N-(Diphenylmethyl)-thioacetamid | 52433-25-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(Diphenylmethyl)-thioacetamid
• 英文别名: N-benzhydrylethanethioamide
• CAS: 52433-25-7
• 化学式: C₁₅H₁₅NS
• 分子量: 241.357
• InChiKey: LOIMQKLNMFLPAE-UHFFFAOYSA-N

物化性质

• 沸点：
  372.0±52.0 °C(Predicted)
• 密度：
  1.115±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  44.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-(diphenylmethyl)acetamide 在 劳森试剂 作用下， 生成 N-(Diphenylmethyl)-thioacetamid
  参考文献：
  名称：

  Studies on organophosphorus compounds XXI. the dimer of p-methoxyphenylthionophosphine sulfide as thiation reagent. a new route to thiocarboxamides

  摘要：

  AbstractThe thiation properties of the dimer of p‐methoxyphenylthionophosphine sulfide, 1, has been investigated by performing reactions with a representative series of aliphatic and aromatic primary, secondary, and tertiary carboxamides in the temperature range 80‐100 °C using HMPA as solvent. This new method seems to be superior to all others as in most cases quantitative yields are found. Salicylanilide, when reacted with 1, in HMPA, yields salicylthioanilide and a new type of phosphorus heterocycle, 3, whose structure has been determined by NMR‐and X‐ray analyses. 13C NMR data are tabulated for a series of thioamide carbons.

  DOI：

  10.1002/bscb.19780870311

文献信息

• A Robust, Eco‐Friendly Access to Secondary Thioamides through the Addition of Organolithium Reagents to Isothiocyanates in Cyclopentyl Methyl Ether (CPME)
  作者：Vittorio Pace、Laura Castoldi、Serena Monticelli、Sandra Safranek、Alexander Roller、Thierry Langer、Wolfgang Holzer

  DOI：10.1002/chem.201504247

  日期：2015.12.21

  The nucleophilic addition of widely available and variously functionalized organolithium reagents to isothiocyanates represents a straightforward, high‐yielding, one‐pot method to access secondary thioamides. The simple reaction conditions required and the broad scope (>50 cases examples) makes it a robust and reliable method to access both simple and complex thioamides, including enantiopure ones

  在异硫氰酸酯中亲和性广泛获得的各种官能化有机锂试剂的亲核加成反应是直接，高产率，一锅法获得仲硫代酰胺的方法。所需的简单反应条件和广泛的应用范围（> 50个案例）使其成为一种既简便又复杂的硫酰胺类（包括对映纯类）的可靠可靠的检测方法。在整个合成过程中避免使用通常在文献确定的方法中使用的有毒和难闻的硫化剂，从而使该方案在可持续性方面也具有很高的吸引力。
• Substituted azetidinones
  申请人：Bannister Thomas

  公开号：US20070105832A1

  公开（公告）日：2007-05-10

  Compounds are provided which have the structure Wherein A, B, C, D, m, Y, Ra, Rc, Rd, and Rd′ are as described herein, and which are useful as inhibitors of tryptase, thrombin, trypsin, Factor Xa, Factor VIIa, Factor XIa, and urokinase-type plasminogen activator and may be employed in preventing and/or treating asthma, chronic asthma, allergic rhinitis, and thrombotic disorders.

  提供了化合物，其结构如下：其中A、B、C、D、m、Y、Ra、Rc、Rd和Rd'如本文所述，并且这些化合物可作为抑制剂用于抑制组胺酶、凝血酶、胰蛋白酶、Xa因子、VIIa因子、XIa因子和尿激酶型纤溶酶原激活剂，并可用于预防和/或治疗哮喘、慢性哮喘、过敏性鼻炎和血栓性疾病。
• SUBSTITUTED AZETIDINONES
  申请人：Bannister Thomas

  公开号：US20100144698A1

  公开（公告）日：2010-06-10

  Compounds are provided which have the structure Wherein A, B, C, D, m, Y, Ra, Rc, Rd, and Rd′ are as described herein, and which are useful as inhibitors of tryptase, thrombin, trypsin, Factor Xa, Factor VIIa, Factor XIa, and urokinase-type plasminogen activator and may be employed in preventing and/or treating asthma, chronic asthma, allergic rhinitis, and thrombotic disorders.

  提供了具有以下结构的化合物： 其中A，B，C，D，m，Y，Ra，Rc，Rd和Rd'如本文所述，并且可用作抑制剂尝试酶，凝血酶，胰蛋白酶，因子Xa，因子VIIa，因子XIa和尿激酶型纤溶酶原激活剂，并可用于预防和/或治疗哮喘，慢性哮喘，过敏性鼻炎和血栓性疾病。
• 一种硫代酰胺的合成方法
  申请人：兰州大学

  公开号：CN114805152B

  公开（公告）日：2023-04-14

  本发明属于有机中间体合成领域，具体涉及一种硫代酰胺的合成方法，所述的合成方法包括如下步骤：(1)取硝鎓盐溶于腈化合物中或取硝鎓盐和腈化合物溶于溶剂中；(2)氩气保护下，于‑35℃‑90℃加入溴代物，反应；(3)降温至‑35℃‑45℃，加入硫化试剂反应；(4)反应结束，去除固定杂质和溶剂，纯化即得硫代酰胺，其结构式为其中，R为各种取代苄基、直链烷烃基和环烷烃基，R1为烷基或苯基，所述的方法具有广泛的底物范围、良好至优异的产率和相对温和的反应条件，更为重要的是，该方法首次实现了通过Ritter反应类似过程合成硫代酰胺，并可实现药物分子或香料的溴代衍生物的硫代酰胺化。
• Preparation of thioamides from alkyl bromides, nitriles, and hydrogen sulfide through a thio-Ritter-type reaction
  作者：Shi-Zhong Tang、Kai Xiang、Rui Ye、Meng-En Chen、Jian-Chang Yu、Zhi-Juan He、Fu-Min Zhang

  DOI：10.1039/d2cc04210j

  日期：——

  A novel thio-Ritter-type reaction of alkyl bromides, nitriles, and hydrogen sulfide has been explored, providing a straightforward approach toward functionally important thioamides. This transformation features a broad substrate scope, operational simplicity, use of available feedstock chemicals, and late-stage functionalizations of bioactive molecules. The reaction mechanism is also proposed.

  已经探索了烷基溴、腈和硫化氢的新型硫代里特型反应，为功能重要的硫代酰胺提供了一种直接的方法。这种转化具有广泛的底物范围、操作简单、使用可用的原料化学品和生物活性分子的后期功能化。还提出了反应机理。