4,6-二甲基-3-氰基吡啶氮氧化物 | 7497-35-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 4,6-二甲基-3-氰基吡啶氮氧化物
• 英文名称: 4,6-dimethylpyridine-3-carbonitrile N-oxide
• 英文别名: 4,6-Dimethyl-1-oxidopyridin-1-ium-3-carbonitrile
• CAS: 7497-35-0
• 化学式: C₈H₈N₂O
• 分子量: 148.164
• InChiKey: YQSTWPFLCGVPPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  49.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,6-二甲基-3-氰基吡啶氮氧化物 在 甲醇 、 sodium 作用下， 以 水 为溶剂， 反应 6.0h， 生成 N'-(7-amino-2,4-dimethyl-5H-pyrrolo[3,4-b]pyridin-5-ylidene)pyridine-4-carbohydrazide 、 N',N'''-(2,4-dimethyl-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-diylidene)di(isonicotinohydrazide)
  参考文献：
  名称：

  4,6-Dimethylpyridine-2,3-dicarbonitrile and its reaction with N-acylhydrazines

  摘要：

  An efficient method has been developed for the synthesis of 4,6-dimethylpyridine-2,3-dicarbonitrile. A study was carried out on the reaction of this compound with N-acylhydrazines to give two structural isomers, namely, N'-(7-amino-2,4-dimethyl-5H-pyrrolo[3,4-b]pyridin-5-ylidene)carbohydrazides and N'-(5-amino-2,4-dimethyl-7H-pyrrolo[3,4-b]pyridin-7-ylidene)carbohydrazides as well as disubstituted N',N ''-(2,4-dimethyl-5H-pyrrolo[3,4-b]pyridine-5,7-diylidene)dicarbohydrazides.

  DOI：

  10.1007/s10593-011-0861-6
• 作为产物：
  描述：

  4,6-二甲基-3-氰基吡啶 在 间氯过氧苯甲酸 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以90%的产率得到4,6-二甲基-3-氰基吡啶氮氧化物
  参考文献：
  名称：

  4,6-Dimethylpyridine-2,3-dicarbonitrile and its reaction with N-acylhydrazines

  摘要：

  An efficient method has been developed for the synthesis of 4,6-dimethylpyridine-2,3-dicarbonitrile. A study was carried out on the reaction of this compound with N-acylhydrazines to give two structural isomers, namely, N'-(7-amino-2,4-dimethyl-5H-pyrrolo[3,4-b]pyridin-5-ylidene)carbohydrazides and N'-(5-amino-2,4-dimethyl-7H-pyrrolo[3,4-b]pyridin-7-ylidene)carbohydrazides as well as disubstituted N',N ''-(2,4-dimethyl-5H-pyrrolo[3,4-b]pyridine-5,7-diylidene)dicarbohydrazides.

  DOI：

  10.1007/s10593-011-0861-6

文献信息

• Magnesiation of Pyridine <i>N</i>-Oxides via Iodine or Bromine−Magnesium Exchange: A Useful Tool for Functionalizing Pyridine <i>N</i>-Oxides
  作者：Xin-Fang Duan、Zi-Qian Ma、Fang Zhang、Zhan-Bin Zhang

  DOI：10.1021/jo802172f

  日期：2009.1.16

  Iodo- or 2-bromopyridine N-oxides were readily magnesiated with i-PrMgCl·LiCl via the iodine or bromine−magnesium exchange. The bromine adjacent to pyridine N-oxide (at the 2- or 6-position) can be regioselectively magnesiated in the presence of other position substituted halogens. This method was tested in various substituted pyridine N-oxide systems, and has been successfully applied to the total

  碘或2-溴吡啶N-氧化物很容易通过碘或溴-镁交换与i- PrMgCl·LiCl镁化。可以在其他位置取代的卤素存在下，将与吡啶N-氧化物相邻的溴（在2-或6-位）进行区域选择性氧化。该方法已在各种取代的吡啶N-氧化物系统中进行了测试，已成功地应用于铜霉素E和A的全合成。
• 4,6-Dimethylpyridine-2,3-dicarbonitrile and its reaction with N-acylhydrazines
  作者：I. V. Rudenko、A. A. Kucherak、A. A. Tolmachev、O. V. Hordiyenko

  DOI：10.1007/s10593-011-0861-6

  日期：2011.11

  An efficient method has been developed for the synthesis of 4,6-dimethylpyridine-2,3-dicarbonitrile. A study was carried out on the reaction of this compound with N-acylhydrazines to give two structural isomers, namely, N'-(7-amino-2,4-dimethyl-5H-pyrrolo[3,4-b]pyridin-5-ylidene)carbohydrazides and N'-(5-amino-2,4-dimethyl-7H-pyrrolo[3,4-b]pyridin-7-ylidene)carbohydrazides as well as disubstituted N',N ''-(2,4-dimethyl-5H-pyrrolo[3,4-b]pyridine-5,7-diylidene)dicarbohydrazides.