2,3-二溴苯并-1,4-二噁烷 | 67470-89-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 中文名称: 2,3-二溴苯并-1,4-二噁烷
• 英文名称: 2,3-dibromo-2,3-dihydro-benzo[1,4]dioxin
• 英文别名: 2,3-Dibrom-2,3-dihydro-benzo[1,4]dioxin；2,3-dibromo-2,3-dihydro-1,4-benzodioxine
• CAS: 67470-89-7
• 化学式: C₈H₆Br₂O₂
• 分子量: 293.942
• InChiKey: SWOGYTCPGNFHBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-二溴苯并-1,4-二噁烷 在 palladium on activated charcoal 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 potassium tert-butylate 、 氢气 作用下， 以 乙醚 、 乙醇 、 乙酸乙酯 为溶剂， 反应 22.0h， 生成 2-pyridazin-4-yloxyphenol;hydrochloride
  参考文献：
  名称：

  Synthetic studies on 1,4-benzodioxin: the preparation of analogues of biologically important indoles

  摘要：

  DOI：

  10.1016/s0040-4020(01)81373-9
• 作为产物：
  描述：

  1,4-苯并二恶烷 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 4.0h， 生成 2,3-二溴苯并-1,4-二噁烷
  参考文献：
  名称：

  铱催化的2-取代的1,4-苯并二恶英的不对称氢化

  摘要：

  开发了Ir催化的2-取代的1,4-苯并二恶英的不对称氢化反应，用于制备手性的1,4-苯并二恶烷，该手性存在于许多生物活性化合物和天然产物中。我们的对位联苯膦-恶唑啉配体对于获得良好的ee是必不可少的。使用我们的Tropos膦-恶唑啉配体的Ir配合物，各种各样的底物可耐受反应条件，并以优异的收率和中等至良好的对映选择性提供相应的氢化产物。

  DOI：

  10.1016/j.tet.2017.12.015

文献信息

• Biaryl-methanethio-, -sulphinyl- and sulphonyl derivatives
  申请人：CEPHALON, INC.

  公开号：EP1586559A1

  公开（公告）日：2005-10-19

  FIELD OF THE INVENTION The present invention is related to chemical compositions, processes for the preparation thereof and uses of the composition. Particularly, the present invention relates to compositions that include substituted biaryl-methanesulfinyl acetamides of Formula (I): wherein Ar, Y, R1, R2, R4, R5, q and x are as defined herein; and their use in the treatment of diseases, including treatment of sleepiness associated with narcolepsy, obstructive sleep apnea, or shift work disorder; Parkinson's disease; Alzheimer's disease; attention deficit disorder; attention deficit hyperactivity disorder; depression; or fatigue associated with a neurological disease; as well as the promotion of wakefulness.

  本发明涉及化学组合物、其制备方法以及组合物的用途。特别是，本发明涉及包括式（I）的取代联苯基-甲磺酰基乙酰胺的组合物： 其中Ar、Y、R1、R2、R4、R5、q和x如本文所定义；以及它们在治疗疾病中的用途，包括治疗与嗜睡症、阻塞性睡眠呼吸暂停或倒班工作障碍相关的嗜睡症、帕金森病、阿尔茨海默病、注意力缺陷障碍、注意力缺陷多动障碍、抑郁症或与神经系统疾病相关的疲劳，以及促进清醒。
• Thio-substituted tricyclic and bicyclic aromatic methanesulfinyl derivatives
  申请人：CEPHALON FRANCE

  公开号：EP1589016A1

  公开（公告）日：2005-10-26

  The present invention is related to chemical compositions, processes for the preparation thereof and uses of the composition. Particularly, the present invention relates to compositions of compounds of Formula (A): wherein Ar, Y, R1 and q are as defined herein; and their use in the treatment of diseases, including treatment of sleepiness, promotion of wakefulness, treatment of Parkinson's disease, cerebral ischemia, stroke, sleep apneas, eating disorders, stimulation of appetite and weight gain, treatment of attention deficit hyperactivity disorder ("ADHD"), enhancing function in disorders associated with hypofunctionality of the cerebral cortex, including, but not limited to, depression, schizophrenia, fatigue, in particular, fatigue associated with neurologic disease, such as multiple sclerosis, chronic fatigue syndrome, and improvement of cognitive dysfunction.

