4-氯-N-异丙基苯甲酰胺 | 7461-41-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氯-N-异丙基苯甲酰胺
• 中文别名: 4-氯-N-(1-甲基乙基)-苯甲酰胺
• 英文名称: 4-chloro-N-(1-methylethyl)benzamide
• 英文别名: 4-chloro-N-isopropyl benzamide；4-chloro-N-isopropylbenzamide；N-isopropyl-4-chlorobenzamide；N-Isopropyl 4-chlorobenzamide；p-Chlor-N-isopropylbenzoesaeureamid；4-Chlor-N-isopropyl-benzamid；BENZAMIDE, p-CHLORO-N-ISOPROPYL-；4-chloro-N-propan-2-ylbenzamide
• CAS: 7461-41-8
• 化学式: C₁₀H₁₂ClNO
• mdl: MFCD00774455
• 分子量: 197.664
• InChiKey: MWWJUXGMIOUFOP-UHFFFAOYSA-N

物化性质

• 熔点：
  142 °C
• 沸点：
  327.6±25.0 °C(Predicted)
• 密度：
  1.128±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  4-氯-N-异丙基苯甲酰胺 在 盐酸 、 disodium hydrogenphosphate 作用下， 以 水 、 乙腈 为溶剂， 反应 8.0h， 生成 对氯苯甲酸甲酯
  参考文献：
  名称：

  The Conversion of Amides to Esters with Meerwein'S Reagent. Application to the Synthesis of a Carfentanil Precursor.

  摘要：

  An efficient two step transformation of 1 degrees and 2 degrees amides to methyl and ethyl esters has been developed using trimethyl- and triethyloxonium tetrafluoroborates, and dilute acid. This methodology was applied to 1-benzyl-4-phenylamino-4-piperidinecarboxamide precursor in the synthesis of carfentanil, to produce the methyl ester in 60% yield and the ethyl ester in 80% yield.

  DOI：

  10.1080/00397919708004212
• 作为产物：
  描述：

  对氯苯胺 在 hydrofluoroboric acid 、 水 、 caesium carbonate 、 sodium nitrite 作用下， 以 水 、 丙酮 为溶剂， 反应 0.91h， 生成 4-氯-N-异丙基苯甲酰胺
  参考文献：
  名称：

  A Transition-Metal-Free Synthesis of Arylcarboxyamides from Aryl Diazonium Salts and Isocyanides

  摘要：

  A transition-metal-free carboxyamidation process, using aryl diazonium tetrafluoroborates and isocyanides under mild conditions, has been developed. This novel conversion was initiated by a base and solvent induced aryl radical, followed by radical addition to isocyanide and single electron transfer (SET) oxidation, affording the corresponding arylcarboxyamide upon hydration of the nitrilium intermediate.

  DOI：

  10.1021/ol4017244

文献信息

• Semi-catalytic reduction of secondary amides to imines and aldehydes
  作者：Sun-Hwa Lee、Georgii I. Nikonov

  DOI：10.1039/c4dt00372a

  日期：——

  Ruthenium catalyzed reduction of iminoyl chlorides by HSiMe₂Ph allows for a two-step conversion of secondary amides into imines and aldehydes.

  钌催化的HSiMe2Ph还原亚胺酰氯，实现了将二级酰胺转化为亚胺和醛的两步反应。
• METHOD FOR THE CATALYTIC REDUCTION OF ACID CHLORIDES AND IMIDOYL CHLORIDES
  申请人：Nikonov Georgii

  公开号：US20140228579A1

  公开（公告）日：2014-08-14

  The present application relates to methods for the catalytic reduction of acid chlorides and/or imidoyl chlorides. The methods comprise reacting the acid chloride or imidoyl chloride with a silane reducing agent in the presence of a catalyst such as [Cp(Pr i 3 P)Ru(NCMe) 2 ] + [PF 6 ] − .

