O-[(6-chloro-2,2-dimethyl-4-oxo-3H-chromen-7-yl)] N,N-dimethylcarbamothioate | 143260-18-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: O-[(6-chloro-2,2-dimethyl-4-oxo-3H-chromen-7-yl)] N,N-dimethylcarbamothioate
• CAS: 143260-18-8
• 化学式: C₁₄H₁₆ClNO₃S
• 分子量: 313.805
• InChiKey: NPQHVXJUNCEHSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  70.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  O-[(6-chloro-2,2-dimethyl-4-oxo-3H-chromen-7-yl)] N,N-dimethylcarbamothioate 在 氢氧化钾 、 镍 、 N,N-二甲基苯胺 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 2.0h， 生成 6-氯-3,4-二氢-2,2-二甲基-2H-1-苯并吡喃-4-酮
  参考文献：
  名称：

  Modification of Hydroxybenzopyranoids: Facile Deoxygenation of 2,2-Dimethyl-7-hydroxy-4-chromanones and a New Approach to Their Novel Mercapto Analogs

  摘要：

  A facile deoxygenation of a systematic series of substituted 2,2-dimethyl-7-hydroxy-4-chromanones via their sulfonate, isourea, and thiocarbamate derivatives is reported. The synthesis of novel 2,2-dimethyl-7-mercapto-4-chromanones has been accomplished by the hydrolysis of the corresponding thiocarbamates. The scope and limitations of different deoxygenation procedures in the case of these hydroxybenzopyranoids are also presented.

  DOI：

  10.1021/jo00100a038
• 作为产物：
  描述：

  6-chloro-7-hydroxy-2,2-dimethyl-4-chromanone 、 二甲氨基硫代甲酰氯 在 三乙烯二胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以98%的产率得到O-[(6-chloro-2,2-dimethyl-4-oxo-3H-chromen-7-yl)] N,N-dimethylcarbamothioate
  参考文献：
  名称：

  Modification of Hydroxybenzopyranoids: Facile Deoxygenation of 2,2-Dimethyl-7-hydroxy-4-chromanones and a New Approach to Their Novel Mercapto Analogs

  摘要：

  A facile deoxygenation of a systematic series of substituted 2,2-dimethyl-7-hydroxy-4-chromanones via their sulfonate, isourea, and thiocarbamate derivatives is reported. The synthesis of novel 2,2-dimethyl-7-mercapto-4-chromanones has been accomplished by the hydrolysis of the corresponding thiocarbamates. The scope and limitations of different deoxygenation procedures in the case of these hydroxybenzopyranoids are also presented.

  DOI：

  10.1021/jo00100a038

文献信息

• Seboek Peter, Timar Tibor, Eszenyi Tibor, J. Org. Chem, 59 (1994) N 21, S 6318- 6321
  作者：Seboek Peter, Timar Tibor, Eszenyi Tibor

  DOI：——

  日期：——
• Modification of Hydroxybenzopyranoids: Facile Deoxygenation of 2,2-Dimethyl-7-hydroxy-4-chromanones and a New Approach to Their Novel Mercapto Analogs
  作者：Peter Sebok、Tibor Timar、Tibor Eszenyi、Tamas Patonay

  DOI：10.1021/jo00100a038

  日期：1994.10

  A facile deoxygenation of a systematic series of substituted 2,2-dimethyl-7-hydroxy-4-chromanones via their sulfonate, isourea, and thiocarbamate derivatives is reported. The synthesis of novel 2,2-dimethyl-7-mercapto-4-chromanones has been accomplished by the hydrolysis of the corresponding thiocarbamates. The scope and limitations of different deoxygenation procedures in the case of these hydroxybenzopyranoids are also presented.