1,3-dimethyl-6-(morpholinomethyleneamino)pyrimidine-2,4-dione | 133047-83-3

• 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-6-(morpholinomethyleneamino)pyrimidine-2,4-dione
• 英文别名: 6-(morpholinomethyleneamino)-1,3-dimethyluracil；1,3-Dimethyl-6-(morpholinomethyleneamino)pyrimidine-2,4-dione；1,3-dimethyl-6-(morpholin-4-ylmethylideneamino)pyrimidine-2,4-dione
• CAS: 133047-83-3
• 化学式: C₁₁H₁₆N₄O₃
• 分子量: 252.273
• InChiKey: IREPSCDIBVMFJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  65.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-dimethyl-6-(morpholinomethyleneamino)pyrimidine-2,4-dione 、 4-甲氧基查耳酮 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以82%的产率得到6-benzoyl-5-(4-methoxyphenyl)-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  尿嘧啶的探索：通过多组分aza-Diels-Alder反应快速，经济地生产含吡啶基的模板†

  摘要：

  建立了一种在DMF中Na 2 CO 3存在下，由尿嘧啶类似物，芳香醛和苯乙酮的多组分氮杂-狄尔斯-阿尔德反应合成吡啶并[2,3- d ]嘧啶衍生物的有效的分步骤经济规程。该反应的关键步骤是由醛和苯乙酮原位生成反应性亲二烯体，然后使其与二烯反应，得到所需产物。

  DOI：

  10.1039/c4ra02273d
• 作为产物：
  描述：

  吗啉 、 5,7-二甲基-5H-嘧啶并[4,5-e][1,2,4]三嗪-6,8-二酮 以 氯仿 为溶剂， 反应 14.0h， 以84%的产率得到1,3-dimethyl-6-(morpholinomethyleneamino)pyrimidine-2,4-dione
  参考文献：
  名称：

  二乙胺和三乙胺是二甲基嘧啶并[4,5-e]-和-[5,4-e] -1,2,4-三嗪二酮和1,2,4,5-的氮杂二烯反向合成中亲二烯体组分的来源四嗪

  摘要：

  DOI：

  10.1007/bf00476989

文献信息

• Indium-catalyzed microwave-accelerated pot economic C–C bond formation process towards the ‘dry-media’ synthesis of pyrimidine derivatives
  作者：Manas M. Sarmah、Debajyoti Bhuyan、Dipak Prajapati

  DOI：10.1039/c4ra14434a

  日期：——

  Substituted pyrimidines can be constructed in good yields via a microwave-accelerated C–C bond formation process through Lewis acid catalysed Diels–Alder reaction from easily available uracil diene and electron deficient acetylene carboxylate.

  通过利用微波加速的C-C键形成过程，通过路易斯酸催化的Diels-Alder反应，从易得的尿嘧啶二烯和电子不足的乙炔羧酸酯中，可以高产率地构建取代嘧啶。
• 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.
• Diethylamine and triethylamine as sources of the dienophile component in the reverse azadiene synthesis with dimethylpyrimido[4,5-e]- and-[5,4-e]-1,2,4-triazinediones and 1,2,4,5-tetrazines
  作者：S. V. Shorshnev、S. E. Esipov、V. V. Kuz'menko、A. V. Gulevskaya、A. F. Pozharskii、A. I. Chernyshev、G. G. Aleksandrov、V. N. Doron'kin

  DOI：10.1007/bf00476989

  日期：1990.11
• Exploration of uracils: pot and step economic production of pyridine core containing templates by multicomponent aza-Diels–Alder reaction
  作者：Manas M. Sarmah、Dipak Prajapati

  DOI：10.1039/c4ra02273d

  日期：——

  synthesis of pyrido[2,3-d]pyrimidine derivatives from a multicomponent aza-Diels–Alder reaction of uracil analogues, aromatic aldehydes and acetophenones in the presence of Na2CO3 in DMF was developed. The key step of the reaction is in situ generation of the reactive dienophile from aldehyde and acetophenone and their subsequent reaction with diene to give the desired product.

  建立了一种在DMF中Na 2 CO 3存在下，由尿嘧啶类似物，芳香醛和苯乙酮的多组分氮杂-狄尔斯-阿尔德反应合成吡啶并[2,3- d ]嘧啶衍生物的有效的分步骤经济规程。该反应的关键步骤是由醛和苯乙酮原位生成反应性亲二烯体，然后使其与二烯反应，得到所需产物。