2,2,2-trifluoro-N-(thiophen-2-yl)acetamide | 140840-57-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,2,2-trifluoro-N-(thiophen-2-yl)acetamide
• 英文别名: 2,2,2-trifluoro-N-(2-thienyl)acetamide；2,2,2-trifluoro-N-thiophen-2-ylacetamide
• CAS: 140840-57-9
• 化学式: C₆H₄F₃NOS
• 分子量: 195.165
• InChiKey: SDDGAJIHZAPJMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  57.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2,2-trifluoro-N-(thiophen-2-yl)acetamide 在 碘 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 42.0h， 以56%的产率得到2,4-diodo-5-trifluoroacetylaminothiophene
  参考文献：
  名称：

  A Convenient Synthesis of 3(2)-Trifluoroacetylaminobenzo[b]thiophenes and Thiophenes and Some of Their Iodo Derivatives

  摘要：

  Trifluoroacetylamino derivatives of benzo[b]thiophene and thiophene (3a-d) have been obtained by Curtius rearrangement of the corresponding acyl azides (1a-d) with trifluoroacetic acid. The iodination of these amide derivatives with iodine under mild conditions leads to iodinated products in excellent yield, except in the case of the 3-trifluoroacetylaminobenzo[b]thiophene (3a), which only gives a polymeric residue.

  DOI：

  10.3987/com-91-5907
• 作为产物：
  描述：

  2-thiophenecarbonyl azide 、 三氟乙酸 生成 2,2,2-trifluoro-N-(thiophen-2-yl)acetamide
  参考文献：
  名称：

  A Convenient Synthesis of 3(2)-Trifluoroacetylaminobenzo[b]thiophenes and Thiophenes and Some of Their Iodo Derivatives

  摘要：

  Trifluoroacetylamino derivatives of benzo[b]thiophene and thiophene (3a-d) have been obtained by Curtius rearrangement of the corresponding acyl azides (1a-d) with trifluoroacetic acid. The iodination of these amide derivatives with iodine under mild conditions leads to iodinated products in excellent yield, except in the case of the 3-trifluoroacetylaminobenzo[b]thiophene (3a), which only gives a polymeric residue.

  DOI：

  10.3987/com-91-5907

文献信息

• <i>N</i>-Acylimino-λ³-iodanes from the Metathesis of Iodosoarenes and Nitriles for the Photoinduced C–H Perfluoroacylamination of (Hetero)Arenes
  作者：Tomohiro Kimura、Shohei Hamada、Takumi Furuta、Yoshiji Takemoto、Yusuke Kobayashi

  DOI：10.1021/acs.orglett.2c02054

  日期：2022.7.8
• SERINE PROTEASE INHIBITORS
  申请人：Tularik Limited

  公开号：EP1240154A1

  公开（公告）日：2002-09-18
• [EN] SERINE PROTEASE INHIBITORS<br/>[FR] INHIBITEURS DE LA SERINE PROTEASE
  申请人：PROTHERICS MOLECULAR DESIGN LT

  公开号：WO2001044226A1

  公开（公告）日：2001-06-21

  Compounds of formula (I) where R5, R6a, each X, L, Cy and Lp are as defined in the specification, are tryptase inhibitors useful as antiinflammatory agents.
• [EN] SERINE PROTEASE INHIBITORS<br/>[FR] INHIBITEURS DE SERINE PROTEASE
  申请人：TULARIK LTD

  公开号：WO2002047762A1

  公开（公告）日：2002-06-20

  Compounds of Formula I where R5, R6a, each X, L, Cy and Lp are as defined in the specification, are tryptase inhibitors useful as anti-inflammatory agents.
• A Convenient Synthesis of 3(2)-Trifluoroacetylaminobenzo[b]thiophenes and Thiophenes and Some of Their Iodo Derivatives
  作者：Montserrat Prats、Carmen Gálvez

  DOI：10.3987/com-91-5907

  日期：——

  Trifluoroacetylamino derivatives of benzo[b]thiophene and thiophene (3a-d) have been obtained by Curtius rearrangement of the corresponding acyl azides (1a-d) with trifluoroacetic acid. The iodination of these amide derivatives with iodine under mild conditions leads to iodinated products in excellent yield, except in the case of the 3-trifluoroacetylaminobenzo[b]thiophene (3a), which only gives a polymeric residue.