2-chloro-5-nitro-N,N-diethylbenzamide | 67272-98-4

• 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: 2-chloro-5-nitro-N,N-diethylbenzamide
• 英文别名: 2-chloro-N,N-diethyl-5-nitrobenzamide；2-chloro-5-nitro-benzoic acid diethylamide；2-Chlor-5-nitro-benzoesaeure-diaethylamid
• CAS: 67272-98-4
• 化学式: C₁₁H₁₃ClN₂O₃
• mdl: MFCD01215258
• 分子量: 256.689
• InChiKey: KORYONOMXOSHAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯-5-硝基苯甲腈 在 盐酸 、 氯化亚砜 、 硫酸 作用下， 生成 2-chloro-5-nitro-N,N-diethylbenzamide
  参考文献：
  名称：

  Hazard identification and risk assessment procedure for genetically modified plants in the field—GMHAZID

  摘要：

  The safe application of genetically modified organisms (GMOs) requires a risk assessment prior to their proposed use. Based on methods from the chemical industry, we developed a hazard identification procedure for the risk assessment of field tests with genetically modified plants. This risk assessment method, GMHAZID, is carried out in the form of guided brainstorm sessions. GMHAZID was tested with a case study for which a risk assessment had previously been made, and the results of the assessments were compared. The results showed that some new hazards potentially leading to uncontrolled spreading, in addition to those from the previous assessment, were identified using GMHAZID. GMHAZID also recognised some hazards leading to failures in the field experiments. We suggest that GMHAZID provides systematics, reliability, and transparency to the risk assessment procedure.

  DOI：

  10.1007/bf02987457

文献信息

• Metal-free amidation of carboxylic acids with tertiary amines
  作者：Wong Phakhodee、Sirilak Wangngae、Mookda Pattarawarapan

  DOI：10.1039/c6ra12801g

  日期：——

  A direct amidation of carboxylic acids with tertiary amines could be carried out in the presence of the Ph3P–I2 activator. With an appropriate reagent addition sequence, a range of carboxylic acids including aliphatic, allylic, and aromatic acids could be converted into their corresponding tertiary amides under mild conditions without requirement of metal catalysis.

  在Ph 3 P–I 2活化剂的存在下，可以将羧酸与叔胺直接酰胺化。通过适当的试剂添加顺序，可以在温和的条件下将包括脂肪族，烯丙基和芳族酸在内的多种羧酸转化为它们相应的叔酰胺，而无需金属催化。
• Acid anhydrides and the unexpected N,N-diethylamides derived from the reaction of carboxylic acids with Ph3P/I2/Et3N
  作者：Wong Phakhodee、Chuthamat Duangkamol、Sirilak Wangngae、Mookda Pattarawarapan

  DOI：10.1016/j.tetlet.2015.12.009

  日期：2016.1

  high yields within 5–10 min. However, for nitro-substituted derivatives, unexpectedly, N,N-diethylamides were isolated without anhydride formation. These results indicated the pronounced effect of substituents in governing these potential side reactions which can significantly affect the yields of acylation reactions promoted by phosphonium species.

  研究了由磷介导的羧酸活化作用形成酸酐。在各种体系下，取决于试剂的反应性，在碱的存在下苯甲酸的活化导致苯甲酸酐以不同的速率形成。使用Ph 3 P–I 2 / Et 3 N组合，大多数芳酸在5–10分钟内即可高产率转化为相应的酸酐。然而，对于硝基取代的衍生物，出乎意料的是，N，N分离了-二乙酰胺而没有酸酐形成。这些结果表明取代基在控制这些潜在的副反应中具有显着的作用，其可显着影响由phospho物种促进的酰化反应的产率。
• Copper-catalyzed amidation of benzoic acids using tetraalkylthiuram disulfides as amine sources
  作者：Meng-Tian Zeng、Wan Xu、Min Liu、Xing Liu、Cai-Zhu Chang、Hui Zhu、Zhi-Bing Dong

  DOI：10.1080/00397911.2017.1330960

  日期：2017.8.18

  method for the copper-catalyzed synthesis of N-substituted benzamides was explored. In the presence of CuBr and di-tert-butyl peroxide, various N-substituted benzamides were prepared through amidation of benzoic acid by using commercially available and cheap tetraalkylthiuram disulfides as amine sources. With this protocol, a series of 14 N-substituted benzamides were furnished in good to excellent yields

  摘要 探索了一种简便的铜催化合成 N-取代苯甲酰胺的方法。在 CuBr 和二叔丁基过氧化物的存在下，使用市售的廉价四烷基秋兰姆二硫化物作为胺源，通过苯甲酸的酰胺化制备了各种 N-取代的苯甲酰胺。使用该协议，提供了一系列 14 N 取代苯甲酰胺，产量良好。广泛的底物范围和良好的收率显示了其在有机合成中的实用合成价值。图形概要