N-(4-methyl-thiazol-2-yl-methylidene)-phenyl-amine | 13750-70-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(4-methyl-thiazol-2-yl-methylidene)-phenyl-amine
• 英文别名: N-(4-methyl-thiazol-2-ylmethylene)-aniline；1-(4-methyl-1,3-thiazol-2-yl)-N-phenylmethanimine
• CAS: 13750-70-4
• 化学式: C₁₁H₁₀N₂S
• 分子量: 202.28
• InChiKey: RTHRZYHCMBCQTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-methyl-thiazol-2-yl-methylidene)-phenyl-amine 在 palladium diacetate 三乙胺 、 三苯基膦 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， -78.0~100.0 ℃ 、2.76 MPa 条件下， 反应 0.08h， 生成 3-deutero-4-(4-methyl-triazol-2-yl)-1-phenyl-3-vinyl-azetidin-2-one
  参考文献：
  名称：

  Stereoselective synthesis and functionalization of 4-heterosubstituted β-lactams

  摘要：

  Polyfunctionalized beta-lactams were prepared with high stereoselectivity in an efficient manner. A palladium-catalyzed [2+2] carbonylative cycloaddition of allyl bromide with heteroaryliden-anilines afforded 2-azetidinones N-phenyl substituted, with an heteroaryl moiety linked at the C-4 carbon, and an alkenyl group at the C-3 carbon. The C-3 and the C-4 positions could be further functionalized inserting alkyl and hydroxyl groups in the azetidinone ring, through the generation of a stable azetidinyl anion then captured by various electrophiles. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.007
• 作为产物：
  描述：

  4-甲基-1,3-噻唑-2-甲醛 、 苯胺 生成 N-(4-methyl-thiazol-2-yl-methylidene)-phenyl-amine
  参考文献：
  名称：

  Iversen,P.E.; Lund,H., Acta Chemica Scandinavica (1947), 1966, vol. 20, p. 2649 - 2657

  摘要：

  DOI：

文献信息

• Iversen,P.E.; Lund,H., Acta Chemica Scandinavica (1947), 1966, vol. 20, p. 2649 - 2657
  作者：Iversen,P.E.、Lund,H.

  DOI：——

  日期：——
• Stereoselective synthesis and functionalization of 4-heterosubstituted β-lactams
  作者：Luigino Troisi、Ludovico Ronzini、Catia Granito、Luisella De Vitis、Emanuela Pindinelli

  DOI：10.1016/j.tet.2005.11.007

  日期：2006.2

  Polyfunctionalized beta-lactams were prepared with high stereoselectivity in an efficient manner. A palladium-catalyzed [2+2] carbonylative cycloaddition of allyl bromide with heteroaryliden-anilines afforded 2-azetidinones N-phenyl substituted, with an heteroaryl moiety linked at the C-4 carbon, and an alkenyl group at the C-3 carbon. The C-3 and the C-4 positions could be further functionalized inserting alkyl and hydroxyl groups in the azetidinone ring, through the generation of a stable azetidinyl anion then captured by various electrophiles. (c) 2005 Elsevier Ltd. All rights reserved.