3-(dimethylamino)-1-(4-methylfurazan-3-yl)prop-2-en-1-one | 1248342-21-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(dimethylamino)-1-(4-methylfurazan-3-yl)prop-2-en-1-one
• 英文别名: 3-dimethylamino-1-(4-methyl-1,2,5-oxadiazol-3-yl)prop-2-en-1-one；3-(Dimethylamino)-1-(4-methyl-1,2,5-oxadiazol-3-yl)prop-2-en-1-one
• CAS: 1248342-21-3
• 化学式: C₈H₁₁N₃O₂
• 分子量: 181.194
• InChiKey: PFJXOCQDRJMYNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  59.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(dimethylamino)-1-(4-methylfurazan-3-yl)prop-2-en-1-one 在 一水合肼 作用下， 以 乙醇 为溶剂， 以91%的产率得到3-methyl-4-(1H-pyrazol-3-yl)furazan
  参考文献：
  名称：

  3-甲基-4-（吡唑-3-基）呋喃山酯的异构单-和二硝基衍生物的合成和研究

  摘要：

  研究了吡唑中在位置3（5）处含有呋喃氮基取代基的硝基的区域选择性引入。获得了所有可合成得到的异构的单硝基和二硝基吡唑衍生物。对所有单硝基异构体和二硝基衍生物进行了X射线结构研究。

  DOI：

  10.1007/s10593-015-1739-9

文献信息

• Synthesis of new carbamate derivatives of indole and their modification
  作者：A. V. Velikorodov、A. K. Kuanchalieva、O. L. Titova

  DOI：10.1134/s107042801007016x

  日期：2010.7

  Oximation of indoles having a methoxycarbonylamino group on C(5) and an acyl group on C(3) with hydroxylamine hydrochloride in the presence of pyridine gave the corresponding oximes. The reduction of the 3-C=O group with sodium tetrahydridoborate in the presence of sodium hydroxide was accompanied by removal of the methoxycarbonyl group at the pyrrole nitrogen atom with formation of racemic alcohols. 1,4-Addition of 1-(pyridin-3-yl)butane-1,3-dione to dimethyl 1,4-benzoquinone diimine N,N'-dicarboxylate in dioxane in the presence of sodium methoxide, followed by heating in boiling 22% hydrochloric acid, afforded methyl 2-methyl-5-(methoxycarbonylamino)-3-(pyridin-3-ylcarbonyl)-1H-indole-1-carboxylate. 3-(Dimethylamino)-1-(4-methyl-1,2,5-oxadiazol-3-yl)prop-2-en-1-one reacted with N,N'-bis(methoxycarbonyl)- and N,N'-bis(phenylsulfonyl)-1,4-benzoquinone diimines in methylene chloride and acetic acid, respectively, in the presence of BF(3) center dot Et(2)O to produce indoles having a 1,2,5-oxadiazolylcarbonyl group on C(3).