N-(4-carbamoylphenyl)benzamide | 68688-78-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-carbamoylphenyl)benzamide
• 英文别名: 4-Benzamidobenzamide
• CAS: 68688-78-8
• 化学式: C₁₄H₁₂N₂O₂
• mdl: MFCD00566641
• 分子量: 240.261
• InChiKey: IHUPDLORJYONDM-UHFFFAOYSA-N

物化性质

• 熔点：
  297 °C
• 沸点：
  358.6±25.0 °C(Predicted)
• 密度：
  1.284±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-carbamoylphenyl)benzamide 在 苯硅烷 、 C₂₈H₁₈ClMnN₂O₂ 、 potassium tert-butylate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 2.0h， 以94%的产率得到N-(4-氰基苯基)苯甲酰胺
  参考文献：
  名称：

  伯酰胺对胺或腈的作用：单一催化剂的双重作用†

  摘要：

  我们报道了锰催化的各种伯酰胺向胺的加氢甲硅烷基化还原（25个例子）。通过简单地改变反应条件，例如在催化量的仲酰胺存在下，相同的催化剂就能以优异的收率将伯酰胺转化为中间体腈化合物（16个实例）。这是第一个实例，其中已经证明了用单一催化剂将伯酰胺控制地催化转化为胺或腈。

  DOI：

  10.1039/c9cc05856g
• 作为产物：
  描述：

  4-苯酰胺苯甲酸甲酯 在 甲醇 、 氨 作用下， 生成 N-(4-carbamoylphenyl)benzamide
  参考文献：
  名称：

  The Characterization of Bronchoalveolar Lavage Fluid in Very Elderly Patients With Cerebrovascular Disease

  摘要：

  Background. Elderly patients with cerebrovascular disease have a high frequency of pneumonia due to impaired immune function and the occurrence of micro-aspiration.Methods. We performed bronchoalveolar lavage in I I very elderly subjects with cerebrovascular disease and 9 healthy volunteers to investigate whether there were changes of local immunity in the lungs of the elderly subjects. The total cell count. the cell characteristics, and the lymphocyte subsets in bronchoalveolar lavage fluid were compared between the two groups.Results. A significant increase in the total cell count as well as in the number of neutrophils and CD8(-) T cells was observed in the elderly group. In addition, the mean CD4/CD8 lymphocyte ratio was lower in the elderly patients than in the healthy volunteers.Conclusions. These observations suggest that silent micro-aspiration occurs in many elderly individuals with cerebrovascular disease and that pulmonary defenses decrease with age.

  DOI：

  10.1093/gerona/56.12.m771

文献信息

• Primary amides to amines or nitriles: a dual role by a single catalyst
  作者：Hari S. Das、Shyamal Das、Kartick Dey、Bhagat Singh、Rahul K. Haridasan、Arpan Das、Jasimuddin Ahmed、Swadhin K. Mandal

  DOI：10.1039/c9cc05856g

  日期：——

  of various primary amides to amines (25 examples). On simple modification of the reaction conditions such as in the presence of a catalytic amount of secondary amide, the same catalyst can transform the primary amides into intermediate nitrile compounds (16 examples) in excellent yields. This is the first example where such a controlled catalytic transformation of primary amides to amines or nitriles

  我们报道了锰催化的各种伯酰胺向胺的加氢甲硅烷基化还原（25个例子）。通过简单地改变反应条件，例如在催化量的仲酰胺存在下，相同的催化剂就能以优异的收率将伯酰胺转化为中间体腈化合物（16个实例）。这是第一个实例，其中已经证明了用单一催化剂将伯酰胺控制地催化转化为胺或腈。
• Selective conversion of primary amides to esters promoted by KHSO4
  作者：Narsimha Sattenapally、Jhanvi Sharma、Yuqing Hou

