[C₆H₇FN₂O₂S] | 1399295-30-7

• 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: [C₆H₇FN₂O₂S]
• 英文别名: tert-butyl (3-fluorophenyl)aminosulfonylcarbamate；tert-butyl N-[(3-fluorophenyl)sulfamoyl]carbamate
• CAS: 1399295-30-7
• 化学式: C₁₁H₁₅FN₂O₄S
• 分子量: 290.316
• InChiKey: CPLNTAAOMZGUJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  92.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [C₆H₇FN₂O₂S] 在 四氯化锡 作用下， 以 水 、 乙腈 为溶剂， 反应 12.0h， 生成 N-(N-(3-fluorophenyl)sulfamoyl)-2-hydroxypropanamide
  参考文献：
  名称：

  An Efficient Method for the Synthesis of Novel N-acylsulfonamides Using Tin (IV) Chloride as Catalysts

  摘要：

  A series of novel N-acylsulfonamides derivatives were synthesized via direct condensation of parent sulfonamide with ethyl lactate as an acylating agent in the presence of tin (IV) chloride (SnCl4) as a Lewis acid catalyst. The sulfonamides were prepared, starting from chlorosulfonyl isocyanate (CSI), in three steps (carbamoylation, sulfamoylation, and deprotection) with excellent yields.

  DOI：

  10.1080/10426507.2013.843000
• 作为产物：
  描述：

  3-氟苯胺 、 N-(叔丁氧基羰基)磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 [C₆H₇FN₂O₂S]
  参考文献：
  名称：

  氮芥制衍生的新型磺酰基环脲的合成及抗肿瘤评价。

  摘要：

  合成了一系列新的磺酰基环脲衍生物，并在体外评估了它们对四种癌细胞系（A431，Jurkat，U266和K562）的抗肿瘤活性。这些化合物是通过几种磺酰胺（2a–m）与双（2-氯乙基）氨基甲酸乙酯（1a）缩合制备的。据报道这些新衍生物与苯丁酸氮芥相比具有相对的细胞毒性。

  DOI：

  10.1007/s11030-015-9647-6

文献信息

• Simple, rapid, and clean condensation of sulfonamide and maleic anhydride derivatives: Synthesis of novel 1<i>H</i>- Pyrrole-2,5-diones under heterogeneous conditions
  作者：Chafika Bougheloum、Samia Guezane Lakoud、Robila Belghiche、Abdelrani Messalhi

  DOI：10.1080/10426507.2016.1193504

  日期：2016.10.2

  GRAPHICAL ABSTRACT ABSTRACT H6P2W18O62 is used as an efficient catalyst for the synthesis of novel N-substituted sulfonyl maleimides (1H-Pyrrole-2,5-diones) via the condensation of sulfonamide and maleic anhydride derivatives. The Dawson heteropolyacid was used with a catalytic amount of 2 mmol% in acetonitrile at reflux. The reuse of H6P2W18O62 as heterogeneous catalyst several times without decrease

  图形摘要 摘要 H6P2W18O62 可用作通过磺酰胺和马来酸酐衍生物缩合合成新型 N-取代磺酰基马来酰亚胺（1H-吡咯-2,5-二酮）的有效催化剂。Dawson 杂多酸在回流下以在乙腈中的催化量为 2 mmol% 使用。H6P2W18O62 作为多相催化剂多次重复使用而不会降低其活性、反应时间短、易于分离所需产物且产率良好至极好显示了这种新方法的优点。
• Convenient Synthesis of Novel <i>N</i>-Acylsulfonamides Containing Phosphonate Moiety
  作者：Wahida Boufas、Hadjer Cheloufi、Fouzia Bouchareb、Malika Berredjem、Nour-Eddine Aouf

  DOI：10.1080/10426507.2014.931398

  日期：2015.1.2

  Abstract The present study describes a convenient method for the synthesis of new N-acylsulfonamides containing phosphonate moiety. The N-acylsulfonamides were prepared starting from chlorosulfonyl isocyanate (CSI) in four steps (carbamoylation, sulfamoylation, deprotection, and acylation). Trimethylphosphite has been used to introduce the phosphonate moiety into N-acylsulfonamides via Arbuzov reaction

  图形摘要 摘要 本研究描述了一种合成含有膦酸酯部分的新型 N-酰基磺酰胺的简便方法。N-酰基磺酰胺以氯磺酰基异氰酸酯 (CSI) 为原料，分四步（氨基甲酰化、氨磺酰化、脱保护和酰化）制备。亚磷酸三甲酯已用于通过 Arbuzov 反应将膦酸酯部分引入 N-酰基磺酰胺中。
• Synthesis of New Substituted <i>N</i>-Sulfonyl Pyrrolidine-2,5-Dione Using Dawson-Type Heteropolyacid as Catalyst
  作者：Chafika Bougheloum、Robila Belghiche、Abdelrani Messalhi

  DOI：10.1080/10426507.2014.947413

  日期：2015.3.4

  The synthesis of new series of pyrrolidine-2,5-diones having sulfonamide moieties is described. These compounds are synthesized in good yield in three steps (carbamoylation-sulfamoylation, deprotection and condensation) using a catalytic amount of H6P2W18O62 in acetonitrile under refluxing conditions.
• Synthesis and antibacterial activity of sulfonamides. SAR and DFT studies
  作者：Wahida Boufas、Nathalie Dupont、Malika Berredjem、Kamel Berrezag、Imène Becheker、Hajira Berredjem、Nour-Eddine Aouf

  DOI：10.1016/j.molstruc.2014.05.066

  日期：2014.9

  A series of substituted sulfonamide derivatives were synthesized from chlorosulfonyl isocyanate (CSI) in tree steps (carbamoylation, sulfamoylation and deprotection). Antibacterial activity in vitro of some newly formed compounds investigated against clinical strains Gram-positive and Gram-negative: Escherichia coli and Staphylococcus aureus applying the method of dilution and minimal inhibition concentration (MIC) methods. These compounds have significant bacteriostatic activity with totalities of bacterial strains used. OFT calculations with B3LYP/6-31G(d) level have been used to analyze the electronic and geometric characteristics deduced for the stable structure of three compounds presenting conjugation between a nitrogen atom N through its lone pair and an aromatic ring next to it. The principal quantum chemical descriptors have been correlated with the antibacterial activity. (C) 2014 Elsevier B.V. All rights reserved.