N,N-dimethyl-2-oxo-2-phenylethane-1-sulfonamide | 73281-91-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N,N-dimethyl-2-oxo-2-phenylethane-1-sulfonamide
• 英文别名: N,N-dimethyl-2-oxo-2-phenylethanesulfonamide；(N,N-dimethylsulfamoylmethyl)(phenyl)ketone
• CAS: 73281-91-1
• 化学式: C₁₀H₁₃NO₃S
• 分子量: 227.284
• InChiKey: BPWYYKHWKAJLDE-UHFFFAOYSA-N

物化性质

• 熔点：
  81 °C
• 沸点：
  368.2±44.0 °C(Predicted)
• 密度：
  1.246±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-2-oxo-2-phenylethane-1-sulfonamide 在 硫酸 、 一水合肼 作用下， 以 乙醇 为溶剂， 以69%的产率得到N,N-dimethyl-2-hydrazono-2-phenylethanesulfonamide
  参考文献：
  名称：

  Insecticidal hydrazine derivatives

  摘要：

  本发明涉及一种由以下式（I）表示的肼衍生物：##STR1##（其中Ar.sup.1和Ar.sup.2中的每一个是取代或未取代的苯基，取代或未取代的杂环基等，R.sup.1是烷基等，A是具有--C.dbd.N--N--或--CH--NH--N--作为基本骨架的二价基团），该化合物是一种用作农业和园艺杀虫剂的有用化合物。

  公开号：

  US05608109A1
• 作为产物：
  描述：

  (E)-N,N-dimethyl-2-phenylethene-1-sulfonamide 在 palladium on activated charcoal sodium hypophosphite 、 potassium tert-butylate 、 溴 作用下， 以 1,4-二氧六环 、 四氯化碳 、 乙醇 、 叔丁醇 为溶剂， 反应 22.5h， 生成 N,N-dimethyl-2-oxo-2-phenylethane-1-sulfonamide
  参考文献：
  名称：

  New antifilarial agents. 1. Epoxy sulfonamides and ethynesulfonamides

  摘要：

  Two series of 2-substituted 1,2-epoxyethanesulfonamides 2 and ethynesulfonamides 5 were synthesized and evaluated for their antifilarial activity. The trans epoxides 2T were stereospecifically prepared by a Darzens reaction between aldehydes and halomethanesulfonamides. The cis isomers 2c were obtained from ethynesulfonamides 5 by semihydrogenation followed by KOCl epoxidation. 2-Substituted ethynesulfonamides 5 were synthesized from appropriate trans-ethenesulfonamides by a bromination/dehydrobromination sequence. These products, as well as several synthetic intermediates, were evaluated for antifilarial activity against Molinema dessetae either in vivo in its natural host, the rodent Proechimys oris, or in vitro by a new test using cultures of the infective larvae. Most of the epoxides 2T and acetylenic derivatives 5 bearing a 2-aryl substituent were active in vitro. Among these compounds, four epoxides 2T and one acetylenic derivative 5 showed marked macrofilaricidal activity in vivo without any microfilaricidal activity. The differences between the in vivo and in vitro results may be due, in part, to the low chemical stability of the epoxy sulfonamides 2T. Despite this limitation, the activities observed in this reliable animal model suggest further development and testing of both series 2T and 5 as macrofilaricides.

  DOI：

  10.1021/jm00395a010

文献信息

• Photoredox-Catalyzed Generation of Sulfamyl Radicals: Sulfonamidation of Enol Silyl Ether with Chlorosulfonamide
  作者：Qiyu Luo、Runyu Mao、Yan Zhu、Yonghui Wang

  DOI：10.1021/acs.joc.9b02062

  日期：2019.11.1

  A novel and practical photoredox-catalyzed generation of sulfamyl radicals followed by radical sulfonamidation of enol silyl ether has been described. Diverse functionalized β-ketosulfonamides were prepared in modest to excellent yields under mild and economic reaction conditions through the present catalytic protocol. Furthermore, the methodology developed provides an efficient and convenient approach

