5-methyl-thieno[2,3-c]pyrrole-4,6-dione | 1296865-90-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 5-methyl-thieno[2,3-c]pyrrole-4,6-dione
• 英文别名: 5-Methylthieno[2,3-c]pyrrole-4,6-dione
• CAS: 1296865-90-1
• 化学式: C₇H₅NO₂S
• 分子量: 167.188
• InChiKey: DUFBCXYYLDLQBJ-UHFFFAOYSA-N

物化性质

• 沸点：
  273.1±13.0 °C(Predicted)
• 密度：
  1.492±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  65.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methyl-thieno[2,3-c]pyrrole-4,6-dione 在 2-双环己基膦-2',6'-二甲氧基联苯 、 tris-(dibenzylideneacetone)dipalladium(0) 、 N-溴代丁二酰亚胺(NBS) 、 硫酸 、 三氟乙酸 、 cobalt(II) bromide 、 zinc dibromide 、 锌 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 25.0h， 生成 5-Methyl-2-[8-(5-methyl-4,6-dioxothieno[2,3-c]pyrrol-2-yl)-5lambda4,11-dithia-4,6,10,12-tetrazatricyclo[7.3.0.03,7]dodeca-1(12),2,4,5,7,9-hexaen-2-yl]thieno[2,3-c]pyrrole-4,6-dione
  参考文献：
  名称：

  TW2016/9755

  摘要：

  公开号：
• 作为产物：
  描述：

  2-噻吩甲酰氯 在 potassium dihydrogenphosphate 、 Cp*Rh(MeCN)3[ClO₄]2 、 potassium carbonate 、 silver carbonate 作用下， 以 四氢呋喃 、 2-甲基-2-丁醇 为溶剂， 100.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 生成 5-methyl-thieno[2,3-c]pyrrole-4,6-dione
  参考文献：
  名称：

  Rhodium(iii)-catalyzed oxidative carbonylation of benzamides with carbon monoxide

  摘要：

  开发了一种通过C-H/N-H活化，利用Rh(III)催化剂高效地将芳香酰胺氧化羰基化合成酞菁的策略。该反应倾向于电子丰富的芳香酰胺的C-H键，并能容忍多种官能团。

  DOI：

  10.1039/c1cc15843k

文献信息

• Structure–property relationships in multifunctional thieno(bis)imide-based semiconductors with different sized and shaped N-alkyl ends
  作者：Manuela Melucci、Margherita Durso、Cristian Bettini、Massimo Gazzano、Lucia Maini、Stefano Toffanin、Susanna Cavallini、Massimiliano Cavallini、Denis Gentili、Viviana Biondo、Gianluca Generali、Federico Gallino、Raffaella Capelli、Michele Muccini

  DOI：10.1039/c3tc32538e

  日期：——

  The relationships between the molecular structure, packing modalities, charge mobility and light emission in organic thin films is a highly debated and controversial issue, with both fundamental and technological implications in the field of organic optoelectronics. Thieno(bis)imide (TBI) based molecular semiconductors provide an interesting combination of good processability, tunable self-assembly, ambipolar charge transport and electroluminescence, and are therefore an ideal test base for fundamental studies on the structure–property correlation in multifunctional molecular systems. Herein, we introduce a new class of thieno(bis)imide quaterthiophenes having alkyl side chains of different shapes (linear, cyclic, branched) and lengths (C1–C8). We found that contrarily to what is generally observed in most molecular semiconductors, the length of the alkyl substituent does not affect the optical, self-assembly and charge transport properties of TBI materials. However, different electroluminescence powers are observed by increasing the alkyl side, this suggesting a potential tool for the selective modulation of TBI functionalities. A deep experimental and theoretical investigation on this new family of TBI materials is provided.

