4-phenyl-6-(m-tolyl)pyrimidin-2-amine | 1195977-37-7

• 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: 4-phenyl-6-(m-tolyl)pyrimidin-2-amine
• 英文别名: 4-(3-methyl)-6-phenylpyrimidin-2-amine；4-(3-Methylphenyl)-6-phenylpyrimidin-2-amine
• CAS: 1195977-37-7
• 化学式: C₁₇H₁₅N₃
• 分子量: 261.326
• InChiKey: WWJGSYHPGDSFJL-UHFFFAOYSA-N

物化性质

• 沸点：
  496.0±53.0 °C(Predicted)
• 密度：
  1.161±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-phenyl-6-(m-tolyl)pyrimidin-2-amine 、 苯甲醛 、 巯基乙酸 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以65%的产率得到3-[6'-(3''-methylphenyl)-4'-phenylpyrimidin-2'-yl]-2-phenylthiazolidin-4-one
  参考文献：
  名称：

  Synthesis and spectral analysis of novel 3-(4,6-diarylpyrimidin-2-yl)-2-phenylthiazolidin-4-ones

  摘要：

  Novel 3-(4,6-diarylpyrimidin-2-yl)-2-phenylthiazolidin-4-ones are synthesized by the multicomponent cyclocondensation reaction of the appropriate 2-amino-4,6-diarylpyrimidines, benzaldehyde, and thioglycolic acid catalyzed by dicyclohexylcarbodiimide. The synthesized compounds have been characterized by melting point, elemental analysis, MS, FT-IR, H-1 and (13) NMR spectroscopic data.

  DOI：

  10.1007/s10593-010-0462-9
• 作为产物：
  描述：

  硝酸胍 、 phenyl m-methylstyryl ketone 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 4-phenyl-6-(m-tolyl)pyrimidin-2-amine
  参考文献：
  名称：

  Synthesis and spectral analysis of novel 3-(4,6-diarylpyrimidin-2-yl)-2-phenylthiazolidin-4-ones

  摘要：

  Novel 3-(4,6-diarylpyrimidin-2-yl)-2-phenylthiazolidin-4-ones are synthesized by the multicomponent cyclocondensation reaction of the appropriate 2-amino-4,6-diarylpyrimidines, benzaldehyde, and thioglycolic acid catalyzed by dicyclohexylcarbodiimide. The synthesized compounds have been characterized by melting point, elemental analysis, MS, FT-IR, H-1 and (13) NMR spectroscopic data.

  DOI：

  10.1007/s10593-010-0462-9

文献信息

• Iron-Catalyzed Alkyne-Based Multicomponent Synthesis of Pyrimidines under Air
  作者：Rakesh Mondal、Gargi Chakraborty、Amit Kumar Guin、Susmita Sarkar、Nanda D. Paul

  DOI：10.1021/acs.joc.1c00867

  日期：2021.10.1

  An iron-catalyzed sustainable, economically affordable, and eco-friendly synthetic protocol for the construction of various trisubstituted pyrimidines is described. A wide range of trisubstituted pyrimidines were prepared using a well-defined, easy to prepare, bench-stable, and phosphine-free iron catalyst featuring a redox-noninnocent tridentate arylazo pincer under comparatively mild aerobic conditions

  描述了一种用于构建各种三取代嘧啶的铁催化可持续、经济实惠且环保的合成方案。在相对温和的有氧条件下，通过醇与炔烃和脒的脱氢官能化，使用定义明确、易于制备、工作台稳定且不含膦的铁催化剂制备了各种三取代嘧啶.
• Metal-free cascade synthesis of unsymmetrical 2-aminopyrimidines from imidazolate enaminones
  作者：Xue Cui、Jianting Ma、Tingting Zeng、Junyu Xu、Youbin Li、Xuesong Wang

  DOI：10.1039/d1ra04319f

  日期：——

  metal-free synthesis of unsymmetrical 2-aminopyrimidines from imidazolate enaminones has been developed. In this procedure, various structural 2-aminopyrimidines, as well as 4,5-dihydroisoxazol-5-ols and pyrazoles were synthesized in moderate to excellent yields. A plausible mechanism was also proposed for the cascade reaction. This method represents an effective strategy towards the synthesis of unsymmetrical

  已经开发了一种方便的从咪唑烯胺酮合成不对称 2-氨基嘧啶的无金属方法。在此过程中，各种结构的 2-氨基嘧啶以及 4,5-二氢异恶唑-5-醇和吡唑以中等至优异的产率合成。还提出了级联反应的合理机制。该方法代表了一种合成不对称 2-氨基嘧啶的有效策略。