N-(6,6-Dimethyl-2-methylthio-5,6-dihydro-4H-thiopyran-4-yliden)-Ammoniumjodid | 140868-75-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫吡喃类
• 英文名称: N-(6,6-Dimethyl-2-methylthio-5,6-dihydro-4H-thiopyran-4-yliden)-Ammoniumjodid
• 英文别名: (2,2-dimethyl-6-methylsulfanyl-3H-thiopyran-4-ylidene)azanium;iodide
• CAS: 140868-75-3
• 化学式: C₈H₁₃NS₂*HI
• 分子量: 315.242
• InChiKey: XZTONNYBKSTIES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  76.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(6,6-Dimethyl-2-methylthio-5,6-dihydro-4H-thiopyran-4-yliden)-Ammoniumjodid 、 二甲胺 以 乙醇 为溶剂， 反应 16.0h， 以2.85 g的产率得到6,6-dimethyl-2,4-bisdimethylamino-5,6-dihydrothiopyranyliumjodid
  参考文献：
  名称：

  1,2-Thiazole durch Ringtransformation von 2H-Thiopyran-2-thionen

  摘要：

  Aminolyses of 4-dialkylamino-2-methylthiothiopyranes halides with ammonia leads to 4-amino-2-dialkylaminothiopyranylium halides. On treatment with alkali these products are hydrolyzed to N,N-dialkyl-3-amino-2,4-hexadienthioamides, which react with peroxide under oxidative cyclization to 5-dialkylamino-1,2-thiazoles. In order to determine the structures of the unsaturated thioamides and isothiazoles C-13-NMR-spectroscopic analysis and a single crystal X-ray structure analysis of 5-dimethylamino-3-(2-methyl-1-propenyl)-1,2-thiazole (6a) at 100 K were carried out: C9H14N2S, M(r) = 182.28, monoclinic, P 2(1)/a, a = 11.622(2), b = 6.303(1), c = 13.678(2), beta = 104.49(3)-degrees, V = 970.1 (3)angstrom3, Z = 4, d(x) = 1.248 g/cm3, mu = 27.0 mm-1, R = 4.93%, R(w) = 4.84% (1672 observations, 157 parameters).

  DOI：

  10.1007/bf01045306
• 作为产物：
  描述：

  Ammonium-6,6-dimethyl-5,6-dihydro-2-thioxo-2H-thiopyran-4-olat 以 氯仿 为溶剂， 反应 16.07h， 生成 N-(6,6-Dimethyl-2-methylthio-5,6-dihydro-4H-thiopyran-4-yliden)-Ammoniumjodid
  参考文献：
  名称：

  1,2-Thiazole durch Ringtransformation von 2H-Thiopyran-2-thionen

  摘要：

  Aminolyses of 4-dialkylamino-2-methylthiothiopyranes halides with ammonia leads to 4-amino-2-dialkylaminothiopyranylium halides. On treatment with alkali these products are hydrolyzed to N,N-dialkyl-3-amino-2,4-hexadienthioamides, which react with peroxide under oxidative cyclization to 5-dialkylamino-1,2-thiazoles. In order to determine the structures of the unsaturated thioamides and isothiazoles C-13-NMR-spectroscopic analysis and a single crystal X-ray structure analysis of 5-dimethylamino-3-(2-methyl-1-propenyl)-1,2-thiazole (6a) at 100 K were carried out: C9H14N2S, M(r) = 182.28, monoclinic, P 2(1)/a, a = 11.622(2), b = 6.303(1), c = 13.678(2), beta = 104.49(3)-degrees, V = 970.1 (3)angstrom3, Z = 4, d(x) = 1.248 g/cm3, mu = 27.0 mm-1, R = 4.93%, R(w) = 4.84% (1672 observations, 157 parameters).

  DOI：

  10.1007/bf01045306