  本申请涉及用于催化还原酸氯化物和/或亚胺酰氯化物的方法。该方法包括在催化剂的存在下，将酸氯化物或亚胺酰氯化物与硅烷还原剂反应，所述催化剂例如为[Cp(Pr i 3 P)Ru(NCMe) 2 ] + [PF 6 ] − 。
• CuO-decorated magnetite-reduced graphene oxide: a robust and promising heterogeneous catalyst for the oxidative amidation of methylarenes in water <i>via</i> benzylic sp³ C–H activation
  作者：Marzieh Rousta、Dariush Khalili、Ali Khalafi-Nezhad、Edris Ebrahimi

  DOI：10.1039/d1nj03982b

  日期：——

  activity of the rGO/Fe3O4–CuO nanocomposite was probed in the direct oxidative amidation reaction of methylarenes with free amines. Various aromatic and aliphatic amides were prepared efficiently at room temperature from cheap raw chemicals using tert-butyl hydroperoxide (TBHP) as a “green” oxidant and low-toxicity TBAI in water. This method combines the oxidation of methylarenes and amide bond formation

  通过简便的化学方法制备了磁铁矿还原的氧化石墨烯负载的 CuO 纳米复合材料 ( rGO /Fe 3 O 4 –CuO)，并通过傅里叶变换红外光谱 (FTIR)、X 射线衍射 (XRD)、UV-vis光谱、扫描电子显微镜 (SEM)、透射电子显微镜 (TEM)、能量色散光谱 (EDS)、Brunauer-Emmett-Teller (BET) 分析、振动样品磁强计 (VSM) 和热重 (TG) 分析。rGO/Fe 3 O 4的催化活性-CuO纳米复合材料在甲基芳烃与游离胺的直接氧化酰胺化反应中被探测到。使用叔丁基过氧化氢 (TBHP) 作为“绿色”氧化剂和在水中的低毒性 TBAI，在室温下从廉价的原料化学品中有效地制备了各种芳香族和脂肪族酰胺。该方法将甲基芳烃的氧化和酰胺键的形成结合到一个操作中。此外，合成的纳米复合材料可以使用外部磁铁从反应混合物中分离出来，并在连续六次运行中重复使用，催化活性没有明显降低。
• Convenient metal-free direct oxidative amidation of aldehyde using dibromoisocyanuric acid under mild conditions
  作者：Soosung Kang、Minh Thanh La、Hee-Kwon Kim

  DOI：10.1016/j.tetlet.2018.08.026

  日期：2018.9

  synthesized by an oxidative amidation in the presence of dibromoisocyanuric acid (DBI). Treatment of aromatic and aliphatic aldehydes with dibromoisocyanuric acid generated acyl bromide intermediates, which were employed to react with a variety of secondary and primary amines to give amides. Through this reaction method, various amides were synthesized directly from aldehydes under mild conditions in high yields

  描述了一种从醛直接合成酰胺的简便方法。在二溴异氰尿酸（DBI）存在下，通过氧化酰胺化合成酰胺键。用二溴异氰尿酸处理芳族和脂族醛可生成酰基溴中间体，该中间体可与多种仲胺和伯胺反应生成酰胺。通过这种反应方法，可以在温和的条件下以高收率和短时间直接从醛中合成出各种酰胺。这种简便有效的方法为从醛直接合成酰胺提供了潜在的策略。
• Synthesis of Amides and Phthalimides via a Palladium Catalyzed Aminocarbonylation of Aryl Halides with Formic Acid and Carbodiimides
  作者：Yong-Sik Seo、Dong-Su Kim、Chul-Ho Jun

  DOI：10.1002/asia.201601421

  日期：2016.12.19

  A novel method for the preparation of amides and phthalimides has been developed. The process involves a palladium catalyzed aminocarbonylation of an aryl halide, using a carbodiimide and formic acid as the carbonyl source. Experimental data suggest that the mechanistic pathway for this process involves in‐situ generation of carbon monoxide from the reaction of formic acid with a carbodiimide in the

  已经开发了一种制备酰胺和邻苯二甲酰亚胺的新方法。该方法涉及使用碳二亚胺和甲酸作为羰基源，进行钯催化的芳基卤化物的氨基羰基化反应。实验数据表明，该过程的机制途径涉及在钯催化剂存在下，甲酸与碳二亚胺的反应原位生成一氧化碳。该方法可用于高效生产各种酰胺和N-取代的邻苯二甲酰亚胺。