3-[(4-chlorophenyl)thio]propanamide | 90562-46-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-[(4-chlorophenyl)thio]propanamide
• 英文别名: 3-<4-Chlor-phenylmercapto>-propionsaeure-amid；3-(4-Chlor-phenylmercapto)-propionsaeure-amid；3-(4-Chlorophenyl)sulfanylpropanamide
• CAS: 90562-46-2
• 化学式: C₉H₁₀ClNOS
• mdl: MFCD00183099
• 分子量: 215.703
• InChiKey: IRUKISZYLHKTAR-UHFFFAOYSA-N

物化性质

• 沸点：
  413.8±30.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-[(4-氯苯基)磺酰基]丙酸 在 氯化亚砜 、 氨 作用下， 以 1,4-二氧六环 为溶剂， 生成 3-[(4-chlorophenyl)thio]propanamide
  参考文献：
  名称：

  PONCI; BARUFFINI; BORGNA, Farmaco, Edizione Scientifica, 1964, vol. 19, p. 356 - 376

  摘要：

  DOI：

文献信息

• Thio-Michael addition of α,β-unsaturated amides catalyzed by Nmm-based ionic liquids
  作者：Yawei Liu、Zhenzhen Lai、Pengkun Yang、Yuanqing Xu、Wenkai Zhang、Baoying Liu、Minghua Lu、Haibo Chang、Tao Ding、Hao Xu

  DOI：10.1039/c7ra08956b

  日期：——

  A simple and practical thio-Michael addition of α,β-unsaturated amides catalyzed by Nmm-based ionic liquids with a 1,2-propanediol group has been developed. All the α,β-unsaturated amides without substituents at the carbon end could smoothly react with sulfur-nucleophiles in water. Meanwhile for thio-Michael addition of α,β-unsaturated amides with substituents at the carbon end, the relevant product

  已经开发了一种简单实用的由带有1,2-丙二醇基团的Nmm基离子液体催化的α，β-不饱和酰胺硫代-迈克尔加成反应。所有在碳末端没有取代基的α，β-不饱和酰胺都可以与水中的亲硫试剂顺利反应。同时，对于在碳末端带有取代基的α，β-不饱和酰胺的硫代-迈克尔加成反应，也可在无溶剂条件下于55°C成功获得相关产物。此外，IL催化剂是可回收的并且可用于克级合成。
• Study of the Michael addition of β-cyclodextrin–thiol complexes to conjugated alkenes in water
  作者：N. Srilakshmi Krishnaveni、K. Surendra、K. Rama Rao

  DOI：10.1039/b411736k

  日期：——

  An environmentally benign and highly efficient supramolecular Michael addition of thiols from the secondary side of beta-cyclodextrin to alpha,beta-unsaturated compounds at the primary side in water is described in quantitative yields; products of undesirable side reactions resulting from polymerization are not observed; the use of cyclodextrin precludes the use of either acid or base and the catalyst

  以定量收率描述了一种环境友好，高效的超分子迈克尔加成反应，其将硫从β-环糊精的次级侧添加到水中的初级侧的α，β-不饱和化合物中。没有观察到聚合引起的不良副反应产物；使用环糊精排除了酸或碱的使用，催化剂可以回收再利用。
• Nmp-based ionic liquids: Recyclable catalysts for both hetero-Michael addition and Knoevenagel condensation in water
  作者：Pengkun Yang、Yawei Liu、Ling Chai、Zhenzhen Lai、Xiaomin Fang、Baoying Liu、Wenkai Zhang、Minghua Lu、Yuanqing Xu、Hao Xu

  DOI：10.1080/00397911.2018.1434544

  日期：2018.5.3

  A series of novel N-methyl piperidine (Nmp)-based ionic liquids with 1,2-propanediol group are synthesized and used as catalysts for both hetero-Michael addition of alpha,beta-unsaturated amides and Knoevenagel condensation at room temperature in water; and all the examined substrates could be transformed into corresponding products in good to excellent yields. Meanwhile IL-catalyzed hetero-Michael addition of alpha,beta-unsaturated amides in water has not been reported in the previous literatures. Additionally, the catalyst is recyclable for the two reactions. This finding provides a green catalyst for both hetero-Michael addition of alpha,beta-unsaturated amides and Knoevenagel condensation in water.