3-methyl-6-[4-methyl-N-(thiophen-2-ylmethyl)anilino]-2,4-dioxo-1H-pyrimidine-5-carbaldehyde | 182358-15-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-methyl-6-[4-methyl-N-(thiophen-2-ylmethyl)anilino]-2,4-dioxo-1H-pyrimidine-5-carbaldehyde
• CAS: 182358-15-2
• 化学式: C₁₈H₁₇N₃O₃S
• 分子量: 355.417
• InChiKey: NPROORDHHVXKOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  98
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-methyl-6-[4-methyl-N-(thiophen-2-ylmethyl)anilino]-2,4-dioxo-1H-pyrimidine-5-carbaldehyde 在 lead(IV) acetate 、 sodium acetate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 0.5h， 生成 7-Methyl-3-(4-methylphenyl)-12-phenyl-16-thia-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-((thiophene-2-yl)methyl)-4-methylbenzeneamine 、 6-氯-5-甲酰基-3-甲基尿嘧啶 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以35%的产率得到3-methyl-6-[4-methyl-N-(thiophen-2-ylmethyl)anilino]-2,4-dioxo-1H-pyrimidine-5-carbaldehyde
  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

文献信息

• Studies on pyrimidine-annelated heterocycles: synthesis of novel pyrazolo[3′,4′:4,5]pyrido[2,3-d]pyrimidines by intramolecular 1,3-dipolar cycloadditions
  作者：Bipul Baruah、Dipak Prajapati、Jagir S. Sandhu、Anil C. Ghosh

  DOI：10.1039/p19960001999

  日期：——

  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.