2-ethyl-1H-imidazole-4,5-dicarboxylic acid diamide | 858512-08-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-ethyl-1H-imidazole-4,5-dicarboxylic acid diamide
• 英文别名: 2-Aethyl-1H-imidazol-4,5-dicarbonsaeure-diamid；2-ethyl-1H-imidazole-4,5-dicarboxamide
• CAS: 858512-08-0
• 化学式: C₇H₁₀N₄O₂
• 分子量: 182.182
• InChiKey: BZKUXQCWBLZFOD-UHFFFAOYSA-N

物化性质

• 熔点：
  238 °C (decomp)(Solv: dichloromethane (75-09-2); ligroine (8032-32-4))
• 沸点：
  623.2±40.0 °C(Predicted)
• 密度：
  1.388±0.06 g/cm3(Predicted)

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：
  0.29
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-ethyl-1H-imidazole-4,5-dicarboxylic acid diamide 在 三氯氧磷 作用下， 生成 2-乙基-1H-咪唑-4,5-二甲腈
  参考文献：
  名称：

  Tamamushi, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1937, vol. 57, p. 1023,1025; dtsch. Ref. 58<1938>1

  摘要：

  DOI：
• 作为产物：
  描述：

  2-ethyl-1H-imidazole-4,5-dicarboxylic acid diethyl ester; hydrochloride 在 氨 、 水 作用下， 生成 2-ethyl-1H-imidazole-4,5-dicarboxylic acid diamide
  参考文献：
  名称：

  Tamamushi, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1937, vol. 57, p. 1023,1025; dtsch. Ref. 58<1938>1

  摘要：

  DOI：

文献信息

• Novel 2H-1,2,3-Triazole sodium complex from N-[2-amino-1,2-dicyanovinyl]alkanamides
  作者：A ALAZMI、P GEORGE、O ELDUSOUQUI

  DOI：10.1016/s0385-5414(07)81094-x

  日期：2007.10.1

  Diazotization at 0 degrees C of N-[2-amino-1,2-dicyanovinyl]ethanamide 2a or propanamide 2b prepared from diaminomaleonitrile (DAMN) I using aqueous acetic acid and NaNO2 solution furnished sodium complex 3. The X-ray structure of the complex 3 showed that it is a 1:1 mixture of the neutral 2H-triazole heterocycle 4ii and its anion deprotonated at the central (N) atom of the ring, together with a sodium counter ion and two coordinated water molecules. However, when the diazotization reaction was carried out in the presence of aqueous HCl, the product was 5-cyano-2H-[1,2,3]triazole-4-carboxylic acid amide monohydrate 4ii. Diazotization of DAMN 1 using aqueous HCl furnished 1H-1,2,3-triazole-4,5-dicarbonitrile 5, whereas with acetic acid there was no reaction, and hence no route analogous to that leading to complex 3. The structure of both complex 3 and the triazole monohydrate 4ii were solved using X-ray crystallography, and the compounds under study were fully characterized using spectroscopic techniques.