Spiropyrimidin-4-thion> | 130089-88-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: Spiropyrimidin-4-thion>
• 英文别名: 2,2:5,6-bis(tetramethylene)-1,2-dihydrothieno[2,3-d]pyrimidine-4(3H)-thione；Spiro(cyclohexan-2,2'-5,6-tetramethylen-1,2-dihydro-thieno[2,3-d]pyrimidin-4-thion)；5,6,7,8-tetrahydro-1H-spiro[1-benzothieno[2,3-d]pyrimidine-2,1'-cyclohexane]-4(3H)-thione；spiro[1,3,5,6,7,8-hexahydro-[1]benzothiolo[2,3-d]pyrimidine-2,1'-cyclohexane]-4-thione
• CAS: 130089-88-2
• 化学式: C₁₅H₂₀N₂S₂
• mdl: MFCD02047766
• 分子量: 292.469
• InChiKey: SRZXWWWQRGYZMW-UHFFFAOYSA-N

物化性质

• 熔点：
  255-256 °C(Solv: N,N-dimethylformamide (68-12-2))
• 沸点：
  481.4±55.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  84.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Spiropyrimidin-4-thion> 、 2-氯乙酰苯胺 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以59%的产率得到N-phenyl-2-spiro[3,4,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidine-2,1'-cyclohexane]-4-ylsulfanylacetamide
  参考文献：
  名称：

  2,3-二氢-5,6-四亚甲基螺（环己烷-2-噻吩并[2,3-d]嘧啶）-4（1H）-硫酮。一种新颖的合成路线和晶体结构

  摘要：

  DOI：

  10.1023/b:cohc.0000010655.77713.17
• 作为产物：
  描述：

  2-cyano-2-cyclohexylidenethioacetamide 在 N-甲基吗啉 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以76%的产率得到Spiropyrimidin-4-thion>
  参考文献：
  名称：

  Synthesis of Substituted 1,3-Cyclohexadienes, Pyridine-2(1H)-thiones, and Thieno[2,3-d]pyrimidine- 4(3H)-thiones by the Michael Reaction

  摘要：

  Cyclopentylidene- and cyclohexylidene(cyano)acetamides reacted with malononitrile and cyano-(thioacetamide) according to the Michael pattern with exchange of the methylene components to give substituted 1-amino-2,6,6-tricyano-1,3-cyclohexadienes and thieno[2,3-d]pyrimidine-4(3H)-thiones. Condensation of cyclopentylidene- and cyclohexylidene(cyano)acetamide with 1,3-dicarbonyl compounds afforded 4,6-dimethyl-3-cyanopyridine-2(1H)-thione and morpholinium 4-methyl-6-oxo-3-cyano-1,6-dihydropyridine-2-thiolate which were converted into substituted 2-alkylsulfanylpyridines, thieno[2,3-b]pyridines, thiazolo[3,2-a]pyridine, and 2H-[1,3]thiazino[3,2-a]pyridine.

  DOI：

  10.1023/b:rujo.0000034978.81993.bd

文献信息

• Gewald, K.; Schindler, R., Journal fur praktische Chemie (Leipzig 1954), 1990, vol. 332, # 2, p. 223 - 228
  作者：Gewald, K.、Schindler, R.

  DOI：——

  日期：——
• Simple Synthesis of 1,2-Dihydro-5,6-tri(tetra)methylenespiro(cyclopentane(cyclohexane)-2-thieno[2,3-<i>d</i>]pyrimidine-4(3H)-thiones)
  作者：V. D. Dyachenko

  DOI：10.1023/b:cohc.0000003538.24266.51

  日期：2003.8
• 10.1134/s1070363211110326
  作者：Dyachenko、Dyachenko

  DOI：10.1134/s1070363211110326

  日期：——
• Synthesis of Substituted 1,3-Cyclohexadienes, Pyridine-2(1H)-thiones, and Thieno[2,3-d]pyrimidine- 4(3H)-thiones by the Michael Reaction
  作者：V. D. Dyachenko、A. D. Dyachenko、A. N. Chernega

  DOI：10.1023/b:rujo.0000034978.81993.bd

  日期：2004.3

  Cyclopentylidene- and cyclohexylidene(cyano)acetamides reacted with malononitrile and cyano-(thioacetamide) according to the Michael pattern with exchange of the methylene components to give substituted 1-amino-2,6,6-tricyano-1,3-cyclohexadienes and thieno[2,3-d]pyrimidine-4(3H)-thiones. Condensation of cyclopentylidene- and cyclohexylidene(cyano)acetamide with 1,3-dicarbonyl compounds afforded 4,6-dimethyl-3-cyanopyridine-2(1H)-thione and morpholinium 4-methyl-6-oxo-3-cyano-1,6-dihydropyridine-2-thiolate which were converted into substituted 2-alkylsulfanylpyridines, thieno[2,3-b]pyridines, thiazolo[3,2-a]pyridine, and 2H-[1,3]thiazino[3,2-a]pyridine.
• 2,3-Dihydro-5,6-tetramethylenespiro(cyclohexane-2-thieno[2,3-d]pyrimidine)-4(1H)-thione. A Novel Synthetic Route and Crystalline Structure
  作者：A. D. Dyachenko、E. B. Rusanov、V. D. Dyachenko、A. N. Chernega、S. M. Desenko

  DOI：10.1023/b:cohc.0000010655.77713.17

  日期：2003.10