N-4-Nitrobenzoylbenzolsulfonamid | 22017-47-6

• 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-Nitrobenzoylbenzolsulfonamid
• 英文别名: N-(p-Nitro-benzoyl)-benzolsulfonamid；benzenesulfonyl-(4-nitro-benzoyl)-amine；4-Nitro-N-benzolsulfonyl-benzamid；Benzolsulfonyl-(4-nitro-benzoyl)-amin；N-(benzenesulfonyl)-p-nitrobenzamide；Benzamide, 4-nitro-N-(phenylsulfonyl)-；N-(benzenesulfonyl)-4-nitrobenzamide
• CAS: 22017-47-6
• 化学式: C₁₃H₁₀N₂O₅S
• 分子量: 306.299
• InChiKey: OQEUNFWYPVZJNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 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：
  117
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-4-Nitrobenzoylbenzolsulfonamid 生成 苯磺酸 、 对硝基苯甲腈
  参考文献：
  名称：

  Oxley et al., Journal of the Chemical Society, 1946, p. 763,766

  摘要：

  DOI：
• 作为产物：
  描述：

  苯磺酰胺 、 4-硝基苯甲酸酐 在 bismuth(lll) trifluoromethanesulfonate 作用下， 反应 10.0h， 以15%的产率得到N-4-Nitrobenzoylbenzolsulfonamid
  参考文献：
  名称：

  Synthesis, Characterization, and Antimicrobial Evaluation of Sulfonamides Containing N-Acyl Moieties Catalyzed by Bismuth(III) Salts Under Both Solvent and Solvent-Free Conditions

  摘要：

  Efficient N-acylation of sulfonamides with both readily available carboxylic acid chlorides and anhydrides has been carried out with catalysis by bismuth(III) salts including BiCl3 and Bi (OTf)3. The reactions proceed rapidly in both heterogeneous and solvent-free conditions and afforded the corresponding N-acylsulfonamides in good to excellent yields. The mild reaction conditions and low toxicity of bismuth salts make this procedure attractive and in close agreement with the goals of green chemistry. Some of the synthesized compounds were evaluated in vitro as antimicrobial agents against representative strains of Gram-positive (Staphylococcus aureus ATCC 25922, clinical strains of Staphylococcus aureus VISA and Enterococcus spp.) and Gram-negative bacteria (Pseudomonas aeruginosa ATCC 27853, clinical strains of Klebsiella pneumonia and Escherichia coli) and as antifungal agents against Candida albicans (clinically isolated) by both disc diffusion and minimal inhibition concentration (MIC) methods. All these bacteria and fungi studied were screened against some antibiotics to compare with our chemicals' zone diameters.

  DOI：

  10.1080/00397910903318732

文献信息

• Highly Efficient One-Pot Synthesis of N-Acylsulfonamides Using Cyanuric Chloride at Room Temperature
  作者：Mohammad Soltani Rad、Ali Khalafi-Nezhad、Zeinab Asrari、Somayeh Behrouz

  DOI：10.1055/s-0029-1218819

  日期：2010.8

  A highly efficient and very mild one-pot synthesis of N-acylsulfonamides is described using cyanuric chloride. In this synthesis, structurally diverse carboxylic acids and sulfonamides are reacted in the presence of cyanuric chloride, triethylamine, and alumina in anhydrous acetonitrile at room temperature to afford various N-acylsulfonamides in excellent yields.

  本文描述了一种使用氰尿酰氯的高效且温和的一锅法合成N-酰基磺酰胺的方法。在这种合成方法中，结构多样的羧酸和磺胺在氰尿酰氯、三乙胺和氧化铝的存在下，于室温下在无水乙腈中反应，得到了产率极高的各种N-酰基磺酰胺。
• Urea (thiourea) derivative and thermal recording sheet using the same
  申请人：Nippon Paper Industries Co., Ltd.

  公开号：US05661100A1

  公开（公告）日：1997-08-26

  A thermal recording sheet wherein a compound of Formula (I) or (II) is contained in a thermal color developing layer including a basic colorless dye and an organic color developer as main ingredients: ##STR1## (wherein A denotes hydrogen atom, an alkyl group of C.sub.1 to C.sub.4, an alkoxy group of C.sub.1 to C.sub.4, hydroxy group, or nitro group. R.sub.1, R.sub.2, and R.sub.3 are hydrogen atom, an alkyl group of C.sub.1 to C.sub.4, an alkoxy group of C.sub.1 to C.sub.4, hydroxy group, or nitro group. R.sub.1 and R.sub.2 may combine with each other to form an aromatic ring. Y is sulfur or oxygen atom.), ##STR2## (wherein B denotes hydrogen atom, an alkyl group of C.sub.1 to C.sub.4, an alkoxy group of C.sub.1 to C.sub.4, hydroxy group, or nitro group. R.sub.1, R.sub.2, and R.sub.3 are hydrogen atom, an alkyl group of C.sub.1 to C.sub.4, an alkoxy group of C.sub.1 to C.sub.4, hydroxy group, or nitro group. R.sub.1 and R.sub.2 may combine with each other to form an aromatic ring. Y is sulfur or oxygen atom.). The thermal recording sheet has a high sensitivity and high image stability.

  一种热记录片，其中包含式(I)或(II)化合物于热显色层中，该热显色层包括以碱性无色染料和有机显色剂为主要成分： ##STR1## (其中A表示氢原子、C.sub.1至C.sub.4烷基、C.sub.1至C.sub.4烷氧基、羟基或硝基。R.sub.1、R.sub.2和R.sub.3表示氢原子、C.sub.1至C.sub.4烷基、C.sub.1至C.sub.4烷氧基、羟基或硝基。R.sub.1和R.sub.2可以结合形成芳香环。Y是硫或氧原子。) ， ##STR2## (其中B表示氢原子、C.sub.1至C.sub.4烷基、C.sub.1至C.sub.4烷氧基、羟基或硝基。R.sub.1、R.sub.2和R.sub.3表示氢原子、C.sub.1至C.sub.4烷基、C.sub.1至C.sub.4烷氧基、羟基或硝基。R.sub.1和R.sub.2可以结合形成芳香环。Y是硫或氧原子。) 该热记录片具有高灵敏度和高图像稳定性。
• Novel urea (thiourea) derivative and thermal recording sheet using same
  申请人：NIPPON PAPER INDUSTRIES CO., LTD.

  公开号：EP0699662B1

  公开（公告）日：1998-10-21
• Isoenthalpy Catalytic Effects of Pyridines in Reactions of Phenyloxyrane with N-Aroylbenzenesulfonamides
  作者：I. V. Shpanko、I. V. Sadovaya

  DOI：10.1134/s1070363219120053

  日期：2019.12

  Additive nature of the combined effect of the structure (X, Y substituents) and temperature on the rate and free activation energy has been established for the reactions of phenyloxirane with Y-substituted N-aroylbenzenesulfonamides catalyzed by X-substituted pyridines. The cross reaction series is isoenthalpic with respect to the structural effects. The mechanism of the catalytic process has been discussed.
• US5661100A
  申请人：——

  公开号：US5661100A

  公开（公告）日：1997-08-26