胺(0.5 mL)中的溶液中,於環境溫度氮氣氛下 加入碳酸鉀(64 mg,0.46 mmol)。在同樣溫度下加入2-溴_ 2- 曱氧基乙酸曱酯(42 mg,0.24 mmol)。將該反應混合物 加熱至60°C持續2小時’然後讓其冷卻。過濾所生成的反 應混合物,並以乙酸乙酯沖洗固體碳酸鉀。在真空中濃 縮濾液,並將殘留物用矽凝膠管柱層析術以己烷中的乙 酸乙酯洗提以得出白色泡沫狀的3-[2-氣-5-[3,6-二氫-3-曱 基-2,6-二側氧基-4·(三氟曱基)_1(2开)-嘧啶基]_4_氟苯氧 基]-2-羥基-α-曱氧基-1(2//)-吡啶乙酸(20 mg)以及白色泡 珠狀的標題化合物(55 mg)。 'H NMR: δ 7.91 (d, 1H), 7.40 (d, 1H), 7.30 (m, 1H), 6.93 (m,1H),6.82 (d,1H), 6.30 (s,ih),6.18 (d,1H),3.78 (s, 3H),3.52 (s,3H),3.48 (s,3H)。 3- [2-氣-5-[3,6-二氫-3_曱基-2,6-二側氧基-4-(三氟甲基)_ 1(2//)-喊咬基]-4-氟苯氧基]-2-羥基-α-甲氧基-1(2//)_〇比0定 乙酸的】H NMR: δ 7.40 (d, 1Η),7.21 (d,1Η), 7.00 (d, 155859.doc •91 201141380 1H), 6.81 (d, 1H), 6.50 (s, 1H), 6.30 (S} 1H), 6.20 (t 1H) 3.81 (s,3H), 3.55 (s, 3H),3.48 (s,3H)。 實例4 2-[[3-[2·氣-5-[3,6-二氫-3-曱基-2,6-二侧氧基三氟曱 基)-1 (2//&gt;嘴。定基]-4 -氟苯氧基]-2-°比咬基]氧基]_2_曱氧乙 酸乙酯(化合物9)的製備 步驟 A : 2-[[3-[2-氣- 5-[3,6-二氫·3_ 甲基 _2,6-二側氧基 _4_ (三氟甲基)-1(27/)-嘧啶基]_4-氟苯氧基吨啶 _基]氧基]-2 -曱氧乙酸乙醋的製備 在 2-[[3-[2 -氯-5-[3,6 -二氫-3 -曱基·2,6-二側氧基-4-(三 氟曱基)-1(2//)-嘧啶基]-4-氟苯氧基]-2-0比啶基]氧基]_2_甲 氧乙酸甲醋(即貫例3的產物)(163 mg,0.3 1 mmol)於乙醇 (5 m L)中的〉谷液中’於環境溫度氣氣氛下加入碳酸納(4 〇 mg,0.3 8 mmol)。將該反應混合物加熱至65°C持續2小 時,然後讓其冷卻。過渡所生成的反應混合物,並以乙 酸乙酯沖洗沉澱物。在真空中濃縮結合的濾液。將殘留 物用矽凝膠管柱層析術以己烷中的乙酸乙酯洗提以得出 白色泡沫狀的標題化合物(130 mg)。 】H NMR δ 7.90 (d,1H),7.39 (d,1H),7.25 (m,1H),6.92 (m,1H),6.82 (d,1H),6.25 (s,1H),6.10 (d,1H),4.25 (q, 2H),3.50 (s,3H),3.47 (s,3H),1.25 (t,3H)。 實例5 2-[[3-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基-4-(三敗甲 基)-1(2//)-嘧啶基]-4-氟苯氧基]-2-n比啶基]氧基]-2-甲氧乙 155859.doc -92- 201141380 酸曱酯(化合物8)的另一種製備 步驟 A : 2-[[3-[2-氣-5-[3,6-二氫-3-甲基 _2,6-二側氧基 _4_ (三氟甲基)-1(2//)-嘴啶基]-4-氟苯氧基比啶 __基]氧基]-2-甲氧乙酸曱酯的製f_ 在3-[4-風-2 -氟- 5- (2 -經本氧基)苯基]_ι_曱基_6-(三敗甲 基)-2,4(1开,3好)-。密啶二酮(即實例4步驟D的產物)(45〇 mg, 1.05 mmol)(5.28 g,12.3 mmol)及碳酸鉀(4 75 g,34 4 mmol)於乙腈(45 mL)中的溶液中,於環境溫度氮氣氛下 滴加加入2-氯-2-曱氧基乙酸甲醋(2.39 g,1 6.1 mmol)於乙 腈(3 mL)中的溶液。將該反應混合物在室溫下授拌6.5小 時並在減壓下濃縮。過濾所生成的反應混合物,並以乙 酸乙酯沖洗碳酸鉀。在真空中濃縮濾液,將所生成的殘 留物用矽凝膠管柱層析術以己炫中的乙酸乙醋洗提以得 出白色泡沫狀的標題化合物(5.58 g)。 *H NMR (300 MHz) δ 7.38 (d, 1H), 7.22 (m, 1H), 7.15- 6.99 (m, 3H), 6.74 (m, 1H), 6.29 (s, 1H), 5.48 (d, 1H), 3.76 (S} 3H), 3.50 (s, 3H), 3.47 (s, 3H). ESI-MS m/z 533 [M+H]。 實例6 2-丙烯-1-基2-[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧基_ 4_(三氟曱基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]·2_曱氧 乙酸酯(化合物123)的製備 步驟A : 2-丙烯_卜基2_[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧基-4-(三氟曱基)-1(2/7)-喂咬基]_4·氣苯 155859.doc -93- 201141380 __氧基]苯氧基]-2-曱氧乙酸酯的製備__ 在 2-[[3-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基-4-(三 氟曱基)-1(2//)-嘧啶基]-4-氟苯氧基]-2-吼啶基]氧基]-2-曱 氧乙酸甲醋(即實例5的產物)(6.25 g 11.7 mmol)於烯丙醇 (66 mL)的搜拌溶液中,加入inci3(3.17 g,14.3 mmol)並 於75-82°C加熱9小時。過濾所生成的反應混合物,並以 乙酸乙酯沖洗收集的固體。在真空中濃縮濾液,將所生 成的殘留物用矽凝膠管柱層析術以己烷中的乙酸乙酯洗 提以得出白色泡沫狀的標題化合物(6 32 g)。 'H NMR δ 7.37 (d,1H),7.23 (m, 1H),7.14-6.99 (m,3H), 6.74 (m, 1H), 6.29 (d, 1H), 5.93-5.82 (m, 1H), 5.50 (d, 1H), 5.32-5.28 (m, 1H), 5.23 (d, 1H), 4.66 (d, 2H), 3.5〇 (s,3H),3.48 (s,3H). ESI-MS m/z 581 [M+Na]。 實例7 2-[2-[2_氣-5-[3,6-二氫-3-甲基-2,6-二側氧基-4-(三氟甲 基)-1(2//)-嘧啶基]_4_氟苯氧基]苯氧基]_2_甲氧乙酸(化合 物126)的製備 步驟 A : 2-[2-[2-氣-5-[3,6-二氫 _3·甲基 _2,6_二側氧基 _4_ (三氟甲基)-1(2//)-嘧啶基]_4_氟苯氧基]苯氧基卜 __2-甲氧乙酸_It will be appreciated that the above-mentioned reagents and reaction conditions for the preparation of the compounds of the formula may not be compatible with certain functionalities present in the intermediate. In these examples, incorporation of a protecting/deprotecting sequence or functional group to each other to the synthesis ring will aid in obtaining the desired product. The use and selection of such protecting groups will be apparent to those skilled in the art of chemical synthesis (see, for example, Greene, T. W.; Wuts, Ρ. G. Μ. iVoie, Growp, 2nd ed.; Wiley·New York, 1991). Those skilled in the art will recognize that, in some instances, after employing specific reagents as described in any of the individual schemes, it may be necessary to carry out conventional synthetic procedures, which are not described in detail, to complete the synthesis of the compound of Formula 1. Those skilled in the art will recognize that the steps depicted in the above schemes may be combined in a sequence different from that indicated in the particular order shown to produce a compound of formula 1. Those skilled in the art will also recognize that the compounds and intermediates of Formula 1 described herein can undergo various electrophilic reactions, nucleophilic reactions, from 155859.doc -85 · 201141380 by base reaction, organometallic reaction, oxidation reaction And a reduction reaction to add a substituent or to modify a substituent present. Even without further elaboration, it is believed that those skilled in the art using the above description will be able to make the most of the invention. Therefore, the following examples are to be considered as illustrative only and are not intended to be limiting in any way. The steps of the following examples illustrate one process for each step of the overall synthetic transformation, and the starting materials for each step may not necessarily need to be prepared by a particular preparation route. The process of the particular preparation route is in other examples or There are narrators in the steps. The percentages are by weight, except for the chromatographic solvent mixture or otherwise indicated. The mass spectrum is described by adding Η+ (molecular weight 丨) to the molecular weight of the highest isotope abundance precursor ion (Μ+1) formed by the molecule, and observation by mass spectrometry using atmospheric pressure chemical free method (ΑΡ+). Unless otherwise stated, the 1H NMR spectrum is reported at 400 ΜΗζ from the low field ppm of tetradecyl decane from CDC13; "s" means a single peak, "d" means a doublet, t" means a doublet, "q" means a quadruple peak, "m" means a multiple peak, and "br s" means a broad single peak. Example 1 2-[2-[2-Ga-5·[3,6-Dihydro-3-methyl-2,6-di-oxy-4-yl-trifluoromethyl)-1 (2-construction- Preparation of pyrimidinyl]_4_fluorophenoxy]phenoxy]_2-ethoxyacetic acid ethyl ester (Compound 2) Step A 2-[2-[2-Ga-5-[3,6-dihydro-3 - f-based 2,6-di-sideoxy_4_(trifluoromethyl)-1(2//)-pyrimidinylfluorophenoxy]phenoxy]_--2-ethoxyethylacetate Preparation 155859.doc -86- 201141380 in 3-[4- gas-2-fluoro-5-(2-phenoxy)phenyl]-1-indenyl-6-(trimethylmethyl)-2 , 4(1//, 3ϋ〇-pyrimidinedione (450 mg, 1.05 mmol) (prepared as described in WO 02/098227) in dimethylformamide (5 mL) at ambient temperature Potassium carbonate (289 mg, 2.1 mmol) was added under a nitrogen atmosphere. To the same temperature was added 2 g of -2-ethoxyacetic acid (350 mg, 2.10 mmol). The reaction mixture was heated to 5 〇. It was allowed to cool for 16 hours, then allowed to cool. The resulting reaction mixture was filtered, and potassium carbonate was washed with ethyl acetate. The filtrate was concentrated in vacuo, and the residue was purified by gel column chromatography in hexane. Ethyl acetate elution to give a white bubble The title compound (3 8 〇 mg) in vacuo. 'H NMR δ 7.40 (d, 1H), 7.20 (m, 1H), 7.10 (m, 1H), 7.00 (m, 2H), 6.75 (d, 1H) , 6.25 (s, 1H), 5.50 (s, 1H), 4.20 (q, 2H), 3.80 (m, 1H), 3.70 (m, 1H), 3.50 (s, 3H), 1.25 (m, 6H). Example 2 2-[2-[2-Ga-5-[3,6-dihydro-3-methyl-2,6-di-oxo-4-(trifluoromethyl)_1(2/〇_ Preparation of pyrimidinyl]_4_fluorophenoxy]phenoxy]_2 ethoxyacetic acid methyl ester (Compound 4) Step A: 2-[2-[2-chloro-5·[3,6-dihydro·3_ Mercapto-2,6-di-oxy-4_(difluoromethyl)-1(2//)-pyrimidinyl]_4_fluorophenoxy]phenoxy]__2-ethoxy acetate Preparation __ in the compound 2-[2-|&gt;chloro_5_[3,6-dihydro-3-methyl-2,6-di-oxy-4- 4-(difluoromethyl)-1(2) ))_Pyrimidinyl]_4_fluorophenoxy]phenoxy]_2-ethoxyacetic acid ethyl ester (ie the product of Example 1) (238 mg, 〇.43 mmol) in methanol (5 155859.doc -87- In solution in 201141380 mL), sodium carbonate (476 mg, 4.5 mmol) was added under an ambient temperature nitrogen atmosphere. The reaction mixture was heated to 70 ° C for 2 hours and then allowed to cool. The resulting reaction mixture was filtered and washed with ethyl acetate. The combined filtrate was concentrated in vacuo. The residue was extracted with EtOAc EtOAc EtOAc (EtOAc) *H NMR δ 7.40 (d, 1H), 7.20 (d, 1H), 7.10-7.00 (m, 3H), 6.73 (m, 1H), 6.25 (s, 1H), 5.53 (d, 1H), 3.80- 3.60 (m, 2H), 3.75 (s, 3H), 3.50 (s, 3H), 1.23 (t, 3H) o Example 3 2-[[3-[2 - gas - 5- [3,6-· one曱-3-mercapto-2,6-di-oxy-4-(trishydrazinyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]-2-pyridylpyridyl Preparation of methyl oxy]-2-indoleoxyacetate (Compound 8) Step A: 3-[2-Fluoro-5-[(2-oxime-3-ylpyridyl)oxy]-4 -N-Phenyl]-1_mercapto-6-(trifluoromethyl)-2,4(1//,3/〇-pyrimidinedione __preparation_ 3-(2,5-difluoro 4-nitrophenyl)-1-methyl-6-(trifluoromethyl)·2,4 (1//, 3/〇-mouth ketone (2.25 g, 6.4 mmol) (eg WO 02/ Prepared as described in 098227), 2-methoxyl than october (8 〇〇 mg, 6.4 mmol) and potassium carbonate (1.06 g, 7.68 mmol) in Yu #· dimethyl decylamine (15 mL) The mixture was heated to 70 ° C for 2 hours and then allowed to cool. The resulting reaction mixture was transferred, and potassium carbonate was washed with ethyl acetate. The combined solution was concentrated in vacuo; the solution was taken and the residue formed was Gel column The analysing was eluted with ethyl acetate to give the title compound (2.82 g) as a light brown solid. H NMR δ 7.90 (d, 1H), 7.40 (m, 1H) ), 6 93 (m, 2H), 6 76 (m, 1H), 6·32 (s, 1H), 3.92 (s, 3H), 3.53 (s, 3H). Step B: Compound 3-[4- Amino-2-fluoro_5_[(2-methoxy-3-pyridyl)oxy]phenyl]-1-methyl-6-(trifluoromethyl)_2,4(17/,3/ /)-Propyl-_ pyridinedione preparation _ In a mixture of iron powder (3.5 g, 62.7 mmol), acetic acid (2 〇mL) and water (2 mL), 3-[2-fluoro-5 was added dropwise. -[(2-decyloxy_3.pyridyl)oxy]-4-nitrophenyl]-1-methyl_6-(trifluoromethyl)_2,4(1//,3 open)-pyrimidine A solution of the diketone (i.e., the product of Step A) (2.82 g, 6.18 mmol) in acetic acid (10 mL) was maintained and the temperature of the reaction mixture was maintained at 35 &lt; After completion, the reaction mixture was stirred for 2 hours and then filtered through Celite® diatomaceous earth filter aid. The filtrate was diluted with ethyl acetate. The mixture was neutralized with a saturated aqueous solution of sodium hydrogencarbonate. The organic layer was washed with a saturated aqueous solution of sodium sulfate, dried over anhydrous magnesium sulfate and then concentrated. The title compound (2.61 g) was obtained as a pale yellow foam. H NMR δ 7.90 (m, 1H), 7.18 (m, 1H), 6.84 (m, 1H), 6·60 (m' 2H)' 6·31 (2, 1H), 4.15 (br s, 2H), 4.00 (s, 3H), 3.51 (s, 3H) 〇Step C: 3-[4-Gas·2_Fluor_5_[(2_曱oxy_3_n-pyridyl)oxy]phenyl]-1 -Methyl-6-(trifluoromethyl)-2,4(1//,3 ugly)-pyrimidinedi----------------- Iso-pentyl nitrite , 26.7 mmol) was added dropwise at room temperature to 3 [4-amino 2-fluoro_5_[(2-methoxy_3_n-pyridinyl)oxy]phenyl] small 155859.doc • 89 - 201141380 -6-(trifluoromethyl)-2,4(l//,3i/)-pyrimidinedione (ie product of step b) (2.61 g, 6.13 mmol), copper (1) (1) , 17 g, 5.88 mmol) and a mixture of copper (11) (2.5 g, 10-7 mmol) in acetonitrile (50 mL) and the mixture was stirred at the same temperature for one hour. The reaction mixture was poured into 1 N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium sulfate, dried over anhydrous magnesium sulfate and then concentrated. The residue was extracted with EtOAc (EtOAc) elute ]H NMR 6 7.95 (d, 1H), 7.40 (d, 1H), 7.20 (d, 1H), 6.85 (m, 1H), 6.67 (d, 1H), 6.32 (s, 1H), 3.98 (s, 3H), 3.52 (s, 3H) » Step D: 3-[4 -Gas-5-[(l,2-dihydro-2-oxo-3-ene)-specific butyl]oxy]_2_ Fluorine Phenyl]-1-fluorenyl-6-(tridolinyl)-2,4(1仏3 7/)-. Preparation of Bite_Diketone___ 3-[4-Gas-2-fluoro-5-[(2-decyloxy-3-«.pyridinyl)oxy]phenyl]" _ fluorenyl- 6-(Trifluoromethyl)-2,4( 17/,3//)-Bite II®) (ie the product of step c) (1.45 g, 3.3 mmol) and boron tribromide (1.9 mL, 19.6) The mixture was stirred for 2 days at room temperature. The reaction mixture was slowly quenched with 1 N hydrochloric acid and the mixture was extracted with dichloromethane. The organic layer was washed with a saturated aqueous solution of sodium sulfate and dried over anhydrous magnesium sulfate. Compound (1.12 g). 'H NMR δ 13.4 (br s, 1H), 7.40 (d, 1H), 7.26 (m, 1H), 155859.doc -90- 201141380 7.00-6.95 (m, 2H), 6.32 ( s, 1H), 6.20 (m, 1H), 3.52 (s, 3H). Step E · 2-[[3-[2-chloro-5-[3,6-dihydro-3-indolyl-2, 6-di- oxy-4-(trifluoromethyl)-l(2 ugly)-pyrimidinyl]-4-fluorophenoxy]-2-n-pyridyl-yl]oxy]-2-methoxy Preparation of methyl acetate _ in the compound 3-[4-chloro-5-[(1,2-dihydro-2-oxo-3- Pyridyl)oxy]-2_fluorophenyl]-1-indolyl-6-(trifluoromethyl)-2,4(1//,3/7)-pyrimidinedione (ie product of step D) (i〇〇mg, 0.23 mmol) in acetonitrile (1.5 mL) and a solution of TV, iV-didecylguanamine (0.5 mL), potassium carbonate (64 mg, 0.46) Ethyl 2-bromo-2-methoxyoxyacetate (42 mg, 0.24 mmol) was added at the same temperature. The reaction mixture was heated to 60 ° C for 2 hours and then allowed to cool. The reaction mixture was washed with EtOAc EtOAc (EtOAc)EtOAc. -[2-Ga-5-[3,6-dihydro-3-indolyl-2,6-di- oxo-4·(trifluoromethyl)-1(2-open)-pyrimidinyl]_4_fluoro ' phenoxy]-2-hydroxy-α-decyloxy-1(2//)-pyridineacetic acid (20 mg), mp. 1H), 7.40 (d, 1H), 7.30 (m, 1H), 6.93 (m, 1H), 6.82 (d, 1H), 6.30 (s, ih), 6.18 (d, 1H), 3.78 (s, 3H) ), 3.52 (s, 3H) , 3.48 (s, 3H). 3-[2-Ga-5-[3,6-dihydro-3-mercapto-2,6-di- oxy-4-(trifluoromethyl)-1(2//)- shouting base ]-4-fluorophenoxy]-2-hydroxy-α-methoxy-1 (2//) 〇 〇 0 定 acetic acid] H NMR: δ 7.40 (d, 1 Η), 7.21 (d, 1 Η ), 7.00 (d, 155859.doc •91 201141380 1H), 6.81 (d, 1H), 6.50 (s, 1H), 6.30 (S} 1H), 6.20 (t 1H) 3.81 (s,3H), 3.55 ( s, 3H), 3.48 (s, 3H). Example 4 2-[[3-[2·Ga-5-[3,6-dihydro-3-indolyl-2,6-di-trioxytrifluoromethyl]-1 (2//&gt; mouth . . . Preparation of a base of 4-(fluorophenoxy)-2-pyryloxy-2-yloxyacetate (Compound 9) Step A: 2-[[3-[2-Ga-5 -[3,6-dihydro-3-yl-2,6-di-oxo_4_(trifluoromethyl)-1(27/)-pyrimidinyl]- 4-fluorophenoxy oxindole-yl] Preparation of oxy]-2-oxoacetic acid ethyl acetonate in 2-[[3-[2-chloro-5-[3,6-dihydro-3-indolyl·2,6-di- oxy-4 -(Trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]-2-0-pyridyl]oxy]_2-methoxyacetic acid methyl vinegar (ie, Example 3 The product (163 mg, 0.3 1 mmol) was added to sodium carbonate (4 〇 mg, 0.38 mmol) under an atmosphere of ambient temperature in ethanol (5 m L). The reaction mixture was heated to 65. °C for 2 hours, then allowed to cool. The resulting reaction mixture was transferred and the precipitate was washed with ethyl acetate. The combined filtrate was concentrated in vacuo. Ethyl acetate was eluted to give the title compound (130 mg) as a white foam. (d,1H), 7.39 (d,1H), 7.25 (m,1H), 6.92 (m,1H), 6.82 (d,1H), 6.25 (s,1H),6.10 (d,1H), 4.25 ( q, 2H), 3.50 (s, 3H), 3.47 (s, 3H), 1.25 (t, 3H). Example 5 2-[[3-[2-chloro-5-[3,6-dihydro-3 -methyl-2,6-di-oxy-4-(tri-f-methyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]-2-n-pyridyl]oxy ]-2-methoxyethyl 155859.doc -92- 201141380 Another preparation step A: 2-[[3-[2-Ga-5-[3,6-dihydro-3] -Methyl-2,6-di-oxy-_4_(trifluoromethyl)-1(2//)-hydrazinyl]-4-fluorophenoxypyridinyl-yl]oxy]-2 -F-methoacetate produced by f_ in 3-[4-Wind-2-fluoro-5-(2-propenyloxy)phenyl]_ι_indenyl-6-(tris-methyl)-2,4 (1, 3, good) - pyridine ketone (ie the product of Example 4, Step D) (45 〇 mg, 1.05 mmol) (5.28 g, 12.3 mmol) and potassium carbonate (4 75 g, 34 4 mmol) A solution of 2-chloro-2-hydroxyacetic acid methyl vinegar (2.39 g, 16.1 mmol) in acetonitrile (3 mL) was added dropwise to a solution of acetonitrile (45 mL). The reaction mixture was stirred at room temperature for 6.5 hr and concentrated under reduced pressure. The resulting reaction mixture was filtered and washed with ethyl acetate. The filtrate was concentrated in vacuo. EtOAc EtOAc m. *H NMR (300 MHz) δ 7.38 (d, 1H), 7.22 (m, 1H), 7.15- 6.99 (m, 3H), 6.74 (m, 1H), 6.29 (s, 1H), 5.48 (d, 1H ), 3.76 (S} 3H), 3.50 (s, 3H), 3.47 (s, 3H). ESI-MS m/z 533 [M+H]. Example 6 2-Prop-1-yl 2-[2-[2-Ga-5-[3,6-dihydro-3-indolyl-2,6-di-oxy-4-_(trifluoromethyl) Preparation of -1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]2-indoleoxyacetate (Compound 123) Step A: 2-Propylene_Buji 2_[2- [2-Ga-5-[3,6-dihydro-3-indolyl-2,6-di-oxy-4-(trifluoromethyl)-1(2/7)-feeding base]_4 ·Gas benzene 155859.doc -93- 201141380 __oxy]phenoxy]-2-indoleoxyacetate preparation __ in 2-[[3-[2-chloro-5-[3,6- Dihydro-3-methyl-2,6-di-oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]-2-indolyl In the mixture of allyl alcohol (ie, the product of Example 5) (6.25 g 11.7 mmol) in allyl alcohol (66 mL), add inci3 (3.17 g, 14.3 mmol) and Heat at 75-82 ° C for 9 hours. The resulting reaction mixture was filtered and washed with ethyl acetate. The filtrate was concentrated in vacuo. EtOAc m. 'H NMR δ 7.37 (d,1H), 7.23 (m, 1H), 7.14-6.99 (m,3H), 6.74 (m, 1H), 6.29 (d, 1H), 5.93-5.82 (m, 1H), 5.50 (d, 1H), 5.32-5.28 (m, 1H), 5.23 (d, 1H), 4.66 (d, 2H), 3.5〇(s, 3H), 3.48 (s, 3H). ESI-MS m/ z 581 [M+Na]. Example 7 2-[2-[2_Ga-5-[3,6-Dihydro-3-methyl-2,6-di-oxo-4-(trifluoromethyl)-1 (2//) Preparation of pyrimidinyl]_4_fluorophenoxy]phenoxy]_2-methoxyacetic acid (Compound 126) Step A: 2-[2-[2-Ga-5-[3,6-dihydro- 3·Methyl 2,6_di-sideoxy_4_(trifluoromethyl)-1(2//)-pyrimidinyl]_4_fluorophenoxy]phenoxybu-_2-methoxyacetic acid_

在 2-丙烯 基 2_[2_[2_ 氣 _5_[3,6_二氫 _3 甲基 _2,6 二側 氧基_4-(三氟曱基)嘧啶基]_4_氟苯氧基]苯氧基]_2_ 曱氧乙酸醋(即實例6的產物)(5,42 g,97〇 mm〇1)M55 mL 的3:1的四氫呋喃/曱醇溶液中的溶液中,於環境溫度下加 155859.doc •94· 201141380 入於10 mL的1:1的四氫呋喃/甲醇溶液中的對曱笨亞磺酸 鈉鹽(2.37 g,12.7 _丨),接著加人肆(三苯膦峰⑼(459 mg,0·40 mmol)。將該反應混合物攪拌6小時並在減壓下 濃縮。將所生成的殘留物以乙酸乙酯(9〇 mL)、二氯甲烷 (30 mL)及水(15 mL)稀釋,並將層分離。將有機層以飽 和的氯化銨溶液(2x40 mL)及鹽水(2x40 mL)清洗,用無 水NaeCU乾燥,過濾並在減壓下濃縮。將粗製的糖漿狀 殘留物以二氣曱烧(15 mL)稀釋並以己燒(35 mL)磨碎。 倒出自由流動的沉澱物,留下殘餘的糖漿狀物。重複以 二氣曱烧稀釋、以己烷磨碎及倒出自由流動沉澱物的步 驟’直到所有的糖漿狀物呈現為二氣曱烷/己烷溶液中的 自由流動沉澱物。將沉澱物在布赫納漏斗(Buchner funnel)上過濾’以己烷(75 mL)及己烷(13〇 mL)中的6〇0/〇 三.敍丁基甲醚沖洗’接著在真空下乾燥以得出淺黃色粉 狀固體的標題化合物(4.05 g,半純品)。將約700 mg的半 純產物進一步以反相C1 8 Combi-快速管柱層析術(匣尺寸 為30 g ’超過6個填料口,約120-150 mg的填料為3X,約 170-280 mg的填料為3X)純化,以梯度為5%至%於水中的 曱醇洗提以得出白色非晶形固體狀的標題化合物(420 mg)。MP = 163-166〇C。 !H NMR (CD3OD) δ 7.50 (d, 1H), 7.23 (d, 1H), 7.09 (m, 1H), 7.01-6.94 (m, 3H), 6.34 (s, 1H), 5.20 (s, 1H), 3.46 (s} 3H), 3.35 (d, 3H). ESI-MS m/z 517 [M-H] ° 實例8 155859.doc -95- 201141380 2-[2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基-4-(三氟甲 基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]_2-甲氧乙酸環丁 酯(化合物144)的製備 步驟 A : 2-[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧基 _4_ (三氟甲基)-1(2//)-°¾啶基]-4-氟苯氧基]苯氧基]_ _2-甲氧乙酸環丁醋___ 在2-[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧基-4-(三氟 曱基)-1 (2//)-嘴。定基]-4-氟苯氧基]苯氧基]-2-曱氧乙酸(即 實例 7的產物)(68.8 mg,0.133 mmol)、環丁醇(32 μ[,29.4 mg,0.408 mmol)及 二異丙基乙胺(〇_l〇4 mL,0.597 mmol)於四氫吱喃(3 mL)中的溶液中一次性加入2-氣-i_曱 基吡啶碘化物(108 mg,0.410 mmol)並將所生成的混合物 於室溫下攪拌2 1小時,在此期間會形成固體。將該混合 物過濾,以四氫呋喃(5 mL)沖洗並將濾液在減壓下濃縮 以得出黃色殘留物,將其以製備型薄層層析術純化,以 乙酸乙酯於己烷中(1 : 2)洗提以得出低熔點白色固體狀 的標題化合物(50 mg)。MP = 44-47°C。 NMR δ 7.38 (d, 1H), 7.22 (d, 1H), 7.14-6.99 (m, 3H), 6.74 (m, 1H), 6.29 (d, 1H), 5.44 (d, 1H), 5.04 (m, 1H), 3.50 (s, 3H), 3.46 (s, 3H), 2.37-2.29 (m, 2H), 2.15-2.00 (m,2H),1.79 (m, 2H). ESI-MS w/z 595 [M+Na]。 實例9 2-[2-[2-氣-5-[3,6-二氫-3-甲基-2,6-二側氧基-4-(三氟甲 基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]-W2-二曱氧基乙 155859.doc -96- 201141380 醯胺(化合物I42)的製備 步驟 A : 2-[2-[2-氯-5-[3,6-二氫-3_ 曱基 _2,6-二側氧基-4-(三氟甲基)-1(2/〇-嘧啶基]_4_氟苯氧基]苯氧基]-#,2-二甲氧基乙醯胺 _ 在2-[2-[2-氣-5-[3,6-二氫-3_甲基-2,6-二側氧基-4-(三氟 甲基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]_2_曱氧乙酸(即 實例7中獲得的產物)(119 mg,0.229 mmol)、0-(7-氮雜苯 并二唾-1_基)_WU’_四甲基脲六氟碟酸酯(97叫,〇 26 mmol)及二異丙基乙胺(175 μ、1.01 mm〇i)於四氫呋 喃(5.5 mL)中的溶液中一次性加入曱氧基胺鹽酸鹽(69.7 mg, 0·8 18 mmol)並將所生成的混合物於環境溫度下授拌 19小時。將該反應混合物於減壓下濃縮並藉由製備型薄 層層析術純化,以乙酸乙酯於己烷中(1 :丨)洗提以得出 白色固體狀的標題化合物(75 mg)。MP = 66-69t。 lH NMR δ 9.25 (d, 1H), 7.41 (d, 1H), 7.24-7.10 (m, 4H), 6.66 (d,1H),6.32 (d,1H),5.42 (d,1H),3.69 (d,3H),3.52 (s,3H)’ 3.43 (d,3H). ESI-MS m/z 548 [M+H]。 實例10 2-甲氧乙基2-[2-[2 -氣-5-[3,6-二氛-3 -曱基_2,6-二側氧基__ 4-(三氟甲基嘧啶基]-4-氟笨氡基]苯氧基]_2_曱氧 乙酸酯(化合物M3)的製備 步驟A : 2-曱氧乙基2-[2-[2-氣-5-[3,6 -二氫_3 -曱基_2 6 二側氧基-4-(三氟曱基)-1(2//)-嘴咬基]_4_氟笨 氧基]苯氧基]-2-曱氧乙酸酯 155859.doc •97· 201141380 在2·[2-[2-氣-5-[3,6-二氫-3-甲基-2,6-二側氧基_4-(三氟 甲基)-1(2//)-嘧啶基]_4•氟苯氧基]苯氧基]_2_甲氧乙酸(即 貫例7中獲得的產物’ 69 mg’ 0.133 mmol)及二異丙 基乙胺(150 μ、0.861 mmol)於四氫呋喃(4 mL)中的溶液 中’滴加加入氣曱基曱_(55 pL,〇.56 mmo 1)並將所生成 的混合物於環境溫度下攪拌18小時。將該反應混合物於 減壓下濃縮並藉由製備型薄層層析術純化,以乙酸乙酯 於己烧中(1 : 2)洗提以得出淺黃色膠狀的標題化合物(44 mg)。 'H NMR δ 7.38 (d, 1H), 7.24 (d, 1H), 7.14-7.00 (m, 3H), 6.75 (m, 1H), 6.28 (s, 1H), 5.50 (d, 1H), 5.30 (q, 2 H),3.50 (s,6H),3.38 (s,3H). ESI-MS m/2: 585 [M+Na]。 藉由本文中所述製程以及該領域中習知方法,可製備 出下面表1至表13的化合物。下面表中使用下列縮寫:„ 表示正、ζ·表示異、c表示環、Me表示甲基、Et表示乙 基、Pr表示丙基、i-Pr表示異丙基、Bu表示丁基、OMe表 示曱氧基、OEt表示乙氧基、SMe表示甲硫基、SEt表示 乙硫基、-CN表示氰基以及Ph表示笨基。 表12-propenyl 2_[2_[2_gas_5_[3,6-dihydro-3-methyl-2,6-dioxy-4-(trifluoromethyl)pyrimidinyl]-4-fluorophenoxy a solution of phenoxy]_2_ acetoxyacetic acid vinegar (ie the product of Example 6) (5,42 g, 97 〇mm〇1) M55 mL in a 3:1 tetrahydrofuran/decanol solution at ambient temperature Add 155859.doc •94· 201141380 Into 10 mL of 1:1 tetrahydrofuran/methanol solution of bismuth sulfinic acid sodium salt (2.37 g, 12.7 丨), followed by addition of guanidine (triphenylphosphine peak (9) (459 mg, 0·40 mmol). The reaction mixture was stirred for 6 hr and concentrated under reduced pressure. The residue was obtained ethyl acetate (9 mL), dichloromethane (30 mL) 15 mL) Dilute and separate the layers. The organic layer was washed with saturated aqueous ammonium chloride (2×40 mL) and brine (2×40 mL), dried over anhydrous NaeCU, filtered and concentrated under reduced pressure. The residue was diluted with dioxane (15 mL) and triturated with hexane (35 mL). The free-flowing precipitate was poured out to leave a residual syrup. Grinding and pouring free flowing sink The step of the deposit 'until all syrups appeared as free-flowing precipitates in dioxane/hexane solution. The precipitate was filtered on a Buchner funnel' with hexane (75 mL) And the title compound (4.05 g, semi-pure) of the title compound (4.05 g, semi-pure) was obtained as a pale yellow powdery solid. The semi-pure product of mg is further subjected to reversed-phase C1 8 Combi-flash column chromatography (匣 size 30 g 'more than 6 packing ports, about 120-150 mg of packing is 3X, about 170-280 mg of packing is Purification by 3X), eluting with EtOAc (EtOAc: EtOAc: EtOAc: (d, 1H), 7.23 (d, 1H), 7.09 (m, 1H), 7.01-6.94 (m, 3H), 6.34 (s, 1H), 5.20 (s, 1H), 3.46 (s} 3H), 3.35 (d, 3H). ESI-MS m/z 517 [MH] ° Example 8 155859.doc -95- 201141380 2-[2-[2-Chloro-5-[3,6-dihydro-3-A -2,6-di-oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]_2-methoxyacetic acid Preparation of Butyl Ester (Compound 144) Step A: 2-[2-[2-Ga-5-[3,6-Dihydro-3-indolyl-2,6-di-oxy-4-_(trifluoromethyl) Base)-1(2//)-°3⁄4 pyridine]-4-fluorophenoxy]phenoxy]__2-methoxyacetic acid butyl vinegar ___ in 2-[2-[2-gas-5 -[3,6-Dihydro-3-indolyl-2,6-di-oxy-4-(trifluoromethyl)-1 (2//)-mouth. Stationary]-4-fluorophenoxy]phenoxy]-2-indolyloxyacetic acid (ie the product of Example 7) (68.8 mg, 0.133 mmol), cyclobutanol (32 μ [, 29.4 mg, 0.408 mmol) and 2-Chloro-i-mercaptopyridine iodide (108 mg, 0.410 mmol) was added in one portion to a solution of diisopropylethylamine (〇_l 4 mL, 0.597 mmol) in tetrahydrofuran (3 mL). The resulting mixture was stirred at room temperature for 2 hours during which time a solid formed. The mixture was filtered, washed with EtOAc (EtOAc) (EtOAc) 2) The title compound (50 mg) was obtained as a white solid. MP = 44-47 °C. NMR δ 7.38 (d, 1H), 7.22 (d, 1H), 7.14-6.99 (m, 3H), 6.74 (m, 1H), 6.29 (d, 1H), 5.44 (d, 1H), 5.04 (m, 1H), 3.50 (s, 3H), 3.46 (s, 3H), 2.37-2.29 (m, 2H), 2.15-2.00 (m, 2H), 1.79 (m, 2H). ESI-MS w/z 595 [ M+Na]. Example 9 2-[2-[2-Ga-5-[3,6-dihydro-3-methyl-2,6-di-oxo-4-(trifluoromethyl)-1 (2//) )-Pyrimidinyl]-4-fluorophenoxy]phenoxy]-W2-dimethoxyethoxyethyl 155859.doc -96- 201141380 Preparation of indoleamine (Compound I42) Step A : 2-[2-[2 -Chloro-5-[3,6-dihydro-3_indolyl-2,6-di- oxy-4-(trifluoromethyl)-1(2/fluorenylpyrimidinyl)-4-fluorophenoxy ]Phenoxy]-#,2-dimethoxyacetamide _ in 2-[2-[2-gas-5-[3,6-dihydro-3_methyl-2,6-two side Oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]_2-indoleoxyacetic acid (ie, the product obtained in Example 7) (119 Mg, 0.229 mmol), 0-(7-azabenzodioxan-1_yl)_WU'_tetramethyluron hexafluorodislate (97, 〇26 mmol) and diisopropylethylamine ( 175 μl, 1.01 mm 〇i) a solution of decylamine hydrochloride (69.7 mg, 0·8 18 mmol) in tetrahydrofuran (5.5 mL) and the resulting mixture was mixed at ambient temperature. The reaction mixture was concentrated under reduced pressure and purified by preparative thin-layer chromatography eluting with ethyl acetate in hexane (1: EtOAc) to give white solid. The title compound (75 mg). MP = 66-69t. lH NMR δ 9.25 (d, 1H), 7.41 (d, 1H), 7.24-7.10 (m, 4H), 6.66 (d, 1H), 6.32 (d,1H), 5.42 (d,1H), 3.69 (d,3H), 3.52 (s,3H)' 3.43 (d,3H). ESI-MS m/z 548 [M+H]. Example 10 2 -methoxyethyl 2-[2-[2- gas-5-[3,6-di-azino-3-indolyl-2,6-di-oxy-_ 4-(trifluoromethylpyrimidinyl)] Preparation of 4-fluoroindolyl]phenoxy]_2_indoleoxyacetate (compound M3) Step A: 2-oxoethyl 2-[2-[2- gas-5-[3,6 -dihydro-3-indolyl-2- 6 II-oxy-4-(trifluoromethyl)-1(2//)-mouth butyl]_4_fluoroaldooxy]phenoxy]-2-曱 oxyacetate 155859.doc •97· 201141380 in 2·[2-[2-gas-5-[3,6-dihydro-3-methyl-2,6-di-oxy- 4-( Trifluoromethyl)-1(2//)-pyrimidinyl]_4•fluorophenoxy]phenoxy]_2-methoxyacetic acid (ie the product obtained in Example 7 '69 mg' 0.133 mmol) and Isopropylethylamine (150 μl, 0.861 mmol) in tetrahydrofuran (4 mL) was added dropwise to the gas oxime 曱 (55 pL, 〇.56 mmo 1) and the resulting mixture was taken at ambient temperature. Stir for 18 hours. The reaction mixture was concentrated under reduced pressure and purified by m.j. . 'H NMR δ 7.38 (d, 1H), 7.24 (d, 1H), 7.14-7.00 (m, 3H), 6.75 (m, 1H), 6.28 (s, 1H), 5.50 (d, 1H), 5.30 ( q, 2 H), 3.50 (s, 6H), 3.38 (s, 3H). ESI-MS m/2: 585 [M+Na]. The compounds of Tables 1 to 13 below can be prepared by the processes described herein and by conventional methods in the art. The following abbreviations are used in the following tables: „indicating positive, ζ·representing heterogeneity, c for ring, Me for methyl, Et for ethyl, Pr for propyl, i-Pr for isopropyl, Bu for butyl, OMe for The decyloxy group, OEt represents an ethoxy group, SMe represents a methylthio group, SEt represents an ethylthio group, -CN represents a cyano group, and Ph represents a stupid group.

155859.doc • 98 - 201141380155859.doc • 98 - 201141380

R5係 OCH R4R5 series OCH R4

OH OCH3 OCH2CH3 OCH2CH2CH3 och(ch3)2 O-n-Bu 0-/-Bu OCH2CH=CH2 〇-«-戊基 och2och OPh OCH2Ph O-c-戍基 O-c-己基 0CH2C(=0)0CH3 OCH(CH3)C(=0)OCH3 ONHCH3 ONHEt ONMe2 ONMeEt ON=CMe2 ON=CMeEt SMe SEt SCH2CH2CH3 SCH(CH3)2 SPh SCH2Ph NH2 NHCH3 R4 NMe2 NHEt NEt2 NMeEt nhch2ch2ch3 NHCH2CH2CH2CH3 nhch2ch=ch2 NHCHMe2 NHCH2C=CH NH-c-戊基 NH-c-己基 NHCH2C02CH3 NHCHMeC02CH3 NHOCHj NHOCH2CH3 N(CH3)〇CH3 nhch2ch2co2ch3 NHCH2CH2C02Et OCH2CH(CH3)2 OCH(CH3)CH2CH3 och2ch2c(ch3)3 och(ch2ch3)2 OCH2CH2CH(CH3)2 och2ch2ch(ch3)ch2c h3 och2ch=c(ch3)2 och2ch2och och2on och2ch2on O-2-F-Ph O-3-F-Ph R4 O-4-F-Ph OCH(CH3)Ph OCH2CH2Ph OCH2CH2OPh OCH2CH2SPh 基 0-3-。比咬基 0-4-°比咬基 OCH2-2-吡啶基 OCH2-3-吡啶基 OCH2-4-吡啶基 O-c-Pr O-c-Bu OCH2-c-Pr CH2-c-By OCH2-c-戊基 OCH2-c-己 OCH(CH3)-c-Pr OCH(CH3)-c-Bu 0CH(CH3)-c-戊基 0CH(CH3)-c-己基 OCH2(l-CH3)-c-Pr CH2(1-CH3)-c-Bu OCH2〇-CH3)-c-戊基 OCH2(l-CH3)-c-己 〇(四氫°比喃-2-基) 0(四氯°比喃-3-基) 0(四氫。比味-4-基) OCH2CH2CH(CH3)OCH3 OCH2CH2OCH(CH3)2 -99- 155859.doc 201141380 R4 R4 R4 OCH2CH2CH2OCH2CH3 OCH2CH2CH2I 0- H4N+ och2ch2och2ch3 OCH2CF3 0- H3N+Me och2och2ch3 OCH2CH2CF3 0- H3N+/-Pr OCH2CH2CH20CH3 och2ch2ch2cf3 0- H3N+/i-Prr OCH2CH20CH3 OCH2CHF2 0- Η3Ν+π-丁基 OCH2OCH3 OCH2CH2CH2F 0- H3N+己基 och2ch2sch2ch3 och2cf2chf2 0- H3N+辛基 och2sch2ch3 OCH2CF2CH3 O- H3N+十六基 OCH2CH2SCH3 OCH2CF2CF3 0- H3N+十八基 OCH2SCH3 OCH2CF2CF2CF3 0- H3N+環己基 OCH2CH(OCH3)2 OCH(CH3)CF3 0- H2N+(Et)2 och2ch(och2ch3)2 OCH(CH2F)2 0- HN+(Et)3 och2ch2f 0CH2C(=0)0CH2CH3 0- N+(Me)4 och2ch2ci 0NHC(=0)CH3 0- N+(Me)3CH2Ph OCH2CH2Br 0NHC(=0)CH2CH3 0- S+(Me)3 OCH2CH2I OCH2Si(CH3)3 0- K+ och2ch2ch2f OCH2CH2Si(CH3)3 0- Na+ och2ch2ch2ci OCH2CH2CH2Si(CH3)3 0- Li OCH2CH2CH2Br NHPh 本揭露也包括表1A至表IQ,各表係與上面表1的結構相 同,除了表1的表標題行(即「R5係OMe」)係以下面所示之 各個表標題行取代。例如,表1A中的表標題行係「R5係 OEt」且R4係如上面表1所界定。因此,表1A的第一項具 體揭露一個式1化合物,其中R4係OH且R5係OEt。以相似 方式編製表1B至表1Q。 表 表標題行 表 表標題行 表 表標題行 1A R5 係 OEt ID R5 係 SMe 1G R5 係 S-z-Pr IB R5 係 0-«-Pr IE R5 係 SEt 1H R5 係 NHMe 1C R5 係 0-i-Pr IF R5 係 S-n-Pr 11 R5 係 NHEt •100- 155859.doc 201141380 表 表標題行 表 表標題^___ 表 — 表標題行 1J R5 係 NMe2 1M _—--*_ R5係F 1P R5 係 CF3 1Κ R5係NH亦pr 1N R5 係 C1 !Q R5 係 CN 1L R5 係 OH 10 R5 係 Br 表1·1 表1 ·1係如表1的方式編製,除了下面結構取代了表1中 的表頭結構。OH OCH3 OCH2CH3 OCH2CH2CH3 och(ch3)2 On-Bu 0-/-Bu OCH2CH=CH2 〇-«-pentyl och2och OPh OCH2Ph Oc-decyl Oc-hexyl 0CH2C(=0)0CH3 OCH(CH3)C(=0 ) OCH3 ONHCH3 ONHEt ONMe2 ONMeEt ON=CMe2 ON=CMeEt SMe SEt SCH2CH2CH3 SCH(CH3)2 SPh SCH2Ph NH2 NHCH3 R4 NMe2 NHEt NEt2 NMeEt nhch2ch2ch3 NHCH2CH2CH2CH3 nhch2ch=ch2 NHCHMe2 NHCH2C=CH NH-c-pentyl NH-c-hexyl NHCH2C02CH3 NHCHMeC02CH3 NHOCHj NHOCH2CH3 N(CH3)〇CH3 nhch2ch2co2ch3 NHCH2CH2C02Et OCH2CH(CH3)2 OCH(CH3)CH2CH3 och2ch2c(ch3)3 och(ch2ch3)2 OCH2CH2CH(CH3)2 och2ch2ch(ch3)ch2c h3 och2ch=c(ch3)2 och2ch2och Och2on och2ch2on O-2-F-Ph O-3-F-Ph R4 O-4-F-Ph OCH(CH3)Ph OCH2CH2Ph OCH2CH2OPh OCH2CH2SPh Group 0-3-. 0-4-° ratio biting base OCH2-2-pyridyl OCH2-3-pyridyl OCH2-4-pyridyl Oc-Pr Oc-Bu OCH2-c-Pr CH2-c-By OCH2-c-pent OCH2-c-hexyl OCH(CH3)-c-Pr OCH(CH3)-c-Bu 0CH(CH3)-c-pentyl 0CH(CH3)-c-hexyl OCH2(l-CH3)-c-Pr CH2 (1-CH3)-c-Bu OCH2〇-CH3)-c-pentyl OCH2(l-CH3)-c-hexane (tetrahydropyran-2-yl) 0 (tetrachloro-pyran-2- -(), 0,4,4,4,4,6,6 - H3N+/-Pr OCH2CH2CH20CH3 och2ch2ch2cf3 0- H3N+/i-Prr OCH2CH20CH3 OCH2CHF2 0- Η3Ν+π-butyl OCH2OCH3 OCH2CH2CH2F 0- H3N+hexyl och2ch2sch2ch3 och2cf2chf2 0- H3N+octyl och2sch2ch3 OCH2CF2CH3 O- H3N+hexadecyl OCH2CH2SCH3 OCH2CF2CF3 0- H3N+ Octadecyl OCH2SCH3 OCH2CF2CF2CF3 0-H3N+cyclohexyl OCH2CH(OCH3)2 OCH(CH3)CF3 0- H2N+(Et)2 och2ch(och2ch3)2 OCH(CH2F)2 0-HN+(Et)3 och2ch2f 0CH2C(=0) 0CH2CH3 0- N+(Me)4 och2ch2ci 0NHC(=0)CH3 0- N+(Me)3CH2Ph OCH2CH2Br 0NHC(=0)CH2C H3 0- S+(Me)3 OCH2CH2I OCH2Si(CH3)3 0- K+ och2ch2ch2f OCH2CH2Si(CH3)3 0- Na+ och2ch2ch2ci OCH2CH2CH2Si(CH3)3 0- Li OCH2CH2CH2Br NHPh The disclosure also includes Tables 1A to IQ, each form The same as the structure of Table 1 above, except that the table header row of Table 1 (i.e., "R5 is OMe") is replaced by each table header row shown below. For example, the table header row in Table 1A is "R5 OEt" and R4 is as defined in Table 1 above. Thus, the first item of Table 1A specifically discloses a compound of formula 1 wherein R4 is OH and R5 is OEt. Tables 1B to 1Q are prepared in a similar manner. Table Header Row Table Table Header Row Table Header Row 1A R5 Series OEt ID R5 Series SMe 1G R5 Series Sz-Pr IB R5 Series 0-«-Pr IE R5 Series SEt 1H R5 Series NHMe 1C R5 Series 0-i-Pr IF R5 is Sn-Pr 11 R5 is NHEt •100- 155859.doc 201141380 Table headings Row table table headings ^___ Table — Table heading line 1J R5 Series NMe2 1M _—--*_ R5 Series F 1P R5 Series CF3 1Κ R5 is NH and pr 1N R5 is C1 !Q R5 is CN 1L R5 is OH 10 R5 is Br Table 1·1 Table 1 · 1 is prepared as shown in Table 1, except that the following structure replaces the header structure in Table 1. .

本揭露亦包括表11Α至表llQ,各表係與上面表1」的 結構相同,除了表1 · 1的表標題行(即「r5係0Me」)係以上The disclosure also includes Tables 11Α to 1111, each of which has the same structure as Table 1 above, except that the table header row of Table 1.7 (ie “r5 Series 0Me”) is above

面表1 A至表1 Q中的各個表標題行取代。例如,表1 · 1A 中’表標題行係「R5係〇Et」且r4係如上面表ι·ι所界定。 因此表1 ·1Α的第一項具體揭露一個式丨化合物,其中R4 係OH且R5係OEt。以相加十二. 相似方式編製表1 · 1B至表1.1Q。 表1·2 表1 · 2係如表1的方或絶制 万式、扁I ’除了下面結構取代了表1中 的表頭結構。The table header lines in Table 1 A to Table 1 Q are replaced. For example, in Table 1 · 1A, the table header line is "R5 System 〇 Et" and r4 is defined by the above table ι·ι. Thus, the first item of Table 1 1 specifically discloses a compound of the formula wherein R4 is OH and R5 is OEt. Table 1 · 1B to Table 1.1Q are prepared in a similar manner. Table 1·2 Table 1 · 2 is the square or the absolute type of Table 1, and the flat I ′ except the following structure replaces the head structure in Table 1.

155859.doc -101 - 201141380 本揭露亦包括表1.2A至表1.2q,各表係與上面表1&gt;2的 、余。構相同,除了表1.2的表標題行(即「R5係OMe」)係以上 面表1A至1Q中的各個表標題行取代。例如,表1.2A中, 表‘題行係「R5係〇Et」且R4係如上面表丨2所界定。因 此表1.2A的第一項具體揭露一個式【化合物,其中r4係 ⑽且尺5係0Et。以相似方式編製表1.2B至表1.2Q。 表2 表2係如表1的方式編製,除了下面結構取代了表丨中的 表頭結構。155859.doc -101 - 201141380 This disclosure also includes Tables 1.2A through 1.2q, each of which is the same as Table 1 &gt; The structure is the same except that the table header row of Table 1.2 (i.e., "R5 is OMe") is replaced by the table header row in Tables 1A to 1Q above. For example, in Table 1.2A, the table ‘the title line is “R5 System 〇Et” and the R4 system is as defined in Table 2 above. Therefore, the first item of Table 1.2A specifically discloses a formula [compound wherein r4 is (10) and the ruler 5 is 0Et. Tables 1.2B through 1.2Q are prepared in a similar manner. Table 2 Table 2 was prepared in the manner of Table 1, except that the following structure replaces the head structure in the Table.

本揭露亦包括表2A至表2Q,各表係與上面表2的結構相 同,除了表2的表標題行(即rR、s〇Me」)係以上面表ιΑ 至表1Q中的各個表標題行取代。例如,表2A中的表標題 行係「R係〇Et」且R係如上面表2所界定。因此,表2 a 的第一項具體揭露一個式1化合物,其中R4係〇11且尺5係 OEt。以相似方式編製表2B至表2Q。 表3 表3係如表1的方式編製,除了下面結構取代了表丨中的 表頭結構。 155859.doc -102- 201141380The disclosure also includes Tables 2A to 2Q, each of which has the same structure as Table 2 above, except that the table header row of Table 2 (ie, rR, s〇Me) is based on the table headers in Table 1 to Table 1Q. Line replacement. For example, the table header line in Table 2A is "R system 〇Et" and R is as defined in Table 2 above. Thus, the first item of Table 2a specifically discloses a compound of formula 1, wherein R4 is 〇11 and 尺5 is OEt. Tables 2B to 2Q are prepared in a similar manner. Table 3 Table 3 was prepared as in Table 1, except that the following structure replaced the head structure in the Table. 155859.doc -102- 201141380

本揭露亦包括表3A至表3Q,各表係與上面表3的結構相 同,除了表3的表標題行(即「R5係0Me」)係以上面表以 至表1Q中的各個表標題行取代《例如,表3A中的表標題 行係R係〇Et」且R4係如上面表3所界定。因此,表2A 的第一項具體揭露一個式丄化合物,其中R4係〇11且r5係 OEt。以相似方式編製表3B至表3Q。 表4 表4係如表1的方式編製,除了下面結構取代了表丨中的 表頭結構。The disclosure also includes Tables 3A to 3Q, each of which has the same structure as Table 3 above, except that the table header row of Table 3 (ie, "R5 Series 0Me") is replaced by the table header row in the above table and Table 1Q. For example, the table header row in Table 3A is R system 〇Et and R4 is as defined in Table 3 above. Thus, the first item of Table 2A specifically discloses a compound of the formula wherein R4 is 〇11 and r5 is OEt. Tables 3B to 3Q are prepared in a similar manner. Table 4 Table 4 was prepared as in Table 1, except that the following structure replaced the head structure in the Table.

本揭露亦包括表4A至表4Q,各表係與上面表4的結構相 同,除了表4的表標題行(即「R5係〇Me」)係以上面表i A 至表1Q中的各個表標題行取代。例如,表4a中的表標題 行係「R係OEt」且R4係如上面表4所界定。因此,表4八 的第一項具體揭露一個式1化合物,其中R4係〇H且R5係 OEt。以相似方式編製表4B至表4Q。 155859.doc 103· 201141380 表5 表5係如表1的方式編製 表頭結構。 除了下面結構取代了表1中的The disclosure also includes Tables 4A to 4Q, each of which has the same structure as Table 4 above, except that the table header row of Table 4 (ie, "R5 System Me") is based on the tables in Tables i A to 1Q above. The title line is replaced. For example, the table header row in Table 4a is "R-system OEt" and R4 is as defined in Table 4 above. Thus, the first item of Table 4 specifically discloses a compound of formula 1, wherein R4 is 〇H and R5 is OEt. Tables 4B to 4Q were prepared in a similar manner. 155859.doc 103· 201141380 Table 5 Table 5 is prepared in the manner of Table 1. In addition to the following structure replaces the one in Table 1.

本揭露亦包括表5 A至表5Q,各表佐你,± 衣係與上面表5的結構相 同’除了表5的表標題行(即「R5传〇 丁1即 係〇Me」)係以上面表1Α 至表iQ中的各個表標題行取代。例如,表5α巾的表標題 订係「R5係OEt」J_R4係如上面表5所界定。因此,表5α 的第一項具體揭露-個式i化合物,纟中r^〇h且汉5係 〇Et。以相似方式編製表5B至表5q。 表6 表6係如表!的方式編製,除了下面結構取代了表】中的 表頭結構。 155859.docThe disclosure also includes Tables 5A to 5Q, each table is the same as you, and the clothing is the same as the structure of Table 5 above. In addition to the table headings in Table 5 (ie, "R5 Chuan Ding 1 is the system Me") The table header lines in Table 1Α to Table iQ are replaced. For example, the table heading "R5 series OEt" J_R4 of Table 5α towel is as defined in Table 5 above. Therefore, the first item of Table 5α specifically discloses a compound of formula i, which is r^〇h and Han 5 is 〇Et. Tables 5B to 5q were prepared in a similar manner. Table 6 Table 6 is like a table! The way of programming, in addition to the following structure replaces the header structure in the table]. 155859.doc

本揭露亦包括表6A至表6Q,各表係與上面表6的結構相 同,除了表6的表標題行(即「R5係〇Me」)係以上面表ia -104- 201141380 表6A中的表標題 定。因此,表6A 中R4係OH且R5係 至表1Q中的各個表標題行取代。例如, 行係「R5係0Et」且R4係如上面表6所界 的第一項具體揭露一個式1化合物,其 〇Et °以相似方式編製表6B至表6Q。 表7 表7係如表1的方式編製 表頭結構。 除了下面結構取代了表1中的The disclosure also includes Tables 6A to 6Q, each of which has the same structure as Table 6 above, except that the table header row of Table 6 (ie, "R5 System Me") is in Table 6A of Table ia -104- 201141380 above. The title of the table is fixed. Therefore, R4 is OH in Table 6A and R5 is substituted to the respective table header row in Table 1Q. For example, the first line of the line "R5 series 0Et" and R4 as defined in Table 6 above specifically discloses a compound of formula 1, and 〇Et ° is prepared in a similar manner to Tables 6B to 6Q. Table 7 Table 7 is a table structure prepared as shown in Table 1. In addition to the following structure replaces the one in Table 1.

本揭露亦包括表7A至表7Q,各表係與上面表7的結構相 同,除了表7的表標題行(即「R5係〇Me」)係以上面表ia 至表1Q中的各個表標題行取代。例如,表7A中的表標題 行係「R5係0Et」且R4係如上面表7所界定。因此,表Μ 的第一項具體揭露一個式1化合物,其中r4係〇11且尺5係 0Et。以相似方式編製表7B至表7Q。 表8 表8係如表丨的方式編製,除了下面結構取代了表1中的 表頭結構。The disclosure also includes Tables 7A to 7Q, each of which has the same structure as Table 7 above, except that the table header row of Table 7 (ie, "R5 System Me") is the table headings in Table ia to Table 1Q above. Line replacement. For example, the table header row in Table 7A is "R5 is 0Et" and R4 is as defined in Table 7 above. Thus, the first item of the specification specifically discloses a compound of formula 1, wherein r4 is 〇11 and 尺5 is 0Et. Tables 7B to 7Q are prepared in a similar manner. Table 8 Table 8 was prepared in the manner of Table , except that the following structure replaced the head structure in Table 1.

155859.doc -105· 201141380 本揭露亦包括表8A至表8Q,各表係與上面表8的結構相 同,除了表8的表標題行(即「R5係〇Me」)係以上面表ia 至表1Q中的各個表標題行取代。例如,表8a中的表標題 行係「R5係〇Et」且R4係如上面表8所界定。因此,表8A 的第一項具體揭露一個式i化合物,其中r4係〇H&amp;R5係 OEt。以相似方式編製表8B至表8Q。 表9 表9係如表i的方式編製,除了下面結構取代了表丨中的 表頭結構。155859.doc -105· 201141380 The disclosure also includes Tables 8A to 8Q, each of which has the same structure as Table 8 above, except that the table header row of Table 8 (ie, "R5 System Me") is based on Table ia above. The table header lines in Table 1Q are replaced. For example, the table header line in Table 8a is "R5 System 〇 Et" and R4 is as defined in Table 8 above. Thus, the first item of Table 8A specifically discloses a compound of formula i wherein r4 is 〇H&amp;R5 is OEt. Tables 8B to 8Q are prepared in a similar manner. Table 9 Table 9 was prepared in the manner of Table i except that the following structure replaces the header structure in the Table.

本揭露亦包括表9A至表9Q,各表係與上面表9的結構相 同,除了表9的表標題行(即「R5S〇Me」)係以上面表ia 至表1Q中的各個表標題行取代。例如,表9A中的表標題 行係「R5係〇Et」且R4係如上面表9所界定。因此,表9A 的第一項具體揭露一個式1化合物’其中]14係〇1^且]15係 OEt。以相似方式編製表9B至表9Q。 表10 表10係如表i的方式編製,除了下面結構取代了表i中的 表頭結構。 155859.doc -106- 201141380The disclosure also includes Tables 9A to 9Q, each of which has the same structure as Table 9 above, except that the table header row of Table 9 (ie, "R5S〇Me") is the table header row in Table ia to Table 1Q above. Replace. For example, the table header line in Table 9A is "R5 System 〇 Et" and R4 is as defined in Table 9 above. Thus, the first item of Table 9A specifically discloses a compound of formula 1 wherein 14 is 〇1^ and 15 is OEt. Tables 9B to 9Q were prepared in a similar manner. Table 10 Table 10 was prepared in the manner of Table i except that the following structure replaces the header structure in Table i. 155859.doc -106- 201141380

本揭露亦包括表10A至表10Q,各表係與上面表ι〇的結 構相同,除了表10的表標題行(即「R5S〇Me」)係以上面 表1A至表1Q中的各個表標題行取代。例 衣1 UA甲的表 標題行係「R5係〇Et」且&amp;4係如上面表 界疋。因此, 表510八的第一項具體揭露一個式1化合物,其中R4係〇H且 R係0Et。以相似方式編製表10B至表10Q。 表 10.1 表10.1係如表丨的方式編製,除了下面結構取代了表 的表頭結構。The disclosure also includes Tables 10A to 10Q, each of which has the same structure as the above table, except that the table header row of Table 10 (ie, "R5S〇Me") is the table headers in Tables 1A to 1Q above. Line replacement. Example 1 UA A table The title line is "R5 System 〇 Et" and &amp; 4 is the above table boundary 疋. Thus, the first item of Table 510 VIII specifically discloses a compound of formula 1, wherein R4 is 〇H and R is 0Et. Tables 10B to 10Q are prepared in a similar manner. Table 10.1 Table 10.1 is compiled in the form of a table, except that the following structure replaces the header structure of the table.

