3-difluoromethyl-4-phenyl-4,5-dihydro-1,2,4-triazole-5(1H)-thione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-difluoromethyl-4-phenyl-4,5-dihydro-1,2,4-triazole-5(1H)-thione
• 英文别名: 5-difluoromethyl-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione；5-(difluoromethyl)-4-phenyl-4H-1,2,4-triazole-3-thiol；3-(difluoromethyl)-4-phenyl-1H-1,2,4-triazole-5-thione
• 化学式: C₉H₇F₂N₃S
• 分子量: 227.237
• InChiKey: CJYGJXHFDNZALW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(4-methoxyphenyl)-2-(trifluoroacetyl)hydrazinecarbothioamide 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 3.0h， 以36%的产率得到3-difluoromethyl-4-phenyl-4,5-dihydro-1,2,4-triazole-5(1H)-thione
  参考文献：
  名称：

  有效合成三氟乙酰基酰肼和二氟乙酰基酰肼，作为非对称取代的氟代烷基化1,3,4-恶二唑的有用组成部分

  摘要：

  通过使用二环己基碳二亚胺使三氟和二氟乙酰化的硫代氨基脲进行杂环化， 已经建立了一种方便有效的2-芳基氨基-5-氟烷基-1,3,4-恶二唑的方法。在碱性条件下用选定的硫代氨基脲进行的杂环化反应以中等收率得到了4-芳基-5-氟烷基-2,4-二氢-3 H -1,2,4-三唑-3-硫酮。通过用相应的酸酐对苄氧羰基保护的肼进行氟乙酰化，然后进行氢解脱保护并与芳基异硫氰酸酯反应，来制备起始的氟乙酰化的硫代氨基脲。氟乙酰化的氨基脲的制备方法相似，但所有实现其杂环化的尝试均未成功。

  DOI：

  10.1007/s10593-016-1845-3

文献信息

• Ambident Properties of 4-Substituted Thiosemicarbazides in Condensations with Fluoroacetic Acids
  作者：E. B. Vasil'eva、V. I. Filyakova、L. P. Sidorova、I. E. Filatov、V. N. Charushin

  DOI：10.1007/s11178-005-0376-7

  日期：2005.10

  4-Substituted thiosemicarbazides react with di- and trifluoroacetic acids to give the corresponding 3-fluoroalkyl-4,5-dihydro-1,2,4-triazole-5(1H)-thiones. Condensation of 4,4-disubstituted thiosemicarbazides with trifluoroacetic acid leads to formation of 2-amino-5-trifluoromethyl-1,3,4-thiadiazoles.

  4-取代的巯基咔嗪与二氟乙酸和三氟乙酸反应，生成相应的 3-氟烷基-4,5-二氢-1,2,4-三唑-5(1H)-硫酮。4,4-二取代的硫代氨基羰基化合物与三氟乙酸发生缩合反应，生成 2-氨基-5-三氟甲基-1,3,4-噻二唑。
• An Efficient Catalyst-Free Direct Approach to 5-Polyfluoroalkyl-1,2,4-triazole-3-thiones
  作者：Mikhailo V. Slivka、Oksana M. Holovko-Kamoshenkova、Radim Hrdina、Vyacheslav N. Baumer、Nataliya I. Korol、Liubov V. Sokolenko、Vasil G. Lendel

  DOI：10.1055/s-0042-1751401

  日期：2023.4

  An easy to handle high-efficient approach to 5-polyfluoroalkyl-1,2,4-triazole-3-thiones (11 examples, up to 91% yield) is reported. The tautomerism of thione and thiol forms for the obtained products is discussed. A one step procedure for 6,6-dimethyl-3-(trifluoromethyl)-5,6-dihydro[1,3]thiazolo[2,3-c][1,2,4]triazole formation from trifluoroacetic acid and 4-methallylthiosemicarbazide has been developed. The structures of the products were unambiguously determined by complex NMR investigation and by single crystal X-ray diffraction.

