6-hydroxy-2,3-dicarbomethoxy pyridine | 32383-11-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-hydroxy-2,3-dicarbomethoxy pyridine
• 英文别名: 2-Hydroxy-5,6-bis(methoxycarbonyl)pyridin；6-Hydroxy-2,3-dimethoxycarbonylpyridin；6-hydroxy-pyridine-2,3-dicarboxylic acid dimethyl ester；6-Hydroxy-pyridin-2,3-dicarbonsaeure-dimethylester；2,3-Dimethyl 1,6-dihydro-6-oxo-2,3-pyridinedicarboxylate；dimethyl 6-oxo-1H-pyridine-2,3-dicarboxylate
• CAS: 32383-11-2
• 化学式: C₉H₉NO₅
• 分子量: 211.174
• InChiKey: KVZQLNDTPBZXNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-hydroxy-2,3-dicarbomethoxy pyridine 在 水 、 溴 作用下， 生成 5-bromo-6-hydroxy-pyridine-2,3-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Gleu; Wackernagel, Journal fur praktische Chemie (Leipzig 1954), 1937, vol. <2> 148, p. 72,78

  摘要：

  DOI：
• 作为产物：
  描述：

  6(1H)-oxopyridine-2,3-dicarboxylic acid 在 甲醇 、 硫酸 作用下， 生成 6-hydroxy-2,3-dicarbomethoxy pyridine
  参考文献：
  名称：

  Gleu; Wackernagel, Journal fur praktische Chemie (Leipzig 1954), 1937, vol. <2> 148, p. 72,78

  摘要：

  DOI：

文献信息

• Process for the preparation of 2-hydroxypyridine or quinoline compounds
  申请人：Allied-Signal Inc.

  公开号：US04968803A1

  公开（公告）日：1990-11-06

  The present invention relates to a process for the preparation of hydroxypyridine based compounds. The process comprises the step of: in water, reacting a pyridine based compound with the proviso that the second position on the nitrogen ring is unsubstituted and the fourth position in the nitrogen ring is not substituted with halogen, with elemental fluorine at a temperature of about -25.degree. to about +30.degree. C. for a time sufficient to form a 2-hydroxypyridine based compound. The resulting 2-hydroxypyridine or quinoline carboxylic acids and esters are useful as herbicide and pharmaceutical intermediates.

  本发明涉及一种制备羟基吡啶基化合物的方法。该方法包括以下步骤：在水中，将一种吡啶基化合物与元素氟在温度约为-25度至+30度之间反应，其中氮环上的第二位置未取代，氮环中的第四位置未用卤素取代，反应时间足以形成一种2-羟基吡啶基化合物。所得的2-羟基吡啶或喹啉羧酸和酯可用作除草剂和药物中间体。
• Controlled, regiospecific oxidation of pyridine carboxylic acids and esters with elemental fluorine
  作者：Michael Van Der Puy、David Nalewajek、Gene E. Wicks

  DOI：10.1016/s0040-4039(00)80502-x

  日期：1988.1

  Pyridine carboxylic acid salts or esters in water or water—acetonitrile mixtures were treated with elemental fluorine to give the corresponding 2-pyridones.

  用元素氟处理水或水-乙腈混合物中的吡啶羧酸盐或酯，得到相应的2-吡啶酮。
• A highly efficient multicomponent synthesis of pyridones and pyrimidones by a [2+2+2] strategy
  作者：Lon Ghosez、Eric Jnoff、Philippe Bayard、Francy Sainte、Renaud Beaudegnies

  DOI：10.1016/s0040-4020(98)01149-1

  日期：1999.3

  :The reaction of N-silylated iminoethers with 2-substituted acetyl chlorides yields activated 2-azadienes. These were shown to react with electron-deficient acetylenic dienophiles to yield pyridones. They also react with quinones to give the corresponding aromatized cycloadducts in good yields. The reaction of a-azadienes with activated nitriles provided a very practical route towards polysubstituted pyrimidones. A multicomponent protocol is reported which combines a N-t-butyldimethylsilyl iminoether, an acetyl chloride derivative and a dienophile in the presence of triethylamine without isolation of any intermediate. This provides an extremely practical and versatile route to various mono- and polycyclic azaaromatics with a predictable substitution pattern. Yields ranged from 43 % to 94 % for the complete sequence. (C) 1999 Elsevier Science Ltd. All rights reserved.
• VAN, DER PUY MICHAEL;NALEWAJEK, DAVID;WICKS, GENE
  作者：VAN, DER PUY MICHAEL、NALEWAJEK, DAVID、WICKS, GENE

  DOI：——

  日期：——
• VAN, DER PUY MICHAEL;NALEWAJEK, DAVID;WICKS, GENE E., TETRAHEDRON LETT., 29,(1988) N 35, C. 4389-4392
  作者：VAN, DER PUY MICHAEL、NALEWAJEK, DAVID、WICKS, GENE E.

  DOI：——

  日期：——