CAS: 88349-88-6; 2-((5-Chloroquinolin-8-yl)Oxy)Acetic Acid

该化合物是农业化学中用来保护谷物作物,特别是小麦和大麦免受除草剂引起的植物毒性危害的安全剂,它的作用是加强作物的代谢解毒途径,从而减少诸如fenexaprop-P-乙基等除草剂造成的损害,氯硝基甲酯往往作为酯(例如,cloquintocet-mexyl)的配制,以提高稳定性和吸收力,其主要优势包括选择性行动,在不危害除草剂抗除草剂功效的情况下保护作物,以及同综合虫害管理系统的兼容性,该化合物因其在保持作物产量和质量的同时扩大除草剂应用窗口的能力而受到重视,它在温带谷物种植区有很好的记录.

结构式图片

相似化合物

16778-21-5 730949-78-7 200505-18-6

欧盟法规

REACH注册ECHA物质C&L通报

上下游产品

cloquint°Cet-mexyl 5-Chloro-8-hydroxyquinoline chloroacetic acid ethyl ((5-chloroquinolin-8-yl)oxy)acetate 24H18ClN3O3SC24H18ClN3O3S 25H18ClN3O3C25H18ClN3O3

合成工艺路线路线简述

  • 130-16-5 = 88349-88-6
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Dimethyl Sulfoxide,Water; 30 Min,50 - 55 °C; 1 H,55 - 60 °C1.2 Reagents: Potassium Carbonate; 30 Min,55 - 60 °C1.3 Solvents: Dimethyl Sulfoxide; 1 - 4 H,55 - 60 °C1.4 Catalysts: Hydrochloric Acid Solvents: Water; Rt -> 100 °C; 30 Min,95 - 100 °C
    标题:Process Development For The Crop Safener Cloquintocet Acid
    作者:Zhang,Chunming; Et Al
    参考文献:Organic Process Research & Development 日期:2019 卷标:23(10) 页码:2218-2224]

    130-16-5 = 88349-88-6
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Potassium Iodide Solvents: Xylene; 1 H,140 - 144 °C; 144 °C -> 90 °C1.2 1 H,90 - 95 °C; 5 H,Reflux1.3 Reagents: Hydrochloric Acid Solvents: Water; 1 H,Ph 3 - 3.5,50 °C
    标题:Synthesis And Antimicrobial Activities Of Novel 8-(1-Alkyl/alkylsulphonyl/alkoxycarbonyl-Benzimidazol-2-Ylmethoxy)-5-Chloroquinolines
    作者:Chaudhari,Raju B.; Et Al
    参考文献:Journal Of The Serbian Chemical Society 日期:2011 卷标:76(9) 页码:1199-1206]

    105-39-5 + 130-16-5 = 88349-88-6
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Dimethyl Sulfoxide,Water; 30 Min,50 - 55 °C; 1 H,55 - 60 °C1.2 Reagents: Potassium Carbonate; 30 Min,55 - 60 °C1.3 Solvents: Dimethyl Sulfoxide; 1 - 4 H,55 - 60 °C1.4 Catalysts: Hydrochloric Acid Solvents: Water; Rt -> 100 °C; 30 Min,95 - 100 °C
    标题:Process Development For The Crop Safener Cloquintocet Acid
    作者:Zhang,Chunming; Et Al
    参考文献:Organic Process Research & Development 日期:2019 卷标:23(10) 页码:2218-2224]

    130-16-5 = 88349-88-6
    反应条件:1.1 Reagents: Sodium Hydroxide,Potassium Iodide Solvents: 1,4-Dioxane; 10 Min,Rt1.2 Solvents: 1,4-Dioxane; 3 H,Reflux
    标题:A Novel Two-Dimensional Lead (Ii) Coordination Polymer Based On Dinuclear Lead(Ii) Unit Containing (5-Chloro-Quinolin-8-Yloxy)Acetate
    作者:Li,Jing; Et Al
    参考文献:Chinese Journal Of Structural Chemistry 日期:2014 卷标:33(10) 页码:1488-1494]

