N,N-dimethyl-N'-(pyridin-3-ylmethylene)-hydrazine | 59670-91-6

• 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
• 英文名称: N,N-dimethyl-N'-(pyridin-3-ylmethylene)-hydrazine
• 英文别名: pyridine-3-carbaldehyde-dimethylhydrazone；Pyridin-3-carbaldehyd-dimethylhydrazon；3-[(2,2-Dimethylhydrazin-1-ylidene)methyl]pyridine；N-methyl-N-[(E)-pyridin-3-ylmethylideneamino]methanamine
• CAS: 59670-91-6
• 化学式: C₈H₁₁N₃
• 分子量: 149.195
• InChiKey: NZYKDXOVAADJHS-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-N'-(pyridin-3-ylmethylene)-hydrazine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以82%的产率得到3-氰基吡啶
  参考文献：
  名称：

  Oxidative conversion of N,N-dimethylhydrazones derived from aliphatic and heteroaromatic aldehydes into nitriles with hydrogen peroxide or 3-chloroperoxybenzoic acid

  摘要：

  DOI：

  10.1002/prac.19943360516
• 作为产物：
  描述：

  3-吡啶甲醛 、 偏二甲肼 生成 N,N-dimethyl-N'-(pyridin-3-ylmethylene)-hydrazine
  参考文献：
  名称：

  Dimethylhydrazones of Aliphatic, Aromatic, and Heterocyclic Aldehydes and Their Infrared Absorption Characteristics

  摘要：

  DOI：

  10.1021/jo01353a031

文献信息

• Lithium perchlorate/diethyl ether catalyzed one-pot synthesis of α-hydrazinophosphonates from aldehydes by a three-component reaction
  作者：Akbar Heydari、Abdollah Javidan、Mehdi Schaffie

  DOI：10.1016/s0040-4039(01)01702-6

  日期：2001.11

  Various α-hydrazinophosphonates were prepared on the basis of three-component (aldehydes, N,N-dimethylhydrazine, and dimethyl(trimethylsilyl)phosphite, coupling reactions via LiClO4-catalyzed tandem reactions.

  基于三组分（醛，N，N-二甲基肼和亚磷酸二（三甲基甲硅烷基）亚磷酸酯）的三α-肼基膦酸酯，通过LiClO 4催化的串联反应进行偶联反应。
• Palladium-Catalyzed C(sp² )−H Alkylation of Aldehyde-Derived Hydrazones with Functionalized Difluoromethyl Bromides
  作者：Alexis Prieto、Romain Melot、Didier Bouyssi、Nuno Monteiro

  DOI：10.1002/anie.201510334

  日期：2016.1.26

  A palladium‐catalyzed C(sp2)−H difluoromethylation of aldehyde‐derived hydrazones using bromodifluoromethylated compounds to afford the corresponding functionalized difluoromethylketone hydrazones has been established. It is proposed that a radical/SET mechanism proceeding via a difluoroalkyl radical may be involved in the catalytic cycle. Applications of the methodology to the synthesis of α,α‐difluoro‐β‐ketoesters

  已建立了使用溴二氟甲基化化合物的钯催化的醛基的C（sp 2）-H二氟甲基化反应，以提供相应的官能化二氟甲基酮。提出经由二氟烷基自由基进行的自由基/ SET机理可能参与催化循环。说明了该方法在合成α，α-二氟-β-酮酸酯和α，α-二氟酮（RCOCF 2 H）中的应用。
• A new ‘one-pot’ synthesis of hydrazides by reduction of hydrazones
  作者：Dario Perdicchia、Emanuela Licandro、Stefano Maiorana、Clara Baldoli、Clelia Giannini

  DOI：10.1016/s0040-4020(03)01208-0

  日期：2003.9

  A new, high-yielding methodology for reducing hydrazones to hydrazines is described, which allows the synthesis of different mono-, di- and trisubstituted hydrazines. Moreover, the reduction step can be followed by an in situ reaction with a carboxylic acid making possible a ‘one-pot’ synthesis of trisubstituted hydrazides. The method is relatively general and, in principle, suitable for industrial

  描述了将for还原为肼的新的高产率方法，其允许合成不同的单，二和三取代的肼。而且，还原步骤之后可以是与羧酸的原位反应，这使得三取代的酰肼的“一锅法”合成成为可能。该方法是相对通用的，并且原则上适用于工业应用。
• Alpha-unsaturated amines, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0302389A2

  公开（公告）日：1989-02-08

  α-Unsaturated amines of the formula: wherein X¹ and X² are such that one is an electron-­attracting group with the other being a hydrogen atom or an electron-attracting group; R¹ is a group attached through a nitrogen atom; R² is a hydrogen atom or a group attached through a carbon, nitrogen or oxygen atom; n is an integer equal to 0, 1 or 2; A is a heterocyclic group or a cyclic hydrocarbon group, and salts thereof and their agrochemical use as insecticidal and/or miticidal agents are described.

  式中α-不饱和胺： 式中：X¹和X²一个是引电子基团，另一个是氢原子或引电子基团；R¹是通过氮原子连接的基团；R²是氢原子或通过碳原子、氮原子或氧原子连接的基团；n是等于0、1或2的整数；A是杂环基团或环烃基团；描述了其盐类及其作为杀虫剂和/或杀螨剂的农用化学品用途。
• Intermediates, their production and their use for preparing alpha-unsaturated amines
  申请人：TAKEDA CHEMICAL INDUSTRIES, LTD.

  公开号：EP0529680A2

  公开（公告）日：1993-03-03

  α-unsaturated amines of the formula: wherein X¹ and X² are such that one is an electron-attracting group with the other being a hydrogen atom or an electron-attracting group; R¹ is a group attached through a nitrogen atom; R² is a hydrogen atom or a group attached through a carbon, nitrogen or oxygen atom; n is an integer equal to 0, 1 or 2; A is a heterocyclic group or a cyclic hydrocarbon group, and salts thereof and their agrochemical use as insecticidal and/or miticidal agents are described.

  式中α-不饱和胺： 其中，X¹和X²一个是引电子基团，另一个是氢原子或引电子基团；R¹是通过氮原子连接的基团；R²是氢原子或通过碳原子、氮原子或氧原子连接的基团；n是等于0、1或2的整数；A是杂环基团或环烃基团。