N-dichloromethylenepiperidinium chloride | 59533-03-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-dichloromethylenepiperidinium chloride
• 英文别名: Piperidinium, 1-(dichloromethylene)-, chloride；1-(dichloromethylidene)piperidin-1-ium;chloride
• CAS: 59533-03-8
• 化学式: C₆H₁₀Cl₂N*Cl
• 分子量: 202.511
• InChiKey: YBDDASWGWHXTGV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.98
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-dichloromethylenepiperidinium chloride 以80%的产率得到5-chloropentylisocyanide dichloride
  参考文献：
  名称：

  Guillot, N.; Marin, B.; Janousek, Z., Synthetic Communications, 1989, vol. 19, # 16, p. 2825 - 2832

  摘要：

  DOI：

文献信息

• A Mild and regiospecific synthesis of 3-amino substituted triazolo-[4,3-c]-pyrimidines by cyclisation of 4-hydrazinopyrimidines with iminium chlorides and with N-aryl phosgenimines
  作者：N. Guillot、H.G. Viehe、B. Tinant、J.P. Declercq

  DOI：10.1016/s0040-4020(01)90525-3

  日期：1990.1

  Phosgeniminium chloride (PI) 1a permits the regiospecific synthesis of 3-dimethylaminotriazolo-[4,3-ch-pyrimidine 8a from the corresponding 4-hydrazinopyrimidine 5 without Dimroth type isomerisation into its [1,5-c isomer. This synthesis has been extended to the cyclic phosgeniminium salts lb–e and to the N-aryl phosgenimines (aryl isocyanide dichlorides) 18a,b. The triazolopyrimidine structure was

  氯化亚磷鎓（PI）1a允许从相应的4-肼基嘧啶5进行区域特异性合成3-二甲基氨基三唑-[4,3- ch-嘧啶8a]，而无需Dimroth型异构化为其[1,5-c]异构体。该合成方法已扩展到环状光气亚胺盐lb-e和N-芳基光气亚胺（芳基异氰化物二氯化物）18a，b。通过衍生物8d的X射线衍射分析确认了三唑并嘧啶的结构。当维尔斯迈尔盐10时，四甲基脲二氯化物11或二甲基（2,2,2-三氟-1,1-二氯乙基）胺12被用作亲电试剂，4- methylenehydraiinopyrimidines 13，14和15分别进行分离。热分解13产生具有相同的区域专一3-未取代的三唑并〔4,3-C-嘧啶16。该化合物可以在一个单独的步骤中重新排列为17。hydrazidopyrimidine的氯化20在回流的POCl 3导致了异构化的三唑并- [1,5-CH-嘧啶22，通过X射线衍射和作为确定13 C-NMR分析。
• Synthesis of Some 4-Chloro-5-cyano-2-dialkylamino-6<i>H</i>-1,3-oxazin-6-ones and their Reactions with Trialkyl Phosphites to Give Dialkyl (5-Cyano-2-dialkylamino-6-oxo-6<i>H</i>-1,3-oxazin-4-yl)phosphonates
  作者：Richard Neidlein、Peter Meffert、Zhihua Sui

  DOI：10.1055/s-1992-26129

  日期：——

  The reaction of the salts of alkyl dicyanoacetates and N-(dichloromethylene) dialkylammonium chlorides in chloroform leads to 4-chloro-5-cyano-2-dialkylamino-6H -1,3-oxazin-6-ones. The chloro atom of these compounds can be easily substituted in a Michaelis-Arbuzov reaction with trialkyl phosphites, giving dialkyl (5-cyano-2-dialkylamino-6-oxo-6-H-1,3-oxazin-4-yl)phosphonates in good yields.

  二氰基乙酸烷基酯和 N-（二氯亚甲基）二烷基氯化铵的盐类在氯仿中反应生成 4-氯-5-氰基-2-二烷基氨基-6H-1,3-恶嗪-6-酮。这些化合物的氯原子可以很容易地与三烷基亚磷酸发生迈克尔-阿尔布佐夫反应，从而以良好的收率得到二烷基（5-氰基-2-二烷基氨基-6-氧代-6-H-1,3-恶嗪-4-基）膦酸盐。
• An Expeditious Synthesis of 2-Dialkylamino-4-chloropyrimidines from Silylated Primary Enamines and Phosgeniminium Salts
  作者：Nadine Guillot、Zdenek Janousek、Heinz G. Viehe

  DOI：10.3987/com-88-s82

  日期：——
• Decock-Plancquaert, Marie-Aimee; Evariste, Francois; Guillot, Nadine, Bulletin des Societes Chimiques Belges, 1992, vol. 101, # 4, p. 313 - 322
  作者：Decock-Plancquaert, Marie-Aimee、Evariste, Francois、Guillot, Nadine、Janousek, Zdenek、Maliverney, Christian、et al.

  DOI：——

  日期：——
• Reactivity in [4+2] cycloadditions of new 4-trifluoromethyl-1,3-oxazin-6-ones: Access to functionalized 2-trifluoromethyl pyridines
  作者：Fran�ois Evariste、Zdenek Janousek、Christian Maliverney、Robert Mer�nyi、Heinz G. Viehe

  DOI：10.1002/prac.19933350106

  日期：——

  Recently discovered 4-trifluoromethyl-1,3-oxazin-6-ones react with electron-poor dienophiles as 2-aza-1,3-dienes in Diels-Alder cycloadditions to give new 2-trifluoromethyl pyridines (3a-d, 4a-c). Regioselectivity is excellent in the case of unsymmetrical dienophiles. These new pyridines permit further useful transformations.