  有机薄膜中分子结构、排列方式、电荷迁移与光发射之间的关系是一个备受争议且引发广泛讨论的问题，对有机光电领域具有重要的基础和技术意义。基于噻吩（双）酰亚胺（TBI）的分子半导体兼具良好的加工性、可调节的自组装、双极电荷运输和电致发光，因此成为研究多功能分子系统结构-性能关联的理想基础。在此，我们介绍了一类新的噻吩（双）酰亚胺四硫苯类分子，具有不同形状（线性、环状、支链）和长度（C1–C8）的烷基侧链。我们发现，与大多数分子半导体的一般观察相反，烷基取代基的长度并未影响TBI材料的光学、自组装和电荷运输特性。然而，在增大烷基侧链时观察到了不同的电致发光强度，这表明它可能成为选择性调节TBI功能的一种有效工具。我们对这一新的TBI材料家族进行了深入的实验和理论研究。
• T-TYPE CALCIUM CHANNEL INHIBITOR
  申请人：NISSAN CHEMICAL INDUSTRIES, LTD.

  公开号：US20160237071A1

  公开（公告）日：2016-08-18

  A novel compound that has an excellent T-type calcium channel inhibitory activity and is specifically useful for prevention or treatment of pain, chronic kidney disease and atrial fibrillation. The novel triazinone compound of Formula (I): where each substituent in the formula is defined in detail in the description, and R 1 could be a hydrogen atom, or a C 1-6 alkyl group, etc., E could be a 7 to 14-membered non-aromatic fused heterocyclic group, L 3 could be a C 1-6 alkylene group, etc., D could be a C 6-14 aryl group or a 5 to 10-membered heteroaryl group each of which is optionally substituted, etc., a tautomer of the compound, or a pharmaceutically acceptable salt thereof, or a solvate thereof.

  一种新型化合物，具有出色的T型钙通道抑制活性，特别适用于预防或治疗疼痛、慢性肾脏疾病和心房颤动。该新型三嗪酮化合物的化学式为（I），其中公式中的每个取代基在描述中都有详细定义，R1可以是氢原子或C1-6烷基等，E可以是7-14个成员的非芳香融合杂环基，L3可以是C1-6亚烷基等，D可以是C6-14芳基或5-10个成员的杂环芳基，每个基团都可以有选择性地取代等，该化合物的互变异构体或药学上可接受的盐或溶剂化物。
• BENZOBIS(THIADIAZOLE) DERIVATIVE, INK CONTAINING SAME, AND ORGANIC ELECTRONIC DEVICE USING SAME
  申请人：UBE Industries, Ltd.

  公开号：EP3181569A1

  公开（公告）日：2017-06-21

  An object of the present invention is to provide a benzobis(thiadiazole) derivative, which has an excellent mobility of electron (field-effect mobility) and also has an excellent stability in the atmosphere. The present invention relates to a benzobis(thiadiazole) derivative or the like, which has cyclic imide structures annelated to an aromatic ring in the molecule, represented by the following general formula (1) or (2) wherein R, A and Z represent predetermined groups.

  本发明的目的是提供一种苯并双(噻二唑)衍生物，它具有优异的电子迁移率(场效应迁移率)，在大气中也具有优异的稳定性。本发明涉及一种苯并双(噻二唑)衍生物或类似物，其分子中的环状亚胺结构与芳香环环化，由下式通式(1)或(2)表示，其中 R、A 和 Z 代表预定基团。
• BENZOBIS(THIADIAZOLE) DERIVATIVE, INK COMPRISING THE SAME, AND ORGANIC ELECTRONIC DEVICE USING THE SAME
  申请人：UBE INDUSTRIES, LTD.

  公开号：US20180219160A1

  公开（公告）日：2018-08-02

  An object of the present invention is to provide a benzobis(thiadiazole) derivative, which has an excellent mobility of electron (field-effect mobility) and also has an excellent stability in the atmosphere. The present invention relates to a benzobis(thiadiazole) derivative or the like, which has cyclic imide structures annelated to an aromatic ring in the molecule, represented by the following general formula (1) or (2) wherein R, A and Z represent predetermined groups.