nitroethenone dithio acetal | 127476-96-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: nitroethenone dithio acetal
• 英文别名: nitro ketene dithioacetal；nitroketene dithioacetal；2-Nitroethene-1,1-dithiol
• CAS: 127476-96-4
• 化学式: C₂H₃NO₂S₂
• 分子量: 137.183
• InChiKey: JQSMKARVLHXFPB-UHFFFAOYSA-N

物化性质

• 沸点：
  221.5±40.0 °C(Predicted)
• 密度：
  1.431±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(bromomethyl)phenol 、 nitroethenone dithio acetal 以 甲醇 为溶剂， 反应 24.0h， 以30%的产率得到4-[[1-[(4-Hydroxyphenyl)methylsulfanyl]-2-nitroethenyl]sulfanylmethyl]phenol
  参考文献：
  名称：

  亚硝基乙烷——新一类的新型环烷

  摘要：

  邻二甲苯基二溴化物与 2-硝基-1,1-乙二硫醇的二钾盐反应得到硝基乙炔2。类似的策略已用于合成环烷 7、9 和 11。

  DOI：

  10.1081/scc-100106213

文献信息

• Multicomponent Tether Catalysis Synthesis of Highly Functionalized 4-(Pyridin-2-ylmethyl)-2-aminopyrroles via Cascade Reaction Is Accompanied by Decarboxylation
  作者：Kun Li、Li Chen、Yun-Xiang Fan、Yao Wei、Sheng-Jiao Yan

  DOI：10.1021/acs.joc.9b01814

  日期：2019.9.20

  catalysis protocol for the synthesis of 4-(pyridin-2-ylmethyl)-2-aminopyrroles (PMAPs) was constructed by simply refluxing a mixture of ethyl 2-(pyridin-2-yl)acetates 1 and various types of arylglyoxal monohydrates 2 and different heterocyclic ketene aminals 3 in EtOH solvent. Based on this reaction, a series of highly functionalized PMAPs were obtained through a novel cascade reaction accompanied by a decarboxylation

  通过简单地回流2-（吡啶-2-基）乙酸乙酯乙基1和各种类型的芳基乙二醛的混合物，构建了用于合成4-（吡啶-2-基甲基）-2-氨基吡咯（PMAP）的多组分束缚催化方案。一水合物2和不同的杂环烯酮缩醛3在EtOH溶剂中。基于该反应，通过伴随脱羧机理的新型级联反应获得了一系列高度官能化的PMAP。结果，将吡啶-2-基甲基成功地引入了目标化合物中，并且使用本研究中描述的级联反应可以轻松构建PMAPs库。该方案表明，最重要的特征是2-（吡啶-2-基）乙酸酯的脱羧反应1，它可以在吡啶-2-基甲基-取代的杂环，包括吡咯类，吡啶类，喹诺酮类，以及类似于那些在自然界中发现的其它杂环化合物的合成中使用。
• Design, synthesis and biological evaluation of novel inosine 5′-monophosphate dehydrogenase (IMPDH) inhibitors
  作者：Torsten Dunkern、Sunil Chavan、Digambar Bankar、Anuja Patil、Pritee Kulkarni、Prashant S. Kharkar、Arati Prabhu、Heike Goebel、Edith Rolser、Waltraud Burckhard-Boer、Premkumar Arumugam、Mahindra T. Makhija

  DOI：10.3109/14756366.2013.793184

  日期：2014.6.1

  This study is based on our attempts to further explore the structure-activity relationship (SAR) of VX-148 (3) in an attempt to identify inosine 5'-mono-phosphate dehydrogenase (IMPDH) inhibitors superior to mycophenolic acid. A five-point pharmacophore developed using structurally diverse, known IMPDH inhibitors guided further design of novel analogs of 3. Several conventional as well as novel medicinal chemistry strategies were tried. The combined structure-and ligand-based approaches culminated in a few analogs with either retained or slightly higher potency. The compounds which retained the potency were also checked for their ability to inhibit human peripheral blood mononuclear cells proliferation. This study illuminates the stringent structural requirements and strict SAR for IMPDH II inhibition.
• DROZD, V. N.;KOMAROVA, E. N.;DMITRIEV, L. B., ZH. ORGAN. XIMII, 25,(1989) N0, S. 2171-2176
  作者：DROZD, V. N.、KOMAROVA, E. N.、DMITRIEV, L. B.

  DOI：——

  日期：——
• NITROETHYLENOPHANES— NEW CLASS OF NOVEL CYCLOPHANES
  作者：Perumal Rajakumar、Muthialu Srisailas、Manickam Dhanasekaran

  DOI：10.1081/scc-100106213

  日期：2001.1

  Reaction of o-xylenyl dibromide with dipotassium salt of 2-nitro-1,1-ethanedithiol afforded nitroethylenophane 2. Similar strategy has been used for the synthesis of cyclophanes 7, 9 and 11.

  邻二甲苯基二溴化物与 2-硝基-1,1-乙二硫醇的二钾盐反应得到硝基乙炔2。类似的策略已用于合成环烷 7、9 和 11。