1-Carbamoylmethyl-3-methyl-pyridinium; chloride | 133828-84-9

• 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: 1-Carbamoylmethyl-3-methyl-pyridinium; chloride
• 英文别名: 2-(3-Methylpyridin-1-ium-1-yl)acetamide;chloride
• CAS: 133828-84-9
• 化学式: C₈H₁₁N₂O*Cl
• mdl: MFCD01423609
• 分子量: 186.641
• InChiKey: QPBAAPFFFFTKCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.0
• 重原子数：
  12
• 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：
  47
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Carbamoylmethyl-3-methyl-pyridinium; chloride 在 三乙胺 作用下， 以 乙醇 为溶剂， 生成 [5-amino-2-cyano-3-(4-fluorophenyl)-4-(3-methylpyridin-1-ium-1-yl)-5-oxopent-1-enylidene]azanide
  参考文献：
  名称：

  Regio- and stereoselective synthesis of tetrahydroindolysines, tetrahydropyridin-6-olates, and cyclopropanes from pyridinium ylides and unsaturated nitriles

  摘要：

  The regio- and stereoselectivity of the reactions of pyridinium ylides with unsaturated nitriles are dependent on the electronic nature of the substituent in position 3 of the pyridine ring. The reaction of 1-carbamoylmethylide-3-cyanopyridinium with arylmethylenemalononitriles or arylmethylcyanoacetic esters proceeds regio- and stereoselectively with the formation of substituted 2-aryl-3-carbamoyl-6-cyano-2,3-trans- or 2,3-cis-1,2,3,8a-tetrahydroindolysines. The condensation of pyridinium 1-carbamoylmethylide with arylmethylenecyanoacetic ether leads to 4-aryl-2-oxo-3-(1-pyridinio)-5-cyano-3,4-trans-1,2,3,4-tetrahydropyridin-6-olates. The reaction of pyridinium (3-methylpyridinium) 1-carbamoylmethylide with arylmethylenemalononitriles results in the formation of 2-aryl-1,1-dicyano-3-carbamoyl-3-(1-pyridinio)- or (3-methyl-1-pyridinio)-1-propanides, which undergo stereoselective 1,3-transelimination with the formation of 3-aryl-1,1-dicyano-2-carbamoylcyclopropanes.

  DOI：

  10.1007/bf00959644
• 作为产物：
  描述：

  3-甲基吡啶 、 氯乙酰胺 以 1,4-二氧六环 为溶剂， 以83.5 %的产率得到1-Carbamoylmethyl-3-methyl-pyridinium; chloride
  参考文献：
  名称：

  一种羧酸类化合物的制备方法

  摘要：

  本发明公开了一种羧酸类化合物的制备方法，将如通式(II)所示化合物与溶剂混合，在碱和氧化剂的作用下制得目标产物(I)，用反应式表示如下： 本发明提供的羧酸类化合物的制备方法反应条件温和易控制，原料价廉易得，所用溶剂和试剂可不经处理或经简单处理后回收重复使用，成本低廉、高效，产品收率高，纯度好，三废少。

  公开号：

  CN115850083A

文献信息

• Regioselectivity in the reaction of azinium salts and ylides with tetracyanoethylene
  作者：A. M. Shestopalov、I. A. Aitov、Yu. A. Sharanin、V. P. Litvinov

  DOI：10.1007/bf00961312

  日期：1991.6

  The reactions of pyridinium, picolinium, and quinolinium salts and ylides with tetracyanoethylene have been found to be regioselective. Reaction of azinium salts with tetracyanoethylene in aqueous methanol affords azinium tricyanoethylenolates, but pyridinium ylides react differently, with the highly stereoselective formation of the Z-isomers of 3-aroyl-3-(R-1-pyridinio)-1,1,2-tricyano-2-propen-1-ides, which are 1,4-ylides with maximum charge separation.
• A New Approach to Imidazo[1,2-a]pyridine Derivatives and Their Application to the Syntheses of Novel 2H-Pyrano[2’,3’:4,5]imidazo[1,2-a]pyridin-2-one Derivatives
  作者：Akikazu Kakehi、Takashi Abe、Yukihisa Okumura、Hiroyuki Suga

  DOI：10.3987/com-09-s(s)41

  日期：——

  3-[Bis(methylthio)methylene]-2(3H)-imidazo[1,2-a]pyridinones were prepared from the S-alkylation of pyridinium 1-[1-carbamoyl-1-[(methylthio) thiocarbonyl]]methylides with methyl iodide followed by the alkaline treatment of the resulting pyridinium salts. The reactions of these 3-methylene-2(3H)-imidazo[1,2-a]pyridinones with some ethyl cyano- or acyl-substituted acetates in the presence of a base did not afford the initially expected 2H-pyrano[2',3':4,5]imidazo[1,2-a]pyridine-2-one derivatives, but, instead of them, provided ethyl 3[2-hydroxyimidazo[1,2-a]pyridin-3-yl]acrylates. The thermolyses of these acrylates without any solvent under reduced pressure gave the corresponding 2H-pyrano[2',3':4,5]imidazo[1,2-a]pyridine-2-one derivatives.
• Regio- and stereoselectivity of the reactions of pyridinium and picolinium salts and ylids with nitriles containing a nucleofugic group
  作者：A. M. Shestopalov、V. P. Litvinov、Yu. A. Sharanin、I. A. Aitov、L. A. Rodinovskaya

  DOI：10.1007/bf00958584

  日期：1991.4

  The reaction of pyridinium, 2-picolinium, and 3-picolinium ylids with tetracyanoethylene, ethoxymethylenemalononitrile, and (dimethylthio)methylenecyanamide in the presence of organic bases proceeds regio- and stereo-selectively to give substituted pyridinium 1,4-ylids, 2-(2-propen-1-ylidene)-1,2-dihydropyridines, and 5-(1-pyridino)pyrimidin-4-olates, respectively. The reaction of 1-phenacylpyridinium bromide and tetracyanoethylene leads to 1-phenacylpyridinium tricyanoethenolate.
• Stereoselective synthesis and tautomeric conversions of pyridyl-substituted 3,4-trans-1,2,3,4-tetrahydropyridines
  作者：A. M. Shestopalov、O. P. Bogomolova、V. P. Litvinov

  DOI：10.1007/bf00961250

  日期：1991.7

  Condensation of pyridinium ylides with pyridylmethylenecyanoacetic ester or pyridylmethylenecyanothioacetamide proceeds stereoselectively to form substituted 4-pyridyl-3-(1-pyridinio)-3,4-trans-1,2,3,4-tetrahydropyridine-6-(olates)thiolates. Substituted 2-(oxo)thio-4-(4-pyridyl)-3-(1-pyridinio)-3,4-trans-1,2,3,4-tetrahydropyridine-6-(olates)thiolates in DMSO-d6 solution exist in tautomeric equilibrium with 4-(4-pyridinio)-3-(1-pyridinio)-1,4-dihydropyridine-2,6-(diolates)-dithiolates.
• SHESTOPALOV, A. M.;LITVINOV, V. N.;SHARANIN, YU. A.;AITOV, I. A.;RODINOVS+, IZV. AN CCCP. CEP. XIM.,(1991) N, S. 939-942
  作者：SHESTOPALOV, A. M.、LITVINOV, V. N.、SHARANIN, YU. A.、AITOV, I. A.、RODINOVS+

  DOI：——

  日期：——