  已经描述了新颖且实用的光氧化还原催化的磺酰胺基的产生，随后是烯醇甲硅烷基醚的自由基磺酰胺化。通过本发明的催化方案，在温和且经济的反应条件下以适度至优异的产率制备了多种官能化的β-酮磺酰胺。此外，开发的方法为合成抗癫痫药Zonisamide提供了一种有效而便捷的方法。
• [EN] 2-OXO-ETHANESULFONAMIDE DERIVATES<br/>[FR] DERIVES DE 2-OXO-ETHANESULFONAMIDE
  申请人：ASTRAZENECA AB

  公开号：WO2004041264A1

  公开（公告）日：2004-05-21

  Compounds of formula (I): Formula (I) wherein variable groups are as defined within; for use in the inhibition of 11βHSD1 are described.

  化合物的化学式（I）：化学式（I）中的变量基团如定义所述；用于抑制11βHSD1。
• 2-Oxo-ethanesulfonamide derivates
  申请人：Barton John Peter

  公开号：US20060058315A1

  公开（公告）日：2006-03-16

  Compounds of formula (I): Formula (I) wherein variable groups are as defined within; for use in the inhibition of 11βHSD1 are described.

  描述了式(I)的化合物： 其中变量基团如定义所示；用于抑制11βHSD1。
• Photocatalyst-Free Activation of Sulfamoyl Chlorides for Regioselective Sulfamoyl-Oximation of Alkenes via Hydrogen Atom Transfer (HAT) and Halogen-Atom Transfer (XAT) Relay Strategy
  作者：Wei Li、Zhihua Huang、Deliang Zhong、Huaifeng Li

  DOI：10.1021/acs.orglett.4c00314

  日期：2024.3.15

  methodologies have been limited to either the use of photocatalyst or the monofunctionalization of activated alkenes. Here, we report a regioselective sulfamoyl-oximation of alkenes by involving the activation of sulfamoyl chlorides through a HAT and XAT relay strategy in a photocatalyst-free way. The key to this success lies in the dual roles of tert-butyl nitrite (TBN), which not only serves as the source

  使用容易获得的多种氨磺酰氯来合成磺酰胺化合物是一种有趣但尚未充分探索的策略。由于氨磺酰氯的高还原电位，通过单电子还原激活氨磺酰氯面临着挑战。或者，氨磺酰氯中的SO 2 –Cl 键很容易被XAT 裂解。然而，现有的方法仅限于使用光催化剂或活化烯烃的单官能化。在这里，我们报道了烯烃的区域选择性氨磺酰肟化，通过 HAT 和 XAT 中继策略以无光催化剂的方式激活氨磺酰氯。这一成功的关键在于亚硝酸叔丁酯 (TBN) 的双重作用，它不仅充当肟的来源，还充当 HAT 试剂来生成关键的 XAT 反应物种。排除利用光能的金属催化剂或光敏剂使得该协议具有通用性并且普遍适用于合成各种结构多样的含肟的烷基磺酰胺。
• Hydrazine derivatives and their use as insecticides
  申请人：NIHON NOHYAKU CO., LTD.

  公开号：EP0657421A1

  公开（公告）日：1995-06-14

  The present invention relates to a hydrazine derivative represented by the general formula (I): (wherein each of Ar¹ and Ar² is a substituted or unsubstituted phenyl group, a substituted or unsubstituted heteroaryl group, or the like, R¹ is an alkyl group or the like, and A is a divalent radical having -C=N-N- or -CH-NH-N- as a fundamental skeleton), which is a useful compound as an agricultural and horticultural insecticide.

  本发明涉及一种由通式 (I) 表示的肼衍生物： (其中 Ar¹ 和 Ar² 各为取代或未取代的苯基、取代或未取代的杂芳基或类似基团，R¹ 为烷基或类似基团，A 为以 -C=N-N- 或 -CH-NH-N- 为基本骨架的二价基），它是一种有用的化合物，可用作农业和园艺杀虫剂。