  DOI：10.24820/ark.5550190.p010.392

  日期：——

  Primary amides, either aliphatic or aromatic, are easily converted to the corresponding esters via reflux in lower primary alcohols in the presence of KHSO4. Secondary amides lead to complicated mixtures under analogous conditions, whereas tertiary amides were inert. Use of isopropyl alcohol resulted in the formation of product at slower rate and lower yield along with side products, whereas, use of

  在 KHSO4 存在下，通过在低级伯醇中回流，脂肪族或芳香族伯酰胺很容易转化为相应的酯。仲酰胺在类似条件下会导致复杂的混合物，而叔酰胺是惰性的。异丙醇的使用导致产物的形成速度较慢，产率较低，同时副产物也较低，而使用叔醇不能成功转化，烯丙醇和苯甲醇提供了复杂的混合物。
• Visible light driven amide synthesis in water at room temperature from Thioacid and amine using CdS nanoparticles as heterogeneous Photocatalyst
  作者：Sudipto Das、Shounak Ray、Abhisek Brata Ghosh、Partha Kumar Samanta、Suvendu Samanta、Bibhutosh Adhikary、Papu Biswas

  DOI：10.1002/aoc.4199

  日期：2018.3

  photocatalytic thioacid mediated amide synthesis at room temperature using CdS nanoparticles as photocatalyst was observed under a household 30 W CFL in water. The operationally mild reaction was tolerant to a number of functional group substitutions on amine and could be scaled up to gram. This heterogeneous photocatalyst was extremely stable and could easily be recovered by simple centrifugation for at least

  在家用30 W CFL水中，在室温下观察到使用CdS纳米粒子作为光催化剂的高效光催化硫酸介导的酰胺合成。操作上温和的反应可耐受胺上的许多官能团取代，并且可以放大至克。这种非均相光催化剂非常稳定，可以通过简单的离心分离至少六个循环反应轻松回收，而不会明显降低催化性能。在实验观察的基础上，还提出了光催化硫酸介导的CdS半导体上酰胺合成的可能反应机理。
• Buchwald–Hartwig cross-coupling of amides (transamidation) by selective N–C(O) cleavage mediated by air- and moisture-stable [Pd(NHC)(allyl)Cl] precatalysts: catalyst evaluation and mechanism
  作者：Guangchen Li、Tongliang Zhou、Albert Poater、Luigi Cavallo、Steven P. Nolan、Michal Szostak

  DOI：10.1039/c9cy02080b

  日期：——

  The Pd–NHC-catalyzed acyl-type Buchwald–Hartwig cross-coupling of amides by N–C(O) cleavage (transamidation) provides a valuable alternative to the classical methods for amide synthesis. Herein, we report a combined experimental and computational study of the Buchwald–Hartwig cross-coupling of amides using well-defined, air- and moisture-stable [Pd(NHC)(allyl)Cl] precatalysts. Most crucially, we present

  通过N-C（O）裂解（酰胺基转移），Pd-NHC催化的酰胺基酰基型布赫瓦尔德-哈特维格交叉偶联为经典的酰胺合成方法提供了有价值的替代方法。本文中，我们报告了使用定义明确的，对空气和水分稳定的[Pd（NHC）（烯丙基）Cl]预催化剂进行的Buchwald-Hartwig酰胺交叉偶联的实验和计算研究。最关键的是，我们对一系列不同的Pd（II）-NHC预催化剂进行了全面评估，这些催化剂具有不同的NHC支架和可抛弃的配体，用于合成与化学计量无过渡金属的酰胺化方法不兼容的官能化酰胺。此外，我们目前通过DFT方法对一系列不同的Pd（II）的催化循环进行评估）– NHC预催化剂。获得NHC支持的酰基-钯（II）酰胺基配合物的可行性将对涉及稳定酰胺亲电试剂的交叉偶联方法的设计和开发产生影响。
• AMIDE DERIVATIVES WHICH ARE USEFUL AS CYTOKINE INHIBITORS
  申请人：AstraZeneca AB

  公开号：EP1102743B1

  公开（公告）日：2002-07-24