4-acetamido-3-aminophenyl acetate | 7474-93-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 4-acetamido-3-aminophenyl acetate
• 英文别名: 5-acetoxy-2-acetylamino-aniline；3-Amino-4-acetamino-1-acetoxy-benzol；5-Acetoxy-2-acetylamino-anilin；4-(acetylamino)-3-aminophenyl acetate；(4-Acetamido-3-aminophenyl) acetate
• CAS: 7474-93-3
• 化学式: C₁₀H₁₂N₂O₃
• 分子量: 208.217
• InChiKey: QGBGOSSOLJEGND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-acetamido-3-aminophenyl acetate 在 sodium hydroxide 、 硫酸 、 水 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 DMF (N,N-dimethyl-formamide) 、 乙醇 为溶剂， 反应 9.75h， 生成 4-({1-[2-chloro-4-(pentyloxy)benzyl]-2-methyl-1H-benzimidazol-6-yl}oxy)butanoic acid
  参考文献：
  名称：

  [EN] BENZIMIDAZOLE COMPOUNDS HAVING HYPOGLYCEMIC ACTIVITY
  [FR] COMPOSES DE BENZIMIDAZOLE

  摘要：

  公开号：

  WO2004108686A3
• 作为产物：
  描述：

  N-乙酰苯胺 在 palladium 10% on activated carbon 、 三氟化硼乙醚 、 硝酸 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 水 为溶剂， 反应 0.5h， 生成 4-acetamido-3-aminophenyl acetate
  参考文献：
  名称：

  Acylamino-Directed Specific Sequential Difunctionalizations of Anilides via Metal-Free Relay Reactions for p-Oxygen and o-Nitrogen Incorporation

  摘要：

  Novel acylamino-directed relay disubstitutions realize the sequential difunctionalizations of anilides (1) under mild and metal-free conditions for the first time. This [bis(trifluoroacetoxy)iodo]benzene (PIFA) and BF3 center dot Et2O promoted straightforward reaction produces a series of p-acetoxyl- or p-alkoxyl-o-nitro-N-arylamides (2), which are key scaffolds of various drugs, functional materials, and bioactive molecules. The flexibility with respect to the functional groups in these products affords this novel protocol excellent versatility for synthetic applications.

  DOI：

  10.1021/acs.joc.8b02636

文献信息

• Benzimidazole compounds
  申请人：Hayashida Hisashi

  公开号：US20050014812A1

  公开（公告）日：2005-01-20

  The present invention provides novel benzimidazole compounds of the formula (I): wherein each symbol is as defined in the specification, salts thereof and prodrugs thereof, which are useful in treating, for example, the diseases curable through decrease in blood sugar level.

  本发明提供了一种新的苯并咪唑化合物，其化学式为(I)：其中每个符号如规范中所定义，其盐和前药，可用于治疗例如通过降低血糖水平可治愈的疾病。
• A Comparison of Heterocyclic Systems with Benzene. V. The Benzotriazole (Azimidobenzene) Series
  作者：Louis F. Fieser、Elmore L. Martin

  DOI：10.1021/ja01313a023

  日期：1935.10
• [EN] BENZIMIDAZOLE COMPOUNDS<br/>[FR] COMPOSES DE BENZIMIDAZOLE
  申请人：FUJISAWA PHARMACEUTICAL CO

  公开号：WO2004108686A2

  公开（公告）日：2004-12-16

  The present invention provides novel benzimidazole compounds of the formula (I): wherein each symbol is as defined in the specification, salts thereof and prodrugs thereof, which are useful in treating, for example, the diseases curable through decrease in blood sugar level.
• Acylamino-Directed Specific Sequential Difunctionalizations of Anilides via Metal-Free Relay Reactions for <i>p</i>-Oxygen and <i>o</i>-Nitrogen Incorporation
  作者：Yameng Wan、Zhiguo Zhang、Nana Ma、Jingjing Bi、Guisheng Zhang

  DOI：10.1021/acs.joc.8b02636

  日期：2019.1.18

  Novel acylamino-directed relay disubstitutions realize the sequential difunctionalizations of anilides (1) under mild and metal-free conditions for the first time. This [bis(trifluoroacetoxy)iodo]benzene (PIFA) and BF3 center dot Et2O promoted straightforward reaction produces a series of p-acetoxyl- or p-alkoxyl-o-nitro-N-arylamides (2), which are key scaffolds of various drugs, functional materials, and bioactive molecules. The flexibility with respect to the functional groups in these products affords this novel protocol excellent versatility for synthetic applications.
• [EN] BENZIMIDAZOLE COMPOUNDS HAVING HYPOGLYCEMIC ACTIVITY<br/>[FR] COMPOSES DE BENZIMIDAZOLE
  申请人：FUJISAWA PHARMACEUTICAL CO

  公开号：WO2004108686A3

  公开（公告）日：2005-05-26