isopropyl 2-sulfenamoylbenzoate | 262428-22-8

• 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: isopropyl 2-sulfenamoylbenzoate
• 英文别名: Benzoic acid, 2-(aminothio)-, 1-methylethyl ester；propan-2-yl 2-aminosulfanylbenzoate
• CAS: 262428-22-8
• 化学式: C₁₀H₁₃NO₂S
• 分子量: 211.285
• InChiKey: UPDLXIMCGJHOGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  77.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-苯并异噻唑-3-酮 、 isopropyl 2-sulfenamoylbenzoate 以 甲苯 为溶剂， 反应 5.0h， 以52%的产率得到2-(2-isopropoxycarbonylphenylthio)-1,2-benzisothiazolin-3-one
  参考文献：
  名称：

  Sythesis of 2-(2-Alkoxycarbonylphenylthio)-1,2-benzisothiazolin-3-ones from 2-Sulfenamoylbenzoates

  摘要：

  The mechanism of formation of 2-(2-alkoxycarbonylphenyl-thio)-1,2-benzisothiazolin-3-ones, which were obtained by the heating of 2-sulfenamoylbenzoates, was investigated. It appears that transamination occurred on the sulfur atom of a 2-sulfenamoylbenzoate between the amino group and the 1,2-benzisothiazolin-3-one, which formed by the cyclization of methyl 2-sulfenamoylbenzoate after heating, to give 2-(2-methoxycarbonylphenylthio)-1,2-benzisothiazolin-3-ones. Several types of 2-sulfenyl-1,2-benzisothiazolin-3-ones were synthesized from the 2-sulfenamoylbenzoates.

  DOI：

  10.3987/com-00-9046

文献信息

• 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.
• JP2001019684A
  申请人：——

  公开号：JP2001019684A

  公开（公告）日：2001-01-23