1-Methyl-2-methylmercapto-1,4,5,6-tetrahydro-pyridin | 25355-53-7

• 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-Methyl-2-methylmercapto-1,4,5,6-tetrahydro-pyridin
• 英文别名: Pyridine, 1,2,3,4-tetrahydro-1-methyl-6-(methylthio)-；1-methyl-6-methylsulfanyl-3,4-dihydro-2H-pyridine
• CAS: 25355-53-7
• 化学式: C₇H₁₃NS
• 分子量: 143.253
• InChiKey: PRUSODCRFVXLTM-UHFFFAOYSA-N

物化性质

• 沸点：
  239.7±30.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  28.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Methyl-2-methylmercapto-1,4,5,6-tetrahydro-pyridin 以 乙醚 、 乙醇 为溶剂， 反应 3.0h， 生成 1,8-Dimethyl-4-thioxo-3,4,5,6,7,8-hexahydro-1H-pyrido[2,3-d]pyrimidin-2-one
  参考文献：
  名称：

  A New Synthesis of 1-Substituted 7-Methyl-2-oxo-4-thioxo-1,2,3,4,5,6-hexahydro-7H-pyrrolo- and 8-Methyl-2-oxo-4-thioxo-1,2,3,4,5,6,7,8-octahydropyrido[2,3-d]pyrimidines

  摘要：

  DOI：

  10.1055/s-1984-30943
• 作为产物：
  描述：

  1-甲基-2-哌啶酮 在 劳森试剂 、 potassium tert-butylate 作用下， 生成 1-Methyl-2-methylmercapto-1,4,5,6-tetrahydro-pyridin
  参考文献：
  名称：

  Coupling-Isomerization−N,S-Ketene Acetal-Addition SequencesA Three-Component Approach to Highly Fluorescent Pyrrolo[2,3-b]pyridines, [1,8]Naphthyridines, and Pyrido[2,3-b]azepines

  摘要：

  Annelated 2-amino pyridines such as pyrrolo[2,3-b]pyridines, [1,8]naphthyridines, and pyrido[2,3-b]azepines can be synthesized in moderate to good yields in a consecutive one-pot three-component process by a coupling-isomerization-enamine-addition-cyclocondensation sequence of an electron-poor (hetero)aryl halide, a terminal propargyl N-tosylamine, and an N,S-ketene acetal. After the coupling-isomerization sequence, a Diels-Alder reaction with inverse electron demand of the intermediate enimine and the N,S-ketene acetal and subsequent aromatization furnish annelated 2-amino pyridines 4 that were unambiguously characterized by numerous X-ray structure analyses. These heterocycles are highly fluorescent and partially pH sensitive, and their electronic structure was studied with spectroscopic and computational methods.

  DOI：

  10.1021/jo0602726

文献信息

• Activated lactams. VI. The cycloaddition reaction of cyclic ketene-S,N-acetals with dimethyl acetylenedicarboxylate.
  作者：HIROKI TAKAHATA、AKIRA TOMIGUCHI、ATSUSHI HAGIWARA、TAKAO YAMAZAKI

  DOI：10.1248/cpb.30.3959

  日期：——

  Reaction of ketene-S, N-acetals (1a-c) derived from lactams with dimethyl acetylenedicarboxylate (DMAD) gave the ring-expanded products (3a-c, respectively). On the other hand, similar treatment of N-acetyl ketene-S, N-acetals (5b, c) afforded the [2+2] adducts (6b, c, respectively). Next, the reaction of benzoketene-S, N-acetals (8a-c) with DMAD furnished the ringopened products (13a-c, respectively).

  来自内酰胺的酮烯-S,N-乙缩醛（1a-c）与二甲基乙炔二羧酸酯（DMAD）反应，得到了环扩张产物（3a-c，分别对应）。另一方面，N-乙酰基酮烯-S,N-乙缩醛（5b,c）经过类似处理，形成了[2+2]加合物（6b,c，分别对应）。随后，苯并酮烯-S,N-乙缩醛（8a-c）与DMAD反应，生成了开环产物（13a-c，分别对应）。
• Takahata, Hiroki; Nakajima, Tomoko; Nakano, Masaharu, Chemical and pharmaceutical bulletin, 1985, vol. 33, # 10, p. 4299 - 4308
  作者：Takahata, Hiroki、Nakajima, Tomoko、Nakano, Masaharu、Tomiguchi, Akira、Yamazaki, Takao

  DOI：——

  日期：——
• Takahata, Hiroki; Tomiguch, Akira; Yamazaki, Takao, Heterocycles, 1981, vol. 16, # 9, p. 1569 - 1572
  作者：Takahata, Hiroki、Tomiguch, Akira、Yamazaki, Takao

  DOI：——

  日期：——
• Activated Lactams : Reaction of Semicyclic Ketene<i>S,N</i>-Acetals with Aryl Isothiocyanates
  作者：Hiroki Takahata、Masaharu Nakano、Takao Yamazaki

  DOI：10.1055/s-1983-30291

  日期：——
• Gompper,R.; Elser,W., Angewandte Chemie, 1967, vol. 79, p. 382 - 383
  作者：Gompper,R.、Elser,W.

  DOI：——

  日期：——