1-Cyanoethyluracil | 2864-27-9

• 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: 1-Cyanoethyluracil
• 英文别名: 3-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propionitrile；β-(1-Uracilyl)-propionitril；1-(2-Cyan-ethyl)-uracil；3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanenitrile；3-(2,4-dioxopyrimidin-1-yl)propanenitrile
• CAS: 2864-27-9
• 化学式: C₇H₇N₃O₂
• 分子量: 165.151
• InChiKey: SNWDPCVMGIGCNX-UHFFFAOYSA-N

物化性质

• 熔点：
  230-231 °C(Solv: water (7732-18-5))
• 密度：
  1.297±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  73.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P305+P351+P338,P332+P313,P337+P313,P362
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  1-Cyanoethyluracil 在 palladium on activated charcoal 氢气 作用下， 反应 7.0h， 以70%的产率得到1-(3-氨基丙基)嘧啶-2,4-二酮
  参考文献：
  名称：

  Boncel; Walczak, Polish Journal of Chemistry, 2007, vol. 81, # 12, p. 2151 - 2156

  摘要：

  DOI：
• 作为产物：
  描述：

  5-Brom-1-(2-cyanethyl)uracil 在 palladium on activated charcoal 氢气 作用下， 反应 4.0h， 以96%的产率得到1-Cyanoethyluracil
  参考文献：
  名称：

  Boncel; Walczak, Polish Journal of Chemistry, 2007, vol. 81, # 12, p. 2151 - 2156

  摘要：

  DOI：

文献信息

• Michael addition of pyrimidine derivatives with acrylates catalyzed by lipase TL IM from Thermomyces lanuginosus in a continuous-flow microreactor
  作者：Li-Hua Du、Hui-Min Ling、Xi-Ping Luo

  DOI：10.1039/c3ra47470d

  日期：——

  Lipase-catalyzed Michael addition of pyrimidine derivatives to acrylates in a continuous-flow microreactor is described. The influence of the structure of the Michael acceptor and the corresponding donor on the enzymatic addition was also investigated. The important features of this method include mild reaction conditions, short reaction times (30 min) and high yields.

  描述了在连续流微反应器中脂肪酶催化的嘧啶衍生物的迈克尔加成到丙烯酸酯。还研究了迈克尔受体和相应供体的结构对酶促加成的影响。该方法的重要特征包括温和的反应条件，短的反应时间（30分钟）和高收率。
• Microwave-Promoted Michael Addition in Neat Water: A Rapid, Efficient and Green Method for the Preparation of Acyclic Nucleosides
  作者：Gui-Rong Qu、Hai-Ming Guo、Zhi-Guang Zhang、Ming-Wei Geng、Ran Xia、Lin Zhao

  DOI：10.1055/s-2007-970772

  日期：2007.3

  Syntheses of acyclic nucleosides were achieved in water with the aid of microwave irradiation, providing a rapid, efficient and convenient method for the preparation of acyclic nucleosides in high yields.

  在微波辐射的帮助下，实现了在水中合成无环核苷的过程，提供了一种快速、高效和便利的无环核苷高产量制备方法。
• Cobalt-Mediated [2+2+2] Cycloadditions of Pyrimidine Derivatives to Alkynes
  作者：Hélène Pelissier、Jean Rodriguez、K. Peter C. Vollhardt

  DOI：10.1002/(sici)1521-3765(19991203)5:12<3549::aid-chem3549>3.0.co;2-v

  日期：1999.12.3

  The scope and limitations of the cobalt-mediated [2+2+2] cycloaddition of pyrimidine derivatives to alkynes has been investigated. The 5,6-double bond of these heterocyclic nuclei has been found to participate in an entirely intermolecular fashion to generate chemo- and stereoselectively novel, fused and substituted 5,6-dihydropyrimidine cobalt complexes, which upon oxidative demetallation liberate the corresponding new heterocyclic ligand. On the other hand, 1-alkynyl pyrimidines have been found to be suitable partners in the cocyclization with disubstituted alkynes, such as bis(trimethylsilyl)acetylene (BTMSA) or dimethyl 2-butyn-1,4-dioate (DMAD), to allow the direct preparation of hitherto unknown dihydropyrido[3,2-ij]quinazoline cobalt complexes. Effects of the substitution on the pyrimidine nucleus, the cocyclization partner, the complex auxiliary, and the reaction conditions were examined, and in some cases competing pathways that lead to [CpCo(cyclobutadienes) ], cyclopentadienone complexes, and compounds that arise from a C-H activation-type reaction were observed.
• Crippa, Sergio; Di Gennaro, Patrizia; Lucini, Ruggero, Gazzetta Chimica Italiana, 1993, vol. 123, # 4, p. 197 - 203
  作者：Crippa, Sergio、Di Gennaro, Patrizia、Lucini, Ruggero、Orlandi, Marco、Rindone, Bruno

  DOI：——

  日期：——
• Boncel; Walczak, Polish Journal of Chemistry, 2007, vol. 81, # 12, p. 2151 - 2156
  作者：Boncel、Walczak

  DOI：——

  日期：——