3-phthalimidophenothiazine | 14966-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 3-phthalimidophenothiazine
• 英文别名: N-(10H-phenothiazin-3-yl)-phthalimide；3-Phthalimidophenothiazin；2-(10H-phenothiazin-3-yl)isoindole-1,3-dione
• CAS: 14966-86-0
• 化学式: C₂₀H₁₂N₂O₂S
• 分子量: 344.393
• InChiKey: QTYUGPAXUKZPPA-UHFFFAOYSA-N

物化性质

• 沸点：
  613.5±65.0 °C(Predicted)
• 密度：
  1.441±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-phthalimidophenothiazine 在 sodium acetate 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 3-(乙氧羰基氨基)吩噻嗪
  参考文献：
  名称：

  吩噻嗪系列中的合成

  摘要：

  DOI：

  10.1007/bf00944261
• 作为产物：
  描述：

  2-(4-苯胺基苯基)异吲哚-1,3-二酮 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 碘 作用下， 以55%的产率得到3-phthalimidophenothiazine
  参考文献：
  名称：

  On the 3-Aminophenothiazine Synthesis

  摘要：

  Investigation of the key step of 3-aminophenothiazine (5) synthesis, that is thiation of N-(4-phenylaminophenyl)-phthalimid (3) was carried out. The best results were achieved using microwave irradiation, when 55% of the pure thiation product 3-phalimidophenothiazine (4) were isolated in 10-20 min reaction time.

  DOI：

  10.1081/scc-120022480

文献信息

• [EN] FLUORESCENT ORGANIC LIGHT EMITTING ELEMENTS HAVING HIGH EFFICIENCY<br/>[FR] ÉLÉMENTS ÉLECTROLUMINESCENTS ORGANIQUES FLUORESCENTS PRÉSENTANT UNE EFFICACITÉ ÉLEVÉE
  申请人：BASF SE

  公开号：WO2016046034A1

  公开（公告）日：2016-03-31

  The present invention relates to organic light emitting elements, comprising thermally activated delayed fluorescence (TADF) emitters and/or hosts on basis of phthalimide and naphthalimide materials, which have a sufficiently small energy gap between S1 and T1 (ΔEst) to enable up-conversion of the triplet exciton from T1to S1. The organic light emitting elements show high electroluminescent efficiency.

  本发明涉及有机发光元件，包括基于邻苯二甲酰亚胺和萘二甲酰亚胺材料的热激活延迟荧光(TADF)发射体和/或主体，其在S1和T1之间具有足够小的能隙(ΔEst)，以实现从T1到S1的三重激子的上转换。这些有机发光元件显示出高的电致发光效率。
• Iodine-Catalyzed Cyclization of o-Nitrothiophenols with Cyclohexanones to Phenothiazines
  作者：Yinglin Zhao、Jin Zhang、Jingwu Zhang、Zhida Zhang、Renhua Liu

  DOI：10.1021/acs.joc.4c00039

  日期：2024.6.7

  Here, a novel iodine-catalyzed direct cyclization of o-nitrothiophenols with cyclohexanones to phenothiazines has been described without external oxidants and hydrogen acceptors. The nitro of o-nitrothiophenol works as both a hydrogen acceptor and a coupling group, and water is the only byproduct. The reaction involves the reduction of nitro groups, C–H bond thioetherification, and C–H bond dehydroaromatization

  在此，描述了一种新型的碘催化邻硝基苯硫酚与环己酮直接环化为吩噻嗪的方法，无需外部氧化剂和氢受体。邻硝基苯硫酚的硝基既充当氢受体又充当偶联基团，水是唯一的副产物。该反应涉及硝基还原、C-H键硫醚化和C-H键脱氢芳构化。该方案为进一步阐述提供了广泛的合成价值，例如抗精神病药氯丙嗪的三步全合成。
• Fateen,A.K. et al., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1977, vol. 15, p. 1022 - 1024
  作者：Fateen,A.K. et al.

  DOI：——

  日期：——
• FATEEN A. K.; KADDAH A. M.; SHALABY A. A., INDIAN J. CHEM., 1977, B 15, NO 11, 1022-1024
  作者：FATEEN A. K.、 KADDAH A. M.、 SHALABY A. A.

  DOI：——

  日期：——
• Fluorescent Organic Light Emitting Elements Having High Efficiency
  申请人：UDC IRELAND LIMITED

  公开号：US20170263868A1

  公开（公告）日：2017-09-14

  The present invention relates to organic light emitting elements, comprising thermally activated delayed fluorescence (TADF) emitters and/or hosts on basis of phthalimide and naphthalimide materials, which have a sufficiently small energy gap between S 1 and T 1 (ΔE ST ) to enable up-conversion of the triplet exciton from T 1 to S 1 . The organic light emitting elements show high electroluminescent efficiency.