N-[(1E)-2-carbamoyl-2-fluorovinyl]benzamide | 1146220-98-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[(1E)-2-carbamoyl-2-fluorovinyl]benzamide
• 英文别名: β-(N-benzoylamino)-α-fluoroacrylamide；N-[(E)-3-amino-2-fluoro-3-oxoprop-1-enyl]benzamide
• CAS: 1146220-98-5
• 化学式: C₁₀H₉FN₂O₂
• 分子量: 208.192
• InChiKey: NEZWWKCJHQEZNS-SOFGYWHQSA-N

物化性质

• 熔点：
  160-161 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  447.3±45.0 °C(Predicted)
• 密度：
  1.281±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  triphosgene 、 N-[(1E)-2-carbamoyl-2-fluorovinyl]benzamide 在 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 15.0h， 生成 N³-benzoyl-5-fluorouracil
  参考文献：
  名称：

  New [11C]Phosgene Based Synthesis of [11C]Pyrimidines for Positron Emission Tomography

  摘要：

  Thymine, 5-FU, and uracil were successfully synthesized through a procedure involving a cyclocondensation of triphosgene with newly developed alpha-substituted beta-aminoacrylamides intermediates (1a, X = Me; 1b, X = F; 1c, X = H). The radioligands [2-C-11]thymine and [2-C-11]5-fluorouracil were synthesized in high radiochemical yields in 16-17 minutes from the end of bombardment by applying the cyclocondensation method with [C-11]COCl2,

  DOI：

  10.3987/com-08-s(f)116
• 作为产物：
  描述：

  ethyl (2E)-2-fluoro-3-(phenylcarbonylamino)-2-propenoate 在 氨 作用下， 以 甲醇 为溶剂， 反应 96.0h， 以100%的产率得到N-[(1E)-2-carbamoyl-2-fluorovinyl]benzamide
  参考文献：
  名称：

  New [11C]Phosgene Based Synthesis of [11C]Pyrimidines for Positron Emission Tomography

  摘要：

  Thymine, 5-FU, and uracil were successfully synthesized through a procedure involving a cyclocondensation of triphosgene with newly developed alpha-substituted beta-aminoacrylamides intermediates (1a, X = Me; 1b, X = F; 1c, X = H). The radioligands [2-C-11]thymine and [2-C-11]5-fluorouracil were synthesized in high radiochemical yields in 16-17 minutes from the end of bombardment by applying the cyclocondensation method with [C-11]COCl2,

  DOI：

  10.3987/com-08-s(f)116

文献信息

• New [11C]Phosgene Based Synthesis of [11C]Pyrimidines for Positron Emission Tomography
  作者：Koh-ichi Seki、Kazue Ohkura、Kimihito Sanoki、Ken-ichi Nishijima、Nagara Tamaki、Yuji Kuge、Leonard I. Wiebe、Masayuki Takahashi、Hiromichi Akizawa

  DOI：10.3987/com-08-s(f)116

  日期：——

  Thymine, 5-FU, and uracil were successfully synthesized through a procedure involving a cyclocondensation of triphosgene with newly developed alpha-substituted beta-aminoacrylamides intermediates (1a, X = Me; 1b, X = F; 1c, X = H). The radioligands [2-C-11]thymine and [2-C-11]5-fluorouracil were synthesized in high radiochemical yields in 16-17 minutes from the end of bombardment by applying the cyclocondensation method with [C-11]COCl2,