ethyl N-benzyl-2-sulfenamoylbenzoate | 622398-82-7

• 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: ethyl N-benzyl-2-sulfenamoylbenzoate
• 英文别名: Benzoic acid, 2-[[(phenylmethyl)amino]thio]-, ethyl ester；ethyl 2-(benzylamino)sulfanylbenzoate
• CAS: 622398-82-7
• 化学式: C₁₆H₁₇NO₂S
• 分子量: 287.382
• InChiKey: JJCUVIVULBRDQM-UHFFFAOYSA-N

物化性质

• 熔点：
  78.2-79.7 °C
• 沸点：
  431.0±55.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 2-sulfenamoylbenzoate 以 甲醇 、 甲苯 为溶剂， 反应 29.0h， 生成 ethyl N-benzyl-2-sulfenamoylbenzoate
  参考文献：
  名称：

  The synthesis and reaction of N-sulfenyl heterocycles: development of effective sulfenylating reagents

  摘要：

  Various N-sulfenyl heterocycles were synthesized by transamination of sulfenamides using a chlorine gas-free method. The N-sulfenyl heterocycles behaved as sulfenylating reagents of anilines; N-sulfenylbenzimidazoles were the most effective. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.12.015

文献信息

• Synthesis of 1,2-Benzisothiazolin-3-one by Transamination of Sulfenamides
  作者：Masao Shimizu、Ayanobu Takeda、Hidenori Fukazawa、Yoshimoto Abe、Isao Shibuya

  DOI：10.3987/com-03-9809

  日期：——

  N-Substituted sulfenamoylbenzoates were synthesized by transamination of N-unsubstituted sulfenamoylbenzoates with amines. The reaction did not always proceed by simple amine exchange between the amines and ammonia on thesulfur atom of the sulfenamides. In reactions with aliphatic amines, the sulfenamides cyclized to form N-substituted 1,2-benzisothiazolin-3-ones. The synthesis of 1,2-benzisothiazolin-3-ones

  N-取代的次磺酰基苯甲酸酯通过N-未取代的次磺酰基苯甲酸酯与胺的转氨作用合成。反应并不总是通过胺和亚磺酰胺硫原子上的氨之间的简单胺交换来进行。在与脂肪胺的反应中，亚磺酰胺环化形成 N-取代的 1,2-苯并异噻唑啉-3-酮。还通过 2-巯基苯甲酰胺的 S-胺化研究了通过分子内氨基转移合成 1,2-苯并异噻唑啉-3-酮。
• The synthesis and reaction of N-sulfenyl heterocycles: development of effective sulfenylating reagents
  作者：Masao Shimizu、Hidenori Fukazawa、Shigeru Shimada、Yoshimoto Abe

  DOI：10.1016/j.tet.2005.12.015

  日期：2006.3

  Various N-sulfenyl heterocycles were synthesized by transamination of sulfenamides using a chlorine gas-free method. The N-sulfenyl heterocycles behaved as sulfenylating reagents of anilines; N-sulfenylbenzimidazoles were the most effective. (c) 2005 Elsevier Ltd. All rights reserved.