2,2,2-三氟-1-(2-硫代-1,3-噻唑烷-3-基)乙酮 | 312706-52-8

• 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: 2,2,2-三氟-1-(2-硫代-1,3-噻唑烷-3-基)乙酮
• 中文别名: 苯乙酸,a-乙烯基-4-甲基-
• 英文名称: 3-trifuoroacetyl-1,3-thiazolidine-2-thione
• 英文别名: 2,2,2-trifluoro-1-(2-thioxothiazolidin-3-yl)ethan-1-one；2-Thiazolidinethione, 3-(trifluoroacetyl)-；2,2,2-trifluoro-1-(2-sulfanylidene-1,3-thiazolidin-3-yl)ethanone
• CAS: 312706-52-8
• 化学式: C₅H₄F₃NOS₂
• 分子量: 215.22
• InChiKey: CNDNZHJCQBEPMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  77.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,2,2-三氟-1-(2-硫代-1,3-噻唑烷-3-基)乙酮 在 二苯基亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以45%的产率得到3-(4,5-二氢-1,3-噻唑-2-基)-1,3-噻唑烷-2-硫酮
  参考文献：
  名称：

  Desulfurilative self-coupling reaction of 1,3-thiazolidine-2-thiones and intramolecular non-bonded S⋯S interaction in the crystallographic structure of the products

  摘要：

  An attempt at an asymmetric Pummerer-type reaction of trans-4-benzyloxythiane-1-oxide (1) with 3-trifluoroacetyl-4S-isopropyl-1,3-thiazolidine-2-thione (2) resulted in failure but an attractive desulfurilative self-coupling reaction of 4S-isopropyl-1,3-thiazolidine-2-thione (6) occurred to give 4S-isopropyl-3-(4S-isopropyl-1,3-thiazolin-2-yl)-1,3-thiazolidine-2-thione (5). The same desulfurilative self-coupling reaction of compound 6 or 11 efficiently proceeded by treatment of diphenyl sulfoxide (7a) or methyl phenyl sulfoxide (7b) with 2 or 3-trifluoroacetyl-1,3-thiazolidine-2-thione (8) to afford each corresponding product 5 or 9. Eventually, we found a practically useful method for the synthesis of 5 and 9 by exploiting TiCl4 and sodium salt 12 or 13 of 1,3-thiazolidine-2-thiones. Interestingly, intramolecular non-bonded S ... S interactions were recognized in the crystallographic structures of 5 and 9. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00460-5
• 作为产物：
  描述：

  2-巯基噻唑啉 、 三氟乙酸酐 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 2,2,2-三氟-1-(2-硫代-1,3-噻唑烷-3-基)乙酮
  参考文献：
  名称：

  Desulfurilative self-coupling reaction of 1,3-thiazolidine-2-thiones and intramolecular non-bonded S⋯S interaction in the crystallographic structure of the products

  摘要：

  An attempt at an asymmetric Pummerer-type reaction of trans-4-benzyloxythiane-1-oxide (1) with 3-trifluoroacetyl-4S-isopropyl-1,3-thiazolidine-2-thione (2) resulted in failure but an attractive desulfurilative self-coupling reaction of 4S-isopropyl-1,3-thiazolidine-2-thione (6) occurred to give 4S-isopropyl-3-(4S-isopropyl-1,3-thiazolin-2-yl)-1,3-thiazolidine-2-thione (5). The same desulfurilative self-coupling reaction of compound 6 or 11 efficiently proceeded by treatment of diphenyl sulfoxide (7a) or methyl phenyl sulfoxide (7b) with 2 or 3-trifluoroacetyl-1,3-thiazolidine-2-thione (8) to afford each corresponding product 5 or 9. Eventually, we found a practically useful method for the synthesis of 5 and 9 by exploiting TiCl4 and sodium salt 12 or 13 of 1,3-thiazolidine-2-thiones. Interestingly, intramolecular non-bonded S ... S interactions were recognized in the crystallographic structures of 5 and 9. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00460-5

文献信息

• [EN] THIOHYDROXYPYRIDINE CHELATES<br/>[FR] CHÉLATES DE THIOHYDROXYPYRIDINE
  申请人：LUMIPHORE INC

  公开号：WO2022087317A1

  公开（公告）日：2022-04-28

  There is a provided metal ion chelating agents capable of stably binding soft Lewis acid metal ions, metal ion chelates based on these chelating agents, and methods of using the compounds of the invention in diagnostic and therapeutics methods. Also provided are methods of sequestering soft Lewis acid metal ions. Exemplary soft Lewis acid metal ions are radionuclides.

  提供了一种金属离子螯合剂，能够稳定地结合软路易斯酸金属离子，基于这些螯合剂的金属离子螯合物，并且提供了使用该发明中化合物进行诊断和治疗方法的方法。还提供了隔离软路易斯酸金属离子的方法。软路易斯酸金属离子的示例是放射性核素。
• Desulfurilative self-coupling reaction of 1,3-thiazolidine-2-thiones and intramolecular non-bonded S⋯S interaction in the crystallographic structure of the products
  作者：Yoshimitsu Nagao、Hiroaki Nishijima、Hitoshi Iimori、Hideki Ushirogochi、Shigeki Sano、Motoo Shiro

  DOI：10.1016/s0022-328x(00)00460-5

  日期：2000.10

  An attempt at an asymmetric Pummerer-type reaction of trans-4-benzyloxythiane-1-oxide (1) with 3-trifluoroacetyl-4S-isopropyl-1,3-thiazolidine-2-thione (2) resulted in failure but an attractive desulfurilative self-coupling reaction of 4S-isopropyl-1,3-thiazolidine-2-thione (6) occurred to give 4S-isopropyl-3-(4S-isopropyl-1,3-thiazolin-2-yl)-1,3-thiazolidine-2-thione (5). The same desulfurilative self-coupling reaction of compound 6 or 11 efficiently proceeded by treatment of diphenyl sulfoxide (7a) or methyl phenyl sulfoxide (7b) with 2 or 3-trifluoroacetyl-1,3-thiazolidine-2-thione (8) to afford each corresponding product 5 or 9. Eventually, we found a practically useful method for the synthesis of 5 and 9 by exploiting TiCl4 and sodium salt 12 or 13 of 1,3-thiazolidine-2-thiones. Interestingly, intramolecular non-bonded S ... S interactions were recognized in the crystallographic structures of 5 and 9. (C) 2000 Elsevier Science S.A. All rights reserved.