4'-(2-hydroxyethyl)-2-phenyl-1'H,5H-spiro[oxazole-4,2'-quinoxalin]-3'(4'H)-one | 1345700-39-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4'-(2-hydroxyethyl)-2-phenyl-1'H,5H-spiro[oxazole-4,2'-quinoxalin]-3'(4'H)-one
• 英文别名: 1-(2-hydroxyethyl)-2'-phenylspiro[4H-quinoxaline-3,4'-5H-1,3-oxazole]-2-one
• CAS: 1345700-39-1
• 化学式: C₁₈H₁₇N₃O₃
• 分子量: 323.351
• InChiKey: LNEUEUFWUVBQEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  74.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4'-(2-hydroxyethyl)-2-phenyl-1'H,5H-spiro[oxazole-4,2'-quinoxalin]-3'(4'H)-one 在 polyphosphoric acid 作用下， 反应 3.0h， 以19%的产率得到1-(2-hydroxyethyl)-3-methylquinoxalin-2(1H)-one
  参考文献：
  名称：

  Ring-Opening Reactions of 2-Phenyl-1’H,5H-spiro[oxazole-4,2’-quinoxalin]-3’(4’H)-ones

  摘要：

  Several simple quinoxaline derivatives were prepared by ring-opening reactions of 2-phenyl-1'H,5H-spiro[oxazole-4,2'-quinoxalin]-3'(4'H)-one and its N-alkyl derivatives under various reaction conditions.

  DOI：

  10.3987/com-12-s(n)25
• 作为产物：
  描述：

  邻苯二胺 在 四丁基硫酸氢铵 、 potassium carbonate 、 三乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 17.0h， 生成 4'-(2-hydroxyethyl)-2-phenyl-1'H,5H-spiro[oxazole-4,2'-quinoxalin]-3'(4'H)-one
  参考文献：
  名称：

  Synthesis and Alkylation of Spiro-2-oxazolines Containing Fused 3,4-Dihydropyrazin-2(1H)-ones

  摘要：

  Spiro-2-oxazolines containing 3,4-dihydroquinoxalin-2(1H)-one, 3,4-dihydrobenzoquinoxalin-2(1H)-one, 1,2-dihydropyrido[2,3-b]pyrazin-3(4H)-one or 5,6-dihydropteridin-7(8H)-one moiety were prepared by heating of aromatic or heteroaromatic diamines with 2-benzoylamino-3-chloropropenoic acid in the presence of triethylamine. Treatment of spiro-2-oxazolines with MeI or EtBr using Bu(4)NHSO(4) and K(2)CO(3) introduced the methyl or ethyl group on the lactam nitrogen atom.

  DOI：

  10.3987/com-11-12299

文献信息

• Ring-Opening Reactions of 2-Phenyl-1’H,5H-spiro[oxazole-4,2’-quinoxalin]-3’(4’H)-ones
  作者：Bojan Verček、Irena Mušič

  DOI：10.3987/com-12-s(n)25

  日期：——

  Several simple quinoxaline derivatives were prepared by ring-opening reactions of 2-phenyl-1'H,5H-spiro[oxazole-4,2'-quinoxalin]-3'(4'H)-one and its N-alkyl derivatives under various reaction conditions.
• Synthesis and Alkylation of Spiro-2-oxazolines Containing Fused 3,4-Dihydropyrazin-2(1H)-ones
  作者：Bojan Verček、Irena Mušič

  DOI：10.3987/com-11-12299

  日期：——

  Spiro-2-oxazolines containing 3,4-dihydroquinoxalin-2(1H)-one, 3,4-dihydrobenzoquinoxalin-2(1H)-one, 1,2-dihydropyrido[2,3-b]pyrazin-3(4H)-one or 5,6-dihydropteridin-7(8H)-one moiety were prepared by heating of aromatic or heteroaromatic diamines with 2-benzoylamino-3-chloropropenoic acid in the presence of triethylamine. Treatment of spiro-2-oxazolines with MeI or EtBr using Bu(4)NHSO(4) and K(2)CO(3) introduced the methyl or ethyl group on the lactam nitrogen atom.