N-butyl-N-methyl-4-methylbenzenesulfonamide | 10285-91-3

• 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-butyl-N-methyl-4-methylbenzenesulfonamide
• 英文别名: N-butyl-N,4-dimethylbenzenesulfonamide；N-butyl-N-methyl-toluene-4-sulfonamide；N-Butyl-N-methyl-toluol-4-sulfonamid
• CAS: 10285-91-3
• 化学式: C₁₂H₁₉NO₂S
• 分子量: 241.354
• InChiKey: FSRPKWKJORHFCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-甲基对甲苯磺酰胺 在 sodium hydroxide 作用下， 生成 N-butyl-N-methyl-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Lukes; Preucil, Collection of Czechoslovak Chemical Communications, 1938, vol. 10, p. 384,386, 391

  摘要：

  DOI：

文献信息

• I₂/TBHP Mediated C–N and C–H Bond Cleavage of Tertiary Amines toward Selective Synthesis of Sulfonamides and β-Arylsulfonyl Enamines: The Solvent Effect on Reaction
  作者：Junyi Lai、Liming Chang、Gaoqing Yuan

  DOI：10.1021/acs.orglett.6b01412

  日期：2016.7.1

  A novel method toward synthesis of sulfonamides and β-arylsulfonyl enamines has been developed via I2/TBHP mediated C–N and C–H bond cleavage of tertiary amines, which features highly selective formation of two different target products depending on the reaction solvent. The experimental results reveal that H2O as the solvent could effectively achieve the C–N bond cleavage to produce sulfonamides due

  通过I 2 / TBHP介导的叔胺的C–N和C–H键裂解，已经开发了一种合成磺酰胺和β-芳基磺酰基烯胺的新方法，该方法具有高选择性地形成两种不同目标产物的特点，具体取决于反应溶剂。实验结果表明，由于H 2 O参与了H 2 O双重作用的反应过程，因此H 2 O作为溶剂可以有效地实现C–N键的裂解，生成磺酰胺。与H 2 O不同，有机溶剂（例如二甲基亚砜）可以促进叔胺的C–H键裂解，从而生成β-芳基磺酰基烯胺。
• The Mechanism of Alkene Elimination from Protonated Toluenesulphonamides Generated by Electrospray Ionisation
  作者：Amie Saidykhan、Jenessa Ebert、William H.C. Martin、Richard T. Gallagher、Richard D. Bowen

  DOI：10.1255/ejms.1427

  日期：2016.8

  The positive ion electrospray mass spectra of a range of sulphonamides of general structure CH3C6H4SO2NHR1 [R1 = C n H2n+1 (n = 1–7), C n H2n-1 (n = 3, 4), C6H5, C6H5CH2 and C6H5CH(CH3)] and CH3C6H4SO2NR1R2 [R1, R2 = C n H2n+1 (n = 1–8)] are reported and discussed. The protonated sulphonamides derived from saturated primary and secondary aliphatic amines generally fragment to only a limited extent

  一系列一般结构为 CH3C6H4SO2NHR1 [R1 = C n H2n+1 (n = 1–7), C n H2n-1 (n = 3, 4), C6H5, C6H5CH2 和 C6H5CH( CH3)] 和 CH3C6H4SO2NR1R2 [R1, R2 = C n H2n+1 (n = 1–8)] 进行了报道和讨论。除非通过碰撞激发能量，否则衍生自饱和脂肪族伯胺和仲胺的质子化磺酰胺通常仅在有限程度上碎裂。观察到两种一般的断裂：首先，消除烯烃，C n H2n，通过从氮上的 C n H2n+1 烷基之一夺氢获得；其次，裂解形成 CH3C6H4SO2+。通过研究 [M + H – C n H2n]+ 信号强度随氮上烷基取代基结构的变化，以及监测与从质子化的不对称磺酰胺中丢失不同的烯烃，其中两个不同的烷基与氮相连。这种断裂有利于烷基在直接连接到氮的碳原子上的支化，因此表明它涉及一种机制，其中通
• TiCl4-Mediated Direct N-Alkylation of Sulfonamides with Inactive Ethers
  作者：Wei Zeng、Jiayan Chen、Ling Dang、Qiang Li、Yong Ye、Shaomin Fu

  DOI：10.1055/s-0031-1290332

  日期：2012.3

  A TiCl4-mediated intermolecular or intramolecular direct N-alkylation reaction of sulfonamides with inactive ethers as alkylating agents was successfully achieved. This method provides a novel approach towards N-alkyl sulfonamides from inactive ethers via an easy workup procedure. N-alkylation - Lewis acid - N-alkyl sulfonamide - dialkyl ether - titanium tetrachloride

  磺酰胺与惰性醚作为烷基化剂的TiCl 4介导的分子间或分子内直接N-烷基化反应已成功实现。该方法提供了一种通过简单的后处理程序从惰性醚制备N-烷基磺酰胺的新颖方法。 N-烷基化-路易斯酸-N-烷基磺酰胺-二烷基醚-四氯化钛
• MODULATORS OF ATP-BINDING CASSETTE-TRANSPORTERS
  申请人：HADIDA RUAH SARA S.

  公开号：US20090143381A1

  公开（公告）日：2009-06-04

  Compounds of the present invention, and pharmaceutically acceptable compositions thereof, are useful as modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator (“CFTR”). The present invention also relates to methods of treating ABC transporter mediated diseases using compounds of the present invention.

  本发明的化合物及其药用可接受的组合物可用作ATP结合盒（“ABC”）转运蛋白或其片段的调节剂，包括囊性纤维化跨膜传导调节蛋白（“CFTR”）。本发明还涉及使用本发明的化合物治疗ABC转运蛋白介导的疾病的方法。
• Novel reactivity of stabilized methylenetributylphosphorane: A new mitsunobu reagent
  作者：Tetsuto Tsunoda、Fumie Ozaki、Shô Itô

  DOI：10.1016/s0040-4039(00)73326-0

  日期：1994.7

  Cyanomethylenetributylphosphorane was shown to mediate the direct condensation of alcohols with O- and N-nucleophiles. A secondary alcohol, 2-octanol, reacted satisfactorily with Walden inversion of its carbinyl carbon.

  氰基亚甲基三丁基磷烷显示出介导醇与O-和N-亲核试剂的直接缩合。甲仲醇，2-辛醇，以其carbinyl碳的瓦尔登翻转令人满意地反应。