CAS: 143382-03-0; 5-(Methoxymethyl)Pyridine-2,3-Dicarboxylic Acid

该化合物是一种多功能的以丙烯基为基础的二恶英二恶英衍生物,其显著之处在于其双功能再活动,因为存在着碳oxy酸组和甲基甲基替代成分.该化合物是有机合成中的宝贵中间体,特别是在制作异环化合物,药品和协调综合体方面.甲基甲基酸组会增加有机溶剂中的溶性,促进进一步的衍生,而二恶英酸功能则允许切化或聚合应用.其结构特征使其适合用于悬梁设计,催化和材料科学.该化合物通常在受控制的条件下处理,以保持其稳定性和再活性.

结构式图片

相似化合物

53636-65-0 24195-02-6 102268-15-5

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

3-methoxymethyl-8-hydroxy quinoline 5-methoxymethyl-2,3-pyridinedicarboxylic acid dimethyl ester methanol 5-chloromethyl-2,3-pyridine dicarboxylic acid anhydride imazamox 3-methyl-piperidine-2,6-dione 2,5,6-trichloro-3-chloromethylpyridine 2,5,6-trichloro-3-methylpyridine 2,3,6-trichloro-5-(trichloromethyl)pyridine 3-chloro-2,6-diaminopyridine 2,5,6-trichloro-pyridine-3-carboxylic acid chloride

合成工艺路线路线简述

    📜5-甲基吡啶-2,3-二羧酸二乙酯置于偶氮二异丁腈,溴,Sodium Hydroxide体系中,用 甲醇,1,2-二氯乙烷 用作溶剂,20.0~80.0 °C,607.99 Kpa 条件下,反应 22.0H,反应生成5-甲氧基甲基-2,3-吡啶二羧酸
    参考文献:一种取代吡啶二羧酸衍生物的制备方法
    标题:一种取代吡啶二羧酸衍生物的制备方法
    摘要:本发明提供一种取代吡啶二羧酸衍生物的制备方法,属于有机合成技术领域,其可解决现有的制备5‑甲氧基甲基‑2,3‑吡啶二羧酸要求反应体系无水,其工艺条件苛刻制备流程复杂,此外还会产生大量废液,不环保的问题.本发明的制备方法在甲基化的过程中无需除水,其是在有水条件下,加入碱进行合成,然后再在含水的有机相中进行酸化,过滤,这样在精制的同时可提高产品的收率.同时由于水的存在,过滤后直接得到产品5‑甲氧基甲基‑2,3‑吡啶二羧酸和无机盐的混合物,该方法过滤废液可回收溶剂循环使用,因此该方法废水量显著少于现有技术.此外,虽然产品含无机盐,但产品质量能够满足制备咪唑啉酮系列化合物的使用.

    海关参考信息

    专利信息


    专利号:US-8629279-B2
    优先权日:2008-12-09
    标 题 :Process for manufacturing 5-formyl-pyridine-2,3-dicarboxylic acid esters
    发明人:RACK MICHAEL; GEBHARDT JOACHIM; MENGES FREDERIK; KEIL MICHAEL; KLIMA RODNEY F; CORTES David; LEICHT ROBERT; ZECH HELMUT; SCHROEDER JOCHEN
    权利人:RACK MICHAEL; GEBHARDT JOACHIM; MENGES FREDERIK; KEIL MICHAEL; KLIMA RODNEY F; CORTES David; LEICHT ROBERT; ZECH HELMUT; SCHROEDER JOCHEN; BASF SE
    摘要:A process for manufacturing a 5-formyl-pyridine-2,3-dicarboxylic acid ester (I) wherein Z is hydrogen or halogen; Z 1 is hydrogen, halogen, cyano or nitro and R 1 , R 2 are independently C 1 -C 10 -alkyl, comprising the steps of (i) reacting a compound of formula (II), wherein the symbols are as in formula (I), with a nitrosation agent (III) R 3 —O—Nâ•?O (III) wherein R 3 is C 1 -C 8 -alkyl, in the presence of an alkali metal or alkaline earth metal alcoholates or carbonates in a polar aprotic solvent at a temperature of from −45 to 40° C., to obtain an oxime compound (IV) where Z, Z 1 , R 1 and R 2 are as in formula (I), and (ii) reacting oxime compound (IV) with an aliphatic C 1 -C 10 -aldehyde in the presence of a Lewis acid at a temperature in the range of from 0 to 100° C. The compounds of formula (I) are useful intermediates in the synthesis of herbicidal imidazolinones, like imazamox.

