1,3-dimethyl-5,8-dihydro-5-(4-fluorophenyl)pyrimido[4,5-d]pyrimidine-2,4-dione | 1356475-94-9

• 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: 1,3-dimethyl-5,8-dihydro-5-(4-fluorophenyl)pyrimido[4,5-d]pyrimidine-2,4-dione
• 英文别名: 5-(4-Fluorophenyl)-1,3-dimethyl-5,8-dihydropyrimido[4,5-d]pyrimidine-2,4-dione
• CAS: 1356475-94-9
• 化学式: C₁₄H₁₃FN₄O₂
• 分子量: 288.281
• InChiKey: QOCFZELBDRRXMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对氟苯甲醛 、 1,3-dimethyl-6-(morpholinomethyleneamino)pyrimidine-2,4-dione 在 尿素 作用下， 140.0 ℃ 、1.0 MPa 条件下， 反应 0.03h， 以86%的产率得到1,3-dimethyl-5,8-dihydro-5-(4-fluorophenyl)pyrimido[4,5-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  Microwave-Promoted Catalyst- and Solvent-Free Aza-Diels–Alder Reaction of Aldimines with 6-[2-(Dimethylamino)vinyl]-1,3-dimethyluracil

  摘要：

  A microwave-promoted aza-Diels Alder reaction between 6[2-(dimethylamino)vinyl]-1,3-dimethyluracil and aldimines has been developed for the construction of dihydropyrido[4,3-d]pyrimidines. Urea is effectively employed as an environmentally benign source of ammonia in the absence of any catalyst or solvent. The key step in the reaction is in situ generation and trapping of the reactive aldimine formed from urea and aldehyde by the diene system of the uracil. The reaction is clean, and excellent yields are obtained in a matter of a few minutes.

  DOI：

  10.1021/jo202346w

文献信息

• Microwave-Promoted Catalyst- and Solvent-Free Aza-Diels–Alder Reaction of Aldimines with 6-[2-(Dimethylamino)vinyl]-1,3-dimethyluracil
  作者：Rupam Sarma、Manas M. Sarmah、Dipak Prajapati

  DOI：10.1021/jo202346w

  日期：2012.2.17

  A microwave-promoted aza-Diels Alder reaction between 6[2-(dimethylamino)vinyl]-1,3-dimethyluracil and aldimines has been developed for the construction of dihydropyrido[4,3-d]pyrimidines. Urea is effectively employed as an environmentally benign source of ammonia in the absence of any catalyst or solvent. The key step in the reaction is in situ generation and trapping of the reactive aldimine formed from urea and aldehyde by the diene system of the uracil. The reaction is clean, and excellent yields are obtained in a matter of a few minutes.