1-formyl-3-(4-fluorophenyl)hexahydropyrimidine | 1338228-22-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-formyl-3-(4-fluorophenyl)hexahydropyrimidine
• 英文别名: 3-(4-Fluorophenyl)-1,3-diazinane-1-carbaldehyde；3-(4-fluorophenyl)-1,3-diazinane-1-carbaldehyde
• CAS: 1338228-22-0
• 化学式: C₁₁H₁₃FN₂O
• 分子量: 208.235
• InChiKey: JHFVHAVPAPKHAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 以 水 为溶剂， 反应 0.02h， 以79%的产率得到1-formyl-3-(4-fluorophenyl)hexahydropyrimidine
  参考文献：
  名称：

  1,n-Diamines. Part 3: Microwave-assisted synthesis of N-acyl-N′-arylhexahydropyrimidines and hexahydro-1,3-diazepines

  摘要：

  In this Letter we present a method for the synthesis of N-acyl-N'-arylhexahydropyrimidines 1, by ring closure of N-acyl-N'-aryl-1,3-propanediamines 3 with formaldehyde. Cyclodehydrations were performed in aqueous medium under microwave irradiation, and led to high yields of the desired compounds in remarkably short reaction times. The method also allowed for the synthesis of hitherto unreported N-acyl-N'-arylhexahydro-1,3-diazepines 2. The acyclic tetramethylenic precursors 4 were synthesized by selective functionalization of N-arylputrescines. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.131

文献信息

• 1,n-Diamines. Part 3: Microwave-assisted synthesis of N-acyl-N′-arylhexahydropyrimidines and hexahydro-1,3-diazepines
  作者：Juan Á. Bisceglia、Jimena E. Díaz、Romina A. Torres、Liliana R. Orelli

  DOI：10.1016/j.tetlet.2011.07.131

  日期：2011.10

  In this Letter we present a method for the synthesis of N-acyl-N'-arylhexahydropyrimidines 1, by ring closure of N-acyl-N'-aryl-1,3-propanediamines 3 with formaldehyde. Cyclodehydrations were performed in aqueous medium under microwave irradiation, and led to high yields of the desired compounds in remarkably short reaction times. The method also allowed for the synthesis of hitherto unreported N-acyl-N'-arylhexahydro-1,3-diazepines 2. The acyclic tetramethylenic precursors 4 were synthesized by selective functionalization of N-arylputrescines. (C) 2011 Elsevier Ltd. All rights reserved.