3-methyl-4-(3',4',5'-trimethoxyphenyl)-4,5-dihydro-1H-pyrano[2,3-c]pyrazol-6-one | 1415126-79-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-methyl-4-(3',4',5'-trimethoxyphenyl)-4,5-dihydro-1H-pyrano[2,3-c]pyrazol-6-one
• 英文别名: 3-methyl-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-2H-pyrano[2,3-c]pyrazol-6-one
• CAS: 1415126-79-2
• 化学式: C₁₆H₁₈N₂O₅
• 分子量: 318.329
• InChiKey: FDXRSHOGHAZBPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  82.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 3,4,5-三甲氧基苯甲醛 、 3-甲基-2-吡唑啉-5-酮 在 barium(II) hydroxide 作用下， 以 水 为溶剂， 反应 1.5h， 以93%的产率得到3-methyl-4-(3',4',5'-trimethoxyphenyl)-4,5-dihydro-1H-pyrano[2,3-c]pyrazol-6-one
  参考文献：
  名称：

  Simple and efficient protocol for the synthesis of novel dihydro-1H-pyrano[2,3-c]pyrazol-6-ones via a one-pot four-component reaction

  摘要：

  Ba(OH)(2) catalyzed simple and efficient one-pot four-component reaction of Meldrums acid, ethyl acetoacetate, hydrazine hydrate, and aromatic aldehydes to give 3-methyl-4-aryl-4,5-dihydro-1H-pyrano[2,-3c]pyrazol-6-ones in refluxing water is reported. The yields are high and the reactions go to completion in 1-2 h. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.025

文献信息

• Protic ionic liquid [TMG][Ac] as an efficient, homogeneous and recyclable catalyst for one-pot four-component synthesis of 2H-indazolo[2,1-b]phthalazine-triones and dihydro-1H-pyrano[2,3-c]pyrazol-6-ones
  作者：Hojat Veisi、Abbas Amini Manesh、Narges Khankhani、Ramin Ghorbani-Vaghei

  DOI：10.1039/c4ra03514c

  日期：——

  be a very effective basic catalyst for the one-pot, four-component synthesis of 2H-indazolo[2,1-b]phthalazine-triones by condensation of phthalic anhydride, hydrazinium hydroxide, aromatic aldehydes, and dimedone in high yields at 80 °C. [TMG][Ac] catalyzed simple and efficient one-pot four-component reaction of Meldrums acid, ethyl acetoacetate, hydrazine hydrate, and aromatic aldehydes to give dihydro-1H-pyrano[2

  发现轻度碱性离子液体N，N，N，N-乙酸四甲基胍盐[TMG] [Ac]是一锅四组分合成2 H-吲哚并[2,1- ]的非常有效的碱性催化剂。b ]邻苯二甲酸酐，氢氧化肼，芳族醛和二甲酮在80°C下高收率缩合而成的酞嗪三酮。[TMG] [Ac]催化简单有效的麦草酸，乙酰乙酸乙酯，水合肼和芳族醛的一锅四组分反应，生成二氢-1 H-吡喃并[2,3- c据报道]吡唑-6-ones。可以将离子液体循环几次，而不会影响反应时间和产率。
• Simple and efficient protocol for the synthesis of novel dihydro-1H-pyrano[2,3-c]pyrazol-6-ones via a one-pot four-component reaction
  作者：Sadeq Hamood Saleh Azzam、M.A. Pasha

  DOI：10.1016/j.tetlet.2012.10.025

  日期：2012.12

  Ba(OH)(2) catalyzed simple and efficient one-pot four-component reaction of Meldrums acid, ethyl acetoacetate, hydrazine hydrate, and aromatic aldehydes to give 3-methyl-4-aryl-4,5-dihydro-1H-pyrano[2,-3c]pyrazol-6-ones in refluxing water is reported. The yields are high and the reactions go to completion in 1-2 h. (C) 2012 Elsevier Ltd. All rights reserved.