ethyl 3,5-diphenyl-as-triazine-6-carboxylate | 94617-56-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: ethyl 3,5-diphenyl-as-triazine-6-carboxylate
• 英文别名: ethyl 3,5-diphenyl-1,2,4-triazine-6-carboxylate
• CAS: 94617-56-8
• 化学式: C₁₈H₁₅N₃O₂
• 分子量: 305.336
• InChiKey: GJPFKWOISGFKIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  65
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 3,5-diphenyl-as-triazine-6-carboxylate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 3,5-diphenyl-as-triazine-6-carboxylic acid
  参考文献：
  名称：

  Sagi, Mataichi; Wada, Kunio; Konno, Shoetsu, Heterocycles, 1990, vol. 30, # 2, p. 1009 - 1021

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 2,3-dioxo-3-phenylpropanoate 、 苄脒盐酸盐 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 20.5h， 以80%的产率得到ethyl 3,5-diphenyl-as-triazine-6-carboxylate
  参考文献：
  名称：

  A convenient synthesis of pyridine and 2,2′-bipyridine derivatives

  摘要：

  alpha-Chloro-alpha-acetoxy-beta-keto-esters 9 were readily prepared from beta-keto-esters 6 in good overall yields. These compounds reacted as alpha,beta-diketo-ester equivalents 2 with amidrazones 1 yielding triazines 3, generally in good yields. Picolinates 10 provided an alternative source of alpha,beta-diketo-ester equivalents 2 when treated with copper(II) acetate. A 'one-pot' reaction of the alpha,beta-diketo-ester equivalents 2 with amidrazones 1 in the presence of 2,5-norbornadiene 5 in boiling ethanol yielded the pyridines 4 and 2,2'-bipyridines 4 (R-1=2-pyridyl) directly without the need to isolate the corresponding triazines 3. Triazine 3c reacted with the aza-dienophiles 13 and 17 affording the products 16 and 18, respectively, in good yields. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.090

文献信息

• The preparation of 1,2,4-triazines from α,β-diketo-ester equivalents and their application in pyridine synthesis
  作者：Marta Altuna-Urquijo、Stephen P. Stanforth、Brian Tarbit

  DOI：10.1016/j.tetlet.2005.06.163

  日期：2005.9

  The alpha-Chloro-alpha-acetoxy-beta-keto-esters were prepared from beta-keto-esters in good overall yields. These compounds reacted as alpha,beta-diketo-ester equivalents with amidrazones yielding triazines, generally in good yields, or with an amidrazone and 2,5-norbornadiene in a one-pot aza Diels-Alder reaction to give the corresponding pyridines. (c) 2005 Elsevier Ltd. All rights reserved.
• SAGI, MATAICHI;WADA, KUNIO;KONNO, SHOETSU;YAMANAKA, HIROSHI, HETEROCYCLES, 30,(1990) N, C. 1009-1021
  作者：SAGI, MATAICHI、WADA, KUNIO、KONNO, SHOETSU、YAMANAKA, HIROSHI

  DOI：——

  日期：——
• Verfahren zur Herstellung von vicinalen Polycarbonylverbindungen
  申请人：BASF Aktiengesellschaft

  公开号：EP0122388B1

  公开（公告）日：1985-11-06