(Z)-3-Ethylamino-3-methylsulfanyl-1-phenyl-propenone | 76369-27-2

• 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: (Z)-3-Ethylamino-3-methylsulfanyl-1-phenyl-propenone
• 英文别名: 3-(ethylamino)-3-methylsulfanyl-1-phenylprop-2-en-1-one
• CAS: 76369-27-2
• 化学式: C₁₂H₁₅NOS
• 分子量: 221.323
• InChiKey: SVZWDLMBXLFWDR-UHFFFAOYSA-N

物化性质

• 沸点：
  340.5±42.0 °C(Predicted)
• 密度：
  1.089±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  15.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (Z)-3-Ethylamino-3-methylsulfanyl-1-phenyl-propenone 在 劳森试剂 作用下， 以 苯 为溶剂， 反应 0.5h， 生成 (E)-3-ethylamino-3-methylthio-1-phenylprop-2-ene-1-thione
  参考文献：
  名称：

  Facile Synthesis of 4-Alkyl (and Aryl)-2-aryl-6-diazo-4H- thieno[3,2-b]pyridine-5,7-diones

  摘要：

  Treatment of 3-{3-alkyl (and aryl)amino-5-arylthieno-2-yl}-2-diazo-3-oxopropanoates 8 with TMSOTf (3 equiv) in the presence of Et3N (6 equiv) in CH2Cl2 for 1 h at room temperature afforded 4-alkyl (and aryl)-2-aryl-6-diazo-4H-thieno[3,2-b]pyridine-5,7-diones 14 in excellent yields. On heating of 14 in the presence of a catalytic amount of Rh-2(CF3CF2CF2CO2)(4) in PhH for 4-10 h at reflux, corresponding ring contraction products, 4-alkyl (and aryl)-5,6-dihydro-4H-thieno[3,2-b]pyrrol-5-ones 16, were produced in good to excellent yields.

  DOI：

  10.1021/jo049769a
• 作为产物：
  描述：

  3,3-双甲基磺酰基-1-苯丙酮 、 乙胺 以 乙醇 为溶剂， 反应 3.0h， 生成 (Z)-3-Ethylamino-3-methylsulfanyl-1-phenyl-propenone
  参考文献：
  名称：

  Facile Synthesis of 4-Alkyl (and Aryl)-2-aryl-6-diazo-4H- thieno[3,2-b]pyridine-5,7-diones

  摘要：

  Treatment of 3-{3-alkyl (and aryl)amino-5-arylthieno-2-yl}-2-diazo-3-oxopropanoates 8 with TMSOTf (3 equiv) in the presence of Et3N (6 equiv) in CH2Cl2 for 1 h at room temperature afforded 4-alkyl (and aryl)-2-aryl-6-diazo-4H-thieno[3,2-b]pyridine-5,7-diones 14 in excellent yields. On heating of 14 in the presence of a catalytic amount of Rh-2(CF3CF2CF2CO2)(4) in PhH for 4-10 h at reflux, corresponding ring contraction products, 4-alkyl (and aryl)-5,6-dihydro-4H-thieno[3,2-b]pyrrol-5-ones 16, were produced in good to excellent yields.

  DOI：

  10.1021/jo049769a

文献信息

• An expeditious FeCl₃-catalyzed cascade 1,4-conjugate addition/annulation/1,5-H shift sequence for modular access of all-pyrano-moiety-substituted chromenes
  作者：Xinwei He、Ruxue Li、Pui Ying Choy、Jiahui Duan、Zhenzhen Yin、Keke Xu、Qiang Tang、Rong-Lin Zhong、Yongjia Shang、Fuk Yee Kwong

  DOI：10.1039/d2sc04431e

  日期：——

  An operationally simple protocol is described for the facile, modular and regioselective access of all-pyrano-moiety-substituted iminochromenes, particularly under undried acetonitrile and air atmosphere.

  本论文描述了一种操作简单的方案，可方便、模块化和区域选择性地获得全吡喃基取代的亚氨基苯并吡喃，尤其是在未干燥的乙腈和空气气氛下。
• Copper(I)-Catalyzed Nitrosylation/Annulation Cascade of Enaminones with <i>tert</i>-Butyl Nitrite: Access to 1<i>H</i>-1,2,3-Triazole 2-Oxides
  作者：Ping Wu、Liandi Wang、Kaikai Wu、Zhengkun Yu

  DOI：10.1021/acs.orglett.3c03302

  日期：2023.12.1

  The direct synthesis of triazole 2-oxides has posed a challenge in the field of N-heterocyclic chemistry. A novel copper(I)-catalyzed nitrosylation/annulation cascade of enaminones provides a straightforward route to 1H-1,2,3-triazole 2-oxides by forming new C–N, N=N, and N–N bonds using noncorrosive tert-butyl nitrite (TBN) as both the N and NO sources. The synthetic protocol features easily accessible

  三唑2-氧化物的直接合成对N-杂环化学领域提出了挑战。一种新型铜(I)催化的烯胺酮亚硝基化/成环级联通过使用非腐蚀性物质形成新的C-N、N=N和N-N键，为生成1 H -1,2,3-三唑2-氧化物提供了直接途径亚硝酸叔丁酯 (TBN) 作为 N 源和 NO 源。该合成方案具有起始材料易于获取、底物范围广、对各种官能团具有良好的耐受性，同时避免使用爆炸性叠氮化物的特点。
• Rahman, A.; Chakrasali, R. T.; Ila, H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 463 - 465
  作者：Rahman, A.、Chakrasali, R. T.、Ila, H.、Junjappa, H.

  DOI：——

  日期：——
• Vishwakarma, J. N.; Chowdhury, B. K. Roy; Ila, H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 472 - 476
  作者：Vishwakarma, J. N.、Chowdhury, B. K. Roy、Ila, H.、Junjappa, H.

  DOI：——

  日期：——