1-(1-Pentynoyl)uracil

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-(1-Pentynoyl)uracil
• 英文别名: 1-Pent-4-ynoylpyrimidine-2,4-dione；1-pent-4-ynoylpyrimidine-2,4-dione
• 化学式: C₉H₈N₂O₃
• 分子量: 192.174
• InChiKey: SXBKRXAUBWYOKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  66.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-pentynoic chloride 、 尿嘧啶 在 吡啶 作用下， 以 乙腈 为溶剂， 反应 3.5h， 以60%的产率得到1-(1-Pentynoyl)uracil
  参考文献：
  名称：

  Cobalt-Mediated [2+2+2] Cycloadditions of Pyrimidine Derivatives to Alkynes

  摘要：

  The scope and limitations of the cobalt-mediated [2+2+2] cycloaddition of pyrimidine derivatives to alkynes has been investigated. The 5,6-double bond of these heterocyclic nuclei has been found to participate in an entirely intermolecular fashion to generate chemo- and stereoselectively novel, fused and substituted 5,6-dihydropyrimidine cobalt complexes, which upon oxidative demetallation liberate the corresponding new heterocyclic ligand. On the other hand, 1-alkynyl pyrimidines have been found to be suitable partners in the cocyclization with disubstituted alkynes, such as bis(trimethylsilyl)acetylene (BTMSA) or dimethyl 2-butyn-1,4-dioate (DMAD), to allow the direct preparation of hitherto unknown dihydropyrido[3,2-ij]quinazoline cobalt complexes. Effects of the substitution on the pyrimidine nucleus, the cocyclization partner, the complex auxiliary, and the reaction conditions were examined, and in some cases competing pathways that lead to [CpCo(cyclobutadienes) ], cyclopentadienone complexes, and compounds that arise from a C-H activation-type reaction were observed.

  DOI：

  10.1002/(sici)1521-3765(19991203)5:12<3549::aid-chem3549>3.0.co;2-v