(Z)-3-(benzylamino)-1-(4-methylphenyl)-3-methylsulfanylprop-2-en-1-one | 91076-82-3

• 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-(benzylamino)-1-(4-methylphenyl)-3-methylsulfanylprop-2-en-1-one
• CAS: 91076-82-3；118160-15-9
• 化学式: C₁₈H₁₉NOS
• 分子量: 297.421
• InChiKey: FAMGRRBIGWJBOD-PDGQHHTCSA-N

物化性质

• 熔点：
  79-80 °C
• 沸点：
  465.3±45.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-3-(benzylamino)-1-(4-methylphenyl)-3-methylsulfanylprop-2-en-1-one 在 氢氧化钾 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以92%的产率得到Benzyl-(5-p-tolyl-isoxazol-3-yl)-amine
  参考文献：
  名称：

  Reaction of α-KetoketeneS,N-Acetals with Hydroxylamine: A Facile General Route to 5-Aryl-3-(N-arylamino,N-alkylamino, orN-azacycloalkyl)-isoxazoles

  摘要：

  DOI：

  10.1055/s-1984-30793

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。
• A facile one-pot synthesis of novel substituted 1,2,3,4-tetrahydropyrimidines
  作者：Enamul Karim、Kaushal Kishore、Jai N. Vishwakarma

  DOI：10.1002/jhet.5570400524

  日期：2003.9

  A facile one-pot synthesis of 5-benzoyl-6-methylthio-1,2,3,4-tetrahydropyrimidines in good yields is reported.

  据报道，以高收率容易地一锅法合成5-苯甲酰基-6-甲硫基1,2,3,4-四氢嘧啶。
• Reactions of Polarized Ketoketene<i>S,N</i>-Acetals with Thionyl Chloride: a Novel General Route to 1-Aroyl-(or -Acyl)-2-aryl-(or -ethoxycarbonyl)-4-alkylthiothiazoles by Direct Heterocyclization
  作者：A. Rahman、H. Ila、H. Junjappa

  DOI：10.1055/s-1984-30795

  日期：——
• Gupta, Akhilesh K.; Reddy, Kethiri R.; Ila, Hiriyakkanavar, Journal of the Chemical Society. Perkin transactions I, 1995, # 13, p. 1725 - 1728
  作者：Gupta, Akhilesh K.、Reddy, Kethiri R.、Ila, Hiriyakkanavar、Junjappa, Hiriyakkanavar

  DOI：——

  日期：——
• RAHMAN, A.;VISHWAKARMA, J. N.;YADAV, R. D.;ILA, H.;JUNJAPPA, H., SYNTHESIS, BRD, 1984, N 3, 247-249
  作者：RAHMAN, A.、VISHWAKARMA, J. N.、YADAV, R. D.、ILA, H.、JUNJAPPA, H.

  DOI：——

  日期：——