1-(4-氨基-2-氧代-1,2,5-恶二唑-3-基)乙醇 | 183537-54-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-(4-氨基-2-氧代-1,2,5-恶二唑-3-基)乙醇
• 中文别名: 1,2,5-噁二唑-3-甲醇,4-氨基-α-甲基-,2-氧化(9CI)
• 英文名称: 4-amino-3-(1-hydroxyethyl)furoxan
• 英文别名: 1,2,5-Oxadiazole-3-methanol, 4-amino-alpha-methyl-, 2-oxide (9CI)；1-(4-amino-2-oxido-1,2,5-oxadiazol-2-ium-3-yl)ethanol
• CAS: 183537-54-4
• 化学式: C₄H₇N₃O₃
• 分子量: 145.118
• InChiKey: GZZWPBGIDCDRDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  97.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-氨基-2-氧代-1,2,5-恶二唑-3-基)乙醇 在 吡啶 、 氯化亚砜 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.25h， 以72%的产率得到4-amino-3-(1-chloroethyl)furoxan
  参考文献：
  名称：

  ?-hydroaxyalkyl(benzyl)furozans and ?-hydroxyalkyl(benzyl)furoxans synthesis and reactivity

  摘要：

  A general,and simple preparative method for the synthesis of alpha-hydroxyalkyl(benzyI)furazan and -furoxan derivatives is proposed. The method involves reduction of acyl or ethoxycarbonyl substituents in these heterocyclic compounds with NaBH4 in ethanol. Based on the alcohols thus prepared, a number of previously unknown functional derivatives (alpha-nitroxyalkyl-,alpha-haloalkyl-, and alpha-azidoalkylfurazans and -furoxans) have been synthesized.

  DOI：

  10.1007/bf01431809
• 作为产物：
  描述：

  3-acetyl-4-aminofuroxan 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 0.17h， 以84%的产率得到1-(4-氨基-2-氧代-1,2,5-恶二唑-3-基)乙醇
  参考文献：
  名称：

  ?-hydroaxyalkyl(benzyl)furozans and ?-hydroxyalkyl(benzyl)furoxans synthesis and reactivity

  摘要：

  A general,and simple preparative method for the synthesis of alpha-hydroxyalkyl(benzyI)furazan and -furoxan derivatives is proposed. The method involves reduction of acyl or ethoxycarbonyl substituents in these heterocyclic compounds with NaBH4 in ethanol. Based on the alcohols thus prepared, a number of previously unknown functional derivatives (alpha-nitroxyalkyl-,alpha-haloalkyl-, and alpha-azidoalkylfurazans and -furoxans) have been synthesized.

  DOI：

  10.1007/bf01431809