4-amino-3-hydroxymethylfuroxan | 183537-56-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 亚胺内酰胺
• 英文名称: 4-amino-3-hydroxymethylfuroxan
• 英文别名: (4-amino-2-oxido-1,2,5-oxadiazol-2-ium-3-yl)methanol
• CAS: 183537-56-6
• 化学式: C₃H₅N₃O₃
• 分子量: 131.091
• InChiKey: UUXSHZRDHSXACQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  4-amino-3-hydroxymethylfuroxan 在 盐酸 、 potassium permanganate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.25h， 以79%的产率得到3,3'-bis(hydroxymethyl)-4,4'-azofuroxan
  参考文献：
  名称：

  摘要：

  A convenient preparative method was developed for the synthesis of 4-amino-3-furoxancarboxylic acid azide, which is a universal synthon for the preparation of functional furoxan derivatives. This method was used for preparing new azo-, azoxy-, azido-, cyano-, nitro-, carbonylamino-, and hydroxylamino-substituted furoxan derivatives, which have earlier been difficultly accessible.

  DOI：

  10.1023/a:1026073108494
• 作为产物：
  描述：

  乙基4-氨基-1,2,5-恶二唑-3-羧酸酯2-氧化物 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以53%的产率得到4-amino-3-hydroxymethylfuroxan
  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

文献信息

• ?-hydroaxyalkyl(benzyl)furozans and ?-hydroxyalkyl(benzyl)furoxans synthesis and reactivity
  作者：A. N. Blinnikov、S. Kulikov、N. N. Makhova、L. I. Khmel'nitskii

  DOI：10.1007/bf01431809

  日期：1996.7

  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.
• ——
  作者：A. S. Kulikov、I. V. Ovchinnikov、S. I. Molotov、N. N. Makhova

  DOI：10.1023/a:1026073108494

  日期：——

  A convenient preparative method was developed for the synthesis of 4-amino-3-furoxancarboxylic acid azide, which is a universal synthon for the preparation of functional furoxan derivatives. This method was used for preparing new azo-, azoxy-, azido-, cyano-, nitro-, carbonylamino-, and hydroxylamino-substituted furoxan derivatives, which have earlier been difficultly accessible.