本揭露亦包括h〇.1A至表10.1Q,各表係與上面表1〇」 的結構相同’除了表10]的表標題行(即「R5係OMe」)係 以上面表1A至表1Q中的各個表標題行取代。例如,表 10.1A中,表標題行係「R5係0Et」且艮4係如上面表1〇1所 界定。因此’表UUA的第一項具體揭露—個式合物, 其中R4係OH且R5係0Et。以相似方式編製表ι〇 ib至表 10.1Q 〇 155859.doc 107· 201141380 表11 表11係如表1的方式編製’除了下面結構取代了表〗中的 表頭結構。 ΟThe disclosure also includes h〇.1A to Table 10.1Q, each of which has the same structure as the above Table 1〇'. The table header row (ie, "R5 Series OMe") of Table 10 is based on Table 1A to Table 1Q above. The individual table header lines in the table are replaced. For example, in Table 10.1A, the table header line is "R5 system 0Et" and the 艮4 system is as defined in Table 1〇1 above. Thus, the first item of Table UUA specifically discloses a formula wherein R4 is OH and R5 is 0Et. Table ι〇 ib is prepared in a similar manner to Table 10.1Q 155 155859.doc 107· 201141380 Table 11 Table 11 is prepared as shown in Table 1 except that the following structure replaces the header structure in the table. Ο

本揭露亦包括表11A至表11Q ’各表係與上面表^的結 構相同’除了表11的表標題行(即「R5係〇Me」)係以上面 表1A至表1Q中的各個表標題行取代。例如,表11A中的表 標題行係「R5係〇Et」且R4係如上面表11所界定。因此, 表11A的第一項具體揭露一個式1化合物,其中R4係OH且 R5係OEt。以相似方式編製表11B至表11Q。 表12The disclosure also includes Tables 11A to 11Q' each table has the same structure as the above table ^ except that the table header row of Table 11 (ie, "R5 system 〇Me") is the table headings in Tables 1A to 1Q above. Line replacement. For example, the table header row in Table 11A is "R5 System 〇 Et" and R4 is as defined in Table 11 above. Thus, the first item of Table 11A specifically discloses a compound of formula 1, wherein R4 is OH and R5 is OEt. Tables 11B to 11Q are prepared in a similar manner. Table 12

155859.doc -108- 201141380 R2 R4 R5 R2 R4 R5 5-F OEt OMe 4-C1 SMe OEt 5-F OEt OEt 4-C1 SEt OMe 5-F SMe OMe 4-C1 SEt OEt 5-F SMe OEt 4-C1 NHMe OMe 5-F SEt OMe 4-C1 NHMe OEt 5-F SEt OEt 4-C1 NHEt OMe 5-F NHMe OMe 4-C1 NHEt OEt 5-F NHMe OEt 4-F OMe OMe 5-F NHEt OMe 4-F OMe OEt 5-F NHEt OEt 4-F OEt OMe 5-Me OMe OMe 4-F OEt OEt 5-Me OMe OEt 4-F SMe OMe 5-Me OEt OMe 4-F SMe OEt 5-Me OEt OEt 4-F SEt OMe 5-Me SMe OMe 4-F SEt OEt 5-Me SMe OEt 4-F NHMe OMe 5-Me SEt OMe 4-F NHMe OEt 5-Me SEt OEt 4-F NHEt OMe 5-Me NHMe OMe 4-F NHEt OEt 5-Me NHMe OEt 4-Me OMe OMe 5-Me NHEt OMe 4-Me OMe OEt 5-Me NHEt OEt 4-Me OEt OMe 5-OMe OMe OMe 4-Me OEt OEt 5-OMe OMe OEt 4-Me SMe OMe 5-OMe OEt OMe 4-Me SMe OEt 5-OMe OEt OEt 4-Me SEt OMe 5-OMe SMe OMe 4-Me SEt OEt 5-OMe SMe OEt 4-Me NHMe OMe 5-OMe SEt OMe 4-Me NHMe OEt 5-OMe SEt OEt 4-Me NHEt OMe 5-OMe NHMe OMe 4-Me NHEt OEt 5-OMe NHMe OEt 4-OMe OMe OMe 5-OMe NHEt OMe 4-OMe OMe OEt 5-OMe NHEt OEt 4-OMe OEt OMe 4-C1 OMe OMe 4-OMe OEt OEt 4-C1 OMe OEt 4-OMe SMe OMe 4-C1 OEt OMe 4-OMe SMe OEt 4-C1 OEt OEt 4-OMe SEt OMe 4-C1 SMe OMe 4-OMe SEt OEt 155859.doc -109· 201141380 R2 R4 R5 R2 R4 R5 4-OMe NHMe OMe 3-Me NHEt OEt 4-OMe NHMe OEt 3-OMe OMe OMe 4-OMe NHEt OMe 3-OMe OMe OEt 4-OMe NHEt OEt 3-OMe OEt OMe 3-C1 OMe OMe 3-OMe OEt OEt 3-C1 OMe OEt 3-OMe SMe OMe 3-C1 OEt OMe 3-OMe SMe OEt 3-C1 OEt OEt 3-OMe SEt OMe 3-C1 SMe OMe 3-OMe SEt OEt 3-C1 SMe OEt 3-OMe NHMe OMe 3-C1 SEt OMe 3-OMe NHMe OEt 3-C1 SEt OEt 3-OMe NHEt OMe 3-C1 NHMe OMe 3-OMe NHEt OEt 3-C1 NHMe OEt 6-C1 OMe OMe 3-C1 NHEt OMe 6-C1 OMe OEt 3-C1 NHEt OEt 6-C1 OEt OMe 3-F OMe OMe 6-C1 OEt OEt 3-F OMe OEt 6-C1 SMe OMe 3-F OEt OMe 6-C1 SMe OEt 3-F OEt OEt 6-C1 SEt OMe 3-F SMe OMe 6-C1 SEt OEt 3-F SMe OEt 6-C1 NHMe OMe 3-F SEt OMe 6-C1 NHMe OEt 3-F SEt OEt 6-C1 NHEt OMe 3-F NHMe OMe 6-C1 NHEt OEt 3-F NHMe OEt 6-F OMe OMe 3-F NHEt OMe 6-F OMe OEt 3-F NHEt OEt 6-F OEt OMe 3-Me OMe OMe 6-F OEt OEt 3-Me OMe OEt 6-F SMe OMe 3-Me OEt OMe 6-F SMe OEt 3-Me OEt OEt 6-F SEt OMe 3-Me SMe OMe 6-F SEt OEt 3-Me SMe OEt 6-F NHMe OMe 3-Me SEt OMe 6-F NHMe OEt 3-Me SEt OEt 6-F NHEt OMe 3-Me NHMe OMe 6-F NHEt OEt 3-Me NHMe OEt 6-Me OMe OMe 3-Me NHEt OMe 6-Me OMe OEt 155859.doc - 110- 201141380 R2 R4 R5 6-Me OEt OMe 6-Me OEt OEt 6-Me SMe OMe 6-Me SMe OEt 6-Me SEt OMe 6-Me SEt OEt 6-Me NHMe OMe 6-Me NHMe OEt 6-Me NHEt OMe 6-Me NHEt OEt 6-OMe OMe OMe R2 R4 R5 6-OMe OMe OEt 6-OMe OEt OMe 6-OMe OEt OEt 6-OMe SMe OMe 6-OMe SMe OEt 6-OMe SEt OMe 6-OMe SEt OEt 6-OMe NHMe OMe 6-OMe NHMe OEt 6-OMe NHEt OMe 6-OMe NHEt OEt 表 12.1155859.doc -108- 201141380 R2 R4 R5 R2 R4 R5 5-F OEt OMe 4-C1 SMe OEt 5-F OEt OEt 4-C1 SEt OMe 5-F SMe OMe 4-C1 SEt OEt 5-F SMe OEt 4- C1 NHMe OMe 5-F SEt OMe 4-C1 NHMe OEt 5-F SEt OEt 4-C1 NHEt OMe 5-F NHMe OMe 4-C1 NHEt OEt 5-F NHMe OEt 4-F OMe OMe 5-F NHEt OMe 4- F OMe OEt 5-F NHEt OEt 4-F OEt OMe 5-Me OMe OMe 4-F OEt OEt 5-Me OMe OEt 4-F SMe OMe 5-Me OEt OMe 4-F SMe OEt 5-Me OEt OEt 4- F SEt OMe 5-Me SMe OMe 4-F SEt OEt 5-Me SMe OEt 4-F NHMe OMe 5-Me SEt OMe 4-F NHMe OEt 5-Me SEt OEt 4-F NHEt OMe 5-Me NHMe OMe 4- F NHEt OEt 5-Me NHMe OEt 4-Me OMe OMe 5-Me NHEt OMe 4-Me OMe OEt 5-Me NHEt OEt 4-Me OEt OMe 5-OMe OMe OMe 4-Me OEt OEt 5-OMe OMe OEt 4- Me SMe OMe 5-OMe OEt OMe 4-Me SMe OEt 5-OMe OEt OEt 4-Me SEt OMe 5-OMe SMe OMe 4-Me SEt OEt 5-OMe SMe OEt 4-Me NHMe OMe 5-OMe SEt OMe 4- Me NHMe OEt 5-OMe SEt OEt 4-Me NHEt OMe 5-OMe NHMe OMe 4-Me NHEt OEt 5-OMe NHMe OEt 4-OMe OMe OMe 5-OMe NHEt OMe 4-OMe OMe OEt 5-OMe NHEt OEt 4- OMe OEt OMe 4-C1 OMe OMe 4-OMe OEt OEt 4-C1 OMe OEt 4-OMe SMe OMe 4-C1 OEt OMe 4-OMe SMe OEt 4-C1 OEt OEt 4-OMe SEt OMe 4-C1 SMe OMe 4-OMe SEt OEt 155859.doc -109· 201141380 R2 R4 R5 R2 R4 R5 4-OMe NHMe OMe 3-Me NHEt OEt 4-OMe NHMe OEt 3-OMe OMe OMe 4-OMe NHEt OMe 3-OMe OMe OEt 4-OMe NHEt OEt 3-OMe OEt OMe 3-C1 OMe OMe 3-OMe OEt OEt 3-C1 OMe OEt 3-OMe SMe OMe 3-C1 OEt OMe 3-OMe SMe OEt 3-C1 OEt OEt 3-OMe SEt OMe 3-C1 SMe OMe 3-OMe SEt OEt 3-C1 SMe OEt 3-OMe NHMe OMe 3-C1 SEt OMe 3-OMe NHMe OEt 3-C1 SEt OEt 3-OMe NHEt OMe 3-C1 NHMe OMe 3-OMe NHEt OEt 3-C1 NHMe OEt 6-C1 OMe OMe 3-C1 NHEt OMe 6-C1 OMe OEt 3-C1 NHEt OEt 6-C1 OEt OMe 3-F OMe OMe 6-C1 OEt OEt 3-F OMe OEt 6-C1 SMe OMe 3-F OEt OMe 6-C1 SMe OEt 3-F OEt OEt 6-C1 SEt OMe 3-F SMe OMe 6-C1 SEt OEt 3-F SMe OEt 6-C1 NHMe OMe 3-F SEt OMe 6-C1 NHMe OEt 3-F SEt OEt 6-C1 NHEt OMe 3-F NHMe OMe 6-C1 NHEt OEt 3-F NHMe OEt 6-F OMe OMe 3-F NHEt OMe 6-F OMe OEt 3-F NHEt OEt 6-F OEt OMe 3-Me OMe OMe 6-F OEt OEt 3-Me OMe OEt 6-F SMe OMe 3-M e OEt OMe 6-F SMe OEt 3-Me OEt OEt 6-F SEt OMe 3-Me SMe OMe 6-F SEt OEt 3-Me SMe OEt 6-F NHMe OMe 3-Me SEt OMe 6-F NHMe OEt 3- Me SEt OEt 6-F NHEt OMe 3-Me NHMe OMe 6-F NHEt OEt 3-Me NHMe OEt 6-Me OMe OMe 3-Me NHEt OMe 6-Me OMe OEt 155859.doc - 110- 201141380 R2 R4 R5 6- Me OEt OMe 6-Me OEt OEt 6-Me SMe OMe 6-Me SMe OEt 6-Me SEt OMe 6-Me SEt OEt 6-Me NHMe OMe 6-Me NHMe OEt 6-Me NHEt OMe 6-Me NHEt OEt 6- OMe OMe OMe R2 R4 R5 6-OMe OMe OEt 6-OMe OEt OMe 6-OMe OEt OEt 6-OMe SMe OMe 6-OMe SMe OEt 6-OMe SEt OMe 6-OMe SEt OEt 6-OMe NHMe OMe 6-OMe NHMe OEt 6-OMe NHEt OMe 6-OMe NHEt OEt Table 12.1

R2 R4 R5 R2 R4 R5 5-C1 OMe OMe 5-F SMe OMe 5-C1 OMe OEt 5-F SMe OEt 5-C1 OEt OMe 5-F SEt OMe 5-C1 OEt OEt 5-F SEt OEt 5-C1 SMe OMe 5-F NHMe OMe 5-C1 SMe OEt 5-F NHMe OEt 5-C1 SEt OMe 5-F NHEt OMe 5-C1 SEt OEt 5-F NHEt OEt 5-C1 NHMe OMe 5-Me OMe OMe 5-C1 NHMe OEt 5-Me OMe OEt 5-C1 NHEt OMe 5-Me OEt OMe 5-C1 NHEt OEt 5-Me OEt OEt 5-F OMe OMe 5-Me SMe OMe 5-F OMe OEt 5-Me SMe OEt 5-F OEt OMe 5-Me SEt OMe 5-F OEt OEt 5-Me SEt OEt 155859.doc -111- 201141380 R2 R4 R5 R2 R4 R5 5-Me NHMe OMe 4-F NHEt OEt 5-Me NHMe OEt 4-Me OMe OMe 5-Me NHEt OMe 4-Me OMe OEt 5-Me NHEt OEt 4-Me OEt OMe 5-OMe OMe OMe 4-Me OEt OEt 5-OMe OMe OEt 4-Me SMe OMe 5-OMe OEt OMe 4-Me SMe OEt 5-OMe OEt OEt 4-Me SEt OMe 5-OMe SMe OMe 4-Me SEt OEt 5-OMe SMe OEt 4-Me NHMe OMe 5-OMe SEt OMe 4-Me NHMe OEt 5-OMe SEt OEt 4-Me NHEt OMe 5-OMe NHMe OMe 4-Me NHEt OEt 5-OMe NHMe OEt 4-OMe OMe OMe 5-OMe NHEt OMe 4-OMe OMe OEt 5-OMe NHEt OEt 4-OMe OEt OMe 4-C1 OMe OMe 4-OMe OEt OEt 4-C1 OMe OEt 4-OMe SMe OMe 4-C1 OEt OMe 4-OMe SMe OEt 4-C1 OEt OEt 4-OMe SEt OMe 4-C1 SMe OMe 4-OMe SEt OEt 4-C1 SMe OEt 4-OMe NHMe OMe 4-C1 SEt OMe 4-OMe NHMe OEt 4-C1 SEt OEt 4-OMe NHEt OMe 4-C1 NHMe OMe 4-OMe NHEt OEt 4-C1 NHMe OEt 3-C1 OMe OMe 4-C1 NHEt OMe 3-C1 OMe OEt 4-C1 NHEt OEt 3-C1 OEt OMe 4-F OMe OMe 3-C1 OEt OEt 4-F OMe OEt 3-C1 SMe OMe 4-F OEt OMe 3-C1 SMe OEt 4-F OEt OEt 3-C1 SEt OMe 4-F SMe OMe 3-C1 SEt OEt 4-F SMe OEt 3-C1 NHMe OMe 4-F SEt OMe 3-C1 NHMe OEt 4-F SEt OEt 3-C1 NHEt OMe 4-F NHMe OMe 3-C1 NHEt OEt 4-F NHMe OEt 3-F OMe OMe 4-F NHEt OMe 3-F OMe OEt 155859.doc - 112- 201141380 R2 R4 R5 R2 R4 R5 3-F OEt OMe 3-Me SEt OEt 3-F OEt OEt 3-Me NHMe OMe 3-F SMe OMe 3-Me NHMe OEt 3-F SMe OEt 3-Me NHEt OMe 3-F SEt OMe 3-Me NHEt OEt 3-F SEt OEt 3-OMe OMe OMe 3-F NHMe OMe 3-OMe OMe OEt 3-F NHMe OEt 3-OMe OEt OMe 3-F NHEt OMe 3-OMe OEt OEt 3-F NHEt OEt 3-OMe SMe OMe 3-Me OMe OMe 3-OMe SMe OEt 3-Me OMe OEt 3-OMe SEt OMe 3-Me OEt OMe 3-OMe SEt OEt 3-Me OEt OEt 3-OMe NHMe OMe 3-Me SMe OMe 3-OMe NHMe OEt 3-Me SMe OEt 3-OMe NHEt OMe 3-Me SEt OMe 3-OMe NHEt OEt 表13R2 R4 R5 R2 R4 R5 5-C1 OMe OMe 5-F SMe OMe 5-C1 OMe OEt 5-F SMe OEt 5-C1 OEt OMe 5-F SEt OMe 5-C1 OEt OEt 5-F SEt OEt 5-C1 SMe OMe 5-F NHMe OMe 5-C1 SMe OEt 5-F NHMe OEt 5-C1 SEt OMe 5-F NHEt OMe 5-C1 SEt OEt 5-F NHEt OEt 5-C1 NHMe OMe 5-Me OMe OMe 5-C1 NHMe OEt 5-Me OMe OEt 5-C1 NHEt OMe 5-Me OEt OMe 5-C1 NHEt OEt 5-Me OEt OEt 5-F OMe OMe 5-Me SMe OMe 5-F OMe OEt 5-Me SMe OEt 5-F OEt OMe 5-Me SEt OMe 5-F OEt OEt 5-Me SEt OEt 155859.doc -111- 201141380 R2 R4 R5 R2 R4 R5 5-Me NHMe OMe 4-F NHEt OEt 5-Me NHMe OEt 4-Me OMe OMe 5 -Me NHEt OMe 4-Me OMe OEt 5-Me NHEt OEt 4-Me OEt OMe 5-OMe OMe OMe 4-Me OEt OEt 5-OMe OMe OEt 4-Me SMe OMe 5-OMe OEt OMe 4-Me SMe OEt 5 -OMe OEt OEt 4-Me SEt OMe 5-OMe SMe OMe 4-Me SEt OEt 5-OMe SMe OEt 4-Me NHMe OMe 5-OMe SEt OMe 4-Me NHMe OEt 5-OMe SEt OEt 4-Me NHEt OMe 5 -OMe NHMe OMe 4-Me NHEt OEt 5-OMe NHMe OEt 4-OMe OMe OMe 5-OMe NHEt OMe 4-OMe OMe OEt 5-OMe NHEt OEt 4-OMe OEt OMe 4-C1 OMe OMe 4-OMe OEt OEt 4 -C1 OMe OEt 4-OMe SM e OMe 4-C1 OEt OMe 4-OMe SMe OEt 4-C1 OEt OEt 4-OMe SEt OMe 4-C1 SMe OMe 4-OMe SEt OEt 4-C1 SMe OEt 4-OMe NHMe OMe 4-C1 SEt OMe 4-OMe NHMe OEt 4-C1 SEt OEt 4-OMe NHEt OMe 4-C1 NHMe OMe 4-OMe NHEt OEt 4-C1 NHMe OEt 3-C1 OMe OMe 4-C1 NHEt OMe 3-C1 OMe OEt 4-C1 NHEt OEt 3-C1 OEt OMe 4-F OMe OMe 3-C1 OEt OEt 4-F OMe OEt 3-C1 SMe OMe 4-F OEt OMe 3-C1 SMe OEt 4-F OEt OEt 3-C1 SEt OMe 4-F SMe OMe 3-C1 SEt OEt 4-F SMe OEt 3-C1 NHMe OMe 4-F SEt OMe 3-C1 NHMe OEt 4-F SEt OEt 3-C1 NHEt OMe 4-F NHMe OMe 3-C1 NHEt OEt 4-F NHMe OEt 3-F OMe OMe 4-F NHEt OMe 3-F OMe OEt 155859.doc - 112- 201141380 R2 R4 R5 R2 R4 R5 3-F OEt OMe 3-Me SEt OEt 3-F OEt OEt 3-Me NHMe OMe 3-F SMe OMe 3-Me NHMe OEt 3-F SMe OEt 3-Me NHEt OMe 3-F SEt OMe 3-Me NHEt OEt 3-F SEt OEt 3-OMe OMe OMe 3-F NHMe OMe 3-OMe OMe OEt 3-F NHMe OEt 3-OMe OEt OMe 3-F NHEt OMe 3-OMe OEt OEt 3-F NHEt OEt 3-OMe SMe OMe 3-Me OMe OMe 3-OMe SMe OEt 3-Me OMe OEt 3-OMe SEt OMe 3-Me OEt OMe 3-OMe SEt OEt 3-Me OEt OEt 3 -OMe NHMe OMe 3-Me SMe OMe 3-OMe NHMe OEt 3-Me SMe OEt 3-OMe NHEt OMe 3-Me SEt OMe 3-OMe NHEt OEt Table 13

R2 R4 R5 R2 R4 R5 6-C1 OMe OMe 6-C1 NHMe OEt 6-C1 OMe OEt 6-C1 NHEt OMe 6-C1 OEt OMe 6-C1 NHEt OEt 6-C1 OEt OEt 6-F OMe OMe 6-C1 SMe OMe 6-F OMe OEt 6-C1 SMe OEt 6-F OEt OMe 6-C1 SEt OMe 6-F OEt OEt 6-C1 SEt OEt 6-F SMe OMe 6-C1 NHMe OMe 6-F SMe OEt 155859.doc -113· 201141380 R2 R4 R5 R2 R4 R5 6-F SEt OMe 2-C1 OEt OMe 6-F SEt OEt 2-C1 OEt OEt 6-F NHMe OMe 2-C1 SMe OMe 6-F NHMe OEt 2-C1 SMe OEt 6-F NHEt OMe 2-C1 SEt OMe 6-F NHEt OEt 2-C1 SEt OEt 6-Me OMe OMe 2-C1 NHMe OMe 6-Me OMe OEt 2-C1 NHMe OEt 6-Me OEt OMe 2-C1 NHEt OMe 6-Me OEt OEt 2-C1 NHEt OEt 6-Me SMe OMe 2-F OMe OMe 6-Me SMe OEt 2-F OMe OEt 6-Me SEt OMe 2-F OEt OMe 6-Me SEt OEt 2-F OEt OEt 6-Me NHMe OMe 2-F SMe OMe 6-Me NHMe OEt 2-F SMe OEt 6-Me NHEt OMe 2-F SEt OMe 6-Me NHEt OEt 2-F SEt OEt 6-OMe OMe OMe 2-F NHMe OMe 6-OMe OMe OEt 2-F NHMe OEt 6-OMe OEt OMe 2-F NHEt OMe 6-OMe OEt OEt 2-F NHEt OEt 6-OMe SMe OMe 2-Me OMe OMe 6-OMe SMe OEt 2-Me OMe OEt 6-OMe SEt OMe 2-Me OEt OMe 6-OMe SEt OEt 2-Me OEt OEt 6-OMe NHMe OMe 2-Me SMe OMe 6-OMe NHMe OEt 2-Me SMe OEt 6-OMe NHEt OMe 2-Me SEt OMe 6-OMe NHEt OEt 2-Me SEt OEt 2-C1 OMe OMe 2-Me NHMe OMe 2-C1 OMe OEt 2-Me NHMe OEt 155859.doc -114- 201141380 R2 R4 R5 R2 R4 R5 2-Me NHEt OMe 2-OMe SMe OEt 2-Me NHEt OEt 2-OMe SEt OMe 2-OMe OMe OMe 2-OMe SEt OEt 2-OMe OMe OEt 2-OMe NHMe OMe 2-OMe OEt OMe 2-OMe NHMe OEt 2-OMe OEt OEt 2-OMe NHEt OMe 2-OMe SMe OMe 2-OMe NHEt OEt 本發明之化合物將通常使用來作為組合物(即配方)中的 除草活性成分,並伴隨有至少一選自由表面活性劑、固體 稀釋劑及液體稀釋劑所組成之群組的額外成分以作為載體 之用。所選擇的配方或組合物成分符合該活性成分的物理 性質、施用模式及像是土壤類型、濕度和溫度的環境因 素。 可用的配方包括液體及固體組合物。液體組合物包括溶 液(包括可乳化濃縮物)、懸浮液、乳液(包括微乳液和/或 懸浮乳液(suspoemulsions))等等,並可選擇地將其增濃成 凝膠。含水液體組合物的一般類型為可溶濃縮物(soluble concentrate)、懸浮濃縮物(suspension concentrate) ' 膠囊 懸浮液(capsule suspension)、漠縮乳液、微乳液和懸浮乳 液。非水液體組合物的一般類型為可乳化濃縮物、可微乳 化濃縮物、可分散性濃縮物(dispersible concentrate)及油 分散液(oil dispersion)。 固體組合物的一般類型為塵粉(dusts)、粉劑、粒劑、丸 劑(pellets)、珠劑(prills)、旋劑(pastilles)、片劑、包膜 (filled films)(包括種子塗覆物)等等,其可為水分散性 155859.doc -115- 201141380 (可濕性」)或水溶性。從成膜溶液劑或可流動懸浮液形 成的薄膜和塗層在種子處理上特別有用。可將活性成分 (微)封裝並使其進一步形成懸浮物或固體配方;或者可將 整個活性成分配方封裝(或「塗覆保護膜」)。封裝可以控 制或減緩活性成分的釋放。乳粒劑結合了乳劑配方與乾粒 狀配方的優點。高強度組合物主要用作進一步配方的中間 物0 可喷灑配方通常在喷灑前會先在適合的介質中擴展。將 這樣的液體及固體配方配製成可容易稀釋於喷灑介質(通 常是水)中。喷灑的量可從每公頃約一到數千公升,但更 通常為從每公頃約十到數百公升《可喷灑配方可在槽中與 水或其他適合的介質混合,藉由空中或地面施用而運用於 葉治療’或施用於植物的生長介質。液體配方和乾配方可 在播種時,直接計量加入滴流灌溉系統或犁溝。 該配方通常含有有效量在下列概略範圍中的活性成分、 稀釋劑和界面活性劑,其係以重量百分比加總計算。 重量百分比 活性 成分 稀釋劑 界面活性劑 水分散性粒劑及水溶性粒劑、 片劑及粉劑 0.001-90 0-99.999 0-15 油分散液、懸浮液、乳液、溶 液(包括可乳化濃縮物) 1-50 40-99 0-50 塵粉 1-25 70-99 0-5 粒劑和丸劑 0.001-99 5-99.999 0-15 高強度組合物 90-99 0-10 0-2 固體稀釋劑包括例如,像是膨土、微晶高嶺石、厄帖浦 155859.doc •116· 201141380 石及高嶺土的黏土、石膏、纖維素、二氧化鈦、氧化鋅、 澱粉、糊精、糖(例如乳糖、蔗糖)、矽石、滑石、雲母、 矽藻土、脲、碳酸鈣、碳酸鈉及碳酸氫鈉以及硫酸鈉。典 型的固體稀釋劑在 Watkins et al.,R2 R4 R5 R2 R4 R5 6-C1 OMe OMe 6-C1 NHMe OEt 6-C1 OMe OEt 6-C1 NHEt OMe 6-C1 OEt OMe 6-C1 NHEt OEt 6-C1 OEt OEt 6-F OMe OMe 6-C1 SMe OMe 6-F OMe OEt 6-C1 SMe OEt 6-F OEt OMe 6-C1 SEt OMe 6-F OEt OEt 6-C1 SEt OEt 6-F SMe OMe 6-C1 NHMe OMe 6-F SMe OEt 155859.doc - 113· 201141380 R2 R4 R5 R2 R4 R5 6-F SEt OMe 2-C1 OEt OMe 6-F SEt OEt 2-C1 OEt OEt 6-F NHMe OMe 2-C1 SMe OMe 6-F NHMe OEt 2-C1 SMe OEt 6 -F NHEt OMe 2-C1 SEt OMe 6-F NHEt OEt 2-C1 SEt OEt 6-Me OMe OMe 2-C1 NHMe OMe 6-Me OMe OEt 2-C1 NHMe OEt 6-Me OEt OMe 2-C1 NHEt OMe 6 -Me OEt OEt 2-C1 NHEt OEt 6-Me SMe OMe 2-F OMe OMe 6-Me SMe OEt 2-F OMe OEt 6-Me SEt OMe 2-F OEt OMe 6-Me SEt OEt 2-F OEt OEt 6 -Me NHMe OMe 2-F SMe OMe 6-Me NHMe OEt 2-F SMe OEt 6-Me NHEt OMe 2-F SEt OMe 6-Me NHEt OEt 2-F SEt OEt 6-OMe OMe OMe 2-F NHMe OMe 6 -OMe OMe OEt 2-F NHMe OEt 6-OMe OEt OMe 2-F NHEt OMe 6-OMe OEt OEt 2-F NHEt OEt 6-OMe SMe OMe 2-Me OMe OMe 6-OMe SMe OEt 2-Me OMe OEt 6 -OMe SEt OMe 2-Me OEt OMe 6-OMe SEt OEt 2-Me OEt OEt 6-OMe NHMe OMe 2-Me SMe OMe 6-OMe NHMe OEt 2-Me SMe OEt 6-OMe NHEt OMe 2-Me SEt OMe 6-OMe NHEt OEt 2-Me SEt OEt 2-C1 OMe OMe 2-Me NHMe OMe 2-C1 OMe OEt 2-Me NHMe OEt 155859.doc -114- 201141380 R2 R4 R5 R2 R4 R5 2-Me NHEt OMe 2-OMe SMe OEt 2-Me NHEt OEt 2-OMe SEt OMe 2- OMe OMe OMe 2-OMe SEt OEt 2-OMe OMe OEt 2-OMe NHMe OMe 2-OMe OEt OMe 2-OMe NHMe OEt 2-OMe OEt OEt 2-OMe NHEt OMe 2-OMe SMe OMe 2-OMe NHEt OEt The compound will generally be used as the herbicidal active ingredient in the composition (ie formulation) with at least one additional ingredient selected from the group consisting of surfactants, solid diluents and liquid diluents for use as a carrier. . The ingredients of the selected formulation or composition conform to the physical properties of the active ingredient, the mode of application, and environmental factors such as soil type, humidity and temperature. Useful formulations include liquid and solid compositions. Liquid compositions include solutions (including emulsifiable concentrates), suspensions, emulsions (including microemulsions and/or suspoemulsions), and the like, and optionally thickened into a gel. Typical types of aqueous liquid compositions are soluble concentrates, suspension concentrates, capsule suspensions, deserted emulsions, microemulsions, and suspension emulsions. Typical types of non-aqueous liquid compositions are emulsifiable concentrates, microemulsion concentrates, dispersible concentrates, and oil dispersions. Typical types of solid compositions are dusts, powders, granules, pellets, prills, pastilles, tablets, filled films (including seed coatings) And so on, it can be water dispersibility 155859.doc -115- 201141380 (wettable) or water soluble. Films and coatings formed from film forming solutions or flowable suspensions are particularly useful in seed treatment. The active ingredient (micro) may be packaged and further formed into a suspension or solid formulation; or the entire active ingredient formulation may be packaged (or "coated with a protective film"). Encapsulation can control or slow the release of active ingredients. The granules combine the advantages of an emulsion formulation with a dry granule formulation. High-strength compositions are primarily used as intermediates for further formulation. 0 Sprayable formulations are typically extended in a suitable medium prior to spraying. Such liquid and solid formulations are formulated to be readily dilute in a spray medium (usually water). Spraying can range from about one to several thousand liters per hectare, but more typically from about ten to hundreds of liters per hectare. "The sprayable formula can be mixed with water or other suitable medium in the tank, by air or Applied to the ground for application to the 'plant' or to the growth medium of the plant. Liquid and dry formulations can be metered directly into the trickle irrigation system or furrow at the time of sowing. The formulation will generally contain an effective amount of the active ingredient, diluent and surfactant in the following broad ranges, calculated as a percentage by weight. Weight percent active ingredient diluent surfactant water-dispersible granules and water-soluble granules, tablets and powders 0.001-90 0-99.999 0-15 oil dispersions, suspensions, emulsions, solutions (including emulsifiable concentrates) 1-50 40-99 0-50 Dust powder 1-25 70-99 0-5 Granules and pills 0.001-99 5-99.999 0-15 High-strength composition 90-99 0-10 0-2 Solid diluent includes For example, like bentonite, microcrystalline kaolinite, uepupu 155859.doc • 116· 201141380 stone and kaolin clay, gypsum, cellulose, titanium dioxide, zinc oxide, starch, dextrin, sugar (eg lactose, sucrose) , vermiculite, talc, mica, diatomaceous earth, urea, calcium carbonate, sodium carbonate and sodium bicarbonate, and sodium sulfate. Typical solid diluents are at Watkins et al.

Dust Diluents and Carriers, 2nd Ed., Dorland Books, Caldwell,New Jersey 中有敘述。 液體稀釋劑包括例如,水、二甲基烧醯胺(例如, 二甲基甲醯胺)、葶烯、二甲基亞砜、烷吡咯啶酮 (例如,ΛΑ-曱基吡咯啶酮)、乙二醇、三甘醇、丙二醇、二 丙二醇、聚丙二醇、丙烯碳酸鹽、丁烯碳酸鹽、石蠟(例 如,白礦油、正構烷烴、異烷烴)、烷基苯、烷基萘、甘 乙酸甘油酯(glyCer〇l triacetate) 油 烴、脫芳香脂族、如環己嗣、2_庚嗣、異佛酉同及4_經基冬 曱基-2-戊酮的酮、士口乙酸異戊酯、乙酸己酯、乙酸庚酯、 乙g夂辛g曰、乙酸壬酯、乙酸十三酯及乙酸異莰酯的乙酸 鹽、如烧化乳酸酉旨⑽yIated lac她鳴〇、三元醋及丫_丁 ㈣的其㈣類、以及醇類’其可為線性、分支、飽和或 不/和’如甲醇、乙醇 '正丙醇、異丙醇、正丁醇、異丁 醇、正己醇、2-乙基己醇、正辛醇、癸醇、異癸醇、異十 八醇、鯨蠟醇、月桂醇、十二 、 ^ _ 丁一知、油醇、環己醇、四氫糠 醇、—丙酮醇及苯甲醇。 液體稀釋劑也包括飽和和不飽和 月曰肪酸的甘油酯(通常為 概 、、书為C6_C22),像是植物種子和水果油 (例如撖欖、I麻、亞麻仁、 ^ 技詁试 麻玉米、花生、向日 葵葡萄籽、紅花、棉籽 、 油菜籽、椰子和棕櫚仁 155859.doc •117· 201141380 的油)、動物源性脂肪(例如牛油、豬肉脂、豬油、鱈魚肝 油、魚油)及其混合物。液體稀釋劑也包括燒化脂肪酸(例 如曱基化、乙基化、丁基化),其中該脂肪酸可藉由水解 來自植物和動物來源的甘油酯而獲得,並可用蒸餾純化。 典型的液體稀釋劑在Marsden,心/v⑼以(^/心,2nd Ed ^Dust Diluents and Carriers, 2nd Ed., Dorland Books, Caldwell, New Jersey. Liquid diluents include, for example, water, dimethyl decylamine (eg, dimethylformamide), decene, dimethyl sulfoxide, alkylpyrrolidone (eg, fluorenyl-pyrrolidone), Ethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, propylene carbonate, butylene carbonate, paraffin (for example, white mineral oil, normal paraffin, isoalkane), alkylbenzene, alkylnaphthalene, sweet Glycerol (glyCer〇l triacetate) oil hydrocarbon, dearomatized, such as cyclohexanthene, 2_g, sulphate, and 4-keto-indenyl-2-pentanone, ketamine Isoamyl ester, hexyl acetate, heptyl acetate, acetonitrile, acetate, tridecyl acetate and isodecyl acetate, such as burnt lactic acid (10) yIated lac her sputum, ternary vinegar And (_丁(四) of its (four) class, and the alcohol 'which may be linear, branched, saturated or not / and 'such as methanol, ethanol 'n-propanol, isopropanol, n-butanol, isobutanol, n-hexanol , 2-ethylhexanol, n-octanol, decyl alcohol, isodecyl alcohol, isostearyl alcohol, cetyl alcohol, lauryl alcohol, twelve, ^ _ Ding Yizhi, oleyl alcohol, Cyclohexanol, tetrahydrofurfuryl alcohol, acetol and benzyl alcohol. Liquid diluents also include glycerides of saturated and unsaturated lauric acid (usually, book C6_C22), such as plant seeds and fruit oils (eg, eucalyptus, I hemp, linseed, ^ 诂 诂Corn, peanut, sunflower grape seed, safflower, cottonseed, rapeseed, coconut and palm kernel 155859.doc • 117· 201141380 oil), animal-derived fat (eg butter, pork fat, lard, cod liver oil, fish oil) And mixtures thereof. The liquid diluent also includes a burnt fatty acid (e.g., thiolated, ethylated, butylated), wherein the fatty acid can be obtained by hydrolyzing a glyceride derived from plant and animal sources, and can be purified by distillation. Typical liquid thinner in Marsden, heart / v (9) to (^ / heart, 2nd Ed ^

Interscience,New York, 1950 中有敘述。 本發明的固體和液體組合物通常包括一個或多個界面活 性劑。當加至液體中時,界面活性劑(也稱為「表面活性 劑」)通常會改變(最常的是減少)液體的表面張力。根據界 面活性劑分子中親水性和親油性基的性質,界面活性劑可 用作為潤濕劑、分散劑、乳化劑或消泡劑。 界面活性劑可以分為非離子性、陰離子性或陽離子性。 了用於本發明組合物的非離子界面活性劑包括但不限於: 醇烷氧基化物(alcohol alk〇Xylates),如基於天然和合成醇 (可為支鏈或直鏈)並製備自醇類和環氧乙烷、環氧丙烷' 環氧丁烷或彼等混合物之醇烷氧基化物;乙氧化胺(amine ethoxylates)、院醇醯胺(aikanolamides)及乙氧基化院醇酿 胺;烷氧化三酸甘油酯,如烷氧化黃豆、蓖麻及菜籽油; 烷基酚烷氧基化物,如辛基酚乙氧基化物(〇ctylphen〇i eth〇Xylates)、壬基酚乙氧基化物 '二壬基酚乙氧基化物及 十二基盼乙氧基化物(製備自酚類及環氧乙烷、環氧丙 烧、環氧丁烷或彼等之混合物);製備自環氧乙烷或環氧 丙院及反向團聯聚合物的團聯聚合物,其中終端團聚係製 備自環氧丙烷;乙氧基化脂肪酸;乙氧基化脂肪酯及油 155859.doc •118· 201141380 類;乙氧基化甲酯;乙氧基化三苯乙烯基酚(ethoxylated tristyrylphenol)(包括那些製備自環氧乙烷、環氧丙烧、環 氧丁烧或彼等混合物的乙氧基化三苯乙烯基齡);脂肪酸 醋、甘油酯、基於羊毛脂的衍生物、聚乙氧基化酯 (polyethoxylate esters)(如聚乙氧基化山梨醇酐脂肪酸酯、 聚乙氧基化山梨糖醇脂肪酸酯及聚乙氧基化甘油脂肪酸 酯);其他的山梨醇酐衍生物,如山梨醇酐酯;聚合物界 面活性劑如隨機共聚物、團聯共聚物、醇酸peg(聚乙二醇) 樹脂、接枝聚合物或梳形聚合物及星形聚合物;聚乙二醇 (pegs);聚乙二醇脂肪酸酯;石夕型界面活性劑;及糖衍生 物,如蔗糖酯、烷基多糖苷及烷基多醣。 可用的陰離子界面活性劑包括但不限於:烧芳基續酸及 其鹽類;羧基化醇(carboxylated alcohol)或烷基酚乙氧化 物;二苯磺酸鹽衍生物;木質素及像是木質磺酸鹽的木質 素衍生物;順丁烯二酸或琥珀酸或它們的酐;烯烴磺酸 鹽;像是醇烷氧鹽磷酸酯、烷基酚烷氧鹽磷酸酯及苯乙烯 苯酚乙氧化物磷酸酯的磷酸酯;蛋白質為基礎的界面活性 劑;肌胺酸衍生物;苯乙烯酚醚硫酸鹽;油和脂肪酸的硫 酸鹽和磺酸鹽;乙氧基化烷基酚的硫酸鹽和磺酸鹽;醇類 的硫酸鹽;乙氧基化醇類的硫酸鹽;胺和醯胺的磺酸鹽, 像是烷牛磺酸酯;苯、異丙苯、曱苯、二曱苯及十二 苯和十三苯的磺酸鹽;縮合萘的磺酸鹽;萘及烷基萘的磺 酸鹽;分餾石油的磺酸鹽;磺琥珀醯胺酸鹽 (sulfosuccinamates);及續琥拍酸鹽(sulfosuccinates)及其 155859.doc -119- 201141380 衍生物,像是二烷基磺琥珀酸鹽。 可用之陽離子界面活性劑包括但不限於:醯胺及乙氧基 化醯胺;胺’如烷基丙二胺、三丙烯三胺及二丙烯四 胺’及乙氧基化胺、乙氧基化二胺以及丙氧基化胺(從胺 及環氧乙烷、環氧丙烷、環氧丁烷或其混合物製備者); 胺鹽’如胺乙酸鹽及二胺鹽;四級銨鹽,如四級鹽、乙氧 基化四級鹽及雙四級鹽;以及胺氧化物,如烷基二曱基胺 氧化物及雙-(2-羥乙基)-烷基胺氧化物。 可用於本發明組合物的還有非離子界面活性劑與陰離子 界面活性劑的混合物,或是非離子界面活性劑與陽離子界 面活性劑的混合物。非離子、陰離子及陽離子界面活性劑 及它們的建議用途已揭露於多種公開的參考文獻中,包括 McCutcheon's Emulsifiers and Detergents,年良矣風及凰 際版,McCutcheon's Division 出版,The Manufacturing Confectioner Publishing Co. ; Sisely and Wood, Encyclopedia of Surface Active Agents, Chemical Publ. Co., Inc., NewInterscience, New York, 1950 is described. The solid and liquid compositions of the present invention typically comprise one or more interfacial active agents. Surfactants (also known as "surfactants") typically change (and most often reduce) the surface tension of a liquid when added to a liquid. Depending on the nature of the hydrophilic and lipophilic groups in the surfactant molecule, the surfactant can be used as a wetting, dispersing, emulsifying or antifoaming agent. Surfactants can be classified as nonionic, anionic or cationic. Nonionic surfactants useful in the compositions of the present invention include, but are not limited to, alcohol alkoxylates, such as those based on natural and synthetic alcohols (which may be branched or linear) and which are prepared from alcohols. And alcohol alkoxylates of ethylene oxide, propylene oxide 'butylene oxide or a mixture thereof; amine ethoxylates, akanolamides, and ethoxylated alcohol amines; Alkoxylated triglycerides, such as alkoxylated soybeans, ramie and rapeseed oil; alkylphenol alkoxylates, such as octylphenol ethoxylates (〇ctylphen〇i eth〇Xylates), nonylphenol ethoxylates a complex of 'dinonylphenol ethoxylate and docapyl ethoxylate (prepared from phenols and ethylene oxide, propylene oxide, butylene oxide or a mixture thereof); Agglomerated polymers of oxyethylene or propylene oxide and reversed-linked polymers, wherein the terminal agglomerates are prepared from propylene oxide; ethoxylated fatty acids; ethoxylated fatty esters and oils 155859.doc • 118 · 201141380 class; ethoxylated methyl ester; ethoxylated tristyryl Lphenol) (including those ethoxylated tristyryl bases prepared from ethylene oxide, propylene oxide, butyl epoxide or mixtures thereof; fatty acid vinegar, glycerides, lanolin-based derivatives, Polyethoxylate esters (eg polyethoxylated sorbitan fatty acid esters, polyethoxylated sorbitan fatty acid esters and polyethoxylated glycerol fatty acid esters); other yam Alkyd anhydride derivatives such as sorbitan esters; polymeric surfactants such as random copolymers, copolymerized copolymers, alkyd peg (polyethylene glycol) resins, graft polymers or comb polymers and star polymerization Polyethylene glycol (pegs); polyethylene glycol fatty acid ester; Shishi type surfactant; and sugar derivatives such as sucrose esters, alkyl polyglycosides and alkyl polysaccharides. Useful anionic surfactants include, but are not limited to, calcined aryl acid and salts thereof; carboxylated alcohols or alkylphenol ethoxylates; diphenyl sulfonate derivatives; lignin and woody a lignin derivative of a sulfonate; maleic acid or succinic acid or an anhydride thereof; an olefin sulfonate; such as an alcohol alkoxylate phosphate, an alkylphenol alkoxide phosphate, and an styrene phenol ethoxylate Phosphate ester of phosphate; protein-based surfactant; sarcosine derivative; styrenated phenol ether sulfate; sulfate and sulfonate of oil and fatty acid; sulfate of ethoxylated alkylphenol a sulfonate; a sulfate of an alcohol; a sulfate of an ethoxylated alcohol; a sulfonate of an amine and a guanamine, such as an alkyl taurate; benzene, cumene, anthracene, diphenyl a sulfonate of dodecene and tridecene; a sulfonate of a condensed naphthalene; a sulfonate of naphthalene and an alkylnaphthalene; a sulfonate of a fractionated petroleum; a sulfosuccinamate; Sulfate (nates) (sulfosuccinates) and its 155859.doc -119- 201141380 derivatives, such as dialkyl sulfonate Perchlorate. Useful cationic surfactants include, but are not limited to, decylamine and ethoxylated decylamine; amines such as alkyl propylene diamine, tripropylene triamine and di propylene tetraamine, and ethoxylated amines, ethoxylates Diamines and propoxylated amines (prepared from amines and ethylene oxide, propylene oxide, butylene oxide or mixtures thereof); amine salts such as amine acetates and diamine salts; quaternary ammonium salts, For example, a quaternary salt, an ethoxylated quaternary salt, and a quaternary salt; and an amine oxide such as an alkyl decylamine oxide and a bis-(2-hydroxyethyl)-alkylamine oxide. Also useful in the compositions of the present invention are mixtures of nonionic surfactants with anionic surfactants, or mixtures of nonionic surfactants with cationic surfactants. Nonionic, anionic, and cationic surfactants and their suggested uses are disclosed in a variety of published references, including McCutcheon's Emulsifiers and Detergents, Nianfeng and Phoenix, McCutcheon's Division, The Manufacturing Confectioner Publishing Co.; Sisely and Wood, Encyclopedia of Surface Active Agents, Chemical Publ. Co., Inc., New

York,1964 ;及 A. S. Davidson and B. Milwidsky,York, 1964; and A. S. Davidson and B. Milwidsky,

Detergents, Seventh Edition, John Wiley and Sons, New York,1987。 本發明組合物亦可包含製劑輔助物及添加劑,及熟習該 技藝者熟知之製劑助劑(其中部分亦可視為提供固體稀釋 劑、液體稀釋液或界面活性劑之功能)^該配方辅助劑及 添加劑可控制:PH(緩衝液)、加工過程中的發泡(像是聚 有機矽氧烷的消泡劑)、活性成分的沉積(懸浮劑)、黏度 155859.doc • 120- 201141380 (觸變增稠劑)、容器内微生物生長(抗菌劑)、產物來結(防 凍劑)、顏色(染料/色素分散劑)、洗脫(成膜劑或黏著劑)、 蒸發(蒸發阻滯劑)及其他配方特性。成膜劑包括例如聚乙 酸乙烯、聚乙酸乙烯共聚物、聚乙烯吡咯啶酮_乙酸乙烯 共聚物、聚乙烯醇、聚乙烯醇共聚物及蠟。配方輔助劑及 添加劑的實例包括那些列舉於2 尸騰ίζ·⑽α/ Μαί⑺.仏,年度國際及北美版,McCutche〇n,sDetergents, Seventh Edition, John Wiley and Sons, New York, 1987. The compositions of the present invention may also contain formulation aids and additives, as well as formulation auxiliaries well known to those skilled in the art (some of which may also be considered to provide a solid diluent, a liquid diluent or a surfactant). Additives can be controlled: PH (buffer), foaming during processing (such as defoamers for polyorganosiloxane), deposition of active ingredients (suspension), viscosity 155859.doc • 120- 201141380 (Tactile change) Thickener), microbial growth in containers (antibacterial agents), product formation (antifreeze), color (dye/pigment dispersant), elution (film former or adhesive), evaporation (evaporation blocker) and Other recipe features. Film formers include, for example, polyvinyl acetate, polyvinyl acetate copolymers, polyvinylpyrrolidone-vinyl acetate copolymers, polyvinyl alcohol, polyvinyl alcohol copolymers, and waxes. Examples of formulating adjuvants and additives include those listed in 2 corpse ζ ζ ( ( ( ( ( ( 仏 仏 仏 仏 仏 仏 仏 仏 仏 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度 年度

Division出版,The Manufacturing Confectioner Publishing Co·;及PCT公開第WO 03/024222號的實例。 通常藉由將式1化合物及任何其他的活性成分溶解於一 溶劑中,或在液體或乾稀釋劑中將其磨碎,使該活性成分 併入本發明的組合物中。藉由簡單混合成分可製備出液 劑,包括可乳化濃縮物。若打算用作為可乳化濃縮物的液 體組合物之溶劑與水不互溶,則通常會在用水稀釋時,加 入乳化劑以乳化該含活性成分之溶劑。使用介質研磨機濕 磨粒子直徑達到2,000 μιη的活性成分漿體,以獲得平均直 徑在3 _以下的粒子。含水漿體可製成成品^浮濃縮物 (參見如U.S. 3,060,084)或藉由噴霧乾燥進一步加工成水分 散性粒劑。乾配方通常需要乾磨製程,其產生的平均粒子 直徑在2至10 4„!的範圍内。塵粉和粉劑可藉由摻合通常還 有磨碎來製備(像是使用鎚碎機或流體動力研磨機(fhiid_ energy null))。藉由噴灑活性材料到預製顆粒載體上或藉 由造粒技術可製備出粒劑和丸劑。見Βγ〇μ_, 「Aggl〇meration」,C/2_.ca/ 心細㈣邮,以㈣⑻ * 155859.doc •121- 201141380 1967, pp 147-48, Perryfs Chemical Engineer^ Handbook^ 4th Ed.,McGraw-Hill, New York,1963,第 8-57 頁及後面幾 頁,以及WO 91/13546。丸劑可如U_S. 4,172,714中所述製 備。水分散性粒劑及水溶性粒劑可如U.S. 4,144,050、IJ«!S 3,920,442及DE 3,246,493中所教示來製備。片劑可如Us. 5,180,587、U.S. 5,232,701 及 U.S. 5,208,030 中所教示來製 備。膜可如GB 2,095,558及U.S· 3,299,566中所教示來製 備。 如需關於配方技藝的進一步資訊,可參見T. S. Woods, 「The Formulator's Toolbox - Product Forms for Modern Agriculture」 in Pesticide Chemistry 及 Bioscience,The T. Brooks and T. R. Roberts, Eds.,Proceedings of the 9th International Congress on Pesticide Chemistry, The Royal Society of Chemistry,Examples of Division Publishing, The Manufacturing Confectioner Publishing Co.; and PCT Publication No. WO 03/024222. The active ingredient is usually incorporated into the compositions of the present invention by dissolving the compound of formula 1 and any other active ingredient in a solvent or by pulverizing it in a liquid or dry diluent. Liquids can be prepared by simply mixing the ingredients, including emulsifiable concentrates. If the solvent of the liquid composition intended as the emulsifiable concentrate is not miscible with water, an emulsifier is usually added to dilute the solvent containing the active ingredient when diluted with water. A slurry of the active ingredient having a particle diameter of 2,000 μm was wetted using a media mill to obtain particles having an average diameter of 3 Å or less. The aqueous slurry can be made into a finished float concentrate (see, e.g., U.S. 3,060,084) or further processed into a water-dispersible granule by spray drying. Dry formulations typically require a dry milling process that produces an average particle diameter in the range of 2 to 10 4 Å! Dust and powder can be prepared by blending, usually with milling (such as using a hammer or fluid) Fhiid_energy null. Granules and pellets can be prepared by spraying the active material onto a preformed particulate carrier or by granulation techniques. See Βγ〇μ_, "Aggl〇meration", C/2_.ca / Heart (4) Post, to (4) (8) * 155859.doc • 121- 201141380 1967, pp 147-48, Perryfs Chemical Engineer^ Handbook^ 4th Ed., McGraw-Hill, New York, 1963, pp. 8-57 and subsequent pages And WO 91/13546. Pills can be prepared as described in U.S. Patent 4,172,714. Water-dispersible granules and water-soluble granules can be prepared as taught in U.S. Patent No. 4,144,050, IJ. Tablets can be prepared as taught in U.S. Patent No. 5,180,587, U.S. 5,232,701, and U.S. Patent No. 5,208,030. Membranes can be prepared as taught in GB 2,095,558 and U.S. 3,299,566. For further information on formulating techniques, see TS Woods, "The Formulator's Toolbox - Product Forms for Modern Agriculture" in Pesticide Chemistry and Bioscience, The T. Brooks and TR Roberts, Eds., Proceedings of the 9th International Congress on Pesticide Chemistry, The Royal Society of Chemistry,

Cambridge,1999,pp. 120-133。也可見 U.S. 3,235,361 第 6 攔第16行到第7欄第19行及實例10-41 ; U.S. 3,309,192第5 欄第43行到第7欄第62行及實例8、12、15、39、41、52、 53、58、132、138-140、162-164、166、167及 169-182 ; U.S. 2,891,855第3攔第66行到第5欄第17行及實例1-4 ; Klingman, Weed Control as a Science, John Wiley and Sons, Inc., New York, 1961, pp 81-96 Hance et al., WeedCambridge, 1999, pp. 120-133. See also US 3,235,361, 6th, 16th, 7th, 19th, and 10th, 41st; US 3,309,192, 5th, 43rd, 7th, 62nd, and 8, 12, 15, 39, 41, 52, 53, 58, 132, 138-140, 162-164, 166, 167, and 169-182; US 2,891,855, 3rd, 66th to 5th, 17th, and 1-4; Klingman, Weed Control as a Science, John Wiley and Sons, Inc., New York, 1961, pp 81-96 Hance et al., Weed

Control Handbook, 8 th Ed., Blackwell ScientificControl Handbook, 8 th Ed., Blackwell Scientific

Publications, Oxford, 1989 ;及 Developments in formulation technology, PJB Publications, Richmond, UK, 155859.doc -122- 201141380 2000。 在下面的實例中,所有的百分比均為按重量計且所有的 配方均以常規方式製備。化合物號碼則參照索引表A中的 化合物。即使沒有進一步的闡述,相信使用上述說明的熟 習該領域之技藝人士仍能夠最大程度地利用本發明。因 此,下面的實例應理解為僅僅是說明性的,而且不管是以 任何方式,都不作為此處揭露内容的限制。除非另有說 明,百分比為按重量計。Publications, Oxford, 1989; and Developments in formulation technology, PJB Publications, Richmond, UK, 155859.doc -122- 201141380 2000. In the examples below, all percentages are by weight and all formulations are prepared in a conventional manner. For compound numbers, refer to the compounds in Index Table A. Even without further elaboration, it is believed that those skilled in the art using the above description will be able to make the most of the invention. Therefore, the following examples are to be construed as illustrative only and not in any way limiting. The percentages are by weight unless otherwise stated.

實例A 尚強度》農縮物 化合物5 98.5% 矽氣凝膠 0.5% 合成的非晶質精細二氧化矽 1.0% 實例B 可濕性粉劑 化合物55 65.0% 十二烧基紛聚乙二醇醚(dodecylphenol polyethylene glycol ether) 2.0% 木質石黃酸鈉(sodium ligninsulfonate) 4.0% 鈉化矽鋁鹽 6.0% 微晶高嶺石(經煅燒) 23.0% 實例C 粒劑 化合物24 10.0% 厄帖浦石粒劑(低揮發性物質,0.71/0.30 mm ; U.S.S. 25-50號筛子) 90.0% 155859.doc -123- 201141380Example A Strength Strength Agro-constriction Compound 5 98.5% Helium Gel 0.5% Synthetic Amorphous Fine Ceria 1.0% Example B Wettable Powder Compound 55 65.0% Twelve Burnt Polyethylene Glycol Ether ( Dodecylphenol glycol glycol ether) 2.0% sodium ligninsulfonate 4.0% sodium strontium sulphate 6.0% microcrystalline kaolinite (calcined) 23.0% Example C granule compound 24 10.0% 厄普浦石粒剂Low volatile matter, 0.71/0.30 mm; USS 25-50 sieve) 90.0% 155859.doc -123- 201141380

實例D 擠製丸劑 化合物126 25.0% 無水硫酸納 10.0% 粗製木質磺酸鈣 5.0% 烧基萘項酸納(sodium 1.0% alkylnaphthalenesulfonate) 鈣/鎂膨土 59.0%Example D Extrusion Pills Compound 126 25.0% anhydrous sodium sulfate 10.0% crude calcium lignosulfonate 5.0% sodium 1.0% alkylnaphthalenesulfonate calcium/magnesium bentonite 59.0%

實例E 乳劑 化合物24 10.0% 聚氧乙稀山梨糖醇己油酸醋(polyoxyethylene 20.0% sorbitol hexoleate) C6-C10脂肪酸曱酯 70.0%Example E Emulsion Compound 24 10.0% Polyoxyethylene 20.0% sorbitol hexoleate C6-C10 fatty acid oxime ester 70.0%

實例F 微乳液 化合物5 5.0% 聚乙烯吡咯啶酮-乙酸乙烯共聚物 30.0% (polyvinylpyrrolidone-vinyl acetate copolymer) 烧基聚葡萄糖皆(alkylpolyglycoside) 30.0% 甘油單油酸S旨(glyceryl monooleate) 15.0% 水 20.0% 試驗結果表示本發明化合物為高度活性的萌前及/或萌 後除草劑及/或植物生長調節劑。這些化合物一般在萌後 雜草控制及萌前雜草控制(即在雜草幼苗冒出土壤之前施 用)顯示有最高活性。彼等中的許多化合物在需要完全控 制所有植物的地區有廣效性的萌前及/或萌後雜草控制效 用,這些地區例如燃料儲存罐周圍、工業倉儲區、停車 -124- 155859.doc 201141380 場、露天汽車電影院、機場、河岸、河灌區及其他水路、 廣告牌及公路以及鐵路結構周圍。本發明的許多化合物憑 藉作物與雜草間的撰摆 逛擇11代謝作用、或憑藉作物及雜草中 生理抑制位點的選擇性法ω ·+、、S _ 擇舌性、或憑藉選擇性放置在作物雜 草混合物的環境中或其上,而可用於在作物/雜草的混合 物中選擇性控制禾本科雜草及闊葉雜草。熟諳此技藝者將 瞭解到,這些在一種化合物或一群化合物中選擇性因子的 較佳組合可輕易地藉由進行例行的生物及/或生化分析試 驗來/則疋重要的辰藝作物(包括但不限於苜卷草 '大 麥'棉、小麥、油菜、甜菜、玉米(玉蜀黍)、高梁、黃 丑米#麥、化生、蔬菜、番祐、馬鈴薯)、多年生種 植作物(包括咖啡、可可、,,占p 奸J J油棕橺、橡膠植物、甘蔗、柑 橘、葡萄、果樹、堅果樹、香煮、爸煮、风梨、乾啤洒 A、茶樹)及森林(如桉樹及針葉樹(例如火炬松)),以 地物種(例如肯塔基藍草、聖奥古斯丁草、,狐草 O^nt吻fes⑽)及百慕達草)可能對本發明化合物顯示出 耐受性。本發明之化合物特別可用於選擇性控制多年生種 植作物(如甘嚴及柑橘)中的雜草。本發明化合物可用於基 因轉殖作物或培育具除草劑抗性的作物,表現對無脊椎^ 物害蟲有毒的蛋白(如蘇力菌毒素),及/或表現其他有 特性。熟習該領域之技藝人士將明瞭不是所有化合 有雜草皆有相同效果。或者,標的化合物可用於調節植物 生長。 因 為本發明化合物具有萌後及萌前除草活性,為了藉由 I55859.doc •125- 201141380 殺死或傷害植物或減少其生長來控制非所欲植物,該化合 物可藉由各種方法來有效施用’包含將—除草有效量的: 發明化合物,或包含該化合物之組合物,以及至少一種界 面活性劑、固體稀釋劑或液體稀釋劑’接觸葉子或非所欲 植物的其他部位或者非所欲植物的環境,如該非所欲植物 生長於其中的土壌或水,或是圍繞該非所欲植物之種子或 其他繁殖體的土壞或水。 一除草有效量的本發明化合物係藉由一些因子來測定。 這些因子包括:選擇的配方、施用的方法、劑量及當前的 植物種類、生長條件等等。一般來說’本發明化合物的除 草有效量約0.0〇〇25 “/以至2〇 kg/ha,較佳範圍約〇 〇〇2 kg/ha至1 kg/ha^熟諳此技藝者可輕易測定所需之除草有 效量’以達到雜草控制的期望水準。 也可將本發明化合物與一個或多個其他具有生物活性的 化合物或試劑(包括除草劑、除草劑安全劑、殺真菌劑、 殺蟲劑、殺線蟲劑、殺菌劑、殺蟎劑、生長調節素(像是 昆蟲蜆皮抑制劑及生根刺激劑)、化學滅菌劑、化學傳訊 物質(semiochemicals)、驅除劑(repeilents)、引誘劑、費洛 蒙、激食因子(feeding stimulants)、植物營養劑、其他具 有生物活性的化合物)或蟲生細菌、病毒或真菌混合,以 形成一多成分殺蟲劑,提供更廣效性的農業保護。本發明 化合物與其他除草劑的混合物可擴大對於額外雜草種類的 活性範圍’並抑制任何抗性生物型的增殖。因此本發明亦 關於一種姐合物,其包含一除草有效量的式1化合物及生 155859.doc -126- 201141380 額外具有生物活性的化合物或劑,旅Example F Microemulsion Compound 5 5.0% Polyvinylpyrrolidone-vinyl acetate copolymer Polyalkylpyrrolidone-vinyl acetate copolymer (alkylpolyglycoside) 30.0% Glycerol monooleic acid 15.0% water The 20.0% test results indicate that the compounds of the invention are highly active pre-emergence and/or post-emergence herbicides and/or plant growth regulators. These compounds are generally shown to have the highest activity after post-emergence weed control and pre-emergence weed control (i.e., before weed seedlings emerge from the soil). Many of these compounds have broad-spectrum pre-emergence and/or post-emergence weed control effects in areas where complete control of all plants is required, such as around fuel storage tanks, industrial storage areas, parking -124-155859.doc 201141380 Fields, open-air car cinemas, airports, river banks, river irrigation areas and other waterways, billboards and highways, and railway structures. Many of the compounds of the present invention rely on the selective metabolism of crops and weeds, or by the selective method of physiological inhibition sites in crops and weeds ω ·+, S _ 舌 舌, or by virtue of selectivity Placed in or on the environment of the crop weed mixture, and can be used to selectively control grass weeds and broadleaf weeds in a crop/weed mixture. Those skilled in the art will appreciate that these preferred combinations of selective factors in a compound or group of compounds can be readily performed by routine biological and/or biochemical assays to/or important artisan crops (including But not limited to 苜草草's barley' cotton, wheat, rapeseed, beet, corn (maize), sorghum, yellow ugly rice #麦, metaplastic, vegetable, yuyou, potato), perennial planting crops (including coffee, cocoa, ,, for example, JJ oil palm, rubber plant, sugar cane, citrus, grape, fruit tree, nut tree, boiled, dad boiled, pear, dried beer A, tea tree) and forest (such as eucalyptus and conifer (such as torch Pine)), native species (eg Kentucky bluegrass, St. Augustine, foxtail O^nt kiss fes (10)) and Bermuda grass may show tolerance to the compounds of the invention. The compounds of the invention are particularly useful for the selective control of weeds in perennial plantings such as sorghum and citrus. The compounds of the invention may be used in genetically transgenic crops or in the cultivation of herbicide-tolerant crops, exhibiting proteins that are toxic to invertebrate pests (e.g., sulphotoxin), and/or exhibit other characteristics. Those skilled in the art will understand that not all compounds have the same effect. Alternatively, the subject compound can be used to modulate plant growth. Since the compounds of the present invention have post-emergence and pre-emergence herbicidal activities, in order to control or control plants by killing or injuring plants or reducing their growth by I55859.doc • 125- 201141380, the compounds can be effectively administered by various methods. Included in the herbicidal effective amount: a compound of the invention, or a composition comprising the compound, and at least one surfactant, solid diluent or liquid diluent 'contacting leaves or other parts of an unwanted plant or undesired plants The environment, such as the soil or water in which the unwanted plant grows, or the soil or water surrounding the seed or other propagule of the unwanted plant. A herbicidally effective amount of a compound of the invention is determined by a number of factors. These factors include: the formulation selected, the method of administration, the dosage and current plant species, growth conditions, and the like. In general, the herbicidal effective amount of the compound of the present invention is about 0.0〇〇25"/up to 2 〇kg/ha, and the preferred range is about kg2 kg/ha to 1 kg/ha^. A herbicidally effective amount is required to achieve the desired level of weed control. The compounds of the invention may also be combined with one or more other biologically active compounds or agents (including herbicides, herbicide safeners, fungicides, insecticides). Agents, nematicides, fungicides, acaricides, growth regulators (such as insect molting inhibitors and rooting stimulants), chemical sterilants, semiochemicals, repellents, attractants, Pheromone, feeding stimulants, plant nutrients, other biologically active compounds) or worm-borne bacteria, viruses or fungi to form a multi-component pesticide that provides more broad-based agricultural protection Mixtures of the compounds of the invention with other herbicides can broaden the range of activity for additional weed species and inhibit the proliferation of any resistant biotype. The invention therefore also relates to a a compound comprising a herbicidally effective amount of a compound of formula 1 and a 155859.doc-126-201141380 additional biologically active compound or agent, brigade

物,或可將一個 物上有效量的至少—額 可進一步包含至少―界 稀釋劑。可在包含至少 明混合物,可將一個或多個其他具有生物活 '劑與式1化合物一同配製,以形成一預混 個或多個其他具有生物活性的化合物或劑與 式1化合物分開配製,並在施用前將配方結合在一起(例如 在一喷灑槽中),或者連續施用。 下面一或多個除草劑與一本發明化合物的混合物可能對 雜草控制特別有用.乙草胺(acet〇chl〇r)、亞喜芬 (acifluorfen)及其鈉鹽、苯草醚(aci〇nifen)、丙烯醛(2丙烯 路·)、拉卓(alachlor)、亞汰草(alloxydim)、草殺淨 (ametryn)、氨 α坐草酮(amicarbazone)、。密續隆 (amidosulfuron)、氣氨基吡啶酸(aminopyraiid)、胺環吡克 (aminocyclopyrachlor)及其曱酯和乙酯及其鈉鹽和鉀鹽、 氨基三唑(amitrole)、胺基磺酸銨、莎稗磷(anilofos)、亞 速爛(asulam)、草脫淨(atrazine)、四。坐喷確隆 (azimsulfuron)、敗 丁草胺(beflubutamid)、草除靈 (benazolin)、草除靈乙酷(benazolin-ethyl)、酸苯草酮 (bencarbazone)、倍尼芬(benfluralin)、。夫草黃 (benfuresate)、免速隆(bensulfuron-methyl)、地散碟 (bensulide)、 本達隆(bentazone)、 苯并雙環酮 (benzobicyclon)、α比草酮(benzofenap)、二環 u底口弄 155859.doc -127- 201141380 (bicyclopyrone)、必芬諾(bifenox)、畢拉草(bilanafos)、雙 草醚(bispyribac)及其鈉鹽、克草(bromacil)、溴丁酿草胺 (bromobutide)、溴盼肪(bromofenoxim)、溴苯 (bromoxynil)、辛溴苯(bromoxynil octanoate)、丁 基拉草 (butachlor)、布芬草(butafenacil)、抑草構(butamifos)、比 達寧(butralin) 、丁 苯草綱(butroxydim)、拔敵草 (butylate)、苯酮唾(cafenstrole)、卡草胺(carbetamide)、乙 基克繁草(carfentraz0ne-ethyl)、兒茶素(catechin)、甲氧基 護谷(chlomethoxyfen)、克攔本(chloramben)、氯漠隆 (chlorbromuron)、整形素(chlorflurenol-methyl)、殺草敏 (chloridazon)、氣 °密續隆(chlorimuron-ethyl)、綠麥隆 (chlorotoluron)、克普芬(chlorpropham)、氣續隆 (chlorsulfuron)、大克草(chlorthal-dimethyl)、草克樂 (chlorthiamid)、°引&quot;朵酮草醋(cinidon-ethyl)、環庚草鍵 (cinmethylin)、西速隆(cinosulfuron)、環苯草酮 (clefoxydim)、勉草同(clethodim)、炔草醋(clodinafop-propargyl)、可滅蹤(clomazone)、克普草(clomeprop)、畢 克草(clopyralid)、乙醇胺畢克草(clopyralid-olamine)、氯 g旨續草胺(cloransulam-methyl)、CUH-35(2-曱氧乙基 2-[[[4-氣-2-氟-5-[(l-甲基-2-丙炔基)氧基]苯基](3-氟苯甲醯 基)胺基]幾基]-1-環己烯-1-缓酸醋)、苄草隆(cumyluron)、 氰乃淨(cyanazine)、草滅特(cycloate)、環續隆 (cyclosulfamuron)、環殺草(cycloxydim)、丁基赛伏草 (cyhalofop-butyl)、2,4-D及其丁氧基乙酯、丁酯、異辛酯 155859.doc -128- 201141380 及異丙酯及其二甲基銨鹽、二乙醇胺鹽及三乙醇胺鹽、汰 草龍(daimuron)、得拉本(dalapon)、得拉本納((^13卩〇!1-sodium)、邁隆(dazomet)、2,4-DB及其二甲基敍鹽、舒鹽 及納鹽、甜菜安(desmedipham)'敵草淨(desmetryn)'汰克 草(dicamba)及其二甘醇胺鹽、二曱基敍鹽、舒鹽及鈉鹽、 二氣苯腈(dichlobenil)、滴丙酸(dichlorprop)、禾草靈 (diclofop-methyl)、雙氣石黃草胺(diclosulam)、野燕枯硫酸 二曱醋(difenzoquat metilsulfate) 、 0比氟醯草胺 (diflufenican)、二氟0比隆(diflufenzopyr)、惡坐隆 (dimefuron) 、 *»底草丹(dimepiperate)、二曱草胺 (dimethachlor)、異戊乙淨(dimethametryn)、汰草滅 (dimethenamid)、°塞吩草胺-P(dimethenamid-P)、獲萎得 (dimethipin)、雙甲基石申酸(dimethylarsinic acid)及其納 鹽、撻乃安(dinitramine)、特樂酴(dinoterb)、大芬滅 (diphenamid)、戴開特(diquat dibromide)、汰硫草 (dithiopyr)、達有龍(diuron)、DNOC、草多索(endothal)、 EPTC、戊草丹(esprocarb)、乙丁 烯氟靈(ethalfluralin)、胺 苯石黃隆(ethametsulfuron-methyl)、乙嗪草酮(ethiozin)、益 覆滅(ethofumesate)、氣乳醚(ethoxyfen)、亞速隆 (ethoxysulfuron)、乙氧苯草胺(etobenzanid)、芬殺草 (fenoxaprop-ethyl)、精 β惡0坐禾草靈(fenoxaprop-P-ethyl)、 芬殺芬(fenoxasulfone)、四 °坐草胺(fentrazamide)、非草隆 (fenuron)、去草隆(fenuron-TCA)、麥草氟曱酯(flamprop-methyl)、麥草 I 異丙酯(flamprop-M-isopropyl)、高效麥草 】55859.doc -129· 201141380The substance, or at least an amount of an effective amount of the substance, may further comprise at least a boundary diluent. The at least one clear mixture may be included, and one or more other biologically active agents may be formulated with the compound of Formula 1 to form a premixed or a plurality of other biologically active compounds or agents formulated separately from the compound of Formula 1, The formulations are combined together (e.g., in a spray tank) prior to application, or continuously. Mixtures of one or more of the following herbicides with a compound of the invention may be particularly useful for weed control. acetochlor (acet〇chl〇r), acifluorfen and its sodium salt, acetochlor (aci〇) Nifen), acrolein (2 propylene road), alachlor, alloxydim, ametryn, ammonia amicarbazone. Amidosulfuron, aminopyraiid, aminocyclopyrachlor and its oxime esters and ethyl esters, and their sodium and potassium salts, aminotriazoles, ammonium amine sulfonates, Anilofos, asulam, atrazine, four. Take azimsulfuron, beflubutamid, benazolin, benazolin-ethyl, bencarbazone, benfluralin. Benfuresate, bensulfuron-methyl, bensulide, bentazone, benzobicyclon, benzofenap, bicyclol Mouth 155859.doc -127- 201141380 (bicyclopyrone), bifenox, bianafos, bispyribac and its sodium salt, bromacil, bromobutachlor Bromobutide), bromofenoxim, bromoxynil, bromoxynil octanoate, butachlor, butafenacil, butamifos, bicanine Butralin), butroxydim, butarate, cafenstrole, carbeamide, carfentraz0ne-ethyl, catechin, Chlomethoxyfen, chloramben, chlorbromuron, chlorflurenol-methyl, chloridazon, chlorimuron-ethyl, green Chloroluron, chlorpropham, gas continuation (ch Lorsulfuron), chlorthal-dimethyl, chlorthiamid, ° cited &quot;cinidon-ethyl, cinmethylin, cinosulfuron, cyclic benzene Clofoxydim, clethodim, clodinafop-propargyl, clomazone, clomeprop, clopyralid, clopyralid- Olamine), chlorog, cloransulam-methyl, CUH-35 (2-oxoethyl 2-[[[4-[4-[[4-[ Alkynyloxy]phenyl](3-fluorobenzhydryl)amino]amino]-1-cyclohexene-1-acidic vinegar), cumyluron, cyanazine ), cycloate, cyclosulfamuron, cycloxydim, cyhalofop-butyl, 2,4-D and its butoxyethyl, butyl ester, Isooctyl ester 155859.doc -128- 201141380 and isopropyl ester and its dimethylammonium salt, diethanolamine salt and triethanolamine salt, daimuron, dalapon, delabener ( ^13卩〇!1-sodium), dazomet, 2,4-DB Its dimethyl salt, sulphate and sodium salt, desmedipham 'desmetryn' dicamba and its diglycolamine salt, dimercapto salt, sulphate and sodium Salt, dichlobenil, dichlorprop, diclofop-methyl, diclosulam, difenzoquat metilsulfate, 0 ratio Diflufenican, diflufenzopyr, dimefuron, *3 dimepiperate, dimethachlor, dimethametryn, Dimethenamid, ° dimethenamid-P, dimethipin, dimethylarsinic acid and its sodium salts, dinitramine, Tetra Dinoterb, diphenamid, diquat dibromide, dithiopyr, diuron, DNOC, endothal, EPTC, esprocarb ), ethalfluralin, ethametsulfuron-methyl, ethinoxaline (eth Iozin), ethofumesate, ethoxyfen, ethoxysulfuron, etobenzanid, fenoxaprop-ethyl, refined beta oxalate fenoxaprop-P-ethyl), fenoxasulfone, fentrazamide, fenuron, fenuron-TCA, flamprop-methyl, wheat straw I isopropyl ester (flamprop-M-isopropyl), high-efficiency wheat straw] 55859.doc -129· 201141380

It 曱酉旨(flamprop-M-methyl)、伏速隆(flazasulfuron)、雙氟 續草胺(florasulam)、伏寄普(fluazifop-butyl)、精°比氣禾草 靈(fluazifop-P-butyl)、異丙草醋(fluazolate)、狀 _ 續隆 (flucarbazone)、氟 °比續隆(flucetosulfuron)、貝殺寧 (fluchloralin)、氟°坐草胺(flufenacet)、氣健♦(flufenpyr)、 氟健&quot;秦草醋(flufenpyr-ethyl)、°坐嘴橫草胺(flumetsulam)、 敗稀草酸(flumiclorac-pentyl)、丙炔 |L 草胺(flumioxazin)、 可奪草(fluometuron)、乙缓氟草醚(fluoroglycofen-ethyl)、 就胺草 °坐(flupoxam)、氟咬啦續隆(flupyrsulfuron-methyl) 及其納鹽、芴丁醋(flurenol)、芴丁酯丁基(flurenol-butyl)、氟。定酮(fluridone)、氟嘻草酮(flurochloridone)、 氟氯比(fluroxypyr)、0夫草酮(flurtamone)、敗口塞甲草醋 (fluthiacet-methyl)、It 石黃胺草醚(fomesafen)、甲醯胺續隆 (foramsulfuron)、調節膦(fosamine-ammonium)、草敍膦 (glufosinate)、固殺草(glufosinate-ammonium)、嘉填塞 (glyphosate)及其鹽類如胺鹽、異丙胺鹽、卸鹽、納鹽(包 括倍半鈉鹽)及三曱基硫鹽(或者又名草硫膦(sulfosate))、 合速隆(halosulfuron-methyl)、敗0比乙禾靈(haloxyfop-etotyl)、曱基合氣氣(haloxyfop-methyl)、菲殺淨 (hexazinone)、HOK-201(iV-(2,4-二氟苯基)-1,5-二氫 曱乙基)-5-側氧-l-[(四氫-2//-吡喃-2-基)甲基]-47/-l,2,4-三 °坐-4-叛酿胺)、咪草酸曱醋(imazamethabenz-methyl)、甲 氧。米草煙(imazamox)、曱咪&quot;坐煙酸(imazapic)、依滅草 (imazapyr)、滅草喧(imazaquin)、滅草喧敍(imazaquin- 155859.doc -130- 201141380 ammonium)、咪草煙(imazethapyr)、味草煙敍鹽 (imazethapyr-ammonium)、依速隆(imazosulfuron)、茚草酮 (indanofan)、破曱績隆(iodosulfuron-methyl)、埃苯腈 (ioxynil)、辛醯峨苯腈(ioxynil octanoate)、磁苯腈鈉鹽 (ioxynil-sodium)、異丙隆(isoproturon)、愛速隆 (isouron)、 異惡草胺(isoxaben)、 異°惡°坐草酮 (isoxaflutole)、異惡氣草酮(isoxachlortole)、乳氟禾草靈 (lactofen)、環草定(lenacil)、理有龍(linuron)、抑芽素 (maleic hydrazide)、MCPA 及其鹽類(如 MCPA-二曱基敍 鹽、MCPA-鉀鹽及MCPA-鈉鹽)、酯類(如MCPA-2-乙基己 酯、MCPA- 丁氧基乙酯)及硫酯類(如MCPA-硫乙酯)、 MCPB及其鹽類(如MCPB-鈉鹽)及酯類(如MCPB-乙酯)、2 曱4氯丙酸(mecoprop)、精2曱4氯丙酸(mecoprop-P)、滅芬 草(mefenacet)、美福泰(mefluidide)、曱續胺橫隆 (mesosulfuron-methyl)、石肖草酮(mesotrione)、斯美地 (metam-sodium)、惡嗤酿草胺(metamifop)、苯嗪草酿I (metamitron)、滅草胺(metazachlor)、雙醚氣0比嘴確隆 (metazosulfuron)、甲基苯0塞隆(methabenzthiazuron)、甲基 石申酸(methylarsonic acid)及其弼鹽、單銨鹽、單納鹽及二 納鹽、曱基殺草隆(methyldymron)、甲氧苯草隆 (metobenzuron)、撲奪草(metobromuron)、莫多草 (metolachlor)、左旋莫多草(S-metolachlor)、石黃草。坐胺 (metosulam)、曱氧隆(metoxuron)、滅必淨(metribuzin)、 曱石黃隆(metsulfuron-methyl)、稻得壯(molinate)、綠谷隆 155859.doc -131 - 201141380 (monolinuron)、萘普草(naproanilide) ' 滅落脫 (napropamide)、納得爛(naptalam)、草不隆(neburon)、煙 喊續隆(nicosulfuron)、氣草敏(norflurazon)、坪草丹 (orbencarb)、°密苯胺石黃隆(orthosulfamuron)、氨續樂靈 (oryzalin)、丙炔惡草酮(oxadiargyl) ' 樂滅草(oxadiazon)、 環氧嘴續隆(oxasulfuron)、去稗安(oxaziclomefone)、復祿 芬(oxyfluorfen)、巴拉刘二氣鹽(paraquat dichloride)、克 草猛(pebulate)、壬酸(pelargonic acid)、施得圃 (pendimethalin)、平速爛(penoxsulam)、蔬草滅 (pentanochlor)、環戊惡草酮(pentoxazone)、佈福松 (perfluidone)、稀草胺(pethoxamid)、甜菜寧 (phenmedipham)、毒莠定(picloram)、毒莠定钟鹽 (picloram-potassium)、氟 °比酿草胺(picolinafen)、*坐琳草 醋(pinoxaden)、娘草構(piperophos)、普拉草 (pretilachlor)、氟°密石黃隆(primisulfuron-methyl)、氨氟樂靈 (prodiamine)、氯苯 β塞草酮(profoxydim)、撲滅通 (prometon)、撲草淨(prometryn)、雷蒙得(propachlor)、除 草靈(propanil)、普拔草(propaquizafop)、普拔根 (propazine)、苯胺靈(propham)、異丙草胺(propisochlor)、 丙苯項隆(propoxycarbazone)、戊炔草胺(propyzamide)、苄 草丹(prosulfocarb)、敗績隆(prosulfuron)、雙。坐草 (pyraclonil)、D比草 (pyraflufen-ethyl)、項醯草 °比脫 (pyrasulfotole) 、 °比 °坐膠(pyrazogyl) 、 ° 比唾特 (pyrazolynate)、苄草。坐(pyrazoxyfen)、百 速隆 155859.doc -132- 201141380 (pyrazosulfuron-ethyl)、°密°定月亏草醚(pyribenzoxim)、稗草 畏(pyributicarb)、必汰草(pyridate)、4-胺基-3-氯-6-(4-氯-2-氟-3-甲氧苯基)-2-吡啶羧酸(CAS號碼為943832-60-8)、 4-胺基-3-氯-6-(4-氯-2-氟-3-甲氧苯基)-2-吡啶羧酸曱酯 (CAS號碼為943831-98-9)、環酯草醚(pyriftalid)、嘧草醚 (pyriminobac-methyl)、嘯咬硫蕃(pyrimisulfan)、痛硫苯甲 酸(pyrithiobac)、痛草硫醚(pyrithiobac-sodium)、派羅克 殺草石風(pyroxasulfone)、甲氧石黃草胺(pyroxsulam)、快克草 (quinclorac)、氣甲01;淋酸(quinmerac)、莫克草 (quinoclamine)、快伏草(quizalofop-ethyl)、高效快伏草 (quizalofop-P-ethyl)、喷特(quizalofop-P-tefuryl)、玉 °密續 隆(rimsulfuron)、°密唆肪草醚(saflufenacil)、西殺草 (sethoxydim)、環草隆(siduron)、草滅淨(simazine)、西草 淨(simetryn)、績草酮(sulcotrione)、曱續草胺 (sulfentrazone)、曱嘴績隆(sulfometuron-methyl)、確醯續 隆(sulfosulfuron)、2,3,6-TBA、TCA、TCA鈉鹽、牧草胺 (tebutam)、得匍隆(tebuthiuron)、特。夫三 _ (tefuryltrione)、探播三酮(tembotrione)、得殺草 (tepraloxydim)、特草定(terbacil)、甲氧去草淨 (terbumeton)、草淨津(terbuthylazine)、特 丁淨 (terbutryn)、欣克草(thenylchlor)、°塞草定(thiazopyr)、綱 脲續草吩(thiencarbazone)、。塞吩石黃隆(thifensulfuron-methyl)、殺丹(thiobencarb)、仲草丹(tiocarbazil)、。比草續 (topramezone)、將草酮(tralkoxydim)、野燕畏(tri-allate)、 155859.doc -133- 201141380 醚苯續隆(triasulfuron)、三嗪氟草胺(triaziHam)、苯項隆 (tribenuron-methyl)、三氣比(triclopyr,triclopyr-butotyl)、 三氣比三乙基敍鹽(triclopyr-triethylammonium)、三地芬 (tridiphane)、草達津(trietazine)、三氣 α定續隆 (trifloxysulfuron)、三福林(trifluralin)、氟胺續隆 (triflusulfuron-methyl)、三氟曱績隆(tritosulfuron)及萬隆 (vernolate)。其他的除草劑也包括生物性殺草劑,如鏈格 孢(J/iemaria Simmons)、盤長孢狀刺盤抱 {Colletotrichum gloeosporiodes (Penz_) Penz. &amp; Sacc.)、核 腔菌wowoceras· (MTB-951))、疲孢漆斑菌 (Myrothecium verrucaria (Albertini &amp; Schweinitz) Ditmar: ?1463)、棕橺疫徽(/^&gt;^0/?/^办0厂£3!/&gt;&lt;3/»2卜0&quot;&lt;3(8111;1.);6111;1.)及 薪莫柄錄菌(PwcczWa Schub)。 本發明化合物也可用於與植物生長調節素(如艾維激素 (aviglycine)、iV-(苯甲基)-1丑-嘌吟-6-胺、丙酿芸苔素内酯 (epocholeone)、吉貝素(gibberellic acid)、吉貝素 A4及 A7、 超敏蛋白(harpin protein)、縮節胺(mepiquat chloride)、調 環酸約 (prohexadione calcium)、 茉莉酸丙醋 (prohydrojasmon)、復石肖紛鈉(sodium nitrophenolate)及抗 倒酯(trinexapac-methyl))及植物生長改變有機體(如仙人掌 桿菌品系)結合。 農用保護劑(亦即除草劑、除草劑安全劑、殺蟲劑、殺 真菌劑、殺線蟲劑、殺蟎劑和生物劑)之一般參考文獻包 H The Pesticide Manual, 13th Edition, C. D. S. Tomlin, Ed., 155859.doc -134- 201141380It flamprop-M-methyl, flazasulfuron, flurasulam, fluazifop-butyl, fluazifop-P-butyl ), fluazolate, flucarbazone, flucetosulfuron, fluchloralin, flufenacet, flufenpyr, Flubenpyr-ethyl, flumetsulam, flumiclorac-pentyl, propyne|flumioxazin, fluometuron, B Fluoroglycofen-ethyl, flupoxam, flupyrsulfuron-methyl and its sodium salt, flurenol, flurenol-butyl ),fluorine. Fluridone, flurochloridone, fluroxypyr, flurtamone, fluthiacet-methyl, it memesafen , foramsulfuron, fosamine-ammonium, glufosinate, glufosinate-ammonium, glyphosate and its salts such as amine salts, isopropylamine salts , unloading salt, sodium salt (including sesqui-sodium salt) and trimethylsulfonate (or sulphur sulfosate), halosulfuron-methyl, halogenfop-etotyl ), haloxyfop-methyl, hexazinone, HOK-201 (iV-(2,4-difluorophenyl)-1,5-dihydroanthraceneethyl)-5- Side oxy-l-[(tetrahydro-2//-pyran-2-yl)methyl]-47/-l, 2,4-three-seat-4-deacetamide), oxalic acid vinegar ( Imazamethabenz-methyl), methoxy. Rice grass smoke (imazamox), 曱米&quot; sit niazapic, imazapyr, imazaquin, imazaquin- 155859.doc -130- 201141380 ammonium, Imazethapyr, imazethapyr-ammonium, imazosulfuron, indanofan, iodosulfuron-methyl, ioxynil, octylbenzene Ioxynil octanoate, ioxynil-sodium, isoproturon, isouron, isoxaben, isoxaflutole, Isoxachlortole, lactofen, lenacil, linuron, maleic hydrazide, MCPA and its salts (eg MCPA-dioxin) Base salt, MCPA-potassium salt and MCPA-sodium salt), esters (such as MCPA-2-ethylhexyl ester, MCPA-butoxyethyl ester) and thioesters (such as MCPA-thioethyl ester), MCPB And its salts (such as MCPB-sodium salt) and esters (such as MCPB-ethyl ester), 2 曱4 chloropropionic acid (mecoprop), refined 2曱4 chloropropionic acid (mecoprop-P), fenfen Mefenacet, mefluidide, mesosulfuron-methyl, mesotrione, metam-sodium, metamifop, benzene Metaamitron, metazachlor, meta-ether gas, metaazosulfuron, methabenzthiazuron, methylarsonic acid, and phosphonium salts thereof Monomonoammonium, mono- and di-sodium salts, methyldymron, metobenzuron, metobromuron, metolachlor, levomopoly S-metolachlor), stone yellow grass. Metasulam, metaxuron, metribuzin, metsulfuron-methyl, rice, and gluten 155859.doc -131 - 201141380 (monolinuron) , naproanilide 'napropamide, naptalam, neburon, nicosulfuron, norflurazon, orbencarb, ° orthosulfamuron, oryzalin, oxadiargyl 'oxadiazon, oxasulfuron, oxaziclomefone, Oxyfluorfen, paraquat dichloride, pebulate, pelargonic acid, pendimethalin, penoxsulam, pentanochlor , pentoxazone, perfluidone, pethoxamid, phenmedipham, picloram, picloram-potassium, fluorine ratio Amine (picolinafen), * sitting on the grass vinegar (pinox Aden), piperophos, pretilachlor, primisulfuron-methyl, prodiamine, profoxydim, chlorpyrifos Prometon), prometryn, propachlor, propanil, propaquizafop, propazine, propham, propisochlor , propoxycarbazone, propyzamide, prosulfocarb, prosulfuron, bis. Sitting on grass (pyraclonil), D-pyraflufen-ethyl, 醯 ° py (pyrasulfotole), ° ratio (pyrazogyl), ° than pyroline (pyrazolynate), benzylaceous. Sit (pyrazoxyfen), Baisonglong 155859.doc -132- 201141380 (pyrazosulfuron-ethyl), ° ° 亏 亏 亏 亏 亏 亏 py py py py py py py py py py py py py py py py py py py py py py py py py py py py py py py py py py py py py py py py py 3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-2-pyridinecarboxylic acid (CAS number 943832-60-8), 4-amino-3-chloro- Ethyl 6-(4-chloro-2-fluoro-3-methoxyphenyl)-2-pyridinecarboxylate (CAS number 943831-98-9), pyrifalid, pyriminobac -methyl), pyrimisulfan, pyrithiobac, pyrithiobac-sodium, pyroxasulfone, pyrroxsulam , quinclorac, gas nail 01; quinmerac, quinoclamine, quizalofop-ethyl, quizalofop-P-ethyl, quizalofop -P-tefuryl), rimsulfuron, saflufenacil, sethoxydim, siduron, simazine, xicaojing Simetryn), sulcotrione, chlorpyrifos (sulfentrazone), sulfometuron-methyl, sulfosulfuron, 2,3,6-TBA, TCA, TCA sodium salt, forage (tebutam), tebuthiuron, special . _ tefuryltrione, tembotrione, tepraloxydim, terbacil, terbumeton, terbuthylazine, terbutryn ), thenylchlor, thiazopyr, and thiencarbazone. Thifensulfuron-methyl, thiobencarb, tiocarbazil. Topramezone, tralkoxydim, tri-allate, 155859.doc -133- 201141380 triasulfuron, triazihal, triphenylamine Tribenuron-methyl, triclopyr, triclopyr-butotyl, triclopy-triethylammonium, tridiphane, trietazine, trigas Trifloxysulfuron, trifluralin, triflusulfuron-methyl, tritosulfuron, and vernolate. Other herbicides include biological herbicides such as J/iemaria Simmons, Colletotrichum gloeosporiodes (Penz_) Penz. &amp; Sacc., and the genus Wowoceras ( MTB-951)), Myrothecium verrucaria (Albertini &amp; Schweinitz) Ditmar: ?1463), brown plague emblem (/^&gt;^0/?/^do 0 factory £3!/&gt;&lt;3/»2卜0&quot;&lt;3(8111;1.);6111;1.) and PwcczWa Schub. The compounds of the present invention are also useful for use with plant growth regulators (e.g., aviglycine, iV-(benzyl)-1 ugly-indol-6-amine, eucalyptolone (epocholeone), Gibberellic acid, gemcitabine A4 and A7, harpin protein, mepiquat chloride, prohexadione calcium, prohydrojasmon, refractory Sodium nitrophenolate and trinexapac-methyl are combined with plant growth-altering organisms such as the Cactus strain. General References for Agricultural Protectants (ie Herbicides, Herbicide Safeners, Insecticides, Fungicides, Nematicides, Acaricides and Biological Agents) H The Pesticide Manual, 13th Edition, CDS Tomlin, Ed ., 155859.doc -134- 201141380

British Crop Protection Council, Farnham, Surrey, U.K., 2003 Sl The BioPesticide Manual, 2nd Edition, L. G.British Crop Protection Council, Farnham, Surrey, U.K., 2003 Sl The BioPesticide Manual, 2nd Edition, L. G.

