2-amino-4-benzylthio-6-methylpyrimidine | 6308-34-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-amino-4-benzylthio-6-methylpyrimidine
• 英文别名: 4-benzylsulfanyl-6-methyl-pyrimidin-2-ylamine；2-Amino-4-methyl-6-(benzylmercapto)-pyrimidin；6-Benzylthio-2-amino-4-methyl-pyrimidin；4-Benzylsulfanyl-6-methylpyrimidin-2-amine
• CAS: 6308-34-5
• 化学式: C₁₂H₁₃N₃S
• mdl: MFCD23715308
• 分子量: 231.321
• InChiKey: FFISJOKFSFTPCY-UHFFFAOYSA-N

物化性质

• 沸点：
  445.0±47.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  77.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-4-benzylthio-6-methylpyrimidine 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 、 苯 为溶剂， 反应 1.0h， 生成 2-amino-4-benzylthio-5-bromo-6-methylpyrimidine hydrochloride
  参考文献：
  名称：

  Synthesis and biological activity of hydrochlorides of benzyl ethers of pyrimidin-4(3H)-thiones and related compounds

  摘要：

  Hydrochlorides of benzyl ether of 2-amino-6-methylpyrimidin-4(3H)-thione and its analogs were synthesized and biological activity of the synthesized compounds was studied.

  DOI：

  10.1134/s1070363215010144
• 作为产物：
  描述：

  6-methyl-2-formylamino-4-chloropyrimidine 在 potassium hydroxide 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 2-amino-4-benzylthio-6-methylpyrimidine
  参考文献：
  名称：

  Synthesis and biological activity of hydrochlorides of benzyl ethers of pyrimidin-4(3H)-thiones and related compounds

  摘要：

  Hydrochlorides of benzyl ether of 2-amino-6-methylpyrimidin-4(3H)-thione and its analogs were synthesized and biological activity of the synthesized compounds was studied.

  DOI：

  10.1134/s1070363215010144

文献信息

• Quantum Chemistry, NMR Spectroscopy, and Single-Crystal Diffractometry Methods in the Analysis of Protonation Pathways of 2-Amino-4-benzylsulfanyl-6-methylpyrimidines
  作者：A. V. Erkin、V. V. Gurzhiy、V. I. Krutikov、O. V. Neporozhneva

  DOI：10.1134/s1070363219010031

  日期：2019.1

  Protonation pathways of 2-amino-4-benzylsulfanyl-6-methylpyrimidines have been investigated by means of semiempirical PM3 quantum-chemical simulation, C-13 NMR spectroscopy, and single-crystal diffractometry methods. In the gas phase and in the bipolar aprotic solvent, the protonation involves the N-1 atom. The protonation in the crystalline state is characterized by the formation of a branched system of H-bonds, involving the protons of the amino group besides the mentioned nitrogen atom.