邻甲硫基苯甲酸酰氯 | 1442-03-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 邻甲硫基苯甲酸酰氯
• 英文名称: 2-methylsulfanyl-benzoyl chloride
• 英文别名: 2-(methylthio)benzoyl chloride；o-(methylthio)benzoyl chloride；2-Methylthio benzoic acid chloride；2-methylsulfanylbenzoyl chloride
• CAS: 1442-03-1
• 化学式: C₈H₇ClOS
• 分子量: 186.662
• InChiKey: AAWPBDPLOOSGGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• 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：
  2930909090

反应信息

• 作为反应物：
  描述：

  邻甲硫基苯甲酸酰氯 生成 methyl(2-(phenylethynyl)phenyl)sulfane
  参考文献：
  名称：

  2-取代的苯并呋喃和苯并噻吩的新合成：简单烷基的新型断裂反应

  摘要：

  （2-甲氧基-和（2-甲基硫代苯甲酰基）亚烷基三苯基苯基膦的快速真空热解导致Ph 3 PO和甲基自由基的损失；所得自由基中间体的环化导致苯并呋喃和苯并噻吩中的2-取代基经历了新的裂解过程。

  DOI：

  10.1016/s0040-4039(00)96366-4
• 作为产物：
  描述：

  ethyl 2-mercaptobenzoate 在 氢氧化钾 、 sodium hydroxide 、 氯化亚砜 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 12.0h， 生成 邻甲硫基苯甲酸酰氯
  参考文献：
  名称：

  Quantitative structure-activity analysis of larvicidal 1-(substituted benzoyl)-2-benzoyl-1-tert-butylhydrazines againstChilo suppressalis

  摘要：

  AbstractThe larvicidal activity of a number of 1‐(substituted benzoyl)‐2‐benzoyl–1 ‐ten‐butylhydrazines against the rice stem borer (Chilo suppressalis Walk.) was measured. Variations in the activity were examined quantitatively using physico‐chemical substituent and molecular parameters and regression analysis. The results indicated that the molecular hydrophobicity and the electron‐withdrawing inductive/ field effect of ontho substituents are favourable to larvicidal activity. The bulkiness of substituents at the meta and para positions was unfavourable to activity, substitution at the para position being more unfavourable than that at the meta position in terms of van der Waals' volume. The 2,3–, 2,5‐ and 2,6‐disubstitution patterns were also unfavourable to activity. Reductions in larvicidal activity caused by the 2,6‐,‐ 2,3,5‐ and 2,3,4,5‐substitutions were greater than those induced by the 2,3‐ and 2,5‐disubstitutions. When the sum of contributions from favourable effects is greater than that from unfavourable effects, the larvicidal activity is expected to be superior to that of the unsubstituted compound.

  DOI：

  10.1002/ps.2780410210

文献信息

• New Acylated 1,2,4-Triazoles as Antiviral Agents
  作者：Tarmás Somorai、Géza Szilágyi、József Reiter、László Pongó、Tibor Láng、Lajos Toldy、Stephen Horváth

  DOI：10.1002/ardp.19863190309

  日期：——

  The syntheses and antiviral properties of the new acylated 1,2,4‐triazole derivatives 4 are described. In cell culture experiments 6 out of 99 compounds specifically inhibit rubella virus replication to a high degree. Structure‐activity relationships are discussed.

  描述了新的酰化 1,2,4-三唑衍生物 4 的合成和抗病毒特性。在细胞培养实验中，99 种化合物中有 6 种可以高度特异性地抑制风疹病毒的复制。讨论了结构-活性关系。
• Decarbonylative Suzuki–Miyaura Cross-Coupling of Aroyl Chlorides
  作者：Tongliang Zhou、Pei-Pei Xie、Chong-Lei Ji、Xin Hong、Michal Szostak

  DOI：10.1021/acs.orglett.0c02250

  日期：2020.8.21

  Herein, we report a catalyst system for Pd-catalyzed decarbonylative Suzuki–Miyaura cross-coupling of aroyl chlorides with boronic acids to furnish biaryls. This strategy is suitable for a broad range of common aroyl chlorides and boronic acids. The synthetic utility is highlighted in the direct late-stage functionalization of pharmaceuticals and natural products capitalizing on the presence of carboxylic