Copping, Ed., British Crop Protection Council, Farnham, Surrey, U.K.,2001。 在使用一個或多個這些各種不同的混合部分的實施例 中’這些各種不同的混合部分(全部)與式1化合物的重量百 分比通常在約1:3000至約3000:1之間。值得注意的是介於 約1:300至約300:1之間的重量比(例如介於約1:3〇至約3〇:1 之間的重量比)。熟習該領域之技藝人士透過簡單實驗, 可輕易測定要達到所需生物活性範圍所需的活性成分之生 物有效ϊ。顯而易見地是,包括這些額外成分可擴展雜草 控制的範圍,使其超出單獨使用式丨化合物所控制的範 圍。 在某些情況中,本發明化合物與其他生物活性(特別是 除草性)化合物或試劑(即活性成份)的結合可在雜草上造成 加一大於二(即協同作用)的效果及/或在作物或其他所欲 植物上造成一加一小於二的效果(即安全保護)。減少釋放 到環境中的活性成分數量’同時確保有效的蟲害控制,始 終疋人們想要的。使用較多劑量的活性成份以提供更有效 的雜草控制但卻不t對作物造成過度傷害的能力也是被需 要的。當除草活性成分於施用比例展現農藝上足夠程度之 草控制協同作用,該組合可有益於減少作物生產成本及 -s兄負擔§除草活性成分保護作物安全時,該組合 可藉由減少雜草競爭以有益於增加作物保護。 155859.doc -135- 201141380 值得注意的是本發明化合物與至少一其他除草活性成分 的組合。特別值得注意的是一種組合,其甲該其他除草活 性成分具有與本發明化合物不同的作用位點。在特定實例 中,與至少一其他具有相似控制範圍但作用位點不同的除 草活性成分組合,會特別有益於抗性管理。因此,本發明 組合物可進一步包含除草有效量之至少一額外除草活性成 分,此成分具有相似控制範圍但不同作用位點。Copping, Ed., British Crop Protection Council, Farnham, Surrey, U.K., 2001. In embodiments in which one or more of these various different mixing moieties are used, the weight percentages of these various different mixing moieties (all) to the compound of Formula 1 are typically between about 1:3000 and about 3000:1. Of note is a weight ratio between about 1:300 to about 300:1 (e.g., a weight ratio between about 1:3 Torr to about 3 〇:1). Those skilled in the art can readily determine the effective enthalpy of the active ingredient required to achieve the desired biological activity range through simple experimentation. Obviously, the inclusion of these additional ingredients extends the range of weed control beyond the range controlled by the sputum compound alone. In certain instances, the combination of a compound of the invention with other biologically active (especially herbicidal) compounds or agents (i.e., active ingredients) can cause a greater than two (i.e., synergistic) effect on the weeds and/or One plus one less than two effects (ie, safety protection) on crops or other desired plants. Reducing the amount of active ingredients released into the environment while ensuring effective pest control is always what people want. The ability to use more doses of active ingredient to provide more effective weed control but not to cause excessive damage to the crop is also desirable. When the herbicidal active ingredient exhibits a sufficient degree of agronomically controlled synergy in the application ratio, the combination can be beneficial to reduce crop production costs and the burden of the herbicide active ingredient to protect crop safety, the combination can be achieved by reducing weed competition To help increase crop protection. 155859.doc -135- 201141380 Notably the combination of a compound of the invention with at least one other herbicidal active ingredient. Of particular note is a combination wherein the other herbicidal active ingredient has a different site of action than the compound of the invention. In a particular embodiment, combination with at least one other herbicidal active ingredient having a similar control range but different sites of action may be particularly beneficial for resistance management. Accordingly, the compositions of the present invention may further comprise a herbicidally effective amount of at least one additional herbicidal active ingredient having a similar range of control but different sites of action.

本發明化合物也可用於與除草劑安全劑(如草毒死 (allidochlor)、解草嗪(benoxacor)、丨_溴 一_[(氣曱基)磺醯 基]苯、解毒喹(cloquintocet-mexyl)、苄草隆(cumylur〇n)、 解草胺腈(cyometrinil)、環丙磺醯胺(cypr〇sulfamide)、殺 草隆(diamuron)、一 氣丙嫦胺(dichlormid)、二環農 (dicyclonon)、4-(二氣乙醯基)小氧_4_氮螺[4 5]癸烷(M〇N 4660)、2-(二氣曱基)_2-曱基-1,3-二噁戊烷(mg 191)、哌草 丹(dimepiperate)、解草唑(fenchl〇raz〇ie_ethyi)、解草口定 (fenclorim)、解草安(fiuraz〇ie)、氟草聘(f]lux〇fenim)、呋 喃解草唑(furilazole)、H-3 1868、雙苯惡唑酸(isoxadifen_ ethyl)、LAB 147886、M-32988、吡唑解草酯(mefenpyr_ diethyl)美芬而;J· (mephenate)、P4 滅草(methoxyphenone)、 萘二緩酸酐(naphthalic anhydride)及解草腈(oxabetrinil))結 合以增加某些作物的安全性。解毒有效劑量的除草劑安全 劑可與本發明化合物同時施用,或作為種子處理之用。因 此’本發明的一個面向係關於一種除草混合物’其包含一 本發明化合物及一解毒有效量的除草劑安全劑。種子處理 155859.doc •136· 201141380 在選擇性雜草控制上特別有用,因為可物理性地限制對作 物植物解毒。因此,本發明的一種特別有用的實施例係一 種選擇㈣制作物令非所欲植物之生長的方法,其包含將 除草有效里的本發明化合物與該作物區域接觸,並將生成 該作物的種子以解毒有效量的安全劑處理。安全劑的解毒 有效量可經由熟諳此技藝者透過簡單實驗輕易地測定。 用於非所欲植物的較佳控制(如低使用率、較大範圍的 雜草控制或作物安全增強)或預防抗性雜草發展較佳地係 本發明化&amp;物與除草劑的混合物,該除草劑係選自由草殺 淨(ametryn)、胺環吡克(amin〇cycl〇pyrachi〇r)、氣氨基吡 啶酸(aminopyralid)、草脫淨(atrazine)、克草(br〇macil)、 氯磺隆(chl〇rsulfuron)、可滅蹤(ci〇maz〇ne)、達有龍 (diuron)、草銨膦(giuf〇sinate)、固殺草(gluf〇sinate_ ammonium)、草甘膦(特別是草甘膦異丙胺鹽、草甘膦鈉 鹽、草甘膦鉀鹽、草甘膦三曱基硫鹽)、菲殺淨 (hexazinone)、甲咪哇煙酸(imazapic)、依滅草 (imazapyr)、曱續隆(metsulfuron-methyl)、I 草敏 (norflurazon)、氨磺樂靈(oryzalin)、巴拉刈二氯鹽 (paraquat dichloride)、施得圃(pendimethalin)、玉嘧磺隆 (rimsulfuron)、草滅淨(simazine)、曱嘧磺隆(sulfometuron-methyl)、三氣比(triclopyr、triclopyr-butotyl)及三氣比三 乙基敍鹽(triclopyr-triethylammonium) 〇 具體的混合物(化合物編號參考索引表A中的化合物)列 於表A1至表A12中。表A1中,列標題「成分(a)」及「成分 155859.doc •137· 201141380 (b)」下的每行都具體揭露了一種成分(a)(其係化合物1)與 成分(b)除草劑的混合物。例如,表A1的第一行揭露了一 種化合物1與草殺淨(ametryn)的混合物。 表A1 成分(a) 成分(b) 化合物1 草殺淨(ametryn) 化合物1 胺環α比克(aminocyclopyrachlor) 化合物1 氣氨基°比咬酸(aminopyralid) 化合物1 草脫淨(atrazine) 化合物1 克草(bromacil) 化合物1 氯續隆(chlorsulfuron) 化合物1 可滅縱(clomazone) 化合物1 達有龍(diuron) 化合物1 草敍膦(glufosinate) 化合物1 草甘膦 化合物1 菲殺淨(hexazinone) 化合物1 曱°米°坐煙酸(imazapic) 化合物1 依滅草(imazapyr) 化合物1 曱續隆(metsulfuron-methyl) 化合物1 氟草敏(norflurazon) 化合物1 氨續樂靈(oryzalin) 化合物1 巴拉別二氯鹽(paraquat dichloride) 化合物1 施得圃(pendimethalin) 化合物1 玉痛續隆(rimsulfuron) 化合物1 草滅淨(simazine) 化合物1 曱嘴續隆(sulfometuron-methyl) 化合物1 三氯比(triclopyr) 表A2至表12除了 「成分(a)」欄標題下的各項係以下列 各成分(a)欄位名稱代替之外,各與上述表A1架構相同。 因此,例如在表A2中,「成分(a)」欄標題下之名稱均標為 155859.doc -138- 201141380 —行具體揭露一種化合 表A3至A12係類似架 化合物2」,且表A2中欄標題下第 物2與草殺淨(ametryn)之混合物。 構。 表格代號 成分(a)攔位名稱 A2 化合物2 A3 化合物3 A4 化合物4 A5 化合物5 A6 化合物6 A7 化合物7 表格代號 成分(a)欄位名稱 A8 化合物8 A9 化合物9 A10 化合物10 All 化合物11 A12 化合物12 表B1列出成分(a)與成分(b)之具體組合,用以說明本發 明混合物、組合物及方法。表B1的第二欄列出具體的成分 (b)化合物(如第一項中的r草殺淨(ametryn)」)。表b 1的第 二、苐四及第五攔列出成分(b)化合物通常在施用於田間栽 培作物時相對於成分(a)的重量比範圍。因此,例如表B i 的欄標題下面第一行具體揭露了化合物5與草殺淨 (ametryn)的組合,其通常施用的重量比在1 : 364至3 : 1之 間,更通常施用的重量百分比在1 ·· 121至1:2之間,且最 通常施用的重量百分比在1 : 22至1 : 4之間。表B1其餘行 的架構相似。 表B1 成分(a) 成分(b) 通常的 重量比 更通常的 重量百分 比 最通常的 重量百分 比 化合物5 草殺淨(ametryn) 1:364 至 3:1 1:121 至 1:2 1:22至 1:4 化合物5 胺環吡克 (aminocyclopyrachlor) 1:205 至 6:1 1:68 至 2:1 9:1 至 1:2 I55859.doc •139· 201141380 成分(a) 成分(b) 通常的 重量比 更通常的 重量百分 比 最通常的 重量百分 比 化合物5 氣氧基°比咬酸(aminopyralid) 1:41 至 112:1 1:13 至 38:1 1:1 至 7:1 化合物5 草脫淨(atrazine) 1:205至 6:1 1:68 至 2:1 1:17 至 1:3 化合物5 克草(bromacil) 1:768 至 6:1 1:256 至 2:1 1:24 至 1:3 化合物5 氯續隆(chlorsulfuron) 1:13 至 336:1 1:4至 112:1 2:1 至21:1 化合物5 可滅縱(clomazone) 1:74 至 16:1 1:24 至 6:1 1:6 至 2:1 化合物5 達有龍(diuron) 1:768至 6:1 1:256 至 2:1 1:24 至 1:3 化合物5 草敍膦(glufosinate) 1:137 至 9:1 1:45 至 3:1 1:11至 1:2 化合物5 草甘膦 1:137 至 9:1 1:45 至 3:1 1:11至 1:2 化合物5 菲殺淨(hexazinone) 1:1028至 2:1 1:342 至 1:3 1:85 至 1:11 化合物5 甲ϋ米嗤煙酸(imazapic) 1:41 至 112:1 1:13 至 38:1 1:1 至 7:1 化合物5 依滅草(imazapyr) 1:171 至 27:1 1:57 至 9:1 1:5 至 2:1 化合物5 甲績隆(metsulfuron-methyl) 1:4至 1120:1 1:1至 374:1 7:1 至70:1 化合物5 氟草敏(norflurazon) 1:1509至 1:2 1:503 至 1:4 1:125 至 1:16 化合物5 氨續樂靈(oryzalin) 1:1028 至 5:1 1:342 至 2:1 1:32 至 1:4 化合物5 巴拉刈二氯鹽(paraquat dichloride) 1:298 至 4:1 1:99 至 2:1 1:24至 1:4 化合物5 施得圃(pendimethalin) 1:380 至 4:1 1:126 至 2:1 1:31至 1:4 化合物5 玉嘲續隆(rimsulfuron) 1:12 至 96:1 1:4至 32:1 1:1 至 8:1 化合物5 草滅淨(simazine) 1:13 至 9:1 1:4至 3:1 1:4 至 2:1 155859.doc •140- 201141380 成分(a) 成分(b) 通常的 重量比 更通常的 重量百分 比 最通常的 重量百分 比_〆. 化合物5 甲0密續隆(sulfometuron-methyl) 1:6 至 17:1 1:2 至 6:1 1:2 至 4:1 化合物5 二氯比(triclopyr) 1:45 至 3:1 1:15 至 1:2 1:15直 I:2 表B2至表B17除了「成分(a)」攔標題下的各項係以下列 各成分⑷欄位名稱代替之外,各與上述表B丨架構相同。 因此,例如在表B2中,「成分(a)」攔標題下的各項均表禾 為「化合物13」,且表B2攔標題下面的第一行具體揭露了 一種化合物13與草殺淨(arnetryn)的混合物,其通常施用的 重量比在1 : 364至3 : 1之間,更通常施用的重量比在i : m至1:2之間’且最通常施用的重量比在1 : 22至1 : 4之 間。表B3至表B17的架構相似。 表格代號 成分(a)欄位名稱 表格代號 成分(a)攔位名稱 B2 化合物13 B10 化合物51 B3 化合物18 B11 化合物55 B4 化合物19 B12 化合物56 B5 化合物20 B13 化合物70 B6 化合物21 B14 化合物126 B7 化合物24 B15 化合物127 B8 化合物27 B16 化合物137 B9 化合物50 B17 化合物147 本發明化合物也可用於與植物生長調節素(如艾維激素 (aviglycine)、#-(苯曱基)-1丑-嘌呤-6-胺、丙醯芸苔素内略 (epocholeone)、吉貝素(gibberellic acid)、吉貝素 a4及 A7、 超敏蛋白(harpin protein)、縮節胺(mepiquat chloride)、調 環酸妈(prohexadione calcium)、 茉莉酸丙嗤 155859.doc -141 - 201141380 (prohydrojasmon)、復硝酌鈉(s〇dium nitrophenolate)及抗 倒酯(trinexapac-methyl))及植物生長改變有機體(如仙人掌 桿菌 品系)結合。 農用保護劑(亦即除草劑、除草劑安全劑、殺蟲劑、殺 真菌劑、殺線蟲劑、殺蟎劑和生物劑)之一般參考文獻包 括 772e Ρ以&quot;cz.A Μα/, 73Α 出⑽,c. D. S. Tomlin,Ed.,The compounds of the invention may also be used in combination with herbicide safeners (such as allidochlor, benoxacor, 丨_bromo-[[曱曱)sulfonyl]benzene, cloquintocet-mexyl ), cumylur〇n, cyometrinil, cypr〇sulfamide, diamuron, dichlormid, dicyclonon ), 4-(dioxalyl)oxyl_4_azaspiro[4 5]decane (M〇N 4660), 2-(dimethylfluorenyl)_2-fluorenyl-1,3-dioxin Pentane (mg 191), dimepiperate, fenflurazole (fenchl〇raz〇ie_ethyi), fenclorim, fiuraz〇ie, flucene (f]lux〇 Fenim), furilazole, H-3 1868, isoxadifen_ethyl, LAB 147886, M-32988, mefenpyr_diethyl methacrylate; J· (mephenate ), P4 methoxyphenone, naphthalic anhydride and oxabetrinil combine to increase the safety of certain crops. A detoxifying effective amount of the herbicide safener can be administered simultaneously with the compound of the invention or as a seed treatment. Thus, one aspect of the invention relates to a herbicidal mixture which comprises a compound of the invention and a detoxifying effective amount of a herbicide safener. Seed Treatment 155859.doc •136· 201141380 Particularly useful in selective weed control because it physically limits the detoxification of crop plants. Thus, a particularly useful embodiment of the present invention is a method of selecting (iv) a product for growing a non-desired plant comprising contacting a herbicidal active compound of the invention with the crop region and producing a seed of the crop Treated with a detoxifying effective amount of safener. The detoxification effective amount of the safener can be easily determined by a person skilled in the art through a simple experiment. Preferred controls for undesired plants (such as low usage, greater range of weed control or crop safety enhancement) or prevention of resistant weed development are preferably mixtures of the present invention with herbicides. The herbicide is selected from the group consisting of ametryn, amin〇cycl〇pyrachi〇r, aminopyralid, atrazine, br〇macil. , chlorsulfuron (chl〇rsulfuron), ci〇maz〇ne, diuron, giuf〇sinate, gluf〇sinate_ ammonium, glyphosate (especially glyphosate isopropylamine salt, glyphosate sodium salt, glyphosate potassium salt, glyphosate tridecyl sulphate), hexazinone, imazapic, imipenem Imazapyr, metsulfuron-methyl, norflurazon, oryzalin, paraquat dichloride, pendimethalin, rimsulfuron Rimsulfuron), simazine, sulfometuron-methyl, trigaster ratio (triclopyr, triclopyr-buto Tyl) and tri-gas to triethyl sulphate (triclopyr-triethylammonium) 〇 The specific mixture (compound number in the compound reference index table A) is listed in Tables A1 to A12. In Table A1, each of the columns under the headings "Component (a)" and "Component 155859.doc • 137· 201141380 (b)" specifically discloses a component (a) (the compound 1) and the component (b). a mixture of herbicides. For example, the first row of Table A1 discloses a mixture of Compound 1 and ametryn. Table A1 Ingredient (a) Ingredient (b) Compound 1 ametryn Compound 1 Aminocyclopyrachlor Compound 1 Amino Aminopyral Compound 1 Atrazine Compound 1 g Grass (bromacil) compound 1 chlorsulfuron compound 1 clomazone compound 1 diuron compound 1 glufosinate compound 1 glyphosate compound 1 hexazinone compound 1 曱°米° 烟 酸 acid (imazapic) Compound 1 imazapyr compound 1 metsulfuron-methyl compound 1 flurazepam (norflurazon) compound 1 amlexazole (oryzalin) compound 1 Paraquat dichloride compound 1 pendimethalin compound 1 rimsulfuron compound 1 simazine compound 1 sulfometuron-methyl compound 1 triclopy (triclopyr) Tables A2 to 12 are the same as those in Table A1 above except that the items under the heading "Component (a)" are replaced by the names of the following components (a). Therefore, for example, in Table A2, the names under the heading "Ingredient (a)" are all labeled 155859.doc -138- 201141380 - a specific disclosure of a compound of Forms A3 to A12 is shown in Table A2, and in Table A2. A mixture of the second object and the ametryn under the column heading. Structure. Table Code Component (a) Block Name A2 Compound 2 A3 Compound 3 A4 Compound 4 A5 Compound 5 A6 Compound 6 A7 Compound 7 Table Number Component (a) Field Name A8 Compound 8 A9 Compound 9 A10 Compound 10 All Compound 11 A12 Compound 12 Table B1 lists specific combinations of ingredients (a) and (b) to illustrate the mixtures, compositions and methods of the invention. The second column of Table B1 lists the specific ingredients (b) compounds (such as the ametryn in the first item). The second, fourth and fifth barriers of Table b 1 list the weight ratio of the component (b) compound to the component (a) when applied to a field planting crop. Thus, for example, the first row below the column heading of Table B i specifically discloses a combination of Compound 5 and ametryn, which is typically applied at a weight ratio of between 1:364 and 3:1, more typically the weight applied. The percentage is between 1 · 121 and 1: 2, and the most commonly applied weight percentage is between 1: 22 and 1: 4. The rest of the rows in Table B1 are similar in architecture. Table B1 Ingredient (a) Ingredient (b) Normal weight ratio More normal weight percentage Most common weight percentage Compound 5 Ametryn 1:364 to 3:1 1:121 to 1:2 1:22 to 1:4 Compound 5 Aminocyclopyrachlor 1:205 to 6:1 1:68 to 2:1 9:1 to 1:2 I55859.doc •139· 201141380 Ingredient (a) Ingredient (b) Normal Weight ratio more usual weight percentage most common weight percentage compound 5 oxyl ° ratio aminopyralid 1:41 to 112:1 1:13 to 38:1 1:1 to 7:1 compound 5 (atrazine) 1:205 to 6:1 1:68 to 2:1 1:17 to 1:3 Compound 5 gram (bromacil) 1:768 to 6:1 1:256 to 2:1 1:24 to 1 :3 Compound 5 Chlorsulfuron 1:13 to 336:1 1:4 to 112:1 2:1 to 21:1 Compound 5 can be eliminated (clomazone) 1:74 to 16:1 1:24 to 6:1 1:6 to 2:1 Compound 5 has diuron 1:768 to 6:1 1:256 to 2:1 1:24 to 1:3 Compound 5 Glufosinate 1:137 To 9:1 1:45 to 3:1 1:11 to 1:2 Compound 5 Glyphosate 1:137 to 9:1 1:45 to 3:1 1:11 to 1:2 Compound 5 Hexazinone 1:1028 to 2:1 1:342 to 1:3 1:85 to 1:11 Compound 5 Indomethacin imazapic 1:41 to 112:1 1:13 to 38: 1 1:1 to 7:1 Compound 5 Imazapyr 1:171 to 27:1 1:57 to 9:1 1:5 to 2:1 Compound 5 metsulfuron-methyl 1:4 To 1120:1 1:1 to 374:1 7:1 to 70:1 Compound 5 Fluoride (norflurazon) 1:1509 to 1:2 1:503 to 1:4 1:125 to 1:16 Compound 5 Ammonia Oryzalin 1:1028 to 5:1 1:342 to 2:1 1:32 to 1:4 Compound 5 Paraquat dichloride 1:298 to 4:1 1:99 to 2:1 1:24 to 1:4 Compound 5 (pendimethalin) 1:380 to 4:1 1:126 to 2:1 1:31 to 1:4 Compound 5 Jade sulphur (rimsulfuron) 1:12 to 96:1 1:4 to 32:1 1:1 to 8:1 Compound 5 simazine 1:13 to 9:1 1:4 to 3:1 1:4 to 2:1 155859.doc • 140- 201141380 Ingredient (a) Ingredient (b) Normal weight ratio More normal weight percentage Most common weight percentage _〆. Compound 5 sulfometuron-methyl 1:6 to 17:1 1:2 To 6:1 1:2 to 4:1 Compound 5 chlorolopyr 1:45 to 3:1 1:15 to 1:2 1:15 straight I:2 Table B2 to Table B17 except the "component (a)" block under the heading Except for the column names of the components (4), the columns are the same as the above table B. Therefore, for example, in Table B2, the items under the heading "Component (a)" are "Compound 13", and the first line below the heading of Table B2 specifically discloses a compound 13 and grass killing ( A mixture of arnetryn) which is usually applied at a weight ratio of between 1:364 and 3:1, more typically a weight ratio between i:m and 1:2 and the most commonly applied weight ratio is 1:22. Between 1:4. The structures of Tables B3 through B17 are similar. Table Code Component (a) Field Name Table Code Component (a) Block Name B2 Compound 13 B10 Compound 51 B3 Compound 18 B11 Compound 55 B4 Compound 19 B12 Compound 56 B5 Compound 20 B13 Compound 70 B6 Compound 21 B14 Compound 126 B7 Compound 24 B15 Compound 127 B8 Compound 27 B16 Compound 137 B9 Compound 50 B17 Compound 147 The compound of the present invention can also be used with plant growth regulators (such as aviglycine, #-(phenylhydrazino)-1 ugly-嘌呤-6 -amine, epocholeone, gibberellic acid, gemcitabine a4 and A7, harpin protein, mepiquat chloride, glutinous acid mom Prohexadione calcium), jasmonate gamma 155859.doc -141 - 201141380 (prohydrojasmon), s〇dium nitrophenolate and trinexapac-methyl) and plant growth-altering organisms (eg Cactus) Combine. General references for agricultural protective agents (ie herbicides, herbicide safeners, insecticides, fungicides, nematicides, acaricides and biologics) include 772e &" &quot;cz.A Μα/, 73Α Out (10), c. DS Tomlin, Ed.,

British Crop Protection Council, Farnham, Surrey, U.K., 20奶反 The BioPesticide Manual, 2nd Edition, L· G.British Crop Protection Council, Farnham, Surrey, U.K., 20 Milk Against The BioPesticide Manual, 2nd Edition, L·G.

Copping, Ed., British Crop Protection Council, Farnham, Surrey,U.K·,2001。 下面試驗證實本發明化合物對特定雜草的控制 而該化合物提供之除草控制不限於這些物種。化合物的名 述見索引表A、B、cmF。下列縮寫係使用於下3 的表A、B、C、DAE : c係環’ ”係正,_三級,_气 基’ Et係乙基’ Pr係丙基,Bu#丁基,^係己基,四產 基係、1氫„比喃環連接在4_位置,四氫吱喃u =四氫咬喃環連接在2_位置,OMe係甲氧基,⑽係乙 W係甲硫基,Ph係苯基'缩寫「Εχ」表示「負 :㈣且明其,後二數字意指在該實例中製備該化合物。除# 高同位素加人Η+(分子量為υ至分子所形成最 Ί又母離子(Μ+1)的分子量來記述於下表 使用常壓化學游離法(ΑΡ+)或電喷灑游離 分析法觀察,「Γ “τ麗游離法(ESI)之質譜 寫Cmpd.N〇.」表示化合物編號。 155859.doc -142- 201141380Copping, Ed., British Crop Protection Council, Farnham, Surrey, U.K., 2001. The following test demonstrates the control of specific compounds in the compounds of the present invention and the herbicidal control provided by the compounds is not limited to these species. The names of the compounds are shown in index tables A, B, and cmF. The following abbreviations are used in Tables A, B, C, and DAE of the following 3: c-rings are positive, _ tertiary, _ gas-based 'Etethyl' Pr-propyl, Bu#butyl, ^ Hexyl, four-base system, 1 hydrogen 比 is connected to the 4_ position, tetrahydrofuran u = tetrahydroanthracene ring is attached at the 2_ position, OMe is methoxy, (10) is B-methylthio , Ph-phenyl" abbreviation "Εχ" means "negative: (d) and clearly, the latter two numbers mean the preparation of the compound in this example. In addition to #高isolation plus human Η + (molecular weight is the most formed by the molecule) The molecular weight of ruthenium and parent ion (Μ+1) is described in the following table using atmospheric pressure chemical free method (ΑΡ+) or electrospray free analysis method, and the mass spectrum of Γ“τ丽自由法(ESI) is written as Cmpd. N〇." indicates the compound number. 155859.doc -142- 201141380

索引表AIndex table A

Cmpd No. A R5 R4 ^N.M.R/M.S. 1 A-l F OEt @ 2 (Ex. 1) A-l OEt OEt 本氺 3 A-l OMe OMe @ 4 (Ex. 2) A-l OEt OMe *本 5 A-l OMe OEt @ 6 A-l CH2OCH3 OMe 547 7 A-l CH2OH OMe 533 8 (Ex. 3,5) A-4 OMe OMe 氺氺 9 (Ex. 4) A-4 OMe OEt ** 10 A-4 OEt OEt @ 11 A-4 OMe 0-«-Pr 562 12 A-4 SMe OMe 550 13 A-l OMe 0-/-Pr 583* 14 A-l OMe O-w-Bu 597* 15 A-l OMe OCH2Ph 631* 16 A-l OMe OCH2CH(Me)2 597* 17 A-l OMe OCH(Me)Et 597* 18 A-l OMe OCH2-c-Pr 595* 19 A-l OMe OCH2CH2OMe 599* 20 A-l OMe OCH2CH2OEt 613* 21 A-l OMe 0CH2C02Me 613* 22 A-l OMe 0CH2C02Et 627* 23 A-l OMe O-c-戊基 609* 24 A-l OMe OCH2CH2CH2F 601* 155859.doc - 143- 201141380Cmpd No. A R5 R4 ^NMR/MS 1 Al F OEt @ 2 (Ex. 1) Al OEt OEt 氺3 Al OMe OMe @ 4 (Ex. 2) Al OEt OMe *本5 Al OMe OEt @ 6 Al CH2OCH3 OMe 547 7 Al CH2OH OMe 533 8 (Ex. 3,5) A-4 OMe OMe 氺氺9 (Ex. 4) A-4 OMe OEt ** 10 A-4 OEt OEt @ 11 A-4 OMe 0-« -Pr 562 12 A-4 SMe OMe 550 13 Al OMe 0-/-Pr 583* 14 Al OMe Ow-Bu 597* 15 Al OMe OCH2Ph 631* 16 Al OMe OCH2CH(Me)2 597* 17 Al OMe OCH(Me ) Et 597* 18 Al OMe OCH2-c-Pr 595* 19 Al OMe OCH2CH2OMe 599* 20 Al OMe OCH2CH2OEt 613* 21 Al OMe 0CH2C02Me 613* 22 Al OMe 0CH2C02Et 627* 23 Al OMe Oc-Pentyl 609* 24 Al OMe OCH2CH2CH2F 601* 155859.doc - 143- 201141380

Cmpd No. A R5 R4 *H N.M.R/M.S 25 A-l OMe OPh 617* 26 A-l OMe OCH2CHF2 605* 27 A-l OMe OCH2CH2CI 603* 28 A-l OMe OCH2CF2CHF2 655* 29 A-l OMe och2c=ch 579* 30 A-l OMe 0-(4-F-Ph) 635* 31 A-l OMe ONHC(=0)Me 574[M-H] 32 A-l OMe OCH2CHF2 587* 33 A-l OMe 0(»比啶-3-基) 596 34 A-l OMe OCH2-c-Bu 609* 35 A-l OMe OCH(Me)-c-Pr 609* 36 A-l OMe OCH2CH2Br 647* 37 A-l OMe OCH2CH2SMe 615* 38 A-l OMe OCH2CH2CH(Me)2 611* 39 A-l OMe ON(Me)2 562 40 A-l OMe 0(四氫。比喃-4-基) 625* 41 A-l OMe OCH2CH2CH(Me)OMe 627* 42 A-l OMe OCH2CF2CF2CF3 723* 43 A-l OMe 0CH2CH20-/-Pr 627* 44 A-l OMe OCH2CH2C(Me)3 625* 45 A-l OMe O-4-Me-c-hex 637* 46 A-l OMe OCH2CH2CH2OMe 613* 47 A-l OMe OCH(Me)CF3 637* 48 A-l OMe OCH2CF2CF3 673* 49 A-l OMe OCH2CH2Ph 645* 50 A-l OMe 609* 51 A-l OMe OCH(Me)C02Me 627* 52 A-l OMe OCH2CF2CH3 619* 53 A-l OMe OCH2CH2CN 594* 54 A-l OMe OCH(Et)2 611* 155859.doc -144- 201141380Cmpd No. A R5 R4 *H NMR/MS 25 Al OMe OPh 617* 26 Al OMe OCH2CHF2 605* 27 Al OMe OCH2CH2CI 603* 28 Al OMe OCH2CF2CHF2 655* 29 Al OMe och2c=ch 579* 30 Al OMe 0-(4 -F-Ph) 635* 31 Al OMe ONHC(=0)Me 574[MH] 32 Al OMe OCH2CHF2 587* 33 Al OMe 0(»Bipyridin-3-yl) 596 34 Al OMe OCH2-c-Bu 609* 35 Al OMe OCH(Me)-c-Pr 609* 36 Al OMe OCH2CH2Br 647* 37 Al OMe OCH2CH2SMe 615* 38 Al OMe OCH2CH2CH(Me)2 611* 39 Al OMe ON(Me)2 562 40 Al OMe 0 (four Hydrogen.pyran-4-yl) 625* 41 Al OMe OCH2CH2CH(Me)OMe 627* 42 Al OMe OCH2CF2CF2CF3 723* 43 Al OMe 0CH2CH20-/-Pr 627* 44 Al OMe OCH2CH2C(Me)3 625* 45 Al OMe O-4-Me-c-hex 637* 46 Al OMe OCH2CH2CH2OMe 613* 47 Al OMe OCH(Me)CF3 637* 48 Al OMe OCH2CF2CF3 673* 49 Al OMe OCH2CH2Ph 645* 50 Al OMe 609* 51 Al OMe OCH(Me )C02Me 627* 52 Al OMe OCH2CF2CH3 619* 53 Al OMe OCH2CH2CN 594* 54 Al OMe OCH(Et)2 611* 155859.doc -144- 201141380

Cmpd No. A R5 R4 *H N.M.R/M.S 55 A-l OMe OCH2CF3 601 56 A-l OMe O-c-hex 623* 57 A-l OMe OCH2-c-戊基 623* 58 A-l OMe OCH2CH2SEt 629* 59 A-l OMe Ο-m-戍基 611* 60 A-l OMe OCH2CH2CH(Me)Et 625* 61 A-l OMe och2ch2i 695* 62 A-l OMe OCH(Me)Ph 645* 63 A-l OMe OCH2CH2SPh 677* 64 A-l OMe OCH(CH2F)2 619* 65 A-l OMe OCH2CH(OEt)2 657* 66 A-l OMe 0CH2CH2CH2C1 595 67 A-l OMe OCH2CH2CF2CF3 687* 68 A-l OMe OCH(CF3)2 669* 69 A-l OMe OCH2COEt 611* 70 A-l OMe 0CH2CH20(CH2)20Me 643* 71 A-l OMe OCH2CH2〇C(=0)Me 627* 72 A-l OMe 0CH2(CH2)2CH2C1 631* 73 A-l OMe OCH2C(=0)Ph 659* 74 A-l OMe OCH(Me)CH2Cl 617* 75 A-l OMe 0CH2CH2S02Me 647* 76 A-l OMe OCH2CH2CH2Si(Me)3 655* 77 A-l OMe OCH2(CH2)2CF3 651* 78 A-l OMe OCH2CH(OMe)2 629* 79 A-l OMe OCH2CH2OCMe 607* 80 A-l OMe OCH2CH=CHMe 595* 81 A-l OMe OCH2CH2Si(Me)3 641* 82 A-l OMe OCH2C=CSi(Me)3 651* 83 A-l OMe OCH2CH2CF3 637* 84 A-l OMe OCH2CH=C(Me)2 609* 85 A-l OMe OCH2CH2C(Me)=CH2 609* 155859.doc. -145- 201141380Cmpd No. A R5 R4 *H NMR/MS 55 Al OMe OCH2CF3 601 56 Al OMe Oc-hex 623* 57 Al OMe OCH2-c-pentyl 623* 58 Al OMe OCH2CH2SEt 629* 59 Al OMe Ο-m-戍611* 60 Al OMe OCH2CH2CH(Me)Et 625* 61 Al OMe och2ch2i 695* 62 Al OMe OCH(Me)Ph 645* 63 Al OMe OCH2CH2SPh 677* 64 Al OMe OCH(CH2F)2 619* 65 Al OMe OCH2CH(OEt ) 2 657* 66 Al OMe 0CH2CH2CH2C1 595 67 Al OMe OCH2CH2CF2CF3 687* 68 Al OMe OCH(CF3)2 669* 69 Al OMe OCH2COEt 611* 70 Al OMe 0CH2CH20(CH2)20Me 643* 71 Al OMe OCH2CH2〇C(=0 Me 627* 72 Al OMe 0CH2(CH2)2CH2C1 631* 73 Al OMe OCH2C(=0)Ph 659* 74 Al OMe OCH(Me)CH2Cl 617* 75 Al OMe 0CH2CH2S02Me 647* 76 Al OMe OCH2CH2CH2Si(Me)3 655 * 77 Al OMe OCH2(CH2)2CF3 651* 78 Al OMe OCH2CH(OMe)2 629* 79 Al OMe OCH2CH2OCMe 607* 80 Al OMe OCH2CH=CHMe 595* 81 Al OMe OCH2CH2Si(Me)3 641* 82 Al OMe OCH2C= CSi(Me)3 651* 83 Al OMe OCH2CH2CF3 637* 84 Al OMe OCH2CH=C(Me)2 609* 85 Al OMe OCH2CH2C(Me)=CH2 609* 155859.doc. -145- 201141380

Cmpd No. A R5 R4 *H N.M.R/M.S. 86 A-l OMe OCH2CH2CH2OCH 607* 87 A-l OMe och2ch2c=ch 593* 88 A-l OMe OCH2CC13 671* 89 A-l OMe OCH2CH2-c-Pr 609* 90 A-l OMe OCH2CH2CH-CH2 595* 91 A-l OMe OCH2C=CMe 593* 92 A-l OMe OCH2CH=CH2Si(Me)3 653* 93 A-l OMe OCH2(四氮0夫喊-2-基) 625* 94 A-l OMe OCH2OEt 599* 95 A-l OMe OCH2OCH2Ph 661* 96 A-l OMe 0CH20CH2CH20Me 629* 97 A-l OMe OCH2OCH2CH2Si(Me)3 671* 98 A-l OMe N(Me)2 546 99 A-l OMe NHPh 594 100 A-l OMe NHEt 568* 101 A-l OMe NHOEt 562 102 A-l OEt O-z-Pr 597* 103 A-l OEt OCH2Ph 645* 104 A-l OEt OCH2CH(Me)2 611* 105 A-l OEt NHEt 560 106 A-3 OMe OEt 547 107 A-3 OMe OMe 533 108 A-l CH2〇Me OEt 561 109 A-l Cl, OMe OMe 568 110 A-3 OEt OEt 561 111 A-3 OEt OMe 547 112 A-l CH2CH2〇H OMe 547 113 A-l ch2f OMe 535 114 A-l CH2CH2F OMe 549 115 A-l CH2CH2F OEt 563 116 A-l CH2CH2OH OEt 561 155859.doc ·146· 201141380Cmpd No. A R5 R4 *H NMR/MS 86 Al OMe OCH2CH2CH2OCH 607* 87 Al OMe och2ch2c=ch 593* 88 Al OMe OCH2CC13 671* 89 Al OMe OCH2CH2-c-Pr 609* 90 Al OMe OCH2CH2CH-CH2 595* 91 Al OMe OCH2C=CMe 593* 92 Al OMe OCH2CH=CH2Si(Me)3 653* 93 Al OMe OCH2(tetrazole 0-choke-2-yl) 625* 94 Al OMe OCH2OEt 599* 95 Al OMe OCH2OCH2Ph 661* 96 Al OMe 0CH20CH2CH20Me 629* 97 Al OMe OCH2OCH2CH2Si(Me)3 671* 98 Al OMe N(Me)2 546 99 Al OMe NHPh 594 100 Al OMe NHEt 568* 101 Al OMe NHOEt 562 102 Al OEt Oz-Pr 597* 103 Al OEt OCH2Ph 645* 104 Al OEt OCH2CH(Me)2 611* 105 Al OEt NHEt 560 106 A-3 OMe OEt 547 107 A-3 OMe OMe 533 108 Al CH2〇Me OEt 561 109 Al Cl, OMe OMe 568 110 A-3 OEt OEt 561 111 A-3 OEt OMe 547 112 Al CH2CH2〇H OMe 547 113 Al ch2f OMe 535 114 Al CH2CH2F OMe 549 115 Al CH2CH2F OEt 563 116 Al CH2CH2OH OEt 561 155859.doc ·146· 201141380

Cmpd No. A R5 R4 'HN.M.R/M.S 117 A-l OEt O-w-Bu 589 118 A-2 OEt OEt 583* 119 A-2 OMe OMe 555* 120 A-l OEt OCH2CH=CH2 573 121 A-2 OEt OMe 569* 122 A-2 OMe OEt 569* 123 (Ex. 6) A-l OMe OCH2CH=CH2 氺氺 124 A-l SMe OMe 549 125 A-l OEt OH 533 126 (Ex. 7) A-l OMe OH 本氺 127 A-l OMe 0-«-Pr 583* 128 A-l SMe OEt 585* 129 A-l CH2C1 OMe 551 130 A-l ch2oh OEt 547 131 A-l ch2ci OEt 565 132 A-l OMe O-^-Bu 575 133 A-l SMe 0-«-Pr 599* 134 A-l CH2SMe OMe 563 135 A-l CH2SEt OMe 577 136 A-l CH2SEt OEt 591 137 A-l ch2f OEt 549 138 A-l CH2CH2Br OEt 623 139 A-l SMe 0-n-B\x 613* 140 A-l SEt OMe 585* 141 A-l SEt OEt 599* 142 (Ex. 9) A-l OMe NHOMe 氺承 143 (Ex. 10) A-l OMe OCH2OMe *氺 144 (Ex. 8) A-l OMe O-c-Bu 氺氺 145 A-l SEt och2ch=ch2 611* 146 A-l SEt OH 547[M-H] 147 A-l OMe OCH2(吡啶-4-基) 610 155859.doc -147- 201141380 Cmpd No. A Rs R4 'H n.m.r/m.s. 149 A-l C02Et OEt 589 ㉔1!·! HMR數據見索引表G。**4 NMR數據見合成實 例。*質譜(即M.S.)數據以[M+Na]報導。Cmpd No. A R5 R4 'HN.MR/MS 117 Al OEt Ow-Bu 589 118 A-2 OEt OEt 583* 119 A-2 OMe OMe 555* 120 Al OEt OCH2CH=CH2 573 121 A-2 OEt OMe 569* 122 A-2 OMe OEt 569* 123 (Ex. 6) Al OMe OCH2CH=CH2 氺氺124 Al SMe OMe 549 125 Al OEt OH 533 126 (Ex. 7) Al OMe OH 本氺127 Al OMe 0-«-Pr 583* 128 Al SMe OEt 585* 129 Al CH2C1 OMe 551 130 Al ch2oh OEt 547 131 Al ch2ci OEt 565 132 Al OMe O-^-Bu 575 133 Al SMe 0-«-Pr 599* 134 Al CH2SMe OMe 563 135 Al CH2SEt OMe 577 136 Al CH2SEt OEt 591 137 Al ch2f OEt 549 138 Al CH2CH2Br OEt 623 139 Al SMe 0-nB\x 613* 140 Al SEt OMe 585* 141 Al SEt OEt 599* 142 (Ex. 9) Al OMe NHOMe 143 (Ex. 10) Al OMe OCH2OMe *氺144 (Ex. 8) Al OMe Oc-Bu 氺氺145 Al SEt och2ch=ch2 611* 146 Al SEt OH 547[MH] 147 Al OMe OCH2(pyridin-4-yl ) 610 155859.doc -147- 201141380 Cmpd No. A Rs R4 'H nmr/ms 149 Al C02Et OEt 589 241!·! HMR data can be found in index table G. **4 NMR data can be found in the synthesis example. * Mass spectrometry (ie, M.S.) data is reported as [M+Na].

索引表BIndex table B

索引表CIndex table C

Cmpd No. R2 R5 R4 M.S. 201 5-Me OMe OEt 561 202 5-C1 OMe OEt 581 203 5-C1 OEt OEt 595 204 5-Me OEt OEt 575 205 3-OMe OMe OEt 577 206 5-C1 OMe OMe 567 207 5-C1 OEt OMe 581 211 5-C1 OMe O-n-Bu 609 155859.doc 148- 201141380Cmpd No. R2 R5 R4 MS 201 5-Me OMe OEt 561 202 5-C1 OMe OEt 581 203 5-C1 OEt OEt 595 204 5-Me OEt OEt 575 205 3-OMe OMe OEt 577 206 5-C1 OMe OMe 567 207 5-C1 OEt OMe 581 211 5-C1 OMe On-Bu 609 155859.doc 148- 201141380

Cmpd No. R2 R5 R4 M.S, 212 5-C1 OMe O-z-Pr 595 214 5-F OMe OMe 551 215 4-F OMe OMe 551 216 4-F OMe OEt 565 217 5-F OMe OEt 565 218 3-Me OMe OMe 547Cmpd No. R2 R5 R4 MS, 212 5-C1 OMe Oz-Pr 595 214 5-F OMe OMe 551 215 4-F OMe OMe 551 216 4-F OMe OEt 565 217 5-F OMe OEt 565 218 3-Me OMe OMe 547

索引表D ΟIndex Table D Ο

Cmpd No. R2 R5 R4 M.S. 208 5-OMe OEt OEt 591 209 5-OMe OMe OMe 563 210 5-OMe OMe OEt 577 213 5-OMe OEt OMe 577 索引表ΕCmpd No. R2 R5 R4 M.S. 208 5-OMe OEt OEt 591 209 5-OMe OMe OMe 563 210 5-OMe OMe OEt 577 213 5-OMe OEt OMe 577 Index TableΕ

302 Ν〇2 OMe OEt 574 155859.doc 149· 201141380302 Ν〇2 OMe OEt 574 155859.doc 149· 201141380

索引表FIndex table F

402 515 索引表G H NMR色據明,否則皆為CDCl3溶液)£402 515 index table G H NMR color, otherwise they are all CDCl3 solution)

Cmpd No. im 6d3〇 im (Λ5 1H)&gt; 718 ^ 2H)&gt; 7 00 (mj 1H), 6 80 (m, 1 28 (t 3〇H) 〇1H 5 6'01^5·85 (d&gt; lH),4.30(q, 2H), 3.55 (s, 3H), ^Q3L(di,w\Hl,L2/2 (d,1H),7.14.7.⑽(m,3H),6·75 (m,1H), 6^29 (s, 1H), 5.48 (s, 1H), 3.75 (s, 3H), 3.50 (s, 3H), 3.47 (s, •3H) o ί 〇74? (dt In2? (d, 1H)j 7·10*6·98 (m* 3H)&gt; 6.75 (dd, 1H), (s,1H),5.47 (s,1H),4.23 (q, 2H),3.5 (two s,6H),1.21 (t, 10Cmpd No. im 6d3〇im (Λ5 1H)&gt; 718 ^ 2H)&gt; 7 00 (mj 1H), 6 80 (m, 1 28 (t 3〇H) 〇1H 5 6'01^5·85 ( d&gt; lH), 4.30 (q, 2H), 3.55 (s, 3H), ^Q3L (di, w\Hl, L2/2 (d, 1H), 7.14.7. (10) (m, 3H), 6· 75 (m,1H), 6^29 (s, 1H), 5.48 (s, 1H), 3.75 (s, 3H), 3.50 (s, 3H), 3.47 (s, •3H) o 〇 〇74? Dt In2? (d, 1H)j 7·10*6·98 (m* 3H)&gt; 6.75 (dd, 1H), (s,1H), 5.47 (s,1H), 4.23 (q, 2H), 3.5 (two s, 6H), 1.21 (t, 10

Kn9? (m,1H),7·23 (m,1H),6·95.6.8。(m,2H), 6.30 (s,1H),6.18 (d,1H),4,20 (q,2H),3.8-3.6 (m,2H) 3 51 is 3H), 2.12 (m, 6H) 〇 v ’ zn;,m (s,Kn9? (m, 1H), 7·23 (m, 1H), 6.95.6.8. (m, 2H), 6.30 (s, 1H), 6.18 (d, 1H), 4, 20 (q, 2H), 3.8-3.6 (m, 2H) 3 51 is 3H), 2.12 (m, 6H) 〇 v ' zn;,m (s,

Cmpd. No.表示化合物編號·^ wHNMR數據係為偏離自四 甲基矽烷的低場ppm。耦合以(s)-單峰、(m)_多重峰、〇) 雙峰、(q)-四重峰及(t)-三重峰來表示。 155859.doc -150- 201141380 本發明之生物性實例Cmpd. No. indicates that the compound number·^wHNMR data is a low field ppm deviating from tetramethylnonane. The coupling is represented by (s)-single peak, (m)_multiple peak, 〇) bimodal, (q)-quadruple and (t)-triplet. 155859.doc -150- 201141380 Biological examples of the invention

