2-amino-4,6-bis(N-pyrrolidino)pyrimidine | 24867-29-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-amino-4,6-bis(N-pyrrolidino)pyrimidine
• 英文别名: 2-amino-4,6-di(1-pyrrolidinyl)pyrimidine；2-Amino-4,6-di-tetramethylenamino-pyrimidin；4,6-Di(pyrrolidin-1'-yl)pyrimidin-2-amin；4,6-di-pyrrolidin-1-yl-pyrimidin-2-ylamine；4,6-dipyrrolidin-1-ylpyrimidin-2-amine
• CAS: 24867-29-6
• 化学式: C₁₂H₁₉N₅
• 分子量: 233.316
• InChiKey: SUZUKIDNBFSUCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  58.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-amino-5-nitroso-4,6-bis(pyrrolidin-1-yl)pyrimidine 以 二苯醚 为溶剂， 生成 2-amino-4,6-bis(N-pyrrolidino)pyrimidine
  参考文献：
  名称：

  亚硝基亚胺的“ t-氨基效应”。由6-（二烷基氨基）-5-亚硝基嘧啶合成2,6-二氨基腺嘌呤衍生物

  摘要：

  在“吨氨基亚硝基化合物，即制备（二烷基氨基）亚硝基记录嘧啶的氨基效应” 4 - 18，并以高收率与嘌呤衍生物的热条件下环化他们19 - 32。氨基亚硝基嘧啶的反应性，特别是亚氨基二乙酸二乙酯中的17种和1-苯基咪唑烷中的19种，与中间体甲亚胺叶立德的稳定性相关。氨基亚硝基嘧啶的热解34 - 37，具有二烷基氨基的取代基在C（4）和C（6），由protiodenitrosation进行，导致38– 41。

  DOI：

  10.1002/hlca.201100098

文献信息

• Preparation of pyrrole and pyrrolidine derivatives of pyrimidine. 1-(2-pyrimidinyl)pyrrole - an inhibitor of<i>X. phaseoli</i>and<i>X. malvacearum</i>
  作者：Irwin Becker

  DOI：10.1002/jhet.5570410306

  日期：2004.5

  Pyrrole and pyrrolidine derivatives of pyrimidine were prepared in which the nitrogen atom of the pyrrole or pyrrolidine ring is bonded directly to the 2- or 4-carbon atom of the pyrimidine ring. Pyrrole derivatives were prepared by the dry distillation of an intimate mixture of an aminopyrimidine with mucic acid and by the reaction of a chloropyrimidine with potassium pyrrole. Pyrrolidine derivatives

  制备了嘧啶的吡咯和吡咯烷衍生物，其中吡咯或吡咯烷环的氮原子直接键合到嘧啶环的2-或4-碳原子上。通过将氨基嘧啶与粘酸的紧密混合物干馏并通过氯嘧啶与吡咯钾的反应来制备吡咯衍生物。吡咯烷衍生物是通过氯嘧啶与吡咯烷的反应制备的，并且在单个实例中通过嘧啶基吡咯的催化氢化来制备。1-（2-嘧啶基）吡咯的浓度为200 mcg / mL时，可抑制两种植物病原细菌-黄腐菜豆（Xanthomanus phaseoli）（对大豆植物致病）和黄花菜黄单胞菌（Xanthomanus malvacearum）（对棉花植物致病）。
• Hydrogen bonding in 2-amino-4,6-dimethoxypyrimidine, 2-benzylamino-4,6-bis(benzyloxy)pyrimidine and 2-amino-4,6-bis(<i>N</i>-pyrrolidino)pyrimidine: chains of fused rings and a centrosymmetric dimer
  作者：John N. Low、Antonio Quesada、Antonio Marchal、Manuel Melguizo、Manuel Nogueras、Christopher Glidewell

  DOI：10.1107/s0108270102005632

  日期：2002.5.15

  Molecules of 2-amino-4,6-dimethoxypyrimidine, C6H9N3O2, (I), are linked by two N-H...N hydrogen bonds [H...N 2.23 and 2.50 Angstrom, N...N 3.106 (2) and 3.261 (2) Angstrom, and N-H...N 171 and 145degrees] into a chain of fused rings, where alternate rings are generated by centres of inversion and twofold rotation axes. Adjacent chains are linked by aromatic pi-pi-stacking interactions to form a three-dimensional framework. In 2-benzylamino-4,6-bis(benzyloxy)pyrimidine, C25H23N3O2, (II), the molecules are linked into centrosymmetric R-2(2)(8) dimers by paired N-H...N hydrogen bonds [H...N 2.13 Angstrom, N...N 2.997 (2) Angstrom and N-H...N 170degrees]. Molecules of 2-amino-4,6-bis(N-pyrrolidino)pyrimidine, C12H19N5, (III), are linked by two N-H...N hydrogen bonds [H...N 2.34 and 2.38 Angstrom, N...N 3.186 (2) and 3.254 (2) Angstrom, and N-H...N 163 and 170degrees] into a chain of fused rings similar to that in (I).