    105-39-5 = 88349-88-6
    反应条件:1.1 Reagents: Potassium Carbonate; 30 Min,55 - 60 °C1.2 Solvents: Dimethyl Sulfoxide; 1 - 4 H,55 - 60 °C2.1 Catalysts: Hydrochloric Acid Solvents: Water; Rt -> 100 °C; 30 Min,95 - 100 °C
    标题:Process Development For The Crop Safener Cloquintocet Acid
    作者:Zhang,Chunming; Et Al
    参考文献:Organic Process Research & Development 日期:2019 卷标:23(10) 页码:2218-2224]

    105-39-5 = 88349-88-6
    反应条件:1.1 Reagents: Potassium Carbonate; 30 Min,55 - 60 °C1.2 Solvents: Dimethyl Sulfoxide; 1 - 4 H,55 - 60 °C2.1 Catalysts: Hydrochloric Acid Solvents: Water; Rt -> 100 °C; 30 Min,95 - 100 °C
    标题:Process Development For The Crop Safener Cloquintocet Acid
    作者:Zhang,Chunming; Et Al
    参考文献:Organic Process Research & Development 日期:2019 卷标:23(10) 页码:2218-2224]

    = 88349-88-6
    反应条件:1.1 Reagents: Potassium Carbonate; 30 Min,55 - 60 °C1.2 Solvents: Dimethyl Sulfoxide; 1 - 4 H,55 - 60 °C2.1 Catalysts: Hydrochloric Acid Solvents: Water; Rt -> 100 °C; 30 Min,95 - 100 °C
    标题:Process Development For The Crop Safener Cloquintocet Acid
    作者:Zhang,Chunming; Et Al
    参考文献:Organic Process Research & Development 日期:2019 卷标:23(10) 页码:2218-2224]

    4367-49-1 = 88349-88-6
    反应条件:1.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 1 H,Reflux1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 3
    标题:Synthesis,Structural Study And Spectroscopic Characterization Of A Quinolin-8-Yloxy Derivative With Potential Biological Properties
    作者:Romano,Elida; Et Al
    参考文献:Open Journal Of Synthesis Theory And Applications 日期:2013 卷标:2(1) 页码:8-32]

    88349-90-0 = 88349-88-6
    反应条件:1.1 Catalysts: Hydrochloric Acid Solvents: Water; Rt -> 100 °C; 30 Min,95 - 100 °C
    标题:Process Development For The Crop Safener Cloquintocet Acid
    作者:Zhang,Chunming; Et Al
    参考文献:Organic Process Research & Development 日期:2019 卷标:23(10) 页码:2218-2224]

    130-16-5 = 88349-88-6
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Dimethyl Sulfoxide; 30 Min,50 - 55 °C; 1 H,50 - 55 °C1.2 Solvents: Dimethyl Sulfoxide; 1 H,50 °C; 1 - 2 H,50 °C1.3 Catalysts: Hydrochloric Acid Solvents: Water; 30 Min,95 - 100 °C; 95 - 100 °C
    标题:Preparation Of Cloquintocet Acid
    作者:Anonymous
    参考文献:Ip.Com Journal 日期:2016 卷标:16 页码:1-2]

    130-16-5 = 88349-88-6
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Dimethyl Sulfoxide,Water; 30 Min,50 - 55 °C; 1 H,55 - 60 °C1.2 Reagents: Potassium Carbonate; 30 Min,55 - 60 °C1.3 Solvents: Dimethyl Sulfoxide; 1 - 4 H,55 - 60 °C1.4 Catalysts: Hydrochloric Acid Solvents: Water; Rt -> 100 °C; 30 Min,95 - 100 °C
    标题:Process Development For The Crop Safener Cloquintocet Acid
    作者:Zhang,Chunming; Et Al
    参考文献:Organic Process Research & Development 日期:2019 卷标:23(10) 页码:2218-2224]

