7-氯苯并[b]噻吩-3(2H)-酮 | 3260-86-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 7-氯苯并[b]噻吩-3(2H)-酮
• 英文名称: 7-chlorobenzothiophen-3(2H)-one
• 英文别名: 7-chlorobenzo[b]thiophen-3(2H)-one；7-Chlor-2.3-dihydro-benzothiophen-3-on；7-Chlorbenzothiophen-3(2H)-on；7-chloro-1-benzothiophen-3-one
• CAS: 3260-86-4
• 化学式: C₈H₅ClOS
• 分子量: 184.646
• InChiKey: NXWVBVPOSZSGMT-UHFFFAOYSA-N

物化性质

• 沸点：
  309.6±42.0 °C(Predicted)
• 密度：
  1.460±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  7-氯苯并[b]噻吩-3(2H)-酮 在 盐酸 、 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 7-氯苯并噻吩
  参考文献：
  名称：

  Rahman, Loay K. A.; Scrowston, Richard M., Journal of the Chemical Society. Perkin transactions I, 1984, # 3, p. 385 - 390

  摘要：

  DOI：
• 作为产物：
  描述：

  (2-羧基-6-氯苯基硫代)乙酸 在 sodium hydroxide 、 sodium acetate 作用下， 以 水 为溶剂， 反应 2.0h， 生成 7-氯苯并[b]噻吩-3(2H)-酮
  参考文献：
  名称：

  Rahman, Loay K. A.; Scrowston, Richard M., Journal of the Chemical Society. Perkin transactions I, 1984, # 3, p. 385 - 390

  摘要：

  DOI：

文献信息

• NaH promoted [4+3] annulation of crotonate-derived sulfur ylides with thioaurones: synthesis of 2,5-dihydrobenzo[4,5]thieno[3,2-b]oxepines
  作者：Youquan Zhang、Aimin Yu、Jiru Jia、Shanshan Ma、Ke Li、Yin Wei、Xiangtai Meng

  DOI：10.1039/c7cc04466f

  日期：——

  The [4+3] annulation reaction of crotonic acid derivative sulfur ylides with thioaurones has, for the first time, been reported using NaH as the base. A diverse array of 2,5-dihydrobenzo[4,5]thieno[3,2-b]oxepines is obtained in good to excellent yields. The proposed mechanism is investigated and supported by DFT calculations.

  使用NaH作为碱，首次报道了己烯酸衍生硫代亚甲基与硫金酮的[4+3]环合反应。在良好至优异的产率下获得了多样的2,5-二氢苯并[4,5]噻吩[3,2-b]氧杂环戊二烯。拟议的机制经过DFT计算进行了研究并得到支持。
• Synthesis of Dibenzothiophene and 1,4-Dihydrodibenzothiophene Derivatives via Allylic Phosphonium Salt Initiated Domino Reactions
  作者：Ke Li、Aimin Yu、Xiangtai Meng

  DOI：10.1021/acs.orglett.8b00028

  日期：2018.2.16

  Two efficient synthetic protocols were developed for the synthesis of dibenzothiophene and 1,4-dihydrodibenzothiophene using thioaurones and allylic phosphonium salt. Mild reaction conditions, a one-pot procedure, and easily accessible starting materials make these protocols powerful tools for the synthesis of these compounds, which are often used in material and pharmaceutical sciences.

  开发了两种有效的合成方案，用于使用硫代金酮和烯丙基phospho盐合成二苯并噻吩和1,4-二氢二苯并噻吩。温和的反应条件，一锅法操作和易于获得的起始原料，使这些规程成为合成这些化合物的强大工具，通常在材料和制药科学中使用。
• Propenoic acid derivatives
  申请人：AgrEvo UK Limited

  公开号：EP0517301A1

  公开（公告）日：1992-12-09

  Compounds of formula I wherein X is CH or N; n is 0, 1, 2 or 3; R¹ and R³, which may be the same or different, are alkyl, alkoxy or alkylthio, each of which is optionally substituted, halogen, nitro, cyano, COOR⁴, -NR⁵R⁶, CONR⁵R⁶, COR⁷ or R⁸S(O)q; or R¹ and an adjacent R³ group, or two adjacent R³ groups, together with the carbon atoms to which they are attached can form a 5 to 8 membered ring which can include 1 to 3 heteroatoms and may be substituted; R² is an optionally substituted aliphatic hydrocarbon radical, which may be unsaturated, aryl or heterocyclyl; R⁴ is hydrogen or an ester forming group; R⁵ and R⁶ are the same or different and are hydrogen, optionally substituted alkyl, acyl or aryl, or together with the nitrogen to which they are attached, form a 5 to 7 membered ring which can contain other hetero atoms; R⁷ is hydrogen, optionally substituted alkyl or aryl; R⁸ is optionally substituted alkyl or aryl; and q is 1 or 2, have fungicidal activity as do the intermediates of formula II wherein R⁹ is hydrogen or methyl, and of formula III

  化合物的公式I，其中X是CH或N; n为0、1、2或3; R¹和R³可以相同也可以不同，是烷基、烷氧基或烷硫基，每个基团都可以选择性地被取代，取代基可以是卤素、硝基、氰基、COOR⁴、-NR⁵R⁶、CONR⁵R⁶、COR⁷或R⁸S（O）q; 或者R¹和相邻的R³基团，或者两个相邻的R³基团，与它们连接的碳原子一起可以形成一个5到8个成员环，其中可以包含1到3个杂原子，并且可以被取代; R²是一个可以选择性取代的脂肪族碳氢基团，可以是不饱和的、芳香的或杂环基团; R⁴是氢或酯基形成基团; R⁵和R⁶相同或不同，是氢、可以选择性取代的烷基、酰基或芳基，或者与它们连接的氮一起形成一个5到7个成员环，其中可以含有其他杂原子; R⁷是氢、可以选择性取代的烷基或芳基; R⁸是可以选择性取代的烷基或芳基; q为1或2，具有杀真菌活性，公式II中的中间体在R⁹为氢或甲基的情况下，公式III也具有杀真菌活性。
• 237. The comparative reactivity of the carbonyl groups in the thionaphthenquinones. Part II. The influence of substituent groups in the thionaphthenquinones
  作者：Charles E. Dalgliesh、Frederick G. Mann

  DOI：10.1039/jr9450000893

  日期：——
• Solvent-Controlled Switchable Domino Reactions of MBH Carbonate: Synthesis of Benzothiophene Fused α-Pyran, 2,3-Dihydrooxepine, and Oxatricyclodecene Derivatives
  作者：Jiru Jia、Aimin Yu、Shanshan Ma、Youquan Zhang、Ke Li、Xiangtai Meng

  DOI：10.1021/acs.orglett.7b02916

  日期：2017.11.17

  Solvent-controlled switchable domino reactions between 2-alkylidenebenzothiophene-3(2H)-ones and Morita-Baylis-Hillamn (MBH) carbonate were developed. All domino reactions exhibited excellent regioselectivity, producing a broad spectrum of benzothiophene-fused alpha-pyran, 2,3-dihydrooxepine, and oxatricyclodecene derivatives. Furthermore, [4 + 2], [4 + 3], and related domino reactions from identical substrates can be controlled.