2,3-dimethyl-7-benzofurancarbonsaeuremethylester | 27047-06-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 2,3-dimethyl-7-benzofurancarbonsaeuremethylester
• 英文别名: 2,3-dimethyl-benzofuran-7-carboxylic acid methyl ester；methyl 2,3-dimethylbenzofuran-7-carboxylate；2,3-Dimethyl-benzofuran-carbonsaeure-(7)-methylester；Methyl-2,3-dimethyl-7-benzofurancarboxylat；methyl 2,3-dimethyl-1-benzofuran-7-carboxylate
• CAS: 27047-06-9
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: PJVGIQKEUJRJTE-UHFFFAOYSA-N

物化性质

• 沸点：
  310.7±37.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-dimethyl-7-benzofurancarbonsaeuremethylester 生成 2-piperidin-1-ylethyl 2,3-dimethyl-1-benzofuran-7-carboxylate;hydrochloride
  参考文献：
  名称：

  INDZIMA, IKUO;OSEHKI, MASAKATSU;SAIGA, YUTAKA;NOSAKA, KUNIO

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-Dihydro-2,3-dimethyl-7-benzofurancarbonsaeure 在 氯化亚砜 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 反应 7.0h， 生成 2,3-dimethyl-7-benzofurancarbonsaeuremethylester
  参考文献：
  名称：

  Stanetty, Peter; Puerstinger, Gerhard, Journal of Chemical Research, Miniprint, 1991, # 3, p. 581 - 594

  摘要：

  DOI：

文献信息

• Benzo-furan derivative
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US04829067A1

  公开（公告）日：1989-05-09

  Novel benzo-furan(or -thiophene) derivative of the formula: ##STR1## wherein R.sup.1 is hydrogen atom, a lower alkyl group, a cycloalkyl group, a phenyl-lower alkyl group or a substituted or unsubstituted phenyl group, R.sup.2 is hydrogen atom, a lower alkyl group, an acyl group or phenyl group, R.sup.3 is hydrogen atom, a halogen atom, nitro group, a lower alkoxy group, amino group or an acylamino group, R.sup.4 is a group of the formula: ##STR2## A is a lower alkylene group optionally substituted with hydroxy group, B is single bond or a lower alkylene group, one of R.sup.5 and R.sup.6 is hydrogen atom or a lower alkyl group and the other is a lower alkyl group or a phenyl-lower alkyl group, or R.sup.5 and R.sup.6 combine together with adjacent nitrogen atom to form a heteromonocyclic group, R.sup.7 is a lower alkyl group, X is oxygen atom or sulfur atom, Y is oxygen atom, imino group, a lower alkylimino group or a phenyl-lower alkylimino group and a salt thereof are disclosed. Said compound (I) and a salt thereof have a potent inhibitory activity against reflective contraction of urinary bladder.

  本发明涉及一种新型苯并呋喃（或噻吩）衍生物，其化学式如下：##STR1## 其中R.sup.1为氢原子、较低的烷基、环烷基、苯基-较低的烷基或取代或未取代的苯基，R.sup.2为氢原子、较低的烷基、酰基或苯基，R.sup.3为氢原子、卤原子、硝基、较低的烷氧基、氨基或酰胺基，R.sup.4为下式基团：##STR2## A为可选地带有羟基的较低烷基烷基，B为单键或较低的烷基烷基，R.sup.5和R.sup.6中的一个为氢原子或较低的烷基，另一个为较低的烷基或苯基-较低的烷基，或R.sup.5和R.sup.6与相邻的氮原子结合形成杂单环基团，R.sup.7为较低的烷基，X为氧原子或硫原子，Y为氧原子、亚胺基、较低烷基亚胺基或苯基-较低烷基亚胺基，以及其盐。该化合物（I）及其盐对尿道膀胱反射收缩具有强效的抑制活性。
• A benzo-furan (or -thiophene) derivative and processes for preparing the same
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：EP0270342A2

