2-methylbenzo[b]thieno[3,2-b]pyridine | 3508-54-1

• 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: 2-methylbenzo[b]thieno[3,2-b]pyridine
• 英文别名: 2-methyl-benzo[4,5]thieno[3,2-b]pyridine；3-Methylthionaphtheno-<3,2-b>-pyridin；2-Methyl-thionaphtheno<3.2-b>pyridin；2-Methylthionaphtheno<3,2-b>pyridine；2-Methyl-[1]benzothiolo[3,2-b]pyridine
• CAS: 3508-54-1
• 化学式: C₁₂H₉NS
• 分子量: 199.276
• InChiKey: TUSKDXVNNFTKMJ-UHFFFAOYSA-N

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：

  4,4-二甲氧基-2-丁酮 、 苯并[b]噻吩-3-胺盐酸盐 在 zinc(II) chloride 作用下， 以 乙醇 为溶剂， 生成 2-methylbenzo[b]thieno[3,2-b]pyridine
  参考文献：
  名称：

  2-Methylthieno-, thionaphtheno-, and thienothienopyridines

  摘要：

  DOI：

  10.1007/bf00473594

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：US20180083203A1

  公开（公告）日：2018-03-22

  This invention discloses novel polycyclic heteroaromatic compound core structures. These compounds can be used as hosts for PHOLEDs

  这项发明揭示了新颖的多环杂芳化合物核心结构。这些化合物可以用作PHOLED的宿主。
• HOST MATERIALS FOR ELECTROLUMINESCENT DEVICES
  申请人：Universal Display Corporation

  公开号：US20200190103A1

  公开（公告）日：2020-06-18

  A compound of Formula I wherein X 1 and X 2 are independently CR X or N, and at least one of X 1 or X 2 is CR X ; Y is selected from the group consisting of O, S, Se, NR′, BR′, CR′R″, and SiR′R″; R′, and R″ are each independently selected from the group consisting of alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aryl, heteroaryl, and combinations thereof; R is selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; R A , and R C each independently represent mono to the maximum allowable substitution, or no substitution; and each R X , R A , and R C is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, and wherein any two substituents R X , R A , and R C may be optionally joined to form a ring, with the proviso that R does not join with R A to form a ring.

  公式I的化合物，其中X1和X2分别独立地为CRX或N，且X1或X2中至少有一个为CRX；Y选自O、S、Se、NR′、BR′、CR′R″和SiR′R″组成的群；R′和R″各自独立地选自烷基、环烷基、杂原子烷基、杂原子环烷基、芳基、杂芳基及其组合物的群；R选自氘、卤素、烷基、环烷基、杂原子烷基、杂原子环烷基、芳基烷基、烷氧基、芳氧基、氨基、硅基、烯基、环烯基、杂原子烯基、炔基、芳基、杂芳基、酰基、羧酸基、醚、酯、腈、异腈、硫基、亚硫基、砜基、膦基及其组合物的群；RA和RC各自独立地表示单取代至最大允许取代，或无取代；每个RX、RA和RC独立地为氢或选自氘、卤素、烷基、环烷基、杂原子烷基、杂原子环烷基、芳基烷基、烷氧基、芳氧基、氨基、硅基、烯基、环烯基、杂原子烯基、炔基、芳基、杂芳基、酰基、羧酸基、醚、酯、腈、异腈、硫基、亚硫基、砜基、膦基及其组合物的取代基，且任意两个取代基RX、RA和RC可选择性地结合形成环，但R不与RA结合形成环。
• 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。
• ORGANIC MATERIALS FOR OLEDS
  申请人：UNIVERSAL DISPLAY CORPORATION

  公开号：US20150207082A1

  公开（公告）日：2015-07-23

  A novel compound based on aza- and diazodibenzofurans; aza- and diaza dibenzothiophenes, such as benzothieno- and benzofuropyrimidines as well as benzothieno- and benzofuropyrazines useful for electron-transporting host material in green, red, yellow, and white phosphorescent emitting devices is disclosed.

  本发明揭示了一种基于氮杂二苯并呋喃和氮杂二苯并噻吩的新化合物；例如苯并噻吩和苯并呋吡啶以及苯并噻吩和苯并呋吡嗪，这些化合物可用作绿色、红色、黄色和白色磷光发射器件中的电子传输宿主材料。