反式-2-(对硝基苯基)乙烯磺酰氯 | 52148-00-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 反式-2-(对硝基苯基)乙烯磺酰氯
• 英文名称: trans-2-(p-nitrophenyl)ethenesulfonyl chloride
• 英文别名: 2-(4-nitrophenyl)ethenesulfonyl chloride；2t-(4-nitro-phenyl)-ethenesulfonyl chloride；2t-(4-Nitro-phenyl)-aethensulfonylchlorid；4-Nitro-trans-styrol-sulfonylchlorid-(β)；4-nitrostyrylsulfonyl chloride；p-Nitrostyrylsulfonylchlorid；(E)-2-(4-nitrophenyl)ethenesulfonyl chloride
• CAS: 52148-00-2
• 化学式: C₈H₆ClNO₄S
• 分子量: 247.659
• InChiKey: SVMBRAHBRXXFEU-AATRIKPKSA-N

物化性质

• 沸点：
  380.7±34.0 °C(Predicted)
• 密度：
  1.565±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  反式-2-(对硝基苯基)乙烯磺酰氯 在 palladium on activated charcoal 氢氧化钾 、 氢气 、 sodium 、 四氯化钛 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 乙醇 、 二氯甲烷 、 氨 、 氯苯 、 苯 为溶剂， -78.0~110.0 ℃ 、500.0 kPa 条件下， 反应 73.03h， 生成 那拉曲坦
  参考文献：
  名称：

  Synthesis of 5-Substituted Indole Derivatives. Part 4: Naratriptan from α-Anilinoacetaldehyde Dimethylacetal by TiCl4-Mediated Cyclisation

  摘要：

  N-Methyl-3-(1-methyl-4-piperidinyl)-1H-indole-5-ethanesulfonamide (Naratriptan, 2) was prepared from N-methyl-N-phenylmethyl-2-(4-aminophenyl)ethanesulfonamide (3b) through reductive alkylation with dimethoxyacetaldehyde followed by N-acylation and TiCl4-mediated indolisation, according to Sundberg procedure. The isopropyl group proved to be a useful protecting group for sulfonate esters in a number of transformations but was cleaved in the presence of TiCl4.

  DOI：

  10.3987/com-03-9838
• 作为产物：
  描述：

  2-羟基-2-(4-硝基苯基)乙磺酸异丙酯 在 氯化亚砜 、 甲基磺酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 、 sodium iodide 作用下， 以 氯仿 、 丙酮 、 苯 为溶剂， 反应 38.25h， 生成 反式-2-(对硝基苯基)乙烯磺酰氯
  参考文献：
  名称：

  Synthesis of 5-Substituted Indole Derivatives. Part 4: Naratriptan from α-Anilinoacetaldehyde Dimethylacetal by TiCl4-Mediated Cyclisation

  摘要：

  N-Methyl-3-(1-methyl-4-piperidinyl)-1H-indole-5-ethanesulfonamide (Naratriptan, 2) was prepared from N-methyl-N-phenylmethyl-2-(4-aminophenyl)ethanesulfonamide (3b) through reductive alkylation with dimethoxyacetaldehyde followed by N-acylation and TiCl4-mediated indolisation, according to Sundberg procedure. The isopropyl group proved to be a useful protecting group for sulfonate esters in a number of transformations but was cleaved in the presence of TiCl4.

  DOI：

  10.3987/com-03-9838

文献信息

• Styrylamidines
  申请人：Mead Johnson & Company

  公开号：US04052455A1

  公开（公告）日：1977-10-04

  Styrylamidines are prepared by treating styrylsulfonylamidines with base. The styrylamidines are effective in the prevention of aggregation of blood platelets and as analgesics. Compounds of the invention are also useful as anticonvulsants, diuretics and antihypertensive agents. The styrylsulfonylamidines of the invention which serve as precursors to the styrylamidines also have analgesic properties. Illustrative of the styrylamidines of the present invention are 4-amino-N-(4-aminostyryl)benzamidine and N-(3,4-dichlorostyryl)acetamidine. An example of a styrylsulfonylamidine is N-(styrylsulfonyl)acetamidine.

  Styrylamidines是通过用碱处理styrylsulfonylamidines制备的。这些styrylamidines在预防血小板聚集和作为止痛药方面非常有效。该发明的化合物还可用作抗癫痫药、利尿剂和降压药。该发明的styrylsulfonylamidines作为styrylamidines的前体也具有止痛特性。本发明的styrylamidines的示例包括4-氨基-N-(4-氨基styryl)苯胺和N-(3,4-二氯styryl)乙酰胺。styrylsulfonylamidine的一个例子是N-(styrylsulfonyl)乙酰胺。
• Synthesis and biological properties of 5-aryl-4H-1,2,4-thiadiazine 1,1-dioxides
  作者：W. L. Matier、W. T. Comer、A. W. Gomoll

  DOI：10.1021/jm00251a021

  日期：1974.5
• The Orienting Effect of Negatively Substituted Vinyl Groups in Aromatic Substitution
  作者：F. G. Bordwell、Kenneth Rohde

  DOI：10.1021/ja01183a093

  日期：1948.3
• Sulfonylated aminothiazoles as new small molecule inhibitors of protein phosphatases
  作者：Peter Wipf、Diana C. Aslan、Eileen C. Southwick、John S. Lazo

  DOI：10.1016/s0960-894x(00)00658-2

  日期：2001.2

  Based on a previously identified lead structure, SC-alpha alpha delta9, we have developed a versatile new chemical scaffold that can be readily modified to generate libraries of both Tyr and dual specificity phosphatase inhibitors with reduced molecular weight and lipophilicity. The most potent analogue identified to dare, aminothiazole 8z, inhibits the dual specificity phosphatase Cdc25B with a K-i of 4.6 +/- 0.4 muM and a Hill coefficient of 2. (C) 2001 Elsevier Science Ltd. Ail rights reserved.
• Structure and Activity of Sulfanilamides^1,2
  作者：F. G. Bordwell、Avis B. Colbert、Barre Alan

  DOI：10.1021/ja01213a030

  日期：1946.9