3-acetylaminobenzo[b]furan-2(3H)-one | 42493-03-8

• 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: 3-acetylaminobenzo[b]furan-2(3H)-one
• 英文别名: 3-Acetylaminobenzo[b]furan-2(3h)one；N-(2-oxo-3H-1-benzofuran-3-yl)acetamide
• CAS: 42493-03-8
• 化学式: C₁₀H₉NO₃
• 分子量: 191.186
• InChiKey: QBPCSPNCEXACDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-acetylaminobenzo[b]furan-2(3H)-one 、 苄硫醇 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 三乙胺 作用下， 生成 N-(3-Benzylsulfanyl-2-oxo-2,3-dihydro-benzofuran-3-yl)-acetamide
  参考文献：
  名称：

  Linear and cyclicN-acyl-?-arylglycines. IV. Novel 3-Substituted 3-Acylaminobenzo[b]furan-2(3H)-ones: Synthesis and chemiluminescence studies

  摘要：

  Starting from 3-acylaminobenzo[b]furan-2(3H)-ones (2) 3-arylthio substituted derivatives (3) were prepared via novel N-acylimines (5). Compounds of type 3 and 5 were found to show visible chemiluminescence upon base-induced oxidation in the presence of an oxygen source. A mechanistic interpretation for this chemiluminescence reaction is proposed.

  DOI：

  10.1002/prac.19983400104
• 作为产物：
  描述：

  coumaranedione-3-monoxime 、 乙酸酐 在 锌 作用下， 以 溶剂黄146 为溶剂， 反应 0.25h， 以71%的产率得到3-acetylaminobenzo[b]furan-2(3H)-one
  参考文献：
  名称：

  Linear and cyclicN-acyl-?-arylglycines. IV. Novel 3-Substituted 3-Acylaminobenzo[b]furan-2(3H)-ones: Synthesis and chemiluminescence studies

  摘要：

  Starting from 3-acylaminobenzo[b]furan-2(3H)-ones (2) 3-arylthio substituted derivatives (3) were prepared via novel N-acylimines (5). Compounds of type 3 and 5 were found to show visible chemiluminescence upon base-induced oxidation in the presence of an oxygen source. A mechanistic interpretation for this chemiluminescence reaction is proposed.

  DOI：

  10.1002/prac.19983400104

文献信息

• US3993666A
  申请人：——

  公开号：US3993666A

  公开（公告）日：1976-11-23
• US3993665A
  申请人：——

  公开号：US3993665A

  公开（公告）日：1976-11-23
• Linear and cyclicN-acyl-?-arylglycines. IV. Novel 3-Substituted 3-Acylaminobenzo[b]furan-2(3H)-ones: Synthesis and chemiluminescence studies
  作者：Barbara Matuszczak

  DOI：10.1002/prac.19983400104

  日期：——

  Starting from 3-acylaminobenzo[b]furan-2(3H)-ones (2) 3-arylthio substituted derivatives (3) were prepared via novel N-acylimines (5). Compounds of type 3 and 5 were found to show visible chemiluminescence upon base-induced oxidation in the presence of an oxygen source. A mechanistic interpretation for this chemiluminescence reaction is proposed.