2-甲基-1H-咪唑-4-胺 | 88718-92-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-甲基-1H-咪唑-4-胺
• 中文别名: 1H-咪唑-5-胺,2-甲基；2-甲基-5-胺基-咪唑
• 英文名称: 2-methyl-4-aminoimidazole
• 英文别名: 2-methyl-1H-imidazol-5-amine
• CAS: 88718-92-7
• 化学式: C₄H₇N₃
• mdl: MFCD10697824
• 分子量: 97.1197
• InChiKey: JPJMLQRVGZBWPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  54.7
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933290090

反应信息

• 作为反应物：
  描述：

  N-氰基甲亚胺乙酯 、 2-甲基-1H-咪唑-4-胺 以 1,4-二氧六环 为溶剂， 以28%的产率得到N-cyano-N'-(2-methylimidazol-4-yl)formamidine
  参考文献：
  名称：

  Al-Shaar, Adnan H. M.; Chambers, Robert K.; Gilmour, David W., Journal of the Chemical Society. Perkin transactions I, 1992, # 21, p. 2789 - 2812

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲基-4-硝基咪唑 在 sodium tetrahydroborate 作用下， 以 水 为溶剂， 反应 0.17h， 以99%的产率得到2-甲基-1H-咪唑-4-胺
  参考文献：
  名称：

  Efficient reduction of nitroarenes in water catalyzed by reusable Pd nanoparticles immobilized on chitosan-functionalized graphene oxide

  摘要：

  氧化石墨烯被壳聚糖功能化用于钯固定（GO-Chit-Pd），作为在水中使用硼氢化钠还原芳香族硝基化合物的高效催化剂。为了实现最佳催化效果，优化了各种参数，如温度、溶剂、氢源的摩尔比和催化剂的量。该方法已应用于还原具有不同性质的广泛范围的硝基芳烃。易于纯化、操作便利、环保友好和高产率使得该方法可行。纳米催化剂可以轻松分离并高效回收和重复使用多个周期，而催化活性几乎没有明显损失。

  DOI：

  10.1139/cjc-2018-0011

文献信息

• An aminoimidazole and its utility in heterocyclic synthesis
  作者：Yehya M. Elkholy、Ayman W. Erian

  DOI：10.1002/hc.10178

  日期：——

  Aminoacetonitrile (1) reacted with acetamidinium chloride to give 4-aminoimidazole (4), which reacted with DMFDMA to yield imidazole derivative 7 and with benzylidinemalononitrile and ethoxymethylene malononitrile to give imidazo[1,5-a]pyrimidine derivatives 12 and 15. Compound 1 reacted with β-crotononitrile to yield pyridine derivative 20. Imidazo[1,2-a]pyridine derivative 23 could be obtained via

  氨基乙腈 (1) 与氯化乙酰脒反应得到 4-氨基咪唑 (4)，其与 DMFDMA 反应得到咪唑衍生物 7，与苄基丙二腈和乙氧基亚甲基丙二腈反应得到咪唑并[1,5-a]嘧啶衍生物 12 和 15。 化合物 1与β-巴豆腈反应生成吡啶衍生物20。20与DMFDMA反应可得到咪唑并[1,2-a]吡啶衍生物23。© 2003 Wiley Periodicals, Inc. 杂原子化学 14:503–508, 2003; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10178
• Efficient reduction of nitroarenes in water catalyzed by reusable Pd nanoparticles immobilized on chitosan-functionalized graphene oxide
  作者：Mosayeb Sarvestani、Roya Azadi

  DOI：10.1139/cjc-2018-0011

  日期：2019.3

  Graphene oxide was functionalized with chitosan for palladium immobilization (GO–Chit–Pd), which was used as an efficient catalyst for the reduction of aromatic nitro compounds using sodium borohydride in water. To achieve the best catalytic efficacy, various parameters such as temperature, solvent, mole ratio of hydrogen sources, and the amount of catalyst were optimized. The method has been applied to the reduction of a broad range of nitroarenes with different properties. The easy purification, convenient operation, environmental friendliness, and high product yields render this method viable for use. The nanocatalyst can be easily separated and efficiently recovered and reused for multiple cycles without appreciable loss in its catalytic activity.

  氧化石墨烯被壳聚糖功能化用于钯固定（GO-Chit-Pd），作为在水中使用硼氢化钠还原芳香族硝基化合物的高效催化剂。为了实现最佳催化效果，优化了各种参数，如温度、溶剂、氢源的摩尔比和催化剂的量。该方法已应用于还原具有不同性质的广泛范围的硝基芳烃。易于纯化、操作便利、环保友好和高产率使得该方法可行。纳米催化剂可以轻松分离并高效回收和重复使用多个周期，而催化活性几乎没有明显损失。
• Magnetically Recoverable Gold Nanorods as a Novel Catalyst for the Facile Reduction of Nitroarenes Under Aqueous Conditions
  作者：Kamran Lamei、Hossein Eshghi、Mehdi Bakavoli、Sadegh Rostamnia

  DOI：10.1007/s10562-016-1921-4

  日期：2017.2

  In this work, cysteine-functionalized Fe3O4@Carbon magnetic nanoparticles were used for the synthesis of gold nanorods. Fe3O4@C nanoparticles were first prepared by synthesis of Fe3O4 magnetic nanoparticles (MNPs), and then carbon-coated MNPs (Fe3O4@C) were synthesized by glucose carbonization using a hydrothermal method. Finally, the gold NRs were loaded on the modified surface of Fe3O4@C MNPs. The designed magnetically recoverable gold nanorods, after full characterization by FTIR, SEM, TEM, TGA, VSM, XRD, and ICP-OES, were applied to the reduction of nitroarenes. The Fe3O4@C@Cys-Au nanorods showed higher performance than Fe3O4@C@Cys-Au nanospheres in a selective facile reduction of nitroarenes to the corresponding aminoarenes in aqueous medium at room temperature using NaBH4.[GRAPHICS].
• WO2023/131690
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis and Characterization of GO-Chit-Ni Nanocomposite as a Recoverable Nanocatalyst for Reducing Nitroarenes in Water
  作者：Mosayeb Sarvestani、Roya Azadi

  DOI：10.2174/1570178616666190806125217

  日期：2020.7.7