  本发明涉及化学组合物的制备过程及其用途。特别地，本发明涉及化合物(A)的组合物，其中Ar、Y、R1和q如本文中所定义；以及它们在治疗疾病中的应用，包括治疗嗜睡、促进清醒、治疗帕金森病、脑缺血、中风、睡眠呼吸暂停、进食障碍、刺激食欲和体重增加、治疗注意力缺陷多动障碍（“ADHD”）、增强与大脑皮层低功能相关的障碍的功能，包括但不限于抑郁症、精神分裂症、疲劳，尤其是与神经疾病如多发性硬化、慢性疲劳综合征相关的疲劳，以及改善认知功能障碍。
• Novel substituted [1,4] benzodioxino[2,3-e] isoindole derivatives, method for preparing and pharmaceutical compositions containing same
  申请人：Coudert Gerard

  公开号：US20060040930A1

  公开（公告）日：2006-02-23

  Compounds of formula (I): wherein: A is as defined in the description, Y represents a group selected from an oxygen atom and a methylene group, R 2 represents a hydrogen atom and in that case: R 3 represents a group selected from a hydrogen atom and the groups linear or branched (C 1 -C 6 )alkyl, aryl, aryl-(C 1 -C 6 )alkyl (in which the alkyl moiety is linear or branched) and SO 2 CF 3 , or R 2 and R 3 form a bond, R 1 represents a group selected from a hydrogen atom and the groups linear or branched (C 1 -C 6 )alkyl, aryl and aryl-(C 1 -C 6 )alkyl (in which the alkyl moiety is linear or branched) or a linear or branched (C 1 -C 6 )alkylene chain, Z 1 and Z 2 each represent a hydrogen atom or Z 1 and Z 2 , together with the carbon atoms carrying them, form a phenyl group. Medicaments.

  式(I)的化合物：其中：A如描述中定义，Y代表从氧原子和亚甲基组中选择的一个基团，R2代表氢原子，此时：R3代表从氢原子和线性或支链的(C1-C6)烷基，芳基，芳基-(C1-C6)烷基（其中烷基基团是线性或支链的）和SO2CF3中选择的一个基团，或者R2和R3形成键，R1代表从氢原子和线性或支链的(C1-C6)烷基，芳基和芳基-(C1-C6)烷基（其中烷基基团是线性或支链的）或线性或支链的(C1-C6)烷基链中选择的一个基团，Z1和Z2各自代表氢原子或Z1和Z2与携带它们的碳原子一起形成苯基。药物。
• o-Quinone methide as a common intermediate in the pyrolysis of o-hydroxybenzyl alcohol, chroman and 1,4-benzodioxin
  作者：Edwin Dorrestijn、Onno J. Epema、Wibo B. van Scheppingen、Peter Mulder

  DOI：10.1039/a800189h

  日期：——

  4-dihydro-2H-1-benzopyran (chroman), and 1,4-benzodioxin (BD) indicates that o-quinone methide (o-QM) is the common intermediate in each case. At complete conversion of HBA, o-QM was observed as the only product and the mass spectrum of o-QM could be obtained. At higher temperatures (>950 K), o-QM is subsequently converted into benzene and CO. The thermolysis process for chroman starts with cleavage of

  邻羟基苯甲醇（HBA），3,4-二氢-2 H -1-苯并吡喃（chroman）和1,4-苯并二恶英（BD）在极低压热解（550-1210 K）中的产物组成表明在每种情况下，邻醌甲基化物（o -QM）是常见的中间体。在HBA完全转化时，观察到o -QM是唯一的产物，并且可以获得o -QM的质谱。在更高的温度（> 950 K）下，o -QM随后转化为苯和一氧化碳。苯并二氢吡喃的热解过程始于苯氧基-碳键的裂解，再进行乙烯的消除，从而生成o-QM。确定了用于单分子衰减的高压速率参数，以遵守k chroman / s –1  = 10 15.3 exp（–269 / RT）。对于BD，仅观察到了苯基-乙烯基键的断裂，并且在重排和CO消除后形成了o -QM。已发现总消失率的Arrhenius方程为k BD / s –1  = 10 15.6 exp（–310 / RT）。最终（1100 K），BD的热分解产生1摩尔的苯和2摩尔的CO。
• The Preparation and Coupling Reactions of 2-Bromo-1,4-benzodioxin. A Simple Synthesis of 2-(1-Alkenyl)-, 2-Alkyl-and 2-Aryl-1,4-benzodioxins
  作者：Thomas V. Lee、Alistair J. Leigh、Christopher B. Chapleo

  DOI：10.1055/s-1989-27201

  日期：——

  2-Bromo-1,4-benzodioxin is prepared by dehydrobromination of 2,3-dibromo-2,3-dihydro-1,4-benzodioxin with base. It is converted into 2-alkyl-, 2-(1-alkenyl)-, and 2-aryl-1,4-benzodioxins by reaction with the respective Grignard reagents or by conversion into 2-(bromomagnesio)-1,4-benzodioxin and reaction of this Grignard reagent with alkyl, 1-alkenyl, or aryl halides.

  2-溴-1,4-苯并二恶烷是由 2,3-二溴-2,3-二氢-1,4-苯并二恶烷与碱进行脱氢溴化反应制备而成。它可通过与相应的格氏试剂反应转化为 2-烷基、2-（1-烯基）和 2-芳基-1,4-苯并二恶烷，或通过转化为 2-（溴镁基）-1,4-苯并二恶烷并使这种格氏试剂与烷基、1-烯基或芳基卤化物反应转化为 2-溴-1,4-苯并二恶烷。