測試A 將梓草(五e/H'woc/z/oaf crMs-ga///)、馬唐(crabgrass,lg; DzWiaria 法氏狗尾草(foxtail, giant; 、牵牛花(ipowoea spp.)、反枝莧(dmarawi/zws retroflexus)、猗龜(Abutilon theophrasti、、小參(Triticum 及玉米(Zecz wa;;·?)的種子種植在壤土及沙的混合 體中,並使用在無植物毒性溶劑混合物(包括界面活性劑) 中配製的試驗化學藥品直接土壤噴灑以對該種子進行萌前 處理。同時,也對這些品種施用相同方法配置的試驗化合 物以進行萌後處理。 萌後處理的植物高度範圍為2 cm至10 cm且處於一葉期 至二葉期。將處理過的植物及未處理的控制組維持在溫室 中約10天,其後將所有處理過的植物與未處理的控制組比 較並從外觀來評估損害。植物反應級別(總結於表A中)基 於0到等級,其中0係無效且係完全控制。破折號(-)表示沒 有試驗結果。 表A 化合物 125 g ai/ha 萌後 1 2 6 7 10 11 12 13 14 15 16 17 18 19 稗草 100 100 100 100 70 70 100 100 100 100 100 100 100 100 玉米 80 100 70 0 50 70 70 90 100 60 90 90 90 70 馬唐 100 100 100 80 70 70 70 100 100 100 100 100 100 100 法氏狗尾草 100 100 100 100 70 80 70 100 100 100 100 100 100 100 牽牛花 100 100 100 100 100 100 100 100 100 100 100 100 100 100 反枝莧 100 100 100 100 100 100 100 100 100 100 100 100 100 100 苟麻 100 100 100 100 100 100 100 100 100 100 100 100 100 100 小麥 表A 60 90 70 50 70 70 60 80 化合物 100 100 90 90 80 90 125 g ai/ha 20 21 22 23 24 25 26 27 55 56 102 103 104 105 155859.doc •151 · 201141380 萌後 稗草 100 100 100 100 100 100 100 100 100 100 100 100 100 70 玉米 100 100 80 80 80 90 80 90 100 80 90 100 80 80 馬唐 100 100 100 100 100 100 100 100 100 100 100 90 100 60 法氏狗尾草 100 100 100 100 100 100 100 100 100 100 100 100 100 50 牽牛花 100 100 100 100 100 100 100 100 100 100 100 100 100 100 反枝莧 100 100 100 100 100 100 100 100 100 100 100 100 100 100 商麻 100 100 100 100 100 100 100 100 100 100 100 100 100 100 小麥 70 80 90 70 80 90 70 90 80 80 50 60 90 50 表A 化合物 125 g ai/ha 106 107 108 109 110 111 112 113 114 115 116 117 118 119 萌後 禆草 100 90 100 0 100 90 100 100 100 100 100 100 100 100 玉米 70 80 80 0 70 80 80 90 80 60 60 60 90 90 馬唐 90 100 100 10 90 90 100 100 90 100 60 100 100 100 法氏狗尾草 100 100 100 20 90 100 100 100 100 100 60 100 100 100 牽牛花 100 100 100 40 100 100 100 100 100 100 100 100 100 100 反枝莧 100 100 100 40 100 100 100 100 100 100 100 100 100 100 筒麻 100 100 100 30 100 100 100 100 100 100 100 100 100 100 小麥 60 50 90 0 60 60 50 100 60 50 50 60 90 80 表A 化合物 125 g ai/ha 120 121 122 123 124 125 126 127 128 129 130 131 132 133 萌後 稗草 100 100 100 100 100 100 100 100 100 100 100 100 80 100 玉米 100 90 100 100 30 60 100 80 50 60 70 70 70 70 馬唐 100 90 100 100 60 70 100 100 100 90 100 90 80 100 法氏狗尾草 100 100 100 100 60 100 100 100 100 100 100 100 100 100 牽牛花 100 100 100 100 100 100 100 100 100 100 100 100 100 100 反枝莧 100 100 100 100 100 100 100 100 100 100 100 100 100 100 筒麻 100 100 100 100 100 100 100 100 100 100 100 100 100 100 小麥 60 60 70 100 60 60 90 100 80 80 60 50 50 50 表A 化合物 125 g ai/ha 134 135 136 137 138 139 140 141 148 149 150 151 152 153 萌後 稗草 100 100 100 100 70 100 100 100 70 100 100 90 50 100 玉米 80 70 50 80 50 70 70 70 50 70 40 50 40 70 馬唐 90 80 70 90 80 90 90 100 70 100 100 80 70 90 法氏狗尾草 100 90 90 100 80 100 100 100 80 100 100 80 60 100 牵牛花 100 100 100 100 100 100 100 100 100 100 100 100 100 100 反枝莧 100 100 100 100 100 100 100 100 100 100 100 100 100 100 筒麻 100 100 100 100 100 100 100 100 100 100 100 100 100 100 小麥 60 60 60 80 50 40 50 50 60 70 60 50 40 50 表A 化合物 125 g ai/ha 201 202 203 204 205 206 207 208 209 210 211 212 213 301 萌後 稗草 100 100 100 100 100 100 100 100 100 100 100 100 100 50 155859.doc -152- 201141380 玉米 100 70 30 50 馬唐 100 70 60 60 法氏狗尾草 100 100 100 50 牵牛花 100 100 100 100 反枝莧 100 100 100 100 筒麻 100 100 100 100 小麥 70 60 40 50 表A 化合物 125 g ai/ha 302 401 402 萌後 萌後 100 100 100 玉米 80 70 60 馬唐 70 50 100 法氏狗尾草 100 60 100 表A 31 g ai/ha 1 2 3 4 萌後 稗草 100 100 100 100 玉米 40 90 80 80 馬唐 60 100 100 100 法氏狗尾草 80 100 100 100 牽牛花 100 100 100 100 反枝莧 100 100 100 100 筒麻 100 100 100 100 小麥 40 60 60 60 表A 31 g ai/ha 15 16 17 18 萌後 稗草 100 90 100 100 玉米 30 50 70 90 馬唐 60 100 90 90 法氏狗尾草 70 100 100 100 牵牛花 100 100 100 100 反枝莧 100 100 100 100 商麻 100 100 100 100 小麥 40 50 50 50 表A 31 g ai/ha 29 30 31 32 萌後 裨草 100 100 50 100 玉米 50 80 80 50 馬唐 100 80 80 100 法氏狗尾草 100 100 60 100 牵牛花 100 100 100 100 反枝莧 100 100 100 100 筒麻 100 100 100 100 80 70 100 100 100 70 50 90 20 100 60 60 70 70 100 90 90 40 100 100 80 100 80 100 100 100 20 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 60 50 70 90 90 60 70 70 30 表A 化合物 125 g ai/ha 302 401 402 萌後 牵牛花 100 100 100 反枝莧 100 100 100 筒麻 100 100 100 小 麥 50 50 50 化合物 6 7 8 9 10 11 12 13 14 90 60 60 90 50 50 60 100 100 30 0 50 60 40 30 30 50 50 80 70 80 70 60 50 60 70 70 100 80 80 80 60 70 50 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 90 100 100 100 100 100 100 100 100 100 100 100 100 100 50 40 50 70 50 40 40 40 80 化合物 20 21 22 23 24 25 26 27 28 100 90 90 70 100 100 100 100 100 60 70 70 30 50 40 30 40 70 80 70 100 70 80 80 70 90 100 100 100 100 100 100 100 90 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 50 40 60 40 50 50 50 60 60 化合物 38 40 41 42 43 44 45 46 47 100 100 100 80 100 90 100 100 100 40 100 50 20 80 100 70 90 80 100 90 100 80 90 100 100 100 100 90 100 100 80 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 155859.doc -153 - 201141380 小麥 表A 70 70 50 50 31 g ai/ha 萌後 48 49 50 51 稗草 20 100 80 100 玉米 20 70 30 80 馬唐 50 100 70 100 法氏狗尾草 60 100 100 100 牽牛花 100 100 100 100 反枝莧 100 100 100 100 筒麻 100 100 100 100 小麥 表A 40 50 40 50 31 g ai/ha 萌後 67 68 69 70 稗草 100 80 90 100 玉米 70 70 90 80 馬唐 100 100 100 100 法氏狗尾草 100 100 100 100 牽牛花 100 100 100 100 反枝莧 100 100 100 100 筒麻 100 100 100 100 小麥 表A 60 50 50 50 31 g ai/ha 萌後 81 82 83 84 裨草 100 100 100 20 玉米 40 100 80 20 馬唐 80 100 90 40 法氏狗尾草 100 100 100 50 牽牛花 100 100 100 100 反枝莧 100 100 100 80 筒麻 100 100 100 100 小麥 表A 40 50 60 20 31 g ai/ha 萌後 95 96 97 98 稗草 100 100 90 40 玉米 80 100 50 20 馬唐 100 100 90 30 法氏狗尾草 100 100 100 30 牽牛花 100 100 100 60 反枝莧 100 100 100 70 筒麻 100 100 100 70 小麥 表A 50 60 50 30 50 60 60 化合物 50 50 60 50 70 50 55 56 60 61 62 63 64 65 66 100 100 100 90 100 50 100 100 100 50 20 30 30 70 20 70 70 80 80 80 100 100 100 50 100 100 100 100 100 - 100 100 50 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 90 100 100 100 100 100 100 100 100 100 100 100 100 50 50 40 化合物 50 50 30 60 50 60 72 73 74 75 76 77 78 79 80 80 90 100 100 100 60 100 100 100 50 60 60 70 50 30 80 50 70 100 90 100 100 80 60 100 90 100 100 100 100 100 100 80 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 50 60 50 化合物 60 50 30 50 60 60 86 87 88 89 90 91 92 93 94 100 100 100 100 100 100 90 100 100 70 80 70 90 70 80 70 90 60 100 100 90 100 100 100 90 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 50 70 50 化合物 60 50 50 50 60 60 101 102 103 104 105 106 107 108 109 80 100 100 90 30 60 70 100 0 70 50 40 50 40 50 50 40 0 100 90 60 80 50 60 70 70 0 100 100 90 100 20 70 70 100 10 100 100 100 100 100 100 100 100 30 100 100 100 100 100 100 100 100 20 100 100 100 100 100 100 100 100 10 50 40 40 50 30 40 40 50 0 化合物 155859.doc •154· 201141380 31 g ai/ha 萌後 110 111 112 113 稗草 50 50 100 90 玉米 40 20 40 30 馬唐 50 40 50 60 法氏狗尾草 40 40 40 80 牵牛花 100 100 100 100 反枝莧 100 100 100 100 筒麻 100 100 100 100 小麥 表A 40 50 30 30 31 g ai/ha 萌後 124 125 126 127 稗草 50 40 100 100 玉米 20 30 40 50 馬唐 30 40 70 80 法氏狗尾草 40 60 100 100 牽牛花 100 100 100 100 反枝莧 100 100 100 100 筒麻 100 100 100 100 小麥 表A 30 40 70 50 31 g ai/ha 萌後 138 139 140 141 稗草 50 70 80 100 玉米 20 30 30 30 馬唐 60 60 60 60 法氏狗尾草 50 70 90 70 牽牛花 100 100 100 100 反枝莧 100 100 100 100 筒麻 100 100 100 100 小麥 表A .40 30 30 30 31 g ai/ha 萌後 152 153 201 202 禆草 20 100 100 90 玉米 30 20 40 30 馬唐 30 60 60 50 法氏狗尾草 20 90 100 70 牵牛花 60 100 100 100 反枝莧 100 100 100 100 苟麻 100 100 100 100 小麥 表A 30 30 60 40 化合物 31 g ai/ha 萌後 213 214 215 216 115 116 117 118 119 120 121 122 123 100 100 100 80 80 100 90 100 100 40 50 40 30 40 50 40 60 50 50 40 70 30 40 80 50 70 90 50 50 60 60 90 100 70 100 100 100 70 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 40 30 50 50 50 50 50 50 60 化合物 129 130 131 132 133 134 135 136 137 100 80 80 70 100 70 60 50 100 20 50 20 30 30 30 30 30 30 60 60 60 60 70 60 50 50 70 60 100 60 70 70 60 50 50 100 100 100 100 100 100 100 90 80 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 50 40 40 40 30 50 50 50 70 化合物 143 144 145 146 147 148 149 150 151 100 100 90 70 90 40 100 80 60 50 80 50 20 90 20 30 30 20 100 100 80 70 80 50 70 90 50 100 100 90 70 100 50 100 90 60 100 100 100 100 100 100 100 100 90 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 60 60 40 50 50 40 40 40 30 化合物 204 205 206 207 208 209 210 211 212 50 70 100 90 70 50 50 100 100 20 20 50 40 50 60 60 30 30 20 20 50 50 40 50 50 70 60 20 40 50 30 30 30 50 90 100 80 60 100 70 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 20 50 50 40 50 40 40 40 40 301 302 401 402 155859.doc -155- 201141380 稗草 100 100 100 100 100 10 80 50 100 玉米 30 90 70 60 50 20 20 50 40 馬唐 50 100 90 90 90 10 50 40 80 法氏狗尾草 40 100 100 100 100 10 50 50 90 牽牛花 100 100 100 100 100 100 100 80 100 反枝莧 100 100 100 100 100 80 100 100 100 筒麻 100 100 100 100 100 100 100 100 100 小麥 40 60 60 60 60 10 30 40 40 表A 化合物 16 g ai/ha 萌後 3 4 5 8 9 33 34 35 37 39 53 54 57 58 稗草 100 100 100 50 50 50 20 20 0 60 60 0 10 10 玉米 70 70 40 30 30 10 10 10 0 20 20 10 10 0 馬唐 100 90 90 70 60 60 20 20 0 70 70 0 10 30 法氏狗尾草 100 100 100 70 60 70 20 30 0 70 60 0 0 0 牽牛花 100 100 100 100 100 100 20 100 30 100 100 10 20 0 反枝莧 100 100 100 100 100 100 30 100 0 100 100 - 10 20 筒麻 100 100 100 100 100 100 100 100 40 100 100 40 30 40 小麥 60 60 60 50 40 30 0 10 0 20 20 0 0 0 表A 化合物 表A 化合物 16 g ai/ha 59 100 218 16 g ai/ha 59 100 218 萌後 萌後 稗草 80 50 10 牽牛 Λ务 化 50 100 20 玉米 10 30 10 反枝莧 60 100 20 馬唐 20 60 0 麻 90 100 50 法氏狗尾草 50 60 10 小麥 0 20 0 表A 化合物 8 g ai/ha 萌後 3 4 5 8 9 28 29 30 31 32 36 38 40 41 稗草 100 90 90 30 30 90 100 80 40 90 80 100 80 100 玉米 50 40 30 30 20 20 20 30 40 20 20 20 50 20 馬唐 90 80 70 60 60 70 60 60 60 80 80 80 70 70 法氏狗尾草 100 100 90 70 50 80 80 80 50 90 80 80 100 80 牽牛花 100 100 100 100 100 100 100 100 100 100 100 100 100 100 反枝莧 100 100 100 100 100 100 100 100 100 100 100 100 100 100 筒麻 100 100 100 100 100 100 100 100 100 100 100 100 100 100 小麥 50 50 40 40 40 30 50 50 40 30 30 30 40 30 表A 化合物 8 g ai/ha 萌後 42 43 44 45 46 47 48 49 50 51 52 60 61 62 稗草 60 80 70 100 100 90 20 80 50 100 90 60 80 100 玉米 20 40 30 30 40 40 20 30 30 40 60 20 20 30 馬唐 60 70 60 70 80 70 50 60 60 70 70 90 70 60 法氏狗尾草 70 100 100 100 100 100 50 80 60 70 100 100 100 80 牵牛花 100 100 100 100 100 100 80 100 100 100 100 100 100 100 反枝莧 100 100 100 100 100 100 80 100 80 100 100 100 100 100 155859.doc -156- 201141380 向麻 100 100 100 100 小麥 30 30 30 50 表A 8 g ai/ha 63 64 65 66 萌後 稗草 30 100 100 100 玉米 20 30 30 40 馬唐 10 70 80 60 法氏狗尾草 20 100 100 90 牵牛花 60 100 100 100 反枝莧 70 100 100 100 冋麻 70 100 100 100 小麥 10 40 40 40 表A 8 g ai/ha 77 78 79 80 萌後 稗草 40 100 80 80 玉米 30 50 40 40 馬唐 30 70 70 70 法氏狗尾草 40 80 100 100 牽牛花 100 100 100 100 反枝莧 100 100 90 100 筒麻 100 100 100 100 小麥 20 30 50 40 表A 8 g ai/ha 91 92 93 94 萌後 稗草 80 50 70 50 玉米 40 30 70 20 馬唐 80 60 70 60 法氏狗尾草 90 70 90 70 牵牛花 100 100 100 100 反枝莧 100 100 100 100 冋麻 100 100 100 100 小麥 40 40 40 40 表A 8 g ai/ha 146 147 214 215 萌後 稗草 40 70 100 60 玉米 20 30 50 30 馬唐 50 70 60 70 法氏狗尾草 40 80 80 80 牵牛花 100 100 100 100 反枝莧 100 100 100 100 冋麻 100 100 100 100 小麥 30 40 50 50 100 100 100 100 100 100 100 100 100 40 10 40 化合物 30 40 50 30 30 40 68 69 70 71 72 73 74 75 76 70 80 100 70 80 70 100 100 60 30 30 50 40 30 30 30 50 30 60 80 70 70 70 70 70 80 60 70 100 80 80 80 100 100 90 70 100 90 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 80 100 100 100 100 100 100 100 100 100 30 40 40 化合物 60 40 50 50 50 40 82 83 84 85 86 87 88 89 90 60 100 10 90 100 80 100 80 50 100 50 10 50 40 30 40 50 30 70 80 10 70 70 70 60 70 70 100 80 20 90 80 80 60 100 70 100 80 70 100 100 100 100 100 100 100 100 70 100 100 100 100 100 80 100 100 70 100 100 100 100 100 100 30 50 0 化合物 40 40 40 40 50 40 96 97 98 99 101 142 143 144 145 100 30 30 10 80 50 70 100 50 60 30 0 20 30 20 20 20 20 80 70 20 0 60 70 70 70 60 90 90 10 0 80 90 90 100 70 100 100 30 100 100 100 100 100 100 100 100 - 0 100 100 100 100 100 100 100 30 60 100 100 100 100 100 40 30 0 30 40 30 40 40 30 化合物 217 100 20 60 100 100 100 100 50 155859.doc •157· 201141380 表A 4 g ai/ha 萌後 3 4 5 8 稗草 80 80 60 30 玉米 40 30 20 30 馬唐 90 70 60 50 法氏狗尾草 90 90 90 60 牽牛花 100 100 100 100 反枝莧 100 100 100 100 筒麻 100 100 100 100 小麥 40 40 40 30 表A 化合物 4 g ai/ha 萌後 59 100 218 稗草 0 40 0 玉米 10 20 10 馬唐 20 50 0 法氏狗尾草 表A - 50 0 125 g ai/ha 萌前 1 2 6 7 稗草 70 80 80 70 玉米 0 60 20 0 馬唐 90 100 100 90 法氏狗尾草 90 100 90 90 牵牛花 100 100 100 100 反枝莧 100 100 100 100 苛麻 100 100 100 100 小麥 40 70 30 0 表A 125 g ai/ha 萌前 20 21 22 23 稗草 100 90 80 80 玉米 30 60 50 30 馬唐 100 90 100 100 法氏狗尾草 100 90 100 100 牵牛花 90 100 100 100 反枝莧 100 100 100 100 向麻 100 100 100 100 小麥 70 90 70 20 表A 125 g ai/ha 萌前 106 107 108 109 稗草 40 50 80 0 玉米 20 40 50 0 馬唐 70 90 90 0 化合物 33 34 35 37 39 53 54 57 58 10 10 10 0 20 40 0 0 0 10 10 0 0 10 10 10 0 0 40 0 10 0 40 50 0 0 20 50 10 10 0 30 40 0 0 0 100 0 30 0 100 60 0 0 0 100 20 100 0 100 100 0 0 0 100 100 100 30 100 100 10 20 20 10 0 0 0 10 0 0 0 0 表A 化合物 4 g ai/ha 59 100 218 萌後 牵牛花 0 40 0 反枝莧 - 100 0 筒麻 60 100 30 小麥 0 0 0 化合物 11 12 13 14 15 16 17 18 19 70 60 90 100 100 100 90 90 100 30 90 50 70 60 60 20 50 50 90 70 80 100 100 100 100 100 100 80 90 80 100 100 100 100 90 100 100 80 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 80 70 60 80 80 90 90 70 80 化合物 25 26 27 55 56 102 103 104 105 100 90 100 100 80 70 70 90 50 50 0 70 30 20 50 60 60 50 100 100 100 100 100 100 100 100 70 100 100 100 100 100 80 100 100 80 100 100 90 100 100 80 100 100 10 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 90 60 70 90 80 70 0 70 80 80 化合物 111 112 113 114 115 116 117 118 119 20 80 60 40 40 60 90 50 50 30 60 70 60 50 50 80 40 50 40 100 100 100 90 80 90 80 80 155859.doc -158- 201141380 法氏狗尾草 70 80 90 0 60 60 牵牛花 100 100 100 0 100 100 反枝莧 100 100 100 0 100 100 冋麻 100 100 100 10 100 100 小麥 10 0 50 0 50 40 表A 125 g ai/ha 萌前 120 121 122 123 124 125 稗草 90 50 80 100 60 80 玉米 80 30 50 60 0 70 馬唐 100 60 90 100 70 100 法氏狗尾草 90 80 100 100 70 80 牽牛花 100 80 100 100 60 80 反枝莧 100 100 100 100 100 100 筒麻 100 100 100 100 100 100 小麥 80 80 90 80 10 30 表A 125 g ai/ha 萌前 134 135 136 137 138 139 稗草 0 0 0 80 70 40 玉米 0 0 0 50 0 0 馬唐 40 0 50 90 100 80 法氏狗尾草 60 30 60 100 90 80 牽牛花 50 0 0 100 70 90 反枝莧 100 90 100 100 100 100 筒麻 70 100 60 100 100 100 小麥 0 0 0 60 0 0 表A 125 g ai/ha 萌前 201 202 203 204 205 206 禆草 90 50 20 40 100 50 玉米 70 30 0 0 50 50 馬唐 80 70 60 60 100 90 法氏狗尾草 100 70 20 80 100 100 牽牛花 100 60 60 60 60 90 反枝莧 100 100 100 100 100 100 筒麻 100 100 100 80 100 100 小麥 60 50 20 0 50 40 表A 化合物 125 g ai/ha 萌前 302 401 402 稗草 50 70 90 玉米 0 60 60 馬唐 70 90 100 法氏狗尾草 表A 60 100 90 οοοοοοοο ww 09000009a&lt;b€ 1 1 IX 11 n n Γ&gt; Λ11 OOOOOOOOA5前牛枝麻麥? 5610101010104表12萌牵反苘小1 οοοοοοοο \ 54679004 t 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 30 70 60 50 60 化合物 126 127 128 129 130 90 100 50 50 90 70 60 10 60 - 100 100 70 70 100 100 100 70 70 90 100 100 100 100 70 100 100 100 100 100 100 100 100 100 100 90 80 70 80 50 化合物 140 141 148 149 150 40 50 60 60 70 0 0 0 50 0 80 80 90 100 90 70 70 90 90 90 70 70 70 80 40 100 100 100 100 100 100 100 100 100 100 0 0 0 40 50 化合物 207 208 209 210 211 90 80 90 70 70 80 80 100 100 100 100 100 100 100 100 100 100 40 40 30 131 132 133 50 70 50 20 20 10 20 100 80 60 90 90 50 70 80 100 100 100 70 100 100 10 50 40 151 152 153 50 0 50 0 - 20 80 10 80 70 20 70 40 20 100 100 100 100 100 60 100 20 10 40 212 213 301 οοοοοοοο 78000009 a h 60 40 80 0 60 30 80 0 70 60 70 0 100 90 100 0 90 70 100 40 100 100 100 50 100 100 100 50 60 40 70 0 化合物 302 401 402 70 100 100 100 100 100 100 100 100 Ο 70 50 155859.doc •159· 201141380 31 gai/ha 1 2 3 4 萌前 稗草 30 40 60 60 玉米 0 40 20 40 馬唐 80 90 90 90 法氏狗尾草 70 90 80 70 牵牛花 100 100 100 90 反枝莧 100 100 100 90 筒麻 60 80 100 90 小麥 20 20 40 50 表A 31 gai/ha 15 16 17 18 萌前 稗草 70 60 50 40 玉米 10 20 0 0 馬唐 90 90 70 80 法氏狗尾草 80 80 80 80 牵牛花 100 80 80 40 反枝莧 100 100 100 100 筒麻 100 100 100 100 小麥 50 10 0 30 表A 31 g ai/ha 29 30 31 32 萌前 稗草 70 70 50 40 玉米 10 10 0 0 馬唐 90 90 100 70 法氏狗尾草 90 90 80 60 牵牛花 80 80 0 80 反枝莧 100 100 100 100 筒'麻 100 100 100 90 小麥 40 50 0 20 表A 31 g ai/ha 48 49 50 51 萌前 稗草 10 20 0 50 玉米 0 0 0 0 馬唐 0 70 40 90 法氏狗尾草 0 70 50 60 牵牛花 0 60 20 70 反枝莧 0 100 80 100 筒麻 0 100 70 100 小麥 0 0 0 0 表A 31 g ai/ha 67 68 69 70 萌前 6 7 8 9 10 11 12 13 14 30 0 20 60 20 60 0 30 50 0 0 60 0 0 0 0 0 30 80 70 80 80 40 60 10 10 60 70 40 90 90 50 60 30 40 80 60 30 0 50 0 - 60 50 100 100 100 100 100 100 - 80 100 100 50 100 100 100 100 100 80 80 100 0 0 20 化合物 30 0 40 0 0 20 20 21 22 23 24 25 26 27 28 40 40 20 20 50 30 50 50 50 0 0 0 20 0 0 0 20 0 70 60 90 80 70 80 100 80 90 70 60 90 70 70 70 70 80 80 90 40 60 70 100 80 60 80 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 40 40 30 化合物 0 20 0 0 40 40 38 40 41 42 43 44 45 46 47 60 50 60 40 50 50 30 70 50 0 10 10 10 0 10 0 0 0 - 70 80 60 70 80 100 90 90 70 70 80 60 70 70 60 60 70 70 90 90 70 80 90 50 60 70 100 100 100 100 100 100 100 100 100 80 70 80 100 70 100 100 100 100 10 20 30 10 30 30 0 0 0 化合物 55 56 60 61 62 63 64 65 66 50 10 50 60 10 0 50 50 20 0 0 0 20 0 0 0 0 0 80 70 70 60 70 0 90 80 70 80 70 90 60 60 0 70 60 50 60 90 100 80 40 0 60 60 10 100 100 100 100 100 0 100 100 90 100 100 100 100 100 0 100 100 70 50 0 0 化合物 20 0 0 0 0 0 72 73 74 75 76 77 78 79 80 155859.doc -160- 201141380 稗草 50 40 60 60 玉米 0 0 0 0 馬唐 70 90 100 90 法氏狗尾草 60 80 70 80 牽牛花 60 60 90 60 反枝莧 90 100 100 100 筒麻 90 90 100 100 小麥 0 0 0 0 表A 31 g ai/ha 81 82 83 84 萌前 稗草 50 40 50 0 玉米 0 20 0 0 馬唐 60 70 70 0 法氏狗尾草 40 60 60 0 牵牛花 30 40 80 0 反枝莧 80 100 100 0 筒麻 70 80 90 0 小麥 0 0 0 0 表A 31 g ai/ha 95 96 97 98 萌前 稗草 50 50 60 0 玉米 0 0 0 0 馬唐 70 70 80 0 法氏狗尾草 70 60 50 0 牵牛花 70 60 60 0 反枝莧 100 100 100 0 筒麻 100 90 100 30 小麥 30 0 30 0 表A 31 g ai/ha 110 111 112 113 萌前 稗草 0 0 20 30 玉米 - - - 10 馬唐 0 0 20 40 法氏狗尾草 10 20 40 50 牽牛花 100 100 10 100 反枝莧 100 100 100 100 苘麻 30 50 30 90 小麥 0 20 0 0 表A 31 g ai/ha 124 125 126 127 萌前 稗草 30 10 50 60 玉米 0 0 0 0 40 50 40 50 50 0 30 40 50 0 0 0 0 10 0 0 0 0 70 80 80 90 80 0 80 70 70 60 70 70 70 60 0 60 60 60 10 60 70 80 60 0 70 30 60 100 100 100 100 100 0 100 100 80 80 100 100 90 100 0 80 90 100 20 0 0 化合物 0 0 0 0 0 0 86 87 88 89 90 91 92 93 94 50 50 60 40 60 40 40 50 60 0 - 0 - 0 0 0 0 0 90 90 80 80 70 90 70 70 90 60 80 70 70 60 70 60 70 70 40 80 60 90 20 30 70 60 100 100 80 100 100 80 100 100 100 100 90 100 70 80 70 90 100 100 100 0 0 0 化合物 0 0 0 0 0 50 101 102 103 104 105 106 107 108 109 10 40 30 50 0 0 0 40 0 0 20 0 0 0 0 0 30 0 - 50 70 60 0 10 60 50 0 50 50 60 50 0 20 40 40 0 20 70 60 70 10 100 - 70 0 100 100 100 100 90 100 90 100 0 100 80 100 100 70 50 60 100 0 0 0 0 化合物 60 40 0 0 20 0 115 116 117 118 119 120 121 122 123 10 10 50 0 10 40 30 10 60 0 0 50 0 20 50 0 0 10 70 50 50 10 0 30 0 10 70 10 30 60 0 30 50 10 70 80 80 60 100 100 90 100 60 100 - 90 80 100 100 100 100 100 100 100 60 60 100 100 60 100 100 100 100 20 30 0 化合物 20 0 30 40 0 60 129 130 131 132 133 134 135 136 137 30 30 0 20 0 0 0 0 50 50 0 0 0 0 0 0 0 0 155859.doc -161 - 201141380 馬唐 10 60 50 70 10 0 40 0 70 60 0 0 0 80 法氏狗尾草 0 20 80 70 10 10 50 0 60 10 0 0 0 70 牵牛花 0 50 70 100 30 70 50 30 50 70 0 0 0 70 反枝莧 100 100 100 100 100 100 100 80 100 100 100 80 60 100 清麻 60 60 100 100 80 80 70 40 60 100 0 20 30 100 小麥 0 0 20 60 50 70 40 0 0 0 0 0 0 20 表A 化合物 31 g ai/ha 萌前 138 139 140 141 142 143 144 145 146 147 148 149 150 151 稗草 0 0 0 0 50 60 60 0 10 50 0 10 20 40 玉米 0 0 0 0 0 0 0 0 0 10 0 30 0 0 馬唐 60 30 10 30 90 90 100 0 30 70 50 80 70 50 法氏狗尾草 70 40 10 10 60 90 90 30 30 70 40 60 60 50 牽牛花 50 10 0 10 80 80 70 20 0 80 40 60 - 0 反枝莧 100 100 90 80 100 100 100 100 - 100 100 100 100 100 筒麻 80 80 30 0 100 100 100 60 40 100 100 100 50 100 小麥 0 0 0 0 0 0 0 0 0 20 0 0 0 0 表A 化合物 31 g ai/ha 萌前 152 153 201 202 203 204 205 206 207 208 209 210 211 212 稗草 0 0 30 0 0 10 10 30 40 10 30 50 20 0 玉米 0 0 0 0 0 0 0 0 0 0 10 60 0 0 馬唐 0 0 10 10 0 10 20 30 40 30 60 40 30 20 法氏狗尾草 0 30 20 10 0 30 50 30 10 50 90 90 50 40 牵牛花 0 50 100 10 0 0 10 50 30 60 60 100 20 10 反枝莧 20 100 - 100 80 80 70 100 100 100 100 100 100 90 筒麻 10 50 80 60 50 60 60 80 70 100 100 100 100 50 小麥 0 0 20 0 0 0 30 0 0 0 0 10 0 0 表A 化合物 31 g ai/ha 萌前 213 214 215 216 217 301 302 401 402 稗草 0 60 60 70 50 0 0 20 50 玉米 20 10 0 0 0 0 0 0 40 馬唐 20 70 70 70 80 0 0 40 90 法氏狗尾草 70 80 70 70 70 0 0 20 70 牵牛花 80 90 70 100 100 0 60 60 90 反枝莧 100 100 90 100 100 0 100 100 100 筒麻 100 100 100 100 100 0 70 40 100 小麥 20 0 0 0 0 0 0 0 0 表A 化合物 16 g ai/ha 萌前 3 4 5 8 9 33 34 35 37 39 53 54 57 58 稗草 50 50 50 0 30 10 0 10 0 10 0 0 0 0 玉米 0 0 0 50 0 0 0 0 0 0 0 0 0 0 馬唐 60 50 80 40 10 80 0 0 0 70 40 0 0 0 法氏狗尾草 70 50 60 50 30 60 0 0 0 60 10 0 0 0 155859.doc -162- 201141380 牽牛花 100 30 0 0 反枝莧 100 90 100 100 冋麻 100 70 60 100 小麥 30 40 0 0 表A 化合物 16 g ai/ha 59 100 218 萌前 稗草 0 0 0 玉米 0 0 0 馬唐 0 60 0 法氏狗尾草 0 60 0 表A 8 g ai/ha 3 4 5 8 萌前 稗草 10 30 10 0 玉米 0 0 0 0 馬唐 50 30 60 - 法氏狗尾草 60 0 60 0 牽牛花 100 0 0 0 反枝莧 100 90 100 100 苘麻 50 40 0 50 小麥 0 0 0 0 表A 8 g ai/ha 42 43 44 45 萌前 稗草 0 0 20 0 玉米 0 0 0 0 馬唐 0 0 10 30 法氏狗尾草 0 20 20 0 牽牛花 0 20 10 0 反枝莧 70 90 50 90 苘麻 0 0 0 20 小麥 0 0 0 0 表A 8 g ai/ha 63 64 65 66 萌前 稗草 0 0 0 0 玉米 0 0 0 0 馬唐 0 50 60 0 法氏狗尾草 0 40 30 10 牽牛花 0 20 0 0 反枝莧 0 80 90 60 筒麻 0 40 60 40 小麥 0 0 0 0 表A 8 g ai/ha 77 78 79 80 70 0 10 0 50 0 0 0 0 90 60 40 0 100 - 0 0 0 100 30 0 0 100 100 0 0 0 0 0 0 0 0 0 0 0 0 表A 化合物 16 g ai/ha 59 100 218 萌前 牵牛 ΛΑ 化 0 0 70 反枝莧 0 100 0 苟麻 0 30 60 小麥 0 0 0 化合物 28 29 30 31 32 36 38 40 41 10 20 20 0 0 20 10 0 10 0 0 0 0 0 0 0 0 0 70 30 60 70 40 0 10 50 10 60 10 60 30 20 40 40 40 10 40 30 60 0 50 10 50 40 10 60 100 100 90 100 60 100 100 80 80 60 80 60 10 30 50 40 0 0 0 10 0 0 0 0 0 0 化合物 47 48 49 50 51 52 60 61 62 0 0 0 0 10 0 0 0 0 0 0 0 0 0 0 0 0 0 50 0 0 0 10 60 20 40 40 40 0 30 0 0 40 50 10 0 30 0 0 0 20 50 30 30 0 80 0 80 0 80 100 90 90 70 50 0 30 0 60 60 0 20 40 0 0 0 0 0 0 0 0 0 化合物 68 69 70 71 72 73 74 75 76 30 20 30 30 .10 10 10 30 0 0 0 0 0 0 0 0 0 0 50 70 40 20 10 20 10 60 0 40 50 40 10 0 40 10 50 0 30 30 30 10 0 20 20 50 10 60 70 70 30 80 60 70 90 10 50 30 50 60 50 60 70 80 60 0 0 0 0 0 0 0 0 0 化合物 82 83 84 85 86 87 88 89 90 155859.doc -163 - 201141380 萌前 稗草 0 0 20 20 玉米 0 0 0 0 馬唐 0 20 30 40 法氏狗尾草 0 10 0 10 牽牛花 0 40 10 10 反枝莧 0 70 70 50 筒麻 0 60 70 40 小麥 0 0 0 0 表A 8 g ai/ha 91 92 93 94 萌前 稗草 20 0 10 0 玉米 0 0 0 0 馬唐 60 20 40 30 法氏狗尾草 50 20 30 40 牽牛花 0 0 30 0 反枝莧 90 60 20 100 筒麻 20 20 50 50 小麥 0 0 0 20 表A 8 g ai/ha 146 147 化合物 214 215 萌前 稗草 0 0 10 10 玉米 0 0 0 0 馬唐 0 0 50 40 法氏狗尾草 0 20 40 50 表A 4 g ai/ha 3 4 5 8 萌前 稗草 0 0 0 0 玉米 0 0 0 0 馬唐 0 20 0 - 法氏狗尾草 40 0 50 0 牽牛花 10 0 0 0 反枝莧 90 70 80 30 筒麻 40 20 0 0 小麥 0 0 0 0 表A 4 g ai/ha 化合物 59 100 218 萌前 稗草 0 0 0 玉米 0 0 0 馬唐 0 30 0 法氏狗尾草 0 30 0 0 30 0 10 10 0 40 0 10 0 0 0 0 0 0 0 0 0 50 40 0 70 50 60 40 50 10 30 40 0 60 40 50 30 30 0 20 50 0 - 0 10 30 20 0 80 100 0 50 60 0 40 40 10 40 70 0 40 60 60 60 40 0 0 0 0 0 0 0 0 0 0 化合物 96 97 98 99 101 142 143 144 145 10 0 0 0 0 0 10 10 0 0 0 0 0 0 0 0 0 0 40 30 0 0 0 40 60 60 0 30 30 0 0 0 40 60 60 0 0 30 0 0 0 40 60 60 0 100 40 0 0 0 100 100 100 10 80 50 0 0 10 10 60 60 0 0 0 0 0 0 0 0 0 0 表A 化合物 217 8 g ai/ha 146 147 214 215 216 217 萌前 10 牽牛花 0 10 60 10 60 70 0 反枝莧 0 70 80 80 100 90 30 清麻 0 0 60 40 70 50 50 小麥 0 0 0 0 0 0 化合物 33 34 35 37 39 53 54 57 58 10 - 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 60 0 0 0 50 20 0 0 0 40 0 0 0 50 0 0 0 0 20 0 0 0 30 0 0 0 0 90 - 0 0 70 0 0 0 0 80 - 0 0 30 10 0 0 0 0 0 0 0 0 0 0 0 0 表A 化合物 4 g ai/ha 59 100 218 萌前 牽牛花 0 0 10 反枝莧 0 - 0 向麻 0 0 0 小麥 0 0 0 155859.doc 164 201141380Test A will sedge (five e/H'woc/z/oaf crMs-ga///), crabgrass (lg; DzWiaria foxtail (foxtail, giant;, morning glory (ipowoea spp.), Seeds of Dmarawi/zws retroflexus, Abutilon theophrasti, Triticum and Maize (Zecz wa;;?) are planted in a mixture of loam and sand and used in non-phytotoxic solvents. The test chemicals formulated in the mixture (including the surfactant) are directly soil sprayed to pre-emerge the seeds. At the same time, test compounds of the same method are applied to these varieties for post-emergence treatment. The range is from 2 cm to 10 cm and is in the one-leaf to two-leaf stage. The treated plants and the untreated control group are maintained in the greenhouse for about 10 days, after which all treated plants are compared with the untreated control group. The damage was assessed from the appearance. The plant response level (summarized in Table A) was based on 0 to grade, where line 0 was ineffective and fully controlled. The dash (-) indicates no test results. Table A Compound 125 g ai/ha Post-emergence 1 2 6 7 10 11 12 13 14 15 16 17 18 19 Valerian 100 100 100 100 70 70 100 100 100 100 100 100 100 100 Corn 80 100 70 0 50 70 70 90 100 60 90 90 90 70 Madang 100 100 100 80 70 70 70 100 100 100 100 100 100 100 Phnom Penh 100 100 100 100 70 80 70 100 100 100 100 100 100 100 Morning Glory 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Anti-branches 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Ramie 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Wheat Table A 60 90 70 50 70 70 60 80 Compound 100 100 90 90 80 90 125 g ai/ha 20 21 22 23 24 25 26 27 55 56 102 103 104 105 155859.doc • 151 · 201141380 Post-emergence sorghum 100 100 100 100 100 100 100 100 100 100 100 100 100 70 Corn 100 100 80 80 80 90 80 90 100 80 90 100 80 80 Madang 100 100 100 100 100 100 100 100 100 100 100 90 100 60 French foxtail 100 100 100 100 100 100 100 100 100 100 100 100 100 50 Morning glory 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Branch 100 100 100 100 100 100 100 100 10 0 100 100 100 100 100 Commercial hemp 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Wheat 70 80 90 70 80 90 70 90 80 80 50 60 90 50 Table A Compound 125 g ai/ha 106 107 108 109 110 111 112 113 114 115 116 117 118 119 Post-emergence sedge 100 90 100 0 100 90 100 100 100 100 100 100 100 100 Corn 70 80 80 0 70 80 80 90 80 60 60 60 90 90 Matang 90 100 100 10 90 90 100 100 90 100 60 100 100 100 French foxtail 100 100 100 20 90 100 100 100 100 100 60 100 100 100 Morning glory 100 100 100 40 100 100 100 100 100 100 100 100 100 100 Anti-branches 100 100 100 40 100 100 100 100 100 100 100 100 100 100 Cannabar 100 100 100 30 100 100 100 100 100 100 100 100 100 100 Wheat 60 50 90 0 60 60 50 100 60 50 50 60 90 80 Table A Compound 125 g ai/ha 120 121 122 123 124 125 126 127 128 129 130 131 132 133 Post-emergence sorghum 100 100 100 100 100 100 100 100 100 100 100 100 80 100 100 Corn 100 90 100 100 30 60 100 80 50 60 70 70 70 70 Madang 100 90 100 100 60 7 0 100 100 100 90 100 90 80 100 Phnom Penh 100 100 100 100 60 100 100 100 100 100 100 100 100 100 Morning Glory 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Anti-branches 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Cannabar 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Wheat 60 60 70 100 60 60 90 100 80 80 60 50 50 50 Table A Compound 125 g ai/ha 134 135 136 137 138 139 140 141 148 149 150 151 152 153 Post-emergence sedge 100 100 100 100 70 100 100 100 70 100 100 90 50 100 Corn 80 70 50 80 50 70 70 70 50 70 40 50 40 70 Matang 90 80 70 90 80 90 90 100 70 100 100 80 70 90 Phnom Penh 100 90 90 100 80 100 100 100 80 100 100 80 60 100 Morning Glory 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Anti-branches 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Cannabar 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Wheat 60 60 60 80 50 40 50 50 60 70 60 50 40 50 Table A Compound 125 g ai/ Ha 201 202 2 03 204 205 206 207 208 209 210 211 212 213 301 Post-emergence sorghum 100 100 100 100 100 100 100 100 100 100 100 100 100 50 155859.doc -152- 201141380 Corn 100 70 30 50 Madang 100 70 60 60 Foxtail 100 100 100 50 morning glory 100 100 100 100 anti-branches 100 100 100 100 tube 100 100 100 100 wheat 70 60 40 50 Table A Compound 125 g ai/ha 302 401 402 Post-emergence 100 100 100 Corn 80 70 60 Matang 70 50 100 F. sylvestris 100 60 100 Table A 31 g ai/ha 1 2 3 4 Post-emergence valerian 100 100 100 100 Corn 40 90 80 80 Madang 60 100 100 100 French foxtail 80 100 100 100 Morning Glory 100 100 100 100 Anti-branches 100 100 100 100 Cannabar 100 100 100 100 Wheat 40 60 60 60 Table A 31 g ai/ha 15 16 17 18 Post-emergence sedge 100 90 100 100 Corn 30 50 70 90 Macant 60 100 90 90 foxtail sage 70 100 100 100 morning glory 100 100 100 100 ruminant 100 100 100 100 ramie 100 100 100 100 wheat 40 50 50 50 Table A 31 g ai/ha 29 30 31 32 Grass 100 100 50 100 Corn 50 80 80 50 Madang 100 80 80 100 Phnom Penh 100 100 60 100 Morning Glory 100 100 100 100 Anti-branches 100 100 100 100 Cannula 100 100 100 100 80 70 100 100 100 70 50 90 20 100 60 60 70 70 100 90 90 40 100 100 80 100 80 100 100 100 20 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 60 50 70 90 90 60 70 70 30 Table A Compound 125 g ai/ha 302 401 402 Post-emergence morning glory 100 100 100 Twigs 100 100 100 Cannabar 100 100 100 Wheat 50 50 50 Compound 6 7 8 9 10 11 12 13 14 90 60 60 90 50 50 60 100 100 30 0 50 60 40 30 30 50 50 80 70 80 70 60 50 60 70 70 100 80 80 80 60 70 50 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 90 100 100 100 100 100 100 100 100 100 100 100 100 100 50 40 40 70 50 40 40 40 80 Compound 20 21 22 23 24 25 26 27 28 100 90 90 70 100 100 100 100 100 60 70 70 30 50 40 30 40 70 80 70 100 70 80 80 70 90 100 100 100 100 100 100 1 00 90 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 50 40 40 40 50 50 50 60 60 Compound 38 40 41 42 43 44 45 46 47 100 100 100 80 100 90 100 100 100 40 100 50 20 80 100 70 90 80 100 90 100 80 90 100 100 100 100 90 100 100 80 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 155859.doc -153 - 201141380 Wheat table A 70 70 50 50 31 g ai/ha Post-emergence 48 49 50 51 Valerian 20 100 80 100 Corn 20 70 30 80 Horse Tang 50 100 70 100 French foxtail 60 100 100 100 Morning glory 100 100 100 100 Anti-branches 100 100 100 100 Tube 100 100 100 100 Wheat table A 40 50 40 50 31 g ai/ha After 67 68 69 70 稗Grass 100 80 90 100 Corn 70 70 90 80 Madang 100 100 100 100 Phnom Penh 100 100 100 100 Morning Glory 100 100 100 100 Anti-branches 100 100 100 100 Cannabis 100 100 100 100 Wheat Table A 60 50 50 50 31 g ai/ha 萌萌81 82 83 84 裨草10 0 100 100 20 Maize 40 100 80 20 Matang 80 100 90 40 Fasciola 100 100 100 50 Morning Glory 100 100 100 100 Anti-branches 100 100 100 80 Tube 100 100 100 100 Wheat Table A 40 50 60 20 31 g Ai/ha Post-emergence 95 96 97 98 Valerian 100 100 90 40 Corn 80 100 50 20 Madang 100 100 90 30 French foxtail 100 100 100 30 Morning glory 100 100 100 60 Anti-branches 100 100 100 70 Cannabis 100 100 100 70 Wheat Table A 50 60 50 30 50 60 60 Compound 50 50 60 50 70 50 55 56 60 61 62 63 64 65 66 100 100 100 90 100 50 100 100 100 50 20 30 30 70 20 70 70 80 80 80 100 100 100 50 100 100 100 100 100 - 100 100 50 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 50 50 50 40 Compound 50 50 30 60 50 60 72 73 74 75 76 77 78 79 80 80 90 100 100 100 60 100 100 100 50 60 60 70 50 30 80 50 70 100 90 100 100 80 60 100 90 100 100 100 100 100 100 80 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 1 00 100 100 100 100 100 100 100 50 60 50 Compound 60 50 30 50 60 60 86 87 88 89 90 91 92 93 94 100 100 100 100 100 100 90 100 100 70 80 70 90 70 80 70 90 60 100 100 90 100 100 100 90 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 50 70 50 Compound 60 50 50 50 60 60 101 102 103 104 105 106 107 108 109 80 100 100 90 30 60 70 100 0 70 50 40 50 40 50 50 40 0 100 90 60 80 50 60 70 70 0 100 100 90 100 20 70 70 100 10 100 100 100 100 100 100 100 100 30 100 100 100 100 100 100 100 100 20 100 100 100 100 100 100 100 100 10 50 40 40 50 30 40 40 50 0 Compound 155859.doc • 154· 201141380 31 g ai/ha After 110 11 112 113 113 Alfalfa 50 50 100 90 Maize 40 20 40 30 Matang 50 40 50 60 Fascia 40 40 40 80 Morning Glory 100 100 100 100 Anti-branches 100 100 100 100 Tube 100 100 100 100 Wheat Table A 40 50 30 30 31 g ai/ha post-emergence 124 125 126 127 alfalfa 50 40 100 100 jade米20 30 40 50 马唐30 40 70 80 法氏草草40 60 100 100 Morning Glory 100 100 100 100 反 苋 100 100 100 100 麻麻 100 100 100 100 Wheat Table A 30 40 70 50 31 g ai/ha After 138 139 140 141 稗草 50 70 80 100 Corn 20 30 30 30 马唐 60 60 60 60 法氏草草 50 70 90 70 Morning Glory 100 100 100 100 反 苋 100 100 100 100 麻麻 100 100 100 100 Wheat Table A.40 30 30 30 31 g ai/ha After 152 153 201 202 禆草20 100 100 90 Corn 30 20 40 30 马唐30 60 60 50 法氏狗草20 90 100 70 Morning Glory 60 100 100 100苋100 100 100 100 Ramie 100 100 100 100 Wheat Table A 30 30 60 40 Compound 31 g ai/ha Post-emergence 213 214 215 216 115 116 117 118 119 120 121 122 123 100 100 100 80 80 100 90 100 100 40 50 40 30 40 50 40 60 50 50 40 70 30 40 80 50 70 90 50 50 60 60 90 100 70 100 100 100 70 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 40 30 50 50 50 50 50 50 60 Compound 129 130 131 1 32 133 134 135 136 137 100 80 80 70 100 70 60 50 100 20 50 20 30 30 30 30 30 30 60 60 60 60 70 60 50 50 70 60 100 60 70 70 60 50 50 100 100 100 100 100 100 100 90 80 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 50 40 40 40 40 50 50 50 50 70 Compound 143 144 145 146 147 148 149 150 151 100 100 90 70 90 40 100 80 60 50 80 50 20 90 20 30 30 20 100 100 80 70 80 50 70 90 50 100 100 90 70 100 50 100 90 60 100 100 100 100 100 100 100 100 90 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 60 60 40 50 50 40 40 40 30 Compound 204 205 206 207 208 209 210 211 212 50 70 100 90 70 50 50 100 100 20 20 50 40 50 60 60 30 30 20 20 50 50 40 50 50 70 60 20 40 50 30 30 30 50 90 100 80 60 100 70 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 20 50 50 40 50 40 40 40 40 301 302 401 402 155859.doc - 155- 201141380 稗草100 100 100 100 100 10 80 50 100 Corn 30 90 70 60 50 20 20 50 40 Matang 50 100 90 90 90 10 50 40 80 Phnom Penh 40 100 100 100 100 10 50 50 90 Morning Glory 100 100 100 100 100 100 100 80 100 Anti-branches 100 100 100 100 100 80 100 100 100 Cannabar 100 100 100 100 100 100 100 100 100 100 Wheat 40 60 60 60 60 10 30 40 40 Table A Compound 16 g ai/ha Post-emergence 3 4 5 8 9 33 34 35 37 39 53 54 57 58 100 100 100 50 50 50 20 20 0 60 60 0 10 10 Corn 70 70 40 30 30 10 10 10 0 20 20 10 10 0 Matang 100 90 90 70 60 60 20 20 0 70 70 0 10 30 Phnom Penh 100 100 100 70 60 70 20 30 0 70 60 0 0 0 Morning Glory 100 100 100 100 100 100 20 100 30 100 100 10 20 0 Anti-branches 100 100 100 100 100 100 30 100 0 100 100 - 10 20 Tube 100 100 100 100 100 100 100 100 40 100 100 40 30 40 Wheat 60 60 60 50 40 30 0 10 0 20 20 0 0 0 Table A Compounds Table A Compound 16 g ai/ha 59 100 218 16 g ai/ha 59 100 218 After germination Post-emergence 稗草80 50 10 牛牛Λ化化 50 100 20 jade Rice 10 30 10 Anti-branches 60 100 20 Matang 20 60 0 Hemp 90 100 50 Fascia chinensis 50 60 10 Wheat 0 20 0 Table A Compound 8 g ai/ha Post-emergence 3 4 5 8 9 28 29 30 31 32 36 38 40 41 稗草100 90 90 30 30 90 100 80 40 90 80 100 80 100 Corn 50 40 30 30 20 20 20 30 40 20 20 20 50 20 Matang 90 80 70 60 60 70 60 60 60 80 80 80 70 70 French foxtail 100 100 90 70 50 80 80 80 50 90 80 80 100 80 Morning Glory 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Retrograde 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Tube 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Wheat 50 50 40 40 40 30 50 50 40 30 30 30 40 30 Table A Compound 8 g ai/ha Post-emergence 42 43 44 45 46 47 48 49 50 51 52 60 61 62 稗 60 60 60 70 100 100 90 20 80 50 100 90 60 80 100 Corn 20 40 30 30 40 40 20 30 30 40 60 20 20 30 Matang 60 70 60 70 80 70 50 60 60 70 70 90 70 60 French foxtail 70 100 100 100 100 100 50 80 60 70 100 100 100 80 Morning Glory 100 100 10 0 100 100 100 80 100 100 100 100 100 100 100 Anti-branches 100 100 100 100 100 100 80 100 80 100 100 100 100 100 155859.doc -156- 201141380 To Ma 100 100 100 100 Wheat 30 30 30 50 Table A 8 g ai/ha 63 64 65 66 Post-emergence valerian 30 100 100 100 Corn 20 30 30 40 Madang 10 70 80 60 French foxtail 20 100 100 90 Morning glory 60 100 100 100 Anti-branches 70 100 100 100 Castor 70 100 100 100 Wheat 10 40 40 40 Table A 8 g ai/ha 77 78 79 80 Post-emergence alfalfa 40 100 80 80 Maize 30 50 40 40 Matang 30 70 70 70 Fructus sinensis 40 80 100 100 Morning Glory 100 100 100 100 Anti-branches 100 100 90 100 Tube 100 100 100 100 Wheat 20 30 50 40 Table A 8 g ai/ha 91 92 93 94 Post-emergence sedge 80 50 70 50 Corn 40 30 70 20 Matang 80 60 70 60 French foxtail 90 70 90 70 Morning glory 100 100 100 100 Anti-branches 100 100 100 100 Ramie 100 100 100 100 Wheat 40 40 40 40 Table A 8 g ai/ha 146 147 214 215 Post-emergence sedge 40 70 100 60 Corn 20 30 50 30 Matang 50 70 60 70 French dog Sage 40 80 80 80 Morning Glory 100 100 100 100 Anti-branches 100 100 100 100 Ramie 100 100 100 100 Wheat 30 40 50 50 100 100 100 100 100 100 100 100 100 40 10 40 Compound 30 40 50 30 30 40 68 69 70 71 72 73 74 75 76 70 80 100 70 80 70 100 100 60 30 30 50 40 30 30 30 50 30 60 80 70 70 70 70 70 80 60 70 100 80 80 80 100 100 90 70 100 90 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 80 100 100 100 100 100 100 100 100 100 30 40 40 Compound 60 40 50 50 50 40 82 83 84 85 86 87 88 89 90 60 100 10 90 100 80 100 80 50 100 50 10 50 40 30 40 50 30 70 80 10 70 70 70 60 70 70 100 80 20 90 80 80 60 100 70 100 80 70 100 100 100 100 100 100 100 100 70 100 100 100 100 100 80 100 100 70 100 100 100 100 100 100 30 50 0 Compound 40 40 40 40 50 40 96 97 98 99 101 142 143 144 145 100 30 30 10 80 50 70 100 50 60 30 0 20 30 20 20 20 20 80 70 20 0 60 70 70 70 60 90 90 10 0 80 90 90 100 70 100 100 30 100 100 100 100 100 100 100 100 - 0 100 100 100 100 100 100 100 30 6 0 100 100 100 100 100 40 30 30 30 40 30 40 40 30 Compound 217 100 20 60 100 100 100 100 50 155859.doc • 157· 201141380 Table A 4 g ai/ha Post-emergence 3 4 5 8 Valerian 80 80 60 30 Maize 40 30 20 30 Matang 90 70 60 50 Fasciola 90 90 90 60 Morning Glory 100 100 100 100 Anti-branches 100 100 100 100 Cannabar 100 100 100 100 Wheat 40 40 40 30 Table A Compound 4 g ai/ Ha 萌萌 59 100 218 稗草 0 40 0 Corn 10 20 10 马唐20 50 0 法氏草草表 A - 50 0 125 g ai/ha Before the sprout 1 2 6 7 Valerian 70 80 80 70 Corn 0 60 20 0 Matang 90 100 100 90 French foxtail 90 100 90 90 Morning glory 100 100 100 100 Anti-branches 100 100 100 100 Hemp 100 100 100 100 Wheat 40 70 30 0 Table A 125 g ai/ha Before the 20 21 22 23 稗草100 90 80 80 corn 30 60 50 30 madang 100 90 100 100 foxtail sage 100 90 100 100 morning glory 90 100 100 100 anti-branches 100 100 100 100 to hemp 100 100 100 100 wheat 70 90 70 20 Table A 125 g ai/ha Pre-emergence 106 107 108 109 Valerian 40 50 80 0 Corn 20 40 50 0 Matang 70 90 90 0 Compound 33 34 35 37 39 53 54 57 58 10 10 10 0 20 40 0 0 0 10 10 0 0 10 10 10 0 0 40 0 10 0 40 50 0 0 20 50 10 10 0 30 40 0 0 0 100 0 30 0 100 60 0 0 0 100 20 100 0 100 100 0 0 0 100 100 100 30 100 100 10 20 20 10 0 0 0 10 0 0 0 0 Table A Compound 4 g ai/ha 59 100 218牛花0 40 0 反 苋 - 100 0 麻麻 60 100 30 小麦 0 0 0 化合物11 12 13 14 15 16 17 18 19 70 60 90 100 100 100 90 90 100 30 90 50 70 60 60 50 50 50 90 70 80 100 100 100 100 100 100 80 90 80 100 100 100 100 90 100 100 80 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 80 70 60 80 80 90 90 70 80 Compound 25 26 27 55 56 102 103 104 105 100 90 100 100 80 70 70 90 50 50 0 70 30 20 50 60 60 50 100 100 100 100 100 100 100 100 70 100 100 100 100 100 80 100 100 80 100 100 90 100 100 80 100 100 10 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 9 0 60 70 90 80 70 0 70 80 80 Compound 111 112 113 114 115 116 117 118 119 20 80 60 40 40 60 90 50 50 30 60 70 60 50 50 80 40 50 40 100 100 100 90 80 90 80 80 155859.doc -158- 201141380 foxtail sage 70 80 90 0 60 60 morning glory 100 100 100 0 100 100 anti-branches 100 100 100 0 100 100 ramie 100 100 100 10 100 100 wheat 10 0 50 0 50 40 Table A 125 g Ai/ha Before the sprout 120 121 122 123 124 125 Valerian 90 50 80 100 60 80 Corn 80 30 50 60 0 70 Madang 100 60 90 100 70 100 Phnom Penh 90 80 100 100 70 80 Morning Glory 100 80 100 100 60 80 Anti-branches 100 100 100 100 100 100 Cannabis 100 100 100 100 100 100 Wheat 80 80 90 80 10 30 Table A 125 g ai/ha Before 134 135 136 137 138 139 Herborist 0 0 0 80 70 40 Corn 0 0 0 50 0 0 马唐40 0 50 90 100 80 Phnom Penh 60 30 60 100 90 80 Morning Glory 50 0 0 100 70 90 Anti-branches 100 90 100 100 100 100 Canopy 70 100 60 100 100 100 Wheat 0 0 0 60 0 0 Table A 125 g ai/ha Pre-emergence 201 202 203 204 205 206 Valerian 90 50 20 40 100 5 0 Maize 70 30 0 0 50 50 Matang 80 70 60 60 100 90 F. sylvestris 100 70 20 80 100 100 Morning Glory 100 60 60 60 60 90 Anti-branches 100 100 100 100 100 100 Cannabis 100 100 100 80 100 100 Wheat 60 50 20 0 50 40 Table A Compound 125 g ai/ha Pre-emergence 302 401 402 Alfalfa 50 70 90 Maize 0 60 60 Matang 70 90 100 Phnom Penh Table A 60 100 90 οοοοοοοο ww 09000009a&lt;b€ 1 1 IX 11 nn Γ&gt; Λ11 OOOOOOOOA5 former cattle branch Ma Mai? 5610101010104表12萌牵苘小小1 οοοοοοοο \ 54679004 t 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 30 70 60 50 60 Compound 126 127 128 129 130 90 100 50 50 90 70 60 10 60 - 100 100 70 70 100 100 100 70 70 90 100 100 100 100 70 100 100 100 100 100 100 100 100 100 100 90 80 70 80 50 Compound 140 141 148 149 150 40 50 60 60 70 0 0 0 50 0 80 80 90 100 90 70 70 90 90 90 70 70 70 80 40 100 100 100 100 100 100 100 100 100 100 0 0 0 40 50 Compound 207 208 209 210 211 90 80 90 70 70 80 80 100 100 100 100 100 100 100 100 100 100 40 40 30 131 132 133 50 70 50 20 20 10 20 100 80 60 90 90 50 70 80 100 100 100 70 100 100 10 50 40 151 152 153 50 0 50 0 - 20 80 10 80 70 20 70 40 20 100 100 100 100 100 60 100 20 10 40 212 213 301 οοοοοοοο 78000009 ah 60 40 80 0 60 30 80 0 70 60 70 0 100 90 100 0 90 70 100 40 100 100 100 50 100 100 100 50 60 40 70 0 Compound 302 401 402 70 100 100 100 100 100 100 100 100 Ο 70 50 155859.doc •159· 201141380 31 gai/ha 1 2 3 4 Pre-emergence sedge 30 40 60 60 Corn 0 40 20 40 Matang 80 90 90 90 Fasciola 70 90 80 70 Morning Glory 100 100 100 90 Anti-branches 100 100 100 90 Tubes 60 80 100 90 Wheat 20 20 40 50 Table A 31 gai/ha 15 16 17 18 Pre-emergence 70 60 50 40 Corn 10 20 0 0 Matang 90 90 70 80 French foxtail 80 80 80 80 Morning glory 100 80 80 40 Anti-branches 100 100 100 100 Tube 100 100 100 100 Wheat 50 10 0 30 Table A 31 g ai/ha 29 30 31 32 Pre-emergence 70 70 50 40 Maize 10 10 0 0 Matang 90 90 100 70 F. serrata 90 90 80 60 Morning Glory 80 80 0 80 Anti-branches 100 100 100 100 Tube 'Mus 100 100 100 90 Wheat 40 50 0 20 Table A 31 g Ai/ha 48 49 50 51 萌前稗草10 20 0 50 玉米0 0 0 0 马唐0 70 40 90 法氏狗草0 70 50 60 Morning Glory 0 60 20 70 反 苋 0 100 80 100 筒 0 100 70 100 Wheat 0 0 0 0 Table A 31 g ai/ha 67 68 69 70 Before Meng 6 7 8 9 10 11 12 13 14 30 0 2 0 60 20 60 0 30 50 0 0 60 0 0 0 0 0 30 80 70 80 80 40 60 10 10 60 70 40 90 90 50 60 30 40 80 60 30 0 50 0 - 60 50 100 100 100 100 100 100 - 80 100 100 50 100 100 100 100 100 80 80 100 0 0 20 Compound 30 0 40 0 0 20 20 21 22 23 24 25 26 27 28 40 40 20 20 50 30 50 50 50 0 0 0 20 0 0 0 20 0 70 60 90 80 70 80 100 80 90 70 60 90 70 70 70 70 80 80 90 40 60 70 100 80 60 80 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 40 40 30 Compound 0 20 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 90 70 80 90 50 60 70 100 100 100 100 100 100 100 100 100 80 70 80 100 70 100 100 100 100 10 20 30 10 30 30 0 0 0 Compound 55 56 60 61 62 63 64 65 66 50 10 50 60 10 0 50 50 20 0 0 0 20 0 0 0 0 0 80 70 70 60 70 0 90 80 70 80 70 90 60 60 0 70 60 50 60 90 100 80 40 0 60 60 10 100 100 100 100 100 0 100 100 90 100 100 100 100 100 0 100 100 70 50 0 0 Compound 20 0 0 0 0 0 72 73 74 75 76 77 78 79 80 155859.doc -160- 201141380 Valerian 50 40 60 60 Corn 0 0 0 0 Madang 70 90 100 90 Phnom Penh 60 80 70 80 Morning Glory 60 60 90 60 反 苋 90 100 100 100 麻麻 90 90 100 100 小麦 0 0 0 0 表 A 31 g ai/ha 81 82 83 84 萌前稗草 50 40 50 0 玉米0 20 0 0 马唐60 70 70 0 French foxtail 40 60 60 0 Morning glory 30 40 80 0 Amaranth 80 100 100 0 Canna 70 80 90 0 Wheat 0 0 0 0 Table A 31 g ai/ha 95 96 97 98 Pre-emergence 50 50 60 0 玉米0 0 0 0 马唐70 70 80 0 法氏草草70 60 50 0 Morning Glory 70 60 60 0 Anti-branches 100 100 100 0 Tube 100 100 100 30 Wheat 30 0 30 0 Table A 31 g Ai/ha 110 111 112 113 Pre-emergence valerian 0 0 20 30 Corn - - - 10 Matang 0 0 20 40 Phnom Penh 10 20 40 50 Morning Glory 100 100 10 100 Anti-branches 100 100 100 100 Ramie 30 50 30 90 Wheat 0 20 0 0 Table A 31 g ai/ha 124 125 126 127 Pre-emergence sedge 30 10 50 60 Corn 0 0 0 0 40 50 40 50 50 0 30 40 50 0 0 0 0 10 0 0 0 0 70 80 80 90 80 0 80 70 70 60 70 70 70 60 0 60 60 60 10 60 70 80 60 0 70 30 60 100 100 100 100 100 0 100 100 80 80 100 100 90 100 0 80 90 100 20 0 0 Compound 0 0 0 0 0 0 86 87 88 89 90 91 92 93 94 50 50 60 40 60 40 40 50 60 0 - 0 - 0 0 0 0 0 90 90 80 80 70 90 70 70 90 60 80 70 70 60 70 60 70 70 40 80 60 90 20 30 70 60 100 100 80 100 100 80 100 100 100 100 90 100 70 80 70 90 100 100 100 0 0 0 Compound 0 0 0 0 0 50 101 102 103 104 105 106 107 108 109 10 40 30 50 0 0 0 40 0 0 20 0 0 0 0 0 30 0 - 50 70 60 0 10 60 50 0 50 50 60 50 0 20 40 40 0 20 70 60 70 10 100 - 70 0 100 100 100 100 90 100 90 100 0 100 80 100 100 70 50 60 100 0 0 0 0 Compound 60 40 0 0 20 0 115 116 117 118 119 120 121 122 123 10 10 50 0 10 40 30 10 60 0 0 50 0 20 50 0 0 10 70 50 50 10 0 30 0 10 70 10 30 60 0 30 50 10 70 80 80 60 100 100 90 100 60 100 - 90 80 100 100 100 100 100 100 100 60 60 100 100 60 100 100 100 100 20 30 0 Compound 20 0 30 40 0 60 129 130 131 132 133 134 135 136 137 30 30 0 20 0 0 0 0 50 50 0 0 0 0 0 0 0 0 155859.doc -161 - 201141380 Matang 10 60 50 70 10 0 40 0 70 60 0 0 0 80 Foxtail 0 20 80 70 10 10 50 0 60 10 0 0 0 70 Morning Glory 0 50 70 100 30 70 50 30 50 70 0 0 0 70 Anti-branches 100 100 100 100 100 100 100 80 100 100 100 80 60 100 Clear Hemp 60 60 100 100 80 80 70 40 60 100 0 20 30 100 Wheat 0 0 20 60 50 70 40 0 0 0 0 0 0 Table A Compound 31 g ai/ha Pre-emergence 138 139 140 141 142 143 144 145 146 147 148 149 150 151 稗草0 0 0 0 50 60 60 0 10 50 0 10 20 40 Corn 0 0 0 0 0 0 0 0 0 10 0 30 0 0 Matang 60 30 10 30 90 90 100 0 30 70 50 80 70 50 French foxtail 70 40 10 10 60 90 90 30 30 70 40 60 60 50 Morning Glory 50 10 0 10 80 80 70 20 0 80 40 60 - 0 Anti-branches 100 100 90 80 100 100 100 100 - 100 100 100 100 100 tube hemp 80 80 30 0 100 100 100 60 40 100 100 100 50 100 Wheat 0 0 0 0 0 0 0 0 0 20 0 0 0 0 Table A Compound 31 g ai/ha Pre-emergence 152 153 201 202 203 204 205 206 207 208 209 210 211 稗 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 Foxtail 0 30 20 10 0 30 50 30 10 50 90 90 50 40 Morning Glory 0 50 100 10 0 0 10 50 30 60 60 100 20 10 Anti-branches 20 100 - 100 80 80 70 100 100 100 100 100 100 90 Tube 10 10 80 60 50 60 60 80 70 100 100 100 100 50 Wheat 0 0 20 0 0 0 30 0 0 0 0 10 0 0 Table A Compound 31 g ai/ha Pre-emergent 213 214 215 216 217 301 302 401 402稗草0 60 60 70 50 0 0 20 50 Corn 20 10 0 0 0 0 0 0 40 Matang 20 70 70 70 80 0 0 40 90 Phnom Penh 70 80 70 70 70 0 0 20 70 Morning Glory 80 90 70 100 100 0 60 60 90 Twigs 100 100 90 100 100 0 100 100 100 Cannabar 100 100 100 100 100 0 70 40 100 Wheat 20 0 0 0 0 0 0 0 0 Table A Compound 16 g ai/ha Pre-emergence 3 4 5 8 9 33 34 35 37 39 53 54 57 58 稗草50 50 50 0 30 10 0 10 0 10 0 0 0 0 Corn 0 0 0 50 0 0 0 0 0 0 0 0 0 0 Matang 60 50 80 40 10 80 0 0 0 70 40 0 0 0 法氏狗草70 50 60 50 30 60 0 0 0 60 10 0 0 0 155859.doc -162- 201141380 Morning Glory 100 30 0 0 Anti-branches 100 90 100 100 Ramie 100 70 60 100 Wheat 30 40 0 0 Table A Compound 16 g ai/ha 59 100 218 Pre-emergence valerian 0 0 0 Corn 0 0 0 Matang 0 60 0 Pharis sylvestris 0 60 0 Table A 8 g ai/ha 3 4 5 8 萌前稗草10 30 10 0 玉米0 0 0 0 马唐50 30 60 - 法氏狗草60 0 60 0 Morning Glory 100 0 0 0 Anti-branches 100 90 100 100 Ramie 50 40 0 50 Wheat 0 0 0 0 Table A 8 g ai/ha 42 43 44 45 Pre-emergence valerian 0 0 20 0 Corn 0 0 0 0 Matang 0 0 10 30 Fasciola 0 20 20 0 Morning Glory 0 20 10 0 Anti-branches 70 90 50 90 ramie 0 0 0 20 Wheat 0 0 0 0 Table A 8 g ai/ha 63 64 65 66 Pre-emergence valerian 0 0 0 0 Corn 0 0 0 0 Matang 0 50 60 0 Fasciola 0 40 30 10 Morning glory Flower 0 20 0 0 Anti-branches 0 80 90 60 Tubes 0 40 60 40 Wheat 0 0 0 0 Table A 8 g ai/ha 77 78 79 80 70 0 10 0 50 0 0 0 0 90 60 40 0 100 - 0 0 0 100 30 0 0 100 100 0 0 0 0 0 0 0 0 0 0 0 0 Table A Compound 16 g ai/ha 59 100 218 Pre-emergence morning ΛΑ 0 0 0 70 反 苋 0 100 0 苟麻 0 30 60 Wheat 0 0 0 Compound 28 29 30 31 32 36 38 40 41 10 20 20 0 0 20 10 0 10 0 0 0 0 0 0 0 0 0 70 30 60 70 40 0 10 50 10 60 10 60 30 20 40 40 40 10 40 30 60 0 50 10 50 40 10 60 100 100 90 100 60 100 100 80 80 60 80 60 10 30 50 40 0 0 0 10 0 0 0 0 0 0 Compound 47 48 49 50 51 52 60 61 62 0 0 0 0 10 0 0 0 0 0 0 0 0 0 0 0 0 0 50 0 0 0 10 60 20 40 40 40 0 30 0 0 40 50 10 0 30 0 0 0 20 50 30 30 0 80 0 80 0 80 100 90 90 70 50 0 30 0 60 60 0 20 40 0 0 0 0 0 0 0 0 0 Compound 68 69 70 71 72 73 74 75 76 30 20 30 30 .10 10 10 30 0 0 0 0 0 0 0 0 0 0 50 70 40 20 10 20 10 60 0 40 50 40 10 0 40 10 50 0 30 30 30 10 10 20 20 50 10 60 70 70 30 80 60 70 90 10 50 30 50 60 50 60 70 80 60 0 0 0 0 0 0 0 0 0 82 83 84 85 86 87 88 89 90 155859.doc -163 - 201141380前稗草0 0 20 20 Corn 0 0 0 0 马唐0 20 30 40 法氏狗草0 10 0 10 Morning Glory 0 40 10 10 Inverse twigs 0 70 70 50 Tubes 0 60 70 40 Wheat 0 0 0 0 A 8 g ai/ha 91 92 93 94 Pre-emergence sedge 20 0 10 0 Corn 0 0 0 0 Matang 60 20 40 30 Phnom Penh 50 20 30 40 Morning Glory 0 0 30 0 Anti-branches 90 60 20 100 Hemp 20 20 50 50 Wheat 0 0 0 20 Table A 8 g ai/ha 146 147 Compound 214 215 Pre-emergence valerian 0 0 10 10 Corn 0 0 0 0 Matang 0 0 50 40 Phnom Penh 0 20 40 50 Table A 4 g ai/ha 3 4 5 8 Pre-emergence sedge 0 0 0 0 Maize 0 0 0 0 Matang 0 20 0 - F. sylvestris 40 0 50 0 Morning Glory 10 0 0 0 Anti-branches 90 70 80 30 40 20 0 0 Wheat 0 0 0 0 Table A 4 g ai/ha Compound 59 100 218 Pre-emergence valerian 0 0 0 Corn 0 0 0 Matang 0 30 0 Fascia sylvestris 0 30 0 0 30 0 10 10 0 40 0 10 0 0 0 0 0 0 0 0 0 50 40 0 70 50 60 40 50 10 30 40 0 60 40 50 30 30 0 20 50 0 - 0 10 30 20 0 80 100 0 50 60 0 40 40 10 40 70 0 40 60 60 60 40 0 0 0 0 0 0 0 0 0 0 Compound 96 97 98 99 101 142 143 144 145 10 0 0 0 0 0 10 10 0 0 0 0 0 0 0 0 0 0 40 30 0 0 0 40 60 60 0 30 30 0 0 0 40 60 60 0 0 30 0 0 0 40 60 60 0 100 40 0 0 0 100 100 100 10 80 50 0 0 10 10 60 60 0 0 0 0 0 0 0 0 0 0 Table A Compound 217 8 g ai/ha 146 147 214 215 216 217 Pre-emergence 10 Morning glory Flower 0 10 60 10 60 70 0 Inverse twigs 0 70 80 80 100 90 30 Clearing 0 0 60 40 70 50 50 Wheat 0 0 0 0 0 0 Compound 33 34 35 37 39 53 54 57 58 10 - 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 30 10 0 0 0 0 0 0 0 0 0 0 0 0 Table A Compound 4 g ai/ha 59 100 218 Pre-emergence morning glory 0 0 10 Anti-branches 0 - 0 Xiang Ma 0 0 0 Wheat 0 0 0 155859 .doc 164 201141380

測試B 將選自黑草(j/opecMrws m少oswroiiie·?)、毛白露草 (bromegrass, downy; Bromus tectorum)、赛萆(foxtail, green ; vz&gt;zi^)、義大利黑麥草(ryegrass,Italian;Test B will be selected from black grass (j/opecMrws m less oswroiiie·?), bromegrass, downy; Bromus tectorum, celluloid (foxtail, green; vz&gt;zi^), Italian ryegrass (ryegrass, Italian;

Lolium mulhflorum&gt;)、+ ^、Triticum aestivum、、野么無麥 (oat wild; Avena fatua)、八仙草(gallium; Galium aparzie)、苜慕達草(匸少⑽办”心以〆0”)、蘇利南草 {Brachiaria decumbens)、{Xanthium strumarium)、玉 米(Zea majKS)、馬唐(crat)grass,lg; D/giioria sawgwzwa/b)、 烏利杯草(cUpgrass,woolly;五rioc/z/o&lt;3 W//os&lt;a)、法氏狗尾 草(foxtail, giant; Setaria faberii)、牛筋萆(Eleusine indica)、银支萆(Sorghum halepense)、地濱(Kochia scoparia) 、 ^ {Chenopodium album)、牽牛 H (Ipomoea coccinea)、# {Solarium ptycanthum) ' f由莎草(nutsedge, yellow; CyPerus esculentus)、反枝宽{Amaranthus retroflexus)、豬萆(Ambrosia elatior)、i 良[Glycine max)、一般(油籽)向曰葵(sunfl〇wer; ⑽⑽似)、 苘麻〇4Z?wiz·/⑽扣·)及俄國薊h/〇之植物品 種的種子種植在壤土及沙的混合體中並使用在無植物毒性 溶劑混合物(包括界面活性劑)中配製的試驗化合物對該種 子進行萌前處理。 同時,對選自這些作物及雜草品種的植物,以及冬大麥 (barley; Hordeum vulgare)、金綠雀萆(Phalaris minor)、繁 縷(》Sie//arz_ai wei/z’a)、寶蓋草(deadnettle; Lamium 155859.doc -165- 201141380 emp/⑺及風剪草(办㈣π —_咖?〇施用相同方法配 置的試驗化學物以進行萌後處理。萌後處理的植物高度範 圍為2 cm至18 cm(l葉期至4葉期)。 灌水稻田試驗中的植物品種由米(〇π;Ζίϊ ίβίίνα)、輪傘草 (sedge、umbrella; 、異藥花(ducksalad;Lolium mulhflorum&gt;), + ^, Triticum aestivum, oat wild; Avena fatua, gallium; Galium aparzie, 苜慕达草(匸少(10)办"心〆0"), Suriname Grass {Brachiaria decumbens), {Xanthium strumarium), corn (Zea majKS), crat grass, lg; D/giioria sawgwzwa/b), 乌利杯草 (cUpgrass, woolly; five rioc/z/o&lt; 3 W//os&lt;a), foxtail, giant; Setaria faberii, Eleusine indica, Sorghum halepense, Kochia scoparia, ^Chenopodium album,牛牛H (Ipomoea coccinea), # {Solarium ptycanthum) 'f from sedge (nutsedge, yellow; CyPerus esculentus), Amaranthus retroflexus (Amaranthus retroflexus), bristles (Ambrosia elatior), i 良 [Glycine max), general ( Oilseeds are planted in a mixture of loess and sun, and are planted in a mixture of loam and sand to the genus sylvestris (sunfl〇wer; (10) (10)), ramie 4Z? wiz·/(10) buckles) and Russian 蓟h/〇 Tests prepared in phytotoxic solvent mixtures (including surfactants) The compound is pre-emerged on the seed. At the same time, plants selected from these crops and weed species, as well as winter barley (barley; Hordeum vulgare), Phalaris minor, sorghum ("Sie//arz_ai wei/z'a") (deadnettle; Lamium 155859.doc -165- 201141380 emp/(7) and wind-cutting grass (doing four (4) π - _ coffee? 〇 applying the same method of test chemicals for post-emergence treatment. The post-emergence plant height range is 2 cm Up to 18 cm (l-leaf to 4-leaf stage). The plant variety in the paddy field experiment consists of rice (〇π; Ζίϊ ίβίίνα), sedge, umbrella, and different flowers (ducksalad;

Heteranthera limosa)反科尊(Echinochloa crus-gallΓ)$κ 成, 生長到2葉期時用於測試。於處理的同時,將試驗盆(test pots)灌水至咼過土壞表面3 cm,直接將試驗化合物施用至 稻田水中,並在試驗期間均維持水在那個高度。 將處理過的植物及控制組維持在溫室中丨3天到丨5天,其 後將所有品種與控制組比較並從外觀來評估。植物反應級 別(總結於表B中)基於〇到等級,其中〇係無效且係完全控 制。破折號(-)表示沒有試驗結果。 i/hi/h g 花草ga花 、&gt;^,、 B o水草藥米伞B 5水草藥米伞B 5水草藥米 表25灌稗異稻輪表12灌稗異稻輪表12灌稗異稻 ai/ 化合物 6 16 27 113 124 125 130 131 132 149 150 211 212 213 75 100 100 30 20 0 100 85 100 65 95 85 80 0 100 100 100 80 100 100 100 100 100 100 100 100 100 100 85 100 100 40 35 30 90 40 45 90 80 35 45 50 100 100 100 65 80 80 100 100 化合物 100 100 100 100 100 100 1 2 13 15 17 18 19 20 28 29 30 32 33 34 65 30 40 40 85 70 80 95 60 80 70 75 65 0 95 85 100 100 100 100 100 100 100 100 95 100 100 0 50 35 35 40 60 75 80 75 60 80 50 60 80 0 100 100 65 90 100 100 100 100 化合物 100 100 95 100 100 0 35 36 37 38 39 40 41 42 43 44 45 46 47 48 65 45 0 100 85 55 40 35 80 100 50 50 40 20 85 100 0 100 100 100 100 100 100 100 100 100 100 75 30 75 0 85 50 95 65 40 65 100 70 70 70 65 155859.doc •166- 201141380 aa /h/h gal花;草gal:½,、草ga:¾,'草εa a E 5 7' &gt;3— E 5 1^· I d— E 5 Ji *a^ Jii E 5 ^ ^ B 5 ^ B 5 ^ «___ί ^_i B 5 柯表12灌裨異稻輪表12灌稗異稻輪表12灌稗異稻輪表12灌稗異稻輪表12灌稗異稻輪表12灌稗異稻輪表12Heteranthera limosa) Echinochloa crus-gallΓ $κ成, used for testing when growing to the 2-leaf stage. At the same time as the treatment, the test pots were irrigated to 3 cm above the soil surface, and the test compound was applied directly to the paddy water, and the water was maintained at that height during the test. The treated plants and control groups were maintained in the greenhouse for 3 days to 5 days, after which all varieties were compared to the control group and evaluated from the appearance. Plant response levels (summarized in Table B) are based on grades in which the mites are ineffective and fully controlled. A dash (-) indicates no test results. i/hi/hg flowers ga flowers, &gt;^,, B o water herbal rice umbrella B 5 water herbal rice umbrella B 5 water herbal rice table 25 irrigation rice wheel table 12 irrigation rice wheel table 12 irrigation Rice ai/compound 6 16 27 113 124 125 130 131 132 149 150 211 212 213 75 100 100 30 20 0 100 85 100 65 95 85 80 0 100 100 100 80 100 100 100 100 100 100 100 100 100 100 85 100 100 40 35 30 90 40 45 90 80 35 45 50 100 100 100 65 80 80 100 100 Compound 100 100 100 100 100 100 1 2 13 15 17 18 19 20 28 29 30 32 33 34 65 30 40 40 85 70 80 95 60 80 70 75 65 0 95 85 100 100 100 100 100 100 100 100 95 100 100 0 50 35 35 40 60 75 80 75 60 80 50 60 80 0 100 100 65 90 100 100 100 100 Compound 100 100 95 100 100 0 35 36 37 38 39 40 41 42 43 44 45 46 47 48 65 45 0 100 85 55 40 35 80 100 50 50 40 20 85 100 0 100 100 100 100 100 100 100 100 100 100 75 30 75 0 85 50 95 65 40 65 100 70 70 70 65 155859.doc •166- 201141380 aa /h/h gal flower; grass gal:1⁄2, grass ga:3⁄4, 'grass εa a E 5 7' &gt;3— E 5 1^· I d— E 5 Ji *a^ Jii E 5 ^ ^ B 5 ^ B 5 ^ «___ί ^_i B 5 Ke Table 12 Irrigation Rice Wheel Table 12 Irrigation Rice Wheel Table 12 Irrigation Rice Wheel Table 12 Irrigation Rice Wheel Table 12 Irrigation Rice Wheel Table 12 Irrigation Rice Wheel Table 12

