1-ethylthio-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide | 430433-67-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-ethylthio-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide
• 英文别名: 1-(Ethylsulfanyl)-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide；1-ethylsulfanyl-9,10-dioxoanthracene-2-carboxamide
• CAS: 430433-67-3
• 化学式: C₁₇H₁₃NO₃S
• mdl: MFCD03035916
• 分子量: 311.361
• InChiKey: BKPKWXNNGHJGAC-UHFFFAOYSA-N

物化性质

• 沸点：
  500.2±50.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-ethylthio-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到2,3,6,11-tetrahydroanthra[2,1-d]isothiazole-3,6,11-trione
  参考文献：
  名称：

  摘要：

  2-Methyltetrahydroanthra[2,3-d]isothiazole-3,5,10-trione and 2-R-tetrahydroanthral 2,1-d]isothiazole-3,6,11-triones were synthesized by the reactions of 3-chloro-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide and 1-nitro-9,10-dioxo-9,10-dihydroanthracene2-carboxamide with alkanethiols followed by cyclization of the resulting alkylthioamides into isothiazolones under the action of SO2Cl2. The products were oxidized to give the corresponding S-oxides and S,S-dioxides.

  DOI：

  10.1023/a:1013003122428
• 作为产物：
  描述：

  1-硝基-2-羧酸蒽醌 在 氯化亚砜 、 氨 、 N,N-二甲基甲酰胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 17.0h， 生成 1-ethylthio-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide
  参考文献：
  名称：

  摘要：

  2-Methyltetrahydroanthra[2,3-d]isothiazole-3,5,10-trione and 2-R-tetrahydroanthral 2,1-d]isothiazole-3,6,11-triones were synthesized by the reactions of 3-chloro-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide and 1-nitro-9,10-dioxo-9,10-dihydroanthracene2-carboxamide with alkanethiols followed by cyclization of the resulting alkylthioamides into isothiazolones under the action of SO2Cl2. The products were oxidized to give the corresponding S-oxides and S,S-dioxides.

  DOI：

  10.1023/a:1013003122428

文献信息

• Unusual oxidative dehydration of vic-[alkyl(aryl)thio]-substituted aromatic (heteroaromatic) carboxamides
  作者：P. G. Kislitsyn、F. A. Kucherov、L. N. Chukhrov、S. G. Zlotin、Z. A. Starikova、F. M. Dolgushin

  DOI：10.1023/b:rucb.0000037864.52793.92

  日期：2004.4

  A new procedure was developed for the synthesis of nitriles of vic-[alkyl(aryl)sulfonyl] derivatives of benzoic, anthraquinonecarboxylic, and 4-isothiazolecarboxylic acids by the reactions of the corresponding vic-[alkyl(aryl)thio]-substituted aromatic (heteroaromatic) carboxamides with chlorine in organic solvents containing 20—65% of water. Oxidative dehydration of 1-(butylthio)anthraquinone-2-carboxamide

  通过相应的 vic-[烷基（芳基）硫代]-取代芳烃的反应，开发了一种新的方法来合成苯甲酸、蒽醌羧酸和 4-异噻唑羧酸的 vic-[烷基（芳基）磺酰基]衍生物的腈类（杂芳族）甲酰胺与氯在含有 20-65% 水的有机溶剂中。1-(丁硫基)蒽醌-2-甲酰胺氧化脱水得到1-丁基-6,11-二氢-3H-1λ4-蒽[2,1-d]异噻唑-3,6,11-三酮1-氧化物副产品。后者的结构是通过 X 射线衍射分析确定的。提出了涉及形成 S-氯锍氯化物然后水解的反应方案。
• ——
  作者：F. A. Kucherov、S. G. Zlotin

  DOI：10.1023/a:1013003122428

  日期：——

  2-Methyltetrahydroanthra[2,3-d]isothiazole-3,5,10-trione and 2-R-tetrahydroanthral 2,1-d]isothiazole-3,6,11-triones were synthesized by the reactions of 3-chloro-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide and 1-nitro-9,10-dioxo-9,10-dihydroanthracene2-carboxamide with alkanethiols followed by cyclization of the resulting alkylthioamides into isothiazolones under the action of SO2Cl2. The products were oxidized to give the corresponding S-oxides and S,S-dioxides.