(Z)-3-Ethylamino-1-(4-methoxy-phenyl)-3-methylsulfanyl-propenone | 81016-35-5

• 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-1-(4-methoxy-phenyl)-3-methylsulfanyl-propenone
• 英文别名: (Z)-3-(ethylamino)-1-(4-methoxyphenyl)-3-methylsulfanylprop-2-en-1-one
• CAS: 81016-35-5
• 化学式: C₁₃H₁₇NO₂S
• 分子量: 251.349
• InChiKey: UOOCVMHPWKNKBE-LCYFTJDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  17.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (Z)-3-Ethylamino-1-(4-methoxy-phenyl)-3-methylsulfanyl-propenone 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以94%的产率得到3-N-ethylamino-5-p-methoxyphenylpyrazole
  参考文献：
  名称：

  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

  摘要：

  DOI：

文献信息

• Cyclocondensation of Acylketene<i>S</i>,<i>N</i>- and<i>N</i>,<i>N</i>-acetals with Maleic Anhydride and Maleimide: A Facile One-Step Synthesis of Pyrano [3,4-<i>c</i>]pyrrole, Pyrrolo [3,4-<i>c</i>]pyridine and Condensed Pyrrole Derivatives
  作者：Akhilesh K. Gupta、H. Ila、H. Junjappa

  DOI：10.1055/s-1988-27544

  日期：——

  The acylketene S,N-acetals 1a-c react with maleic anhydride (2) in refluxing acetonitrile to give the corresponding 3-pyrrolin-2-one-3-acetic acid derivatives 3a-c in good yields. Condensation of S,N-acetals 1a-j and 2 in presence of acetic anhydride directly afforded the corresponding 2-substituted-3-methylthio-4-aryl (or methyl)-1,6-dioxo- 2,3-dihydropyrano[3,4-c]pyrroles 4 a-j in excellent yields. The reaction of cyclic S,N- (5a-c) and N,N- (5d-f) acetals with 2 in refluxing acetonitrile gave the corresponding pyrrolo[2,1-b]thiazole (6a-c) and pyrrolo[1,2-a]imidazole (6d-f) derivatives, respectively, in good yields. Similarly, the condensation of S,N-acetals 1a and 1d with maleimide directly yielded the respective pyrrolo[3,4-c]pyridine derivatives 9a and 9b, while the corresponding pyrrolinone-3-acetamide derivatives 8a and 8b were obtained under similar conditions, when the reaction time was reduced.

  酰基烯酮S,N-缩醛1a-c与马来酸酐(2)在回流乙腈中反应，以良好的收率得到相应的3-吡咯啉-2-酮-3-乙酸衍生物3a-c。 S,N-缩醛1a-j和2在乙酸酐存在下缩合直接得到相应的2-取代-3-甲硫基-4-芳基(或甲基)-1,6-二氧代-2,3-二氢吡喃[3 ,4-c]吡咯 4 a-j 具有优异的产率。环状S,N-(5a-c)和N,N-(5d-f)缩醛与2在回流乙腈中反应，得到相应的吡咯并[2,1-b]噻唑(6a-c)和吡咯并[1 ,2-a]咪唑(6d-f)衍生物，分别具有良好的收率。 类似地，S,N-缩醛1a和1d与马来酰亚胺缩合直接得到各自的吡咯并[3,4-c]吡啶衍生物9a和9b，而相应的吡咯啉酮-3-乙酰胺衍生物8a和8b在类似条件下得到，当反应时间减少时。
• Reaction of<i>a</i>-Ketoketene<i>S,N</i>-Acetals with Cyanoacetamide: A New General Method for Substituted and Fused 4-(<i>N</i>-Alkylamino-,<i>N</i>-Arylamino-, or<i>N</i>-Morpholino)-3-cyano-2(1<i>H</i>)-pyridones
  作者：V. Aggarwal、G. Singh、H. Ila、H. Junjappa

  DOI：10.1055/s-1982-29751

  日期：——
• Vishwakarma, J. N.; Apparao, S.; Ila, H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 466 - 471
  作者：Vishwakarma, J. N.、Apparao, S.、Ila, H.、Junjappa, H.

  DOI：——

  日期：——
• Reaction of α-Ketoketene<i>S,N</i>-Acetals with Hydroxylamine: A Facile General Route to 5-Aryl-3-(<i>N</i>-arylamino,<i>N</i>-alkylamino, or<i>N</i>-azacycloalkyl)-isoxazoles
  作者：A. Rahman、J. N. Vishwakarma、R. D. Yadav、H. Ila、H. Junjappa

  DOI：10.1055/s-1984-30793

  日期：——
• Reactions of Polarized Ketene<i>S,N</i>- and<i>N,N</i>-Acetals with Benzoyl Isothiocyanate: Synthesis of Novel 1-<i>N</i>-Aryl(alkyl)-2-phenyl-5- aroyl-6-methylthio(<i>N</i>-alkylamino)-4-thioxopyrimidines
  作者：V. Aggarwal、H. Ila、H. Junjappa

  DOI：10.1055/s-1982-29703

  日期：——