花 草 ,水草藥米傘B 花 草 ,水草藥米傘 花 草 『水草藥米傘 水 /h /h /h /h 65 95 0 100 100 100 100 100 化合物 100 100 100 100 100 50 49 50 51 52 53 54 55 57 58 59 60 61 62 63 85 0 30 65 40 0 70 0 0 0 75 100 40 0 100 70 100 100 100 0 100 0 0 0 100 100 100 0 95 30 45 45 45 0 75 0 0 0 80 100 65 0 100 70 95 100 100 0 100 0 化合物 0 0 100 100 100 0 64 65 66 67 68 69 70 71 72 73 74 77 79 80 65 60 45 15 20 45 25 45 20 40 30 30 30 45 100 100 100 100 100 100 100 - 90 70 - 80 80 100 75 50 40 20 30 40 40 35 20 40 25 5 30 65 100 100 100 85 75 100 100 80 化合物 20 85 65 75 70 100 81 82 84 85 86 87 88 89 90 91 94 98 99 100 60 0 0 60 25 0 0 20 30 30 60 40 15 85 - - 65 100 100 100 - - - 100 100 80 80 100 50 35 15 45 45 30 30 40 35 45 45 60 15 60 95 60 65 100 60 85 95 85 化令.物 90 100 100 100 85 100 101 104 105 110 111 112 113 122 123 124 125 126 127 128 75 75 0 20 0 0 25 20 40 0 0 40 0 65 100 100 60 80 85 100 70 100 100 75 75 100 0 100 70 75 55 30 25 45 30 40 60 30 30 50 0 70 100 100 80 60 60 60 40 95 化合物 100 40 0 100 0 85 130 131 132 133 134 135 136 137 141 142 143 144 145 146 50 70 45 65 25 0 20 30 55 50 70 80 35 20 100 90 100 100 90 30 80 100 100 100 100 100 90 70 45 45 45 75 35 30 35 40 60 90 80 60 35 20 90 100 100 100 90 0 75 100 化合物 100 100 100 100 90 30 147 149 151 152 153 201 202 203 204 205 206 207 208 209 50 45 65 20 40 0 60 20 0 0 0 0 0 0 100 100 100 85 100 80 100 50 0 0 60 30 40 40 60 60 70 30 45 40 60 30 0 0 0 0 0 0 100 100 100 65 100 95 100 80 0 0 50 0 0 0 化合 表B 化合 210 218 125 g ai/ha 210 218 灌水 /h 155859.doc -167 20 80 3 11 4 h h h h/h/h/h 花ai/花草ai/花草ai/花草ai/花草ai/花草ai/花草ai/ 草藥68水草藥米傘68水草藥米伞&lt;:08水草藥米傘8^&gt;水草藥米傘68水草藥米傘38水草藥米傘8 g 稗異表62灌稗異稻輪表62灌稗異稻輪表62灌稗異稻輪表62灌禆異稻輪表62灌稗異稻輪表62灌稗異稻輪表62 0 0 稻米 30 0 65 0 輪傘草 〇〇 化合物 1 2 4 5 6 7 8 12 13 14 15 16 17 18 40 0 0 15 55 20 25 0 30 0 30 40 40 30 85 50 100 100 100 80 100 80 95 40 100 100 100 100 35 30 20 40 75 35 50 40 30 0 30 40 45 45 95 65 85 80 100 80 95 65 化合物 0 0 65 98 100 100 19 20 27 28 29 30 32 33 34 35 36 37 38 39 50 30 50 25 40 20 60 30 0 0 40 0 80 30 100 100 100 100 90 90 100 100 0 0 100 0 100 100 70 70 30 40 35 25 50 45 0 0 40 0 70 30 100 100 100 95 70 70 100 75 化合物 0 0 80 0 85 85 40 41 42 43 44 45 46 47 48 49 50 51 52 53 50 30 30 30 100 40 30 0 0 75 0 15 40 30 100 100 100 100 100 100 100 100 75 100 40 100 100 100 20 40 20 43 90 50 50 45 40 40 25 30 25 20 80 95 85 100 100 100 100 80 化合物 0 80 50 80 100 65 54 55 57 58 59 60 61 62 63 64 65 66 67 68 0 45 0 0 0 40 80 30 0 30 20 15 15 15 0 95 0 0 0 100 100 100 0 100 100 85 90 85 0 50 0 0 0 40 85 40 0 40 30 30 20 20 0 95 0 0 0 80 100 90 0 80 85 80 40 40 化合物 69 70 71 72 73 74 77 79 80 81 82 84 85 86 20 20 0 10 20 15 15 20 30 20 0 0 25 20 00 100 - - - - 60 - 100 - - 40 100 95 15 30 25 20 30 15 5 15 30 25 20 0 30 30 80 30 80 0 0 65 40 50 化合物 80 85 20 65 90 0 87 88 89 90 91 94 98 99 100 101 102 104 105 106 0 0 10 20 20 60 30 15 0 0 25 65 0 15 85 90 - 100 100 100 75 0 75 95 95 95 0 100 20 20 20 20 35 35 50 10 40 45 40 70 45 40 0 60 80 60 90 75 0 0 80 95 65 95 60 95 化合物 107 108 109 110 111 112 113 118 119 122 123 124 125 126 155859.doc •168· 201141380 Λα Λα Λα Λα «α Β Mm/h/h/h/h/h 花 草ai花草ai/花草ai/花草ai/花草ai/花草ai/花 水草藥米傘B g水草藥米傘B 8水草藥米傘62水草藥米傘6§水草藥米傘6§水草藥米伞88水草藥米 灌稗異稻輪表62灌稗異稻輪表62灌稗異稻輪表62灌禆異稻輪表31灌稗異稻輪表31灌稗異稻輪表31灌稗異稻 0 0 0 20 0 0 0 0 0 0 0 0 0 30 100 70 75 60 30 70 0 65 85 75 100 20 0 100 40 30 10 20 10 25 30 30 30 40 50 20 0 40 65 60 75 55 0 40 0 60 化合物 60 60 80 0 0 75 127 128 130 131 132 133 134 135 136 137 141 142 143 144 0 30 40 20 20 60 25 0 15 25 30 40 60 30 0 90 85 85 80 100 85 0 80 80 85 80 100 100 0 45 30 30 40 40 25 20 20 40 35 50 40 25 0 75 80 85 90 100 85 0 化合物 40 70 85 70 80 95 145 146 147 148 149 150 152 153 201 202 203 204 205 206 20 20 40 15 0 70 0 30 0 30 15 0 0 0 70 70 100 95 100 100 50 85 60 .60 20 0 0 0 25 20 20 45 30 50 30 35 30 40 25 0 0 0 70 30 80 85 95 100 50 60 0 70 40 0 0 0 化合物 207 208 209 210 211 212 213 218 0 0 0 0 40 40 0 0 0 30 0 0 80 85 95 0 0 0 0 0 35 35 30 0 0 0 0 0 45 80 65 0 化合物 1 4 5 7 8 9 10 11 12 13 14 15 17 18 20 0 0 0 20 20 0 0 0 20 0 0 30 0 65 80 75 60 85 95 0 0 60 90 0 75 95 100 0 20 35 25 30 5 0 0 30 20 0 20 45 20 0 30 45 70 95 95 0 0 65 0 0 50 90 100 化合物 19 20 28 29 30 32 33 34 35 36 37 38 39 40 20 20 30 20 15 40 0 0 0 35 0 60 20 40 95 90 90 90 90 95 100 0 0 100 0 100 85 100 25 30 20 20 15 45 30 0 0 20 0 70 25 0 85 70 30 60 50 75 0 0 0 90 0 75 60 70 化合物 45 46 47 48 49 50 52 53 54 55 57 58 59 60 20 20 0 0 0 0 0 0 0 30 0 0 0 20 90 85 100 40 80 0 100 60 0 85 0 0 0 80 40 30 30 0 30 20 20 15 0 20 0 0 0 40 155859.doc -169- 201141380 aaaaaaa /h/h/h/h/h/h/h 草ai/花草ai/花草ai/.花草ai/花草ai/花草ai/花草ai 伞68水草藥米傘8§水草藥米傘£0*^水草藥米傘8 8水草藥米傘8§水草藥米傘8§水草藥米傘00 8水 輪表31灌稗異稻輪表31灌稗異稻輪表31灌稗異稻輪表31灌稗異稻輪表31灌稗異稻輪表16灌稗異稻輪表16灌 60 75 60 0 20 50 75 40 化合物 0 75 0 0 0 50 62 63 64 65 66 77 84 94 98 99 100 101 102 104 20 0 20 20 10 0 0 15 0 0 0 0 0 30 90 0 75 85 60 0 40 100 0 0 20 60 85 85 30 0 20 20 25 5 0 20 20 0 15 25 30 25 30 0 65 80 75 0 0 30 化合物 0 0 20 60 50 85 105 106 107 109 110 111 112 113 118 119 122 123 124 125 0 0 0 0 20 0 0 0 0 0 0 0 0 0 0 100 75 40 60 0 40 0 0 60 0 100 0 0 0 25 25 0 15 0 0 20 20 0 20 30 0 0 40 85 55 70 40 0 30 0 化合物 0 50 40 75 0 0 126 127 128 130 131 132 134 135 136 137 141 142 143 144 20 0 10 40 10 0 0 0 0 20 20 40 20 0 85 0 65 80 80 85 40 0 20 55 80 70 85 100 30 0 40 20 25 30 0 0 0 30 20 30 20 20 65 0 40 80 65 0 50 0 化合物 0 45 40 30 70 20 145 146 147 148 149 151 152 153 201 202 203 204 205 206 20 10 30 0 0 20 0 0 0 0 0 0 0 0 0 0 100 30 85 95 0 70 50 30 0 0 0 0 10 10 15 20 20 0 0 20 15 20 20 0 0 0 10 0 75 60 70 65 0 50 0 0 30 0 0 0 化合物 207 208 209 210 218 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 化合物 1 4 5 7 8 12 13 14 15 17 18 19 20 28 0 0 0 0 0 0 0 0 0 20 0 10 0 30 0 0 0 50 65 0 0 0 0 75 70 80 60 85 0 0 20 20 20 0 0 0 0 35 20 20 20 0 0 0 0 70 60 50 0 0 0 50 70 30 0 20 化合物 29 30 32 33 34 35 36 37 38 39 40 45 46 47 155859.doc 170 201141380 aaaaa /h/h/hh h a 花 草31/花草31/花草ai/花草ai/花草ai/花草 以 花 草 草藥米傘B g水草藥米傘B g水草藥米傘B §水草藥米傘038水草藥米傘88水草藥米傘82&gt;水草藥米傘 稗異稻輪表16灌稗異稻輪表16灌稗異稻輪表16灌稗異稻輪表16灌稗異稻輪表16灌稗異稻輪表〇〇灌稗異稻輪 15 10 30 0 0 0 30 0 60 20 40 20 0 0 80 75 90 70 0 0 100 0 85 50 85 40 60 75 10 10 30 30 0 0 10 0 15 25 0 30 20 20 0 15 0 0 0 0 60 0 化合物 60 80 60 50 60 0 48 49 50 52 53 54 55 57 58 59 60 62 63 64 0 0 0 0 0 0 10 0 0 0 0 15 0 20 0 0 0 75 0 0 40 0 0 0 60 0 0 50 0 25 15 20 0 0 15 0 0 0 10 30 0 20 0 0 0 70 0 0 0 0 化合物 0 0 0 20 0 50 65 66 77 84 94 98 99 100 101 102 104 105 106 107 20 10 0 0 15 0 0 0 0 0 10 0 0 0 70 45 0 40 75 0 0 20 40 0 30 0 65 65 15 20 5 0 10 15 0 0 20 15 20 0 0 0 60 70 0 0 0 0 0 化合物 0 30 20 0 40 25 108 109 110 111 112 118 119 122 123 126 127 128 134 135 0 0 20 0 0 0 0 0 0 0 0 10 0 0 40 65 0 0 20 0 0 0 80 80 0 0 0 0 0 0 0 0 0 10 0 10 20 10 0 20 0 0 40 70 30 0 0 0 30 0 化合物 0 0 0 20 0 0 136 137 141 142 143 144 145 146 147 152 153 201 202 203 0 0 10 20 20 0 0 0 0 0 0 0 0 0 20 30 40 70 85 100 0 0 85 0 60 0 0 0 0 20 15 15 20 15 0 0 15 0 0 10 0 0 0 35 30 0 0 0 0 0 70 0 0 0 0 0 化合物 204 205 206 207 208 209 210 218 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0. 0 0 0 0 0 0 0 0 0 0 0 0 0 化合物 4 5 7 8 12 14 102 106 107 109 118 119 0 0 0 0 0 0 0 0 0 0 0 0 0 0 40 0 0 0 0 0 60 75 0 0 〇 15 10 10 0 0 15 0 0 0 0 0 00 70 0 50 0000 70 00 155859.doc •171 201141380 表B 化合物 62 g ai/ha 149 萌後 百慕達草 98 繁縷 100 蒼耳 100 玉米 100 馬唐 100 烏利杯草 100 法氏狗尾草 100 牛筋草 75 強生草 100 表B 31 g ai/ha 1 2 3 4 5 萌後 大麥 35 100 55 60 100 百慕達草 70 100 100 98 100 黑草 - 80 85 毛白露草 60 85 85 90 90 金絲雀草 90 55 60 100 繁縷 100 100 100 100 100 蒼耳 - - 100 100 100 玉米 55 100 100 100 100 馬唐 100 100 100 100 100 烏利杯草 100 100 100 100 100 寶蓋草 法氏狗尾草 100 100 100 100 100 莠草 100 100 100 100 100 八仙草 - - - - 牛筋草 75 100 98 90 100 強生草 70 100 80 75 100 地膚 100 100 100 100 100 藜 100 100 100 100 100 牽牛花 100 100 100 100 100 油莎草 10 30 10 10 20 野生燕麥 75 100 100 100 100 反枝莧 100 100 100 100 100 豬草 75 100 100 100 100 義大利黑麥草 60 100 100 100 80 大豆 100 100 100 100 100 蘇利南草 100 100 100 100 100 筒麻 100 100 100 100 100 小麥 50 100 100 100 100 風剪草 65 100 100 100 100 表B 31 g ai/ha 19 20 21 22 23 表B 化合物 62 g ai/ha 149 萌後 地膚 100 藜 100 牽牛花 100 油莎草 20 反枝莧 100 豬草 100 大豆 100 蘇利南 100 苘麻 1〇〇 化合物 6 7 9 13 14 15 16 17 18 100 85 80 100 100 . 100 100 100 100 98 75 100 98 100 100 100 100 70 70 75 100 100 100 100 100 90 100 65 55 100 100 100 100 75 100 100 98 70 100 100 - - 100 100 100 100 100 100 100 100 100 0 100 100 100 100 100 100 100 - 0 100 100 100 20 100 100 100 100 0 100 100 90 60 100 100 100 100 35 98 100 100 70 100 100 100 100 0 100 30 85 100 100 85 100 100 80 100 100 70 100 100 100 100 35 100 100 100 85 100 65 100 100 100 100 - 100 100 100 100 - 100 100 100 100 65 75 100 100 100 100 0 100 100 100 95 100 100 100 100 0 100 100 100 100 100 100 100 100 55 100 100 100 100 100 100 100 100 45 100 100 100 100 100 100 100 100 60 100 15 15 0 45 75 15 25 0 25 100 80 70 100 100 100 100 100 100 100 100 100 100 100 100 100 85 100 100 90 100 100 100 100 100 40 100 100 45 60 100 95 100 85 70 80 100 90 100 100 100 100 100 0 100 100 30 60 100 100 100 100 40 100 100 100 100 100 100 100 100 75 100 100 80 50 100 100 100 100 100 100 100 50 100 化合物 100 85 85 100 100 85 24 25 26 27 28 29 30 31 32 155859.doc -172- 201141380 萌後 大麥 百慕達草 里蕈 *»、、 毛白露草 金絲雀草 繁縷 蒼耳 玉米 馬唐 烏利杯草 寶蓋草 法氏狗尾草 莠草 八仙草 牛筋草 強生草 地膚 藜 牵牛花 油莎草 野生燕麥 反枝莧 豬草 義大利黑麥草 大豆 蘇利南草 筒麻 小麥 風剪草 表Β 31 g ai/ha 萌後 大麥 百慕達草 黑草 毛白露草 金絲雀草 繁縷 蒼耳 草 草 尾 杯草狗 米唐利蓋^-草 玉馬烏寶法赛 100 100 85 100 100 100 100 100 100 100 100 85 80 85 98 100 98 98 100 100 100 - 100 100 100 95 98 100 90 100 100 100 90 100 100 85 100 90 80 85 65 100 100 100 100 100 100 100 100 100 100 80 100 90 80 100 100 100 100 100 100 100 100 100 - 100 100 100 75 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 - - 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 45 100 100 100 100 100 100 100 100 100 100 100 100 100 65 100 100 100 100 100 100 100 100 100 100 100 100 100 98 100 75 100 100 80 90 90 95 60 100 65 55 60 70 80 100 100 100 100 100 100 100 100 100 100 100 100 65 100 100 100 100 100 100 100 100 100 100 100 100 100 95 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 98 100 100 100 95 85 98 100 100 100 100 100 100 100 - 100 95 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 20 0 30 25 10 10 0 0 25 0 15 0 0 25 100 100 100 100 90 100 100 85 100 80 100 100 60 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 98 100 100 100 100 85 80 85 85 80 85 100 70 70 70 50 80 100 100 100 100 100 100 100 100 100 100 1〇〇 100 100 100 100 100 100 100 100 100 100 98 100 100 100 100 65 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 95 100 100 55 100 98 100 98 90 90 85 100 100 100 80 85 85 65 100 化合物 33 35 36 38 39 40 41 42 43 44 45 46 47 49 100 100 100 90 100 100 100 100 100 100 - 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90 95 黑草 40 100 100 70 毛白露草 60 80 80 85 金絲雀草 70 100 80 80 繁縷 98 98 90 100 蒼耳 100 100 100 100 100 100 85 100 95 85 100 100 100 100 100 100 100 100 100 100 100 100 100 100 85 100 85 45 100 100 100 80 70 50 化合物 80 60 50 80 60 50 56 62 64 65 66 67 70 77 80 100 80 100 70 85 80 70 100 80 100 90 98 80 98 70 80 90 95 70 60 80 60 100 70 80 70 60 65 60 85 100 85 85 100 100 50 100 50 100 80 100 80 100 70 80 100 100 100 100 95 98 100 100 100 - 100 100 100 100 - - 100 100 90 65 100 100 100 65 100 100 98 98 85 85 80 100 80 100 80 95 100 100 100 100 100 100 100 100 100 70 80 70 70 80 70 65 85 60 100 100 100 100 100 100 100 100 100 100 85 100 100 100 100 100 100 100 100 100 100 - 100 100 100 100 100 98 70 100 80 70 70 75 75 80 98 100 100 100 100 80 70 100 100 100 100 100 100 100 100 100 100 85 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 0 0 0 5 0 0 0 10 0 75 85 100 90 85 85 100 100 70 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 45 30 45 45 70 60 80 40 55 98 90 100 100 100 100 100 95 85 80 100 100 85 100 100 100 100 98 100 100 100 100 100 100 100 100 100 100 40 80 50 50 100 100 100 100 50 50 80 化合物 60 70 60 85 55 70 91 94 100 101 102 103 104 108 113 80 85 55 100 100 100 100 100 100 65 85 60 75 45 45 85 100 55 80 75 45 80 60 55 100 45 65 80 85 45 40 100 95 100 100 100 100 85 50 35 100 55 60 60 65 100 100 60 95 100 100 - 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義大利黑麥草 70 40 55 50 大豆 100 80 100 100 蘇利南草 100 100 100 100 苘麻 100 100 100 100 小麥 100 100 100 100 風剪草 90 25 65 55 表B 8 g ai/ha 144 146 147 149 萌後 大麥 100 60 98 - 百慕達草 98 5 98 25 黑草 80 55 70 - 毛白露草 85 85 85 - 金絲雀草 100 55 100 - 繁縷 100 20 100 70 蒼耳 100 100 - 100 玉米 95 65 100 15 馬唐 95 15 98 80 烏利杯草 100 98 100 100 寶蓋草 70 50 50 - 法氏狗尾草 100 80 100 100 莠草 100 85 100 - 八仙草 100 65 100 - 牛筋草 95 10 85 55 強生草 100 100 100 100 地膚 100 100 100 100 藜 100 85 100 98 牵牛花 100 100 100 100 油莎草 0 0 10 10 野生燕麥 85 70 85 - 反枝莧 100 100 100 60 豬草 100 100 100 80 義大利黑麥草 60 45 50 - 大豆 100 60 100 100 蘇利南草 90 55 100 85 冋麻 100 100 100 70 小麥 100 75 100 - 風剪草 60 10 80 - 表B 4 g ai/ha 1 2 3 4 萌後 大麥 30 80 35 40 百慕達草 5 100 90 85 黑草 30 55 30 50 100 100 100 100 100 100 100 100 100 100 100 100 60 100 100 100 95 90 55 60 40 35 65 45 30 60 60 100 100 80 80 100 75 65 100 100 100 100 80 25 85 75 75 100 100 100 100 100 95 100 100 100 100 100 100 100 100 50 100 80 80 70 70 70 60 60 化合物 45 85 60 60 70 75 153 201 2Π 212 214 215 216 217 402 60 80 100 100 100 _ 85 85 35 10 10 90 15 90 65 80 85 100 35 45 45 60 65 60 65 55 20 50 85 60 60 75 80 80 80 65 55 45 40 60 100 100 100 80 20 100 45 100 90 100 98 100 100 100 100 100 - 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100 100 100 100 10 - 100 100 100 80 65 玉米 80 100 95 75 75 95 75 85 70 25 100 25 20 100 馬唐 98 100 98 95 95 100 100 75 85 75 90 80 10 98 烏利杯草 100 100 100 100 100 100 100 100 98 100 100 90 10 100 寶蓋草 50 70 60 50 80 60 60 50 65 50 50 50 60 50 法氏狗尾草 100 100 100 100 100 100 100 75 100 100 100 100 45 100 莠草 100 100 100 80 85 85 100 98 85 85 100 85 70 100 八仙草 100 80 70 60 70 70 70 100 50 100 75 100 85 100 牛筋草 90 98 95 85 90 100 95 45 70 70 75 70 65 75 強生草 85 100 98 85 90 98 100 100 80 70 100 75 98 地膚 100 100 100 100 98 100 100 90 100 100 98 100 100 85 155859.doc 187- 201141380 藜 100 100 98 100 牽牛花 100 100 100 100 油莎草 5 0 20 5 野生燕麥 80 100 80 85 反枝莧 100 100 100 100 豬草 100 100 100 95 義大利黑麥草 50 60 50 40 大豆 90 100 98 100 蘇利南草 100 98 98 90 筒麻 100 100 100 100 小麥 85 100 85 85 風剪草 55 80 50 40 表B 4 g ai/ha 33 35 36 38 萌後 大麥 45 - 85 85 百慕達草 40 90 80 98 黑草 50 50 55 65 毛白露草 60 45 50 60 金絲雀草 55 65 100 100 繁縷 100 75 80 98 蒼耳 80 - 100 100 玉米 60 75 85 100 馬唐 75 75 80 80 烏利杯草 100 100 100 100 寶蓋草 45 50 60 40 法氏狗尾草 95 100 80 100 莠草 70 80 100 100 八仙草 70 65 100 100 牛筋草 60 40 60 20 強生草 80 85 100 100 地膚 100 100 85 85 藜 98 100 98 100 牵牛花 100 100 100 100 油莎草 0 0 10 5 野生燕麥 40 60 60 80 反枝莧 100 100 100 100 豬草 100 100 100 100 義大利黑麥草 40 40 50 50 大豆 100 90 100 95 蘇利南草 65 80 85 100 诗麻 100 100 100 100 小麥 50 40 100 50 風剪草 60 45 55 50 表B 4 g ai/ha 50 51 52 53 100 100 100 100 95 100 90 100 100 100 100 100 100 100 100 100 75 100 0 0 0 20 0 5 0 0 5 85 60 60 100 60 40 50 55 80 100 100 100 100 100 100 100 100 100 100 100 85 100 95 100 80 80 100 50 50 45 50 40 55 25 40 60 100 90 100 90 98 100 98 90 100 95 90 80 70 85 70 75 55 90 100 100 100 100 100 100 100 100 100 100 95 60 100 50 65 60 40 100 40 45 50 化合物 70 45 70 50 60 60 40 41 42 43 44 45 46 47 49 100 100 80 85 _ 45 80 70 60 80 95 65 70 65 45 95 45 75 60 50 50 70 45 35 60 50 70 60 40 50 70 - 50 60 70 35 100 85 45 85 35 40 85 70 30 95 98 100 95 95 90 90 98 100 100 - 100 - 100 100 100 100 100 95 100 55 100 45 0 100 65 55 80 75 75 80 85 65 80 80 75 100 100 100 100 100 100 100 100 95 40 55 55 40 60 70 75 80 85 100 100 75 100 98 100 98 100 75 100 100 80 85 100 60 100 85 85 100 100 65 100 100 45 100 100 100 75 55 60 60 55 65 75 80 5 100 100 85 80 90 100 85 70 60 100 100 100 100 100 100 100 100 100 98 100 100 - 90 75 100 100 90 100 100 100 100 100 100 100 100 100 10 5 10 10 5 0 5 0 0 80 40 60 60 55 50 80 70 65 100 100 100 100 100 100 100 100 100 100 85 100 60 100 100 100 100 100 50 40 40 45 30 10 35 40 20 100 100 98 90 100 80 100 100 75 65 80 65 85 65 50 100 80 75 100 100 100 100 100 100 100 100 100 100 85 50 40 50 45 95 55 85 75 55 40 化合物 60 40 35 55 40 30 56 62 64 65 66 67 70 77 80 155859.doc 188- 201141380 萌後 大麥 85 75 80 20 百慕達草 90 85 30 85 黑草 80 80 60 45 毛白露草 85 85 70 70 金絲雀草 80 100 60 60 繁縷 98 100 100 100 蒼耳 100 100 100 100 玉米 100 85 85 80 馬唐 90 80 75 75 烏利杯卓 100 100 100 98 寶蓋草 80 65 70 40 法氏狗尾草 100 100 100 100 莠草 80 100 85 85 八仙草 100 100 100 100 牛筋草 98 75 65 75 強生草 95 70 100 98 地膚 100 100 100 100 藜 100 100 100 100 牵牛花 100 100 100 100 油莎草 10 0 - 0 野生燕麥 85 80 75 70 反枝莧 100 100 100 100 豬草 100 100 100 100 義大利黑麥草 50 50 45 35 大豆 100 85 100 100 蘇利南草 100 100 80 70 冋麻 100 100 100 100 小麥 80 100 75 65 風剪草 45 65 60 60 表B 4 g ai/ha 81 85 86 88 萌後 大麥 50 60 80 55 百慕達草 80 65 - 80 黑草 35 65 100 55 毛白露草 30 70 80 60 金絲雀草 60 70 80 60 繁縷 98 85 90 100 蒼耳 - 100 100 100 玉米 65 60 85 80 馬唐 80 70 75 75 烏利杯卓 100 100 100 100 寶蓋草 80 60 60 80 法氏狗尾草 100 100 100 100 莠草 75 85 85 100 80 10 40 55 60 50 60 100 50 100 85 45 0 90 70 75 65 70 70 40 60 45 70 30 60 70 60 65 40 60 50 85 70 80 98 50 100 50 35 60 80 70 100 70 70 100 100 98 90 90 98 100 100 100 - 75 100 100 100 - - 100 100 85 10 75 75 85 55 85 10 85 95 70 75 75 75 70 95 75 75 100 90 100 100 100 100 100 90 100 70 70 70 70 80 60 60 80 60 100 100 100 100 100 98 100 100 100 100 80 85 85 80 70 80 98 100 80 70 85 100 100 80 100 70 100 95 65 65 70 70 70 70 55 70 98 75 85 100 70 75 70 100 80 100 100 100 100 70 80 95 100 85 98 100 85 100 100 80 98 100 80 100 100 100 100 100 100 100 100 100 0 0 0 0 0 0 0 0 0 75 65 80 55 85 80 100 80 70 100 100 100 - 100 100 100 100 100 100 100 100 100 100 95 100 100 100 45 30 40 35 50 45 60 30 50 90 80 100 100 100 85 100 90 85 75 70 80 85 100 85 100 100 60 100 100 100 100 100 100 100 100 100 70 30 45 40 50 100 98 100 70 50 30 50 55 65 40 70 45 50 化合物 91 94 100 101 102 103 104 108 113 80 85 55 85 100 80 100 70 100 60 80 55 70 10 10 65 65 15 80 75 40 75 50 - 85 45 50 80 45 45 40 85 55 60 100 65 85 80 20 35 85 50 60 55 65 100 100 10 95 100 80 100 65 100 100 100 15 100 100 - 100 95 100 65 90 10 10 95 40 98 100 20 75 70 5 70 65 80 90 60 85 100 98 5 100 100 75 100 100 100 65 45 50 80 - 80 80 - 60 100 100 10 100 100 98 100 100 100 80 85 55 100 80 80 100 70 40 155859.doc -189- 201141380 八仙草 100 100 100 70 牛筋草 75 75 60 70 強生草 70 65 65 75 地膚 75 95 100 70 黎 98 80 85 95 牵牛花 100 100 100 100 油莎草 0 0 0 0 野生燕麥 50 80 80 80 反枝莧 100 100 100 100 豬草 100 100 100 100 義大利黑麥草 30 45 50 40 大豆 80 80 85 85 _利南草 70 100 80 80 4麻 100 100 100 75 小麥 40 85 100 70 風剪草 50 60 70 50 表B 4 g ai/ha 119 120 122 123 萌後 大麥 70 60 90 80 百慕達草 10 10 10 35 黑草 90 40 50 60 毛白露草 80 70 40 100 金絲雀草 65 35 40 45 繁縷 65 10 10 10 蒼耳 100 - 100 - 玉米 95 80 75 95 馬唐 65 80 55 70 烏利杯草 100 90 98 85 寶蓋草 50 - - 85 法氏狗尾草 85 100 75 75 莠草 40 40 30 40 八仙草 50 60 50 45 牛筋草 10 45 10 60 強生草 100 70 100 100 地膚 100 10 80 10 蘇 100 10 85 100 牽牛花 100 70 100 100 油莎草 45 20 20 0 野生燕麥 85 40 60 85 反枝莧 100 100 100 100 豬草 100 60 90 - 義大利黑麥草 60 40 30 35 大豆 90 75 60 100 蘇利南草 100 75 75 100 Is]麻 100 100 100 100 100 100 98 80 - 50 10 - 50 65 70 45 10 10 10 70 30 30 65 75 0 70 100 - 100 100 80 100 100 100 100 100 10 95 100 100 98 98 80 100 100 98 85 75 100 100 100 100 100 100 100 100 - 100 0 0 0 0 0 0 10 0 35 70 70 45 75 85 50 80 80 85 100 100 100 100 100 100 100 100 100 95 90 25 100 70 70 100 40 75 50 50 10 35 50 40 45 50 25 90 95 70 85 60 25 65 70 80 70 75 30 100 100 65 75 65 55 100 100 100 100 100 70 100 100 100 85 80 30 80 85 100 100 85 55 50 50 40 化合物 55 60 50 40 55 50 126 127 128 130 137 140 141 142 143 55 100 98 55 85 80 80 65 98 10 85 15 60 100 85 70 80 75 50 100 65 60 50 65 50 60 60 50 40 65 45 80 55 50 45 60 50 85 40 35 85 55 70 80 100 65 100 100 100 98 98 100 95 90 65 100 80 15 100 100 65 100 100 60 90 40 15 75 55 15 0 90 55 85 85 65 95 75 60 80 85 100 98 100 20 100 98 100 100 100 98 80 70 60 50 50 60 50 50 100 100 98 80 100 100 75 98 90 55 100 75 60 100 70 60 100 100 100 50 50 45 100 65 65 100 100 45 75 10 65 95 70 50 65 70 90 100 98 70 - 75 98 70 85 65 100 95 95 100 100 98 100 95 100 100 100 80 100 98 100 100 98 100 100 100 80 100 100 100 100 100 30 25 0 0 5 0 5 0 0 50 100 50 45 70 60 50 70 50 100 100 100 100 100 100 100 100 100 100 100 100 60 98 90 70 90 90 40 40 35 30 40 40 30 50 50 85 100 60 70 95 45 65 100 95 100 75 65 10 70 65 65 75 98 100 100 100 75 100 100 100 100 100 155859.doc -190- 201141380 小麥 100 60 85 100 85 100 100 : 85 45 80 60 60 65 ί 70 風剪草 70 20 50 35 45 50 50 45 40 70 50 45 60 60 表B 化合物 4 g ai/ha 144 146 147 150 153 201 211 212 214 215 216 217 402 萌後 大麥 85 35 85 45 40 55 100 85 80 85 80 85 30 百慕達草 80 5 85 65 10 10 65 15 85 55 75 70 65 黑草 80 40 65 30 35 30 45 55 60 40 60 50 20 毛白露草 85 30 70 50 50 65 40 60 75 80 80 70 50 金絲雀草 100 50 100 50 40 25 30 30 85 85 98 80 20 繁縷 100 10 98 100 95 45 100 80 100 85 100 100 100 蒼耳 100 10 - 100 70 95 - - 100 10 100 100 - 玉米 85 10 100 55 50 65 65 35 98 80 80 85 55 馬唐 95 10 85 80 45 65 75 40 90 80 85 80 75 烏利杯卓 100 85 95 100 70 75 100 75 100 100 95 100 45 寶蓋草 65 50 50 - 98 98 50 80 50 60 45 50 - 法氏狗尾草 100 5 100 98 70 60 100 70 100 100 100 100 55 莠草 98 65 100 95 40 10 20 40 85 98 70 85 100 八仙草 80 65 100 - 50 45 30 50 70 70 65 65 - 牛筋草 65 10 75 75 10 10 85 10 85 40 75 70 65 強生草 100 100 100 98 70 60 100 50 95 100 95 90 65 地膚 100 100 100 100 100 10 100 65 100 100 98 100 100 藜 100 75 100 98 60 10 100 80 100 80 100 100 98 牽牛花 100 100 100 100 100 100 100 100 100 100 100 100 100 油沙草 0 0 10 5 50 0 10 0 0 0 0 0 10 野生燕麥 65 45 80 80 85 60 50 45 60 65 60 60 50 反枝莧 100 100 100 100 100 100 100 98 100 100 100 100 100 豬草 100 100 100 100 35 100 100 85 100 100 90 80 70 義大利黑麥 草 大豆 50 30 50 30 40 50 30 25 45 35 40 40 45 100 20 100 75 60 65 80 20 100 75 80 90 75 蘇利南草 85 15 98 75 75 65 90 10 95 20 98 100 60 筒麻 100 75 100 100 100 50 100 70 100 100 100 100 100 小麥 100 60 100 80 50 85 80 80 60 100 60 40 35 風剪草 40 10 75 65 60 40 30 35 40 30 50 50 50 表Β 化合物 表B 化合物 125 g ai/ha 19 62 g ai/ha 19 萌前 萌前 百慕達草 100 百慕達草 100 黑草 90 里蕈 »,、、 50 毛白露草 80 毛白 露草 60 蒼耳 100 蒼耳 100 玉米 90 玉米 75 馬唐 100 馬唐,Lg 100 烏利杯卓 100 烏利杯卓 100 法氏狗尾草 100 法氏狗尾草 75 155859.doc 191 201141380 莠草 100 八仙草 100 牛筋草 100 強生草 100 地膚 100 藜 100 牵牛花 100 顛茄 100 油莎草 70 野生燕麥 45 反枝莧 100 豬草 100 俄國薊 100 義大利黑麥草 70 大豆 100 向曰葵 100 蘇利南草 100 筒麻 100 小麥 40 表B 31 g ai/ha 1 2 3 4 萌前 百慕達草 90 45 95 80 黑草 5 30 30 30 毛白露草 0 25 55 60 蒼耳 0 0 50 45 玉米 0 0 0 0 馬唐 80 98 95 100 烏利杯草 80 100 80 70 法氏狗尾草 55 80 95 90 莠草 85 98 100 100 八仙草 0 90 100 75 牛筋草 100 100 80 85 強生草 100 100 80 65 地膚 98 75 100 10 藜 100 100 100 100 牽牛花 0 100 90 100 顛茄 100 100 100 100 油莎草 0 0 0 15 野生燕麥 0 5 5 10 反枝苋 100 100 100 100 豬草 60 90 100 90 俄國薊 - - - - 義大利黑麥草 0 40 50 20 大豆 0 0 50 50 莠草 100 八仙草 100 牛筋草 85 強生草 98 地膚 98 藜 100 牵牛花 100 顛祐 100 油莎草 65 野生燕麥 40 反枝莧 100 豬草 100 俄國莉 80 義大利黑麥 55 草 大豆 100 向曰葵 100 蘇利南草 100 清麻 100 小麥 40 化合物 13 14 15 16 17 19 20 24 25 98 98 100 100 100 80 100 98 100 90 55 80 100 70 50 80 70 85 70 60 98 100 98 40 80 80 80 80 98 - - 45 100 100 100 100 60 65 65 85 75 10 75 30 45 100 100 100 70 100 95 100 100 100 100 100 100 100 100 100 100 100 100 80 75 98 65 70 65 100 95 95 98 100 100 100 100 98 100 100 100 100 100 100 100 100 100 100 100 100 95 85 60 90 98 85 98 95 90 85 75 80 98 85 70 100 98 90 80 100 60 100 100 0 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 98 98 100 100 100 100 100 100 100 100 100 100 100 100 20 45 40 60 55 20 45 35 55 30 40 - 80 40 30 40 45 10 100 100 100 100 100 98 100 100 100 100 100 100 100 100 100 100 100 100 100 90 - - 98 50 100 100 100 45 45 70 60 60 50 65 90 100 98 100 100 100 100 90 100 95 95 155859.doc -192- 201141380 向日葵 0 75 85 60 蘇利南草 60 95 100 60 荀麻 80 100 100 100 小麥 10 0 0 0 表B 31 g ai/ha 27 28 29 30 萌前 百慕達草 98 100 100 75 里箪 98 40 50 10 毛白露草 100 35 60 10 蒼耳 - 100 100 100 玉米 80 45 25 15 馬唐 100 100 100 100 烏利杯草 98 80 100 100 法氏狗尾草 98 80 98 90 莠草 100 98 100 98 八仙草 100 100 100 90 牛筋草 75 65 98 55 強生草 90 75 95 65 地膚 100 0 100 100 藜 100 100 100 100 牵牛花 100 0 60 0 顧拓 100 100 100 100 油莎草 45 0 65 100 野生燕麥 70 10 40 0 反枝莧 100 100 100 100 豬草 100 100 100 100 俄國薊 - 100 100 75 義大利黑麥草 70 30 40 35 大豆 100 40 98 20 向日葵 100 60 100 45 蘇利南草 100 80 100 100 筒麻 100 100 100 100 小麥 40 5 5 0 表B 化合物 31 g ai/ha 142 143 147 214 萌前 百慕達草 100 100 100 75 里簟 1 *»\ ~ | 45 60 55 20 毛白露草 45 65 30 15 蒼耳 0 45 100 100 玉米 15 0 5 5 馬唐 100 100 100 100 烏利杯卓 100 95 100 100 法氏狗尾草 85 85 95 98 莠草 100 100 98 100 100 85 100 100 100 80 100 100 100 95 100 100 100 100 98 100 100 100 100 100 100 100 100 100 100 100 100 10 35 35 化合物 40 25 20 30 30 40 41 44 49 55 56 77 94 101 126 100 100 65 100 100 25 100 20 100 30 20 5 60 70 25 45 30 85 10 10 10 100 80 30 60 15 - 40 100 20 100 100 100 100 0 100 20 20 45 10 0 45 5 10 65 100 100 100 100 100 100 100 100 100 100 100 100 100 100 98 95 100 100 85 70 60 100 98 70 90 80 70 80 95 80 100 100 85 100 100 98 100 100 100 100 100 95 100 100 100 80 80 60 90 98 95 98 98 10 70 75 60 90 98 60 95 35 100 100 100 100 98 100 98 45 100 98 100 100 100 100 100 100 100 100 100 100 75 75 85 20 40 98 20 100 100 100 100 100 100 100 100 100 100 0 0 100 65 0 0 50 0 20 0 5 0 40 60 0 20 0 - 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 - 80 50 100 100 100 100 100 100 - 20 0 10 60 40 45 45 10 90 55 95 60 100 20 98 85 95 100 85 100 100 100 100 100 100 65 100 85 70 100 100 100 98 100 65 65 100 100 100 100 100 100 100 100 100 5 5 0 30 15 10 0 5 30 217 402 98 45 15 30 60 5 100 0 0 15 100 100 95 75 85 100 90 98 155859.doc -193- 201141380 八仙草 98 80 98 100 牛筋草 100 70 90 95 強生草 75 75 85 90 地膚 100 100 100 100 藜 100 100 100 100 牵牛花 0 85 100 90 颠祐 100 100 100 100 油莎草 0 0 0 60 野生燕麥 5 35 60 10 反枝莧 100 100 100 100 豬草 100 100 100 100 俄國薊 100 100 90 90 義大利黑麥草 60 50 30 5 大豆 100 40 100 100 向日葵 65 100 100 100 蘇利南草 80 100 95 100 清麻 100 100 100 100 小麥 0 10 0 0 表B 16 g ai/ha 1 2 3 4 萌前 百慕達草 20 20 70 黑草 0 30 15 20 毛白露草 0 20 50 45 蒼耳 0 0 0 20 玉米 0 0 0 0 馬唐 80 95 90 75 烏利杯草 70 95 80 70 法氏狗尾草 40 75 70 55 莠草 50 80 90 100 八仙草 0 50 100 75 牛筋草 100 60 80 55 強生草 55 100 75 65 地膚 55 0 85 0 藜 100 100 100 100 牽牛花 0 98 50 50 顛茄 100 100 100 100 油莎草 0 0 0 0 野生燕麥 0 0 0 0 反枝莧 100 100 100 100 豬草 45 80 100 70 俄國薊 義大利黑麥草 0 10 10 _ 大豆 0 0 _ 0 向曰葵 0 65 50 45 蘇利南草 75 75 50 155859.doc 85 - 98 65 70 100 100 100 100 100 40 100 100 100 0 0 10 0 100 100 100 45 100 -30 50 0 0 45 40 95 0 100 100 5 0 化合物 13 14 15 16 17 19 20 24 25 98 95 80 80 95 65 100 98 98 35 50 - 90 70 30 60 60 65 40 30 80 100 55 5 80 80 80 0 25 - - 15 20 100 100 20 50 45 60 45 25 0 5 10 15 100 80 85 25 100 55 85 100 98 95 98 100 100 100 98 98 65 100 65 45 60 45 65 55 75 85 70 95 90 100 75 100 85 100 90 100 90 85 100 95 100 80 100 100 100 45 80 20 70 90 40 90 65 75 65 65 75 80 70 0 100 95 80 75 80 45 55 98 0 100 100 100 100 100 100 100 100 100 100 100 100 20 0 55 100 40 20 60 20 100 100 100 100 100 100 100 100 100 100 0 0 0 0 0 0 0 0 25 30 30 55 50 40 30 40 45 10 100 100 100 100 100 98 100 100 100 100 100 100 100 100 98 100 100 100 100 40 - - 98 50 100 100 100 30 10 40 50 50 10 - 75 45 20 15 90 90 80 65 100 0 25 100 65 100 100 45 45 100 65 100 75 65 100 100 70 98 100 75 100 •194- 201141380 清麻 0 100 100 100 小麥 0 0 0 0 表Β 16 g ai/ha 27 28 29 30 萌前 百慕達草 80 0 85 0 里簟 35 40 20 0 毛白露草 100 5 30 5 蒼耳 - 0 98 0 玉米 70 10 15 5 馬唐 95 65 100 100 烏利杯草 65 0 100 65 法氏狗尾草 35 40 75 55 莠草 100 95 85 80 八仙草 100 98 5 50 牛筋草 5 40 95 40 強生草 65 45 85 45 地膚 95 0 0 0 藜 100 100 100 100 牽牛花 65 0 50 0 颠另S 100 100 100 100 油莎草 0 0 55 0 野生燕麥 55 0 40 0 反枝莧 100 100 100 100 豬草 100 100 100 95 俄國薊 - 60 50 75 義大利黑麥草 45 30 30 30 大豆 100 0 45 0 向曰葵 45 0 85 0 蘇利南草 70 20 70 90 苟麻 100 90 100 100 小麥 10 0 0 0 表B 化合物 16 g ai/ha 142 143 147 214 萌前 百慕達草 100 100 45 45 黑草 10 30 - 5 毛白露草 45 40 30 5 蒼耳 - 0 100 100 玉米 0 0 5 0 馬唐 100 80 98 85 烏利杯草 100 75 100 60 法氏狗尾草 70 50 70 40 赛草 100 85 95 90 八仙草 50 40 90 50 牛筋草 100 0 65 55 100 100 100 100 100 100 100 100 100 0 0 30 25 25 5 0 30 25 化合物 41 44 49 55 56 77 94 101 126 45 98 0 90 98 20 100 0 100 10 0 5 50 55 5 45 5 10 5 5 0 80 45 5 40 5 - - 0 0 15 0 100 0 0 100 10 15 20 - 0 25 5 0 65 90 100 80 100 98 70 90 100 70 85 100 80 98 100 85 50 98 20 65 55 55 85 65 40 55 65 15 75 - 80 100 100 80 85 98 85 80 100 100 100 98 95 50 100 100 45 60 20 90 80 35 75 20 0 55 55 55 85 90 55 80 20 100 100 98 100 98 20 65 - 0 50 100 100 100 100 100 100 100 100 100 45 65 0 60 0 0 45 0 60 100 100 98 100 100 100 100 100 100 0 0 0 0 0 0 5 0 0 0 0 0 40 40 0 20 0 80 100 100 100 100 100 100 100 100 100 98 100 100 100 100 100 100 0 - 15 20 70 100 30 100 30 100 - 5 0 0 45 - 5 20 5 5 20 20 0 45 0 80 45 75 100 20 85 65 80 40 85 45 60 100 70 65 100 98 80 85 95 60 45 80 100 98 100 85 100 100 100 100 0 5 0 20 5 0 0 0 5 217 402 55 10 15 25 5 5 100 0 0 0 100 0 85 65 50 55 90 45 85 0 20 45 155859.doc 195 201141380 強生草 60 70 80 45 地膚 80 0 100 0 藜 100 100 100 100 牵牛花 0 25 45 20 顛茄 100 100 100 100 油莎草 0 0 0 15 野生燕麥 5 5 20 0 反枝莧 100 100 100 100 豬草 100 100 100 100 俄國薊 85 30 0 40 義大利黑麥草 50 10 30 5 大豆 0 0 98 45 向日葵 0 55 100 100 蘇利南草 75 70 65 80 清麻 90 100 100 100 小麥 0 5 0 0 表B 8 g ai/ha 1 2 3 4 萌前 百慕達草 10 0 0 60 黑草 0 20 10 10 毛白露草 0 5 20 0 蒼耳 0 0 0 0 玉米 0 0 0 0 馬唐 0 75 50 60 烏利杯草 0 75 65 60 法氏狗尾草 0 65 0 50 莠草 50 80 20 80 八仙草 0 50 50 75 牛筋草 98 50 60 55 強生草 0 100 65 60 地膚 0 0 0 0 藜 100 100 100 100 牵牛花 0 75 0 35 顛茄 98 90 100 95 油莎草 0 0 0 0 野生燕麥 0 0 0 0 反枝莧 100 100 100 100 豬草 0 40 70 0 俄國莉 _ _ 一 義大利黑麥草 0 - 0 0 大豆 0 0 0 0 向日葵 0 55 0 20 蘇利南草 _ 20 70 25 向麻 0 25 75 55 小麥 0 0 0 0 65 85 65 20 100 100 0 0 100 80 0 0 5 0 100 100 100 ο 70 - 30 0 0 0 0 0 50 - 100 65 0 0 4匕合物 13 14 15 16 17 20 24 25 27 60 75 25 65 80 100 98 40 50 30 40 - 40 10 60 50 45 35 10 30 35 100 10 30 40 50 100 0 - - - 0 35 25 0 - 0 0 25 40 15 5 0 10 55 85 50 0 20 98 85 100 98 60 80 25 75 45 95 80 45 100 30 15 0 0 0 45 0 25 65 0 65 90 85 55 95 85 90 90 70 30 20 100 95 100 98 100 80 100 45 0 0 0 80 0 20 20 0 45 0 0 55 55 75 75 55 60 0 65 0 45 85 100 98 20 45 100 100 100 100 100 100 100 100 100 20 0 50 10 20 0 15 55 25 98 98 100 100 100 100 98 100 100 0 0 0 0 0 0 0 0 0 0 0 55 45 30 40 - 10 50 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 40 - - - 98 98 95 70 - 30 10 35 35 30 50 35 45 - 0 0 90 80 50 0 0 10 90 0 65 100 0 40 40 25 20 0 70 25 65 60 45 90 70 75 0 100 65 95 100 100 100 65 65 100 0 0 20 20 5 0 - 20 5 155859.doc 196- 201141380 表B 8 g ai/ha 萌前 百慕達草 黑草 毛白露草 蒼耳 玉米 馬唐 烏利杯草 法氏狗尾草 莠草 八仙草 牛筋草 強生草 地膚 藜 牵牛花 顛茄 油莎草 野生燕麥 反枝莧 豬草 俄國薊 義大利黑麥草 大豆 向曰葵 蘇利南草 冋麻 小麥 表B 8 g ai/ha 萌前 百慕達草 里簟 毛白露草 蒼耳 玉米 馬唐 烏利杯草 法氏狗尾草 莠草 八仙草 牛筋草 強生草 地膚 化合物 28 29 30 32 41 44 49 55 56 77 94 101 126 142 0 0 0 45 0 85 0 0 0 5 0 0 5 0 0 25 0 0 - 0 0 0 0 - 5 10 0 0 5 15 0 70 60 20 65 65 0 100 0 70 45 100 15 60 15 40 0 40 65 50 80 85 20 60 20 0 20 100 80 0 0 20 20 35 0 55 5 60 0 20 5 0 0 0 0 45 0 80 100 100 100 100 100 100 0 0 0 55 0 20 98 100 95 100 100 100 0 15 0 0 0 0 0 5 0 40 0 0 100 100 100 100 100 100 98 98 85 100 55 100 0 0 20 20 10 0 10 5 0 5 0 0 0 0 0 0 0 0 0 0 0 60 0 65 0 45 10 45 60 65 20 100 95 75 65 70 0 0 0 0 0 0 000050585 3 0 0 7 3 6 9 6 IX ο ο ο ο ο ο ο ο ΙΑ ο ο 6 ο ο 5 化合物 143 147 214 216 217 402 0 5 5 0 0 0 6 4 4 8 4 111 0500055000050008 1 2 6 7 4 7 14 2 0 9 5050005000050005 14 7 6 8 4 0 8 IX 0000088508055000 4 3 9 9 6 9 9 6 9 0 ο ία 0500005505000000 5 5 4 9 1 ο 9 0 5 5 ο 5 5 - 0 5 0 0 0 2 1 5 5 0 0 0 0 ο ο 50000000 7 0 ο 0 4 0 1x n II 0000080008000000 9 8 7 9 1 ο ο 1* —1 ο ο ο ο ο ο 5 5 5 0 0 5 5 9 6 3 6 2 1 4 ο ο ο ο ο ο ο ο ο - -ο 11 ο ο ο ο ο ο 2 11 ο ο ο ο ο 0 0 3 1Λ ο ο ο ο ο ο ο ο ο ο ο ο 3 0 0 IX ο ο ο ο ο ο ο ο ο ο ο 5 5 0 14 ο ο 2 8 0 5 7 ο ο 8 5 0 7 ο ο 2 5 5 9 ο ο ο ο 0 2 12 ο 5 5 6 1 5 0 4 0 5 6 ο ο 6 ο ο ο ο ο 1Λ 5 ο 5 ο ο 9 0 5 0 - 050500000 3 8 4 5 ο 6 00050500000 5 3 7 2 9 4 4 8 14 ο 0000000500550 6 4 3 9 5 4 4 0000000500000 2 4 4 0500080555000 9 4 8 3 6 2 0000055050050 8 2 5 8 6 4 I55859.doc -197- 201141380 藜 牵牛花 顛茄 油莎草 野生燕麥 反枝莧 豬草 俄國薊 義大利黑麥草 大豆 向曰葵 蘇利南草 麻 小麥 表B 4 g ai/ha 萌前 百慕達草 黑草 毛白露草 蒼耳 玉米 馬唐 烏利杯草 法氏狗尾草 莠草 八仙草 牛筋草 強生草 地膚 藜 牽牛花 顛茄 油莎草 野生燕麥 反枝莧 豬草 俄國薊 義大利黑麥草 大豆 向曰葵 蘇利南草 β麻 小麥 表Β 4 g ai/ha ο ο ο ο ο ο ο ο ο ο ο 1 00000000000005000000 4 2 8 ο ο 0500000000000 0 4 0 ο ο 1465α 1* 11 11 11 ΙΑ 0 0 5 5 5 0 4 4 7 2 ο ο ο ο ο 00508050000 5-50 6 6 8 9 9 4 ο -0 5 0 0 0 5 ο ο ο ο ο ο 9 2 8 2 100 100 100 98 0 0 0 0 98 20 100 70 0 0 0 0 0 0 0 0 100 98 100 100 80 60 100 0 0 - 0 - 5 5 0 0 20 0 0 - 20 0 0 0 75 55 45 - 60 40 20 0 0 0 0 0 化合物 3 4 5 13 14 15 16 17 0 35 65 0 0 0 60 45 0 0 5 0 0 20 0 10 0 0 0 0 10 30 85 10 0 0 0 0 - - - 0 0 0 0 0 0 0 10 0 40 50 0 0 40 0 20 80 - 35 - 45 0 0 20 65 0 40 0 0 0 0 0 20 - 50 70 55 40 55 30 70 0 30 10 30 0 0 0 10 - 40 20 0 0 0 0 0 65 60 - 45 0 0 0 20 0 0 0 0 40 0 40 0 100 95 40 100 100 100 100 100 0 0 40 20 0 0 0 0 100 80 - 65 75 45 60 95 0 0 20 0 0 0 0 0 0 0 0 - 0 50 45 0 50 95 70 100 100 100 100 100 10 0 60 85 0 100 90 100 - - - 20 0 - - 0 0 0 100 0 0 35 0 30 0 0 30 0 0 85 75 0 0 0 60 0 0 0 0 0 50 0 0 45 0 10 40 20 60 30 65 50 0 75 80 0 0 0 0 0 0 0 20 5 化合物 30 32 41 44 49 55 56 77 7 2 5 2 4 2 ο 2 ο ο ο - 2 3 3 0 5 0 0 5 5 0 0 5 0 0 - ο ο ο ο ο 88 6 ο ο 3 0 0 ία 0 5 0 5 6 ο 6 2 IX ο 11 4 9 ο ο ο *0000500000050000 - 5 5 0 0 8 0 430 750650048 9 11 1χ 050 - 05550005000800000500550 43 53478 4 0 9 100 4 642 --* 000005050050000800000000000 25 7 1 6 2 1 2 0 9 400 74 1λ 2 4 155859.doc 198 201141380 萌前 百慕達草 0 0 0 0 黑草 0 0 0 0 毛白露草 0 0 0 0 蒼耳 0 0 - 0 玉米 0 5 0 0 馬唐 0 0 0 0 烏利杯卓 0 85 0 60 法氏狗尾草 0 55 0 20 莠草 60 0 20 70 八仙草 0 0 20 55 牛筋草 0 0 15 0 強生草 0 50 0 0 地膚 0 0 0 0 藜 100 100 100 100 牽牛花 0 0 0 45 顛茄 0 100 20 100 油莎草 0 0 0 0 野生燕麥 0 0 0 0 反枝莧 100 100 100 85 豬草 0 98 55 45 俄國薊 0 0 0 0 義大利黑麥草 5 0 0 5 大豆 - 0 0 0 向曰葵 0 0 0 20 蘇利南草 0 40 0 0 清麻 0 75 65 40 小麥 0 0 0 0 表Β 化合物 4 g ai/ha 143 147 214 216 萌前 百慕達草 0 0 0 0 黑草 0 0 0 0 毛白露草 0 0 0 0 蒼耳 0 0 - 0 玉米 0 0 0 0 馬唐 45 0 0 0 烏利杯卓 0 60 0 20 法氏狗尾草 25 0 0 20 莠草 80 30 35 60 八仙草 0 0 0 0 牛筋草 0 0 0 0 強生草 45 0 0 25 地膚 0 0 0 0 藜 100 100 100 98 牵牛花 0 40 0 0 155859.doc 0 0 0 0 0 0 0 0 65 0 0 40 30 0 0 0 5 0 0 0 0 5 0 0 0 - 0 0 0 - 0 0 0 - - 0 5 0 0 0 20 0 0 0 0 10 0 65 0 55 0 45 0 60 100 0 0 15 60 0 45 0 55 20 10 0 0 10 35 0 0 20 60 40 60 75 20 0 5 5 5 0 95 0 0 0 10 90 0 0 40 0 0 0 0 0 0 0 0 0 0 45 0 10 0 0 100 10 0 0 0 0 0 0 0 0 0 100 98 100 100 100 100 100 100 100 0 0 0 0 0 0 0 0 0 98 75 100 0 85 95 98 100 100 0 0 0 0 0 0 0 0 0 0 0 30 30 0 0 0 0 0 75 100 100 90 100 95 100 100 100 95 100 100 100 95 95 0 - 0 0 0 30 0 - 0 0 - 0 0 0 0 0 0 0 0 - 10 0 0 0 0 45 0 0 45 0 0 0 0 0 0 0 0 - 0 20 45 45 40 25 0 0 0 10 20 20 60 0 75 55 45 20 0 0 0 0 0 0 0 0 0 0 402 0 0 0 ο ο Ο Ο Ο Ο Ο Ο Ο Ο Ο Ο 201141380 顛茄 95 100 0 20 98 65 油莎草 0 0 0 0 0 0 野生燕麥 0 0 0 0 0 0 反枝莧 100 65 20 45 100 100 豬草 100 95 70 0 80 0 俄國薊 0 0 0 10 0 - 義大利黑麥草 0 0 0 0 0 0 大豆 0 40 0 .0 0 0 向曰葵 0 40 0 0 0 0 蘇利南草 0 5 50 10 0 0 筒麻 65 40 0 35 0 0 小麥 0 0 0 0 0 0 測試c 將選自百慕達草t/acijy/ow)、蘇利南草 (5rac/n’arz'a 似)、馬唐(crabgrass,lg; Dz'gz.iaWa sanguinalis) ' ^ (crabgrass, nk; Digitaria nuda) ' 赛草 (foxtail,green; iSeiarz'a vzWc?/·?)、牛筋草(五/ews/we z'wd/ca)、 強生草(《Sorg/zww /za/epewse)、地膚(尺oc/ni 、牵牛 {Ipomoea lacunosa) ' 香附子(nutsedge,purple; Cyperus rotundus)、緒草(Ambrosia elatior)、.黑齐(JBfassica nigra)、天竺草(Panicum maximum)、大利草(Paspalum dilatatum)、科草(Echinochloa crus-galli)、辕緣草 (Cewc/zrw·? ec/n’waiwj·)、紫背草(《So/ic/zw·? o/eraceows)、刺黃 花稳(57ί/α ·?ρί«〇·5α)、義大利黑麥草(ryegrass, It; Zo/iww multiflorum)、馬齒 I (Portulaca oleracea)、信號萆 (Brachiaria platyphylla)、跋洲黃苑(Senecio vulgaris)、繁 縷(*SVe&quot;&lt;3rz.&lt;3 wei/z.a)、鴨瓶草(dayflower,VA; Commelina virginica)、藍草(尸oa annua)、羅氏草(Rottboellia cocr/n'«c/n·⑽如以)、魁克麥草(·£7&gt;&gt;ί&quot;4;ί·α 、田旋花 155859.doc -200- 201141380 (Convolvulus arvensis)、良妨萆 (Bidens bipinnata)、錦凑 (Μβ/να 及俄國薊之植物品種的種子 種植在壤土及沙的混合體中並使用在無植物毒性溶劑混合 物(包括界面活性劑)中配製的試驗化學物對該種子進行萌 前處理。同時,對來自這些雜草品種的植物施用一些以相 同方法配置的試驗化學物以進行萌後處理。萌後處理的植 物高度範圍為2 cm至18 cm(l葉期至4葉期)。 將處理過的植物及控制組維持在溫室中14天到21天,其 後將所有品種與控制組比較並從外觀來評估。植物反應級 別(總結於表C中)基於0到等級,其中0係無效且係完全控 制。破折號(-)表不沒有試驗結果。 表C 化合物 表C 化合物 250 g ai/ha 25 125 g ai/ha 25 萌後 萌後 稗草 100 稗草 100 百慕達草 100 百慕達草 100 黑芥 100 黑芥 100 藍草 50 藍草 50 繁縷 100 繁縷 100 馬唐 100 馬唐 100 裸馬唐 100 裸馬唐 100 大利草 100 大利草 100 鴨路草 100 鴨55草 100 田旋花 100 田旋花 100 莠草 100 莠草 100 牛筋草 95 牛筋草 95 歐洲黃菀 100 歐洲黃毙 100 大利草 100 大利草 100 羅氏草 100 羅氏草 100 強生草 100 強生草 100 地膚 100 地膚 100 錦葵 100 錦葵 100 牽牛花 100 牽牛花 100 香附子 60 香附子 40 刺黃花稳 100 刺黃花稳 100 155859.doc -201 - 201141380 草 麥 草黑 草 莧f 薊利草草草南 齒克草國大藜號針利C 馬魁豬俄義蒺信鬼蘇表 62 g ai/ha 萌後 科草 百慕達草 黑芥 藍草 繁縷 馬唐 裸馬唐 大利草鴨路草 田旋化 莠草 牛筋草 歐洲黃菀 大利草 羅氏草 表C 31 g ai/ha 萌後 稗草 百慕達草 黑芥 藍草 繁縷 馬唐 裸馬唐 大利草 鴨拓草 田旋花 莠草 牛筋草 歐洲黃菀 大利草 羅氏草 強生草 100 100 100 100 75 100 98 100 100化合物 2 25 100 100 100 100 100 100 80 35 -100 100 100 100 100 100 95 100 100 -100 100 100 98 80 -100 100 100 100 100Flowers, water, herbal rice umbrella B flowers, water herbs, rice umbrellas, flowers, water, herbal rice umbrella water / h / h / h / h 65 95 0 100 100 100 100 100 compound 100 100 100 100 100 50 49 50 51 52 53 54 55 57 58 59 60 61 62 63 85 0 30 65 40 0 70 0 0 0 75 100 40 0 100 70 100 100 100 0 100 0 0 0 100 100 100 0 95 30 45 45 45 0 75 0 0 0 80 100 65 0 100 70 95 100 100 0 100 0 Compound 0 0 100 100 100 0 64 65 66 67 68 69 70 71 72 73 74 77 79 80 65 60 45 15 20 45 25 45 20 40 30 30 30 45 100 100 100 100 100 100 100 - 90 70 - 80 80 100 75 50 40 20 30 40 40 35 20 40 25 5 30 65 100 100 100 85 75 100 100 80 Compound 20 85 65 75 70 100 81 82 84 85 86 87 88 89 90 91 94 98 99 100 60 0 0 60 25 0 0 20 30 30 60 40 15 85 - - 65 100 100 100 - - - 100 100 80 80 100 50 35 15 45 45 30 30 40 35 45 45 60 15 60 95 60 65 100 60 85 95 85 Order 90 100 100 100 85 100 101 104 105 110 111 112 113 122 123 124 125 126 127 128 75 75 0 20 0 0 25 20 40 0 0 40 0 65 100 100 60 80 85 100 70 100 100 75 75 100 0 100 70 75 55 30 25 45 30 40 60 30 30 50 0 70 100 100 80 60 60 60 40 95 Compound 100 40 0 100 0 85 130 131 132 133 134 135 136 137 141 142 143 144 145 146 50 70 45 65 25 0 20 30 55 50 70 80 35 20 100 90 100 100 90 30 80 100 100 100 100 100 90 70 45 45 45 75 35 30 35 40 60 90 80 60 35 20 90 100 100 100 90 0 75 100 Compound 100 100 100 100 90 30 147 149 151 152 153 201 202 203 204 205 206 207 208 209 50 45 65 20 40 0 60 20 0 0 0 0 0 0 100 100 100 85 100 80 100 50 0 0 60 30 40 40 60 60 70 30 45 40 60 30 0 0 0 0 0 0 100 100 100 65 100 95 100 80 0 0 50 0 0 0 Compound Table B Compound 210 218 125 g ai/ha 210 218 Irrigation / h 155859.doc -167 20 80 3 11 4 hhhh/h/h/h Flower Ai / flowers ai / flowers ai / flowers ai / flowers ai / flowers ai / flowers ai / herbs 68 water herbal rice umbrella 68 water herbal rice umbrella &lt;:08 water herbal rice umbrella 8^&gt; water herbal rice umbrella 68 water herbal rice umbrella 38 water herbal rice umbrella 8 g different table 62 irrigation rice wheel table 62 irrigation rice wheel table 62 irrigation rice Wheel Table 62 Irrigation and Different Rice Wheel Table 62 Irrigation and Different Rice Wheel Table 62 Irrigation and Different Rice Wheel Table 62 0 0 Rice 30 0 65 0 Round Umbrella Compound 1 2 4 5 6 7 8 12 13 14 15 16 17 18 40 0 0 15 55 20 25 0 30 0 30 40 40 30 85 50 100 100 100 80 100 80 95 40 100 100 100 100 35 30 20 40 75 35 50 40 30 0 30 40 45 45 95 65 85 80 100 80 95 65 Compound 0 0 65 98 100 100 19 20 27 28 29 30 32 33 34 35 36 37 38 39 50 30 50 25 40 20 60 30 0 0 40 0 80 30 100 100 100 100 90 90 100 100 0 0 100 0 100 100 70 70 30 40 35 25 50 45 0 0 40 0 70 30 100 100 100 95 70 70 100 75 Compound 0 0 80 0 85 85 40 41 42 43 44 45 46 47 48 49 50 51 52 53 50 30 30 30 100 40 30 0 0 75 0 15 40 30 100 100 100 100 100 100 100 100 75 100 40 100 100 100 20 40 20 43 90 50 50 45 40 40 25 30 25 20 80 95 85 100 100 100 100 80 Compound 0 80 50 80 100 65 54 55 57 58 59 60 61 62 63 64 65 66 67 68 0 45 0 0 0 40 80 30 0 30 20 15 15 15 0 95 0 0 0 100 100 100 0 100 100 85 90 85 0 50 0 0 0 40 85 40 0 40 30 30 20 20 0 95 0 0 0 80 100 90 0 80 85 80 40 40 Compound 69 70 71 72 73 74 77 79 80 81 82 84 85 86 20 20 0 10 20 15 15 20 30 20 0 0 25 20 00 100 - - - - 60 - 100 - - 40 100 95 15 30 25 20 30 15 5 15 30 25 20 0 30 30 80 30 80 0 0 65 40 50 Compound 80 85 20 65 90 0 87 88 89 90 91 94 98 99 100 101 102 104 105 106 0 0 10 20 20 60 30 15 0 0 25 65 0 15 85 90 - 100 100 100 75 0 75 95 95 95 0 100 20 20 20 20 35 35 50 10 40 45 40 70 45 40 0 60 80 60 90 75 0 0 80 95 65 95 60 95 Compound 107 108 109 110 111 112 113 118 119 122 123 124 125 126 155859. Doc •168· 201141380 Λα Λα Λα Λα «α Β Mm/h/h/h/h/h Flowers AI flowers grass ai/flowers ai/flowers ai/flowers ai/flowers ai/flower water herbal rice umbrellas B g water herbal rice Umbrella B 8 water herbal rice umbrella 62 water herbal rice umbrella 6 § water herbal rice umbrella 6 § water herbal rice umbrella 88 water herbal rice irrigation rice wheel table 62 irrigation rice wheel table 62 irrigation rice wheel table 62 irrigation稻 稻 稻 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 31 0 100 40 30 10 20 10 25 30 30 30 40 50 20 0 40 65 60 75 55 0 40 0 60 Compound 60 60 80 0 0 75 127 128 130 131 132 133 134 135 136 137 141 142 143 144 0 30 40 20 20 60 25 0 15 25 30 40 60 30 0 90 85 85 80 100 85 0 80 80 85 80 100 100 0 45 30 30 40 40 25 20 20 40 35 50 40 25 0 75 80 85 90 100 85 0 Compound 40 70 85 70 80 95 145 146 147 148 149 150 152 153 201 202 203 204 205 206 20 20 40 15 0 70 0 30 0 30 15 0 0 0 70 70 100 95 100 100 50 85 60 . 60 20 0 0 0 25 20 20 45 30 50 30 35 30 40 25 0 0 0 70 30 80 85 95 100 50 60 0 70 40 0 0 0 Compound 207 208 209 210 211 212 213 218 0 0 0 0 40 40 0 0 0 30 0 0 80 85 95 0 0 0 0 0 35 35 30 0 0 0 0 0 45 80 65 0 Compound 1 4 5 7 8 9 10 11 12 13 14 15 17 18 20 0 0 0 20 20 0 0 0 20 0 0 30 0 65 80 75 60 85 95 0 0 60 90 0 75 95 100 0 20 35 25 30 5 0 0 30 20 20 20 45 20 0 30 45 70 95 95 0 0 65 0 0 50 90 100 Compound 19 20 28 29 30 32 33 34 35 36 37 38 39 40 20 20 30 20 15 40 0 0 0 35 0 60 20 40 95 90 90 90 90 95 100 0 0 100 0 100 85 100 25 30 20 20 15 45 30 0 0 20 0 70 25 0 85 70 30 60 50 75 0 0 0 90 0 75 60 70 Compound 45 46 47 48 49 50 52 53 54 55 57 58 59 60 20 20 0 0 0 0 0 0 0 30 0 0 0 20 90 85 100 40 80 0 100 60 0 85 0 0 0 80 40 30 30 0 30 20 20 15 0 20 0 0 0 40 155859. Doc -169- 201141380 aaaaaaa /h/h/h/h/h/h/h Grass ai/flower ai/flower ai/. Flowers ai / flowers ai / flowers ai / flowers and plants ai umbrella 68 water herbal rice umbrella 8 § water herbal rice umbrella £0 * ^ water herbal rice umbrella 8 8 water herbal rice umbrella 8 § water herbal rice umbrella 8 § water herbal rice umbrella 00 8 water wheel table 31 irrigation rice wheel table 31 irrigation rice wheel table 31 irrigation rice wheel table 31 irrigation rice wheel table 31 irrigation rice wheel table 16 irrigation rice wheel table 16 irrigation 60 75 60 0 20 50 75 40 Compound 0 75 0 0 0 50 62 63 64 65 66 77 84 94 98 99 100 101 102 104 20 0 20 20 10 0 0 15 0 0 0 0 0 30 90 0 75 85 60 0 40 100 0 0 20 60 85 85 30 0 20 20 25 5 0 20 20 0 15 25 30 25 30 0 65 80 75 0 0 30 Compound 0 0 20 60 50 85 105 106 107 109 110 111 112 113 118 119 122 123 124 125 0 0 0 0 20 0 0 0 0 0 0 0 0 0 0 100 75 40 60 0 40 0 0 60 0 100 0 0 0 25 25 0 15 0 0 20 20 0 20 30 0 0 40 85 55 70 40 0 30 0 Compound 0 50 40 75 0 0 126 127 128 130 131 132 134 135 136 137 141 142 143 144 20 0 10 40 10 0 0 0 0 20 20 40 20 0 85 0 65 80 80 85 40 0 20 55 80 70 85 100 30 0 40 20 25 30 0 0 0 30 20 30 20 20 65 0 40 80 65 0 50 0 Compound 0 45 40 30 70 20 145 146 147 148 149 15 1 152 153 201 202 203 204 205 206 20 10 30 0 0 20 0 0 0 0 0 0 0 0 0 0 100 30 85 95 0 70 50 30 0 0 0 0 10 10 15 20 20 0 0 20 15 20 20 0 0 0 10 0 75 60 70 65 0 50 0 0 30 0 0 0 Compound 207 208 209 210 218 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 Compound 1 4 5 7 8 12 13 14 15 17 18 19 20 28 0 0 0 0 0 0 0 0 0 20 0 10 0 30 0 0 0 50 65 0 0 0 0 75 70 80 60 85 0 0 20 20 20 0 0 0 0 35 20 20 20 0 0 0 0 70 60 50 0 0 0 50 70 30 0 20 Compound 29 30 32 33 34 35 36 37 38 39 40 45 46 47 155859. Doc 170 201141380 aaaaa /h/h/hh ha flowers 31/flowers 31/flowers ai/flowers ai/flowers ai/flowers flowers herbal rice umbrellas B g water herbal rice umbrellas B g water herbal rice umbrellas B § water herbal rice umbrellas 038 Water Herbal Rice Umbrella 88 Water Herb Rice Umbrella 82&gt; Water Herb Rice Umbrella Different Rice Wheel Table 16 Irrigation Rice Wheel Table 16 Irrigation Rice Wheel Table 16 Irrigation Rice Wheel Table 16 Irrigation Rice Wheel Table 16 Irrigation, different rice wheel, table, irrigation, rice wheel, 15 10 30 0 0 0 30 0 60 20 40 20 0 0 80 75 90 70 0 0 100 0 85 50 85 40 60 75 10 10 30 30 0 0 10 0 15 25 0 30 20 20 0 15 0 0 0 0 60 0 Compound 60 80 60 50 60 0 48 49 50 52 53 54 55 57 58 59 60 62 63 64 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 0 0 0 75 0 0 40 0 0 0 60 0 0 50 0 25 15 20 0 0 15 0 0 0 10 30 0 20 0 0 0 70 0 0 0 0 Compound 0 0 0 20 0 50 65 66 77 84 94 98 99 100 101 102 104 105 106 107 20 10 0 0 15 0 0 0 0 0 10 0 0 0 70 45 0 40 75 0 0 20 40 0 30 0 65 65 15 20 5 0 10 15 0 0 20 15 20 0 0 0 60 70 0 0 0 0 0 Compound 0 30 20 0 40 25 108 109 110 111 112 118 119 122 123 126 127 128 134 135 0 0 20 0 0 0 0 0 0 0 0 10 0 0 40 65 0 0 20 0 0 0 80 80 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 146 147 152 153 201 202 203 0 0 10 20 20 0 0 0 0 0 0 0 0 0 20 30 40 70 85 100 0 0 85 0 60 0 0 0 0 20 15 15 20 15 0 0 15 0 0 10 0 0 0 35 30 0 0 0 0 0 70 0 0 0 0 0 Compound 204 205 206 207 208 209 210 218 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0.  0 0 0 0 0 0 0 0 0 0 0 0 0 Compound 4 5 7 8 12 14 102 106 107 109 118 119 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 〇15 10 10 0 0 15 0 0 0 0 0 00 70 0 50 0000 70 00 155859. Doc •171 201141380 Table B Compound 62 g ai/ha 149 Post-emergence Bermuda Grass 98 Traditional 100 Xanthium 100 Corn 100 Matang 100 Uli Cup Grass 100 Fructus sinensis 100 Beefgrass 75 Johnson Grass 100 Table B 31 g Ai/ha 1 2 3 4 5 Post-emergence barley 35 100 55 60 100 Bermuda grass 70 100 100 98 100 Black grass - 80 85 White dew 60 R 85 85 90 90 90 Canary grass 90 55 60 100 Traditional 100 100 100 100 100 Xanthium - - 100 100 100 Maize 55 100 100 100 100 Matang 100 100 100 100 100 Uli Cup 100 100 100 100 100 Baoga Cao's foxtail 100 100 100 100 100 Alfalfa 100 100 100 100 100 Eight Immortals Grass - - - - Goosegrass 75 100 98 90 100 Johnson Grass 70 100 80 75 100 Kochia 100 100 100 100 100 藜100 100 100 100 100 Morning Glory 100 100 100 100 100 Papyrus 10 30 10 10 20 Wild Oats 75 100 100 100 100 Anti-branches 100 100 100 100 100 Ragweed 75 100 100 100 100 Italian ryegrass 60 100 100 100 80 Soy 100 100 100 100 100 Suriname grass 10 0 100 100 100 100 Cannabar 100 100 100 100 100 Wheat 50 100 100 100 100 Wind-cut grass 65 100 100 100 100 Table B 31 g ai/ha 19 20 21 22 23 Table B Compound 62 g ai/ha 149 Post-emergence Skin 100 藜100 Morning Glory 100 Oil Sedge 20 Twigs 100 Pork Grass 100 Soy 100 Suriname 100 Ramie 1 〇〇 Compound 6 7 9 13 14 15 16 17 18 100 85 80 100 100 .  100 100 100 100 98 75 100 98 100 100 100 100 70 70 75 100 100 100 100 100 90 100 65 55 100 100 100 100 75 100 100 98 70 100 100 - - 100 100 100 100 100 100 100 100 100 0 100 100 100 100 100 100 100 - 0 100 100 100 20 100 100 100 100 0 100 100 90 60 100 100 100 100 35 98 100 100 70 100 100 100 100 0 100 30 85 100 100 85 100 100 80 100 100 70 100 100 100 100 35 100 100 100 85 100 65 100 100 100 100 - 100 100 100 100 - 100 100 100 100 65 75 100 100 100 100 100 100 100 100 95 100 100 100 100 100 100 100 100 100 100 100 100 100 55 100 100 100 100 100 100 100 100 45 100 100 100 100 100 100 100 100 60 100 15 15 0 45 75 15 25 0 25 100 80 70 100 100 100 100 100 100 100 100 100 100 100 100 100 85 100 100 90 100 100 100 100 100 40 100 100 45 60 100 95 100 85 70 80 100 90 100 100 100 100 100 0 100 100 30 60 100 100 100 100 40 100 100 100 100 100 100 100 100 75 100 100 80 50 100 100 100 100 100 100 100 50 100 Compound 100 85 85 100 100 85 24 25 26 27 28 29 30 31 32 155859 . Doc -172- 201141380 Post-emergence barley Bermuda grass 蕈*»,, 毛白草草金雀草繁缕苍耳玉米马唐乌利杯草宝盖草法氏草草草草仙仙草牛草草生生草藜 藜 藜 油 油 野生 野生 wild oats 反 苋 苋 苋 义 义 黑 黑 苏 苏 苏 苏 Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Β Grass stalks of Xanthium sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris sylvestris 90 100 100 100 90 100 100 85 100 90 80 85 65 100 100 100 100 100 100 100 100 100 100 80 100 90 80 100 100 100 100 100 100 100 100 100 - 100 100 100 75 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 - - 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 45 100 100 100 100 100 100 100 100 100 100 100 100 100 65 100 100 100 100 100 100 100 100 100 100 100 100 100 98 100 75 100 100 80 90 90 95 60 100 65 55 60 70 80 100 100 100 100 100 100 100 100 100 100 100 100 65 100 100 100 100 100 100 100 100 100 100 100 100 100 95 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 98 100 100 100 95 85 98 100 100 100 100 100 100 100 - 100 95 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 20 20 30 30 25 10 10 0 0 25 0 15 0 0 25 100 100 100 100 90 100 100 85 100 80 100 100 60 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 85 80 85 85 80 85 100 70 70 70 50 80 100 100 100 100 100 100 100 100 100 100 1〇〇100 100 100 100 100 100 100 100 100 100 98 100 100 100 100 65 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 95 100 100 55 100 98 100 98 90 90 85 100 100 100 80 85 85 65 100 Object 33 35 36 38 39 40 41 42 43 44 45 46 47 49 100 100 100 90 100 100 100 100 100 100 - 100 100 100 85 100 100 100 100 100 100 100 100 100 98 100 100 98 85 85 100 80 100 80 85 85 85 65 70 90 85 100 80 85 98 100 85 100 85 100 85 85 85 100 100 85 100 100 100 100 100 100 100 100 100 100 85 100 100 100 100 100 100 100 100 100 100 100 100 100 1〇〇100 1 〇〇100 100 - 100 100 100 100 - - 100 100 100 100 100 - 100 100 100 100 100 100 100 100 100 1〇〇100 100 100 100 98 100 100 100 100 100 100 100 100 100 90 98 100 100 100 100 100 100 100 100 100 100 100 100 100 1〇〇100 100 80 - 90 90 80 80 70 80 80 85 - 95 100 85 100 100 100 100 100 100 100 100 100 100 1〇〇100 1〇〇1〇〇100 100 100 100 100 100 100 100 100 100 1〇〇100 100 100 155859. Doc 173 - 201141380 Eight Grasses 100 100 Beetle Grass 85 100 Johnson Grass 100 100 Koji 100 100 藜100 100 Morning Glory 100 100 Oil Sedge 40 0 Wild Oats 90 85 Anti-branches 100 100 Rag 100 100 Italian Ryegrass 80 70 Soy 100 100 Suriname Grass 100 100 Clear Ma 100 100 Small 100 100 Wind Cut Grass 85 80 Table 31 g ai/ha 50 51 Post-emergence Barley 85 100 Bermuda 98 100 Black Grass 85 100 White Dew 100 100 Canary Grass 100 100 Traditional 100 100 Xanthium 100 - Corn 100 100 Madang 98 100 Wuli Cup Grass 100 100 Baogai Grass 100 80 French Herb Grass 100 100 Herborist 100 100 Eight Grass Grass 100 100 Beetle Grass 100 98 Johnson Grass 100 100 Kochia 100 100 藜100 100 Morning Glory 100 100 Papyrus 10 0 Wild Oats 100 100 Anti-branches 100 100 Ragweed 100 100 Italian ryegrass 60 100 Soy 100 100 Suriname Grass 100 100 Tube 100 100 100 100 100 100 100 80 100 100 100 100 98 98 98 98 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 10 0 45 10 20 20 45 15 15 100 100 100 100 100 85 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 85 85 100 60 85 85 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 85 100 100 - 80 100 Compound 52 53 55 56 62 64 65 100 75 100 100 100 100 100 100 95 100 100 100 98 100 100 85 100 100 80 100 80 100 100 80 85 85 100 100 100 98 100 100 100 100 100 100 100 100 100 100 100 100 100 - 100 - 100 100 100 100 100 100 100 100 100 100 100 100 100 100 90 90 100 100 100 100 100 100 100 100 100 98 85 85 85 - 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 95 100 100 100 95 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 -20 0 5 10 10 - 100 100 100 100 85 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 90 70 85 - 40 80 70 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 1 00 100 0800000000000005 0 9 0 0 0 0 000500077 11 ΙΑ 0500005000500005 0 9 0 0 0 0 900600008 11 11 1* il —I II 11 11 11 11 6 6 7 6 0 8 0 5 0 0 - 0005000800000000000 -0 9 0 8 0 0 000800090000 000800 11 11 11 1 1 11 1 111 n 1 11 11 1 11 11 000000000000005000000000000 0000000000900080000 0 0 0 700 ο 11 11 11 ία Ια 1λ 1λ 11 1Χ IX 1Λ 11 1Λ 1Λ 1Λ 11 11 11 11 11 100 100 100 100 98 85 100 100 100 100 100 100 100 100 100 100 100 100 20 10 20 100 100 100 100 100 100 100 100 100 75 70 60 100 100 100 100 100 100 100 100 100 100 100 100 100 100 80 70 77 80 85 100 85 90 100 100 85 100 100 100 100 100 100 100 100 100 100 100 -100 -100 100 100 100 100 100 100 100 100 90 85 65 100 100 100 100 100 100 100 100 100 98 95 85 100 100 100 100 100 100 100 100 100 100 100 100 Ο 20 Ο 100 100 100 100 100 100 100 100 100 100 - 100 100 100 100 100 100 100 -100 100 155859. Doc -174- 201141380 Wheat 100 100 100 100 100 100 80 100 100 100 100 100 100 100 Wind cut grass 100 100 100 85 100 100 70 100 100 100 100 100 65 100 Table B 4 chelates 31 g ai/ha 81 85 86 88 90 91 94 100 101 102 103 104 108 113 Post-emergence barley 100 80 98 98 95 80 98 100 100 100 100 100 100 100 Bermuda grass 98 95 98 - 98 100 100 60 100 100 85 100 100 90 Black grass - 100 100 100 85 90 85 55 85 65 100 100 65 85 White dew 100 100 100 85 100 100 100 50 100 100 100 100 100 100 Canary grass 100 100 100 100 100 100 100 60 70 100 100 75 75 85 Traditional 100 100 100 100 100 100 100 80 100 100 100 100 100 100 Xanthium - 100 - 100 100 - 100 95 100 100 - 100 100 100 Corn 100 100 100 100 100 100 100 40 100 100 100 100 100 100 Madang 100 100 100 100 100 100 98 45 85 100 100 100 100 100 Ulivia 100 100 100 100 100 100 100 45 100 100 100 100 100 100 Kombu 80 100 100 80 100 90 70 98 100 - 85 100 - 100 Phnom Penh 100 100 100 100 100 100 100 60 100 100 100 100 100 100 valerian 100 100 100 100 100 100 100 80 100 100 100 100 100 100 october 100 100 100 100 100 100 100 100 100 - 70 80 - 85 Goose grass 90 100 85 95 98 100 95 70 95 100 95 100 95 90 Johnson Grass 98 100 100 100 100 100 100 60 100 100 100 100 100 100 Kochia 100 100 100 100 100 100 100 100 100 100 100 100 100 100 藜100 100 100 100 100 100 100 100 100 100 100 100 100 100 Morning Glory 100 100 100 100 100 100 100 100 100 100 100 100 - 100 Oil sedge 0 0 0 0 0 0 10 0 10 40 15 20 15 50 Wild oats 100 100 100 100 100 100 100 60 100 85 - 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 ragweed 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Italian ryegrass 80 85 80 80 100 100 75 45 80 60 80 70 100 100 Soy 100 100 100 100 100 100 100 100 100 95 100 100 100 100 Suriname grass 100 100 100 100 100 100 100 55 100 100 100 100 100 100 100 to 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Wheat 100 100 100 100 100 100 100 35 100 100 100 100 1 00 100 Wind-cut grass 100 100 100 100 100 100 85 65 100 90 100 100 98 100 Table B Compound 31 g ai/ha 119 120 122 123 125 126 127 128 130 137 140 141 142 143 Post-emergence barley 100 100 100 100 85 100 100 100 100 98 100 100 80 100 Bermuda grass 85 75 98 100 100 75 100 85 98 100 98 95 98 100 Lane 100 85 100 100 90 100 100 85 80 90 80 85 85 100 White dew 100 100 100 100 90 100 100 100 65 100 80 85 55 100 Canary grass 100 70 50 80 100 100 100 100 100 100 100 100 100 100 Traditional 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Xanthium 100 100 100 - 100 100 100 100 100 100 100 100 100 100 Corn 100 100 100 100 100 100 100 100 70 100 100 100 100 100 Madang 100 100 100 100 100 100 100 100 95 100 98 100 100 100 155859. Doc -175 - 201141380 乌利杯草100 100 100 100 baocai 100 - - 100 Phnom Penh 100 100 100 100 莠草100 100 50 100 八仙草100 60 100 100 牛草草98 85 85 100 Johnson Grass 100 100 100 100 Kochia 100 100 100 100 藜100 100 100 100 Morning Glory 100 100 100 100 Papyrus 55 50 65 45 Wild Oats 100 85 100 85 Anti-branches 100 100 100 100 Rag 100 100 100 - Italian ryegrass 100 85 100 98 Soybean 100 100 100 100 Suriname grass 100 100 100 100 Hemp 100 100 100 100 Wheat 100 100 100 100 Wind cut grass table B 100 75 80 85 31 g ai/ha After 144 146 147 149 Barley 100 65 98 - Bermuda Grass 100 98 100 85 Black Grass 100 80 85 - White Dew 100 100 100 - Canary Grass 100 85 100 - Traditional 100 100 100 100 Xanthium 100 100 - 100 Corn 100 100 100 100 Madang 100 98 100 100 乌利杯草100 100 100 100 baocai 100 80 60 - foxtail sage 100 100 100 100 sedge 100 100 100 - october grass 100 80 100 - tendon grass 98 75 100 70 ginseng grass 100 100 100 100 terracotta 100 100 100 100 藜100 100 100 100 Morning Glory 100 100 100 100 Papyrus 0 0 15 15 Wild Oats 85 90 100 - Anti-branches 100 100 100 100 Ragweed 100 100 100 100 100 100 100 100 100 100 100 100 100 100 80 100 100 80 60 100 65 55 100 100 100 100 100 100 100 100 100 -100 100 100 100 100 100 100 100 100 100 70 70 100 - 100 100 100 90 100 85 85 100 95 80 95 100 100 100 100 100 100 98 100 80 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 40 40 20 10 20 10 5 0 10 100 100 100 80 100 80 85 100 85 100 100 100 100 100 100 100 100 100 100 100 100 70 100 100 100 100 100 100 100 70 40 100 60 45 70 98 100 100 95 85 100 95 85 100 100 100 100 100 60 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 90 100 80 80 90 65 80 - 100 Compound 153 201 211 212 214 215 216 217 402 -100 100 100 100 85 100 90 35 90 50 100 60 95 100 100 98 100 70 100 100 90 85 98 85 80 60 80 100 100 100 100 100 98 - 70 80 60 100 80 100 100 100 1 00 60 100 100 100 100 100 100 100 100 100 100 100 - - 100 100 100 100 100 100 100 100 100 100 100 100 100 65 100 95 100 90 100 100 90 100 100 100 100 100 100 100 100 100 100 100 100 100 85 85 90 85 75 - - 100 100 100 100 100 100 100 100 100 100 45 100 90 100 100 100 100 100 100 80 90 70 100 100 100 100 - 75 95 98 65 100 90 100 100 90 100 100 100 100 100 100 100 100 100 100 50 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 60 45 15 15 45 0 0 0 10 100 100 100 100 85 85 100 100 90 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 98 155859. Doc -176- 201141380 Italian ryegrass 100 70 50 - Soy 100 95 100 100 Suriname grass 100 100 100 100 Ramie 100 100 100 100 Wheat 100 100 100 Wind cut grass 100 _ 80 - Table B 16 g ai/ha 1 2 3 4 Post-emergence barley 35 - 50 60 Bermuda grass 15 100 100 98 Black grass - 60 60 70 White dew - 80 85 90 Canary grass - - 50 55 Traditional 100 100 100 100 Xanthium - 100 100 100 Corn 40 100 100 100 马唐80 100 98 100 乌利杯草100 100 100 100 盖盖草- - - - 法氏狗草100 100 100 100 骞草100 100 100 100 八仙草牛筋草70 100 90 85 强生草65 100 70 70 Kochia 100 100 100 100 藜100 100 100 100 Morning Glory 100 100 100 100 Papyrus 10 15 10 10 Wild Oats 65 100 100 100 Anti-twig 100 100 100 100 Rag 75 100 100 100 Italian Black Wheat straw 40 100 100 100 Soybean 98 100 100 100 Suriname grass 75 100 100 100 Tube hemp 100 100 100 100 Wheat 50 100 100 100 Wind cut grass 60 90 85 100 Table B 16 g ai/ha 19 20 21 22 Post-emergence barley 85 100 80 100 Bermuda 981009895 901008585 black grass hair dew canary grass 858,010,098 D.100 100,100,100,155,859. Doc 70 65 50 45 80 85 - 80 80 100 100 100 90 100 100 100 100 100 100 100 95 65 100 100 100 100 100 100 100 100 100 100 100 100 100 100 60 100 100 100 100 100 100 100 45 100 75 80 Compound 75 90 100 - - 100 6 7 9 13 14 15 16 17 18 100 80 50 100 100 100 100 100 100 100 95 70 100 98 98 98 100 100 65 60 70 100 100 75 85 85 85 100 50 40 100 100 100 100 70 90 100 80 60 100 100 - 85 100 100 100 98 95 100 100 100 100 0 100 100 100 100 100 100 100 - 100 100 100 90 20 100 100 100 100 0 100 100 80 45 100 100 98 100 20 98 100 50 25 100 100 100 100 0 100 - 30 80 100 100 80 85 100 80 100 100 50 100 100 100 100 20 100 100 100 85 100 40 100 100 100 100 70 100 85 70 100 85 100 - 100 55 60 95 100 98 100 0 98 100 90 85 100 100 100 100 0 100 100 100 100 100 100 100 100 55 100 100 95 100 100 100 100 100 45 100 100 100 100 100 100 100 100 50 100 15 5 0 45 60 15 20 0 10 100 80 70 100 100 100 100 100 100 100 100 100 100 100 100 100 85 100 100 70 100 100 100 100 100 40 100 80 35 4 5 80 95 70 85 70 70 95 80 100 100 100 100 100 0 100 100 25 40 100 100 100 100 5 100 100 100 100 100 100 100 100 45 100 100 50 45 100 100 100 100 100 100 100 50 70 Compound 100 85 85 100 100 85 24 25 26 27 28 29 30 31 32 90 100 100 100 85 100 85 60 85 100 100 - 98 98 100 80 75 100 100 85 85 100 85 75 85 65 100 85 100 85 100 80 100 70 60 100 100 100 100 • 100 100 100 75 100 201141380 繁繁 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Xanthium 100 100 100 100 100 100 100 - - 100 100 100 100 100 Corn 100 100 100 100 100 100 100 100 100 100 100 100 30 100 Matang 100 100 100 95 98 100 100 100 100 100 100 98 40 100 Ulivia 100 100 100 100 100 100 100 100 100 100 100 100 85 100 Kombu 75 75 60 55 80 85 95 50 100 55 50 55 70 60 foxtail sage 100 100 100 100 100 100 100 100 100 100 100 100 60 100 valerian 100 100 100 100 100 100 100 100 100 100 100 100 85 100 october 100 100 100 100 80 100 100 100 80 100 100 100 85 100 Goosegrass 100 100 100 100 100 10 0 100 95 100 85 95 85 75 95 Johnson grass 95 100 100 98 100 100 100 - 100 85 100 100 100 100 Kochia 100 100 100 100 100 100 100 100 100 100 100 100 100 100 藜100 100 100 100 100 100 100 100 100 100 100 100 100 100 Morning Glory 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Papyrus 5 0 25 5 10 5 0 0 20 0 5 0 0 25 Wild Oats 100 100 100 100 90 100 100 85 100 75 100 80 55 100 Anti-branches 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Ragweed 100 100 100 100 100 100 100 100 100 100 100 98 100 100 Italian ryegrass 80 70 80 80 60 65 80 70 80 65 70 60 50 80 Soy 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Suriname grass 100 100 100 100 100 100 100 90 100 100 100 100 65 100 Cannula 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Wheat 100 100 100 100 100 100 100 100 100 90 80 85 50 100 Wind-cut grass 80 85 70 90 85 75 100 80 98 70 85 65 65 100 Table B Compound 16 g ai/ha 33 35 36 38 39 40 41 42 43 44 45 46 47 49 After Meng Wheat 85 85 100 85 100 100 100 98 100 85 100 85 70 100 Bermuda grass 85 100 98 100 85 100 100 100 100 100 98 100 100 75 Black grass 80 85 100 80 75 80 85 85 80 65 55 80 80 100 White dew 60 85 85 100 70 100 85 60 70 85 55 100 100 80 Canary grass 100 100 100 100 100 100 100 100 100 100 85 85 100 85 Traditional 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Ear 100 100 100 100 - 100 100 - 100 100 100 100 100 - Corn 100 100 100 100 100 100 100 100 100 100 85 100 100 100 Matang 95 100 85 85 80 85 100 100 100 100 80 95 100 100 Uli Cup grass 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Kombu 60 65 70 70 70 65 60 70 50 85 100 75 80 85 Phnom Penh 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 80 100 100 100 Eight Grass 100 100 100 100 100 100 100 80 100 100 100 100 100 100 Beefgrass 80 100 90 80 100 98 95 80 90 75 85 100 90 70 Johnson Grass 100 100 100 100 95 100 100 100 100 100 100 100 85 98 Kochi 100 10 0 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 - 100 100 100 100 100 100 Morning Glory 100 100 100 100 100 100 100 100 100 100 100 100 100 100 155859. Doc •178· 201141380 Papyrus 30 0 25 10 Wild oats 70 75 100 100 Anti-branches 100 100 100 100 Ragweed 100 100 100 100 Italian ryegrass 65 65 100 60 Soy 100 100 100 100 Suriname grass 100 100 100 100 Tube 100 100 100 100 Wheat 100 100 100 85 Wind-cut grass 75 60 100 75 Table Β 16 g ai/ha 50 51 52 53 Post-emergence barley 85 85 85 75 Bermuda grass 98 98 90 85 Black grass 85 80 100 85 Coleus 100 100 75 100 Canary Grass 100 100 100 95 Traditional 100 100 100 100 Xanthium 100 - 100 - Corn 100 100 100 100 Matang 95 95 90 100 Uli Cup Zhuo 100 100 100 100 Bao Gai - 80 45 French foxtail 100 100 100 100 莠草100 100 100 100 八仙草100 100 100 100 牛草草100 95 90 100 Johnson grass 100 100 100 100 地肤100 100 100 100 藜100 100 100 100 Morning Glory 100 100 100 100 Papyrus 10 0 10 0 Wild oats 100 100 90 90 Anti-branches 100 100 100 100 Ragweed 100 100 100 100 Italian ryegrass 55 85 60 60 Soy 100 100 100 100 Suriname grass 100 100 100 100 to Ma 100 1 00 100 100 Wheat 98 100 75 98 Wind-cut grass 100 100 80 85 Table B 16 g ai/ha 81 85 86 88 Post-emergence Barley 98 80 Bee 75 155859. Doc 15 45 10 15 5 0 5 5 10 90 100 85 100 80 85 100 100 85 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 85 60 60 70 60 50 70 70 30 100 100 100 100 100 100 100 100 95 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 85 100 100 60 100 100 100 100 100 50 Compound 80 85 50 100 100 50 56 62 64 65 66 67 70 77 80 100 100 100 100 85 100 80 100 85 100 98 98 98 100 75 85 100 95 100 60 80 80 100 100 80 100 100 70 85 100 100 85 85 100 100 100 100 75 100 100 100 85 100 70 85 100 100 100 100 100 100 100 100 100 - 100 100 100 100 - - 100 - 98 100 100 100 100 100 100 100 100 100 85 90 98 100 100 100 100 100 100 100 100 100 100 100 100 100 100 85 85 98 80 90 80 80 85 65 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 98 98 80 100 100 80 85 80 85 80 100 100 100 100 100 90 85 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 0 0 5 5 0 0 0 10 0 100 85 100 100 100 85 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 75 40 60 50 70 60 80 50 55 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 - 100 100 100 100 80 100 85 100 100 100 100 85 70 85 Compound 85 100 85 100 60 80 91 94 100 101 102 103 104 108 113 80 98 100 100 100 100 100 100 100 201141380 Bermuda grass 95 85 - 98 Black grass 98 100 100 80 White dew 100 100 100 85 Canary grass 80 - 80 100 Traditional 100 98 100 100 Xanthium - 100 100 100 Corn 100 100 100 100 Matang 100 95 85 100 Uli Cup 100 100 100 100 Oomella 80 65 80 80 F. sylvestris 100 100 100 100 Alfalfa 100 100 100 100 Eight Immortals 100 100 100 100 Beetle grass 80 95 80 75 Johnson grass 80 100 100 100 Kochia 98 100 100 100 Su 100 100 100 100 Morning glory 100 100 100 100 Oil sedge 0 0 0 0 Wild oats 85 100 100 100 Anti-branches 100 100 100 100 ragweed 100 100 100 100 Ryegrass 60 85 70 60 Soy 100 100 100 100 Suriname grass 100 100 100 100 Cannabar 100 100 100 100 Wheat 100 100 100 100 Wind cut grass 80 85 100 85 Table B 16 g ai/ha 119 120 122 123 Post-emergence barley 100 100 100 100 Bermuda Grass 75 75 98 98 Black Grass 100 85 85 100 White Dew 100 100 100 100 Canary Grass 100 70 50 80 Traditional 100 100 100 100 Xanthium 100 - 100 - Corn 100 98 100 100 Horse唐100 100 98 100 乌利杯草100 100 100 100 盖盖草100 - - 100 法氏狗草100 100 100 100 莠草55 80 45 45 八仙草80 60 98 100 牛筋草85 85 85 98 100 85 60 100 90 80 98 100 55 90 80 50 80 65 100 100 65 85 80 90 50 45 100 100 100 100 100 100 85 55 70 100 85 75 70 85 100 100 70 100 100 100 - 100 100 - 100 90 100 100 - 100 100 100 100 100 20 65 100 100 100 100 100 100 85 20 80 100 95 95 100 100 100 100 10 100 100 100 100 100 100 80 55 50 80 - 85 80 - 90 100 100 45 100 100 100 100 100 100 100 100 70 100 100 100 100 100 80 100 100 100 100 - 70 70 - 85 90 85 65 75 100 85 95 95 45 100 100 25 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 - 100 0 10 0 10 15 15 10 15 45 100 70 60 100 85 - 100 100 100 100 100 100 100 100 100 100 100 100 100 95 65 100 100 100 100 100 100 70 75 40 80 60 50 70 80 80 100 100 85 100 80 95 100 100 100 100 100 45 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 85 30 100 100 100 100 100 100 100 80 55 Compound 85 80 80 85 80 100 126 127 128 130 137 140 141 142 143 100 100 100 85 85 85 80 70 100 65 90 75 85 100 95 95 98 98 85 100 85 65 80 70 70 85 85 100 95 80 60 100 60 60 50 100 - 100 80 60 100 85 80 85 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 98 20 100 100 100 100 100 100 100 100 85 100 95 98 100 98 100 100 100 100 100 100 100 100 100 100 80 70 80 70 60 100 65 55 100 100 100 98 100 100 98 100 100 80 100 100 100 100 100 100 100 100 100 100 50 60 100 100 75 100 100 70 90 65 75 100 75 75 80 90 155859. Doc -180- 201141380 Johnson Grass 100 100 100 100 Kochia 100 80 98 98 藜100 100 100 100 Morning Glory 100 100 100 100 Oil Sedge 45 30 20 35 Wild Oats 100 85 100 85 Anti-branches 100 100 100 100 Pigs Grass 100 100 100 - Italian ryegrass 80 60 70 75 Soy 100 90 100 100 Suriname grass 100 100 100 100 Xiao Ma 100 100 100 100 Wheat 100 100 100 100 Wind cut grass 95 75 80 80 Table B 16 g ai/ha 144 146 147 149 Post-emergence barley 100 65 - - Bermuda grass 98 25 100 75 Black grass 90 65 85 - White dew 90 90 100 - Canary grass 100 65 100 - Traditional 100 100 100 100 Xanthium 100 100 - 100 Corn 95 95 100 75 Matang 98 75 100 95 Wu Li Cup grass 100 100 100 100 Bao Gai grass 100 75 60 - Phnom Penh 100 100 100 100 Alfalfa 100 98 100 - Baxian grass 100 65 100 - Goose grass 95 55 100 70 Johnson grass 100 100 100 100 Kochia 100 100 100 100 藜100 100 100 100 Morning glory 100 100 100 100 Oil sedge 0 0 15 10 Wild oats 85 85 100 - Anti-branches 100 100 100 100 Ragweed 100 100 100 80 Italian ryegrass 70 60 50 - Soy 100 75 100 100 Suriname grass 100 85 100 100 Ma Ma 100 100 100 100 Wheat 100 98 100 - Wind cut grass 100 70 80 - 155859. Doc 100 100 100 100 95 85 100 75 98 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 40 25 10 10 15 5 5 0 0 100 100 100 80 95 70 70 80 85 100 100 100 100 100 100 100 100 100 100 100 100 65 100 100 100 100 100 55 90 50 35 65 45 35 70 85 100 100 90 80 100 85 70 100 100 100 100 95 45 95 100 98 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 85 98 100 98 70 85 65 Compound 60 90 65 65 80 100 153 201 211 212 214 215 216 217 402 100 98 100 100 100 85 100 90 35 60 20 98 50 90 98 85 95 100 50 85 80 60 85 60 80 70 - 70 100 100 100 80 100 85 100 70 55 50 70 70 100 100 100 100 - 100 100 100 100 100 100 100 100 100 100 100 - - 100 100 100 100 - 100 100 100 100 100 98 100 100 60 100 85 98 90 100 100 90 85 80 100 100 100 100 100 100 100 100 55 100 100 85 85 90 65 60 70 - 100 100 100 100 100 100 100 100 100 65 40 65 80 100 100 100 100 100 60 60 70 70 100 98 100 100 - 45 80 98 60 100 85 95 100 75 1 00 100 100 100 100 100 100 100 100 100 20 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 60 10 15 10 0 0 0 0 10 100 60 100 - 85 85 85 100 60 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 80 55 60 45 40 75 60 70 60 50 95 100 100 80 100 80 85 100 80 100 85 95 65 100 100 100 100 100 100 100 100 100 100 100 100 100 100 60 100 100 100 100 100 90 100 45 80 50 65 75 85 60 85 80 80 201141380 Table B 8 g ai/ha 1 2 3 4 5 6 Compound 7 9 13 14 15 16 17 18 Post barley 35 100 40 60 100 100 70 50 100 100 100 100 100 85 Bermuda grass 5 100 100 95 100 95 90 65 85 75 75 85 100 100 Black grass 30 55 50 65 70 60 35 70 85 100 75 85 85 80 Coleus 50 80 60 90 80 70 45 40 100 100 100 100 60 85 Canary grass 50 65 40 55 100 100 60 45 80 100 60 65 100 100 Traditional 98 100 100 100 100 100 85 80 100 100 100 100 0 100 Xanthium 45 - 100 100 100 100 100 100 100 100 100 0 100 Corn 25 95 100 100 100 100 20 15 90 100 95 100 0 10 0 马唐75 100 85 90 100 100 50 35 100 100 95 98 10 85 Uli cup grass 100 100 100 100 100 100 20 10 100 100 100 98 0 100 Komgrass 30 70 98 - 80 85 80 60 F. sylvestris 100 100 100 100 100 100 85 35 100 100 100 100 10 100 莠草100 100 100 100 100 100 50 80 55 40 85 100 100 100 八仙草50 100 60 40 80 75 75 - Goosegrass 10 100 85 85 100 100 45 60 85 75 90 85 0 90 Johnson grass 60 100 65 70 100 100 75 55 100 100 100 100 0 100 Kochia 100 100 100 100 100 100 98 100 100 - 100 100 0 100 藜100 100 100 100 100 100 45 98 100 100 100 100 0 100 Morning Glory 100 100 100 100 100 100 100 100 100 100 100 100 100 100 Corydalis 10 10 10 5 15 10 0 0 40 50 15 15 0 10 Wild Oats 60 95 100 100 75 85 50 40 100 100 100 100 100 100 Anti-branches 100 100 100 100 100 100 100 100 100 100 100 100 75 100 Ragweed 70 100 95 100 100 100 20 100 100 100 100 100 35 98 Italian ryegrass 30 95 70 70 70 75 10 30 75 70 60 60 35 70 Soybean 80 100 100 98 100 95 70 95 100 100 100 100 0 100 Suriname Grass 7 0 100 100 100 100 100 20 10 100 100 75 95 0 100 4 hemp 100 100 100 100 100 100 100 100 100 100 100 100 45 100 Wheat 45 80 85 100 100 85 35 40 100 100 100 100 100 90 Wind cut grass 55 80 75 90 100 80 40 45 100 70 80 85 50 70 Table B 8 g ai/ha 19 20 21 22 23 24 Compound 25 26 27 28 29 30 31 32 Post-emergence barley 85 85 80 98 100 90 100 100 100 80 100 75 50 85 Bermuda Grass 98 100 98 95 98 100 100 Volume 90 90 85 80 65 95 Black Grass 85 100 80 75 85 85 80 75 85 80 70 65 55 70 White Dew 85 60 80 65 85 70 50 80 100 80 100 50 45 100 Canary grass 100 100 100 100 100 100 100 100 100 85 85 80 55 100 Traditional 100 100 100 100 100 100 100 100 100 100 100 100 85 100 Xanthium 100 100 100 100 100 100 100 - - 100 100 100 100 100 Maize 85 100 100 95 95 98 100 100 100 100 100 90 20 100 Matang 100 100 98 95 98 100 100 100 98 98 98 95 20 100 Uli Cup 100 100 100 100 100 100 100 100 98 100 100 100 15 100盖盖草50 70 60 55 80 65 80 50 85 55 50 50 70 50 155859. Doc -182- 201141380 French foxtail 100 100 100 100 莠草100 100 100 100 八仙草100 100 100 98 牛草草100 100 98 90 Johnson grass 85 100 100 90 地肤100 100 100 100 藜100 100 100 100 Morning Glory 100 100 100 100 Papyrus 5 0 25 5 Wild oats 85 100 100 100 Anti-branches 100 100 100 100 Ragweed 100 100 100 100 Italian ryegrass 80 70 55 50 Soy 100 100 100 100 Suriname grass 100 100 100 100 苟Hemp 100 100 100 100 Wheat 100 100 100 100 Wind cut grass 80 80 70 50 Table B 8 g ai/ha 33 35 36 38 Post-emergence barley 60 60 100 85 Bermuda grass 80 98 95 98 Black grass 60 65 80 65 hair White dew 60 60 85 100 Canary grass 85 65 100 100 Traditional 100 100 98 100 Xanthium 100 100 100 100 Corn 100 98 95 100 Matang 95 98 80 85 Uli Cup 100 100 100 100 Baogai 45 65 60 70 French foxtail 100 100 100 100 莠草100 100 100 100 八仙草100 100 100 100 牛草草65 55 65 75 Johnson grass 100 100 100 100 地肤100 100 100 100 藜98 100 100 100 Morning Glory 100 100 100 100 oil Grass 10 0 20 10 Wild oats 60 60 60 90 Twigs 100 100 100 100 Ragweed 100 100 100 100 Italian ryegrass 50 60 60 60 Soy 100 100 100 100 100 100 100 100 100 100 100 50 100 100 100 100 100 100 100 100 70 100 100 80 - 80 100 100 100 85 100 100 100 95 85 80 80 80 65 85 100 100 - 100 80 80 100 90 100 100 100 100 100 100 98 100 100 85 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 75 100 0 0 0 20 0 5 0 0 25 100 100 85 100 70 75 70 55 100 100 100 100 100 100 100 100 100.  100 100 100 100 100 100 100 95 100 100 60 60 60 60 55 65 60 40 80 100 100 100 100 100 100 100 95 100 100 100 85 95 100 100 100 55 100 100 100 100 100 100 100 100 100 100 100 100 85 100 85 80 70 50 100 70 80 60 Compound 80 45 80 60 60 100 40 41 42 43 44 45 46 47 49 100 100 85 100 60 100 70 80 100 98 65 85 75 75 95 85 75 80 75 60 75 60 50 80 80 85 85 50 50 70 30 55 85 100 50 100 100 80 100 85 60 85 75 45 100 100 100 98 100 100 98 98 100 100 100 - 100 100 100 100 100 100 100 100 85 100 100 45 100 100 100 80 80 80 85 98 80 85 90 80 100 100 100 100 100 100 100 100 95 50 55 55 40 60 85 75 80 85 100 100 100 100 100 100 100 100 100 100 100 90 100 100 80 100 100 100 100 100 65 100 100 50 100 - - 80 80 75 65 70 70 95 85 65 100 100 98 100 - 100 100 85 65 100 100 100 100 100 100 100 100 100 100 100 - 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 10 10 10 15 5 0 5 5 5 80 80 60 80 80 50 100 100 85 100 100 100 100 100 100 - 100 100 100 100 100 100 100 10 0 100 100 100 60 40 50 50 45 30 50 45 30 100 100 100 100 100 95 100 100 80 155859. Doc -183- 201141380 Suriname Grass 95 100 95 100 Tube 100 100 100 100 Wheat 98 60 100 85 Wind Cut Grass 70 55 80 75 Table B 8 g ai/ha 50 51 52 53 Post-emergence Barley 85 85 85 70 Bermuda Grass 98 85 85 85 Black grass 80 80 75 60 White dew 85 85 70 70 Canary grass 100 100 100 70 Traditional 100 100 100 100 Xanthium 100 - 100 100 Corn 100 100 100 100 Matang 95 85 85 85 Uli Cup grass 100 100 100 100 baocai 100 65 80 40 foxtail sage 100 100 100 100 sedge 100 100 100 85 october 100 100 100 100 oxen grass 98 75 80 80 Johnson grass 100 80 100 100 terracotta 100 100 100 100 藜100 100 100 100 Morning Glory 100 100 100 100 Oil sedge 10 0 5 0 Wild oats 100 85 75 75 Anti-branches 100 100 100 100 Ragweed 100 100 100 100 Italian ryegrass 50 85 50 60 Soy 100 100 100 100 Suriname Grass 100 100 100 100 Tube 100 100 100 100 Wheat 98 100 - 80 Wind Cut Grass 90 85 75 60 Table B 8 g ai/ha 81 85 86 88 Post-emergence Barley 50 60 80 70 Bermuda Grass 80 - 90 95 black grass 40 100 100 70 white Grass 60 80 80 85 Canary grass 70 100 80 80 Traditional 98 98 90 100 Xanthium 100 100 100 100 100 100 85 100 95 85 100 100 100 100 100 100 100 100 100 100 100 100 100 100 85 100 85 45 100 100 100 80 70 50 Compound 80 60 50 80 60 50 56 62 64 65 66 67 70 77 80 100 80 100 70 85 80 70 100 80 100 90 98 80 98 70 80 90 95 70 60 80 60 100 70 80 70 60 65 60 85 100 85 85 100 100 50 100 50 100 80 100 80 100 70 80 100 100 100 100 95 98 100 100 100 - 100 100 100 100 - - 100 100 90 65 100 100 100 65 100 100 98 98 85 85 80 100 80 100 80 95 100 100 100 100 100 100 100 100 100 70 80 70 70 80 70 65 85 60 100 100 100 100 100 100 100 100 100 100 85 100 100 100 100 100 100 100 100 100 100 - 100 100 100 100 100 98 70 100 80 70 70 75 75 80 98 100 100 100 100 80 70 100 100 100 100 100 100 100 100 100 100 85 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 0 0 0 5 0 0 0 10 0 75 85 100 90 85 85 100 100 70 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 45 30 45 45 70 60 80 40 55 98 90 100 100 100 100 100 95 85 80 100 100 85 100 100 100 100 98 100 100 100 100 100 100 100 100 100 100 40 80 50 50 100 100 100 100 50 50 80 Compound 60 70 60 85 55 70 91 94 100 101 102 103 104 108 113 80 85 55 100 100 100 100 100 100 65 85 60 75 45 45 85 100 55 80 75 45 80 60 55 100 45 65 80 85 45 40 100 95 100 100 100 100 85 50 35 100 55 60 60 65 100 100 60 95 100 100 - 100 100 100 100 45 100 100 - 100 100 100 155859. Doc -184- 201141380 Maize 75 100 100 90 Matang 90 80 80 100 Uli Cup 100 100 100 100 Kombu - - 80 80 Phnom Penh 100 100 100 100 Alfalfa 75 100 100 100 Eight Grass - 100 100 100 Goosegrass 75 90 75 75 Johnson grass 75 98 100 98 Kochia 90 98 100 95 藜100 80 98 100 Morning Glory 100 100 100 100 Oil sedge 0 0 0 0 Wild oats 75 100 100 80 Anti-branches 100 100 100 100 Ragweed 100 100 100 100 Italian ryegrass 60 70 55 55 Soy 98 98 100 100 Suriname grass 100 100 100 98 Ramie 100 100 100 100 Wheat 100 100 100 100 Wind cut grass 65 85 75 70 Table B 8 g ai/ha 119 120 122 123 Post-emergence barley 100 100 100 100 Bermuda grass 65 65 10 35 Black grass 100 75 85 60 White dew 80 70 55 100 Canary grass 65 50 40 80 Traditional 100 10 80 100 Xanthium 100 - 100 - Corn 100 95 80 98 Matang 100 85 60 75 Wu Li Cup grass 100 100 100 100 Bao Gai 50 - - 95 Fasciola 100 100 85 100 Alfalfa 50 55 30 40 Eight Immortals 60 - 60 100 Goosegrass 45 50 20 60 Johnson Grass 100 100 100 100 Kochia 100 75 85 45 藜100 98 100 100 Morning Glory 100 100 100 100 Oil sedge 45 25 20 0 Wild oats 100 65 60 85 100 100 15 45 100 100 100 100 80 80 85 10 75 95 80 95 80 100 100 100 10 100 100 98 100 100 100 65 50 50 80 - 80 80 - 60 100 100 40 100 100 100 100 100 100 100 85 70 100 100 80 100 70 45 100 100 100 100 - 50 50 - 55 75 80 60 60 85 80 85 75 45 75 80 0 100 100 60 100 100 80 100 100 100 100 100 55 100 100 100 98 98 100 100 100 100 100 100 100 100 100 100 100 100 100 100 - 100 0 0 0 0 10 15 10 10 35 100 70 50 80 85 100 100 80 100 100 100 100 100 100 100 100 100 100 100 95 45 100 100 100 100 100 100 60 60 15 35 55 45 50 65 60 100 100 85 90 80 65 90 80 100 100 90 30 100 100 98 98 100 85 100 100 100 100 100 100 100 100 100 100 80 30 100 100 100 100 85 65 85 80 50 Compound 60 65 70 65 75 65 126 127 128 130 137 140 141 142 143 100 100 100 60 85 80 80 65 100 40 85 45 60 100 95 75 80 90 85 - 65 65 80 70 60 75 70 80 65 80 50 80 55 60 50 70 100 85 80 50 85 80 80 8 0 100 100 100 100 100 100 100 100 100 98 100 100 100 80 100 100 100 100 100 98 100 50 15 95 90 85 100 100 70 100 95 85 95 95 75 85 98 100 100 100 20 100 100 100 100 100 - 80 70 70 65 50 80 60 50 100 100 100 80 100 100 98 100 100 55 100 100 80 100 80 100 100 100 100 70 50 50 - 70 70 100 100 60 85 25 65 98 75 50 75 85 100 100 100 95 95 85 100 75 98 100 100 100 100 100 100 98 100 100 100 100 100 100 100 100 100 100 98 100 100 100 100 100 100 100 100 100 40 25 0 10 10 5 5 0 0 55 100 80 60 85 60 70 80 85 155859. Doc -185- 201141380 反 苋 100 100 100 100 ragweed 100 100 100 - Italian ryegrass 70 40 55 50 soybean 100 80 100 100 Suriname grass 100 100 100 100 ramie 100 100 100 100 wheat 100 100 100 100 wind shear Grass 90 25 65 55 Table B 8 g ai/ha 144 146 147 149 Post-emergence barley 100 60 98 - Bermuda grass 98 5 98 25 Black grass 80 55 70 - White dew 85 85 85 - Canary grass 100 55 100 - 繁缕 100 20 100 70 Xanthium 100 100 - 100 Corn 95 65 100 15 Matang 95 15 98 80 Uli Cup 100 98 100 100 Baogai 70 50 50 - Phnom Penh 100 80 100 100 Alfalfa 100 85 100 - Eight Grasses 100 65 100 - Beefgrass 95 10 85 55 Johnson Grass 100 100 100 100 Koji 100 100 100 100 藜100 85 100 98 Morning Glory 100 100 100 100 Oil Sedge 0 0 10 10 Wild Oats 85 70 85 - Anti-branches 100 100 100 60 Ragweed 100 100 100 80 Italian ryegrass 60 45 50 - Soy 100 60 100 100 Suriname grass 90 55 100 85 Ramie 100 100 100 70 Wheat 100 75 100 - Wind-cut grass 60 10 80 - Table B 4 g ai/ha 1 2 3 4 After Meng Barley 30 80 35 40 Bermuda grass 5 100 90 85 Black grass 30 55 30 50 100 100 100 100 100 100 100 100 100 100 100 100 60 100 100 100 95 90 55 60 40 35 65 45 30 60 60 100 100 80 80 100 75 65 100 100 100 100 80 25 85 75 75 100 100 100 100 100 95 100 100 100 100 100 100 100 100 50 100 80 80 70 70 70 60 60 Compound 45 85 60 60 70 75 153 201 2Π 212 214 215 216 217 402 60 80 100 100 100 _ 85 85 35 10 10 90 15 90 65 80 85 100 35 45 45 60 65 60 65 55 20 50 85 60 60 75 80 80 80 65 55 45 40 60 100 100 100 80 20 100 45 100 90 100 98 100 100 100 100 100 - - 100 55 100 100 65 85 95 100 80 100 98 98 100 60 100 65 95 50 98 90 85 85 80 100 95 100 85 100 100 100 100 55 98 100 80 80 85 65 55 60 - 70 70 100 80 100 100 100 100 65 40 15 50 45 100 100 100 100 100 60 60 55 70 100 80 100 100 - 10 65 90 10 90 65 80 100 70 100 75 100 75 100 100 100 100 65 100 10 100 100 100 100 100 100 100 100 45 100 80 100 100 100 100 100 100 100 100 100 100 100 100 100 100 55 10 15 10 0 0 0 0 10 100 60 50 100 70 85 60 80 60 100 100 100 100 100 100 100 100 100 95 100 100 100 100 100 90 100 75 50 55 40 40 60 55 45 55 50 90 80 100 75 100 75 85 98 75 100 70 90 60 100 80 100 100 100 100 100 100 100 100 100 100 100 100 55 100 80 100 100 100 85 65 40 60 50 50 50 70 60 80 60 60 Compound 6 7 9 13 14 15 16 17 18 80 70 40 98 100 100 100 85 80 90 80 5 45 55 10 75 98 100 55 15 40 55 55 45 85 80 80 155859. Doc -186 201141380 Maolulu 20 20 60 70 80 55 20 40 85 80 100 100 50 80 Canary grass 50 50 25 20 100 85 50 45 60 70 60 60 80 85 Traditional 70 100 100 100 100 65 5 5 98 100 100 98 0 98 Xanthium - 100 100 100 100 100 40 90 100 100 100 - 0 100 Corn 25 45 100 98 100 100 20 15 85 100 75 65 0 90 Matang 60 100 80 75 98 75 10 35 100 100 70 90 0 85 乌利杯草65 100 100 100 100 100 20 10 100 100 100 98 0 100 baocai 15 60 60 70 70 85 65 55 foxtail grass 65 100 95 100 100 100 65 10 100 100 98 100 0 100 骞草80 100 85 100 100 100 50 60 35 40 80 100 90 85 Eight Grasses 50 80 60 40 80 50 60 100 Beefgrass 10 100 75 85 98 75 15 55 25 50 85 60 0 90 Johnson Grass 55 100 65 65 100 100 5 40 100 75 100 100 0 85 Kochia 100 100 100 100 100 100 80 98 100 - 100 100 0 98 藜98 100 100 100 100 95 15 90 100 100 100 100 0 100 Morning Glory 100 70 100 100 100 100 10 100 100 100 100 100 0 100 sedge 5 10 10 5 10 10 0 0 40 50 15 10 0 5 Wild oats 50 50 75 80 70 75 40 40 85 100 80 70 80 100 Anti-branches 100 100 100 100 100 100 100 100 100 100 100 100 55 100 Ragweed 70 100 80 85 100 95 10 65 100 100 100 100 0 95 Italian ryegrass 30 10 60 60 60 55 5 25 45 60 30 45 35 50 Soybean 70 85 100 85 100 80 70 65 85 100 100 85 0 100 Suriname grass 25 100 80 95 100 100 10 10 100 100 75 65 0 90 Ramie 100 100 100 100 100 100 100 100 100 100 100 100 0 100 Wheat 35 60 65 60 85 70 30 40 100 100 60 100 80 85 Wind-cut grass 30 20 50 70 70 80 40 40 70 45 60 60 45 70 Table B Compound 4 g ai/ha 19 20 21 22 23 24 25 26 27 28 29 30 31 32 Post-emergence barley 85 85 80 90 70 70 80 100 100 80 85 75 50 85 Bermuda grass 95 98 95 95 95 100 98 80 70 75 80 80 50 85 簟 70 80 70 60 80 85 65 70 65 60 60 60 50 65 White dew 80 50 70 65 70 70 50 80 100 45 20 40 45 98 Canary grass 100 100 100 80 90 100 100 85 70 80 70 60 55 100 Traditional 100 100 100 100 98 100 100 85 98 98 90 75 55 95 Xanthium 100 - 100 100 100 100 10 - 100 100 100 80 65 Corn 80 100 95 75 75 95 75 85 70 25 10 0 25 20 100 Matang 98 100 98 95 95 100 100 75 85 75 90 80 10 98 Uli Cup 100 100 100 100 100 100 100 100 98 100 100 90 10 100 Kombu 50 70 60 50 80 60 60 50 65 50 50 50 60 50 foxtail sage 100 100 100 100 100 100 100 75 100 100 100 100 45 100 valerian 100 100 100 80 85 85 100 98 85 85 100 85 70 100 october 100 80 70 60 70 70 70 100 50 100 75 100 85 100 Goosegrass 90 98 95 85 90 100 95 45 70 70 75 70 65 75 Johnson grass 85 100 98 85 90 98 100 100 80 70 100 75 98 Kochia 100 100 100 100 98 100 100 90 100 100 98 100 100 85 155859. Doc 187- 201141380 藜100 100 98 100 Morning Glory 100 100 100 100 Cossack 5 0 20 5 Wild Oats 80 100 80 85 Twigs 100 100 100 100 Ragweed 100 100 100 95 Italian Ryegrass 50 60 50 40 Soybeans 90 100 98 100 Suriname Grass 100 98 98 90 Tube 100 100 100 100 Wheat 85 100 85 85 Wind Cut Grass 55 80 50 40 Table B 4 g ai/ha 33 35 36 38 Post-emergence Barley 45 - 85 85 Bermuda Grass 40 90 80 98 Black Grass 50 50 55 65 White Dew 60 45 50 60 Canary Grass 55 65 100 100 Traditional 100 75 80 98 Xanthium 80 - 100 100 Corn 60 75 85 100 Matang 75 75 80 80 Uli Cup Grass 100 100 100 100 Baogai 45 50 60 40 Phnom Penh 95 100 80 100 Valerian 70 80 100 100 Eight Grass 70 65 100 100 Beetle Grass 60 40 60 20 Johnson Grass 80 85 100 100 Ground Skin 100 100 85 85藜98 100 98 100 Morning Glory 100 100 100 100 Oil sedge 0 0 10 5 Wild oats 40 60 60 80 Anti-branches 100 100 100 100 Ragweed 100 100 100 100 Italian ryegrass 40 40 50 50 Soy 100 90 100 95 Suriname Grass 65 80 85 100 Shima 100 100 1 00 100 Wheat 50 40 100 50 Wind-cut grass 60 45 55 50 Table B 4 g ai/ha 50 51 52 53 100 100 100 100 95 100 90 100 100 100 100 100 100 100 100 100 75 100 0 0 0 20 0 5 0 0 5 85 60 60 100 60 40 50 55 80 100 100 100 100 100 100 100 100 100 100 100 85 100 95 100 80 80 100 50 50 45 50 40 55 25 40 60 100 90 100 90 98 100 98 90 100 95 90 80 70 85 70 75 55 90 100 100 100 100 100 100 100 100 100 100 95 60 100 50 65 60 40 100 40 45 50 Compound 70 45 70 50 60 60 40 41 42 43 44 45 46 47 49 100 100 80 85 _ 45 80 70 60 80 95 65 70 65 45 95 45 75 60 50 50 70 45 35 60 50 70 60 40 50 70 - 50 60 70 35 100 85 45 85 35 40 85 70 30 95 98 100 95 95 90 90 98 100 100 - 100 - 100 100 100 100 100 95 100 55 100 45 0 100 65 55 80 75 75 80 85 65 80 80 75 100 100 100 100 100 100 100 100 95 40 55 55 40 60 70 75 80 85 100 100 75 100 98 100 98 100 75 100 100 80 85 100 60 100 85 85 100 100 65 100 100 45 100 100 100 75 55 60 60 55 65 75 80 5 100 100 85 80 90 100 85 70 60 100 100 100 100 100 100 100 100 100 98 100 100 - 90 75 100 100 90 100 100 100 100 100 100 100 100 100 10 5 10 10 5 0 5 0 0 80 40 60 60 55 50 80 70 65 100 100 100 100 100 100 100 100 100 100 85 100 60 100 100 100 100 100 50 40 40 45 30 10 35 40 20 100 100 98 90 100 80 100 100 75 65 80 65 85 65 50 100 80 75 100 100 100 100 100 100 100 100 100 100 85 50 40 50 45 95 55 85 75 55 40 Compound 60 40 35 55 40 30 56 62 64 65 66 67 70 77 80 155859. Doc 188- 201141380 Post-emergence barley 85 75 80 20 Bermuda grass 90 85 30 85 Black grass 80 80 60 45 White dew 85 85 70 70 Canary grass 80 100 60 60 Traditional 98 100 100 100 Xanthium 100 100 100 100 Corn 100 85 85 80 Matang 90 80 75 75 Wu Li Cup Zhu 100 100 100 98 Bao Gai 80 65 70 40 Fasciola 100 100 100 100 Alfalfa 80 100 85 85 Eight Grass 100 100 100 100 Beetle Grass 98 75 65 75 Johnson Grass 95 70 100 98 Kochia 100 100 100 100 藜100 100 100 100 Morning Glory 100 100 100 100 Papyrus 10 0 - 0 Wild Oats 85 80 75 70 Anti-branches 100 100 100 100 Ragweed 100 100 100 100 Italian ryegrass 50 50 45 35 Soy 100 85 100 100 Suriname grass 100 100 80 70 Castor 100 100 100 100 Wheat 80 100 75 65 Wind cut grass 45 65 60 60 Table B 4 g ai/ha 81 85 86 88 Post-emergence barley 50 60 80 55 Bermuda grass 80 65 - 80 Black grass 35 65 100 55 White dew 30 70 80 60 Canary grass 60 70 80 60 Traditional 98 85 90 100 Xanthium - 100 100 100 Corn 65 60 85 80 马唐80 70 75 75 乌利杯卓100 10 0 100 100 baocai 80 60 60 80 foxtail gracilis 100 100 100 100 valerian 75 85 85 100 80 10 40 55 60 50 60 100 50 100 85 45 0 90 70 75 65 70 70 40 60 45 70 30 60 70 60 65 40 60 50 85 70 80 98 50 100 50 35 60 80 70 100 70 70 100 100 98 90 90 98 100 100 100 - 75 100 100 100 - - 100 100 85 10 75 75 85 55 85 10 85 95 70 75 75 75 70 95 75 75 100 90 100 100 100 100 100 90 100 70 70 70 70 80 60 60 80 60 100 100 100 100 100 98 100 100 100 100 80 85 85 80 70 80 98 100 80 70 85 100 100 80 100 70 100 95 65 65 70 70 70 70 55 70 98 75 85 100 70 75 70 100 80 100 100 100 100 70 80 95 100 85 98 100 85 100 100 80 98 100 80 100 100 100 100 100 100 100 100 100 0 0 0 0 0 0 0 0 0 75 65 80 55 85 80 100 80 70 100 100 100 - 100 100 100 100 100 100 100 100 100 100 95 100 100 100 45 30 40 35 50 45 60 30 50 90 80 100 100 100 85 100 90 85 75 70 80 85 100 85 100 100 60 100 100 100 100 100 100 100 100 100 70 30 45 40 50 100 98 100 70 50 30 50 55 65 40 70 45 50 Compound 91 94 1 00 101 102 103 104 108 113 80 85 55 85 100 80 100 70 100 60 80 55 70 10 10 65 65 15 80 75 40 75 50 - 85 45 50 80 45 45 40 85 55 60 100 65 85 80 20 35 85 50 60 55 65 100 100 10 95 100 80 100 65 100 100 100 15 100 100 - 100 95 100 65 90 10 10 95 40 98 100 20 75 70 5 70 65 80 90 60 85 100 98 5 100 100 75 100 100 100 65 45 50 80 - 80 80 - 60 100 100 10 100 100 98 100 100 100 80 85 55 100 80 80 100 70 40 155859. Doc -189- 201141380 Eight Grasses 100 100 100 70 Goosegrass 75 75 60 70 Johnson Grass 70 65 65 75 Koji 75 95 100 70 Li 98 80 85 95 Morning Glory 100 100 100 100 Oil Sedge 0 0 0 0 Wild Oats 50 80 80 80 反 苋 100 100 100 100 ragweed 100 100 100 100 Italian ryegrass 30 45 50 40 Soy 80 80 85 85 _ Linan grass 70 100 80 80 4 hemp 100 100 100 75 Wheat 40 85 100 70 Wind cut grass 50 60 70 50 Table B 4 g ai/ha 119 120 122 123 Post-emergence barley 70 60 90 80 Bermuda grass 10 10 10 35 Black grass 90 40 50 60 White dew 80 70 40 100 Canary grass 65 35 40 45 繁繁 65 10 10 10 Xanthium 100 - 100 - Corn 95 80 75 95 Matang 65 80 55 70 Uli Cup Grass 100 90 98 85 Komgrass 50 - - 85 F. sylvestris 85 100 75 75 Alfalfa 40 40 30 40 Eight Immortals 50 60 50 45 Beefgrass 10 45 10 60 Johnson Grass 100 70 100 100 Kochia 100 10 80 10 Su 100 10 85 100 Morning Glory 100 70 100 100 Oxalis 45 20 20 0 Wild Oats 85 40 60 85 Anti-branches 100 100 100 100 Ragweed 100 60 90 - Italian ryegrass 60 40 3 0 35 Soybean 90 75 60 100 Suriname grass 100 75 75 100 Is] hemp 100 100 100 100 100 100 98 80 - 50 10 - 50 65 70 45 10 10 10 70 30 30 65 75 0 70 100 - 100 100 80 100 100 100 100 100 10 95 100 100 98 98 80 100 100 98 85 75 100 100 100 100 100 100 100 100 - 100 0 0 0 0 0 0 10 0 35 70 70 45 75 85 50 80 80 85 100 100 100 100 100 100 100 100 100 95 90 25 100 70 70 100 40 75 50 50 10 35 50 40 45 50 25 90 95 70 85 60 25 65 70 80 70 75 30 100 100 65 75 65 55 100 100 100 100 100 70 100 100 100 85 80 30 80 85 100 100 85 55 50 50 40 Compound 55 60 50 40 55 50 126 127 128 130 137 140 141 142 143 55 100 98 55 85 80 80 65 98 10 85 15 60 100 85 70 80 75 50 100 65 60 50 65 50 60 60 50 40 65 45 80 55 50 45 60 50 85 40 35 85 55 70 80 100 65 100 100 100 98 98 100 95 90 65 100 80 15 100 100 65 100 100 60 90 40 15 75 55 15 0 90 55 85 85 65 95 75 60 80 85 100 98 100 20 100 98 100 100 100 98 80 70 60 50 50 60 50 50 100 100 98 80 100 100 75 98 90 55 100 75 60 100 70 60 100 100 100 50 50 45 100 65 65 100 100 45 75 10 65 95 70 50 65 70 90 100 98 70 - 75 98 70 85 65 100 95 95 100 100 98 100 95 100 100 100 80 100 98 100 100 98 100 100 100 80 100 100 100 100 100 30 25 0 0 5 0 5 0 0 50 100 50 45 70 60 50 70 50 100 100 100 100 100 100 100 100 100 100 100 100 60 98 90 70 90 90 40 40 35 30 40 40 30 50 50 85 100 60 70 95 45 65 100 95 100 75 65 10 70 65 65 75 98 100 100 100 75 100 100 100 100 100 155859. Doc -190- 201141380 Wheat 100 60 85 100 85 100 100 : 85 45 80 60 60 65 ί 70 Wind-cut grass 70 20 50 35 45 50 50 45 40 70 50 45 60 60 Table B Compound 4 g ai/ha 144 146 147 150 153 201 211 212 214 215 216 217 402 Post-emergence barley 85 35 85 45 40 55 100 85 80 85 80 85 30 Bermuda grass 80 5 85 65 10 10 65 15 85 55 75 70 65 Black grass 80 40 65 30 35 30 45 55 60 40 60 50 20 White dew 85 30 70 50 50 65 40 60 75 80 80 70 50 Canary grass 100 50 100 50 40 25 30 30 85 85 98 80 20 Traditional 100 10 98 100 95 45 100 80 100 85 100 100 100 Xanthium 100 10 - 100 70 95 - - 100 10 100 100 - Corn 85 10 100 55 50 65 65 35 98 80 80 85 55 Matang 95 10 85 80 45 65 75 40 90 80 85 80 75利杯卓100 85 95 100 70 75 100 75 100 100 95 100 45 baocai 65 50 50 - 98 98 50 80 50 60 45 50 - foxtail grass 100 5 100 98 70 60 100 70 100 100 100 100 55 莠草98 65 100 95 40 10 20 40 85 98 70 85 100 Eight Immortals 80 65 100 - 50 45 30 50 70 70 65 65 - Goosegrass 65 10 75 75 10 10 85 10 85 40 75 70 65 Johnson Grass 100 100 100 98 70 60 100 50 95 100 95 90 65 Kochia 100 100 100 100 100 10 100 65 100 100 98 100 100 藜100 75 100 98 60 10 100 80 100 80 100 100 98 Morning Glory 100 100 100 100 100 100 100 100 100 100 100 100 100 Oil sand grass 0 0 10 5 50 0 10 0 0 0 0 0 10 Wild oats 65 45 80 80 85 60 50 45 60 65 60 60 50 Anti-branches 100 100 100 100 100 100 100 98 100 100 100 100 100 ragweed 100 100 100 100 35 100 100 85 100 100 90 80 70 Italian ryegrass soybean 50 30 50 30 40 50 30 25 45 35 40 40 45 100 20 100 75 60 65 80 20 100 75 80 90 75 Suriname Grass 85 15 98 75 75 65 90 10 95 20 98 100 60 Cannabis 100 75 100 100 100 50 100 70 100 100 100 100 100 Wheat 100 60 100 80 50 85 80 80 60 100 60 40 35 Wind-cut grass 40 10 75 65 60 40 30 35 40 30 50 50 50 Table Β Compound Table B Compound 125 g ai/ha 19 62 g ai/ha 19 Pre-emergence Bermuda grass 100 Bermuda grass 100 Black grass 90 蕈»,,, 50 白白露草80 毛白露草60 Xanthium 100 Xanthium 100 Corn 90 Corn 75 Matang 100 Matang, Lg 100 Uli Cup Zhuo 100 Uli Cup Zhuo 100 Fructus sinensis 100 French foxtail 75 155859. Doc 191 201141380 莠草100 八仙草100 牛筋草100 强生草100 地肤100 藜100 Morning Glory 100 belladonna 100 sedge 70 wild oats 45 反 苋 100 ragweed 100 Russian 蓟 100 Italian ryegrass 70 Soy 100 to Hollyhock 100 Suriname Grass 100 Tube 100 Wheat 40 Table B 31 g ai/ha 1 2 3 4 Pre-emergence Bermuda 90 45 95 80 Black Grass 5 30 30 30 White Dew 0 25 55 60 Xanthium 0 0 50 45 玉米0 0 0 0 马唐80 98 95 100 乌利草草80 100 80 70 法氏狗草55 80 95 90 莠草85 98 100 100 八仙草0 90 100 75 牛筋草100 100 80 85 Johnson Grass 100 100 80 65 Kochia 98 75 100 10 藜100 100 100 100 Morning Glory 0 100 90 100 Belladonna 100 100 100 100 Oil sedge 0 0 0 15 Wild Oats 0 5 5 10 Anti-branches 100 100 100 100 Ragweed 60 90 100 90 Russian 蓟 - - - - Italian ryegrass 0 40 50 20 Soy 0 0 50 50 莠草100 八仙草100 牛筋草85 强生草98 地肤98 藜100 Morning Glory 100 Bianyou 100 oil sedge 65 wild oats 40 anti-branches 100 ragweed 100 Russian Li 80 Italian rye 55 grass soybean 100 to hollyhock 100 Suriname grass 100 Qingma 100 Wheat 40 Compound 13 14 15 16 17 19 20 24 25 98 98 100 100 100 80 100 98 100 90 55 80 100 70 50 80 70 85 70 60 98 100 98 40 80 80 80 80 98 - - 45 100 100 100 100 60 65 65 85 75 10 75 30 45 100 100 100 70 100 95 100 100 100 100 100 100 100 100 100 100 100 100 80 75 98 65 70 65 100 95 95 98 100 100 100 100 98 100 100 100 100 100 100 100 100 100 100 100 100 95 85 60 90 98 85 98 95 90 85 75 80 98 85 70 100 98 90 80 100 60 100 100 0 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 98 98 100 100 100 100 100 100 100 100 100 100 100 100 20 45 40 60 55 20 45 35 55 30 40 - 80 40 30 40 45 10 100 100 100 100 100 98 100 100 100 100 100 100 100 100 100 100 100 100 100 90 - - 98 50 100 100 100 45 45 70 60 60 50 65 90 100 98 100 100 100 100 90 100 95 95 155859. Doc -192- 201141380 Sunflower 0 75 85 60 Suriname Grass 60 95 100 60 Ramie 80 100 100 100 Wheat 10 0 0 0 Table B 31 g ai/ha 27 28 29 30 Pre-emergence Bermuda 98 100 100 75 Lili 98 40 50 10 White Dew 100 35 60 10 Xanthium - 100 100 100 Corn 80 45 25 15 Matang 100 100 100 100 Uli Cup 98 80 100 100 Phnom Penh 98 80 98 90 Alfalfa 100 98 100 98 Eight Immortals Grass 100 100 100 90 Beefgrass 75 65 98 55 Johnson Grass 90 75 95 65 Kochia 100 0 100 100 藜100 100 100 100 Morning Glory 100 0 60 0 Gu Tuo 100 100 100 100 Oxalis 45 0 65 100 Wild Oats 70 10 40 0 Anti-branches 100 100 100 100 Ragweed 100 100 100 100 Russian 蓟 - 100 100 75 Italian ryegrass 70 30 40 35 Soy 100 40 98 20 Sunflower 100 60 100 45 Suriname grass 100 80 100 100 100 100 100 100 Wheat 40 5 5 0 Table B Compound 31 g ai/ha 142 143 147 214 Pre-emergence Bermuda 100 100 100 75 Lili 1 *»\ ~ | 45 60 55 20 Maolulu 45 65 30 15 Xanthium 0 45 100 100 Corn 15 0 5 5 Matang 100 1 00 100 100 乌利杯卓100 95 100 100 foxtail sage 85 85 95 98 valerian 100 100 98 100 100 85 100 100 100 80 100 100 100 95 100 100 100 100 98 100 100 100 100 100 100 100 100 100 100 100 100 10 35 35 Compound 40 25 20 30 30 40 41 44 49 55 56 77 94 101 126 100 100 65 100 100 25 100 20 100 30 20 5 60 70 25 45 30 85 10 10 10 100 80 30 60 15 - 40 100 20 100 100 100 100 0 100 20 20 45 10 0 45 5 10 65 100 100 100 100 100 100 100 100 100 100 100 100 100 100 98 95 100 100 85 70 60 100 98 70 90 80 70 80 95 80 100 100 85 100 100 98 100 100 100 100 100 95 100 100 100 80 80 60 90 98 95 98 98 10 70 75 60 90 98 60 95 35 100 100 100 100 98 100 98 45 100 98 100 100 100 100 100 100 100 100 100 100 75 75 85 20 40 98 20 100 100 100 100 100 100 100 100 100 100 0 0 100 65 0 0 50 0 20 0 5 0 40 60 0 20 0 - 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 - 80 50 100 100 100 100 100 100 - 20 0 10 60 40 45 45 10 90 55 95 60 100 20 98 85 95 100 85 100 100 100 100 100 100 65 100 85 70 100 100 100 98 100 65 65 100 100 100 100 100 100 100 100 100 5 5 0 30 15 10 0 5 30 217 402 98 45 15 30 60 5 100 0 0 15 100 100 95 75 85 100 90 98 155859. Doc -193- 201141380 Eight Grasses 98 80 98 100 Beetle Grass 100 70 90 95 Johnson Grass 75 75 85 90 Koji 100 100 100 100 藜100 100 100 100 Morning Glory 0 85 100 90 Benedict 100 100 100 100 Oil Sha Grass 0 0 0 60 Wild oats 5 35 60 10 Anti-branches 100 100 100 100 Ragweed 100 100 100 100 Russian 蓟100 100 90 90 Italian ryegrass 60 50 30 5 Soy 100 40 100 100 Sunflower 65 100 100 100 Suriname grass 80 100 95 100 Clear linen 100 100 100 100 Wheat 0 10 0 0 Table B 16 g ai/ha 1 2 3 4 Pre-emergence Bermuda 20 20 70 Black grass 0 30 15 20 White dew 0 20 50 45 Xanthium 0 0 0 20 玉米0 0 0 0 马唐80 95 90 75 乌利杯草70 95 80 70 法氏草草40 75 70 55 莠草50 80 90 100 八仙草0 50 100 75 牛筋草100 60 80 55 Johnson Grass 55 100 75 65 Kochia 55 0 85 0 藜100 100 100 100 Morning Glory 0 98 50 50 Belladonna 100 100 100 100 Oil sedge 0 0 0 0 Wild Oats 0 0 0 0 Anti-branches 100 100 100 100 Ragweed 45 80 100 70 Russian rye ryegrass 0 10 10 _ Soy 0 0 _ 0 Yue Kwai 0,655,045 Suriname grass 757,550,155,859. Doc 85 - 98 65 70 100 100 100 100 100 40 100 100 100 0 0 10 0 100 100 100 45 100 -30 50 0 0 45 40 95 0 100 100 5 0 Compound 13 14 15 16 17 19 20 24 25 98 95 80 80 95 65 100 98 98 35 50 - 90 70 30 60 60 65 40 30 80 100 55 5 80 80 80 0 25 - - 15 20 100 100 20 50 45 60 45 25 0 5 10 15 100 80 85 25 100 55 85 100 98 95 98 100 100 100 98 98 65 100 65 45 60 45 65 55 75 85 70 95 90 100 75 100 85 100 90 100 90 85 100 95 100 80 100 100 100 45 80 20 70 90 40 90 65 75 65 65 75 80 70 0 100 95 80 75 80 45 55 98 0 100 100 100 100 100 100 100 100 100 100 100 100 20 0 55 100 40 20 60 20 100 100 100 100 100 100 100 100 100 100 0 0 0 0 0 0 0 0 30 30 55 50 40 30 40 45 10 100 100 100 100 100 98 100 100 100 100 100 100 100 100 98 100 100 100 100 40 - - 98 50 100 100 100 30 10 40 50 50 10 - 75 45 20 15 90 90 80 65 100 0 25 100 65 100 100 45 45 100 65 100 75 65 100 100 70 98 100 75 100 •194- 201141380 Clear linen 0 100 100 100 Wheat 0 0 0 0 Table Β 16 g ai/ha 27 28 29 30前百慕达草80 0 85 0 里簟 35 40 20 0 毛白露草100 5 30 5 Xanthium - 0 98 0 Corn 70 10 15 5 Matang 95 65 100 100 Uli Cup Grass 65 0 100 65 35 40 75 55 莠草100 95 85 80 八仙草100 98 5 50 牛草草5 40 95 40 Johnson grass 65 45 85 45 地面95 0 0 0 藜100 100 100 100 Morning Glory 65 0 50 0 100 100 100 sedge 0 0 55 0 wild oats 55 0 40 0 anti-branches 100 100 100 100 ragweed 100 100 100 95 Russian 蓟 - 60 50 75 Italian ryegrass 45 30 30 30 Soy 100 0 45 0 Kwai 45 0 85 0 Suriname Grass 70 20 70 90 Ramie 100 90 100 100 Wheat 10 0 0 0 Table B Compound 16 g ai/ha 142 143 147 214 Pre-emergence Bermuda 100 100 45 45 Black Grass 10 30 - 5 Mao Lulu 45 40 30 5 Xanthium - 0 100 100 Maize 0 0 5 0 Matang 100 80 98 85 Uli Cup Grass 100 75 100 60 Fasciola 70 50 70 40 Saiqi 100 85 95 90 Eight Immortals 50 40 90 50 Goosegrass 100 0 65 55 100 100 100 100 100 100 100 100 100 0 0 30 25 25 5 0 30 25 Compound 41 44 49 55 56 77 94 101 126 45 98 0 90 98 20 100 0 100 10 0 5 50 55 5 45 5 10 5 5 0 80 45 5 40 5 - - 0 0 15 0 100 0 0 100 10 15 20 - 0 25 5 0 65 90 100 80 100 98 70 90 100 70 85 100 80 98 100 85 50 98 20 65 55 55 85 65 40 55 65 15 75 - 80 100 100 80 85 98 85 80 100 100 100 98 95 50 100 100 45 60 20 90 80 35 75 20 0 55 55 55 85 90 55 80 20 100 100 98 100 98 20 65 - 0 50 100 100 100 100 100 100 100 100 100 45 65 0 60 0 0 45 0 60 100 100 98 100 100 100 100 100 100 0 0 0 0 0 0 5 0 0 0 0 0 40 40 0 20 0 80 100 100 100 100 100 100 100 100 100 98 100 100 100 100 100 100 0 - 15 20 70 100 30 100 30 100 - 5 0 0 45 - 5 20 5 5 20 20 0 45 0 80 45 75 100 20 85 65 80 40 85 45 60 100 70 65 100 98 80 85 95 60 45 80 100 98 100 85 100 100 100 100 0 5 0 20 5 0 0 0 5 217 402 55 10 15 25 5 5 100 0 0 0 100 0 85 65 50 55 90 45 85 0 20 45 155859. Doc 195 201141380 Johnson grass 60 70 80 45 Kochia 80 0 100 0 藜100 100 100 100 Morning glory 0 25 45 20 Belladonna 100 100 100 100 Oil sedge 0 0 0 15 Wild oats 5 5 20 0 Anti-branches 100 100 100 100 ragweed 100 100 100 100 Russian 蓟85 30 0 40 Italian ryegrass 50 10 30 5 Soybean 0 0 98 45 Sunflower 0 55 100 100 Suriname grass 75 70 65 80 Clear sesame 90 100 100 100 Wheat 0 5 0 0 Table B 8 g ai/ha 1 2 3 4 Pre-emergence Bermuda 10 0 0 60 Black Grass 0 20 10 10 White Dew 0 5 20 0 Xanthium 0 0 0 0 Corn 0 0 0 0 Matang 0 75 50 60 乌利杯草0 75 65 60 法氏狗草0 65 0 50 莠草50 80 20 80 八仙草0 50 50 75 牛草草98 50 60 55 Johnson grass 0 100 65 60 地肤0 0 0 0 藜100 100 100 100 Morning Glory 0 75 0 35 Belladonna 98 90 100 95 Oil sedge 0 0 0 0 Wild oats 0 0 0 0 Anti-branches 100 100 100 100 Ragweed 0 40 70 0 Russian Li _ _ Italian ryegrass 0 - 0 0 Soybean 0 0 0 0 Sunflower 0 55 0 20 Suriname Grass _ 20 70 25 Xiang Ma 0 25 75 55 Wheat 0 0 0 0 65 85 65 20 100 100 0 0 100 80 0 0 5 0 100 100 100 ο 70 - 30 0 0 0 0 0 50 - 100 65 0 0 4 composition 13 14 15 16 17 20 24 25 27 60 75 25 65 80 100 98 40 50 30 40 - 40 10 60 50 45 35 10 30 35 100 10 30 40 50 100 0 - - - 0 35 25 0 - 0 0 25 40 15 5 0 10 55 85 50 0 20 98 85 100 98 60 80 25 75 45 95 80 45 100 30 15 0 0 0 45 0 25 65 0 65 90 85 55 95 85 90 90 70 30 20 100 95 100 98 100 80 100 45 0 0 0 80 0 20 20 0 45 0 0 55 55 75 75 55 60 0 65 0 45 85 100 98 20 45 100 100 100 100 100 100 100 100 100 20 0 50 10 20 0 15 55 25 98 98 100 100 100 100 98 100 100 0 0 0 0 0 0 0 0 0 0 0 55 45 30 40 - 10 50 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 40 - - - 98 98 95 70 - 30 10 35 35 30 50 35 45 - 0 0 90 80 50 0 0 10 90 0 65 100 0 40 40 25 20 0 70 25 65 60 45 90 70 75 0 100 65 95 100 100 100 65 65 100 0 0 20 20 5 0 - 20 5 155859. Doc 196- 201141380 Table B 8 g ai/ha Pre-emergence Bermuda grass black grass hair white dew cocklebur corn Matang Uli cup grass foxtail sedge grass 八 八 草 grass 牛 草 grass strong grass 藜 藜 藜 藜 颠Papyrus wild oats, anti-branched porch, Russian 蓟 Italian ryegrass, soybeans, hollyhock, Suriname, grass, ramie, wheat, table B 8 g ai/ha, pre-emergence, Bermuda, grass, manure, white dew, Xanthium, Matanguli Cup grass, foxtail, sedge, sage, celestial grass, tendon grass, strong grass compound, 28 29 30 32 41 44 49 55 56 77 94 126 142 0 0 0 45 0 85 0 0 0 5 0 0 5 0 0 25 0 0 - 0 0 0 0 - 5 10 0 0 5 15 0 70 60 20 65 65 0 100 0 70 45 100 15 60 15 40 0 40 65 50 80 85 20 60 20 0 20 100 80 0 0 20 20 35 0 55 5 60 0 20 5 0 0 0 0 45 0 80 100 100 100 100 100 100 0 0 0 55 0 20 98 100 95 100 100 100 0 15 0 0 0 0 0 5 0 40 0 0 100 100 100 100 100 100 98 98 85 100 55 100 0 0 20 20 10 0 10 5 0 5 0 0 0 0 0 0 0 0 0 0 0 60 0 65 0 45 10 45 60 65 20 100 95 75 65 70 0 0 0 0 0 0 000050585 3 0 0 7 3 6 9 6 IX ο ο ο ο ο ο ο ΙΑ ο ο 6 ο ο 5 Compound 143 147 214 216 217 402 0 5 5 0 0 0 6 4 4 8 4 111 0500055000050008 1 2 6 7 4 7 14 2 0 9 5050005000050005 14 7 6 8 4 0 8 IX 0000088508055000 4 3 9 9 6 9 9 6 9 0 ο ία 0500005505000000 5 5 4 9 1 ο 9 0 5 5 ο 5 5 - 0 5 0 0 0 2 1 5 5 0 0 0 0 ο ο 50000000 7 0 ο 0 4 0 1x n II 0000080008000000 9 8 7 9 1 ο ο 1* —1 ο ο ο ο ο ο 5 5 5 0 0 5 5 9 6 3 6 2 1 4 ο ο ο ο ο ο ο ο ο - -ο 11 ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο 0 5 7 ο ο 8 5 0 7 ο ο 2 5 5 9 ο ο ο ο 0 2 12 ο 5 5 6 1 5 0 4 0 5 6 ο ο 6 ο ο ο ο ο 1Λ 5 ο 5 ο ο 9 0 5 0 - 050500000 3 8 4 5 ο 6 00050500000 5 3 7 2 9 4 4 8 14 ο 0000000500550 6 4 3 9 5 4 4 0000000500000 2 4 4 0500080555000 9 4 8 3 6 2 0000055050050 8 2 5 8 6 4 I55859. Doc -197- 201141380 藜 Morning Glory belladonna oil sedge wild oats anti-branched porcupine Russian 蓟 Italian ryegrass soybean to hollyhock Suriname grass wheat table B 4 g ai/ha pre-emergence Bermuda grass black grass白白露草苍耳玉米马唐乌利杯草法氏草草草草八仙草牛筋草生生草皮藜 Morning Glory belladonna oil sedge wild oats 苋 苋 苋 grass Russian 蓟 Italian ryegrass soybean to hollyhock Suriname Grass β Hemp Wheat Table 4 g ai/ha ο ο ο ο ο ο ο ο ο ο ο 1 00000000000005000000 4 2 8 ο ο 0500000000000 0 4 0 ο ο 1465α 1* 11 11 11 ΙΑ 0 0 5 5 5 0 4 4 7 2 ο ο ο ο ο 00508050000 5-50 6 6 8 9 9 4 ο -0 5 0 0 0 5 ο ο ο ο ο ο 9 2 8 2 100 100 100 98 0 0 0 0 98 20 100 70 0 0 0 0 0 0 0 0 100 98 100 100 80 60 100 0 0 - 0 - 5 5 0 0 20 0 0 - 20 0 0 0 75 55 45 - 60 40 20 0 0 0 0 0 Compound 3 4 5 13 14 15 16 17 0 35 65 0 0 0 60 45 0 0 5 0 0 20 0 10 0 0 0 0 10 30 85 10 0 0 0 0 - - - 0 0 0 0 0 0 0 10 0 40 50 0 0 40 0 20 80 - 35 - 45 0 0 20 65 0 40 0 0 0 0 0 20 - 50 70 55 40 55 30 70 0 30 10 30 0 0 0 10 - 40 20 0 0 0 0 0 65 60 - 45 0 0 0 20 0 0 0 0 40 0 40 0 100 95 40 100 100 100 100 100 0 0 40 20 0 0 0 0 100 80 - 65 75 45 60 95 0 0 20 0 0 0 0 0 0 0 0 - 0 50 45 0 50 95 70 100 100 100 100 100 10 0 60 85 0 100 90 100 - - - 20 0 - - 0 0 0 100 0 0 35 0 30 0 0 30 0 0 85 75 0 0 0 60 0 0 0 0 0 50 0 0 45 0 10 40 20 60 30 65 50 0 75 80 0 0 0 0 0 0 0 20 5 Compound 30 32 41 44 49 55 56 77 7 2 5 2 4 2 ο 2 ο ο ο - 2 3 3 0 5 0 0 5 5 0 0 5 0 0 - ο ο ο ο ο 88 6 ο ο 3 0 0 ία 0 5 0 5 6 ο 6 2 IX ο 11 4 9 ο ο ο *0000500000050000 - 5 5 0 0 8 0 430 750650048 9 11 1χ 050 - 05550005000800000500550 43 53478 4 0 9 100 4 642 --* 000005050050000800000000000 25 7 1 6 2 1 2 0 9 400 74 1λ 2 4 155859. Doc 198 201141380 萌前百慕达草0 0 0 0 黑草0 0 0 0 毛白露草0 0 0 0 苍耳0 0 - 0 玉米0 5 0 0 马唐0 0 0 0 乌利杯卓0 85 0 60 French foxtail 0 55 0 20 莠草60 0 20 70 八仙草0 0 20 55 牛筋草0 0 15 0 强生草0 50 0 0 地肤0 0 0 0 藜100 100 100 100 Morning Glory 0 0 0 45 Belladonna 0 100 20 100 Oil sedge 0 0 0 0 Wild oats 0 0 0 0 Anti-branches 100 100 100 85 Ragweed 0 98 55 45 Russian 蓟 0 0 0 0 Italian ryegrass 5 0 0 5 Soybeans - 0 0 0 向曰葵0 0 0 20 Suriname grass 0 40 0 0 Qingma 0 75 65 40 Wheat 0 0 0 0 Table Β Compound 4 g ai/ha 143 147 214 216 Pre-emergence Bermuda grass 0 0 0 0 Black grass 0 0 0 0 毛白露草0 0 0 0 Xanthium 0 0 - 0 Corn 0 0 0 0 马唐45 0 0 0 乌利杯卓0 60 0 20 法氏狗草25 0 0 20 莠草80 30 35 60 八仙草0 0 0 0 牛筋草0 0 0 0 强生草45 0 0 25 地肤0 0 0 0 藜100 100 100 98 Morning Glory 0 40 0 0 155859. Doc 0 0 0 0 0 0 0 0 65 0 0 40 30 0 0 0 5 0 0 0 0 5 0 0 0 - 0 0 0 - 0 0 0 - - 0 0 0 0 0 20 0 0 0 0 10 0 65 0 55 0 45 0 60 100 0 0 15 60 0 45 0 55 20 10 0 0 10 35 0 0 20 60 40 60 75 20 0 5 5 5 0 95 0 0 0 10 90 0 0 40 0 0 0 0 0 0 0 0 0 0 45 0 10 0 0 100 10 0 0 0 0 0 0 0 0 0 100 98 100 100 100 100 100 100 100 100 0 0 0 0 0 0 0 0 0 98 75 100 0 85 95 98 100 100 0 0 0 0 0 0 0 0 0 0 0 30 30 0 0 0 0 0 75 100 100 90 100 95 100 100 100 95 100 100 100 95 95 0 - 0 0 0 30 0 - 0 0 - 0 0 0 0 0 0 0 0 - 10 0 0 0 0 45 0 0 45 0 0 0 0 0 0 0 0 - 0 20 45 45 40 25 0 0 0 10 20 20 60 0 75 55 45 20 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 41 Ο Ο Ο Ο Ο Ο Ο Ο Ο 201141380 Belladonna 95 100 0 20 98 65 Oil sedge 0 0 0 0 0 0 Wild oats 0 0 0 0 0 0 Anti-branches 100 65 20 45 100 100 Ragweed 100 95 70 0 80 0 Russian 蓟 0 0 0 10 0 - Italian ryegrass 0 0 0 0 0 0 Soybean 0 40 0 . 0 0 0 向曰葵0 40 0 0 0 0 苏利南草0 5 50 10 0 0 麻麻65 40 0 35 0 0 Wheat 0 0 0 0 0 0 Test c will be selected from Bermuda grass t/acijy/ow) , Suriname grass (5rac/n'arz'a), crabgrass (crabgrass, lg; Dz'gz. iaWa sanguinalis) ' ^ (crabgrass, nk; Digitaria nuda) '赛草(foxtail,green; iSeiarz'a vzWc?/·?), Goosegrass (five/ews/we z'wd/ca), Johnson Grass ( "Sorg/zww /za/epewse", Kochia (foot oc/ni, 牛牛 {Ipomoea lacunosa) 'nutsedge,purple; Cyperus rotundus, Ambrosia elatior,. JBfassica nigra, Panicum maximum, Paspalum dilatatum, Echinochloa crus-galli, sedge grass (Cewc/zrw·? ec/n'waiwj·), purple grass ("So/ic/zw·? o/eraceows"), thorny yellow flower (57ί/α ·?ρί«〇·5α), Italian ryegrass (ryegrass, It; Zo/iww multiflorum), fangs I (Portulaca Oleracea), Brachiaria platyphylla, Senecio vulgaris, Tradition (*SVe&quot;&lt;3rz.&lt;3 wei/za), duckweed (dayflower, VA; Commelina virginica), bluegrass (corporate oa annua), Rochebo (Rottboellia cocr/n'«c/n·(10)), Quaker's grass ( ·£7&gt;&gt;ί&quot;4;ί·α, 田旋花155859.doc -200- 201141380 (Convolvulus arvensis), Bidens bipinnata, quince (Μβ/να, and the plant variety of the Russian cockroach Seeds are planted in a mixture of loam and sand and pre-emerged using test chemicals formulated in a non-phytotoxic solvent mixture (including surfactants). At the same time, some plants from these weed species are applied. The test chemicals were configured in the same manner for post-emergence treatment. The post-emergence plants ranged in height from 2 cm to 18 cm (l-leaf to 4-leaf stage). The treated plants and control groups were maintained in the greenhouse 14 Days to 21 days, after which all varieties were compared with the control group and evaluated from the appearance. The plant response level (summarized in Table C) was based on 0 to grade, where the 0 system was invalid and fully controlled. The dash (-) indicates No test results. Table C Compound Table C 250 g ai/ha 25 125 g ai/ha 25 post-emergence geranium 100 valerian 100 Bermuda grass 100 Bermuda grass 100 black mustard 100 black mustard 100 blue grass 50 blue grass 50 缕 100 缕 100 Tang 100 Matang 100 Naked Matang 100 Naked Matang 100 Da Licao 100 Da Licao 100 Duck Road Grass 100 Duck 55 Grass 100 Field Convolvulus 100 Field Convolvulus 100 Valerian 100 Valerian 100 Goose Grass 95 Goose Grass 95 Europe Astragalus 100 European Astragalus 100 Big grass 100 Big grass 100 Roche grass 100 Roche grass 100 Strong grass 100 Strong grass 100 Kochia 100 Kochia 100 Mallow 100 Mallow 100 Morning glory 100 Morning glory 100 Aconite 60 Aconite 40 Thorns黄花稳100 刺黄花稳100 155859.doc -201 - 201141380 草草草黑草苋f 蓟利草草草南齿克草国大藜号针利C Ma Kui pig Russian 蒺信信鬼苏表62 g ai/ha Post-emergence grass, Bermuda grass, black mustard, blue grass, hustle and bustle, horse-naked horse, tang, grass, duck, road, grass, grass, stalk, stalk, stalk, grass, European sassafras, sedge, grass, Roche, C, 31 g ai/ha Dacao black mustard blue grass hustle and bustle Ma Tang naked Ma Tangda Grass duck, turfgrass, sedge, sedge, sorghum, sorghum, sorghum, sorghum, sorghum, sage, grass, 100, 100, 100, 100, 100, 100, 100, 100, 100, 100, 100, 100, 100, 100, 100, 100, 100, 100, 100, 100, 100 -100 100 100 98 80 -100 100 100 100 100

