S,S-dimethyl-N-4-nitrobenzoyliminosulfurane | 52259-85-5

• 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: S,S-dimethyl-N-4-nitrobenzoyliminosulfurane
• 英文别名: S,S-Dimethyl-N-(4-nitrobenzoyl)-sulfilimin；(1E)-N-dimethylsulfonio-4-nitrobenzenecarboximidate
• CAS: 52259-85-5
• 化学式: C₉H₁₀N₂O₃S
• 分子量: 226.256
• InChiKey: YWXXCZFNAYFSDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  94.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S,S-dimethyl-N-4-nitrobenzoyliminosulfurane 在 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 乙醇 为溶剂， 生成 N-(4-nitrobenzoyl)-S,S-dimethylsulfoximine
  参考文献：
  名称：

  Oxidation of N-acyl-, N-sulfonyl-, and N-arylsulfilimines to sulfoximines by m-chloroperoxybenzoate anion

  摘要：

  DOI：

  10.1021/jo01328a039
• 作为产物：
  描述：

  dimethyl sulfide bis-trifluoroacetate 、 对硝基苯甲酰胺 在 sodium hydroxide 作用下， 生成 S,S-dimethyl-N-4-nitrobenzoyliminosulfurane
  参考文献：
  名称：

  N-(4-Bromobenzoyl)-S,S-dimethyliminosulfurane, a potent dermal penetration enhancer

  摘要：

  N-Aroyl-, N-Arylsulfonyl-, and N-Aryl-S,S-dimethyliminosulfuranes have been synthesized and evaluated as potential dermal penetration enhancers. The title compound and Azone(R) exhibit similar activities for permeation of hydrocortisone through hairless mouse skin, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00131-6

文献信息

• Preparation and reactions of s,s-dimethyl-n-(2,4-dinitrophenyl)sulfilimine
  作者：T. Yamamoto、Y. Harigaya、M. Okawara

  DOI：10.1016/0040-4020(78)87005-7

  日期：1978.1

  S,S-Dimethyl-N-(2,4-dinitrophenyl)sulfilimine(4a) has been prepared in good yield by use of DMSO, 2,4-dinitroaniline and phosphorus pentoxide in DMF and the role of DMF in this System is discussed. The method has been applied successfully to the syntheses of several sulfilimines. The reactions of 4a with protonic compounds show an interesting ylide-exchange reaction.

  通过在DMF中使用DMSO，2,4-二硝基苯胺和五氧化二磷以高收率制备了S，S-二甲基-N-（2,4-二硝基苯基）亚砜胺（4a），并讨论了DMF在该系统中的作用。该方法已成功应用于几种亚硫亚胺的合成。4a与质子化合物的反应显示出有趣的内酯交换反应。
• Activated dimethyl sulfoxide dehydration of amide and its application to one-pot preparation of benzyl-type perfluoroimidates
  作者：Noriyuki Nakajima、Miho Saito、Makoto Ubukata

  DOI：10.1016/s0040-4020(02)00304-6

  日期：2002.4

  Various types of primary amides were treated under an activated dimethyl sulfoxide (DMSO) species, (COCl)(2)-DMSO and Et3N, as a dehydrating agent to obtain nitriles in excellent yield. This dehydration system was extended to a one-pot preparation of perfluoroimidates via volatile perfluoronitriles from perfluoroamides. Fifteen benzyl-type perfluoroimidates can be prepared in 70-90% yield as more stable imidates than the trichloro analogue. MPM- and DMPM-perfluoroimidates can be used to protect alcohols in place of the trichloroacetimidate with excellent chemical properties and in comparable yields. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Activation of dimethyl sulfoxide by electrophiles and use of the reactive intermediates in the preparation of iminosulfuranes
  作者：Thankamma E. Varkey、Graham F. Whitfield、Daniel Swern

  DOI：10.1021/jo00937a013

  日期：1974.11
• Iminosulfuranes. XV. Dimethyl sulfoxide-trifluoroacetic anhydride. New and efficient reagent for the preparation of iminosulfuranes
  作者：Ashok K. Sharma、Thomas Ku、Arthur D. Dawson、Daniel Swern

  DOI：10.1021/jo00907a012

  日期：1975.9
• HUANG SHUI-LUNG; SWERN D., J. ORG. CHEM., 1979, 44, NO 14, 2510-2513
  作者：HUANG SHUI-LUNG、 SWERN D.

  DOI：——

  日期：——