1-(苯并噻唑-2-基硫烷基)-吡咯烷-2,5-二酮 | 482308-32-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: 1-(苯并噻唑-2-基硫烷基)-吡咯烷-2,5-二酮
• 英文名称: 1-(benzothiazol-2-ylsulfanyl)-pyrrolidine-2,5-dione
• 英文别名: 1-(benzo[d]thiazol-2-ylthio)pyrrolidine-2,5-dione；1-(2-benzothiazolylthio)-2,5-pyrrolidinedione；1-(1,3-Benzothiazol-2-ylsulfanyl)pyrrolidine-2,5-dione；1-(1,3-benzothiazol-2-ylsulfanyl)pyrrolidine-2,5-dione
• CAS: 482308-32-7
• 化学式: C₁₁H₈N₂O₂S₂
• 分子量: 264.329
• InChiKey: CCCRIKCMRQBIJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  443.9±28.0 °C(Predicted)
• 密度：
  1.56±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-硝基苯硼酸 、 1-(苯并噻唑-2-基硫烷基)-吡咯烷-2,5-二酮 在 CuMeSal 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以56%的产率得到2-(3-nitrophenylthio)benzothiazole
  参考文献：
  名称：

  A Mild, Nonbasic Synthesis of Thioethers. The Copper-Catalyzed Coupling of Boronic Acids with N-Thio(alkyl, aryl, heteroaryl)imides

  摘要：

  graphicA new synthesis of thioethers is described. The reaction of boronic acids with aryl, heteroaryl, and alkyl N-thloimides in the presence of catalytic quantities of a Cu(l) carboxylate affords good to excellent yields of thioethers. This reaction takes place in the absence of a base under mild conditions (THF, 45-50 degreesC, 2.5-12 h) and represents an interesting complement to known methods for thioether synthesis.

  DOI：

  10.1021/ol026948a
• 作为产物：
  描述：

  N-氯代丁二酰亚胺 、 2-巯基苯并噻唑 在 三乙胺 作用下， 以 苯 为溶剂， 反应 12.0h， 以45%的产率得到1-(苯并噻唑-2-基硫烷基)-吡咯烷-2,5-二酮
  参考文献：
  名称：

  A Mild, Nonbasic Synthesis of Thioethers. The Copper-Catalyzed Coupling of Boronic Acids with N-Thio(alkyl, aryl, heteroaryl)imides

  摘要：

  graphicA new synthesis of thioethers is described. The reaction of boronic acids with aryl, heteroaryl, and alkyl N-thloimides in the presence of catalytic quantities of a Cu(l) carboxylate affords good to excellent yields of thioethers. This reaction takes place in the absence of a base under mild conditions (THF, 45-50 degreesC, 2.5-12 h) and represents an interesting complement to known methods for thioether synthesis.

  DOI：

  10.1021/ol026948a

文献信息

• Acid-Mediated Oxychalcogenation of <i>o</i>-Vinylanilides with <i>N</i>-(Arylthio/arylseleno)succinimides
  作者：Manthena Chaitanya、Pazhamalai Anbarasan

  DOI：10.1021/acs.orglett.8b00065

  日期：2018.2.16

  An efficient acid-mediated oxythiolation of o-vinylanilides has been accomplished, employing N-(arylthio)succinimide as an electrophilic arylthiolating reagent for the synthesis of various arylthio tethered benzoxazine derivatives in good to excellent yield. The important features of this method include wide functional group tolerance, quick reaction time, absence of metal or additive, and excellent

  的有效酸介导的oxythiolation ö -vinylanilides已经完成，采用ñ - （芳基硫代）琥珀酰亚胺作为亲电芳硫基化试剂以良好的各种芳硫基拴苯并恶嗪衍生物的合成以优良的产率。该方法的重要特征包括宽的官能团耐受性，快速的反应时间，不存在金属或添加剂以及出色的底物范围。所开发的方法还成功地扩展到在不存在酸促进剂的情况下邻乙烯基苯胺的氧硒酸化。
• METHOD FOR PRODUCING OLIGONUCLEOTIDE
  申请人：Nissan Chemical Corporation