0 0 0 5 0 0 4 3 ο IX 11 0 9 0 0 0 0 11 τ -*ΙΑ IX 5 - ο 6 ο ο ο ο ο 11 ΙΑ 草 草 麥 麥 草黑 草/ha稔草黑 莧麥 薊利草草草南ai/草 花子花莧麥 薊利草草草南化 齒克草國大藜號針利c g後生膚葵牛附黃齒克草國大藜號針利20 馬魁豬俄義蒺信鬼蘇表62萌強地錦牽香刺馬魁豬俄義蒺信鬼蘇 9 物27 草合 2 5 5 080050800 090030900 *wv 11 11 —1 11 化 2 00 0060 ο ο 11 11 98 ο ο 11 1* 00 5 000050080000500 2 000020090020700 —1 1ί 11 1Λ —1 11 11 1Α 11 1Α 11 9 5 2 2 2 H 20 0 5 5 5 - 0 3 9 1 0 0 0 5 0 0 6 0 2 0 0 0 5 0 0 0 4 7 10 11 11 0 5 0 0 0 0 7 0 1 0 ία 1χ ο ο ο ο ο 0 7 7 6 0 0 5 0 5 0 0 9 8 3 0 11 «1 0 8 0 5 0 0 9 9 3 0 ΙΑ 0 5 5 5 0 0 9 9 3 0 ΙΑ 11 0 8 0 5 0 0 9 0 6 0 1Χ 11 11 0 5 0 0 0 0 9 6 2 0 ο ο 11 11 ο ο ο ο 11 11 8 9 ο ο ο 8 0 0 11 ο ο ο ο 11 11 5 8 9 9 5 0 7 0 11 5 0 9 0 ο ο 7 0 ο ο ο ο ο ο Ί-* ο ο ο ο ο Ί1 1 Λ ο ο ο ο ο ο 11 11 11 ο - ο ο ο 11 ΙΑ 5 0 0 8 0 0 11 ο ο ο ο ο ο ο ο 1Λ 0 0 5 0 0 8 0 0 1Χ 11 ο ο -0 2 11 5 0-9 4 0 5 0 0 8 0 —1 IX 0 5 0 0 8 0 11 11 ο ο ο 0 8 0 ο ο ο ο ο ο ο ο ο 0 9 0 11 0 5-0 2 5 8 5 0 8 0 0 0 6 0 9 0 2 0 11 11 0 5 0 0 3 0 &lt;1 1Λ ο ο ο 0 4 0 1 ο ο ο 1λ —1 ο ο ο ο ο ο 11 11 11 ο ο ο ο ο ο ο ο ο ο ο ο ΙΑ ο ο ο ο ο ο 11 —1 11 ο ο ο ο ο ο 11 ο ο ο ο ο ο 1Λ ο ο ο ο ο ο 11 11 IX ο ο ο ο ο ο ΙΑ 11 ο ο ο ο ο ο 11 ΙΑ ο ο ο 9 0 0 1* I55859.doc -202· 201141380 地膚 - 100 - 錦葵 - 100 100 牵牛花 100 100 100 香附子 60 35 - 刺黃花擒 - 100 100 馬齒寬 100 100 100 魁克麥草 100 98 98 豬草 - 98 100 俄國薊 - 100 100 義大利黑麥草 70 65 60 蒺藜草 100 35 100 信號草 100 75 80 紫背草 - 100 100 鬼針草 - 98 100 蘇利南草 100 40 100 表C 化合物 31 g de ai/ha 126 127 149 萌後 稗草 100 100 100 百慕達草 70 - 35 黑芥 100 100 75 藍草 10 20 5 繁縷 100 100 100 馬唐 100 98 60 裸馬唐 - 100 95 大利草 95 100 20 鴨55草 100 100 50 田旋花 100 100 100 莠草 100 100 60 牛筋草 50 75 35 歐洲黃菀 100 100 85 大利草 100 100 - 羅氏草 100 100 100 強生草 100 100 100 表C 16 g ai/ha 2 3 4 萌後 稗草 100 100 100 百慕達草 90 50 95 黑芬 100 50 70 藍草 65 20 20 繁縷 - 100 100 馬唐 98 95 90 裸馬唐 100 - -- 大利草 98 70 70 鴨55草 100 100 90 100 100 100 100 100 100 100 50 70 100 100 50 150 95 70 95 70 100 80 50 100 100 100 40 100 100 100 98 50 0 0 5 0 0 4 3 ο IX 11 0 9 0 0 0 0 11 τ -*ΙΑ IX 5 - ο 6 ο ο ο ο ο 11 ΙΑ grass grass wheat grass black grass / ha 稔 grass black buckwheat 蓟 草 草 草 草South ai / Caohuazi flower buckwheat 蓟 草 草 草 南 南 南 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克 克62 萌强地锦香香刺马魁猪俄义蒺信鬼苏9物27 草合2 5 5 080050800 090030900 *wv 11 11 —1 11 2 00 0060 ο ο 11 11 98 ο ο 11 1* 00 5 000050080000500 2 000020090020700 —1 1ί 11 1Λ —1 11 11 1Α 11 1Α 11 9 5 2 2 2 H 20 0 5 5 5 - 0 3 9 1 0 0 0 5 0 0 6 0 2 0 0 0 5 0 0 0 4 7 10 11 11 0 5 0 0 0 0 7 0 1 0 ία 1χ ο ο ο ο ο 0 7 7 6 0 0 5 0 5 0 0 9 8 3 0 11 «1 0 8 0 5 0 0 9 9 3 0 ΙΑ 0 5 5 5 0 0 9 9 3 0 ΙΑ 11 0 8 0 5 0 0 9 0 6 0 1Χ 11 11 0 5 0 0 0 0 9 6 2 0 ο ο 11 11 ο ο ο ο 11 11 8 9 ο ο ο 8 0 0 11 ο ο ο ο 11 11 5 8 9 9 5 0 7 0 11 5 0 9 0 ο ο 7 0 ο ο ο ο ο ο Ί * * * 1 1 Λ ο ο ο ο ο ο 11 11 11 ο - ο ο ο 11 ΙΑ 5 0 0 8 0 0 11 ο ο ο ο ο ο ο ο 1Λ 0 0 5 0 0 8 0 0 1Χ 11 ο ο -0 2 11 5 0-9 4 0 5 0 0 8 0 —1 IX 0 5 0 0 8 0 11 11 ο ο ο 0 8 0 ο ο ο ο ο ο ο ο ο 0 9 0 11 0 5-0 2 5 8 5 0 8 0 0 0 6 0 9 0 2 0 11 11 0 5 0 0 3 0 &lt;1 1Λ ο ο ο 0 4 0 1 ο ο ο 1λ —1 ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο ο 202· 201141380 Kochia - 100 - Mallow - 100 100 Morning Glory 100 100 100 Fragrant Aconite 60 35 - Thorn Blossoms - 100 100 Horse Tooth Width 100 100 100 Quaker Wheat Grass 100 98 98 Ragweed - 98 100 Russian 蓟 - 100 100 Italian ryegrass 70 65 60 蒺藜草100 35 100 Signal grass 100 75 80 Purple grass - 100 100 Bidens - 98 100 Suriname grass 100 40 100 Table C Compound 31 g de ai/ha 126 127 149 After germination Valerian 100 100 100 Bermuda Grass 70 - 35 Black Mustard 100 100 75 Blue Grass 10 20 5缕100 100 100 马唐100 98 60 Naked horse tang - 100 95 big grass 95 100 20 duck 55 grass 100 100 50 field squid 100 100 100 sedge 100 100 60 goose grass 50 75 35 European scutellaria 100 100 85 Grass 100 100 - Roche Grass 100 100 100 Johnson Grass 100 100 100 Table C 16 g ai/ha 2 3 4 Post-emergence Valerian 100 100 100 Bermuda Grass 90 50 95 Black Fen 100 50 70 Blue Grass 65 20 20 Traditional - 100 100 Matang 98 95 90 Naked horse Tang 100 - -- Da Li grass 98 70 70 Duck 55 grass 100 100 90 100 100 100 100 100 100 100 50 70 100 100 50 150 95 70 95 70 100 80 50 100 100 100 40 100 100 100 98 5

