4-methylbenzo[b]thieno[2,3-b]pyridine | 3573-95-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 4-methylbenzo[b]thieno[2,3-b]pyridine
• 英文别名: 4-methylbenzo[4,5]thieno[2,3-b]pyridine；4-Methylthionaphtheno<2,3-b>pyridine；4-Methyl-benzothieno<2,3-b>pyridine；4-Methyl[1]benzothieno[2,3-b]pyridine；4-methyl-[1]benzothiolo[2,3-b]pyridine
• CAS: 3573-95-3
• 化学式: C₁₂H₉NS
• 分子量: 199.276
• InChiKey: VPQICVSNWDCTMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-叠氮苯并[b]噻吩 以 二氯甲烷 、 氯仿 、 甲苯 为溶剂， 反应 9.0h， 生成 4-methylbenzo[b]thieno[2,3-b]pyridine
  参考文献：
  名称：

  新型N-（2-苯并[ b ]噻吩基）亚氨基正膦酸酯及其在苯并[ b ]噻吩并[2,3- b ]吡啶的合成中的应用

  摘要：

  新型的N-（2-苯并[ b ]噻吩基）亚氨基正膦与α，β-不饱和醛和酮反应生成苯并[ b ]噻吩并[2,3- b ]吡啶，并经氮杂-维蒂希/电环封闭。二苯基甲基亚氨基膦烷与芳族和杂芳族醛反应生成亚胺基产物：在紫外线照射下，两个亚胺以可接受的收率提供环化产物。

  DOI：

  10.1016/s0040-4020(02)00324-1

文献信息

• Organic Electroluminescent Materials and Devices
  申请人：Universal Display Corporation

  公开号：US20200274081A1

  公开（公告）日：2020-08-27

  A compound of Formula I wherein: ring B is a 5-membered heterocyclic ring, or a 6-membered carbocyclic ring; each of X 1 and X 2 is independently C, CR, or N, with at least one of them being C; each of X 3 -X 11 is independently C, CR, or N, with at least one of them being N, and two adjacent of X 3 -X 7 are carbon-fused to the shown moiety through the linkage indicated by the two squiggly lines; Y is selected from the group consisting of O, S, Se, NR′, CR′R″, and SiR′R″; each of R A and R B independently represents zero, mono, or up to a maximum allowed substitution to its associated ring; each of R, R′, R″, R A , and R B is independently a hydrogen or a substituent selected from the group consisting of —SiR 1 R 2 R 3 or —GeR 1 R 2 R 3 , deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, with at least one of R A or R B comprising —SiR 1 R 2 R 3 or —GeR 1 R 2 R 3 ; each of R 1 , R 2 , and R 3 is independently selected from the group consisting of alkyl, aryl group, heteroaryl group, and combinations thereof; and any two substituents are optionally joined or fused to form a ring where chemically feasible.

  根据公式I的化合物 其中： 环B是5元的杂环，或者是6元的碳环； X1和X2各自独立为C、CR或N，其中至少有一个是C； X3-X11各自独立为C、CR或N，其中至少有一个是N，并且X3-X7的两个相邻碳与所示基团通过波浪线指示的连接方式碳融合； Y选自由O、S、Se、NR'、CR'R"和SiR'R"组成的组； RA和RB各自独立代表其相关环允许的最大取代数，零、单或至多； R、R'、R"、RA和RB各自独立为氢或选自—SiR1R2R3或—GeR1R2R3，氘，卤素，烷基，环烷基，杂烷基，杂环烷基，芳烷基，烷氧基，芳氧基，氨基，硅基，硼基，烯基，环烯基，杂烯基，炔基，芳基，杂芳基，酰基，羧酸，醚，酯，腈，异腈，硫anyl，亚磺酰基，磺酰基，磷基和它们的组合的取代基，其中至少一个RA或RB包含—SiR1R2R3或—GeR1R2R3； R1、R2和R3各自独立选自烷基，芳基组，杂芳基组和它们的组合；并且 任意两个取代基可选择性连接或融合成环，在化学上可行的话。
• ORGANIC LIGHT-EMITTING DIODE MATERIALS
  申请人：President and Fellows of Harvard College

  公开号：US20180212158A1

  公开（公告）日：2018-07-26

  Described herin are molecules for use in organic light emitting diodes. Example molecules comprise at least one acceptor moiety A, at least one donor moiety D, and optionally one or more bridge moieties B. Each moiety A is covalently attached to either the moiety B or the moeity D, each moiety D is covalently attached to either the moeity B or the moeity A, and each B is covalently attached to at least one moiety A and at least one moiety D. Values and preferred values of moieties A, D and B are defined herein.

  本文描述了用于有机发光二极管的分子。示例分子包括至少一个受体基团A，至少一个给体基团D，以及可选地一个或多个桥接基团B。每个基团A与基团B或基团D中的任一基团共价连接，每个基团D与基团B或基团A中的任一基团共价连接，每个基团B与至少一个基团A和至少一个基团D共价连接。这里定义了基团A、D和B的值和首选值。
• Facile Preparation of Benzo[4,5]thieno[2,3-<i>b</i>]pyridines and Naphtho[<i>b</i>-4,5]thieno[2,3-<i>b</i>]pyridines via the Reaction of Barton Esters and Benzynes
  作者：U. Narasimha Rao、Ed Biehl

  DOI：10.1021/jo016407j

  日期：2002.5.1

  Titled compounds were prepared in a one-pot synthesis by generating symmetrically substituted benzyne intermediates by the diazotization of anthranilic acids in the presence of Barton esters. Unsymmetrically substituted aryne either gave mixtures of regioisomers or failed. However, nitro and methyl derivatives of titled compounds could be obtained as single products using appropriately substituted

  在Barton酯存在下，通过邻氨基苯甲酸重氮化生成对称取代的苯炔中间体，通过一锅合成法制备标题化合物。不对称取代的芳烃或产生区域异构体的混合物或失败。但是，使用适当取代的巴顿酯，可以作为单一产物获得标题化合物的硝基和甲基衍生物。
• New entry to benzo[b]thieno[2,3-b]- and benzo[b]thieno-[3,2-b]-pyridines using 2- and 3-azidobenzo[b]thiophene as the nitrogen precursors
  作者：Alessandro Degl'Innocenti、Maria Funicello、Patrizia Scafato、Piero Spagnolo、Paolo Zanirato

  DOI：10.1039/p19960002561

  日期：——

  N-(3-Benzo[b]thienyl)- and N-(2-benzo[b]thienyl)-imino-triphenylphosphorane—prepared from the corresponding azidobenzo[b]thiophenes—react with α,β-unsaturated aldehydes under mild conditions to give directly benzo-[b]thieno[3,2-b]- and benzo[b]thieno[2,3-b]-pyridines through electrocyclization (and eventual dehydrogenation) of the initial aza Wittig imine products.

  由相应的叠氮苯并[b]噻吩制备的 N-(3-苯并[b]噻吩基)-和 N-(2-苯并[b]噻吩基)-亚氨基三苯基膦与 α、β-不饱和醛在温和条件下发生反应，通过电环化（并最终脱氢）最初的氮杂维蒂希亚胺产物，直接得到苯并[b]噻吩并[3,2-b]-和苯并[b]噻吩并[2,3-b]-吡啶。
• 4-Methylthionaphthenopyridines
  作者：P. I. Abramenko、V. G. Zhiryakov

  DOI：10.1007/bf01046672

  日期：——