1-苄基-1H-吡唑-5-醇 | 33641-17-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-苄基-1H-吡唑-5-醇
• 英文名称: 2-benzyl-1H-pyrazol-3-one
• 英文别名: 1-benzyl-5-hydroxy-1H-pyrazole；2-benzyl-1,2-dihydro-pyrazol-3-one；1-benzyl-5-pyrazolol；1-benzyl-5-hydroxypyrazole；1-Benzyl-5-hydroxy-pyrazol
• CAS: 33641-17-7
• 化学式: C₁₀H₁₀N₂O
• 分子量: 174.202
• InChiKey: GEKKVJZEAPEPQE-UHFFFAOYSA-N

物化性质

• 沸点：
  358.9±25.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.64
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  38.05
• 氢给体数：
  1.0
• 氢受体数：
  3.0

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  3-苯基-2-丙烯酰氯 、 1-苄基-1H-吡唑-5-醇 在 calcium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以65%的产率得到(2E)-1-[1-benzyl-5-hydroxy-1H-pyrazol-4-yl]-3-phenylprop-2-en-1-one
  参考文献：
  名称：

  New 1-Substituted 4-Cinnamoyl-5- hydroxypyrazoles and Precursors thereof: Synthesis, Ring Closure Reactions and NMR-Spectroscopic Investigations

  摘要：

  Reaction of 1-substituted 5-hydroxy-1H-pyrazoles (pyrazolones) with trans-cinnamoyl chloride/calcium hydroxide in dioxane affords the corresponding 4-cinnamoyl-5-hydroxy-1H-pyrazoles. Cyclization of the latter into 5,6-dihydropyrano[2,3-c]pyrazol-4-ones proceeds in very low yields upon treatment with concentrated sulfuric acid. 1,6-Diphenyl-1H-pyrano[2,3-c]pyrazol-4-one was synthesized by reaction of of 4-acetyl-5-hydroxy-1-phenyl-1H-pyrazole with benzoyl chloride and lithium bis(trimethylsilyl)amide and subsequent cyclization of the thus obtained 1,3-diketone. NMR-spectroscopic investigations with the obtained 4-substituted 5-hydroxypyrazoles and their precursors regarding their tautomeric behavior in various solvents are presented.

  DOI：

  10.3987/com-03-9857
• 作为产物：
  描述：

  苄基肼 在 氢氧化钾 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 44.0h， 生成 1-苄基-1H-吡唑-5-醇
  参考文献：
  名称：

  New 1-Substituted 4-Cinnamoyl-5- hydroxypyrazoles and Precursors thereof: Synthesis, Ring Closure Reactions and NMR-Spectroscopic Investigations

  摘要：

  Reaction of 1-substituted 5-hydroxy-1H-pyrazoles (pyrazolones) with trans-cinnamoyl chloride/calcium hydroxide in dioxane affords the corresponding 4-cinnamoyl-5-hydroxy-1H-pyrazoles. Cyclization of the latter into 5,6-dihydropyrano[2,3-c]pyrazol-4-ones proceeds in very low yields upon treatment with concentrated sulfuric acid. 1,6-Diphenyl-1H-pyrano[2,3-c]pyrazol-4-one was synthesized by reaction of of 4-acetyl-5-hydroxy-1-phenyl-1H-pyrazole with benzoyl chloride and lithium bis(trimethylsilyl)amide and subsequent cyclization of the thus obtained 1,3-diketone. NMR-spectroscopic investigations with the obtained 4-substituted 5-hydroxypyrazoles and their precursors regarding their tautomeric behavior in various solvents are presented.

  DOI：

  10.3987/com-03-9857

文献信息

• Preparation of substituted hydroxypyrazoles
  申请人：——

  公开号：US20030109717A1

  公开（公告）日：2003-06-12

  A process for preparing compounds of the formula I 1 in which R 1 is hydrogen, an aliphatic group having 1-8 carbon atoms, C 1 -C 6 -alkoxycarbonyl, C 1 -C 6 -alkylthiocarbonyl or a cyclic ring system having 3-14 ring atoms, and R 2 is hydrogen, an aliphatic group having 1-8 carbon atoms, or R 1 and R 2 together with the carbon atom to which they are bound form a cyclic or bicyclic ring system having 3-14 ring atoms, comprises the preparation of compounds of the formula II 2 in which R 3 and R 4 are readily detachable groups and R 1 and R 2 are as defined above, as starting materials or intermediates and the cyclization of these under suitable reaction conditions to give compounds of the formula I. The intermediates of the formula II are novel.

  一种制备式 I 化合物的工艺 1 其中 R 1 是氢、具有 1-8 个碳原子的脂肪族基团、C 1 -C 6 -烷氧基羰基、C 1 -C 6 -烷基硫代羰基或具有 3-14 个环原子的环状系统，以及 R 2 是氢、具有 1-8 个碳原子的脂肪族基团，或 R 1 和 R 2 与它们所结合的碳原子一起形成具有 3-14 个环原子的环或双环系统、 包括制备式 II 的化合物 2 其中 R 3 和 R 4 为易分离基团，R 1 和 R 2 如上定义，作为起始原料或中间体，并在合适的反应条件下进行环化反应，得到式 I 的化合物。式 II 的中间体是新型的。
• Eller, Gernot A.; Holzer, Wolfgang, Heterocycles, 2004, vol. 63, # 11, p. 2537 - 2555
  作者：Eller, Gernot A.、Holzer, Wolfgang

  DOI：——

  日期：——
• VERFAHREN ZUR HERSTELLUNG VON 1-SUBSTITUIERTEN 5-HYDROXYPYRAZOLEN
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP1127050A1

  公开（公告）日：2001-08-29
• JP2002529454A
  申请人：——

  公开号：JP2002529454A

  公开（公告）日：2002-09-10
• 置換ヒドロキシピラゾールの製造法
  申请人：ビーエーエスエフ ソシエタス・ヨーロピア

  公开号：JP4669612B2

  公开（公告）日：2011-04-13