cis-Semicarbazono-aethan | 591-86-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: cis-Semicarbazono-aethan
• 英文别名: Acetaldehyde semicarbazone；[(E)-ethylideneamino]urea
• CAS: 591-86-6
• 化学式: C₃H₇N₃O
• 分子量: 101.108
• InChiKey: IUNNCDSJWDQYPW-GORDUTHDSA-N

物化性质

• 熔点：
  164°C
• 密度：
  1.21±0.1 g/cm3(Predicted)
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  异氰环已烷 、 cis-Semicarbazono-aethan 、 对甲氧基苯乙醛酸 以 甲醇 为溶剂， 反应 72.0h， 以59%的产率得到(+/-)-N-cyclohexyl-2-[N'-carbamoyl-N-(2-oxo-2-{p-methoxyphenyl}acetyl)hydrazino]propionamide
  参考文献：
  名称：

  Synthesis of 3-Hydroxy-6-oxo[1,2,4]triazin-1-yl Alaninamides, a New Class of Cyclic Dipeptidyl Ureas

  摘要：

  Cyclohexyl or benzyl isocyanide, benzoyl-, or 4-methoxybenzoylformic acid and semicarbazones underwent Ugi reactions in methanol for 3 days to give the Ugi adducts, which were then stirred with sodium ethoxide in ethanol for 12 h to give 3-hydroxy-6-oxo[1,2,4] triazin-1-yl alaninamides. The X-ray diffraction structure of the first example showed the tautomer having the proton in the O2 atom that was fixed in the crystal by packing in dimers with a H-bond distance of 1.9 angstrom. Selected [1,2,4] triazines were treated with diazomethane for 12 h to get the O-methyl derivatives. Both hydroxy and O-methyl derivatives obtained by this method constitute a new class of pseudopeptidic [1,2,4] triazines composed of two different amino acids, arylglycine and alanine derivatives, in which the N-terminal arylglycine and the peptidic amide nitrogen atoms are bonded through a urea moiety.

  DOI：

  10.1021/jo060434y

文献信息

• LAKSHMIKANTAHM M. V.; CAVA P., J. ORG. CHEM., 1980, 45, NO 13, 2632-2636
  作者：LAKSHMIKANTAHM M. V.、 CAVA P.

  DOI：——

  日期：——
• SINDELAR, K.;METYSOVA, J.;HOLUBEK, J.;SVATEK, E.;RYSKA, M.;PROTIVA, M., COLLECT. CZECH. CHEM. COMMUN., 1983, 48, N 1, 144-155
  作者：SINDELAR, K.、METYSOVA, J.、HOLUBEK, J.、SVATEK, E.、RYSKA, M.、PROTIVA, M.

  DOI：——

  日期：——
• Synthesis of 3-Hydroxy-6-oxo[1,2,4]triazin-1-yl Alaninamides, a New Class of Cyclic Dipeptidyl Ureas
  作者：María Sañudo、Stefano Marcaccini、Sara Basurto、Tomás Torroba

  DOI：10.1021/jo060434y

  日期：2006.6.1

  Cyclohexyl or benzyl isocyanide, benzoyl-, or 4-methoxybenzoylformic acid and semicarbazones underwent Ugi reactions in methanol for 3 days to give the Ugi adducts, which were then stirred with sodium ethoxide in ethanol for 12 h to give 3-hydroxy-6-oxo[1,2,4] triazin-1-yl alaninamides. The X-ray diffraction structure of the first example showed the tautomer having the proton in the O2 atom that was fixed in the crystal by packing in dimers with a H-bond distance of 1.9 angstrom. Selected [1,2,4] triazines were treated with diazomethane for 12 h to get the O-methyl derivatives. Both hydroxy and O-methyl derivatives obtained by this method constitute a new class of pseudopeptidic [1,2,4] triazines composed of two different amino acids, arylglycine and alanine derivatives, in which the N-terminal arylglycine and the peptidic amide nitrogen atoms are bonded through a urea moiety.

表征谱图