4-methylbenzo[b]thieno[3,2-b]pyridine | 3573-96-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 4-methylbenzo[b]thieno[3,2-b]pyridine
• 英文别名: 4-methyl-benzo[4,5]thieno[3,2-b]pyridine；4-Methylthionaphtheno<3,2-b>pyridine；4-Methyl[1]benzothieno[3,2-b]pyridine；4-methyl-[1]benzothiolo[3,2-b]pyridine
• CAS: 3573-96-4
• 化学式: C₁₂H₉NS
• 分子量: 199.276
• InChiKey: JOGLJQXDZNZXSK-UHFFFAOYSA-N

物化性质

• 熔点：
  53-54 °C
• 沸点：
  364.5±22.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 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：

  苯并[b]噻吩-3-胺盐酸盐 、 丁烯酮 在 三氯化铁 、 zinc(II) chloride 作用下， 以 乙醇 为溶剂， 生成 4-methylbenzo[b]thieno[3,2-b]pyridine
  参考文献：
  名称：

  4-Methylthionaphthenopyridines

  摘要：

  DOI：

  10.1007/bf01046672

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 ELECTROLUMINESCENT MATERIALS AND DEVICES
  申请人：Universal Display Corporation

  公开号：US20150266863A1

  公开（公告）日：2015-09-24

  A compound having the structure of Formula I, A-L-B-M-D, is disclosed. In the structure of Formula I: A is selected from L is a linker selected from a single bond, an aryl group, a heteroaryl group, and combinations thereof, and may be further substituted; L-B-M has the structure: M is selected from an aryl group, a heteroaryl group, and combinations thereof, and may be further substituted; D has the structure: X is O, S, Se, or CR′R″; X 1 -X 8 , Y 1 -Y 12 , Z 1 , Z 3 -Z 8 , and Z 11 -Z 18 are each independently N or CR; each R, R′, and R″ are selected from a wide variety of substituents; where adjacent R substituents can form a fused ring; and R′ and R″ can form a ring. Formulations and devices, such as an OLEDs, that include the compound of Formula I are also described.

  揭示了具有Formula I结构的化合物A-L-B-M-D。在Formula I的结构中：A是从中选择的L是从单键、芳基、杂环基和它们的组合中选择的连接剂，并且可能进一步取代；L-B-M具有结构：M是从芳基、杂环基和它们的组合中选择的，并且可能进一步取代；D具有结构：X是O、S、Se或CR′R″；X1-X8、Y1-Y12、Z1、Z3-Z8和Z11-Z18分别独立地为N或CR；每个R、R′和R″从各种不同的取代基中选择；相邻的R取代基可以形成融合环；而R′和R″可以形成环。还描述了包括Formula I化合物的制剂和器件，如OLEDs。
• 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。
• [EN] SPECIFICALLY SUBSTITUTED AZA-DIBENZOFURANS AND AZA-DIBENZOTHIOPHENES FOR ORGANIC ELECTRONIC DEVICES<br/>[FR] AZA-DIBENZOFURANES ET AZA-DIBENZOTHIOPHÈNES SPÉCIFIQUEMENT SUBSTITUÉS POUR DISPOSITIFS ÉLECTRONIQUES ORGANIQUES
  申请人：IDEMITSU KOSAN CO

  公开号：WO2018043761A1

  公开（公告）日：2018-03-08

  Specifically substituted aza-dibenzofurans and aza-dibenzothiophenes of formula (I) and their use in electronic devices, especially electroluminescent devices. When used as charge transport material, charge blocker material and/or host material in electroluminescent devices, the specifically substituted aza-dibenzofurans and aza- dibenzothiophenes may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices and reduced driving voltage of electroluminescent devices. In formula (I) Y is S or 0; one of X1-X8 is N; another X1-X8 is C-L(R9)-[X9X10X11]Ring; and the remaining X1-X8 are CR1-CR8 wherein R1-R8 are independently H, alkyl, alkenyl, aryl, etc.

  具体替代的aza-二苯并呋喃和aza-二苯并噻吩的化学式(I)及其在电子器件中的应用，特别是在电致发光器件中。当作为电荷传输材料、电荷阻挡材料和/或宿主材料在电致发光器件中使用时，具体替代的aza-二苯并呋喃和aza-二苯并噻吩可能提供改善电致发光器件的效率、稳定性、可制造性或光谱特性，以及降低电致发光器件的驱动电压。在化学式(I)中，Y为S或0；X1-X8中的一个是N；另一个X1-X8是C-L(R9)-[X9X10X11]Ring；其余的X1-X8是CR1-CR8，其中R1-R8独立地为H、烷基、烯基、芳基等。
• N-(3-Benzo[b]thienyl)iminophosphoranes toward the Synthesis of Benzo[b]thieno[3,2-b]pyridines: Reactivity and Alternative Regioselectivity with α,β-unsaturated Ketones and Aldehydes
  作者：Carlo Bonini、Lucia Chiummiento、Maria Funicello、Piero Spagnolo

  DOI：10.1016/s0040-4020(00)00037-5

  日期：2000.3

  es 1b–d react with α,β-unsaturated aldehydes and ketones 2a–e to give varying mixtures of the regioisomeric benzothieno[3,2-b]pyridines 3a–d and 4a–d as a result of preferential attack of either imino nitrogen or α-thienyl carbon at the enone carbonyl group. The findings indicate that the progressive replacement of phenyl with methyl P-substituent greatly enhances the reactivity of the phosphorane

  新的N-（3-苯并[ b ]噻吩基）亚氨基正膦酸酯1b - d与α，β-不饱和醛和酮2a - e反应，生成区域异构的苯并噻吩并[3,2- b ]吡啶3a - d和亚氨基氮或α-噻吩基羧酸在烯酮的羰基上优先进攻的结果是在图4a - d中。该发现表明，用甲基P-取代基逐步取代苯基大大增强了磷烷1的反应性。 并同时提高了磷烷本身通过α-噻吩基碳添加到烯酮中的倾向。