N-methyl-6-methoxy-2-(1H)-pyridone | 6231-16-9

• 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: N-methyl-6-methoxy-2-(1H)-pyridone
• 英文别名: 6-methoxy-1-methyl-2(1H)-pyridone；6-methoxy-1-methylpyridin-2-one；6-methoxy-1-methyl-2-pyridone；6-methoxy-1-methyl-1H-pyridin-2-one；N-Methyl-6-methoxy-pyridon-(2), 6-Methoxy-1-methyl-2-pyridon；1,2-Dihydro-6-methoxy-1-methyl-2-oxopyridin
• CAS: 6231-16-9
• 化学式: C₇H₉NO₂
• 分子量: 139.154
• InChiKey: LVBKUYOXZDWEPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-methyl-6-methoxy-2-(1H)-pyridone 在 氢溴酸 作用下， 以 水 为溶剂， 反应 12.0h， 以92%的产率得到6-hydroxy-1-methylpyridin-2-one
  参考文献：
  名称：

  Nitration of 6-Hydroxy-1-methylpyridin-2-one

  摘要：

  DOI：

  10.3987/com-98-8304
• 作为产物：
  描述：

  4-甲氧基-1-甲基吡啶-2-酮 以 乙醚 、 丙酮 为溶剂， 生成 N-methyl-6-methoxy-2-(1H)-pyridone
  参考文献：
  名称：

  5-烷氧基-和5-乙酰氧基-3-氧代-2-氮杂双环[2.2.0]己-5-烯的合成和开环反应

  摘要：

  5-烷氧基和5-乙酰氧基-3-氧代-2-氮杂双环[2.2.0]己-5-烯（2a – e和f，g）的有效光化学合成，以及前一种化合物的新重排反应（2a – e）到6-烷氧基-2-吡啶酮（3a – e）被报道。

  DOI：

  10.1039/c39800001177

文献信息

• Reactions of 1-unsubstituted tautomeric 2-pyridones with benzyne.
  作者：MASAYUKI KUZUYA、AKIHIRO NOGUCHI、SHOJI KAMIYA、TAKACHIYO OKUDA

  DOI：10.1248/cpb.33.2313

  日期：——

  The reactions of 1-unsubstituted 2-pyridones with benzyne afforded the Diels-Alder adduct, 5, 6-benzo-2-azabarrelen-3 (2H)-ones, together with a large amount of the Michael-type adduct, 2-phenoxypyridines.

  1-未取代的2-吡啶酮与苯炔的反应生成了Diels-Alder加成产物5, 6-苯并-2-氮杂巴雷ланы-3 (2H)-酮，同时生成了大量的迈克尔型加成产物2-苯氧基吡啶。
• Diels-Alder Reaction of 2(1H)-Pyridones Acting as Dienes
  作者：Masato Hoshino、Hisao Matsuzaki、Reiko Fujita

  DOI：10.1248/cpb.56.480

  日期：——

  Diels–Alder reactions between N-phenylmaleimide, acting as the dienophile, and 2(1H)-pyridones having a methoxy or a chloro substituent, were carried out, under atmospheric and high pressure conditions, to give the corresponding isoquinuclidine derivatives. Stereoselectivity of the Diels–Alder reactions was studied using molecular orbital calculations.

  在常压和高压条件下，N-苯基富马酸酐作为二烯亲电体，与具有甲氧基或氯取代基的2(1H)-吡啶酮进行Diels–Alder反应，得到相应的异喹啉衍生物。通过分子轨道计算研究了Diels–Alder反应的立体选择性。
• Sequential Visible Light‐Induced Reactions Using Different Photocatalysts: Transformation of Furans into 2‐Pyridones via γ‐Lactams Using a New Ring Expansion Reaction
  作者：Dimitris Kalaitzakis、Artemis Bosveli、Tamsyn Montagnon、Georgios Vassilikogiannakis

  DOI：10.1002/chem.202200322

  日期：2022.3.22

  A photocatalytic ring expansion reaction that transforms γ-lactams into 2-pyridones has been developed. This expansion was incorporated into a multi-photocatalyst one pot process that starts from readily accessible furans and uses two metal-free photocatalysts (methylene blue and eosin). The photocatalytic cleavage of C−I bonds activated by an electron donor at the neighbouring carbon is achieved,

  已经开发出一种将 γ-内酰胺转化为 2-吡啶酮的光催化扩环反应。这种扩展被纳入多光催化剂一锅法，该工艺从容易获得的呋喃开始，并使用两种无金属光催化剂（亚甲蓝和曙红）。使用曙红作为光催化剂，实现了由相邻碳上的电子供体激活的 C-I 键的光催化裂解。
• Gisby, Graham P.; Royall, Sven E.; Sammes, Peter G., Journal of the Chemical Society. Perkin transactions I, 1982, p. 169 - 174
  作者：Gisby, Graham P.、Royall, Sven E.、Sammes, Peter G.

  DOI：——

  日期：——
• Accelerated hydrolysis of α-halo and α-cyano pyridinium relative to uracil derivatives: a model for ODCase-catalyzed hydrolysis of 6-cyanoUMP
  作者：Sha Huang、Freeman M. Wong、George T. Gassner、Weiming Wu

  DOI：10.1016/j.tetlet.2011.05.108

  日期：2011.8

  alpha-Halo and alpha-cyano pyridiniums were found to undergo facile hydrolysis, in contrast to the sluggish reactions of corresponding uracils. The greatly enhanced rates found with pyridinium compounds have indicated a possible source of the rate acceleration seen in the hydrolysis of 6-cyanouridine 5'-monophosphate catalyzed by orotidine 5'-monophosphate decarboxylase. (C) 2011 Elsevier Ltd. All rights reserved.