2-氯-5-甲氧基-1,4-萘醌 | 95684-12-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-氯-5-甲氧基-1,4-萘醌
• 英文名称: 2-chloro-5-methoxy-1,4-naphthoquinone
• 英文别名: 2-Chloro-5-methoxynaphthalene-1,4-dione
• CAS: 95684-12-1
• 化学式: C₁₁H₇ClO₃
• 分子量: 222.628
• InChiKey: CYWJWLYIUFGWBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氯-5-甲氧基-1,4-萘醌 在 chromium(VI) oxide 、 硫酸 作用下， 以 丙酮 、 苯 为溶剂， 反应 43.5h， 生成 1-Hydroxy-2-methyl-5-methoxy-anthrachinon
  参考文献：
  名称：

  Regiospecific addition of monooxygenated dienes to halo quinones

  摘要：

  DOI：

  10.1021/jo00252a031
• 作为产物：
  描述：

  2,3-dichloro-5-methoxy-2,3-dihydronaphthalene-1,4-dione 以2%的产率得到
  参考文献：
  名称：

  BELITSKAYA, L. D.;KOLESNIKOV, V. T., ZH. ORGAN. XIMII, 1984, 20, N 9, 1920-1925

  摘要：

  DOI：

文献信息

• The Regiospecific Substitution of Halogenated Quinones by Sulfonamides
  作者：Colette Mongrain、Linda Lee、Paul Brassard

  DOI：10.1055/s-1993-25919

  日期：——

  Sulfonamides of anthranilic esters react regiospecifically with halogenated benzo- and naphthoquinones in the presence of fluoride ions in dimethylformamide. Highly substituted products are thus made available for conversion to a wide variety of highly substituted acridones some of which are difficult to obtain by other means.

  邻氨基苯甲酸酯磺酰胺在二甲基甲酰胺中，在氟离子存在下，特定位置上与卤代苯醌和萘醌反应。由此获得的高度取代产物可转化为多种高度取代的吖啶酮，其中一些难以通过其他方法获得。
• A convenient synthesis of naturally occurring quinizarins
  作者：Bruno Simoneau、Paul Brassard

  DOI：10.1016/s0040-4020(01)85881-6

  日期：1988.1

  A general and regiospecific method for the preparation of quinizarins involves the cycloaddition of electron-rich dienes. Advantageous syntheses of several natural products, 2-methylquinizarin, islandicin, digitopurpone, erythroglaucin, 5-0-methylislandicin and 8-0-methyl-digitopurpone illustrate this procedure. A structure attributed to ventinone B is incorrect and 1,4,8-trihydroxy-6-methylanthraquinone

  制备喹唑啉的一般方法和区域特异性方法涉及富电子二烯的环加成。几种天然产物的有利合成，例如2-甲基奎尼嗪，岛菌素，数字扑通p，赤藓红霉素，5-0-甲基岛兰霉素和8-0-甲基数字o通。归因于维替农酮B的结构不正确，并且1,4,8-三羟基-6-甲基蒽醌与所描述的天然物质不同。
• Reactions of ketene acetals 15. Regiospecific syntheses of erythrolaccin and “7-hydroxyerythrolaccin”.
  作者：Vincent Guay、Paul Brassard

  DOI：10.1016/s0040-4020(01)91252-9

  日期：1984.1

  cyanohydrin nand the β γ-Unsaturated eater. The usefulness of the reagent is demonstrated by advantageous syntheses of the naturally occuring title-compounds and of various partially methylated analogues. The electron-donating substituents on the diene are disposed in order to illustrate the consequence of their oppossing electronic effects.

  一种新的二烯，1,2-脱甲氧基-1-三甲基甲硅烷氧基-1,3-戊丁，是由巴豆醛经氰醇n和βγ-不饱和取代基制备的。通过天然存在的标题化合物和各种部分甲基化的类似物的有利合成证明了该试剂的有用性。布置二烯上的供电子取代基是为了说明它们相反的电子效应的结果。
• An Efficient Synthesis of <i>peri</i>-Hydroxy Aromatic Compounds: A Strong Base-Induced [4 + 2]Cycloaddition of 4-Phenylthio-Substituted Homophthalic Anhydrides with Various Sulfinyl-Substituted Dienophiles
  作者：Yasuyuki Kita、Kiyosei Iio、Akiko Okajima、Yoshifumi Takeda、Ken-ichi Kawaguchi、Brendan A. Whelan、Shuji Akai

  DOI：10.1055/s-1998-1642

  日期：1998.3

  As an extension of the strong base-induced [4 + 2]cycloaddition of homophthalic anhydrides studied previously, we found a general and versatile synthesis of p-phenylthio substituted phenols by the reaction of 4-phenylthio-substituted homophthalic anhydrides and various dienophiles. The use of the sulfinyl-substituted dienophile is essential to produce the desired reaction under mild conditions in good yield.

  作为先前研究的强碱诱导的[4+2]同苯酐环加成反应的延伸，我们发现了一种通过4-苯硫基取代的同苯酐与各种二烯反应生成对苯硫基取代苯酚的通用合成方法。使用亚磺酰基取代的二烯对于在温和条件下产生所需反应并实现高收率至关重要。
• Naphthalene anti-psoriatic agents
  申请人：SYNTEX (U.S.A.) INC.

  公开号：EP0150831A2

  公开（公告）日：1985-08-07

  Psoriasis in mammals is relieved by topically administering naphthalenes of the formula: wherein: R' is alkoxy of one to twelve carbon atoms, of one to twelve carbon atoms, alkylthio of one to twelve carbon atoms, optionally substituted phenoxy or optionally substituted phenylthio; R2 is hydrogen, lower alkyl, optionally substituted phenyl or optionally substituted phenylalkyl; R3 is lower alkyl, lower alkoxy, or halo and m is 0, 1 or 2, or R3 is optionally substituted phenyl, optionally substituted phenyl lower alkyl, optionally substituted phenyl lower alkoxy, amino, lower alkylamino, lower dialkylamino, cyano, or S(O)nR wherein R is lower alkyl; optionally substituted phenyl; optionally substituted phenyl lower alkyl; or optionally substituted heterocyclic aryl of three to nine ring atoms containing one or two heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and the pharmaceutically acceptable acid addition salts thereof; and m is 1 and n is 0, 1 or 2; and W is alkyl of one to seven carbon atoms, optionally substituted phenyl or optionally substituted benzyl.

  哺乳动物的牛皮癣可通过局部施用式中的萘来缓解： 其中 R'是一至十二个碳原子的烷氧基、一至十二个碳原子的烷氧基、一至十二个碳原子的烷硫基、任选取代的苯氧基或任选取代的苯硫基； R2 是氢、低级烷基、任选取代的苯基或任选取代的苯基烷基； R3 是低级烷基、低级烷氧基或卤素，m 是 0、1 或 2，或者 R3 是任选取代的苯基、任选取代的苯基低级烷基、任选取代的苯基低级烷氧基、氨基、低级烷基氨基、低级二烷基氨基、氰基或 S(O)nR 其中 R 是低级烷基；任选取代的苯基；任选取代的苯基低级烷基；或任选取代的三至九个环原子的杂环芳基，含有一个或两个选自氮、氧和硫的杂原子，以及它们的药学上可接受的酸加成盐；且 m 为 1，n 为 0、1 或 2；以及 W 是一至七个碳原子的烷基、任选取代的苯基或任选取代的苄基。