    130-16-5 = 88349-88-6
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 3 H,Reflux2.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 1 H,Reflux2.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 3
    标题:Synthesis,Structural Study And Spectroscopic Characterization Of A Quinolin-8-Yloxy Derivative With Potential Biological Properties
    作者:Romano,Elida; Et Al
    参考文献:Open Journal Of Synthesis Theory And Applications 日期:2013 卷标:2(1) 页码:8-32]

    = 88349-88-6
    反应条件:1.1 Reagents: Potassium Carbonate; 30 Min,55 - 60 °C1.2 Solvents: Dimethyl Sulfoxide; 1 - 4 H,55 - 60 °C2.1 Catalysts: Hydrochloric Acid Solvents: Water; Rt -> 100 °C; 30 Min,95 - 100 °C
    标题:Process Development For The Crop Safener Cloquintocet Acid
    作者:Zhang,Chunming; Et Al
    参考文献:Organic Process Research & Development 日期:2019 卷标:23(10) 页码:2218-2224]

    130-16-5 = 88349-88-6
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethyl Sulfoxide,Water; 30 Min,50 - 55 °C; 1 H,55 - 60 °C2.1 Reagents: Potassium Carbonate; 30 Min,55 - 60 °C2.2 Solvents: Dimethyl Sulfoxide; 1 - 4 H,55 - 60 °C3.1 Catalysts: Hydrochloric Acid Solvents: Water; Rt -> 100 °C; 30 Min,95 - 100 °C
    标题:Process Development For The Crop Safener Cloquintocet Acid
    作者:Zhang,Chunming; Et Al
    参考文献:Organic Process Research & Development 日期:2019 卷标:23(10) 页码:2218-2224
📜5-氯-8-羟基喹啉置于盐酸,水,Sodium Hydroxide体系中,用 二甲基亚砜 作为反应溶剂,化学反应 10.5H,反应生成 (5-氯-8-喹啉氧基)乙酸
参考文献:作物安全的氯喹酸的工艺开发
标题:作物安全的氯喹酸的工艺开发
摘要:开发了一种实用的一锅法生产(5-氯喹啉-8-酰氧基)乙酸(cqc酸),商业上称为cloquintocet,这是一种农作物安全剂,已添加到各种除草剂配方中以减少农作物的危害.该方法由(1)将5-氯-8-羟基喹啉(5-Chq)转化为其相应的钠盐5-Chq-Na与二甲基亚砜(dmso)中的50 Wt%naoh,(2)将5-氯烷基化在减压蒸馏除去水后,用2-氯乙酸甲酯形成chq-Na,反应生成cqc甲酯(cqc-Me),(3)用催化量的0.1 N Hcl(0.5 Mol%)水解cqc-Me.或0.1 Nh 2 So 4(0.25Mol%)得到cqc酸,产率> 90%,纯度> 98%.所有步骤都在一个锅中进行,只有一次隔离.还演示了dmso的恢复和重用.通过差示扫描量热法和/或加速量热法对过程的每个步骤/阶段进行反应性化学评估,以识别潜在的安全隐患.
DOI:10.1021/acs.Oprd.9B00279

海关参考信息

专利信息


专利号:US-2021386068-A1
优先权日:2018-11-07
标题 :Compositions comprising pyridine carboxylate herbicides and very long chain fatty acid (vlcfa) synthesis inhibitor herbicides
发明人:KISTER JEREMY; SATCHIVI NORBERT M
权利人:CORTEVA AGRISCIENCE LLC
摘要:Disclosed herein are compositions comprising (a) a pyridine carboxylate herbicide or an agriculturally acceptable N-oxide, salt, or ester thereof and (b) a VLCFA synthesis inhibitor herbicide. Also disclosed herein are methods of controlling undesirable vegetation, comprising applying to vegetation or an area adjacent the vegetation or applying in soil or water to control the emergence or growth of vegetation (a) a pyridine carboxylate herbicide or an agriculturally acceptable N-oxide, salt, or ester thereof, and (b) a VLCFA synthesis inhibitor herbicide.