  公开号：EP3378869A1

  公开（公告）日：2018-09-26

  The invention provides a novel method for producing an oligonucleotide using a nucleoside or oligonucleotide that is easy to isolate and has high storage stability. The oligonucleotide production method includes a step of subjecting a nucleoside or oligonucleotide having a pseudo solid phase-protecting group in at least one location selected from the group consisting of 2'-position, 3'-position, 5'-position and a nucleobase moiety and having a 5'-hydroxyl group or a 3'-hydroxyl group, to H-phosphonation to convert the 5'-hydroxyl group or the 3'-hydroxyl group into an H-phosphonated form.

  本发明提供了一种使用核苷或寡核苷酸生产寡核苷酸的新方法，该方法易于分离且具有较高的储存稳定性。该寡核苷酸生产方法包括以下步骤：将至少在选自 2'-位、3'-位、5'-位和核碱基分子组成的组中的一个位置上具有伪固相保护基团且具有 5'-羟基或 3'-羟基的核苷或寡核苷酸进行 H-膦化，以将 5'-羟基或 3'-羟基转化为 H-膦化形式。
• 10.1016/j.chempr.2024.05.025
  作者：Pramanik, Milan、Das, Sampurna、Babaahmadi, Rasool、Pahar, Sanjukta、Wirth, Thomas、Richards, Emma、Melen, Rebecca L.

  DOI：10.1016/j.chempr.2024.05.025

  日期：——

  Herein, our study details the B(C6F5)3-catalyzed Csp2–H functionalization of diverse arenes, heteroarenes, and pharmacophores with thiosuccinimides or selenosuccinimides, providing selective access to chalcogenated products. This protocol enables the selective late-stage chalcogenation of drug molecules such as the anti-inflammatory drug naproxen, the estrogen steroid hormone estradiol derivatives, and the

  由于其广泛的生物应用，特别是在制药领域，有机硫属化物的合成仍然是一个有价值的研究领域。在此，我们的研究详细介绍了 B(C6F5)3 催化的各种芳烃、杂芳烃和药效团与硫代琥珀酰亚胺或硒代琥珀酰亚胺的 Csp2-H 官能化，提供了选择性获得硫属产品的方法。该方案能够选择性地对药物分子进行后期硫属化，例如抗炎药萘普生、雌激素类固醇激素雌二醇衍生物以及工业相关的三氟甲基硫基化反应。此外，这种 C-S 偶联方法提供了一种简便且无金属的路线来合成沃替西汀（一种抗抑郁药物）和大量重要的有机基序。详细的 NMR、EPR 分析和密度泛函理论 (DFT) 计算研究表明，硫代琥珀酰亚胺 N-S 键的伸长得到硼中心加合物的帮助，然后与芳烃形成稳定的离子对。 EPR 分析表明，瞬态自由基对（可能是非循环物质）不直接参与催化过程。
• Heterocylische Mercaptocarbonsäureamide, -imide und -nitrile als Korrosionsinhibitoren
  申请人：CIBA-GEIGY AG

  公开号：EP0161222B1

  公开（公告）日：1990-10-10
• OLIGONUCLEOTIDE PRODUCTION METHOD
  申请人：NISSAN CHEMICAL CORPORATION

  公开号：US20190169223A1

  公开（公告）日：2019-06-06

  The invention provides a novel method for producing an oligonucleotide using a nucleoside or oligonucleotide that is easy to isolate and has high storage stability. The oligonucleotide production method includes a step of subjecting a nucleoside or oligonucleotide having a pseudo solid phase-protecting group in at least one location selected from the group consisting of 2′-position, 3′-position, 5′-position and a nucleobase moiety and having a 5′-hydroxyl group or a 3′-hydroxyl group, to H-phosphonation to convert the 5′-hydroxyl group or the 3′-hydroxyl group into an H-phosphonated form.