2-thiocyanato furan | 89283-78-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-thiocyanato furan
• 英文别名: Furan-2-yl thiocyanate
• CAS: 89283-78-3
• 化学式: C₅H₃NOS
• 分子量: 125.151
• InChiKey: FYRPGTQWPKINPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  硫氰酸铵 、 呋喃 在 双氧水 、 C₉H₈NO₃S⁽¹⁺⁾*Cl^(1-) 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以90%的产率得到2-thiocyanato furan
  参考文献：
  名称：

  异喹啉-N-磺酸硫氰酸盐/H2O2 作为含氮（杂）芳族化合物硫氰化的有效试剂

  摘要：

  在本研究中，异喹啉磺酸硫氰酸盐 (isoquinoline-SO 3 H)SCN 和异喹啉磺酰氯 (isoquinoline-SO 3 H)Cl 作为一种新型的非均相催化剂被设计和合成，方法简单且成本低廉。制备的多相催化剂通过 FT-IR、1 H NMR 和13 C NMR 技术进行表征。然后，成功地研究了(异喹啉-SO 3 H)SCN 和(异喹啉-SO 3 H)Cl的催化活性，用于通过一锅反应合成芳基和杂芳基硫氰酸酯衍生物。此外，使用（异喹啉-SO 3H)SCN 提供了一个非常简单和方便的程序，因为它同时具有酸性基团和硫氰化剂反应。本程序提供了诸如使用市售材料、廉价且化学稳定的试剂、反应时间短、产率高、易于通过简单过滤分离和简单的反应后处理等优点。

  DOI：

  10.1080/17415993.2021.1929230

文献信息

• Synthesis of Aryl Thiocyanates using Al₂O₃/MeSO₃H (AMA) as a Novel Heterogeneous System
  作者：Mona Hosseini-Sarvari、Mina Tavakolian

  DOI：10.3184/030823408x324706

  日期：2008.6

  Indoles and various aromatic and heteroaromatic compounds undergo smooth thiocyanation with ammonium thiocyanate in the presence of a mixture of Al₂O₃/MeSO₃H (AMA) under mild conditions without use of any organic solvents to afford the corresponding aryl thiocyanates in excellent yields and with high selectivity. The reactions proceed rapidly at room temperature.

  吲哚以及各种芳香族和杂芳香族化合物在 Al2O3/MeSO3H 混合物（AMA）存在下，在温和条件下与硫氰酸铵发生顺畅的硫氰酸化反应，无需使用任何有机溶剂，即可得到相应的芳基硫氰酸盐，且收率极高，选择性极强。反应在室温下迅速进行。
• Nano Co-Fe-prussian blue analogue as a reusable catalyst for the thiocyanation of aromatic and heteroaromatic compounds in presence of NH₄SCN under acid free solvothermal and solvent free conditions
  作者：Vijay Shekar Pulusu、Chinna Rajanna Kamatala、Umesh Kumar Utkoor、Srinivas Pasnoori、Shanti Muppa、Anil Kumar Mardhanpally

  DOI：10.1080/24701556.2022.2078352

  日期：——

  reusable nano catalyst and characterized by XRD, SEM, TEM, and BET SA-PSD methods. It is used for the thiocyanation of aromatic and hetero aromatic compounds in presence of NH4SCN under acid free solvothermal and solvent-free conditions. Observed Reaction times are dramatically reduced from solvothermal (15 to 20 hr) to sonication reactions (25 to 40 min), which are further reduced in mortar-pestle grinding

  摘要 Co-Fe-普鲁士蓝类似物 (Co-Fe-PBA) 被开发为可重复使用的纳米催化剂，并通过 XRD、SEM、TEM 和 BET SA-PSD 方法进行了表征。它用于在无酸溶剂热和无溶剂条件下，在 NH 4 SCN 存在下，芳族和杂芳族化合物的硫氰化反应。观察到的反应时间从溶剂热（15 到 20 小时）到超声反应（25 到 40 分钟）显着减少，在研钵-研杵研磨（8 到 10 分钟）和微波辅助（4 到 7 分钟）方案中进一步减少. 反应产物通过行之有效的光谱方法确认。适当地解释了从溶剂热到绿色植物的速率加速声波处理、微波和研钵研磨。
• Zeolite H-Sdusy Powder (Cbv720) as a Recyclable Catalyst for an Efficient Thiocyanation of Aromatic and Heteroaromatic Compounds in Acetonitrile
  作者：V. Sudhakar Chary、G. Krishnaiah、M. Satish Kumar、K. C. Rajanna

  DOI：10.1080/10426507.2014.978322

  日期：2015.7.3

  Thiocyanation of various aromatic and heteroaromatic compounds has been studied using Zeolite H-SDUSY Powder (CBV720) as catalyst and ammonium thiocyanate (NH4SCN) as thiocyanation reagent in acetonitrile medium. Reactions afforded good yields of products under stirred conditions at reflux temperature. Reactions underwent enhancements under sonication (using an ultrasonic probe of 24kHz frequency) and microwave irradiation. The use of ultrasound decreased the reaction times from (7-12h) to few minutes (70-150min). The use of microwave irradiation much more effectively enhanced the reaction rates than sonicated and conventional protocols used in this study.
• Syntheses of Organic N,N-Dialkyldithiocarbamates or Organic Thiocyanates from Organozincs and Corresponding Thio-Anions via the Inversion of Electronic Reactivity of the Anions with NCS-Oxidation
  作者：Kentaro Takagi、Hideaki Takachi、Ken Sasaki

  DOI：10.1021/jo00125a047

  日期：1995.10

  Novel displacement of metal ions from organometallic compounds with nucleophilic reagents was achieved in the reaction between organozinc compounds and N,N-dialkyldithiocarbamate ions (N,N-DAD(-)) or thiocyanate ion by the assistance of NCS, whereby alkyl or aryl N,N-DAD or alkyl, alkenyl, alkynyl, aryl, or heteroaryl thiocyanates were obtained in moderate to excellent yields as the result of novel bond construction between carbon fragments from organozinc compounds and thio-anions.

表征谱图