2-amino-4,6-dimethoxy-5-nitropyrimidine | 84928-87-0

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 2-amino-4,6-dimethoxy-5-nitropyrimidine
• 英文别名: 4,6-dimethoxy-5-nitropyrimidin-2-amine
• CAS: 84928-87-0
• 化学式: C₆H₈N₄O₄
• 分子量: 200.154
• InChiKey: VHIWKJBZFMACQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-amino-4,6-dimethoxy-5-nitrosopyrimidine 在 间氯过氧苯甲酸 作用下， 以 乙腈 为溶剂， 生成 2-amino-4,6-dimethoxy-5-nitropyrimidine
  参考文献：
  名称：

  Hydrogen bonding in nitroaniline analogues: hydrogen-bonded sheets in 2-amino-4,6-dimethoxy-5-nitropyrimidine and π-stacked hydrogen-bonded sheets in 4-amino-2,6-dimethoxy-5-nitropyrimidine

  摘要：

  In 2-amino-4,6-dimethoxy-5-nitropyrimidine, C6H8N4O4, the molecules are linked by one N-H...N and one N-H...O hydrogen bond to form sheets built from alternating R-2(2) (8) and R-6(6) (32) rings. In isomeric 4-amino-2,6-dimethoxy-5-nitropyrimidine, C6H8N4O4, which crystallizes with Z' = 2 in P (1) over bar, the two independent molecules are linked into a dimer by two independent N-H...N hydrogen bonds. These dimers are linked into sheets by a combination of two-centre C-H...O and three-centre C-H...(O)(2) hydrogen bonds, and the sheets are further linked by two independent aromatic pi-pi-stacking interactions to form a three-dimensional structure.

  DOI：

  10.1107/s0108270102020322

文献信息

• The .sigma. adducts of 5-nitropyrimidines with liquid ammonia and their oxidation into aminonitropyrimidines
  作者：Henk C. Van der Plas、Valery N. Charushin、Beb Van Veldhuizen

  DOI：10.1021/jo00156a042

  日期：1983.4
• PLAS, H. C.;CHARUSHIN, V. N.;VELDHUIZEN, BEB, J. ORG. CHEM., 1983, 48, N 8, 1354-1357
  作者：PLAS, H. C.、CHARUSHIN, V. N.、VELDHUIZEN, BEB

  DOI：——

  日期：——
• ORGANOSILICON COMPOUNDS AND THEIR USE
  申请人：Takeda Cambridge Limited

  公开号：EP1648906B1

  公开（公告）日：2007-10-03
• Hydrogen bonding in nitroaniline analogues: hydrogen-bonded sheets in 2-amino-4,6-dimethoxy-5-nitropyrimidine and π-stacked hydrogen-bonded sheets in 4-amino-2,6-dimethoxy-5-nitropyrimidine
  作者：Christopher Glidewell、John N. Low、Manuel Melguizo、Antonio Quesada

  DOI：10.1107/s0108270102020322

  日期：2003.1.15

  In 2-amino-4,6-dimethoxy-5-nitropyrimidine, C6H8N4O4, the molecules are linked by one N-H...N and one N-H...O hydrogen bond to form sheets built from alternating R-2(2) (8) and R-6(6) (32) rings. In isomeric 4-amino-2,6-dimethoxy-5-nitropyrimidine, C6H8N4O4, which crystallizes with Z' = 2 in P (1) over bar, the two independent molecules are linked into a dimer by two independent N-H...N hydrogen bonds. These dimers are linked into sheets by a combination of two-centre C-H...O and three-centre C-H...(O)(2) hydrogen bonds, and the sheets are further linked by two independent aromatic pi-pi-stacking interactions to form a three-dimensional structure.