  摘要 报告了一种易于操作的高效方法来制备 5-聚氟烷基-1,2,4-三唑-3-硫酮（11 个实例，收率高达 91%）。文中讨论了所获产品的硫酮和硫醇的同分异构形式。开发了一种由三氟乙酸和 4-甲基烯丙基硫代氨基脲一步生成 6,6-二甲基-3-(三氟甲基)-5,6-二氢[1,3]噻唑并[2,3-c][1,2,4]三唑的方法。通过复合核磁共振研究和单晶 X 射线衍射，明确确定了产物的结构。
• ORGANIC SEMICONDUCTOR COMPOSITION, ORGANIC THIN-FILM TRANSISTOR, ELECTRONIC PAPER, AND DISPLAY DEVICE
  申请人：Fujifilm Corporation

  公开号：EP3001472A1

  公开（公告）日：2016-03-30

  The present invention provides an organic semiconductor composition, which improves the insulation reliability of an organic thin-film transistor without greatly reducing the mobility of the organic thin-film transistor, an organic thin-film transistor which is formed by using the organic semiconductor composition, and electronic paper and a display device which use the organic thin-film transistor. The organic semiconductor composition of the present invention contains an organic semiconductor material and an F-containing migration inhibitor selected from the group consisting of a compound represented by any of Formulae (1) to (8), a polymer compound (X) containing a repeating unit represented by Formula (A), and a polymer compound (Y) containing a repeating unit represented by Formula (B) and a repeating unit represented by Formula (C).

  本发明提供了一种有机半导体组合物，它能在不大大降低有机薄膜晶体管的迁移率的情况下提高有机薄膜晶体管的绝缘可靠性；提供了一种使用该有机半导体组合物形成的有机薄膜晶体管；还提供了使用该有机薄膜晶体管的电子纸和显示装置。本发明的有机半导体组合物含有一种有机半导体材料和一种含 F 的迁移抑制剂，该迁移抑制剂选自由式（1）至（8）中任一式所代表的化合物、含有式（A）所代表的重复单元的聚合物化合物（X）和含有式（B）所代表的重复单元和式（C）所代表的重复单元的聚合物化合物（Y）组成的组。
• COMPOSITION FOR FORMING GATE INSULATING FILM, ORGANIC THIN FILM TRANSISTOR, ELECTRONIC PAPER, AND DISPLAY DEVICE
  申请人：Fujifilm Corporation

  公开号：EP3007214A1

  公开（公告）日：2016-04-13

  The present invention provides a composition for forming a gate insulating film, which improves the insulation reliability of an organic thin film transistor without greatly reducing the mobility of the organic thin film transistor, an organic thin film transistor, electronic paper, and a display device. The composition for forming a gate insulating film of the present invention contains an insulating material and a migration inhibitor selected from the group consisting of a compound represented by any of Formulae (1) to (8), a polymer compound (X) containing a repeating unit represented by Formula (A), and a polymer compound (Y) containing a repeating unit represented by Formula (B) and a repeating unit represented by Formula (C).

  本发明提供了一种用于形成栅极绝缘膜的组合物，它能在不大大降低有机薄膜晶体管、有机薄膜晶体管、电子纸和显示装置的迁移率的情况下提高有机薄膜晶体管的绝缘可靠性。本发明用于形成栅极绝缘膜的组合物含有一种绝缘材料和一种迁移抑制剂，该迁移抑制剂选自由式（1）至（8）中任一式所代表的化合物、含有式（A）所代表的重复单元的聚合物化合物（X）和含有式（B）所代表的重复单元和式（C）所代表的重复单元的聚合物化合物（Y）组成的组。
• Efficient synthesis of tri- and difluoroacetyl hydrazides as useful building blocks for non-symmetrically substituted, fluoroalkylated 1,3,4-oxadiazoles
  作者：Grzegorz Mlostoń、Emilia Obijalska、Alicja Żurawik、Heinz Heimgartner

  DOI：10.1007/s10593-016-1845-3

  日期：2016.2

  A convenient and efficient approach to 2-arylamino-5-fluoroalkyl-1,3,4-oxadiazoles has been established via heterocyclization of tri- and difluoroacetylated thiosemicarbazides using dicyclohexylcarbodiimide. A heterocyclization performed with selected thiosemicarbazides under basic conditions led to 4-aryl-5-fluoroalkyl-2,4-dihydro-3H-1,2,4-triazole-3-thiones in moderate yields. The starting fluoroacetylated

  通过使用二环己基碳二亚胺使三氟和二氟乙酰化的硫代氨基脲进行杂环化， 已经建立了一种方便有效的2-芳基氨基-5-氟烷基-1,3,4-恶二唑的方法。在碱性条件下用选定的硫代氨基脲进行的杂环化反应以中等收率得到了4-芳基-5-氟烷基-2,4-二氢-3 H -1,2,4-三唑-3-硫酮。通过用相应的酸酐对苄氧羰基保护的肼进行氟乙酰化，然后进行氢解脱保护并与芳基异硫氰酸酯反应，来制备起始的氟乙酰化的硫代氨基脲。氟乙酰化的氨基脲的制备方法相似，但所有实现其杂环化的尝试均未成功。