1-Cyanopropyluracil | 130278-41-0

• 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-Cyanopropyluracil
• 英文别名: 1-(3-Cyanopropyl) uracil；4-(2,4-dioxopyrimidin-1-yl)butanenitrile
• CAS: 130278-41-0
• 化学式: C₈H₉N₃O₂
• 分子量: 179.178
• InChiKey: OSUUBWNJQRIPCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  73.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Cyanopropyluracil 、 氯化苄 以90%的产率得到
  参考文献：
  名称：

  LAB. MICROCOMPUT., 9,(1990) N, C. 520-522

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氯丁腈 、 3-苯甲酰基尿嘧啶 在 potassium carbonate 、 二甲基亚砜 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以37%的产率得到1-Cyanopropyluracil
  参考文献：
  名称：

  Cobalt-Mediated [2+2+2] Cycloadditions of Pyrimidine Derivatives to Alkynes

  摘要：

  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.

  DOI：

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

文献信息

• A Facile Synthesis of 1-Monosubstituted and Unsymmetrically 1,3-Disubstituted Uracils
  作者：Harjit Singh、Pawan Aggarwal、Subodh Kumar

  DOI：10.1055/s-1990-26926

  日期：——

  Heating of 2,4-bis(trimethylsiloxy)pyrimidine with functionalised alkyl halides in 1,2-dichloroethane in the presence of iodine affords exclusively 1-substituted uracils, which can be benzylated at N-3 with benzyl chloride under phase-transfer catalysis.

  在碘存在下，将 2,4-双（三甲基硅氧基）嘧啶与官能化烷基卤化物在 1,2 二氯乙烷中加热，可得到完全由 1 取代的尿嘧啶，在相转移催化下，尿嘧啶的 N-3 可与氯化苄发生苄基化反应。
• 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.
• LAB. MICROCOMPUT., 9,(1990) N, C. 520-522
  作者：

  DOI：——

  日期：——