  在此，我们报告了一种用于 Pd 催化的芳酰氯与硼酸脱羰 Suzuki-Miyaura 交叉偶联以提供联芳基化合物的催化剂体系。该策略适用于范围广泛的常见芳酰氯和硼酸。利用羧酸部分的存在，药物和天然产品的直接后期功能化突出了合成效用。广泛的机理和 DFT 研究提供了对反应机理和高脱羰交叉偶联选择性的关键见解。
• [EN] NOVEL ANTIPARASITIC COMPOUNDS AND METHODS<br/>[FR] NOUVEAUX COMPOSÉS ANTIPARASITAIRES ET PROCÉDÉS
  申请人：UNIV TEXAS

  公开号：WO2021077102A1

  公开（公告）日：2021-04-22

  Novel compounds for treating or inhibiting leishmaniasis and other parasitic protozoan diseases are disclosed herein. The compounds bind to Leishmania tubulin, induce parasite microtubule polymerization, stall Leishmania cell division, and have broad antiparasitic activity.

  本发明公开了用于治疗或抑制利什曼病和其他寄生原虫疾病的新型化合物。这些化合物能够结合到利什曼原虫的微管蛋白，诱导寄生虫微管聚合，阻碍利什曼细胞分裂，并且具有广泛的抗寄生虫活性。
• 5,6‐ and 6,6‐Membered Palladium(II) Pincer Complexes Based on Functionalized Carboxamides with Ancillary Sulfur and Nitrogen Donors
  作者：Svetlana G. Churusova、Diana V. Aleksanyan、Andrei A. Vasil'ev、Yulia V. Nelyubina、Valentin V. Novikov、Alexander A. Pavlov、Gleb L. Denisov、Zinaida S. Klemenkova、Vladimir A. Kozlov

  DOI：10.1002/ejic.201601093

  日期：2016.11

  sulfoxide derivatives, which readily formed analogous pincer complexes with the PdII ions. The realization of κ3-S,N,X coordination (X = N or S) was confirmed by multinuclear NMR and IR spectroscopic data and, in some cases, X-ray crystallography. An unusual dynamic behavior of the 6,6-membered S,N,S complex with an organophosphorus ligand was additionally studied by the ROESY technique. All of the palladocycles

  通过 2-（甲基硫烷基）苯甲酰氯与一系列带有辅助 N 或 S 供体的胺缩合，合成了新的多齿配体。在与 PdCl2(NCPh)2 的反应中，配体顺利地进行直接环钯化，得到具有 5,6-或 6,6-元稠合金属环的钳形配合物。硫化物配体用 H2O2 氧化得到相应的亚砜衍生物，它很容易与 PdII 离子形成类似的钳状复合物。κ3-S,N,X 配位（X = N 或 S）的实现通过多核 NMR 和 IR 光谱数据以及在某些情况下的 X 射线晶体学数据得到证实。ROESY 技术还研究了具有有机磷配体的 6,6 元 S,N,S 复合物的不寻常动态行为。
• Facile syntheses of 3-trifluoromethylthio substituted thioflavones and benzothiophenes via the radical cyclization
  作者：Lu Wang、Huaiyu Wang、Weidong Meng、Xiu-Hua Xu、Yangen Huang

  DOI：10.1016/j.cclet.2020.02.040

  日期：2021.1

  Abstract 3-CF3S substituted thioflavones and benzothiophenes were achieved via the reactions of AgSCF3 with methylthiolated alkynones and alkynylthioanisoles, respectively, promoted by persulfate. This protocol possesses good functional group tolerance and high yields. Mechanistic studies suggested that a classic two-step radical process was involved, which includes addition of CF3S radical to triple

  摘要通过AgSCF3分别与过硫酸盐促进的甲基硫醇化炔酮和炔基硫代苯甲醚反应，制得3-CF3S取代的硫代黄酮和苯并噻吩。该方案具有良好的官能团耐受性和高产率。机理研究表明，涉及到经典的两步自由基过程，包括将 自由基添加到三键和带有SMe部分的环化。