5-Pyrimidinecarboxaldehyde,4-[(4-ethoxyphenyl)(2-furanylmethyl)amino]-1,2,3,6-tetrahydro-1-methyl-2,6-dioxo-, 5-(phenylhydrazone) | 182358-28-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-Pyrimidinecarboxaldehyde,4-[(4-ethoxyphenyl)(2-furanylmethyl)amino]-1,2,3,6-tetrahydro-1-methyl-2,6-dioxo-, 5-(phenylhydrazone)
• CAS: 182358-28-7
• 化学式: C₂₅H₂₅N₅O₄
• 分子量: 459.505
• InChiKey: NHNVSTQAKZISOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  34.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  104.86
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5-Pyrimidinecarboxaldehyde,4-[(4-ethoxyphenyl)(2-furanylmethyl)amino]-1,2,3,6-tetrahydro-1-methyl-2,6-dioxo-, 5-(phenylhydrazone) 在 lead(IV) acetate 作用下， 以 乙腈 为溶剂， 以35%的产率得到3-(4-Ethoxyphenyl)-7-methyl-12-phenyl-16-oxa-3,5,7,11,12-pentazatetracyclo[8.6.0.01,13.04,9]hexadeca-4(9),10,14-triene-6,8-dione
  参考文献：
  名称：

  Studies on pyrimidine-annelated heterocycles: synthesis of novel pyrazolo[3′,4′:4,5]pyrido[2,3-d]pyrimidines by intramolecular 1,3-dipolar cycloadditions

  摘要：

  Suitably functionalised 1,3-substituted 6-chloro-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carbaldehydes 3a-1 cyclise intramolecularly to yield novel furo- and thieno-[2 '',3 '':4',5']pyrazolo[3',4':4,5]pyrido-[2,3-d]pyrimidines 8a-1 in fair to good yields together with the pyrazolopyrimidines 7 as side products. Remarkably, this synthesis not only left the pyrimidine nucleus unaffected but also gave no dimer formation.

  DOI：

  10.1039/p19960001999
• 作为产物：
  描述：

  N-(2-furfuryl)-p-ethoxyaniline 在 sodium acetate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 5-Pyrimidinecarboxaldehyde,4-[(4-ethoxyphenyl)(2-furanylmethyl)amino]-1,2,3,6-tetrahydro-1-methyl-2,6-dioxo-, 5-(phenylhydrazone)
  参考文献：
  名称：

  Studies on pyrimidine-annelated heterocycles: synthesis of novel pyrazolo[3′,4′:4,5]pyrido[2,3-d]pyrimidines by intramolecular 1,3-dipolar cycloadditions

  摘要：

  Suitably functionalised 1,3-substituted 6-chloro-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carbaldehydes 3a-1 cyclise intramolecularly to yield novel furo- and thieno-[2 '',3 '':4',5']pyrazolo[3',4':4,5]pyrido-[2,3-d]pyrimidines 8a-1 in fair to good yields together with the pyrazolopyrimidines 7 as side products. Remarkably, this synthesis not only left the pyrimidine nucleus unaffected but also gave no dimer formation.

  DOI：

  10.1039/p19960001999