5,6-dihydro-2-dimethylaminoimidazo<1,2-a>-sym-triazin-8-one | 144573-12-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 5,6-dihydro-2-dimethylaminoimidazo<1,2-a>-sym-triazin-8-one
• 英文别名: 2-dimethylamino-7,8-dihydro-6H-imidazo[1,2-a]-1,3,5-triazin-4-one；2-dimethylamino-7,8-dihydro-6H-imidazo[1,2-a]-sym-triazin-4-one；2-dimethylamino-4,6,7,8-tetrahydroimidazo[1,2-a]-sym-triazin-4-one；2-(dimethylamino)-6,7-dihydro-1H-imidazo[1,2-a][1,3,5]triazin-4-one
• CAS: 144573-12-6
• 化学式: C₇H₁₁N₅O
• 分子量: 181.197
• InChiKey: XBEPKLWQBCGDFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  60.3
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  溴乙酸甲酯 、 5,6-dihydro-2-dimethylaminoimidazo<1,2-a>-sym-triazin-8-one 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以88%的产率得到(2-dimethylamino-4-oxo-6,7-dihydro-4H-imidazo[1,2-a]-1,3,5-triazin-8-yl)acetic acid methyl ester
  参考文献：
  名称：

  Derivatives of imidazo-sym-triazine

  摘要：

  2-Dimethylamino-4,6,7,8-tetrahydroimidazo[1,2-a]-sym-triazin-4-one synthesized by us previously is converted by the action of aryl isocyanates and arenesulfonyl chlorides into the corresponding derivatives of urea and N-arenesulfonyl-substituted imidazo-sym-triazinones. It was shown that 6-(2-chloroethoxy)-2-dimethylamino-4-(methoxycarbonylmethylamino)-sym-triazine is converted by thermolysis into 2-dimethylamino-8-methoxycarbonylmethyl-4,6,7,8-tetrahydroimidazo[1,2-a]-1,3,5-triazin-4-one, which is also obtained by the action of methyl bromoacetate on the imidazo-sym-triazinone.

  DOI：

  10.1007/s10593-008-0143-0
• 作为产物：
  描述：

  4,6-Bis-dimethylamino-2-methoxy-1,3,5-triazin-mono-methochlorid 以 氯仿 、 xylene 为溶剂， 生成 5,6-dihydro-2-dimethylaminoimidazo<1,2-a>-sym-triazin-8-one
  参考文献：
  名称：

  Synthesis and thermal decomposition of halogenoalkoxy-, halogenoalkylthio-, and halogenoalkoxyamino-sym-triazines 13. Synthesis and thermolysis of 4,6-disubstituted 2-(2-chloroethoxy)- and 2-(2-chloroethylamino)-sym-triazines

  摘要：

  DOI：

  10.1007/bf00473942

文献信息

• A Versatile Thiouronium-Based Solid-Phase Synthesis of 1,3,5-Triazines
  作者：Kah Hoe Kong、Chong Kiat Tan、Xijie Lin、Yulin Lam

  DOI：10.1002/chem.201102097

  日期：2012.1.27

  A thiouronium‐based solid‐phase synthesis of a 1,3,5‐triazine scaffold has been developed. The key feature of the synthesis is the use of a readily accessible solid‐supported thiouronium salt as a primary precursor for the stepwise assembly of the 1,3,5‐triazine substrate. The sulfur linker employed in the synthesis is stable under both acidic and basic conditions and is versatile enough to provide

  已经开发了基于硫脲鎓的1,3,5-三嗪支架的固相合成方法。合成的关键特征是使用易于获得的固体负载的硫脲鎓盐作为逐步组装1,3,5-三嗪底物的主要前体。合成中使用的硫连接基在酸性和碱性条件下均稳定，并且用途广泛，足以与1,3,5-三嗪骨架一起使用单环，双环和螺环化合物。通过使用这种合成策略，制备了包含1,3,5-三嗪支架的79种代表性化合物。
• Synthesis and thermal decomposition of halogenoalkoxy-, halogenoalkylthio-, and halogenoalkoxyamino-sym-triazines 13. Synthesis and thermolysis of 4,6-disubstituted 2-(2-chloroethoxy)- and 2-(2-chloroethylamino)-sym-triazines
  作者：K. A. �liazyan、A. M. Akopyan、V. A. Pivazyan、A. G. Akopyan、V. V. Dovlatyan

  DOI：10.1007/bf00473942

  日期：1992.2
• Derivatives of imidazo-sym-triazine
  作者：V. V. Dovlatyan、K. A. Eliazyan、V. A. Pivazyan、A. P. Yengoyan

  DOI：10.1007/s10593-008-0143-0

  日期：2008.8

  2-Dimethylamino-4,6,7,8-tetrahydroimidazo[1,2-a]-sym-triazin-4-one synthesized by us previously is converted by the action of aryl isocyanates and arenesulfonyl chlorides into the corresponding derivatives of urea and N-arenesulfonyl-substituted imidazo-sym-triazinones. It was shown that 6-(2-chloroethoxy)-2-dimethylamino-4-(methoxycarbonylmethylamino)-sym-triazine is converted by thermolysis into 2-dimethylamino-8-methoxycarbonylmethyl-4,6,7,8-tetrahydroimidazo[1,2-a]-1,3,5-triazin-4-one, which is also obtained by the action of methyl bromoacetate on the imidazo-sym-triazinone.