专利号:US-2021352899-A1
优先权日:2018-11-07
标题 :Compositions comprising pyridine carboxylate herbicides and fatty acid and lipid synthesis inhibitor herbicides
发明人:KISTER JEREMY; SATCHIVI NORBERT M
权利人:CORTEVA AGRISCIENCE LLC
摘要:Disclosed herein are compositions comprising (a) a pyridine carboxylate herbicide or an agriculturally acceptable N-oxide, salt, or ester thereof and (b) a fatty acid and lipid synthesis inhibitor (FA/LSI) herbicide, an agriculturally acceptable salt or ester thereof, or mixtures thereof. Also disclosed herein are methods of controlling undesirable vegetation, comprising applying to vegetation or an area adjacent the vegetation or applying in soil or water to control the emergence or growth of vegetation (a) a pyridine carboxylate herbicide or an agriculturally acceptable N-oxide, salt, or ester thereof and (b) a fatty acid and lipid synthesis inhibitor (FA/LSI) herbicide, an agriculturally acceptable salt or ester thereof, or mixtures thereof.

专利号:ES-2717283-T3
优先权日:2012-07-24
标 题:Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and herbicides inhibitors of VLCFA synthesis and synthesis of fatty acids / lipids

专利号:BR-102013018473-B1
优先权日:2012-07-24
标题 :HERBICIDAL COMPOSITIONS COMPENDIENT 4-AMINO-3-CHLORO-5-FLUORO-6- (4-CHLORO-2-FLUORO-3-ETOXYPHENYL) PYRIDINE-2-CARBOXYLIC ACID OR A DERIVATIVE OF THE SAME AND HERBICIDES INHIBITING THE SYNTHESIS OF VLCFA AND SYNTHESIS OF GRAIN ACID / LIPID, AND METHOD FOR UNDESIRABLE VEGETATION CONTROL

专利号:TW-I655905-B
优先权日:2012-07-24
标题 :Contains 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid or a derivative thereof and very long chain fatty acid (VLCFA) Synthesis of herbicidal compositions with fatty acid/fat synthesis inhibiting herbicides

专利号:US-9644469-B2
优先权日:2012-07-24
标题 :Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid or a derivative thereof and VLCFA and lipid synthesis inhibiting herbicides
发明人:YERKES CARLA N; MANN RICHARD K; SHIRAISHI IKUO; YANAGIYAMA SHINGO; SATCHIVI NORBERT M
权利人:DOW AGROSCIENCES LLC
摘要:A synergistic herbicidal composition containing (a) a compound of formula (I): n nor an agriculturally acceptable salt or ester thereof and (b) VLCFA and fatty acid/lipid synthesis inhibiting herbicides, including but not limited to, acetochlor, alachlor, anilofos, benfuresate, cafenstrole, dimethenamid-P, fentrazamide, indanofan, flufenacet, mefenacet, s-metolachlor, molinate, pethoxamid, pretilachlor, prosulfocarb, pyroxasulfone, thenylchlor and thiobencarb, or a salt or ester thereof, provide synergistic weed control of undesirable vegetation in direct-seeded, water-seeded and transplanted rice, cereals, wheat, barley, oats, rye, sorghum, corn or maize, sugarcane, sunflower, oilseed rape, canola, sugar beet, soybean, cotton, pineapple, pastures, grasslands, rangelands, fallowland, turf, tree and vine orchards, aquatics, plantation crops, vegetables, industrial vegetation management (IVM) or rights-of-way (ROW).

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📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

合成参考文献


参考文献:10.1007/s44371-025-00089-z
摘要:Prashanth T, Lakshmi Ranganatha V, Al-Ghorbani M, Girish S, Khamees HA, Khanum SA. Design, synthesis and characterization of 8-[(1H-benzo[d]imidazol-2-yl)methoxy] quinoline derivatives as antimicrobial agents. Discov. Chem. 2025 Feb 19;2(1). doi: 10.1007/s44371-025-00089-z.
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