1-isopropyl-2-phenyl-1,4,5,6-tetrahydropyrimidine | 1446714-12-0

• 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: 1-isopropyl-2-phenyl-1,4,5,6-tetrahydropyrimidine
• 英文别名: 2-phenyl-1-propan-2-yl-5,6-dihydro-4H-pyrimidine
• CAS: 1446714-12-0
• 化学式: C₁₃H₁₈N₂
• 分子量: 202.299
• InChiKey: PWPXHDCZURNVRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-(3-isopropylamino)propylbenzamide 在 bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate salt 作用下， 以 二氯甲烷 为溶剂， 反应 16.08h， 以159 mg的产率得到1-isopropyl-2-phenyl-1,4,5,6-tetrahydropyrimidine
  参考文献：
  名称：

  Cyclodehydration of N-(Aminoalkyl)benzamides under Mild Conditions with a Hendrickson Reagent Analogue

  摘要：

  Methods for the cydodehydration of N-(aminoalkyl)benzamides are few and employ harsh reaction conditions. We have found that the easily prepared phosphonium anhydrides 1 (Hendrickson reagent) or 2 can be used for cyclodehydration of N-(aminoalkyl)benzamides under very mild conditions (room temperature) to produce five-, six-, and seven-membered cyclic amidines. Good yields are obtained by employing a temporary trityl group protection strategy. Cyclic analogue 2 can be used when the product cyclic amidine is organic-soluble, thus producing water-soluble byproducts.

  DOI：

  10.1021/jo401082q

文献信息

• Cyclodehydration of <i>N</i>-(Aminoalkyl)benzamides under Mild Conditions with a Hendrickson Reagent Analogue
  作者：Wendy A. Loughlin、Ian D. Jenkins、Maria J. Petersson

  DOI：10.1021/jo401082q

  日期：2013.7.19

  Methods for the cydodehydration of N-(aminoalkyl)benzamides are few and employ harsh reaction conditions. We have found that the easily prepared phosphonium anhydrides 1 (Hendrickson reagent) or 2 can be used for cyclodehydration of N-(aminoalkyl)benzamides under very mild conditions (room temperature) to produce five-, six-, and seven-membered cyclic amidines. Good yields are obtained by employing a temporary trityl group protection strategy. Cyclic analogue 2 can be used when the product cyclic amidine is organic-soluble, thus producing water-soluble byproducts.