  公开（公告）日：1988-06-08

  Novel benzo-furan(or -thiophene) derivative of the formula: wherein R¹ is hydrogen atom, a lower alkyl group, a cycloalkyl group, a phenyl-lower alkyl group or a substituted or unsubstituted phenyl group, R² is hydrogen atom, a lower alkyl group, an acyl group or phenyl group, R³ is hydrogen atom, a halogen atom, nitro group, a lower alkoxy group, amino group or an acylamino group, R⁴ is a group of the formula: A is a lower alkylene group optionally substituted with hydroxy group, B is single bond or a lower alkylene group, one of R⁵ and R⁶ is hydrogen atom or a lower alkyl group and the other is a lower alkyl group or a phenyl-­lower alkyl group, or R⁵ and R⁶ combine together with adjacent nitrogen atom to form a heteromonocyclic group, R⁷ is a lower alkyl group, X is oxygen atom or sulfur atom, Y is oxygen atom, imino group, a lower alkylimino group or a phenyl-lower alkylimino group and a salt thereof are disclosed. The invention also includes a process for making the compound (I). said compound (I) and a salt thereof have a potent inhibitory activity against reflective contraction of urinary bladder.

  式中的新型苯并呋喃（或噻吩）衍生物： 其中 R¹ 是氢原子、低级烷基、环烷基、苯基-低级烷基或取代或未取代的苯基，R² 是氢原子、低级烷基、酰基或苯基，R³ 是氢原子、卤素原子、硝基、低级烷氧基、氨基或酰氨基，R⁴ 是式中的一个基团： A 是可选被羟基取代的低级亚烷基，B 是单键或低级亚烷基，R⁵ 和 R⁶ 中的一个是氢原子或低级亚烷基，另一个是低级亚烷基或苯基-低级亚烷基、或 R⁵ 和 R⁶ 与相邻的氮原子结合在一起形成杂单环基，R⁷ 是低级烷基，X 是氧原子或硫原子，Y 是氧原子、亚氨基、低级烷基亚氨基或苯基-低级烷基亚氨基及其盐。 本发明还包括一种制造化合物（I）的工艺。所述化合物（I）及其盐对膀胱的反射性收缩具有强效抑制活性。
• Thermal and Bromide Ion-Catalyzed Rearrangement of Benzofuran Dioxetanes to 1-Oxaspiro[2.5]octa-5,7-dien-4-ones
  作者：Waldemar Adam、Michael Ahrweiler、Dirk Reinhardt

  DOI：10.1021/ja00094a029

  日期：1994.7

  The reaction of the tetrasubstituted benzofuran dioxetanes 2 with various nucleophiles, e.g. Br-, Cl-, I-, and HN(i-Pr)(2), was investigated and the unprecedented bromide ion-catalyzed rearrangement to the hitherto unknown 1-oxaspiro[2.5]octa-5,7-dien-4-ones 4 observed. As the mechanism, an S(N)2 attack of the bromide ion at the O-3 of the peroxide bond is proposed, in which the resulting hypobromite intermediate 8 rearranges to the spiroepoxide 4 by opening of the furan ring and expulsion of the bromide ion through intramolecular nucleophilic attack of the phenolate ion on the O-Br bond. This unique reaction type is limited to the bromide and the iodide ions, since none of the other nucleophiles led to the spiroepoxide 4. On thermolysis, the labile spiroepoxides 4 rearrange to the benzodioxoles 5, and at low temperature, the dimers 6 were formed by the Diels-Alder reaction. 4-Methyl-1,2,4-triazoline-3,5-dione (MTAD) gave with the spiroepoxide 4a the Diels-Alder product 7a. The thermolysis of the dioxetanes 2 gave, besides the conventional C-C cleavage products 3, the dioxoles 5 by rearrangement of the intermediary spiroepoxides 4. In the latter reaction, electron donors favor the formation of the dioxoles 5 and electron accepters the C-C cleavage products 3. The intermediacy of the spiroepoxides 4 in the thermolysis of the dioxetanes 2 was established by trapping of the spiroepoxide 4a with MTAD in the form of the [4 + 2] cycloaddition product 7a. For the thermal rearrangement 2 --> 4, the electron-rich arene moiety is proposed to serve as an intramolecular nucleophile which initiates spiroepoxide formation. Both the bromide ion-catalyzed and the thermal rearrangements are unprecedented in dioxetane chemistry.
• INDZIMA, IKUO;OSEHKI, MASAKATSU;SAIGA, YUTAKA;NOSAKA, KUNIO
  作者：INDZIMA, IKUO、OSEHKI, MASAKATSU、SAIGA, YUTAKA、NOSAKA, KUNIO

  DOI：——

  日期：——
• US4564620A
  申请人：——

  公开号：US4564620A

  公开（公告）日：1986-01-14