(RS)-(+/-)-4-dimethylamino-6-phenyl-5,6-dihydro-2H-thiopyran-2-thione | 76539-72-5

• 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: (RS)-(+/-)-4-dimethylamino-6-phenyl-5,6-dihydro-2H-thiopyran-2-thione
• 英文别名: 4-(Dimethylamino)-2-phenyl-2,3-dihydrothiopyran-6-thione
• CAS: 76539-72-5
• 化学式: C₁₃H₁₅NS₂
• 分子量: 249.401
• InChiKey: ZDYWZSQFNKSKER-UHFFFAOYSA-N

物化性质

• 熔点：
  194 °C
• 沸点：
  358.9±52.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  60.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (RS)-(+/-)-4-dimethylamino-6-phenyl-5,6-dihydro-2H-thiopyran-2-thione 在 sodium hydroxide 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 反应 49.0h， 生成 (RS)-(+/-)-6-methylthio-N,2-diphenyl-2H-thiopyran-4(3H)-iminium iodide
  参考文献：
  名称：

  2-Substituted 4-anilinopiperidines from 2H-thiopyran-2-thiones

  摘要：

  4-Dimethylamino-5,6-dihydro-2H-thiopyran-2-thiones were converted to 4-anilinodihydropyridine-2(1H)-thiones in several steps. The latter were alkylated giving a mixture of isomeric methylthioderivatives which were hydrogenated with Raney nickel yielding 2-alkyl- and 2-aryl-substituted 4-anilinopiperidines. The configurations as well as the conformations of the formed diastereoisomers are investigated by means of NMR. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00830-4
• 作为产物：
  描述：

  N,N-Diethylcarbaminsaeure-3-semicarbazono-1-phenylbutylester 以 N,N-二甲基甲酰胺 为溶剂， 生成 (RS)-(+/-)-4-dimethylamino-6-phenyl-5,6-dihydro-2H-thiopyran-2-thione 、 4-(Diethylamino)-2-phenyl-2,3-dihydrothiopyran-6-thione
  参考文献：
  名称：

  Zur Synthese der 4-Dialkylamino-5,6-dihydrothiopyran-2-thione

  摘要：

  DOI：

  10.1007/bf00909675

文献信息

• Zur Chemie der 2,4-Diaminothiopyranyliumjodide Synthese von ?,?,?,?-unges�ttigten Thiocarbons�ureamiden
  作者：Klaus Schweiger

  DOI：10.1007/bf00798954

  日期：1983.3
• SCHWEIGER K., MONATSH. CHEM., 1980, 111, NO 5, 1175-1184
  作者：SCHWEIGER K.

  DOI：——

  日期：——
• SCHWEIGER, K., MONATSH. CHEM., 1983, 114, N 3, 317-332
  作者：SCHWEIGER, K.

  DOI：——

  日期：——
• Zur Synthese der 4-Dialkylamino-5,6-dihydrothiopyran-2-thione
  作者：Klaus Schweiger

  DOI：10.1007/bf00909675

  日期：——
• 2-Substituted 4-anilinopiperidines from 2H-thiopyran-2-thiones
  作者：Robert Weis、Klaus Schweiger、Werner Seebacher

  DOI：10.1016/s0040-4020(01)00830-4

  日期：2001.9

  4-Dimethylamino-5,6-dihydro-2H-thiopyran-2-thiones were converted to 4-anilinodihydropyridine-2(1H)-thiones in several steps. The latter were alkylated giving a mixture of isomeric methylthioderivatives which were hydrogenated with Raney nickel yielding 2-alkyl- and 2-aryl-substituted 4-anilinopiperidines. The configurations as well as the conformations of the formed diastereoisomers are investigated by means of NMR. (C) 2001 Elsevier Science Ltd. All rights reserved.