2-(imidazolidin-2-ylidene)-1-(thiophen-2-yl)ethan-1-one | 82100-27-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(imidazolidin-2-ylidene)-1-(thiophen-2-yl)ethan-1-one
• 英文别名: Ethanone, 2-(2-imidazolidinylidene)-1-(2-thienyl)-；2-imidazolidin-2-ylidene-1-thiophen-2-ylethanone
• CAS: 82100-27-4
• 化学式: C₉H₁₀N₂OS
• 分子量: 194.257
• InChiKey: OLEHHXQABMWCGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  69.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(imidazolidin-2-ylidene)-1-(thiophen-2-yl)ethan-1-one 在 chloroamine-T 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 1.0h， 以80%的产率得到2-[1-chloro-1-(2-thenoyl)methylene]imidazolidine
  参考文献：
  名称：

  一种简单有效的杂环烯酮胺类氯化反应

  摘要：

  摘要 杂环烯酮胺1和2与氯胺-T（N-氯-对-甲苯磺酰胺钠盐）3有效反应得到相应的α-碳氯化产物4和5，收率良好至极好。

  DOI：

  10.1080/00397919908085897
• 作为产物：
  描述：

  2-溴-1-(2-THIENYL)-1-ETHANONE 在 三苯基膦 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 2-(imidazolidin-2-ylidene)-1-(thiophen-2-yl)ethan-1-one
  参考文献：
  名称：

  Nair, M. D.; Desai, J. A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 1, p. 4 - 7

  摘要：

  DOI：

文献信息

• Synthesis of Partially Reduced Imidazo[1,2-a]pyridines through an Unprecedented Base-Mediated (4+2) Cyclization
  作者：Ramendra Pratap、Rahul Panwar、Surjeet Singh、Pratik Yadav、Ranjay Shaw、Abhinav Kumar

  DOI：10.1055/s-0036-1588943

  日期：——

  A water-mediated regioselective synthesis of 6,7-diaryl-5-oxo-2,3,5,6-tetrahydroimidazo[1,2-a]pyridine-6-carbonitriles was performed by the reaction of 2-[1-cyano-2,2-bis(methylsulfanyl)vinyl]benzonitrile with 1-aryl-2-(imidazolidin-2-ylidene)ethanones under basic conditions. This reaction involves an unprecedented (4+2) annulation.

  6,7-diaryl-5-oxo-2,3,5,6-tetrahydroimidazo[1,2-a]pyridine-6-carbonitriles 的水介导区域选择性合成是通过 2-[1-cyano -2,2-双(甲基硫烷基)乙烯基]苄腈与1-芳基-2-(咪唑烷-2-亚基)乙酮在碱性条件下。该反应涉及前所未有的 (4+2) 环化。
• The aza-ene reaction of heterocyclic kentene aminals with enones: An unusual and efficient formation of imidazo[1,2-a] pyridine and imidazo[1,2,3-ij][1,8]naphthyridine derivatives
  作者：Jian-Heng Zhang、Mei-Xiang Wang、Zhi-Tang Huang

  DOI：10.1016/s0040-4039(98)02132-7

  日期：1998.12

  Reaction of heterocyclic ketene animals with enones proceeds via an aza-ene addition followed by intramolecular cyclization to give imidazo[1,2-a]pyridine and imidazo[1,2,3-ij] [1,8]naphthyridine derivatives.

  杂环烯酮动物与烯酮的反应通过氮杂烯加成反应进行，然后进行分子内环化，得到咪唑并[1,2- a ]吡啶和咪唑并[1,2,3- ij ] [1,8]萘啶衍生物。
• Substrate-Tuned Domino Annulation for Selective Synthesis of Poly-substituted Benzo[<i>f</i>]imidazo[2,1-<i>a</i>][2,7]naphthyridines and 3-Azaheterocyclic Substituted 2-Arylquinolines
  作者：Zhimin Ying、Jie Cen、Feng Luo、You Wu、Shuangrong Liu、Wenteng Chen、Jiaan Shao、Yongping Yu

  DOI：10.1021/acs.joc.1c00112

  日期：2021.3.19

  developed for the selective synthesis of poly-substituted benzo[f]imidazo[2,1-a][2,7]naphthyridines and 3-azaheterocyclic substituted 2-arylquinolines. These reactions proceed well under mild conditions without any additives. Plausible mechanisms for such a polycyclic ring system assembly were also proposed. Moreover, benzo[f]imidazo[2,1-a][2,7]naphthyridine 3g displayed a fluorescence effect, demonstrating

  杂环烯酮缩醛（HKA）和2-氨基查尔酮的多米诺环化/氧化已开发用于选择性合成多取代的苯并[ f ]咪唑并[ 2,1- a ] [2,7]萘啶和3-氮杂环杂环取代基2-芳基喹啉。这些反应在温和条件下进行得很好，没有任何添加剂。还提出了这种多环系统组装的合理机制。此外，苯并[ f ]咪唑并[2,1- a ] [2,7]萘啶3g显示出荧光效应，证明了在有机光学材料中的潜在应用。
• Synthesis of Imidazo[1,2-a]pyridines and Pyrido[1,2-a]pyrimidines in Water and their S_NAr Cyclizations
  作者：Langpoklakpam Gellina Chanu、Thokchom Prasanta Singh、Yong Ju Jang、Yong-Jin Yoon、Okram Mukherjee Singh、Sang-Gyeong Lee

  DOI：10.5012/bkcs.2014.35.4.994

  日期：2014.4.20

  2013Synthesis of tetrahydroimidazo[1,2-a]pyridines and tetrahydropyrido[1,2-a] pyrimidines by a one-pot andthree component reaction of α-oxoketenedithioacetals, diamines and DMAD in water has been described.Different routes for accessing the desired compounds were examined and a few specially designed-substrateshave been utilized further to afford the new imidazo and pyrido fused [1,8] naphthyridine

  E-mail: [e-mail] 2013年9月4日接收，2013年10月11日接受已经描述了水中的α-氧代烯二硫代缩醛、二胺和 DMAD。研究了获得所需化合物的不同途径，并进一步利用了一些专门设计的底物，通过 S
• The reaction of heteroaroyl-substituted heterocyclic ketene aminals with 2,3,4,6-tetra-O-acetyl-?-D-glucopyranosyl azide
  作者：Qiang Yang、Zhan-Jiang Li、Xiao-Min Chen、Zhi-Tang Huang

  DOI：10.1002/hc.10023

  日期：——

  The reaction of heteroaroyl-substituted heterocyclic ketene aminals with 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl azide was investigated and a series of potential bioactive compounds, 1-glucopyranosyl-4-heterocyclic-5-heteroaryl-1,2,3-triazoles, were obtained in good yields. Both the reaction rate and the yield were strongly affected by the heteroaryl and heterocyclic groups. In order to improve their

  研究了杂芳酰基取代的杂环烯酮缩醛胺与 2,3,4,6-四-O-乙酰基-β-D-吡喃葡萄糖基叠氮化物的反应，并研究了一系列潜在的生物活性化合物，1-吡喃葡萄糖基-4-杂环-5-杂芳基-1,2,3-三唑，收率良好。反应速率和产率均受杂芳基和杂环基团的强烈影响。为了提高它们的水溶性，进行了 1-吡喃葡萄糖基-4-杂环-5-杂芳基-1,2,3-三唑的脱保护。© 2002 Wiley Periodicals, Inc. 杂原子化学 13:242–247, 2002; 在线发表于 Wiley Interscience (www.interscience.wiley.com)。DOI 10.1002/hc.10023