3-Thienyltrifluoroacetamide | 138900-84-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-Thienyltrifluoroacetamide
• 英文别名: 3-<(trifluoroacetyl)amino>thiophene；3-trifluoroacetylaminothiophene；3-(N-trifluoroacetamido)thiophene；3-[(Trifluoroacetyl)amino]thiophene；2,2,2-trifluoro-N-thiophen-3-ylacetamide
• CAS: 138900-84-2
• 化学式: C₆H₄F₃NOS
• 分子量: 195.165
• InChiKey: GWFRCJGGALAJEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 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：

  3-Thienyltrifluoroacetamide 在 碘 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 115.0h， 以72%的产率得到2-iodo-3-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：

  thiophene-3-carbonyl azide 、 三氟乙酸 生成 3-Thienyltrifluoroacetamide
  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

• 一种含氟噻吩衍生物3-(N-三氟乙酰氨基)噻 吩及其合成方法与应用
  申请人：浙江工业大学

  公开号：CN111018828B

  公开（公告）日：2021-02-02

  本发明公开了一种含氟噻吩衍生物3‑(N‑三氟乙酰氨基)噻吩及其合成方法与应用。所述的3‑(N‑三氟乙酰氨基)噻吩如式1所示，制备方法为：将3‑氨基噻吩草酸盐溶于二氯甲烷中，在三乙胺的作用下，得到游离态的3‑氨基噻吩，然后将反应液冷却至0℃，缓慢滴加三氟乙酸酐，于室温下反应8～10h后，加入饱和碳酸氢钠溶液直至无气泡产生，得到反应混合液经分离纯化得到3‑(N‑三氟乙酰氨基)噻吩；所述的3‑氨基噻吩草酸盐、三乙胺、三氟乙酸酐的物质的量为1:1～5:1～3。本发明所述的3‑(N‑三氟乙酰氨基)噻吩应用于制备复合乳液。
• Lithiation of 3-aminobenzo[b]thiophene and 3-aminothiophene derivatives. Application to the synthesis of benzo[b]thienoindole and thienoindole derivatives
  作者：Montserrat Prats、Carmen Galvez、Yolanda Gasanz、Ana Rodriguez

  DOI：10.1021/jo00033a054

  日期：1992.3
• The preparation and oxidative polymerization of 3-thienylperfluoroacylamides
  作者：M.A Odian、R.E Noftle

  DOI：10.1016/s0022-1139(98)00261-9

  日期：1998.11

  The previously known 3-thienyltrifluoroacetamide (1) and the new compound, 3-thienylheptafluorobutyramide (2) have been synthesized in high purity by a new route and characterized by spectroscopy and elemental analysis. Both substances can be electrochemically polymerized to yield electrically conducting films. (C) 1998 Elsevier Science S.A. All rights reserved.
• 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.