1-(2-甲基-2-噻唑烷基)-乙酮 | 51859-53-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 1-(2-甲基-2-噻唑烷基)-乙酮
• 英文名称: butan-2-oxo-spiro-3-(1',3'-thiazolidine)
• 英文别名: 1-(2-methyl-thiazolidin-2-yl)-ethanone；2-Methyl-2-acetyl-thiazolidine；2-Acetyl-2-methylthiazolidine；1-(2-methyl-1,3-thiazolidin-2-yl)ethanone
• CAS: 51859-53-1
• 化学式: C₆H₁₁NOS
• mdl: MFCD01727404
• 分子量: 145.225
• InChiKey: WLXIBDDBHZVOIL-UHFFFAOYSA-N

物化性质

• 沸点：
  248.2±35.0 °C(Predicted)
• 密度：
  1.084±0.06 g/cm3(Predicted)
• 保留指数：
  1134

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为产物：
  描述：

  3-氯-2-丁酮 、 巯基乙胺 以 苯 为溶剂， 反应 1.0h， 以71%的产率得到1-(2-甲基-2-噻唑烷基)-乙酮
  参考文献：
  名称：

  Reaction of α-halo ketone with 2-aminothiol: a new synthesis of thiazolidines with the oxo group migrated to the original position occupied by halogen atom

  摘要：

  The reaction of 2-bromo-3-oxo steroids with 2-aminoethanethiol led to the stereoselective formation of spiro[ steroid-3,2'-thiazolidin]2- ones as the major product. With both cyclic and acyclic alpha-halo alkanones, the reaction gave the thiazolidines with the oxo group migrated to the original position occupied by the halogen atom. In addition, it was found that the use of microwaves affords improvement of yields and shortening the reaction time in comparison with usual conditions. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.041

文献信息

• Mechanistic Studies on the Formation of Thiazolidine and Structurally Related Thiazines in a Cysteamine/2,3-Butanedione Model System
  作者：Tzou-Chi Huang、Yu-Ming Su、Chi-Tang Ho

  DOI：10.1021/jf970602a

  日期：1998.2.1

  Phosphate was found to dramatically enhance the formation of 2-methyl-2-acetylthiazolidine from a cysteamine/2,3-butanedione model system. In addition to the major component, 2-methyl-2-acetylthiazolidine, significant amounts of two structurally closely related compounds, 2-acetyl-2,3,5,6-tetrahydro-1,4-thiazine and 5-acetyl-2,3-dihydro-1,4-thiazine, were characterized by using GC/MS (CI and EI). There

  发现磷酸从半胱胺/ 2,3-丁二酮模型系统显着增强了2-甲基-2-乙酰基噻唑烷的形成。除了主要成分2-甲基-2-乙酰基噻唑烷之外，还有大量两种结构上密切相关的化合物，即2-乙酰基-2,3,5,6-四氢-1,4-噻嗪和5-乙酰基-2，通过使用GC / MS（CI和EI）对3-二氢-1,4-噻嗪进行了表征。在偶氮二甲酰胺存在下，2-乙酰基-2,3,5,6-四氢-1,4-噻嗪氧化转化为5-乙酰基-2,3-二氢-1,4-噻嗪。2-甲基-2-乙酰基噻唑烷与结构相关的2-乙酰基-2,3,5,6-四氢-1,4-噻嗪和5-乙酰基-2,3-二氢-1,4-噻嗪的形成机理为建议。
• US3944561A
  申请人：——

  公开号：US3944561A

  公开（公告）日：1976-03-16
• US4011233A
  申请人：——

  公开号：US4011233A

  公开（公告）日：1977-03-08
• Reaction of α-halo ketone with 2-aminothiol: a new synthesis of thiazolidines with the oxo group migrated to the original position occupied by halogen atom
  作者：Masatoshi Matsushita、T. Tomoyoshi Takahashi、Takamitsu Utsukihara、Yohei Shimizu、Rob J. Jansen、C. Akira Horiuchi

  DOI：10.1016/j.tet.2007.06.041

  日期：2007.9

  The reaction of 2-bromo-3-oxo steroids with 2-aminoethanethiol led to the stereoselective formation of spiro[ steroid-3,2'-thiazolidin]2- ones as the major product. With both cyclic and acyclic alpha-halo alkanones, the reaction gave the thiazolidines with the oxo group migrated to the original position occupied by the halogen atom. In addition, it was found that the use of microwaves affords improvement of yields and shortening the reaction time in comparison with usual conditions. (C) 2007 Elsevier Ltd. All rights reserved.