N-[(N-4-fluorophenyl)sulfamoyl]perhydro-1,3-oxazin-2-one | 1316170-17-8

• 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-[(N-4-fluorophenyl)sulfamoyl]perhydro-1,3-oxazin-2-one
• 英文别名: N-(4-fluorophenyl)-2-oxo-1,3-oxazinane-3-sulfonamide
• CAS: 1316170-17-8
• 化学式: C₁₀H₁₁FN₂O₄S
• 分子量: 274.273
• InChiKey: TYEHNCTXXFGTCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  84.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  氯磺酰异氰酸酯 、 4-氟苯胺 、 3-氯-1-丙醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.42h， 以66.63%的产率得到N-[(N-4-fluorophenyl)sulfamoyl]perhydro-1,3-oxazin-2-one
  参考文献：
  名称：

  Synthesis, Crystal Structure and Antibacterial Evaluation of N-Substituted Perhydro-1,3-oxazin-2-ones Containing N-Phenylsulfonamide

  摘要：

  The synthesis of a new series of N-substituted perhydro-1,3-oxazin-2ones containing N-phenylsulfonamide is described. The compounds 7a-7f were obtained in a one-pot reaction from chlorosulfonyl isocyanate, selected 1,3-halogenoalcohols and various aromatic amines in alkaline conditions, to give the target N-heterocyclic 6-membered ring compounds with good yields. The X-ray crystal structure of N-[(N-4-fluorophenyl)sulfamoyl]perhydro-1,3-oxazin-2-one 7d was solved. All the synthesized compounds have been screened for their in-vitro antibacterial activity against Staphylococcus aureus, Eseherichia coli and Pseudomonas aeruginosa. Structures of 7d and 6e can be further optimized to give new potent antibacterial agents with structures significantly different from those of existing classes of antibiotics.

  DOI：

  10.3987/com-11-12145

文献信息

• Synthesis, Crystal Structure and Antibacterial Evaluation of N-Substituted Perhydro-1,3-oxazin-2-ones Containing N-Phenylsulfonamide
  作者：Mohamed Abdaoui、Mounir Nessaib、Abdelghani Djahoudi、Achour Seridi、Hocine Akkari、Nour-Eddine Aouf、Jean-Claude Daran

  DOI：10.3987/com-11-12145

  日期：——

  The synthesis of a new series of N-substituted perhydro-1,3-oxazin-2ones containing N-phenylsulfonamide is described. The compounds 7a-7f were obtained in a one-pot reaction from chlorosulfonyl isocyanate, selected 1,3-halogenoalcohols and various aromatic amines in alkaline conditions, to give the target N-heterocyclic 6-membered ring compounds with good yields. The X-ray crystal structure of N-[(N-4-fluorophenyl)sulfamoyl]perhydro-1,3-oxazin-2-one 7d was solved. All the synthesized compounds have been screened for their in-vitro antibacterial activity against Staphylococcus aureus, Eseherichia coli and Pseudomonas aeruginosa. Structures of 7d and 6e can be further optimized to give new potent antibacterial agents with structures significantly different from those of existing classes of antibiotics.