000000800005 000100900107 1Χ 11 11 11 11 11 11 11 οοοοοοοοοοοο 000200000206 11 11 1Α 11 11 11 11 IX 000000800505 000100900 06 1* 1Α 1Α 1Λ 11 ΙΑ 000000800508 000200900109 1Α 11 ΙΑ ΙΑ 11 11 000000800500 000100900207 ΙΑ 11 1Λ 11 il IX 稳草黑 草 花子花莧麥 薊利草草草草南 gooc g後膚葵牛附黃齒克草國大藜號背針利 1 1表31萌地錦牵香刺馬魁豬俄義蒺信紫鬼蘇 ο ο ο ο 0 5 0 9 il 0 5 0 8 11 a ο ο/h ο οi7 11 1 σί oo -00500505008 ο ο 00900902009 7 VN IX 1χ 11 1Α 11 IX ΙΑ - - 11 〇〇-〇〇〇〇〇〇 555005 合 6 ο ο 00900673008 \ 2 11 11 IX &lt;1 11 11 11 IX .13 11 7 0 5 0 5 000000005 00100500T li 1x 1A Ί1000000800005 000100900107 1Χ 11 11 11 11 11 11 11 οοοοοοοοοοο 000200000206 11 11 1Α 11 11 11 11 IX 000000800505 000100900 06 1* 1Α 1Α 1Λ 11 ΙΑ 000000800508 000200900109 1Α 11 ΙΑ ΙΑ 11 11 000000800500 000100900207 ΙΑ 11 1Λ 11 il IX Stable grass black grass flower子花苋麦蓟利草草草草南gooc g后肤葵牛附黄齿克草国大藜号背针利1 1表31萌地锦牵香刺马魁猪俄义蒺信紫鬼苏ο ο ο ο 0 5 0 9 il 0 5 0 8 11 a ο ο/h ο οi7 11 1 σί oo -00500505008 ο ο 00900902009 7 VN IX 1χ 11 1Α 11 IX ΙΑ - - 11 〇〇-〇〇〇〇〇〇555005 6 ο ο 00900673008 \ 2 11 11 IX &lt;1 11 11 11 IX .13 11 7 0 5 0 5 000000005 00100500T li 1x 1A Ί1

ο ο ο ο 0 0 0 2 1L ο ο ο 0 0 9 ΙΑ 00500500000 00900304000 11 ^1 11 ο ο ο ο 00500505000 00900206000 11 1A 1Λ 50 11 49 11 草 000000500005000 000200900307000 -ΙΛ 11 11 1* —1 11 1J -8 0 5 0 0 5 - 0 0 0 5 0 0 0 9 0 2 0 0 9 0 7 0 9 0 0 0 1Χ 1Λ 1Λ 1* IX IX 1Λ 1Λ 8 0 0 35 8004075 5 8 0 0 0 5 2 9 4 0 4 9 800000000550050 900400600635090 1Χ 11 ΙΑ IX 11 11 化合物 6 13 Η IQ 20 27 55 100 100 100 80 100 100 100 100 85 75 75 40 95 95 95 90 75 95 75 30 50 80 80 65 40 20 10 5 20 40 30 30 100 100 100 100 100 100 100 100 98 90 90 100 95 100 100 98 100 90 100 95 98 98 100 98 95 - 80 35 95 75 100 - 100 100 100 100 90 100 100 100 ο 055005000 2 0 3 6 10 9 0 ο 11 9 005505550 1 866 06670 n li 1* 3 005005550 1 0731089^00 155859.doc •203 - 201141380 田旋花 - 100 100 莠草 100 95 100 牛筋草 95 75 80 歐洲黃菀 - 100 98 大利草 100 98 100 羅氏草 100 100 100 強生草 100 100 100 地膚 - 1⑻ 100 錦葵 - 100 100 牵牛花 100 100 100 香附子 20 35 35 刺黃花稳 - - 100 馬齒宽 100 100 100 魁克麥草 100 90 75 豬草 - 100 100 俄國,15 - - - 義大利黑麥草 60 - 40 蒺藜草 100 60 100 信號草 95 50 50 紫背草 - 100 100 鬼針草 - 100 100 蘇利南草 100 - 100 表C 化合物 16 g ai/ha 122 125 126 萌後 稗草 75 100 100 百慕達草 50 35 50 黑芥 100 75 50 藍草 20 5 5 繁縷 100 100 100 馬唐 75 75 75 裸馬唐 95 90 98 大利草 75 5 0 鴨ie草 100 95 100 田旋花 100 95 100 莠草 90 100 100 牛筋草 25 15 15 歐洲黃菀 100 - 100 大利草 95 100 95 羅氏草 100 100 100 強生草 75 75 98 地膚 100 100 100 錦葵 75 80 75 牵牛花 100 100 100 香附子 10 10 25 刺黃花稳 100 100 100 100 100 100 100 100 100 100 95 100 100 70 100 100 100 100 95 100 65 95 95 40 20 25 85 65 85 75 10 20 10 95 - - 100 100 98 100 - 100 98 100 75 100 100 100 100 95 100 40 100 100 100 100 100 100 100 100 100 98 100 95 98 100 100 100 100 - 75 95 85 - - 100 100 100 100 - - 100 100 100 100 100 100 100 100 98 100 85 100 100 - 100 100 - 100 100 100 100 30 - - 10 20 20 5 - - 10 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 95 100 98 90 95 95 - 95 80 50 95 80 30 90 100 100 100 100 100 100 100 100 100 100 95 85 100 100 100 100 100 100 100 40 60 70 5 15 5 5 60 60 35 35 75 15 100 100 100 100 50 75 100 70 10 35 40 70 60 50 10 20 35 100 100 100 - - - - 100 100 100 75 100 100 100 100 100 100 100 100 100 100 30 100 100 85 75 65 85 90 149 150 100 90 30 60 35 75 5 60 70 100 50 75 80 -5 50 30 100 75 98 35 98 25 40 85 100 100 98 90 100 98 95 70 98 60 100 75 98 25 35 70 100 155859.doc -204 - 201141380 草 麥 草黑 草 寬麥 薊利草草草草南 齒t草國大藜號背針利C 馬魁豬俄義蒺信紫鬼蘇表 8 g ai/ha 草 麥 草 菀 稔 草黑草 a 達 唐草草花草黃草草草 花子花莧麥 薊利草草草草南/h 後草慕芬草縷唐馬利跖旋草筋洲利氏生膚葵牛附黃齒克草國大藜號背針利cai 萌稗百黑藍繁馬裸大鴨田莠牛歐大羅強地錦牵香刺馬魁豬俄義蒺信紫鬼蘇表8g 100 100 75 100 100 100 25 85 95 90 25 35 100 100 100 100 60 95 100 100 100 100 - 100 65 10 35 30 10 65 98 20 100 100 35 25 30 - 30 60 35 50 100 100 100 100 80 100 100 100 100 100 35 95 35 85 100 100 10 75 化合物 2 3 4 5 6 13 14 19 20 27 55 113 119 120 100 100 100 100 100 100 80 100 100 100 100 85 40 100 80 35 70 75 70 75 40 75 95 75 50 60 25 100 30 65 70 65 65 30 50 65 75 60 20 50 10 60 15 10 35 10 10 5 20 40 30 25 5 0 5 - 100 100 100 100 100 100 100 100 100 100 100 98 100 98 80 85 75 75 70 60 95 80 100 70 35 40 85 90 - 100 100 75 85 95 85 95 100 75 - 50 100 95 5 50 90 70 35 35 70 75 70 65 65 75 0 98 100 90 100 100 100 100 70 100 75 70 100 100 100 - 100 100 100 98 100 95 100 100 100 100 95 100 95 100 95 75 75 70 65 98 100 95 95 100 25 70 95 70 65 65 75 40 5 20 30 35 25 - 10 5 10 - 95 98 98 - - - 100 95 90 95 100 100 5 100 70 100 100 98 100 - 100 100 100 98 95 75 40 100 100 100 100 100 100 100 100 100 100 98 100 80 98 100 100 100 100 100 95 85 100 100 100 100 100 75 95 100 100 98 - - - 100 100 100 100 - - 80 100 100 100 65 85 95 100 100 100 100 95 65 40 100 100 100 100 100 90 85 100 100 - 100 100 100 100 20 30 35 50 20 - - 5 10 15 5 - 10 100 100 100 100 100 100 100 100 100 100 100 80 100 100 100 100 100 95 95 98 100 100 100 98 65 100 98 95 80 70 65 60 70 70 95 75 75 25 80 65 25 100 100 100 85 100 100 100 100 100 100 100 100 100 95 85 100 1⑻ 100 100 75 100 5 60 40 40 40 40 30 25 5 5 5 5 40 10 35 100 60 100 100 35 50 15 100 100 100 100 15 50 30 90 40 40 70 40 5 15 40 30 50 30 5 10 35 - 100 100 100 100 100 100 - - • - 100 100 80 - 100 100 100 75 100 80 100 100 100 100 100 100 100 100 100 100 100 _ 75 30 70 50 35 65 20 50 80 化合物 122 125 126 127 149 150 155859.doc •205 - 201141380 萌後 稗草 70 100 100 百慕達草 35 5 50 黑芥 50 60 30 藍草 5 5 5 繁縷 98 40 100 馬唐 35 50 50 裸馬唐 50 15 50 大利草 65 5 0 鴨55草 100 80 90 田旋花 100 95 100 莠草 75 98 75 牛筋草 5 5 5 歐洲黃菀 100 70 100 大利草 65 98 65 羅氏草 50 95 95 強生草 75 35 98 地膚 95 98 70 錦蔡 60 65 75 牵牛花 100 98 100 香附子 0 5 10 刺黃花稳 100 40 100 馬齒莧 100 100 75 魁克麥草 20 70 15 豬草 100 98 100 俄國薊 100 100 90 義大利黑麥草 50 10 10 蒺藜草 20 - 100 信號草 20 35 30 紫背草 100 95 100 鬼針草 100 100 100 蘇利南草 10 50 100 表C 4 g ai/ha 3 4 5 萌後 稗草 100 98 98 百慕達草 35 65 75 黑芥 20 50 60 藍草 15 10 20 繁縷 100 - 100 馬唐 70 75 60 裸馬唐 - - 100 大利草 5 30 35 鴨55草 90 75 100 田旋花 100 100 100 莠草 95 75 70 155859.doc 100 75 15 40 35 65 5 15 10 100 35 65 15 - 5 35 30 100 75 75 30 70 10 35 60 95 30 90 65 95 90 95 70 95 35 100 75 95 5 15 50 100 35 100 25 35 40 80 70 100 5 65 35 25 30 40 60 100 20 75 -60 化合物 13 14 19 20 27 55 113 119 120 122 100 25 100 100 100 98 85 40 95 35 70 40 75 80 95 65 35 20 20 5 0 25 20 - 75 10 0 50 - 5 5 5 5 20 5 5 5 0 5 5 100 100 90 100 100 100 100 90 75 85 35 60 70 75 50 35 25 25 75 25 80 90 70 95 100 50 - - 95 50 - 35 70 50 50 10 65 75 0 0 100 100 50 100 20 50 100 100 35 50 95 90 100 100 100 100 90 95 95 98 65 75 85 80 70 70 25 60 60 60 206- 201141380 牛筋草 歐洲黃菀 大利草 羅氏草 強生草 地膚 錦葵 牵牛花 香附子 刺黃花稳 馬齒莧 魁克麥草 豬草 俄國莉 義大利黑麥草 蒺藜草 信號草 紫背草 鬼針草 蘇利南草 表C 4 g ai/ha 草 菀 達 唐草草花 草黃草草草 後草慕芥草縷唐馬利庇旋草筋洲利氏生 萌稗百黑藍繁馬裸大鴨田莠牛歐大羅強 表c 2 g ai/ha 草 達 後草慕芬草 萌稗百黑藍 65 50 65 35 5 - 80 80 70 - 35 95 95 95 95 100 100 100 100 100 98 98 100 100 70 100 98 98 75 - 100 100 100 65 75 95 100 100 90 90 25 25 50 10 - 100 100 100 100 70 100 100 100 95 80 75 50 65 40 30 100 100 100 70 100 - - - 100 85 40 30 35 25 5 60 100 100 25 50 35 30 50 40 5 100 95 100 95 100 100 100 95 70 98 - - 98 - 65 化合物 125 126 127 149 150 100 100 100 95 75 5 50 5 15 20 50 20 65 35 65 0 5 5 5 10 40 98 - - 100 50 35 80 20 60 5 35 70 - - 5 0 35 0 35 5 - 90 5 50 75 100 98 75 70 98 75 100 20 50 5 5 5 0 25 60 75 70 35 95 35 65 100 0 70 75 70 75 10 60 25 65 80 30 50 化合物 3 4 5 20 98 98 0 50 60 5 30 60 10 10 5 /ha草 ai/達 c g前草慕芥草 表62萌稗百黑藍 15 10 25 10 15 5 5 5 5 - 100 90 80 95 100 100 5 100 35 100 100 100 95 35 75 - 10 100 95 100 75 90 95 70 80 50 80 95 90 100 30 70 70 95 75 - 100 100 100 100 - - 70 95 65 100 100 95 70 95 60 40 60 - 100 100 100 98 75 100 100 100 - 5 10 5 5 - - 0 0 98 100 100 100 100 70 15 20 35 10 100 100 85 98 0 50 80 100 40 65 20 40 15 40 25 20 20 100 100 100 100 100 100 100 100 100 85 100 100 100 100 70 98 5 100 25 5 5 5 5 25 10 35 25 10 95 70 85 40 5 35 - 20 15 40 30 35 - 5 5 35 0 100 - - - - 85 100 65 100 - 100 100 100 100 100 100 60 100 15 25 20 35 25 10 50 25 5 表C 化合物 4 g ai/ha 125 126 127 149 150 萌後 地膚 95 - 100 60 95 錦葵 65 0 95 15 100 牵牛花 98 100 100 35 70 香附子 5 5 5 0 10 刺黃花穂 30 40 80 20 75 馬齒直 90 60 100 0 50 魁克麥草 10 15 75 0 20 豬草 80 100 95 15 80 俄國薊 95 90 100 50 95 義大利黑麥草 5 5 20 5 35 蒺藜草 5 50 70 5 25 信號草 5 10 35 30 35 紫背草 70 100 95 50 98 鬼針草 100 65 100 5 60 蘇利南草 35 10 75 - 50 化合物 2 6 15 27 98 50 70 80 95 90 100 70 100 100 30 80 35 70 25 35 155859.doc -207- 201141380 繁縷 100 100 馬唐 50 60 裸馬唐 100 - 大利草 5 15 鴨路草 90 15 田旋花 100 75 莠草 40 40 牛筋草 40 35 歐洲黃绝 80 80 大利草 5 95 羅氏草 90 100 強生草 20 95 地膚 95 60 錦葵 100 90 牽牛花 60 100 香附子 20 25 刺黃花稳 90 100 馬齒莧 100 95 魁克麥草 50 35 豬草 100 85 義大利黑麥草 10 20 蒺藜草 25 40 信號草 20 30 紫背草 85 95 鬼針草 100 50 蘇利南草 5 - 表C 化合物 31 g ai/ha 萌前 2 6 14 稗草 70 40 90 百慕達草 90 60 60 黑芥 50 100 98 藍草 30 40 65 繁縷 - - - 馬唐 100 100 95 裸馬唐 - - 100 大利草 80 100 95 鴨5S草 98 - 100 田旋花 - 100 100 莠草 75 25 60 牛筋草 35 25 35 歐洲黃菀 - - - 大利草 - 100 100 羅氏草 90 40 60 強生草 75 98 95 155859.doc 繁縷 - - 98 98 馬唐 100 100 100 100 裸馬唐 - - 100 100 大利草 98 100 98 98 鴨路草 98 - 100 100 田旋花 - 100 100 100 莠草 100 80 95 100 牛筋草 98 50 85 90 歐洲黃菀 - - 100 100 大利草 - 100 100 100 羅氏草 100 65 75 75 強生草 98 100 98 98 地膚 - 100 100 100 錦蔡 - 100 100 100 牵牛花 100 100 100 100 香附子 50 50 25 35 刺黃花稳 - 100 100 100 馬齒宽 100 100 100 100 魁克麥草 35 60 40 65 豬草 - 100 100 100 俄國薊 - 100 25 100 義大利黑麥草 40 60 40 35 蒺藜草 100 80 100 100 信號草 100 100 100 100 紫背草 - 100 100 100 鬼針草 - 100 100 100 蘇利南草 100 100 100 98 27 149 150 40 15 20 70 0 35 50 0 95 0 0 0 98 - - 100 50 40 100 65 95 80 0 35 95 0 100 100 80 95 95 0 60 0 0 40 100 - - 95 75 100 35 0 20 98 20 50 201141380 地膚 - 100 100 98 35 0 100 錦葵 - 100 100 98 100 98 98 牽牛花 85 90 100 100 75 65 50 香附子 0 0 30 25 20 0 5 刺黃花稳 - 100 100 100 100 0 100 馬齒莧 100 100 100 100 100 70 100 魁克麥草 20 30 35 15 10 0 35 豬草 - 100 - 90 100 70 100 俄國15 - 80 - - 0 0 100 義大利黑麥草 15 35 20 20 10 0 30 蒺藜草 50 25 100 35 75 0 25 信號草 95 65 100 80 90 30 20 紫背草 - 100 100 100 100 100 - 鬼針草 - 100 - 100 100 50 100 蘇利南草 100 100 100 95 95 10 80 表C 化合物 16 g ai/ha 2 3 4 5 6 14 15 27 149 150 萌前 稗草 70 40 10 30 0 20 20 0 10 20 百慕達草 50 65 25 70 60 50 60 0 0 15 黑芬 0 0 0 50 0 65 0 25 0 0 藍草 30 20 10 20 30 35 15 0 0 0 繁縷 - 100 100 100 - - 65 95 - - 馬唐 98 65 75 80 90 20 75 75 50 0 裸馬唐 - 100 98 98 - 100 98 0 0 90 大利草 75 10 15 40 50 50 95 0 0 0 鴨55草 98 50 50 95 - 100 0 70 0 100 田旋花 墨 100 100 95 100 100 100 100 70 60 莠草 35 95 20 60 20 15 10 20 0 15 牛筋草 35 35 0 0 15 0 0 0 0 0 歐洲黃菀 100 95 - - 大利草 - 100 100 90 75 100 75 75 20 100 羅氏草 50 20 20 50 30 0 0 25 0 20 強生草 35 75 25 75 30 70 50 65 20 0 地膚 - 98 85 100 75 100 25 0 0 90 錦葵 - - 100 100 90 98 85 100 95 95 牽牛花 60 - 65 100 - 100 20 70 65 - 香附子 0 20 0 20 0 20 0 0 0 5 刺黃花稳 - 100 100 100 100 100 100 100 0 100 馬齒莧 70 100 100 95 100 100 100 98 0 60 魁克麥草 10 25 25 25 0 0 0 0 0 0 豬草 - 90 80 95 95 - 90 0 70 60 俄國薊 - - - 0 0 - - 0 0 100 義大利黑麥草 0 25 15 50 15 15 0 0 0 25 蒺藜草 20 10 10 95 0 0 0 0 0 0 信號草 75 98 60 65 25 0 65 10 20 0 155859.doc •209· 201141380 紫背草 鬼針草 蘇利南草 表C 8 g ai/ha 萌前 稗草 百慕達草 黑芥 藍草 繁縷 馬唐 裸馬唐 大利草 鴨55草 田旋花 莠草 牛筋草 歐洲黃菀 大利草 羅氏草 強生草 地膚 錦葵 牽牛花 香附子 刺黃花稳 馬齒寬 魁克麥草 豬草 俄國薊 義大利黑麥草 蒺藜草 信號草 紫背草 鬼針草 蘇利南草 表C 4 g ai/ha 萌前 稗草 百慕達草 黑芥 藍草 繁縷 馬唐,Lg -100 90 100 100 -100 60 90 100 100 100 100 100 100 化合物 2 3 4 5 6 8 0 5 9 0 3 5 0 5 9 0 9 ο - ο 0 7 65500 50 49 27 5 11 4 ο ο ο o40o ο ο ο 12 2 ο ο ο ο ο ο 12 0 5 0 1X ix 5 5 0 2 6 70* - 0 5 0 0 9 5 0 5 0 0 6 5 5 -08 3 19 ο - 5 -3 0 8 0 8 11 0✓ 6 ο^ ο ο ο ο 0 3 0 0 0 5 10 4 7 ο - 5 - 1 2 5 0 0 2 2 8 ο ο ο ο ο 8 1 0 0 5 5 0 9 2 5 8-50 3 9 3 3 ο ο ο ο ο ο - ο ο 200 0 0-060 5 ο ο ο ο 80 6000 ο ο ο ο 5 0 0 0 0 0 2 0 4 0 0 0 0 0 5 0 3 2 6 5 0 0 5 0 0 5 4 3 2 0 7 0 0 0 5 0 0 7 1 8 0 6 0 0 0 5 - 8 0 2 3 6 9 ο ο00 505005500050 6 6 1 3 7 5 7 ο ο 5 5 6 6 ο - ο ο 060 00060 008000005 0 9 2 11 ο ο ο ο - - ο ο ο ο ο 11 11 055000005 2 6 2 0 0 5 5 0 -00 5 1 7 1 2 1A ooooooooo 0 9 6 1 -- 0 0 0 0 5 - 5 - ο ο ο 6 2 9 1A 11 ο ο - -0-5 7 7 8 0 0 0 0 9 7 9 9 ο ο - 0 0 0 0 0 5 2 5 3 ο ο -000000 5 oooooo 0 0 0 0 5 0 -00 5 3 0 11 ooooooooo -90 90 100 100 100 35 0 - - 70 - - - -100 50 35 65 100 100 98 100 25 10 70 30 -0 化合物 表C 化合物 3 4 5 149 150 4 g ai/ha 萌前 3 4 5 149 150 0 0 0 0 0 地膚 0 0 0 0 0 0 0 0 0 0 錦葵 - 0 - - 0 0 0 0 0 0 牽牛花 90 0 70 35 0 0 0 0 0 0 香附子 0 0 0 0 - 100 100 98 - - 刺黃花稳 100 35 75 0 50 35 0 60 0 0 馬齒莧 0 0 - 0 0 -210- 155859.doc 201141380 裸馬唐,Nk 大利草 鴨ί6草 田旋花 莠草 牛筋草 大利草 羅氏草 強生草ο ο ο ο 0 0 0 2 1L ο ο ο 0 0 9 ΙΑ 00500500000 00900304000 11 ^1 11 ο ο ο ο 00500505000 00900206000 11 1A 1Λ 50 11 49 11 Grass 000000500005000 000200900307000 -ΙΛ 11 11 1* —1 11 1J -8 0 5 0 0 5 - 0 0 0 5 0 0 0 9 0 2 0 0 9 0 7 0 9 0 0 0 1Χ 1Λ 1Λ 1* IX IX 1Λ 1Λ 8 0 0 35 8004075 5 8 0 0 0 5 2 9 4 0 4 9 800000000550050 900400600635090 1Χ 11 ΙΑ IX 11 11 Compound 6 13 Η IQ 20 27 55 100 100 100 80 100 100 100 100 85 75 75 40 95 95 95 90 75 95 75 30 50 80 80 65 40 20 10 5 20 40 30 30 100 100 100 100 100 100 100 100 98 90 90 100 95 100 100 98 100 90 100 95 98 98 100 98 95 - 80 35 95 75 100 - 100 100 100 100 90 100 100 100 ο 055005000 2 0 3 6 10 9 0 ο 11 9 005505550 1 866 06670 n li 1* 3 005005550 1 0731089^00 155859.doc •203 - 201141380 Field Convolvulus - 100 100 Valerian 100 95 100 Goosegrass 95 75 80 European Jaundice - 100 98 Da Li Ca 100 98 100 Roche Grass 100 100 100 Johnson Grass 100 100 100 Kochia - 1 (8) 100 Mallow - 100 100 Morning Glory 100 100 100 Fragrant Aconite 20 35 35 Stinger flower steady - - 100 horse tooth width 100 100 100 Quaker wheat grass 100 90 75 ragweed - 100 100 Russia, 15 - - - Italian ryegrass 60 - 40 蒺藜草100 60 100 Signal grass 95 50 50 Purple back Grass - 100 100 Bidens - 100 100 Suriname Grass 100 - 100 Table C Compound 16 g ai/ha 122 125 126 Post-emergence Valerian 75 100 100 Bermuda Grass 50 35 50 Black Mustard 100 75 50 Blue Grass 20 5 5 Traditional 100 100 100 Matang 75 75 75 Naked Matang 95 90 98 Da Li grass 75 5 0 Duckie grass 100 95 100 Tian Xuanhua 100 95 100 Alfalfa 90 100 100 Goose grass 25 15 15 European Jaundice 100 - 100 Grass 95 100 95 Roche Grass 100 100 100 Johnson Grass 75 75 98 Kochia 100 100 100 Mallow 75 80 75 Morning Glory 100 100 100 Aconite 10 10 25 Stinger 100 100 100 100 100 100 100 100 100 100 95 100 100 70 100 100 100 100 95 100 65 95 95 40 20 25 85 65 85 75 10 20 10 95 - - 100 100 98 100 - 100 98 100 75 100 100 100 100 95 100 40 100 100 100 100 100 100 100 100 100 98 100 95 98 100 100 100 100 - 75 95 85 - - 100 100 100 100 - - 100 100 100 100 100 100 100 100 98 100 85 100 100 - 100 100 - 100 100 100 100 30 - - 10 20 20 5 - - 10 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 95 100 98 90 95 95 - 95 80 50 95 80 30 90 100 100 100 100 100 100 100 100 100 100 95 85 100 100 100 100 100 100 100 40 60 70 5 15 5 5 60 60 35 35 75 15 100 100 100 100 50 75 100 70 10 35 40 70 60 50 10 20 35 100 100 100 - - - - 100 100 100 75 100 100 100 100 100 100 100 100 100 100 30 100 100 85 75 65 85 90 149 150 100 90 30 60 35 75 5 60 70 100 50 75 80 -5 50 30 100 75 98 35 98 25 40 85 100 100 98 90 100 98 95 70 98 60 100 75 98 25 35 70 100 155859.doc -204 - 201141380 Grass, grass, black grass, wide wheat, leeks草草南齿t草国大藜号背针利C Ma Kui pig Russian Yixin letter purple ghost Su table 8 g ai/ha grass wheat grass 黑草黑草a 达唐草草草草草草草子花苋麦蓟利草草草草南/h After grass Muffin grasshopper Tang Mali, 草 草 筋 洲 利 利 生 生 生 生 生 葵 葵 葵 附 黄 利 利 利 利 利 利 利 利 利 利 利 利 利 利 利 利 利 利 利 利 利Blue Ma Ma naked big duck yak Ou Da Luo Qiang Jin Xiang Xiang Ma Kui pig Russian Yi Xin Zi Gui Su Table 8g 100 100 75 100 100 100 25 85 95 90 25 35 100 100 100 100 95 95 100 100 100 100 - 100 65 10 35 30 10 65 98 20 100 100 35 25 30 - 30 60 35 50 100 100 100 100 80 100 100 100 100 100 35 95 35 85 100 100 10 75 Compound 2 3 4 5 6 13 14 19 20 27 55 113 119 120 100 100 100 100 100 100 80 100 100 100 100 85 40 100 80 35 70 75 70 75 40 75 95 75 50 60 25 100 30 65 70 65 65 30 50 65 75 60 20 50 10 60 15 10 35 10 10 5 20 40 30 25 5 0 5 - 100 100 100 100 100 100 100 100 100 100 100 98 100 98 80 85 75 75 70 60 95 80 100 70 35 40 85 90 - 100 100 75 85 95 85 95 100 75 - 50 100 95 5 50 90 70 35 35 70 75 70 65 65 75 0 98 100 90 100 100 100 100 70 100 75 70 100 100 100 - 100 100 100 98 100 95 100 100 100 100 95 100 95 100 95 75 75 70 65 98 100 95 95 100 25 70 95 70 65 65 75 40 5 20 30 35 25 - 10 5 10 - 95 98 98 - - - 100 95 90 95 100 100 5 100 70 100 100 98 100 - 100 100 100 98 95 75 40 100 100 100 100 100 100 100 100 100 100 98 100 80 98 100 100 100 100 100 95 85 100 100 100 100 100 75 95 100 100 98 - - - 100 100 100 100 - - 80 100 100 100 65 85 95 100 100 100 100 95 65 40 100 100 100 100 100 90 85 100 100 - 100 100 100 100 20 30 35 50 20 - - 5 10 15 5 - 10 100 100 100 100 100 100 100 100 100 100 100 80 100 100 100 100 100 95 95 98 100 100 100 98 65 100 98 95 80 70 65 60 70 70 95 75 75 25 80 65 25 100 100 100 85 100 100 100 100 100 100 100 100 100 95 85 100 1(8) 100 100 75 100 5 60 40 40 40 40 30 25 5 5 5 5 40 10 35 100 60 100 100 35 50 15 100 100 100 100 15 50 30 90 40 40 70 40 5 15 40 30 50 30 5 10 35 - 100 100 100 100 100 100 - - • - 100 100 80 - 100 100 100 75 100 80 100 100 100 100 100 100 100 100 100 100 100 _ 75 30 70 50 35 65 20 50 80 Compound 122 125 126 127 149 150 155859.doc •205 - 201141380 Post-emergence sedge 70 100 100 Bermuda grass 35 5 50 black 50 60 30 Blue Grass 5 5 5 Traditional 98 40 100 Matang 35 50 50 Naked Matang 50 15 50 Da Li Ca 65 5 0 Duck 55 Grass 100 80 90 Tian Xuanhua 100 95 100 Alfalfa 75 98 75 Goose Grass 5 5 5 European Astragalus 100 70 100 大利草65 98 65 Roche Grass 50 95 95 Johnson Grass 75 35 98 Kochia 95 98 70 Jin Cai 60 65 75 Morning Glory 100 98 100 Aconite 0 5 10 Stinging Flower 100 100 100 Horse Gingival 100 100 75 Quaker Wheat Grass 20 70 15 Ragweed 100 98 100 Russian 蓟100 100 90 Italian ryegrass 50 10 10 蒺藜草20 - 100 Signal grass 20 35 30 Purple grass 100 95 100 Bidens 100 100 100 Suriname Grass 10 50 100 Table C 4 g ai/ha 3 4 5 Post-emergence Valerian 100 98 98 Bermuda Grass 35 65 75 Black Mustard 20 50 60 Blue Grass 15 10 20 Traditional 100 - 100 Matang 70 75 60 Naked Horse Don - - 100 Da Li Cao 5 30 35 Duck 55 Grass 90 75 100 Field Convolvulus 100 100 100 Alfalfa 95 75 70 155859.doc 100 75 15 40 35 65 5 15 10 100 35 65 15 - 5 35 30 100 75 75 30 70 10 35 60 95 30 90 65 95 90 95 70 95 35 100 75 95 5 15 50 100 35 100 25 35 40 80 70 100 5 65 35 25 30 4 0 60 100 20 75 -60 Compound 13 14 19 20 27 55 113 119 120 122 100 25 100 100 100 98 85 40 95 35 70 40 75 80 95 65 35 20 20 5 0 25 20 - 75 10 0 50 - 5 5 5 5 20 5 5 5 0 5 5 100 100 90 100 100 100 100 90 75 85 35 60 70 75 50 35 25 25 75 25 80 90 70 95 100 50 - - 95 50 - 35 70 50 50 10 65 75 0 0 100 100 50 100 20 50 100 100 35 50 95 90 100 100 100 100 90 95 95 98 65 75 85 80 70 70 25 60 60 60 206- 201141380 Goosegrass European yellow sorghum sedge grass Roche grass strong grass stalk Mallow morning glory aconite刺黄花稳马马苋克克麦草猪草 Russia Lily ryegrass grass signal grass purple sage grass needle grass Suriname grass table C 4 g ai/ha grass 菀达唐草草草草草草草草草草草Sui and Tang dynasty Mali 庇 草 草 筋 利 利 利 利 利 黑 黑 黑 黑 黑 黑 黑 黑 黑 黑 黑 黑 黑 c c c c c c c c c 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 80 80 70 - 35 95 95 95 95 100 100 100 100 98 98 98 100 100 70 100 98 98 75 - 100 100 100 65 75 95 100 100 90 90 25 25 50 10 - 10 0 100 100 100 70 100 100 100 95 80 75 50 65 40 30 100 100 100 70 100 - - - 100 85 40 30 35 25 5 60 100 100 25 50 35 30 50 40 5 100 95 100 95 100 100 100 95 70 98 - - 98 - 65 Compound 125 126 127 149 150 100 100 100 95 75 5 50 5 15 20 50 20 65 35 65 0 5 5 5 10 40 98 - - 100 50 35 80 20 60 5 35 70 - - 5 0 35 0 35 5 - 90 5 50 75 100 98 75 70 98 75 100 20 50 5 5 5 0 25 60 75 70 35 95 35 65 100 0 70 75 70 75 10 60 25 65 80 30 50 Compound 3 4 5 20 98 98 0 50 60 5 30 60 10 10 5 /ha grass ai / up to cg pre-grass mustard table 62 sprouts hundred black blue 15 10 25 10 15 5 5 5 5 - 100 90 80 95 100 100 5 100 35 100 100 100 95 35 75 - 10 100 95 100 75 90 95 70 80 50 80 95 90 100 30 70 70 95 75 - 100 100 100 100 - - 70 95 65 100 100 95 70 95 60 40 60 - 100 100 100 98 75 100 100 100 - 5 10 5 5 - - 0 0 98 100 100 100 100 70 15 20 35 10 100 100 85 98 0 50 80 100 40 65 20 40 15 40 25 20 20 100 100 100 100 100 100 100 100 100 85 100 100 100 100 70 98 5 100 25 5 5 5 5 25 10 35 25 10 95 70 85 40 5 35 - 20 15 40 30 35 - 5 5 35 0 100 - - - - 85 100 65 100 - 100 100 100 100 100 100 60 100 15 25 20 35 25 10 50 25 5 Table C Compound 4 g ai/ha 125 126 127 149 150 Post-emergence 95 - 100 60 95 Mallow 65 0 95 15 100 Morning Glory 98 100 100 35 70 Aconite 5 5 5 0 10 30 40 80 20 75 dentate straight 90 60 100 0 50 Quaker wheat grass 10 15 75 0 20 ragweed 80 100 95 15 80 Russian 蓟95 90 100 50 95 Italian ryegrass 5 5 20 5 35 蒺藜草5 50 70 5 25 Signal Grass 5 10 35 30 35 Purple Grass 70 100 95 50 98 Bidens 100 65 100 5 60 Suriname Grass 35 10 75 - 50 Compound 2 6 15 27 98 50 70 80 95 90 100 70 100 100 30 80 35 70 25 35 155859.doc -207- 201141380 繁缕100 100 Matang 50 60 Naked Matang 100 - Da Li Cao 5 15 Lulu Cao 90 15 Tian Xuanhua 100 75 Alfalfa 40 40 Goosegrass 40 35 European Yellow 80 80 Grass 5 95 Roche Grass 90 100 Johnson Grass 20 95 Kochia 95 60 Mallow 100 90 Morning Glory 60 100 Fragrant Aconite 20 25 Thorns Yellow flower steady 90 100 Purslane 100 95 Quaker wheat grass 50 35 Ragweed 100 85 Italian ryegrass 10 20 Valerian 25 40 Signal grass 20 30 Purple grass 85 95 Bidens grass 100 50 Suriname grass 5 - Table C Compound 31 g ai/ha Before Moe 2 6 14 Valerian 70 40 90 Bermuda Grass 90 60 60 Black Mustard 50 100 98 Blue Grass 30 40 65 Traditional - - - Matang 100 100 95 Naked Matang - - 100 Da Li Ca 80 100 95 Duck 5S Grass 98 - 100 Field Convolvulus - 100 100 Valerian 75 25 60 Goosegrass 35 25 35 European Astragalus - - - Big Grass - 100 100 Roche Grass 90 40 60 Johnson Grass 75 98 95 155859.doc Traditional - - 98 98 Matang 100 100 100 100 Naked Matang - - 100 100 Da Licai 98 100 98 98 Duck Road 98 - 100 100 Field Convolvulus - 100 100 100 Alfalfa 100 80 95 100 Beech Grass 98 50 85 90 Europe Astragalus - - 100 100 大利草 - 100 100 100 Roche Grass 100 65 75 75 Johnson Grass 98 100 98 98 Kochia - 100 100 100 Jin Cai - 100 100 100 Morning Glory 100 100 100 100 Aconite 50 50 25 35 Yellow flower steady - 100 100 100 horse tooth width 100 100 100 100 Quaker wheat grass 35 60 40 65 ragweed - 100 100 100 Russian cockroach - 100 25 100 Italian ryegrass 40 60 40 35 valerian 100 80 100 100 Signal grass 100 100 100 100 Purple sage - 100 100 100 Bidens - 100 100 100 Suriname Grass 100 100 100 98 27 149 150 40 15 20 70 0 35 50 0 95 0 0 0 98 - - 100 50 40 100 65 95 80 0 35 95 0 100 100 80 95 95 0 60 0 0 40 100 - - 95 75 100 35 0 20 98 20 50 201141380 Kochia - 100 100 98 35 0 100 Mallow - 100 100 98 100 98 98 Morning Glory 85 90 100 100 75 65 50 Aconite 0 0 30 25 20 0 5 Stinger - 100 100 100 100 0 100 Purslane 100 100 100 100 100 70 100 Quaker Straw 20 30 35 15 10 0 35 Ragweed - 100 - 90 100 70 100 Russia 15 - 80 - - 0 0 100 Italian ryegrass 15 35 20 20 10 0 30 蒺藜草50 25 100 35 75 0 25 Signal grass 95 65 100 80 90 30 20 Purple grass - 100 100 100 100 100 - Bidens - 100 - 100 100 50 100 Suriname grass 100 100 100 95 95 10 80 C compound 16 g ai/ha 2 3 4 5 6 14 15 27 149 150萌草稗70 40 10 30 0 20 20 0 10 20 Bermuda Grass 50 65 25 70 60 50 60 0 0 15 Black Fen 0 0 0 50 0 65 0 25 0 0 Blue Grass 30 20 10 20 30 35 15 0 0 0 繁繁 - 100 100 100 - - 65 95 - - Matang 98 65 75 80 90 20 75 75 50 0 Naked Matang - 100 98 98 - 100 98 0 0 90 Da Li Cao 75 10 15 40 50 50 95 0 0 0 Duck 55 grass 98 50 50 95 - 100 0 70 0 100 Field spin ink 100 100 95 100 100 100 100 70 60 Valerian 35 95 20 60 20 15 10 20 0 15 Beef grass 35 35 0 0 15 0 0 0 0 0 European Astragalus 100 95 - - Big grass - 100 100 90 75 100 75 75 20 100 Roche grass 50 20 20 50 30 0 0 25 0 20 Johnson grass 35 75 25 75 30 70 50 65 20 0 Kochia - 98 85 100 75 100 25 0 0 90 Mallow - - 100 100 90 98 85 100 95 95 Morning Glory 60 - 65 100 - 100 20 70 65 - Aconite 0 20 0 20 0 20 0 0 0 5 Stinger - 100 100 100 100 100 100 100 0 100 Purslane 70 100 100 95 100 100 100 98 0 60 Quaker Straw 10 25 25 25 0 0 0 0 0 0 Ragweed - 90 80 95 95 - 90 0 70 60 Russian 蓟 - - - 0 0 - - 0 0 100 Italian ryegrass 0 25 15 50 15 15 0 0 0 25 蒺藜草20 10 10 95 0 0 0 0 0 0 Signal grass 75 98 60 65 25 0 65 10 20 0 155859.doc •209· 201141380 Purple Sedge Bidens Suriname Grass Table C 8 g ai/ha Pre-emergence 稗草百慕达草黑芥蓝草繁缕马唐裸马唐大利草鸭55 草田旋花莠草牛筋草European 菀大草草罗氏草生生草草肤锦葵 Morning Glory Aconite Yellow flower stable horse teeth wide Quaker wheat grass ragweed Russian 蓟 Italian ryegrass grass signal grass purple sage grass needle grass Suriname grass table C 4 g ai / ha pre-emergence 百草百慕达草黑芥蓝草繁缕马唐, Lg -100 90 100 100 -100 60 90 100 100 100 100 100 100 Compound 2 3 4 5 6 8 0 5 9 0 3 5 0 5 9 0 9 ο - ο 0 7 65500 50 49 27 5 11 4 ο ο ο O40o ο ο ο 12 2 ο ο ο ο ο ο 12 0 5 0 1X ix 5 5 0 2 6 70* - 0 5 0 0 9 5 0 5 0 0 6 5 5 -08 3 19 ο - 5 -3 0 8 0 8 11 0✓ 6 ο^ ο ο ο ο 0 3 0 0 0 5 10 4 7 ο - 5 - 1 2 5 0 0 2 2 8 ο ο ο ο ο 8 1 0 0 5 5 0 9 2 5 8- 50 3 9 3 3 ο ο ο ο ο ο - ο ο 200 0 0-060 5 ο ο ο ο 80 6000 ο ο ο ο 5 0 0 0 0 0 2 0 4 0 0 0 0 0 5 0 3 2 6 5 0 0 5 0 0 5 4 3 2 0 7 0 0 0 5 0 0 7 1 8 0 6 0 0 0 5 - 8 0 2 3 6 9 ο ο 00 005005500050 6 6 1 3 7 5 7 ο ο 5 5 6 6 ο - ο ο 060 00060 008000005 0 9 2 11 ο ο ο ο - - ο ο ο ο ο 11 11 055000005 2 6 2 0 0 5 5 0 -00 5 1 7 1 2 1A ooooooooo 0 9 6 1 -- 0 0 0 0 5 - 5 - ο ο ο 6 2 9 1A 11 ο ο - -0-5 7 7 8 0 0 0 0 9 7 9 9 ο ο - 0 0 0 0 0 5 2 5 3 ο ο -000000 5 oooooo 0 0 0 0 5 0 -00 5 3 0 11 ooooooooo -90 90 100 100 100 35 0 - - 70 - - - - 100 50 35 65 100 100 98 100 25 10 70 30 -0 Compound Table C Compound 3 4 5 149 150 4 g ai/ha Pre-emergence 3 4 5 149 150 0 0 0 0 0 Kochi 0 0 0 0 0 0 0 0 0 0 Mallow - 0 - - 0 0 0 0 0 0 Morning Glory 90 0 70 35 0 0 0 0 0 0 Xiang Fuzi 0 0 0 0 - 100 100 98 - - Stinger flower steady 100 35 75 0 50 35 0 60 0 0 Purslane 0 0 - 0 0 -210- 155859.doc 201141380 Naked horse tang, Nk big grass duck ί6 grass field sedge sedge grass tendon grass sedge grass Roche grass strong grass

表C 2 g ai/ha 萌前 稗草 百慕達草 黑芥 藍草 繁縷 馬唐 裸馬唐 大利草 鴨55草 田旋花 莠草 牛筋草 大利草 羅氏草 強生草 75 0 0 0 35 0 0 0 0 0 0 0 0 0 100 70 30 40 0 - 25 0 0 0 0 0 0 0 0 0 75 0 - 0 - 20 0 0 0 0 0 0 0 0 0 化合物 3 4 5 0 0 0 0 0 0 0 0 0 0 0 0 100 25 98 35 0 30 75 0 0 0 0 0 0 0 0 70 0 20 0 0 0 0 0 0 0 0 - 0 0 0 0 0 0 草 草 麥 麥 草黑 草 a 稔草黑 草 秦薊利草草草草南1/h花子花莧麥 薊利草草草草南 克草國大藜號背針利cga前膚葵牛附黃齒克草國大藜號背針利 魁豬俄義蒺信紫鬼蘇表2萌地錦牵香刺馬魁豬俄義蒺信紫鬼蘇 0 0 0 0 0 65 50 50 0 - - 0 0 0 0 0 0 0 0 15 - 0 - 0 0 15 0 20 0 0 - 0 50 0 - 65 25 0 0 0 50 0 35 0 0 化合物 3 4 5 0 0 0 - 0 - 0 0 - 0 0 0 0 0 65 - 0 0 0 0 0 65 0 50 - 0 0 0 0 0 - 0 0 0 0 0 0 0 0 60 0 0 0 0 0Table C 2 g ai/ha Pre-emergence 稗草百达达草黑芥蓝草繁缕马唐裸马唐大利草鸭55草田旋花莠草牛筋草利草草氏草生生草75 0 0 0 35 0 0 0 0 0 0 0 0 0 100 70 30 40 0 - 25 0 0 0 0 0 0 0 0 0 75 0 - 0 - 20 0 0 0 0 0 0 0 0 0 Compound 3 4 5 0 0 0 0 0 0 0 0 0 0 0 0 100 25 98 35 0 30 75 0 0 0 0 0 0 0 0 70 0 20 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0草草草草南1/h 花子花苋麦蓟利草草草草草草国大藜号背针利 cga 前肤葵牛附黄齿克草国大号号号Needles Likui pig Russian 蒺信紫紫鬼苏Table 2 Mengdi Jinxiang Xiangmao Ma Kui pig Russian Yixin Zigui Su 0 0 0 0 0 65 50 50 0 - - 0 0 0 0 0 0 0 0 15 - 0 - 0 0 15 0 20 0 0 - 0 50 0 - 65 25 0 0 0 50 0 35 0 0 Compound 3 4 5 0 0 0 - 0 - 0 0 - 0 0 0 0 0 65 - 0 0 0 0 0 65 0 50 - 0 0 0 0 0 - 0 0 0 0 0 0 0 0 60 0 0 0 0 0