    专利号:US-5625068-A
    优先权日:1995-06-05
    标题 :Substituted quinoline herbicide intermediates and process
    发明人:STRONG HENRY L
    权利人:AMERICAN CYANAMID CO
    摘要:The invention is herbicide 3-substituted quinoline intermediates and a method for the synthesis of the herbicide intermediates 3-alkoxymethyl substituted quinolines.

    专利号:US-10858320-B2
    优先权日:2008-12-08
    标题 :Process for manufacturing substituted 5-methoxymethylpyridine-2,3-dicarboxylic acid derivatives
    发明人:CORTES David
    权利人:BASF AGROCHEMICAL PRODUCTS BV
    摘要:A process for manufacturing a compound of formula (I), n nComprising reacting a compound of formula (II)n n nin a methanol/H 2 O mixture. Compounds of formula (I) are useful intermediates in the synthesis of herbicidal imidazolinones, like imazamox.

    专利号:RU-2130929-C1
    优先权日:1995-06-05
    标 题:Derivatives of substituted quinolines and method of synthesis of 3-methoxymethyl-7- or 8-hydroxyquinoline

    专利号:US-9278977-B2
    优先权日:2008-11-13
    标 题 :Process for manufacturing 5-chloromethyl-2,3-pyridine dicarboxylic acid anhydrides
    发明人:MENGES FREDERIK; GEBHARDT JOACHIM; RACK MICHAEL; KEIL MICHAEL; KLIMA RODNEY F; CORTES David; LEICHT ROBERT; ZECH HELMUT; SCHROEDER JOCHEN
    权利人:BASF SE
    摘要:A process for manufacturing 5-chloromethyl-2,3-pyridine dicarboxylic acid anhydrides (I) n n n n n n n n n n n n wherein n Z is hydrogen or halogen; n Z 1 is hydrogen, halogen, cyano or nitro; n comprising the steps of n (i) reacting a compound of formula (II), n n n n n n n n n n n n n n n n wherein the symbols have the meaning given in formula (I), with a chlorinating agent, optionally in the presence of a radical initiator in a solvent selected from halogenated hydrocarbons, n and n (ii) crystallizing the compound (I) formed in step (i) from a solvent selected from chlorobenzene, 1,2-dichlorobenzene, 1,3-dichlorobenzene, 1,4-dichlorobenzene, dichloroethane, trichloromethane, dichloromethane, toluene, xylenes, ethyl acetate, methyl tert.-butyl ether, and mixtures thereof. n n n n n Compounds (I) are useful intermediates in the synthesis of herbicidal imidazolinones.

    专利号:WO-2010055042-A1
    优先权日:2008-11-13
    标 题:2-[(1-cyanopropyl)carbamoyl]-5-methoxymethyl nicotinic acids and the use thereof in manufacturing herbicidal imidazolinones
    发明人:CORTES David
    权利人:BASF SE; CORTES David
    摘要:2-[(1 -cyanopropyl)carbamoyl]-5-methoxymethyl nicotinic acids of formula (I) where Z is hydrogen or halogen; Z 1 is hydrogen, halogen, cyano or nitro; R 1 is C 1 C 4 alkyl; R 2 is C 1 C 4 alkyl, C 3 -C 6 cycloalkyl or R 1 and R 2 , when taken together with the atom to which they are attached, represent a C 3 -C 6 cycloalkyl group optionally substituted with methyl, and R 3 is hydrogen or a cation preferably selected from the group consisting of alkali metals, alkaline earth metals, manganese, copper, iron, zinc, cobalt, lead, silver, nickel, ammonium and organic ammonium; are useful intermediates for the synthesis of herbicidal imidazolinones.

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    📌 第三方产品分析报告

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    合成参考文献


    参考文献:10.1007/s00216-007-1343-7
    摘要:Harir M, Frommberger M, Gaspar A, Martens D, Kettrup A, El Azzouzi M, Schmitt-Kopplin P. Characterization of imazamox degradation by-products by using liquid chromatography mass spectrometry and high-resolution Fourier transform ion cyclotron resonance mass spectrometry. Analytical and Bioanalytical Chemistry. 2007 Jun 07;389(5):1459–67. doi: 10.1007/s00216-007-1343-7.
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