(E)-N-(4-methylbenzylidene)benzenesulfonamide | 664985-98-2

• 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: (E)-N-(4-methylbenzylidene)benzenesulfonamide
• 英文别名: N-(4-Methyl-benzylidene)-benzenesulfonamide；(NE)-N-[(4-methylphenyl)methylidene]benzenesulfonamide
• CAS: 664985-98-2
• 化学式: C₁₄H₁₃NO₂S
• 分子量: 259.329
• InChiKey: LBPXERJAGSIVOP-RVDMUPIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  54.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-<(dimethylamino)methylene>amino-1,3-dimethyluracil 、 (E)-N-(4-methylbenzylidene)benzenesulfonamide 反应 0.07h， 以95%的产率得到6-(benzenesulfonyl)-1,3-dimethyl-5-(4-methylphenyl)-5H-pyrimido[4,5-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  无溶剂条件下新型嘧啶并[4,5-d]嘧啶和吡啶并[2,3-d]嘧啶的简便微波诱导一锅法合成

  摘要：

  富电子 6-[(二甲氨基) 亚甲基]氨基尿嘧啶 1，与各种缺电子底物发生 [4+2] 环加成反应，在消除后得到嘧啶并 [4,5-d] 嘧啶和吡啶并 [2,3-d] 嘧啶来自 (1:1) 环加合物和氧化芳构化的二甲胺。当在无溶剂条件下在微波辐射下进行时，该反应产生优异的产率。

  DOI：

  10.1055/s-2004-825601
• 作为产物：
  描述：

  苯磺酰胺 、 对甲基苯甲醛 在 Ph(p-MeOC₆H₄)2CCl 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以94%的产率得到(E)-N-(4-methylbenzylidene)benzenesulfonamide
  参考文献：
  名称：

  三芳基甲基氯作为新型、高效、温和的有机催化剂，用于在中性条件下合成 N-磺酰基亚胺

  摘要：

  描述了一种通过磺酰胺与醛以及酮在三芳基甲基氯作为无金属有机催化剂存在下在 40°C 下缩合制备 N-磺酰基亚胺的高效方法。与报道的催化剂相比，这类催化剂的优势在于它们的效率和在中性介质中进行反应的可能性，这使得它们适用于对酸敏感的底物。关键词：三芳基甲基氯、N-磺酰基亚胺、磺酰胺、醛、酮。

  DOI：

  10.1139/v08-039

文献信息

• Solvent-free synthesis of N-sulfonyl imines using WCl6 as a novel, highly efficient and reusable catalyst
  作者：Mohammad Ali Zolfigol、Mahsa Tavasoli、Ahmad Reza Moosavi-Zare、Parastoo Arghavani-Hadi、Abdolkarim Zare、Vahid Khakyzadeh

  DOI：10.1039/c3ra40681d

  日期：——

  WCl6 was used as a novel, efficient and reusable catalyst for the preparation of N-sulfonyl imines via the condensation of sulfonamides with aldehydes as well as isatin under solvent-free conditions. The turn-over frequency (TOF) value of the catalyst is several times higher than the previously reported catalysts. Clean reaction, simple purification, short reaction time and high yield are some other

  WCl 6用作新型，高效和可重复使用的催化剂，用于通过磺酰胺与醛的缩合以及N-磺酰亚胺的缩合反应制备N-磺酰基亚胺。伊斯丁在无溶剂条件下。催化剂的周转频率（TOF）值是以前报道的催化剂的几倍。干净的反应，简单的纯化，短的反应时间和高收率是这项工作的其他优点。
• γ-Carbon Activation through N-Heterocyclic Carbene/Brønsted Acids Cooperative Catalysis: A Highly Enantioselective Route to δ-Lactams
  作者：Yonglong Xiao、Jinxin Wang、Wenjing Xia、Shuangjie Shu、Shenchao Jiao、Yu Zhou、Hong Liu

  DOI：10.1021/acs.orglett.5b01827

  日期：2015.8.7

  A γ-carbon activation method that operates through N-heterocyclic carbene/Brønsted acid cooperative catalysis for highly enantioselective synthesis of δ-lactams is reported. The protocol allows the challenging remote γ-carbon control of regioselectivity and enantioselectivity through introduction of an appropriate γ-leaving group in the enals. The reaction offers good yields and excellent enantioselectivities

  报道了一种通过N杂环卡宾/布朗斯台德酸协同催化作用来实现δ-内酰胺高度对映选择性合成的γ-碳活化方法。该协议允许通过在烯醛中引入适当的γ-离去基团来对区域选择性和对映选择性进行具有挑战性的远程γ-碳控制。该反应提供了良好的产率和优异的对映选择性，并且所得的环状产物可以容易地转化为高价值的药物样衍生物。
• SULFONIMINES AS BLEACHING ACTIVATORS
  申请人：Gross Wibke

  公开号：US20120227756A1

  公开（公告）日：2012-09-13

  Agent for lightening keratinic fibers, particularly human hair, wherein the agent contains, in a cosmetic carrier, at least one oxidizing agent chosen from hydrogen peroxide and/or a solid addition product thereof with organic or inorganic compounds, and at least one sulfonimine of formula (I)—

  用于减轻角蛋白纤维，特别是人类头发的药剂，其中药剂包含至少一种氧化剂，选择自过氧化氢和/或其与有机或无机化合物的固体加成物之一，在化妆品载体中，并且至少一种具有以下式（I）的磺酰胺。
• Small-Molecule Inhibitors of Protein Geranylgeranyltransferase Type I
  作者：Sabrina Castellano、Hannah D. G. Fiji、Sape S. Kinderman、Masaru Watanabe、Pablo de Leon、Fuyuhiko Tamanoi、Ohyun Kwon

  DOI：10.1021/ja070274n

  日期：2007.5.1

  Small molecules that inhibit the geranylgeranylation of K-Ras4B and RhoA by protein geranylgeranyltransferase type I (GGTase-I) were identified from chemical genetic screens of heterocycles synthesized through phosphine catalysis of allenes. To further improve the efficacy of the GGTase-I inhibitors (GGTIs), 4288 related compounds bearing core dihydropyrrole/pyrrolidine and tetrahydropyridine/piperidine scaffolds were synthesized on SynPhase lanterns in a split-pool manner through phosphine-catalyzed [3 + 2] and [4 + 2] annulations of resin-bound allenoates. Testing of the 4288 analogues resulted in several GGTIs exhibiting submicromolar IC50 values. Because proteins such as Ras and Rho GTPases are implicated in oncogenesis and metastasis, these GGTIs might ultimately lead to the development of novel antitumor therapeutics.
• Cyanuric chloride-catalyzed synthesis of<i>N</i>-sulfonyl imines
  作者：Liqiang Wu、Xiaojuan Yang、Xiao Wang、Fulin Yan

  DOI：10.1080/17415993.2010.521940

  日期：2010.12

  Cyanuric chloride is an inexpensive, efficient, and mild catalyst for the synthesis of N-sulfonyl imines by the reaction of sulfonamides with aryl aldehydes at 110 degrees C under solvent-free conditions. This method affords the N-sulfonyl imines in short reaction times, under solvent-free conditions, and in high yields.