測試D 將選自小麥aes&quot;'vmw)、.玉米(Zea 、黃豆 (Glycine max)、瓦故 l (Abutilon theophrasti)、緣 {Chenopodium alburn)^ ^ (poinsettia, wild; Euphorbia 、長芒茺(乂pa/mer/)、莧菜藤子 {Amaranthus rudis)、 春 蓼(smartweed; Polygonum pem’caria)、蘇利南草(iecMwZjew)、馬唐 (crabgrass, lg; Digitaria sanguinalis) ' £, © .¾ (crabgrass, Br; Z)z_g&quot;aria /zohzowia&quot;·?)、洋野黍(panicum,fall; Pam.cMw dichotomiflorum)、法氏狗尾草(foxtail, giant; Seiaria 155859.doc •211 · 201141380 /aZ?erz_z·)、赛草(foxtail,green; wWi/b)、牛筋草 (五/ewsbe iwAca)、強生草(/SorgAww /za/epe/^e)、豬草 (Ambrosia elatior)、Bi % (Amaranthus retroflexus) ' (Echinochloa crus-galli)、猿線草(Cenchrus echinatus)、金 午時花(57而 r/zomZnyb/z'a)、義大利黑麥草(ryegrass, It; Lolium multiflorum)、鳴 SG 草(ά&amp;γϊ\ον^ΐ, Commelina virginica)、田旋 H (Convolvulus arvensis)、蒼耳(Xanthium strumarium) &gt; φ 4 ^ (Ipomoea coccinea)、顚茄(SoZanum ptycanthum) ' 地濱(Kochia «ycopark)、油莎草(nutsedge, yellow; 〇perwj ejcw/e价似)及大花咸豐草(hairy beggar; 出c/e似之植物品種的種子種植在玢質壤土中並使用 在無植物毒性溶劑混合物(包括界面活性劑)中配製的試驗 化學物對該種子進行萌前處理。同時,對來自這些作物及 雜草品種的植物施用一些以相同方法配置的試驗化學物以 進行萌後處理。萌後處理的植物高度範圍為2 cm至丄8 cm(l葉期至4葉期)。 將處理過的植物及控制組維持在溫室中丨4天到2丨天,其 後將所有品種與控制組比較並從外觀來評估。植物反應級 別(總結於表D中)基於〇到等級,其中〇係無效且係完全控 制。破折號(-)表示沒有試驗結果。在〇 5、i、2、4及8 g ai/ha的萌後結果為化合物5、2〇及126三重複的平均。 表D 31 gde ai/ha 萌後 玉米 馬唐 化合物 表D 14 16 g ai/ha 萌後 100 玉米 98 馬唐 化合物 14 100 98 155859.doc -212· 201141380 法氏狗尾草 100 法氏狗尾草 100 牛筋 100 牛筋 100 強生草 100 強生草 100 藜 100 藜 100 反枝莧 100 反枝莧 100 緒草 100 豬草 100 大豆 100 大豆 100 蘇利南草 100 蘇利南草 100 苘麻 100 冋麻 100 小麥 100 小麥 100 表D 化合物 8 g ai/ha 5 14 20 24 55 126 萌後 金午時花 - - 墨 75 90 - 稗草 - - - 100 100 - 玉米 78 90 68 40 100 38 巴西馬唐 - - - 65 98 - 馬唐 90 85 85 - - 73 鴨55草 - - 98 98 - 田旋花 - - - 100 90 - 法氏狗尾草 100 100 100 - - 100 牛筋草 77 100 78 - - 75 大花咸豐草 - - - 100 100 - 強生草 87 100 100 - - 98 藜 100 100 100 - - 100 長芒莧 - - - 100 100 - 洋野黍 - - - 85 100 - 反枝莧 100 100 100 - - 100 猩猩草 - - - 100 100 - 豬草 100 100 100 - - 100 義大利黑麥草 - - - 50 65 - 蒺藜草 - - - 100 100 - 春蓼 - - - 100 100 - 大豆 100 98 100 98 100 99 蘇利南草 98 100 98 - - 88 冋麻 100 100 100 - - 100 莧菜藤子 - - - 100 100 - 小麥 100 100 100 - - 100 表D 化合物 4 g ai/ha 5 14 20 24 55 126 萌後 金午時花 - — 65 80 - 稗草 - - - 98 100 - 玉米 23 25 25 35 30 23 巴西馬唐 - - - 65 75 - 馬唐 73 75 70 - - 70 155859.doc -213 201141380 鴨55草 - - - 95 98 - 田旋花 - - - 100 90 - 法氏狗尾草 99 100 92 - - 92 牛筋草 65 65 74 - - 77 大花咸豐草 - - - 100 100 - 強生草 93 100 97 - - 97 藜 100 100 100 - - 100 長芒莧 - - - 100 100 - 洋野黍 - - - - 98 - 反枝莧 100 100 100 - - 100 猩猩草 - - - 100 100 - 豬草 100 100 100 - - 95 義大利黑麥草 - - - 35 40 - 蒺藜草 - - - 75 90 - 春蓼 - - - 100 100 - 大豆 100 95 98 95 98 83 蘇利南草 78 100 94 - - 77 奇麻 100 100 100 - - 98 莧菜藤子 - - - 100 100 - 小麥 93 90 90 - - 100 表D 2 g ai/ha 5 化合物 14 20 24 55 126 萌後 金午時花 65 75 _ 捭草 - - - 98 98 - 玉米 15 25 25 20 10 20 巴西馬唐 - - - 65 60 - 馬唐 52 70 75 - - 62 鴨ίδ草 - - - 80 75 - 田旋花 - - - 100 80 - 法氏狗尾草 83 75 97 - - 75 牛筋草 40 60 45 - - 67 大花咸豐草 - - 100 100 - 強生草 86 100 92 - - 87 藜 99 100 100 - - 95 長芒莧 - - - 100 100 - 洋野黍 - - - 70 98 - 反枝莧 100 100 100 - - 100 猩猩草 - - - 100 100 - 豬草 100 100 95 - - 88 義大利黑麥草 - - - 30 20 - 蒺藜草 - - - 40 80 - 春蓼 - - - 100 100 - 大豆 85 80 80 95 90 63 蘇利南草 77 75 63 - - 52 清麻 100 100 100 - - 98 155859.doc •214· 201141380 莧菜藤子 - - - 80 100 - 小麥 62 75 43 - - 83 表D 化合物 125 g de ai/ha 20 24 28 32 56 94 126 142 143 萌前 金午時花 - 100 100 100 - 100 100 - 65 稗草 - 70 50 80 - 70 98 - 35 蒼耳 - 100 - 100 - 10 100 - - 玉米 0 60 30 20 10 25 40 30 0 巴西馬唐 - 100 90 100 - 100 100 - 75 馬唐 100 100 - 100 100 100 100 100 98 鴨55草 - 100 100 95 - 100 100 - 98 田旋花 - 100 100 100 - 95 100 - 100 法氏狗尾草 70 80 90 70 100 90 100 100 50 莠草 - 98 75 90 - 100 100 - 95 牛筋草 98 65 40 95 98 98 95 95 35 強生草 95 98 75 98 95 95 100 70 65 地膚 - 100 100 100 - 100 100 - 100 藜 100 100 100 100 100 100 100 100 100 牽牛花 - 95 100 100 - 80 100 - 65 顛莊 - 100 100 100 - 100 100 - 100 油莎草 65 0 65 - 50 35 - 80 長芒茺 - 100 100 100 - 100 100 - 100 洋野黍 - 98 100 98 - 98 100 - 98 反枝莧 100 - - - 100 - - 100 - 猩猩草 - 75 100 100 - 100 100 - 100 豬草 100 100 100 100 100 100 98 70 30 義大利黑麥草 - 60 35 60 - 70 70 - 75 蒺藜草 - 60 95 100 - 95 100 - 100 春蓼 - 100 - 98 - - 100 - - 大豆 100 50 0 65 60 25 75 75 0 蘇利南草 100 90 100 100 95 80 100 98 95 苟麻 100 100 100 100 100 100 100 100 95 莧菜藤子 - 100 100 100 - 100 100 - 100 小麥 98 - - - 40 - - 25 - 表D 化合物 62 g de ai/ha 20 24 28 32. 56 94 126 142 143 萌前 金午時花 - 98 100 100 - 80 100 - 50 稗草 - 50 35 50 - 35 60 - 35 蒼耳 - 100 0 100 - 0 25 - - 玉米 0 15 0 15 10 25 30 25 0 巴西馬唐 - 100 90 100 - 95 100 - 75 馬唐 100 100 - 100 100 98 98 100 50 鴨路草 - 100 100 75 - 100 100 - 70 田旋花 - 98 65 100 _ 80 100 - 98 155859.doc 215· 201141380 法氏狗尾草 70 70 40 - - 30 60 100 15 莠草 - 65 10 90 - 95 75 - 40 牛筋草 90 65 10 65 65 60 70 90 0 強生草 75 80 50 70 65 65 75 35 50 地膚 - 100 100 60 - 98 100 - 70 藜 100 90 95 100 100 80 100 100 100 牽牛花 - 75 35 85 - 80 65 - 30 顛茄 - 100 100 100 - 100 100 - 100 油莎草 - 50 0 35 - 0 35 - 0 長芒笼 - 100 100 100 - 100 100 - 100 洋野黍 - 98 95 98 - 50 100 - 50 反枝莧 100 - - - 100 - - 100 - 猩猩草 - 75 100 100 - 100 100 80 豬草 90 98 90 90 80 25 95 60 30 義大利黑麥草 - 50 30 40 - 50 40 - 25 蒺藜草 - 40 90 35 - 65 65 - 20 春蓼 - 65 - - - - 98 - - 大豆 60 50 0 20 40 25 50 25 0 蘇利南草 98 80 70 70 80 20 65 - 20 筒麻 100 100 100 100 100 95 100 95 95 莧菜藤子 - 100 100 100 - 100 100 - 100 小麥 35 - - - 30 - - 20 - 表D 31 g de ai/ha 20 24 化合物 28 32 56 94 126 142 143 萌前 金午時花 65 30 100 80 80 0 稗草 - 35 25 30 - 20 25 - 15 蒼耳 - 0 0 100 - - - - - 玉米 0 0 0 0 0 0 20 0 0 巴西馬唐 - 95 90 98 - 95 95 - 60 馬唐 100 65 100 95 100 95 95 100 50 鴨5S草 - 80 80 75 - 90 100 - 0 田旋花 - 98 35 100 - 65 75 - 50 法氏狗尾草 70 40 30 20 90 10 40 35 0 莠草 - 20 - 75 - 30 40 - 0 牛筋草 70 30 0 40 20 0 70 70 0 強生草 65 65 10 70 40 35 40 35 10 地膚 - 100 60 50 - 95 98 - 40 藜 100 90 30 100 100 50 85 100 100 牽牛花 _ 65 0 35 - 50 40 - 20 顛茄 - 100 100 100 - 100 100 - 100 油莎草 - 0 0 35 - 0 35 - 0 長芒莧 - 100 100 100 - 100 100 - 80 洋野黍 - 98 60 85 _ 0 100 • 0 反枝莧 100 - - - 100 - - 100 - 猩猩草 - 75 100 40 - 65 60 - 70 155859.doc •216· 201141380 豬草 60 98 80 0 70 25 95 50 0 義大利黑麥草 - 20 0 0 - 10 40 - 0 蒺藜草 - 0 75 35 - 20 0 - 0 春蓼 0 - 98 - - 98 - - 大豆 60 40 0 0 20 0 50 0 0 蘇利南草 40 20 0 65 50 20 65 90 0 筒麻 100 80 70 100 50 50 95 60 35 莧菜藤子 - 100 100 75 - 100 100 - 30 小麥 表D - - 化合物 0 - - 0 - 16 gdeai/ha 萌前 20 24 28 32 56 94 126 142 143 金午時花 - 30 0 70 - 0 65 - 0 稗草 - 15 0 20 - 0 25 - 0 蒼耳 - - - 85 - - - - 0 玉米 0 0 0 0 0 0 0 0 0 巴西馬唐 - 35 25 65 _ 0 95 - 20 馬唐 98 20 100 70 98 80 40 85 20 鴨55草 - - 0 65 - 0 95 - 0 田旋花 - 70 0 85 - 20 65 - 0 法氏狗尾草 0 35 0 15 25 0 15 - 0 莠草 - 15 0 5 - 5 15 - 0 牛筋草 20 0 0 40 0 0 40 40 0 強生草 0 40 10 20 30 0 0 10 0 地膚 - 40 40 40 - 40 65 - 0 藜 40 80 30 60 100 - 50 100 0 牽牛花 - 35 0 35 - 0 30 - 0 顛茄 - 100 100 95 _ 100 100 - 90 »1 ·*·务-*Jt 油沙卓 - 0 0 0 0 0 - 0 長芒莧 - 100 80 100 - 70 90 - 40 洋野黍 - 65 0 75 - 0 95 - 0 反枝莧 70 - - - 65 - - 100 _ 猩猩草 - 75 50 40 - - 60 - 0 豬草 15 75 30 0 70 - 0 20 0 義大利黑麥草 - 0 0 0 - 0 20 - 0 蒺藜草 - 0 0 0 - 10 0 - 0 春蓼 - - - 95 - - 95 - - 大豆 50 15 0 0 0 0 50 0 0 蘇利南草 20 0 0 10 20 0 10 10 0 向麻 65 50 20 70 50 30 85 0 0 莧菜藤子 - 100 100 - - 100 100 - - 小麥 表D 0 - 化合物 0 - - 0 - 8 gai/ha 萌前 20 24 28 32 56 94 126 142 143 金午時花 - 0 0 0 - 0 50 - 0 155859.doc -217- 201141380 稗草 蒼耳 玉米 巴西馬唐 馬唐 鴨56草 田旋花 法氏狗尾草 莠草 牛筋草 強生草 地膚 藜 牽牛花 顛茄 油莎草 長芒莧 洋野黍 反枝莧 猩猩草 豬草 義大利黑麥草 蒺藜草 春蓼 大豆 蘇利南草 筒麻 莧菜藤子 小麥Test D will be selected from the group consisting of wheat aes&quot;'vmw), corn (Zea, Glycine max, Abutilon theophrasti, margin {Chenopodium alburn) ^ ^ (poinsettia, wild; Euphorbia, long awning (乂Pa/mer/), Amaranthus rudis, smartweed; Polygonum pem'caria, iecMwZjew, crabgrass, lg; Digitaria sanguinalis ' £, © .3⁄4 (crabgrass, Br Z)z_g&quot;aria /zohzowia&quot;·?), 洋野黍 (panicum, fall; Pam.cMw dichotomiflorum), foxtail (foxtail, giant; Seiaria 155859.doc •211 · 201141380 /aZ?erz_z·),赛草(foxtail,green; wWi/b), goosegrass (five/ewsbe iwAca), Johnson & Grass (/SorgAww /za/epe/^e), ragweed (Ambrosia elatior), Bi % (Amaranthus retroflexus) ' (Echinochloa crus-galli), Cenchrus echinatus, golden afternoon flower (57 and r/zomZnyb/z'a), Italian ryegrass (ryegrass, It; Lolium multiflorum), SGSG (ά&amp;γϊ \ον^ΐ, Commelina virginica), Convolvulus arvensis, Xanthium strumarium &gt; φ 4 ^ (Ipomoea coccinea), SoZanum ptycanthum 'Kochia «ycopark), oil sedge (nutsedge, yellow; 〇perwj ejcw/e price) and hairy beggar; Seeds of a plant species of c/e resemble that are planted in ochre loam and pre-emerged using test chemicals formulated in a phytotoxic solvent-free solvent mixture (including surfactants). Plants of the weed species were applied with some test chemicals configured in the same manner for post-emergence treatment. Post-emergence plants ranged in height from 2 cm to 8 cm (l-leaf to 4-leaf stage). The treated plants and control groups were maintained in the greenhouse for 4 days to 2 days, after which all varieties were compared to the control group and evaluated from the appearance. Plant response levels (summarized in Table D) are based on grades in which the tether is ineffective and fully controlled. A dash (-) indicates no test results. The post-emergence results for 〇5, i, 2, 4, and 8 g ai/ha are the average of the three replicates of compounds 5, 2, and 126. Table D 31 gde ai/ha post-emergence maize horseradish compound table D 14 16 g ai/ha post-emergence 100 maize 98 crabgrass compound 14 100 98 155859.doc -212· 201141380 foxtail sage 100 French foxtail 100 beef tendon 100 Beef tendon 100 strong grass 100 strong grass 100 藜100 藜100 苋100 反100 反 苋 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100 8 g ai/ha 5 14 20 24 55 126 Post-emergence golden afternoon flower - - Ink 75 90 - Valerian - - - 100 100 - Corn 78 90 68 40 100 38 Brazilian Macant - - - 65 98 - Matang 90 85 85 - - 73 Duck 55 草 - - 98 98 - Tian Xuanhua - - - 100 90 - French foxtail 100 100 100 - - 100 Beef grass 77 100 78 - - 75 Large flower salty grass - - - 100 100 - Johnson & Johnson Grass 87 100 100 - - 98 藜100 100 100 - - 100 长芒苋 - - - 100 100 - 洋野黍 - - - 85 100 - 苋 苋 100 100 100 - - 100 Orangutan - - - 100 100 - Pig Grass 100 100 100 - - 100 Yida Ryegrass - - - 50 65 - 蒺藜草 - - - 100 100 - Spring 蓼 - - - 100 100 - Soy 100 98 100 98 100 99 Suriname Grass 98 100 98 - - 88 Ramie 100 100 100 - - 100 Amaranth vine - - - 100 100 - Wheat 100 100 100 - - 100 Table D Compound 4 g ai/ha 5 14 20 24 55 126 Post-emergence golden afternoon flower - 65 80 - Valerian - - - 98 100 - Corn 23 25 25 35 30 23 Brazilian Macant - - - 65 75 - Matang 73 75 70 - - 70 155859.doc -213 201141380 Duck 55 grass - - - 95 98 - Tian Xuanhua - - - 100 90 - French foxtail 99 100 92 - - 92 牛草草65 65 74 - - 77 大花咸丰草 - - - 100 100 - Johnson Grass 93 100 97 - - 97 藜100 100 100 - - 100 长芒苋- - - 100 100 - 洋野黍- - - - 98 - Anti-branches 100 100 100 - - 100 Orangutan - - - 100 100 - Ragweed 100 100 100 - - 95 Italian ryegrass - - - 35 40 - Valerian - - - 75 90 - Spring 蓼 - - - 100 100 - Soy 100 95 98 95 98 83 Suriname Grass 78 100 94 - - 77 Chi Ma 100 100 100 - - 98 Amaranth vine - - - 100 100 - Wheat 93 9 0 90 - - 100 Table D 2 g ai/ha 5 Compound 14 20 24 55 126 Post-emergence golden afternoon flower 65 75 _ 捭草 - - - 98 98 - Corn 15 25 25 20 10 20 Brazilian Macant - - - 65 60 - Matang 52 70 75 - - 62 Duck ίδ 草 - - - 80 75 - Field squid - - - 100 80 - Phnom Penh 83 75 97 - - 75 Goosegrass 40 60 45 - - 67 Large flower salty grass - - 100 100 - Johnson grass 86 100 92 - - 87 藜99 100 100 - - 95 长芒苋 - - - 100 100 - 洋野黍 - - - 70 98 - 苋 苋 100 100 100 - - 100 Orangutan grass - - - 100 100 - 猪草100 100 95 - - 88 Italian ryegrass - - - 30 20 - 蒺藜草 - - - 40 80 - Spring 蓼 - - - 100 100 - Soybean 85 80 80 95 90 63 Suriname grass 77 75 63 - - 52 Qingma 100 100 100 - - 98 155859.doc •214· 201141380 Amaranth vine - - - 80 100 - Wheat 62 75 43 - - 83 Table D Compound 125 g de ai/ha 20 24 28 32 56 94 126 142 143 Pre-emergence golden afternoon flower - 100 100 100 - 100 100 - 65 稗草 - 70 50 80 - 70 98 - 35 Xanthium - 100 - 100 - 10 100 - - Corn 0 60 30 20 10 25 40 30 0 Brazil Matang - 100 90 100 - 100 100 - 75 Matang 100 100 - 100 100 100 100 100 98 Duck 55 Grass - 100 100 95 - 100 100 - 98 Field Convolvulus - 100 100 100 - 95 100 - 100 Foxtail 70 80 90 70 100 90 100 100 50 valerian - 98 75 90 - 100 100 - 95 Beefgrass 98 65 40 95 98 98 95 95 35 Johnson grass 95 98 75 98 95 95 100 70 65 Kochia - 100 100 100 - 100 100 - 100 藜100 100 100 100 100 100 100 100 100 Morning Glory - 95 100 100 - 80 100 - 65 极庄 - 100 100 100 - 100 100 - 100 Oil sedge 65 0 65 - 50 35 - 80茺- 100 100 100 - 100 100 - 100 洋野黍 - 98 100 98 - 98 100 - 98 反 苋 100 - - - 100 - - 100 - Orangutan - 75 100 100 - 100 100 - 100 Swine 100 100 100 100 100 100 98 70 30 Italian ryegrass - 60 35 60 - 70 70 - 75 蒺藜草 - 60 95 100 - 95 100 - 100 Spring 蓼 - 100 - 98 - - 100 - - Soy 100 50 0 65 60 25 75 75 0 Suriname grass 100 90 100 100 95 80 100 98 95 Ramie 100 100 100 100 100 100 100 100 95 Amaranth vine - 100 100 100 - 100 100 - 100 Wheat 98 - - - 4 0 - - 25 - Table D Compound 62 g de ai/ha 20 24 28 32. 56 94 126 142 143 Pre-emergence golden afternoon flower - 98 100 100 - 80 100 - 50 Valerian - 50 35 50 - 35 60 - 35 Cang Ears - 100 0 100 - 0 25 - - Corn 0 15 0 15 10 25 30 25 0 Brazil Matang - 100 90 100 - 95 100 - 75 Matang 100 100 - 100 100 98 98 100 50 Duck Road - 100 100 75 - 100 100 - 70 田旋花- 98 65 100 _ 80 100 - 98 155859.doc 215· 201141380 foxtail sage 70 70 40 - - 30 60 100 15 莠草 - 65 10 90 - 95 75 - 40 牛草草90 65 10 65 65 60 70 90 0 Johnson Grass 75 80 50 70 65 65 75 35 50 Kochia - 100 100 60 - 98 100 - 70 藜100 90 95 100 100 80 100 100 100 Morning Glory - 75 35 85 - 80 65 - 30 belladonna - 100 100 100 - 100 100 - 100 sedge - 50 0 35 - 0 35 - 0 long mang - 100 100 100 - 100 100 - 100 洋野黍 - 98 95 98 - 50 100 - 50苋100 - - - 100 - - 100 - Orangutan - 75 100 100 - 100 100 80 Truffles 90 98 90 90 80 25 95 60 30 Italian ryegrass - 50 30 40 - 50 40 - 25 蒺藜草 - 40 90 35 - 65 65 - 20 春蓼- 65 - - - - 98 - - Soybean 60 50 0 20 40 25 50 25 0 Suriname grass 98 80 70 70 80 20 65 - 20 Casing 100 100 100 100 100 95 100 95 95 Amaranth vine - 100 100 100 - 100 100 - 100 Wheat 35 - - - 30 - - 20 - Table D 31 g de ai/ha 20 24 Compound 28 32 56 94 126 142 143 Pre-emergence golden afternoon flower 65 30 100 80 80 0 Valerian - 35 25 30 - 20 25 - 15 Xanthium - 0 0 100 - - - - - Maize 0 0 0 0 0 0 20 0 0 Brazil Matang - 95 90 98 - 95 95 - 60 Matang 100 65 100 95 100 95 95 100 50 Duck 5S Grass - 80 80 75 - 90 100 - 0 Field Convolvulus - 98 35 100 - 65 75 - 50 French foxtail 70 40 30 20 90 10 40 35 0 莠草 - 20 - 75 - 30 40 - 0 Grass 70 30 0 40 20 0 70 70 0 Johnson Grass 65 65 10 70 40 35 40 35 10 Kochia - 100 60 50 - 95 98 - 40 藜100 90 30 100 100 50 85 100 100 Morning Glory _ 65 0 35 - 50 40 - 20 Belladonna - 100 100 100 - 100 100 - 100 Corydalis - 0 0 35 - 0 35 - 0 长芒苋 - 100 100 100 - 100 100 - 80 洋野黍 - 98 60 85 _ 0 100 • 0 Anti-branches 100 - - - 100 - - 100 - Orangutan - 75 100 40 - 65 60 - 70 155859.doc •216· 201141380 Ragweed 60 98 80 0 70 25 95 50 0 Italian ryegrass - 20 0 0 - 10 40 - 0 蒺藜草 - 0 75 35 - 20 0 - 0 春蓼0 - 98 - - 98 - - Soybean 60 40 0 0 20 0 50 0 0 Suriname grass 40 20 0 65 50 20 65 90 0 Casing 100 80 70 100 50 50 95 60 35 Amaranth vine - 100 100 75 - 100 100 - 30 Wheat Table D - - Compound 0 - - 0 - 16 gdeai/ha Pre-emergence 20 24 28 32 56 94 126 142 143 Golden Noon Flower - 30 0 70 - 0 65 - 0 Herborist - 15 0 20 - 0 25 - 0 Xanthium - - - 85 - - - - 0 Corn 0 0 0 0 0 0 0 0 0 Brazil Matang - 35 25 65 _ 0 95 - 20 Matang 98 20 100 70 98 80 40 85 20 Duck 55 grass - - 0 65 - 0 95 - 0 田旋花- 70 0 85 - 20 65 - 0 法氏狗草0 35 0 15 25 0 15 - 0 莠草 - 15 0 5 - 5 15 - 0 牛牛草20 0 0 40 0 0 40 40 0 Johnson Grass 0 40 10 20 30 0 0 10 0 Skin - 40 40 40 - 40 65 - 0 藜40 80 30 60 100 - 50 100 0 Morning Glory - 35 0 35 - 0 30 - 0茄 - 100 100 95 _ 100 100 - 90 »1 ·*·务-*Jt 油沙卓 - 0 0 0 0 0 - 0 长芒苋 - 10 0 80 100 - 70 90 - 40 洋野黍 - 65 0 75 - 0 95 - 0 反 苋 70 - - - 65 - - 100 _ Orangutan - 75 50 40 - - 60 - 0 ragweed 15 75 30 0 70 - 0 20 0 Italian ryegrass - 0 0 0 - 0 20 - 0 蒺藜草 - 0 0 0 - 10 0 - 0 春蓼 - - - 95 - - 95 - - Soybean 50 15 0 0 0 0 50 0 0 Suriname Grass 20 0 0 10 20 0 10 10 0 Xiang Ma 65 50 20 70 50 30 85 0 0 Amaranth vine - 100 100 - - 100 100 - - Wheat table D 0 - Compound 0 - - 0 - 8 gai/ha 24 28 32 56 94 126 142 143 Golden Noon Flower - 0 0 0 - 0 50 - 0 155859.doc -217- 201141380 Alfalfa Crested Corn Brazilian Matang Matang Duck 56 Caotian Spirulina Fructus sylvestris Johnson grazing 藜 藜 颠 颠 颠 颠 油 长 长 长 长 长 长 苋 苋 苋 苋 苋 苋 苋 苋 苋 苋 苋 苋 苋 苋 苋 苋 苋 苏 苏 苏 苏 苏 苏 苏 苏 苏 苏 苏

測試E - 0 0 - 0 0 0 0 - 20 0 75 0 0 - 50 0 - 25 0 0 0 0 - 0 0 0 0 0 0 5 0 - 20 0 - 0 - 35 0 - 75 0 - 0 0 - 80 65 - 65 0 25 _ - 35 35 0 20 0 - 0 0 0 0 0 0 0 5 0 0 0 20 0 - 70 35 0 . 0 - 0 0 - 0 0 0 0 65 - 0 50 25 35 65 0 65 0 0 0 0 0 - 0 0 0 0 0 0 0 30 0 0 100 0 20 - 0 90 - 65 0 - 0 90 - 50 75 - 0 - 0 - 0 30 0 60 0 0 - 0 0 0 0 0 0 0 - 0 50 10 0 - - 35 0 • 0 - 0 - - 0 0 0 0 65 - 0 30 - 0 0 - 0 60 - 0 0 0 0 0 - 0 0 35 0 0 0 0 30 - 0 0 98 0 30 - 0 95 - 90 0 - 0 90 - 0 75 - 0 - 75 • 0 0 0 0 0 0 - 0 0 - 0 95 • 50 0 0 0 0 0 65 0 0 80 - 0 - 0 •Test E - 0 0 - 0 0 0 0 - 20 0 75 0 0 - 50 0 - 25 0 0 0 0 - 0 0 0 0 0 0 5 0 - 20 0 - 0 - 35 0 - 75 0 - 0 0 - 80 65 - 65 0 25 _ - 35 35 0 20 0 - 0 0 0 0 0 0 0 5 0 0 0 20 0 - 70 35 0 . 0 - 0 0 - 0 0 0 0 65 - 0 50 25 35 65 0 65 0 0 0 0 0 - 0 0 0 0 0 0 0 30 0 0 100 0 20 - 0 90 - 65 0 - 0 90 - 50 75 - 0 - 0 - 0 30 0 60 0 0 - 0 0 0 0 0 0 0 - 0 50 10 0 - - 35 0 • 0 - 0 - - 0 0 0 0 65 - 0 30 - 0 0 - 0 60 - 0 0 0 0 0 - 0 0 35 0 0 0 0 30 - 0 0 98 0 30 - 0 95 - 90 0 - 0 90 - 0 75 - 0 - 75 • 0 0 0 0 0 0 - 0 0 - 0 95 • 50 0 0 0 0 0 65 0 0 80 - 0 - 0 •

本試驗評估化合物5與幾種市售除草劑的混合物對兩個 植物品種的效果。將選自法氏狗尾草(SETFA 及冋麻(ABUTH i/zeo/j/zrasiz·)之植物品種的 種子種植在含有Redi-Earth®栽培介質(Scotts Company 14111 Scottslawn Road, Marysville, Ohio 43041)(含有水薛 屬水苔泥炭(sphagnum peat moss)、虫至石、潤濕劑及起動款 養物質)的盆中約1 cm深。使植物在溫室中生長,利用補 155859.doc -218- 201141380 充照明使光週期維持約16小時;白天及夜間溫度分別為約 24-30°C及19-21°C。透過給水系統施用均衡肥料。先使植 物生長9至14天以在施用前達到適當的生長階段。處理方 式包括單獨使用化合物5及市售除草劑以及結合使用兩 者,懸浮或溶解於無植物毒性的溶劑混合物(包括界面活 性劑)中並使用281 L/ha的量以葉面喷灑來施用。每種處理 均重複三次。將處理過的植物及控制組維持在溫室中並在 需要時澆水,並注意在初始24小時内不使葉面沾濕。14天 後,將處理過的植物與控制組比較並從外觀上來評估。植 物反應級別(以三重複平均來計算)總結於表E中,基於〇到 等級,其中〇係無效且係完全控制。破折號㈠表示沒有試 驗結果。 使用科爾比方程式(Colby's Equation)算出混合物的預期 除草效果。科爾比方程式(Colby,s· r 「Calculating Synergistic and Antagonistic Responses of HerbicideThis test evaluates the effect of a mixture of Compound 5 and several commercially available herbicides on two plant varieties. Seeds of plant varieties selected from the SETFA and ramie (ABUTH i/zeo/j/zrasiz) are grown in a medium containing Redi-Earth® (Scotts Company 14111 Scottslawn Road, Marysville, Ohio 43041) The water is about 1 cm deep in the pots of sphagnum peat moss, worm to stone, wetting agent and start-up nutrient. Plants are grown in the greenhouse and supplemented with 155859.doc -218- 201141380 Illumination maintains the photoperiod for approximately 16 hours; daytime and nighttime temperatures are approximately 24-30 ° C and 19-21 ° C. The balanced feed is applied through the feed water system. Plants are first grown for 9 to 14 days to achieve proper application prior to application. Growth stage. Treatment consists of using Compound 5 and a commercially available herbicide alone, in combination with both, suspended or dissolved in a non-phytotoxic solvent mixture (including surfactant) and using a 281 L/ha amount to foliar spray. Sprinkle application. Each treatment was repeated three times. The treated plants and control groups were maintained in the greenhouse and watered when needed, and the leaves were not allowed to wet for the first 24 hours. After 14 days, they were treated. Planting The substances were compared with the control group and evaluated from the appearance. The plant response levels (calculated as three replicates average) are summarized in Table E, based on the grades in which the tethers are ineffective and fully controlled. The dash (1) indicates no test results. The expected herbicidal effect of the mixture is calculated by Colby's Equation. Colby, s·r "Calculating Synergistic and Antagonistic Responses of Herbicide

Combinations,」)^6办,15(1),pp 20-22 (1967))計算除草 混合物預期的相加效應,用於兩個活性成分的形式如下:Combinations,")^6, 15(1), pp 20-22 (1967)) Calculate the expected additive effect of the herbicidal mixture for the two active ingredients in the form:

Pa+b=Pa+Pb-(I&gt;aPb/l〇〇) 其中Pa+b係混合物的百分比效果,預期來自個別成分的相 加貢獻:Pa+b=Pa+Pb-(I&gt;aPb/l〇〇) where the percentage effect of the Pa+b mixture is expected to come from the additive contribution of the individual components:

Pa係第一個活性成分(使用比率與混合物中的使用比率 相同)被觀察到的百分比效果,及The percentage effect observed for the first active ingredient of Pa (the use ratio is the same as the ratio of use in the mixture), and

Pb係第二個活性成分(使用比率與混合物中的使用比率 相同)被觀察到的百分比效果。 155859.doc -219- 201141380 表E中,「Obsd」值係被觀察到的效果且「Exp.」值係以科 爾比方程式計算出的預期效果。 表E1-化合物5單獨使用及與草甘膦結合使用的觀察結果及 預期結果 施用量(g a.i./ha) SETFA ABUTH 化合物5 草甘膦 Obsd. Exp. Obsd. Exp. 0.125 - 5 - 65 - 0.25 - 5 - 77 - - 62 60 - 35 - - 125 72 - 72 - 0.125 62 - - 45 77 0.125 125 - 50 90 0.25 62 - - 58 85 0.25 125 - - 68 93 表E2-化合物5單獨使用及與草甘膦結合使用的觀察結果及 預期結果 施用量(g a.i./ha) SETFA ABUTH 化合物5 草甘膦 Obsd. Exp. Obsd. Exp. 0.75 - 23 - 100 - 1 - 42 - 100 - - 62 60 - 35 - - 125 72 _ 72 - 0.75 62 70 69 - - 0.75 125 75 78 - - 1 ' 62 75 77 - - 1 125 82 83 - - 155859.doc -220- 201141380 表E3-化合物5單獨使用及與胺環吡克 (Aminocyclopyrachlor)結合使用的觀察結果及預期結果 施用量(g a.i./ha) SETFA ABUTH 化合物5 胺環吡克 Obsd. Exp. Obsd. Exp. 0.25 - 5 - 77 - 0.75 - 22 - 100 - - 16 7 - 53 - - 28 30 - 75 - 0.25 16 18 11 85 89 0.25 28 37 34 88 94 0.75 16 37 27 100 100 0.75 28 50 45 100 100 表E4-化合物5單獨使用及與高效快伏草(Quizalofop-P-ethyl)結合使用的觀察結果及預期結果 施用量(g a.i./ha) SETFA ABUTH 化合物5 高效快伏草(Quizalofop-P-ethyl) Obsd. Exp. Obsd. Exp. 0.25 - 5 - 77 - 0.75 - 22 - 100 - - 4 90 - 0 - 0.25 4 90 91 73 77 0.75 4 90 92 98 100 155859.doc 221 - 201141380 表E5-化合物5單獨使用及與甲°密續隆(sulfometuron-methyl)結合使用的觀察結果及預期結果 施用量(g a_i./ha) SETFA ABUTH 化合物5 曱嘴續隆(Sulfometuron-methyl) Obsd. Exp. Obsd. Exp. 0.25 - 5 - 77 - 0.75 - 22 - 100 - - 0.25 25 - 72 - - 1 65 - 98 - 0.25 0.25 28 29 70 93 0.25 1 38 67 100 99 0.75 0.25 50 41 93 100 0.75 1 47 73 100 100 表E6-化合物5單獨使用及與草甘膦結合使用的觀察結果及 預期結果 施用量(g a.i./ha) ’ SETFA ABUTH 化合物5 草甘膦 Obsd. Exp. Obsd. Exp. 0.25 - 5 - 77 - 0.75 - 22 - 100 - - 62 55 - 42 - - 125 73 - 57 - 0.25 62 70 57 86 86 0.25 125 70 75 92 90 0.75 62 70 65 100 100 0.75 125 75 79 100 100 155859.doc -222- 201141380 表E7-化合物5單獨使用及與草甘膦結合使用的觀察結果及 預期結果 施用量(g a.i./ha) SETFA ABUTH 化合物5 草甘膦 Obsd. Exp. Obsd. Exp. 0.25 - 5 - 77 - 0.75 - 22 - 100 - - 16 0 - 0 - - 31 37 - 0 - 0.25 16 8 5 73 77 0.25 31 43 40 86 77 0.75 16 25 22 100 100 0.75 31 40 50 100 100 表E8-化合物5單獨使用及與胺環吡克 (Aminocyclopyrachlor)結合使用的觀察結果及預期結果 施用量(g a.i./ha) SETFA ABUTH 化合物5 胺環吡克 Obsd. Exp. Obsd. Exp. 0.5 - 35 - 88 - 1 - 70 - 100 - - 6 17 - 30 - - 28 47 - 55 - 0.5 6 38 46 95 92 0.5 28 . 63 65 96 95 1 6 70 75 100 100 1 28 88 84 100 100 155859.doc -223 - 201141380 表E9-化合物5單獨使用及與甲。密項隆(sulfometuron-methyl)結合使用的觀察結果及預期結果 施用量(g a.i./ha) SETFA ABUTH 化合物5 甲。密續隆(Sulfometuron-methyl) Obsd. Exp. Obsd. Exp. 0.5 - 35 - 88 - 1 - 70 - 100 - - 0.25 10 峰 53 _ - 3 75 - 95 - 0.5 0.25 37 42 81 95 0.5 3 60 84 97 99 1 0.25 68 73 100 100 1 3 68 93 98 100 表E 1 0-化合物5單獨使用及與曱續隆(metsulfuron-methyl) 結合使用的觀察結果及預期結果 施用量(g a.i./ha) SETFA ABUTH 化合物5 曱續隆(Metsulfuron-methyl) Obsd. Exp. Obsd. Exp. 0.5 - 35 - 88 - 1 - 70 100 - - 0.0625 0 - 0 - - 16 85 - 98 - 0.5 0.0625 17 35 93 88 0.5 16 53 90 99 100 1 0.0625 32 70 100 100 1 16 58 96 100 100 155859.doc -224 - 201141380 表E 11 -化合物5單獨使用及與高效快伏草(Quizalofop-P-ethyl)結合使用的觀察結果及預期結果 施用量(g a.i./ha) SETFA ABUTH 化合物5 高效快伏草(Quizalofop-P-ethyl) Obsd. Exp. Obsd. Exp. 0.5 - 35 - 88 - 1 - 70 - 100 - - 2.5 23 - 0 - 0.5 2.5 23 50 85 88 1 2.5 17 77 100 100 表E12-化合物5單獨使用及與草甘膦結合使用的觀察結果 及預期結果 施用量(g a.i./ha) SETFA ABUTH 化合物5 草甘膦 Obsd. Exp. Obsd. Exp. 0.5 - 35 - 88 1 - 70 - 100 - - 250 95 - 87 - - 500 99 - 88 - 0.5 250 75 97 97 98 0.5 500 95 100 97 99 1 250 75 99 100 100 1 500 88 100 100 100 155859.doc 225-The percentage effect observed for the second active ingredient of Pb (the use ratio is the same as the use ratio in the mixture). 155859.doc -219- 201141380 In Table E, the "Obsd" value is the observed effect and the "Exp." value is the expected effect calculated by the Corio ratio equation. Table E1 - Observations of Compound 5 alone and in combination with glyphosate and expected results Application rate (g ai / ha) SETFA ABUTH Compound 5 Glyphosate Obsd. Exp. Obsd. Exp. 0.125 - 5 - 65 - 0.25 - 5 - 77 - - 62 60 - 35 - - 125 72 - 72 - 0.125 62 - - 45 77 0.125 125 - 50 90 0.25 62 - - 58 85 0.25 125 - - 68 93 Table E2 - Compound 5 used alone and with grass Observations and expected results of combined use of glyphosate (g ai/ha) SETFA ABUTH Compound 5 Glyphosate Obsd. Exp. Obsd. Exp. 0.75 - 23 - 100 - 1 - 42 - 100 - - 62 60 - 35 - - 125 72 _ 72 - 0.75 62 70 69 - - 0.75 125 75 78 - - 1 ' 62 75 77 - - 1 125 82 83 - - 155859.doc -220- 201141380 Table E3 - Compound 5 used alone and with amine ring Observations and expected results of the combination of Aminocyclopyrachlor (g ai/ha) SETFA ABUTH Compound 5 Amine Cyclopybium Obsd. Exp. Obsd. Exp. 0.25 - 5 - 77 - 0.75 - 22 - 100 - - 16 7 - 53 - - 28 30 - 75 - 0.25 16 18 11 85 89 0.25 28 37 34 88 94 0.75 16 37 27 100 100 0.75 28 50 45 100 100 Table E 4-Compound 5 alone and in combination with Quizalofop-P-ethyl Observations and expected results Application rate (g ai/ha) SETFA ABUTH Compound 5 Quizalofop-P-ethyl Obsd. Exp. Obsd. Exp. 0.25 - 5 - 77 - 0.75 - 22 - 100 - - 4 90 - 0 - 0.25 4 90 91 73 77 0.75 4 90 92 98 100 155859.doc 221 - 201141380 Table E5 - Compound 5 alone Observations and expected results applied in combination with sulfometuron-methyl (g a_i./ha) SETFA ABUTH Compound 5 Sulfometuron-methyl Obsd. Exp. Obsd. Exp 0.25 - 5 - 77 - 0.75 - 22 - 100 - - 0.25 25 - 72 - - 1 65 - 98 - 0.25 0.25 28 29 70 93 0.25 1 38 67 100 99 0.75 0.25 50 41 93 100 0.75 1 47 73 100 100 E6-Compound 5 alone and in combination with glyphosate observations and expected results Application rate (g ai/ha) ' SETFA ABUTH Compound 5 Glyphosate Obsd. Exp. Obsd. Exp. 0.25 - 5 - 77 - 0.75 - 22 - 100 - - 62 55 - 42 - - 125 73 - 57 - 0.25 62 70 57 86 86 0.25 125 70 75 92 90 0.75 6 2 70 65 100 100 0.75 125 75 79 100 100 155859.doc -222- 201141380 Table E7 - Observations and expected results of compound 5 used alone and in combination with glyphosate (g ai/ha) SETFA ABUTH compound 5 Glyphosate Obsd. Exp. Obsd. Exp. 0.25 - 5 - 77 - 0.75 - 22 - 100 - - 16 0 - 0 - - 31 37 - 0 - 0.25 16 8 5 73 77 0.25 31 43 40 86 77 0.75 16 25 22 100 100 0.75 31 40 50 100 100 Table E8 - Compound 5 alone and in combination with Aminocyclopyrachlor Observations and expected results Application rate (g ai/ha) SETFA ABUTH Compound 5 Amine Cyclopybium Obsd Exp. Obsd. Exp. 0.5 - 35 - 88 - 1 - 70 - 100 - - 6 17 - 30 - - 28 47 - 55 - 0.5 6 38 46 95 92 0.5 28 . 63 65 96 95 1 6 70 75 100 100 1 28 88 84 100 100 155859.doc -223 - 201141380 Table E9 - Compound 5 used alone and with A. Observations and expected results for the combined use of sulfometuron-methyl Application rate (g a.i./ha) SETFA ABUTH Compound 5 A. Sulfometuron-methyl Obsd. Exp. Obsd. Exp. 0.5 - 35 - 88 - 1 - 70 - 100 - - 0.25 10 Peak 53 _ - 3 75 - 95 - 0.5 0.25 37 42 81 95 0.5 3 60 84 97 99 1 0.25 68 73 100 100 1 3 68 93 98 100 Table E 1 0 - Compound 5 alone and in combination with metsulfuron-methyl Observations and expected results Application rate (g ai/ha) SETFA ABUTH Compound 5 Metsulfuron-methyl Obsd. Exp. Obsd. Exp. 0.5 - 35 - 88 - 1 - 70 100 - - 0.0625 0 - 0 - - 16 85 - 98 - 0.5 0.0625 17 35 93 88 0.5 16 53 90 99 100 1 0.0625 32 70 100 100 1 16 58 96 100 100 155859.doc -224 - 201141380 Table E 11 - Observations of the use of compound 5 alone and in combination with Quizalofop-P-ethyl and Expected result application rate (g ai/ha) SETFA ABUTH compound 5 Quizalofop-P-ethyl Obsd. Exp. Obsd. Exp. 0.5 - 35 - 88 - 1 - 70 - 100 - - 2.5 23 - 0 - 0.5 2.5 23 50 85 88 1 2.5 17 77 100 100 Table E12 - Observations and expected knots for the use of compound 5 alone and in combination with glyphosate Application amount (g ai / ha) SETFA ABUTH compound 5 glyphosate Obsd. Exp. Obsd. Exp. 0.5 - 35 - 88 1 - 70 - 100 - - 250 95 - 87 - - 500 99 - 88 - 0.5 250 75 97 97 98 0.5 500 95 100 97 99 1 250 75 99 100 100 1 500 88 100 100 100 155859.doc 225-

Claims (1)

201141380 七、申請專利範圍: 1. 一種選自式1、其氧化物及其鹽類之化合物201141380 VII. Patent application scope: 1. A compound selected from formula 1, its oxide and its salts 六T R1係H、胺基或烷基; X1係Η或鹵素; X2係_素 '氰基、胺基 月 &amp; -CF3 或-C(=S)NH,. W1係 〇或 S; 2’ A係一苯環、吡啶環或嘧啶 ^ °亥%選擇性地以至多 個獨立選自R2的取代基取代; W2係 〇、s 或 N(R9); 各R2係獨立為齒素、氰 3 土、C】_C6炫氧基或齒烧氧基; 兀 R係ca伸燒基,其以至少—v取代 尺3係_(:(=〇)-,· 5 w3係〇或S ; R4係 H、_0R、sr6 ΝΚ κ 或-〇 IVi+ ; 係辰業上合適的鹼金屬陽離子 各h 物離子或錢陽離子; ’、 齒素、氛基、經基、Ci c ή 烷氧基、C -Γ占於s L丨_C6齒烷基、C〗-c6 1 6鹵烧氧基、f 6说硫基、C,-C6炫 I55859.doc 201141380 胺基、c2-c8二烷胺基或c2-c6烷氧羰基; R6係 H、CVC6烷基、C2-C6烯基、C3-C6 快基、(:2-(:6鹵 烧基、C2-C6鹵烯基、C3-C6鹵炔基、c2-c6燒氧烧 基、C3-C8烷氧羰烷基、CVC6烷胺基、c2-c8二烷 胺基、-N=C(R1G)(Rn)、C3-Cu)二烷氧烷基、C3-C10 烷氧烷氧烷基、c2-c8烷硫烷基、c2-c8烷亞磺醯烷 基、C2-Cg烧項酿烧基、C2-C6氮烧基、C3-C10三烧 石夕基、C4-C11二烧石夕基(烧基)、C5-C12三烧碎基(稀 基)、c5-c丨2三烷矽基(炔基)、c5-c丨2三烷矽基(烷 氧烷基)、c2-c8烷羰胺基、c2-c6鹵烷氧烷基、c3-c8 鹵烷氧羰烷基、c3-c8烷羰烷基、c3-c8烯氧烷基、 CrC8烯氧羰烷基、C3_C8鹵烯氧烷基、c2-c6烷胺 烧基、C3-C8二烷胺烷基' C2-C6胺羰烷基、C3-C8 烧胺烷羰烷基或(:3-(:8二烷胺羰烷基;或 R6係 GA、-(CR12R13)qTGA、GB4-(CR14R15)UTGB ;或 R及R在一起作為Cl_C3伸烷基,包括與該R5及R6連接 之原子,以形成一 4至7員環,該環選擇性地以至 多兩個選自鹵素、Cl_C6烷基或Ci_c6鹵烷基的取代 基取代; 各9及11係獨立為選自1至4的整數; 各J係獨立為—直接鍵' ·〇…·s_或,r18)_ ; G係本基或苄基;或-5或6員雜芳環,各苯基、苄基 或雜芳環選擇性地以至多4個獨立選自r10的取代 土在敌環員上取代及選自Rl7的取代基在氮環員上 155859.doc 201141380 取代; GB係-3至7員非芳香或部 包括選自由-…_n_n反展,該環選擇性地 所組成群組之環員,該摆:(=0)-m 選自R16的取代基取代’· 地以至多4個獨立 R係H、C丨-c6燒基、c c檢 烧A、c 6 土、C2_C6炔基、(^心環 烷基c3-c8烷氧羰烷基、 一 P脫於妍6燒氣基或C2-Cs —^ 烷胺%醯基;或—苯 炙玉伽、担A f 4卞基’各選擇性地以至 多五個選自(Vc3烷基、 基在環員上取代; F3及以3烧氧基的取代 R8係Η或Cl-C3烷基;或 一對連接到相同氮原子的7 及11在—起與該氮原子形 成一 3至7員雜環,續雜 °雜衣含有選自碳原子及選擇 性地至多3個雜原子的環員’雜原子係選自至多2 個〇至夕2個S及至多2個N,該環選擇性地以至 多4個獨立選自齒素、氰基、以3烧基及Cl_C3炫 氧基的取代基在碳原子環員上取代及選自(VC3炫 基的取代基在氮原子環員上取代; R9係HSCVCs烷基; R及R11各獨立為Η或c丨-c3烷基; 各R R、R及11 5係獨立為Η或C,-C3烧基;或 R及一 R在一起作為一氧原子,與該一 r12及一 r13 連接之碳原子形成一羰基部分; R及一 R在一起作為一氧原子,與該一 r12及一 r13 155859.doc 201141380 連接之碳原子形成一羰基部分; R16係鹵素、CVC3烷基、-CFsSCVQ烷氧基; 各R17係11或(:1-(:3烷基;及 R18係 Η4(ν(:3 烷基。 2.如請求項1所述之化合物,其中 R1係胺基或(^-(:3烷基; X1係鹵素; X2係_素、氰基或-CF3 ; W1係 Ο ; W2係 Ο、S、N(H)或 N(CH3); A係一苯環、吡啶環或嘧啶環,其選自A-1至A-20hexa-R1 is H, an amine or an alkyl group; X1 is a hydrazine or a halogen; X2 is a cyano-cyano group, an amine group, a -CF3 or -C(=S)NH, a W1 system or S; 'A-monophenyl ring, pyridine ring or pyrimidine is optionally substituted with a plurality of substituents independently selected from R2; W2 is 〇, s or N(R9); each R2 is independently dentate, cyanide 3 soil, C] _C6 methoxy or dentate oxy; 兀R is a calcination base, which replaces the ruler 3 with at least -v _(:(=〇)-, · 5 w3 〇 or S; R4 H,_0R, sr6 ΝΚ κ or -〇IVi+ ; suitable alkali metal cations in the industry, or ion cations; ', dentate, aryl, thiol, Ci c 烷 alkoxy, C - ΓAccounting for s L丨_C6 dentate alkyl, C 〗 〖C6 1 6 halogen alkoxy, f 6 said thio, C,-C6 炫 I55859.doc 201141380 Amino, c2-c8 dialkylamino or c2 -c6 alkoxycarbonyl; R6 is H, CVC6 alkyl, C2-C6 alkenyl, C3-C6 fast radical, (: 2-(:6 haloalkyl, C2-C6 haloalkenyl, C3-C6 haloalkynyl) , c2-c6 alkoxyalkyl, C3-C8 alkoxycarbonyl, CVC6 alkylamino, c2-c8 dialkylamino, -N=C(R1G)(Rn), C3-Cu) dialoxane base, C3-C10 alkoxyalkoxyalkyl, c2-c8 alkylsulfanyl, c2-c8 alkylsulfinyl, C2-Cg calcined, C2-C6 azepine, C3-C10 tricalcin夕基, C4-C11 dicalcium base (calcinyl), C5-C12 tricalcinated (dilute), c5-c丨2 trialkyl decyl (alkynyl), c5-c丨2 trioxane (alkoxyalkyl), c2-c8 alkylcarbonylamino, c2-c6 haloalkyloxyalkyl, c3-c8 haloalkoxycarbonylalkyl, c3-c8 alkylcarbonylalkyl, c3-c8 alkenyloxyalkyl , CrC8 olefin oxycarbonylalkyl, C3_C8 haloalkyloxyalkyl, c2-c6 alkylamine alkyl, C3-C8 dialkylamine alkyl 'C2-C6 amine carbonylalkyl, C3-C8 alkanealkylcarbonyl or (: 3-(:8 dialkylamine carbonylalkyl; or R6-based GA, -(CR12R13)qTGA, GB4-(CR14R15)UTGB; or R and R together as Cl_C3 alkylene group, including with R5 and R6 Connecting the atoms to form a 4- to 7-membered ring which is optionally substituted with up to two substituents selected from halogen, Cl_C6 alkyl or Ci_c6 haloalkyl; each of 9 and 11 is independently selected from 1 to An integer of 4; each J-series is independently - a direct bond ' · 〇 ... · s_ or r18) _ ; a G-based or benzyl group; or a -5 or 6-membered heteroaryl ring, each phenyl, benzyl or The heteroaromatic ring is optionally substituted with up to 4 substituted soils independently selected from r10 on the ringhole and the substituent selected from Rl7 is substituted on the nitrogen ring member 155859.doc 201141380; GB series-3 to 7 non-aromatic Or a portion comprising a ring member selected from the group consisting of -..._n_n, which is selectively grouped, the pendulum: (=0)-m is selected from a substituent of R16 to replace at least four independent R systems H, C丨-c6 alkyl, cc calcined A, c 6 soil, C2_C6 alkynyl, (^ a cycloalkyl c3-c8 alkoxycarbonylalkyl, a P dehydrogenated to 6 gas or C2-Cs —^ alkylamine% fluorenyl; or —benzoquinone gamma, supported A f 4 fluorenyl' each selectively up to five selected from (Vc3 alkyl, cyclyl substituted; F3 and 3 oxygenated Substituted R8 is a hydrazine or a Cl-C3 alkyl group; or a pair of 7 and 11 which are bonded to the same nitrogen atom form a 3 to 7 membered heterocyclic ring with the nitrogen atom, and the varietal contains a carbon selected from carbon. The ring and the heterocyclic atom of at least 3 heteroatoms selected from the group consisting of up to 2 〇 to 2 s and up to 2 N, the ring optionally being up to 4 independently selected from the group consisting of dentate and cyanide Base, 3 base and Cl_C3 The substituent of the oxy group is substituted on the carbon atom ring member and is selected from the group consisting of (the substituent of the VC3 leukoyl group is substituted on the nitrogen atom ring member; the R9 is a HSCVCs alkyl group; and R and R11 are each independently Η or c丨-c3 alkyl group; Each of RR, R and 11 5 is independently hydrazine or C, -C3 alkyl; or R and a R together as an oxygen atom, forming a carbonyl moiety with the carbon atom to which the r12 and a r13 are attached; A R together as an oxygen atom forms a carbonyl moiety with the carbon atom to which the r12 and a r13 155859.doc 201141380 are attached; R16 is a halogen, CVC3 alkyl, -CFsSCVQ alkoxy; each R17 is 11 or (: 1-(:3 alkyl; and R18 is Η4 (ν(:3 alkyl). 2. The compound according to claim 1, wherein R1 is an amine group or (^-(:3 alkyl; X1 halogen; X2 system, cyano or -CF3; W1 system; W2 system, S , N(H) or N(CH3); A is a monophenyl, pyridine or pyrimidine ring selected from A-1 to A-20 (K2)J^=/ A-4 A-1 A-2(K2)J^=/ A-4 A-1 A-2 P A-16P A-16 (R2)n N=/ A-15 155859.doc -4- 201141380(R2)n N=/ A-15 155859.doc -4- 201141380 A-17A-17 n係0至3 ; R2係齒素、CrCe烷基或CVQ烷氧基; R3係經至少一 R5取代的Ci-q伸烷基;或 R3係-C(=0)-; W3 係 〇 ; R4係-OR6、-SR6、-NR7R8或-0·Μ+ ; Μ+係一農業上合適的驗金屬陽離子,其選自納或辞. 各R5係鹵素、(VC3烷氧基、CVC3鹵烷氧基、c 燒硫 基或C2-C6烧氧幾基; R6係 H、Ci-C6 烧基、C2-Ce 浠基、C3-C6炔基、C1 2~%鹵境 基、C2-C6鹵稀基、C3-C6鹵炔基、c2-C6燒氧燒茂 C3-C8炫•氧幾烧基、C3-C〗〇二烧氧院基、C3-C1G^氧燒 氧烷基、(:2-(:8烷硫烷基、C2-C6氰烷基、C3-C1G三烷 矽基、c2-c8烷羰胺基、c2-c6鹵烷氧烷基、c3-c8鹵 烷氧羰烷基或c3-c8烷羰烷基;或 R6係 GA、-(CR12R13)qTGA、GB或-((:ι^4κΐ5)ιιΤ(}Β ;或 R5及R6在一起形成一選自D-1的環n is 0 to 3; R2 is a dentate, CrCe alkyl or CVQ alkoxy; R3 is a Ci-q alkyl group substituted with at least one R5; or R3 is -C(=0)-; W3 system; R4 is -OR6, -SR6, -NR7R8 or -0·Μ+; Μ+ is an agriculturally suitable metal cation selected from nano or rhe. Each R5 halogen, (VC3 alkoxy, CVC3 halane) Oxy, c thiol or C2-C6 alkoxy; R6 H, Ci-C6 alkyl, C2-Ce decyl, C3-C6 alkynyl, C1 2~% halide, C2-C6 Dilute, C3-C6 haloalkynyl, c2-C6 aerobic oleocin C3-C8 炫•Oxygen calcining group, C3-C〗 〇2O2, C3-C1G^ oxyalkyloxy, (: 2-(:8 alkylsulfanyl, C2-C6 cyanoalkyl, C3-C1G trialkylsulfonyl, c2-c8 alkylcarbonylamino, c2-c6 haloalkyloxyalkyl, c3-c8 haloalkoxycarbonyl Or a C3-c8 alkylcarbonylalkyl group; or an R6 system GA, -(CR12R13)qTGA, GB or -((:ι^4κΐ5) ιιΤ(}Β; or R5 and R6 together form a selected from D-1 ring 155859.doc 201141380 V係選自CVC;烷基;及 p係0或1 0 3. 如請求項2所述之化合物,其中 以係匕-^烷基; X1係F或C1 ; X2係鹵素或氰基; W2係 Ο、S 或 N(H); A係選自 A-1、A-2、A-3、A-4、A-5、A-6、A-7、A-12、 A-13、A-14、A-15、A-19及 A-20 ; η係0至2 ; R2係鹵素、烷基或甲氧基; R3係經一 R5取代的CrCz伸烷基; R4係-OR6或-SR6 ; R5係鹵素、CVC3烷氧基、(VC3鹵烷氧基或(VC3烷硫 基;及 R6係H、CVC6烷基、C2-C6烯基、C3-C6炔基、C2-C6鹵烷 基、C 2 - C 6鹵稀基、C 3 - C 6鹵快基、C 2 - C 6烧氧烧基、 C3-C8烧氧叛烧基、C3-C1Q二烧氧烧基、C3-C1。烧氧院 氧烷基或(:2-(:6氰烷基;或 R6係 GA、-(CR12R13)qTGA、GB或-(CR14R15)UTGB。 4. 如請求項3所述之化合物,其中 R1係曱基或乙基; X1係 F ; X2係 C1或 F; 155859.doc -6- 201141380 W2係0或s ; A係選自 A-l、A-2、A-4及 A-15 ; R2係鹵素、C,-C6烷基或(VC6烷氧基; R3係經至少一R5取代的Ci-Cz伸烷基; R4係-OR6 ; R係齒素、C1-C3.烧氧基、Ci_C3_烧氧基或C1-C3烧硫 基; R6係 H、CVC6 烧基、C2-C6 烯基、C2-C6ii 烧基、C2-C6^ 氧烧基、C3_C8燒氧羰烷基、C3-C1G烷氧烷氧烷基或 〇2-(:6氰烷基; GA係苯基,其選擇性地經至多1個選自Ri6的取代基取 代;或 GA係 B-51 6 (R16)r155859.doc 201141380 V is selected from the group consisting of CVC; alkyl; and p-system 0 or 1 0. 3. The compound of claim 2, wherein the compound is 匕-^alkyl; X1 is F or C1; X2 is halogen or Cyano; W2 is Ο, S or N(H); A is selected from A-1, A-2, A-3, A-4, A-5, A-6, A-7, A-12, A-13, A-14, A-15, A-19 and A-20; η series 0 to 2; R2 is a halogen, alkyl or methoxy group; R3 is a CrCz alkyl group substituted by an R5; R4 -OR6 or -SR6; R5 is halogen, CVC3 alkoxy, (VC3 haloalkoxy or (VC3 alkylthio; and R6 H, CVC6 alkyl, C2-C6 alkenyl, C3-C6 alkynyl, C2-C6 haloalkyl, C 2 - C 6 halo, C 3 - C 6 halo, C 2 - C 6 azepine, C3-C8 aerobic rebel, C3-C1Q di-oxygen Alkyl, C3-C1. Oxygen oxyalkyl or (: 2-(:6 cyanoalkyl; or R6 GA, -(CR12R13)qTGA, GB or -(CR14R15)UTGB. 4. The compound, wherein R1 is a decyl group or an ethyl group; X1 is a F; X2 is a C1 or F; 155859.doc -6- 201141380 W2 is 0 or s; A is selected from the group consisting of Al, A-2, A-4 And A-15; R2 is halogen, C, -C6 alkyl or (VC6 alkoxy; R3 One less R5 substituted Ci-Cz alkylene; R4 is -OR6; R is dentate, C1-C3. alkoxy, Ci_C3_alkoxy or C1-C3 sulfur-burning; R6 H, CVC6 alkyl , C2-C6 alkenyl, C2-C6ii alkyl, C2-C6^ oxyalkyl, C3_C8 oxycarbonylalkyl, C3-C1G alkoxyalkyl or 〇2-(:6 cyanoalkyl; GA a phenyl group which is optionally substituted with up to one substituent selected from Ri6; or a GA system B-51 6 (R16)r B-51 q係1 ; r係0 ; GB係選自 C-2、C-3、C-4及 C-8B-51 q series 1 ; r series 0 ; GB series are selected from C-2, C-3, C-4 and C-8 155859.doc 201141380 U係0或1 ; m係0 ;及 各T係一直接鍵。 5. 如請求項4所述之化合物,其中 R1係甲基; X2係 C1 ; W2係 〇 ; Α係選自Α-1、Α-2及Α-4 ; η係0 ; R5係鹵素、C「C2烷氧基或(^-(:2烷烷氧基; R6 係 Η、ch3、CH2CH3、CH2CH2CH3、CH(CH3)2、 CH2CH2CH2CH3 ' ch2ch(ch3)2 、 CH2CH2CH(CH3)2、CH2CF3、CH2CH2CH2CI、 CH2CF2CH3、CH2CH2CH2F、CH2CH2CH2CF3、 CH2CH2Br 、 CH2OCH3 、 CH2OCH2CH3 、 CH2CH2OCH3、CH2CH2OCH2CH3、CH2C(=0)0CH3、 CH2C(=0)0CH2CH3 ' CH2OCH2CH2OMe 或 ch2ch2cn ; GB係選自C-2、C-3及C-4 ;及 u係0。 6. 如請求項5所述之化合物,其中 X2係 C1 ; A係 A-1 ; R5係乙氧基或曱氧基; 155859.doc 201141380 R6 係 Η、CH3、CH2CH3、CH2CH2CH3、CH2CF3、 ch2ch2ch2f 、 ch2och3 、 ch2och2ch3 、 CH2CH2OCH3 ' CH2CH2OCH2CH3 ' CH20CH2CH20Me 或 ch2ch2cn ; GB係 C-l ; u係1 ; R14係 H ; R15係 H ; R16係 CH3 ;及 R16係連接在1-位置。 7. 如請求項1所述之化合物,其中 R1係曱基; X1係 F ; X2 係 C1 ; W1係 Ο ; A係 A-1 ; W2係 Ο ; R3係經一 R5取代的烷基; R4係-OR6 ; R5係乙氧基或曱氧基;及 R6 係 Η、CH3、CH2CH3、CH2CF3、CH2CH2CH2F CH2CH2OCH3 或 CH2CH2OCH2CH3 氣 CH2OCH2CH2OMe。 8. 如請求項1所述之化合物,其係選自由以下所組成之群 155859.doc -9- 201141380 2-[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧基 _4_(三氟 曱基)-1 (2开)-D密咬基]-4 -氣苯氧基]苯氧基]-2-乙氧乙酸甲 酯、 2-[2-[2 -氣- 5-[3,6-二氫-3 -甲基-2,6-二側氧基_4_(三氟 曱基)-1 (2//)-°¾ °定基]-4 -氟苯氧基]苯氧基]-2-乙氧乙酸乙 酉旨、 2-[2-[2 -氣- 5-[3,6 -二氫-3 -曱基-2,6-二側氧基_4_(三氟 曱基)-1 (2//)-°密0定基]-4 -氟苯氧基]苯氧基]-2-甲氧乙酸甲 醋、 2-[2-[2-氣-5-[3,6-二氫-3-甲基-2,6-二側氧基 _4_(三氟 曱基)-1(2/〇-嘧啶基]-4-氟苯氧基]苯氧基]-2-甲氧乙酸乙 酉旨、 2-[2-[2 -氣- 5-[3,6 -二氫-3 -甲基-2,6-二側氧基_4_(三氟 甲基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]-3-甲氧丙酸甲 酯、 2-[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧基_4_(三氟 曱基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]-2-氟乙酸乙 酉旨、 2-[2-[2 -氣- 5-[3,6-二氫-3 -曱基-2,6-二側氧基_4-(三氟 曱基)-1(2//)-喊咬基]-4 -氣苯氧基]苯氧基]-2-曱氧乙酸、 2·[2·[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧基 _4-(三氟 曱基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]_2-曱氧乙酸2_ 乙氧乙酯、 155859.doc -10· 201141380 2-[2-[2-氯-5-[3,6-二氫-3-甲基 _2,6-二側氧基-4-(三氟 曱基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]-2-甲氧乙酸3-氟丙S旨、 2-[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二侧氧基-4-(三氟 甲基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]_2_甲氧乙酸 2,2,2-三氟乙酯、 2-甲氧基-2-側氧乙基2-[2-[2-氣-5-[3,6-二氫-3-甲基-2,6-二側氧基-4-(三氟曱基)_1(2丹)_嘧啶基]_4_氟苯氧基] 苯氧基]-2 -甲氧乙酸醋、 2-[2-[2-氣-5-[3,6-二氫-3 -曱基-2,6-二側氧基-4-(三氟 曱基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]_2_乙氧乙酸、 2-曱氧乙基2-[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧 基-4-(三氟甲基)-1(2//)-嘧啶基]_4_氟苯氧基]苯氧基]_2_ 曱氧乙酸酯、 2-[2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基_4-(三氟 甲基)-1(2/〇-嘧啶基]-4-氟苯氧基]笨氧基]_2_甲氧乙酸環 己醋、 2-[2_[2_ 氯·5-[3,6-二氫 _3_ 甲基-2,6-二側氧基 _4_(三氟 曱基密咬基]_4_氟苯氧基]苯氧基]_3_氟丙酸乙 酯、 2-[2-[2-氯-5-[3,6-二氫 _3·甲基 _2,6_ 二側氧基 _4 (三氟 曱基)-1(27/)-嘧啶基]-4-氟苯氧基]-5 -氟笨氧基]_2_曱氧乙 酸甲酯、 2-[2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基 _4_(三氟 155859.doc • 11 · 201141380 甲基)-1(2开)-嘧啶基]-4-氟苯氧基]苯氧基]-2-曱氧乙酸環 戊酯、 2-乙氧基-2-側氧乙基2-[2-[2 -氣-5-(3,6 -二氫-3 -甲義 2,6-二側氧基-4-(三氟曱基)-1(2//)-嘧啶基]-4-氟苯氧基] 苯氧基]-2-甲氧乙酸酯、 2-[2-[2-氯-5-[3,6-二氫-3-曱基-2,6-二側氧基·4_(三氟 甲基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]-2-甲氧乙酸環 丙甲S旨、 2-[2-[2-氣-5-[3,6-二氩-3-曱基-2,6-二側氧基 _4_(三氟 曱基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]-2-曱氧乙酸2_ 氯乙酯、 2-[2-[2-氣-5-[3,6-二氫 _3_ 甲基-2,6-二侧氧基 _4_(三氟 甲基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]-2-甲氧乙酸丙 酯、 2-[2-[2-氯-5-[3,6-二氫-3-曱基-2,6-二側氧基 (三氟 甲基)-1(2//)-嘧啶基]-4-氟苯氧基]苯氧基]-2-甲氧乙酸丁 酯、 2-[2-[2-氣-5·[3,6-二氫-3-曱基-2,6-二側氧基 _4_(三氟 曱基)-1(2//)-嘧啶基]-4-氟苯氧基]-4-氟苯氧基]_2-甲氧乙 酸乙酯、 2-[5-氣-2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側氧基 _4_ (三氟曱基)-1(2好)-嘧啶基]-4-氟苯氧基]苯氧基]-2-曱氧乙 酸丁酯及 2-[2-[2-氣-5-[3,6-二氫-3-曱基-2,6-二側氧基·4_(三氟 155859.doc •12· 201141380 甲基)-l(2/〇-嘧啶基]-4-氟苯氧基]苯氧基]_2_甲氧乙酸2 氰乙酯。 9,如請求項8所述之化合物,其係選自由以下所組成之群 組: 2-[2-[2-氣-5-[3,6-二氫-3-甲基-2,6-二側氧基_4_(三氟 曱基)-1(2//)-嘴咬基]-4-氟苯氧基]苯氧基]_2-曱氧乙酸乙 酯、 2,2,2-三氟乙基2-[2-[2-氯-5-[3,6-二氫-3-甲基-2,6-二側 氧基-4-(三氟甲基)_1(2开)-嘧啶基]-4-氟苯氧基]苯氧基 2 -甲氧乙酸酿、 2-[2-[2 -氯-5-[3,6-二氫-3 -甲基-2,6-二側氧基-4-(三氟 甲基)-1(2开)-嘧啶基]_4_氟苯氧基]苯氧基]_2_曱氧乙酸3_ 敗丙醋、 2-[2-[2-氣-5-[3,6-二氫-3-甲基 _2,6-二側氧基-4-(三氟 曱基)-1(2//)-嘧啶基]_4_氟苯氧基]笨氧基]_2_曱氧乙酸2_ 乙氧乙酯及 2·[2-[2-氯-5-[3,6-二氫 甲基 _2,6•二側氧基 _4_(三氟 曱基)-1(2//)-嘧啶基]_4_氟苯氧基]苯氧基]_2-曱氧己酸。 1〇· —種除草組合物,其包含如請求項丨所述之化合物及至 少一種額外的除草劑或除草劑安全劑。 11. 一種除草組合物,其包含如請求項丨所述之化合物及至 少一種選自由界面活性劑、固體稀釋劑及液體稀釋劑所 組成群組之成分。 12. —種除草組合物,其包含如請求項丨所述之化合物、至 155859.doc -13- 201141380 少一種選自由其他除草劑及除草劑安全劑所組成群組之 額外活性成分以及至少一種選自由界面活性劑、固體稀· 釋劑及液體稀釋劑所組成群組之成分。 13. 14. 一種控制非所欲植物成長的方法,其包含以一除草有效 量的如凊求項1所述之化合物接觸該植物或其環境。 一種種植前除盡的方法,其包含步驟 (a) 將剩餘有效量的如請求項1所述之化合物與非所欲植 物及其生長介質接觸;及 (b) 將所欲植物種植在該生長介質中, 該方法之特徵為提供非所欲植物的萌前控制且不會對誃 所欲植物造成損害。 。 155859.doc 201141380 四、指定代表圖: (一) 本案指定代表圖為:(無) (二) 本代表圖之元件符號簡單說明: 五、本案若有化學式時,請揭示最能顯示發明特徵的化學式:155859.doc 201141380 U is 0 or 1; m is 0; and each T is a direct key. 5. The compound according to claim 4, wherein R1 is methyl; X2 is C1; W2 is ruthenium; lanthanide is selected from Α-1, Α-2 and Α-4; η is 0; R5 is halogen, C "C2 alkoxy or (^-(:2 alkoxy); R6 system, ch3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3'ch2ch(ch3)2, CH2CH2CH(CH3)2, CH2CF3, CH2CH2CH2CI , CH2CF2CH3, CH2CH2CH2F, CH2CH2CH2CF3, CH2CH2Br, CH2OCH3, CH2OCH2CH3, CH2CH2OCH3, CH2CH2OCH2CH3, CH2C(=0)0CH3, CH2C(=0)0CH2CH3 'CH2OCH2CH2OMe or ch2ch2cn; GB is selected from C-2, C-3 and C-4 And u are 0. 6. The compound according to claim 5, wherein X2 is C1; A is A-1; R5 is ethoxy or decyloxy; 155859.doc 201141380 R6 is Η, CH3, CH2CH3, CH2CH2CH3, CH2CF3, ch2ch2ch2f, ch2och3, ch2och2ch3, CH2CH2OCH3 'CH2CH2OCH2CH3 'CH20CH2CH20Me or ch2ch2cn; GB series Cl; u series 1; R14 series H; R15 series H; R16 series CH3; and R16 series connected at 1-position. The compound of claim 1, wherein R1 is a fluorenyl group; X1 is a F; X2 is a C1; W1 is a hydrazine; and A is A-1; 2 is Ο; R3 is an alkyl group substituted by R5; R4 is -OR6; R5 is ethoxy or decyloxy; and R6 is Η, CH3, CH2CH3, CH2CF3, CH2CH2CH2FCH2CH2OCH3 or CH2CH2OCH2CH3 gas CH2OCH2CH2OMe. The compound of claim 1, which is selected from the group consisting of 155859.doc -9- 201141380 2-[2-[2-gas-5-[3,6-dihydro-3-indolyl-2 , 6-di-sideoxy_4_(trifluoromethyl)-1 (2-open)-D-densyl]-4-phenoxy]phenoxy]-2-ethoxyacetic acid methyl ester, 2- [2-[2- gas-5-[3,6-dihydro-3-methyl-2,6-di-oxy-4-yl-(trifluoromethyl)-1 (2//)-°3⁄4 ° 4-[2-fluorophenoxy]phenoxy]-2-ethoxyacetic acid, 2-[2-[2- gas-5-[3,6-dihydro-3-indenyl-2, 6-di-sideoxy_4_(trifluoromethyl)-1 (2//)-°Methoxy]-4-fluorophenoxy]phenoxy]-2-methoxyacetic acid methyl vinegar, 2- [2-[2-Ga-5-[3,6-dihydro-3-methyl-2,6-di-oxy-4-yl-(trifluoromethyl)-1(2/indolyl)]- 4-fluorophenoxy]phenoxy]-2-methoxyacetic acid, 2-[2-[2- gas-5-[3,6-dihydro-3-methyl-2,6-di Sideoxy_4_(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy Methyl phenoxy]-3-methoxypropanoate, 2-[2-[2-gas-5-[3,6-dihydro-3-indolyl-2,6-di-oxyl_4_ (Trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]-2-fluoroacetic acid, 2-[2-[2- gas-5-[ 3,6-dihydro-3-indolyl-2,6-di-oxy-4-((trifluoromethyl)-1(2//)-snack base]-4-phenoxy]benzene Oxy]-2-indolyl acetic acid, 2·[2·[2-gas-5-[3,6-dihydro-3-indolyl-2,6-di-oxy-4--trifluoroindole -1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]_2-indolyloxyacetic acid 2_ ethoxyethyl ester, 155859.doc -10· 201141380 2-[2-[2 -Chloro-5-[3,6-dihydro-3-methyl-2,6-di-oxo-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluoro Phenoxy]phenoxy]-2-methoxyacetic acid 3-fluoropropane S, 2-[2-[2-gas-5-[3,6-dihydro-3-indolyl-2,6- Bis-oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]_2-methoxyacetic acid 2,2,2-trifluoroethyl Ester, 2-methoxy-2-oxoethyl 2-[2-[2- gas-5-[3,6-dihydro-3-methyl-2,6-di-oxy-4- (Trifluoromethyl)_1(2 Dan)-pyrimidinyl]_4_fluorophenoxy]phenoxy]-2-methoxyacetic acid vinegar, 2-[2-[2-gas-5-[3,6 -dihydro-3 -曱-2,6-di-oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]_2-ethoxyacetic acid, 2- Ethoxyethyl 2-[2-[2-gas-5-[3,6-dihydro-3-indolyl-2,6-di-oxo-4-(trifluoromethyl)-1(2) //)-Pyrimidinyl]_4_fluorophenoxy]phenoxy]_2_ oxime acetate, 2-[2-[2-chloro-5-[3,6-dihydro-3-methyl- 2,6-di-oxy-4-(trifluoromethyl)-1(2/fluorenyl-pyrimidinyl)-4-fluorophenoxy] phenyloxy]_2-methoxyacetic acid cyclohexanoic acid, 2- [2_[2_Chloro-5-[3,6-dihydro_3_methyl-2,6-di- oxy_4_(trifluoromethyl carbyl]_4_fluorophenoxy]phenoxy] _3_ethyl fluoropropionate, 2-[2-[2-chloro-5-[3,6-dihydro-3·methyl-2,6-di-oxy-4-(trifluoromethyl)-1 Methyl (27/)-pyrimidinyl]-4-fluorophenoxy]-5-fluoroaldooxy]_2_oximeoxyacetate, 2-[2-[2-chloro-5-[3,6-di Hydrogen-3-methyl-2,6-di-oxyl_4_(trifluoro 155859.doc • 11 · 201141380 methyl)-1 (2 open)-pyrimidinyl]-4-fluorophenoxy]phenoxy ]]-2-oxoacetic acid cyclopentyl ester, 2-ethoxy-2-oxoethyl 2-[2-[2- gas-5-(3,6-dihydro-3-methylidene 2, 6-di- oxy-4-(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorobenzene Oxy]phenoxy]-2-methoxyacetate, 2-[2-[2-chloro-5-[3,6-dihydro-3-indolyl-2,6-di- oxy) 4-((Trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]-2-methoxyacetic acid Cyclopropane S, 2-[2-[2- Gas-5-[3,6-di-argon-3-indolyl-2,6-di-oxy-4-[(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy 2-phenoxy]-2-indoleoxyacetic acid 2-chloroethyl ester, 2-[2-[2- gas-5-[3,6-dihydro-3-methyl-2,6-di-oxyl_ 4-(2-Trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy]-2-methoxyacetic acid propyl ester, 2-[2-[2-chloro-5 -[3,6-dihydro-3-indolyl-2,6-di-oxy(trifluoromethyl)-1(2//)-pyrimidinyl]-4-fluorophenoxy]phenoxy ]-2-methoxyacetic acid butyl ester, 2-[2-[2-gas-5·[3,6-dihydro-3-indolyl-2,6-di-oxy-4-yl] )-1(2//)-pyrimidinyl]-4-fluorophenoxy]-4-fluorophenoxy]_2-methoxyacetic acid ethyl ester, 2-[5-gas-2-[2-chloro- 5-[3,6-Dihydro-3-methyl-2,6-di-oxo_4_(trifluoromethyl)-1(2-)-pyrimidinyl]-4-fluorophenoxy]benzene Butyl oxy]-2-indoleoxyacetate and 2-[2-[2- gas-5-[3,6-dihydro-3-indolyl-2,6-di-oxy-4-y-trifluoro 155859.doc 12. 201,141,380 meth) -l (2 / 〇- pyrimidin-yl] -4-fluorophenoxy] phenoxy] acetic acid 2-methoxy _2_ cyanoethyl. 9. The compound of claim 8 which is selected from the group consisting of 2-[2-[2-gas-5-[3,6-dihydro-3-methyl-2,6 - two-side oxy_4_(trifluoromethyl)-1(2//)-mouth butyl]-4-fluorophenoxy]phenoxy]_2-anthraceneacetate, 2,2,2 -Trifluoroethyl 2-[2-[2-chloro-5-[3,6-dihydro-3-methyl-2,6-di-oxo-4-(trifluoromethyl)_1(2 ))-Pyrimidinyl]-4-fluorophenoxy]phenoxy 2-methoxyacetic acid, 2-[2-[2-chloro-5-[3,6-dihydro-3-methyl-2 ,6-di- oxy-4-(trifluoromethyl)-1(2-open)-pyrimidinyl]_4_fluorophenoxy]phenoxy]_2_oximeoxyacetic acid 3_ acetal vinegar, 2-[ 2-[2-Ga-5-[3,6-dihydro-3-methyl-2,6-di-oxo-4-(trifluoromethyl)-1(2//)-pyrimidinyl] _4_Fluorophenoxy] phenoxy]_2_曱oxyacetic acid 2_ ethoxyethyl ester and 2·[2-[2-chloro-5-[3,6-dihydromethyl_2,6• two sides Oxy-4_(trifluoromethyl)-1(2//)-pyrimidinyl]_4_fluorophenoxy]phenoxy]_2-oxohexanoic acid. A herbicidal composition comprising a compound as claimed in claim C and at least one additional herbicide or herbicide safener. A herbicidal composition comprising a compound as claimed in claim C and at least one component selected from the group consisting of a surfactant, a solid diluent and a liquid diluent. 12. A herbicidal composition comprising a compound as claimed in claim C, to 155859.doc -13 to 201141380, one additional active ingredient selected from the group consisting of other herbicides and herbicide safeners, and at least one The components of the group consisting of a surfactant, a solid diluent, and a liquid diluent are selected. 13. A method of controlling the growth of an unwanted plant comprising contacting the plant or its environment with a herbicidally effective amount of a compound of claim 1. A pre-planting depletion method comprising the steps of (a) contacting a remaining effective amount of a compound as claimed in claim 1 with an undesired plant and a growth medium thereof; and (b) planting the desired plant in the growth In the medium, the method is characterized by providing pre-emergence control of the unwanted plants without causing damage to the desired plants. . 155859.doc 201141380 IV. Designated representative map: (1) The representative representative of the case is: (none) (2) The symbolic symbol of the representative figure is simple: 5. If there is a chemical formula in this case, please reveal the best indication of the characteristics of the invention. Chemical formula: 155859.doc155859.doc
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