2-iodo-3,4-methylenedioxybenzoyl chloride | 133241-28-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2-iodo-3,4-methylenedioxybenzoyl chloride
• 英文别名: 2-iodo-3,4-methylenedioxybenzoic chloride；4-Iodo-2H-1,3-benzodioxole-5-carbonyl chloride；4-iodo-1,3-benzodioxole-5-carbonyl chloride
• CAS: 133241-28-8
• 化学式: C₈H₄ClIO₃
• 分子量: 310.475
• InChiKey: SVTXYOAHEWUBBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-iodo-3,4-methylenedioxybenzoyl chloride 在 铜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3,4,5-trimethoxy-9,17,23,25-tetraoxapentacyclo[17.7.0.02,7.010,15.022,26]hexacosa-1(19),2,4,6,10,12,14,20,22(26)-nonaene-8,18-dione
  参考文献：
  名称：

  An efficient synthesis of highly functionalized unsymmetrical biphenyls having substituents on the ortho positions

  摘要：

  The highly functionalized unsymmetrical biphenyls having electron-donating and/or electron-withdrawing substituents on the ortho positions were effectively synthesized based on the intramolecular Ullmann coupling reaction directed by salicyl alcohol as a template, followed by selective cleavage of the two ester bonds of S.

  DOI：

  10.1016/s0040-4039(00)61201-7
• 作为产物：
  描述：

  2-iodo-3,4-methylenedioxybenzoic acid 在 氯化亚砜 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 生成 2-iodo-3,4-methylenedioxybenzoyl chloride
  参考文献：
  名称：

  Takahashi, Masami; Ogiku, Tsuyosi; Okamura, Kimio, Journal of the Chemical Society. Perkin transactions I, 1993, # 13, p. 1473 - 1480

  摘要：

  DOI：

文献信息

• Biphenyl derivatives, process for preparing the same and intermediates
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US05103023A1

  公开（公告）日：1992-04-07

  Novel biphenyl derivatives of the formula: wherein R.sup.1 is a substituted or unsubstituted aminocarbonyl group, aminothiocarbonyl group, a substituted or unsubstituted lower alkoxycarbonyl group, cyano group, or a group of the formula: ##STR1## one or two of R.sup.2 to R.sup.7 are hydrogen atom, and the remaining groups are the same or different and are each a lower alkoxy group, a phenyl(lower)alkoxy group or hydroxy group, or the adjacent two groups thereof combine to form a lower alkylenedioxy group, and Alk.sup.1 is a lower alkylene group, or a pharmaceutically acceptable salt thereof, which are useful for the prophylaxis and treatment of hepatic diseases, and processes for preparing the same, and intermediates therefor.

  新型联苯衍生物的化学式如下：其中R.sup.1是取代或未取代的氨基羰基、氨基硫羰基、取代或未取代的低烷氧羰基、氰基，或化学式为的基团：##STR1## R.sup.2到R.sup.7中的一个或两个是氢原子，其余基团相同或不同，分别是低烷氧基、苯基(低)烷氧基或羟基，或相邻的两个基团结合形成低烷二氧基基团，Alk.sup.1是低烷基基团，或其药用可接受盐，用于预防和治疗肝病，以及制备方法和中间体。
• 2,2'-Disubstituted Biphenyls: Synthesis and Suppressive Effect against Carbon Tetrachloride-Induced Liver Injury.
  作者：Kazuhiko KONDO、Masami TAKAHASHI、Hiroshi OHMIZU、Mamoru MATSUMOTO、Ikuhiko TAGUCHI、Tameo IWASAKI

  DOI：10.1248/cpb.42.62

  日期：——

  2,2'-Disubstituted biphenyl compounds (1-15) were synthesized by using the Ullmann coupling reaction as a key step. The suppressive effect of these compounds against CCl4-induced liver injuries in mice was evaluated. An unsymmetrical biphenyl (14f) exhibited the most potent activity. The structure-activity relationship is discussed.

  以Ullmann偶联反应为关键步骤，合成了2,2'-二取代联苯化合物（1-15）。评价了这些化合物对小鼠中CCl4诱导的肝损伤的抑制作用。不对称联苯（14f）表现出最强的活性。讨论了构效关系。
• A new synthesis of unsymmetrical diphenic acid derivatives: template-directed intramolecular Ullmann coupling reaction
  作者：Masami Takahashi、Tooru Kuroda、Tsuyosi Ogiku、Hiroshi Ohmizu、Kazuhiko Kondo、Tameo Iwasaki

  DOI：10.1016/0040-4039(91)80444-b

  日期：1991.11

  Intramolecular Ullmann coupling reaction of the diesters (6, 9), which were prepared by regioselective acylation of salicyl alcohol by using the two different substituted 2-iodobenzoyl chlorides, afforded the unsymmetrical diphenic acid derivatives (7, 10). Hydrogenolysis of the Ullmann coupling product (7) afforded the monoester (12) in an excellent yield.

  二酯（分子内Ullmann偶合反应6，9，其制备由水杨醇的区域选择性酰化，通过使用两种不同的取代基的2-碘代苯甲酰氯），得到不对称的联苯羧酸衍生物（7，10）。乌尔曼偶联产物（7）的氢解以优异的产率提供了单酯（12）。
• Biphenyl derivatives, process for preparing the same and intermediates therefor
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP0401125A2

  公开（公告）日：1990-12-05

  Novel biphenyl derivatives of the formula: wherein R¹ is a substituted or unsubstituted aminocarbonyl group, aminothiocarbonyl group, a substituted or unsubstituted lower alkoxycarbonyl group, cyano group, or a group of the formula: one or two of R² to R⁷ are hydrogen atom, and the remaining groups are the same or different and are each a lower alkoxy group, a phenyl­(lower)alkoxy group or hydroxy group, or the adjacent two groups thereof combine to form a lower alkylenedioxy group, and Alk¹ is a lower alkylene group, or a pharmaceutically acceptable salt thereof, which are useful for the prophylaxis and treatment of hepatic diseases, and processes for preparing the same, and intermediates therefor.

  式中的新型联苯衍生物： 其中 R¹ 是取代或未取代的氨基羰基、氨基硫代羰基、取代或未取代的低级烷氧基羰基、氰基或式中的基团： R²至R⁷中的一个或两个为氢原子，其余基团相同或不同，且各自为低级烷氧基、苯基（低级）烷氧基或羟基，或其相邻两个基团结合形成低级亚烷氧基，且Alk¹为低级亚烷基，或其药学上可接受的盐，可用于预防和治疗肝病，以及制备上述物质的工艺及其中间体。
• Takahashi, Masami; Kuroda, Tooru; Ogiku, Tsuyoshi, Heterocycles, 1993, vol. 36, # 8, p. 1867 - 1882
  作者：Takahashi, Masami、Kuroda, Tooru、Ogiku, Tsuyoshi、Ohmizu, Hiroshi、Kondo, Kazuhiko、Iwasaki, Tameo

  DOI：——

  日期：——