4-ethoxy-6-nitroquinazoline-2-carbonitrile | 263716-66-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-ethoxy-6-nitroquinazoline-2-carbonitrile
• 英文别名: 4-Ethoxy-6-nitroquinazoline-2-carbonitrile
• CAS: 263716-66-1
• 化学式: C₁₁H₈N₄O₃
• 分子量: 244.21
• InChiKey: CWFRAHZYRLRZPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-ethoxy-6-nitroquinazoline-2-carbonitrile 在 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 0.17h， 以94%的产率得到6-氨基-4-乙氧基-2-喹唑啉甲腈
  参考文献：
  名称：

  Multistep synthesis of thiazoloquinazolines under microwave irradiation in solution

  摘要：

  Thiazolo[5,4-f]quinazolines are synthesised in six or seven steps from 2-amino-5-nitrobenzonitrile. Both heterocyclic rings are fused onto the central benzene ring via imino-1,2,3-dithiazoles which are readily obtained from primary aromatic amines and 4,5-dichloro-1,2,3-dithiazolium chloride (Appel salt). Four of the steps were improved in yield or reaction time or both, compared to conventional heating, by microwave irradiation of solutions of the reactants in a focused open microwave oven. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02221-2
• 作为产物：
  描述：

  2-氰基-4-硝基苯胺 在 吡啶 、 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 反应 11.33h， 生成 4-ethoxy-6-nitroquinazoline-2-carbonitrile
  参考文献：
  名称：

  Multistep synthesis of thiazoloquinazolines under microwave irradiation in solution

  摘要：

  Thiazolo[5,4-f]quinazolines are synthesised in six or seven steps from 2-amino-5-nitrobenzonitrile. Both heterocyclic rings are fused onto the central benzene ring via imino-1,2,3-dithiazoles which are readily obtained from primary aromatic amines and 4,5-dichloro-1,2,3-dithiazolium chloride (Appel salt). Four of the steps were improved in yield or reaction time or both, compared to conventional heating, by microwave irradiation of solutions of the reactants in a focused open microwave oven. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02221-2