2-amino-4-(p-isopropylphenyl)-6-phenylpyrimidine | 1202251-19-1

• 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: 2-amino-4-(p-isopropylphenyl)-6-phenylpyrimidine
• 英文别名: 4-Phenyl-6-[4-(propan-2-yl)phenyl]pyrimidin-2-amine；4-phenyl-6-(4-propan-2-ylphenyl)pyrimidin-2-amine
• CAS: 1202251-19-1
• 化学式: C₁₉H₁₉N₃
• 分子量: 289.38
• InChiKey: WIVRIHLQYSCYMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 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：

  2-amino-4-(p-isopropylphenyl)-6-phenylpyrimidine 、 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate 以 1,4-二氧六环 为溶剂， 生成 N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N'-(4'-(p-isopropylphenyl)-6'-diphenylpyrimidin-2'-yl)thiourea
  参考文献：
  名称：

  Reaction ofN-(Per-O-acetyl-β-D-glucopyranosyl)-Nʼ-(4ʼ,6ʼ-diarylpyrimidine-2ʼ-yl)thioureas with Ethyl Bromoacetate

  摘要：

  一些含有嘧啶环的新2-亚硫酰胺噻唑啉-4-酮已经通过取代的N-(per-O-乙酰-β-D-葡萄糖吡喃基)-N'-(4',6'-二芳基嘧啶-2'-基)硫脲与溴乙酸乙酯反应合成。同分异构体产物的结构已通过红外光谱、1H和13C核磁共振等光谱方法得到确认。

  DOI：

  10.1155/2011/348479
• 作为产物：
  描述：

  盐酸胍 、 (2E)-1-phenyl-3-[4-(propan-2-yl)phenyl]prop-2-en-1-one 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.02h， 以85%的产率得到2-amino-4-(p-isopropylphenyl)-6-phenylpyrimidine
  参考文献：
  名称：

  Synthesis of N-tetra-O-acetyl-β-d-glucopyranosyl-N′-(4′,6′-diarylpyrimidin-2′-yl)thioureas

  摘要：

  Some 2-amino-4,6-diarylpyrimidines 2 have been prepared from substituted benzylideneacetophenones and guanidine hydrochloride in the presence of alkali by conventional heating in alcoholic medium and microwave heating in solvent-free conditions. N-(2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl)-N'-(4',6'-diarylpyrimidin-2'-yl)thioureas 4 have been synthesized by reaction of per-O-acetylated glucopyranosyl isothiocyanate 1 and substituted 2-amino-4,6-diarylpyrimidines 2. Two different methods have been used, namely, refluxing in anhydrous dioxane and solvent-free microwave-assisted coupling. The second procedure afforded higher yields in much shorter reaction times. The compounds 2 and 4 were tested for their antibacterial and antifungal activities in vitro against Staphylococcus epidermidis, Enterobacter aerogenes and Candida albicans by disc diffusion method. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.09.002

文献信息

• Synthesis of N-tetra-O-acetyl-β-d-glucopyranosyl-N′-(4′,6′-diarylpyrimidin-2′-yl)thioureas
  作者：Nguyen Dinh Thanh、Nguyen Thi Thanh Mai

  DOI：10.1016/j.carres.2009.09.002

  日期：2009.11

  Some 2-amino-4,6-diarylpyrimidines 2 have been prepared from substituted benzylideneacetophenones and guanidine hydrochloride in the presence of alkali by conventional heating in alcoholic medium and microwave heating in solvent-free conditions. N-(2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl)-N'-(4',6'-diarylpyrimidin-2'-yl)thioureas 4 have been synthesized by reaction of per-O-acetylated glucopyranosyl isothiocyanate 1 and substituted 2-amino-4,6-diarylpyrimidines 2. Two different methods have been used, namely, refluxing in anhydrous dioxane and solvent-free microwave-assisted coupling. The second procedure afforded higher yields in much shorter reaction times. The compounds 2 and 4 were tested for their antibacterial and antifungal activities in vitro against Staphylococcus epidermidis, Enterobacter aerogenes and Candida albicans by disc diffusion method. (C) 2009 Elsevier Ltd. All rights reserved.
• Reaction of<i>N</i>-(Per-<i>O</i>-acetyl-β-<i>D</i>-glucopyranosyl)-<i>N</i>ʼ-(4ʼ,6ʼ-diarylpyrimidine-2ʼ-yl)thioureas with Ethyl Bromoacetate
  作者：Nguyen Dinh Thanh

  DOI：10.1155/2011/348479

  日期：——

  Some new 2-iminothiazolidin-4-ones having pyrimidine ring have been synthesized by reaction of substitutedN-(per-O-acetyl-β-D-glucopyranosyl)-Nʼ-(4ʼ,6ʼ-diarylpyrimidine-2ʼ-yl)thioureas with ethyl bromoacetate. The structure of isomeric products has been confirmed by spectroscopic methods, such as IR,¹H and¹³C NMR.

  一些含有嘧啶环的新2-亚硫酰胺噻唑啉-4-酮已经通过取代的N-(per-O-乙酰-β-D-葡萄糖吡喃基)-N'-(4',6'-二芳基嘧啶-2'-基)硫脲与溴乙酸乙酯反应合成。同分异构体产物的结构已通过红外光谱、1H和13C核磁共振等光谱方法得到确认。