6-imino-1,3-dimethyl-5-(pyrrolidin-2-ylidene)-5,6-dihydropyrimidine-2,4(1H,3H)-dione | 1207386-08-0

• 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: 6-imino-1,3-dimethyl-5-(pyrrolidin-2-ylidene)-5,6-dihydropyrimidine-2,4(1H,3H)-dione
• 英文别名: 6-imino-1,3-dimethyl-5-tetrahydro-1H-2-pyrrolylidenhexahydro-2,4-pyrimidinedione
• CAS: 1207386-08-0
• 化学式: C₁₀H₁₄N₄O₂
• 分子量: 222.247
• InChiKey: XCWZYJJJLHUUTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.12
• 重原子数：
  16.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  76.5
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  6-imino-1,3-dimethyl-5-(pyrrolidin-2-ylidene)-5,6-dihydropyrimidine-2,4(1H,3H)-dione 在 氯化亚砜 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以60%的产率得到2,4-dimethyl-9,10-dihydro-6λ⁴-pyrimido[5,4-d]pyrrolo[1,2-b][1,2,6]thiadiazine-1,3,6(2H,4H,8H)-trione
  参考文献：
  名称：

  Synthesis of 10-(R-benzoyl)-2,4-dimethyl-6-(R-phenyl)-8,9-dihydropyrimido[5,4-e]pyrrolo[1,2-c]pyrimidine-1,3(2H,4H)-diones and 2,4-dimethyl-9,10-dihydro-6λ4-pyrimido[5,4-d]pyrrolo- [1,2-b][1,2,6]thiadiazine-1,3,6(2H,4H,8H)-trione

  摘要：

  6-Imino-1,3-dimethyl-5-(pyrrolidin-2-ylidene)-5,6-dihydropyrimidine-2,4(1H,3H)-dione reacted with substituted benzoyl chlorides in the presence of triethylamine to give the corresponding 10-(R-benzoyl)-2,4-dimethyl-6-(R-phenyl)-8,9-dihydropyrimido[5,4-e]pyrrolo[1,2-c]pyrimidine-1,3(2H,4H)-diones. Analogous reaction with thionyl chloride afforded 2,4-dimethyl-9,10-dihydro-6 lambda(4)-pyrimido[5,4-d]pyrrolo[1,2-b][1,2,6]-thiadiazine-1,3,6(2H,4H,8H)-trione.

  DOI：

  10.1134/s1070428016090177
• 作为产物：
  描述：

  2-吡咯烷酮 、 1,3-二甲基-6-氨基脲嘧啶 在 三氯化磷 作用下， 反应 5.17h， 以80%的产率得到6-imino-1,3-dimethyl-5-(pyrrolidin-2-ylidene)-5,6-dihydropyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis of 6-imino-5-tetrahydro-1H-2-pyrrolylidenhexahydro-2,4-pyrimidinediones as intermediates for the synthesis of C-azanucleosides

  摘要：

  The method for the synthesis of 6-imino-5-tetrahydro-1H-2-pyrrolylidenhexahydro-2,4-pyrimidinediones is described. It is shown that the reaction of phosphorus trichloride, 2-pyrrolidones and 6-aminopyrimidines brings to condensation producing 6-imino-5-tetrahydro-1H-2-pyrrolylidenhexahydro-2,4-pyrimidinediones as intermediates for the synthesis of C-azanucleosides. The reaction of 6-imino-1,3-dimethyl-5-tetrahydro-2-pyrrolylidenhexahydro-2,4-pyrimidinedione with benzoyl chloride produces 10-benzoyl-2, 4-dimethyl-6-phenyl-1,2,3,4,8,9-hexahydropyrimido[5,4-e]pyrrolo[1,2-c]pyrimidine-1,3-dione. A method for the selective reduction of the carbomethoxy group of methyl 5-(4-imino-1,3-dimethyl-2,6-dioxohexahydro-5-pyrimidinyliden)-2-pyrrolidine carboxylate by system NaBH(4)/1,4dioxane/CoCl(2)/PEG-400 is described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.11.010