ethyl (2-methyl-3,5-dinitrobenzenesulfonyl)propionate | 367925-13-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl (2-methyl-3,5-dinitrobenzenesulfonyl)propionate
• 英文别名: ethyl 2-(2-methyl-3,5-dinitrophenyl)sulfonylpropanoate
• CAS: 367925-13-1
• 化学式: C₁₂H₁₄N₂O₈S
• 分子量: 346.318
• InChiKey: ULLSPUZTODAGMY-UHFFFAOYSA-N

物化性质

• 沸点：
  524.1±50.0 °C(Predicted)
• 密度：
  1.436±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  146.72
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3-吡啶甲醛 、 ethyl (2-methyl-3,5-dinitrobenzenesulfonyl)propionate 在 哌啶 、 溶剂黄146 作用下， 以 苯 为溶剂， 以74%的产率得到2-Methyl-5,7-dinitro-1,1-dioxo-3-pyridin-3-yl-1λ⁶-thiochroman-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of 3-aryl-5,7-dinitrothiochromane 1,1-dioxides based on 2,4,6-trinitrotoluene

  摘要：

  3-Aryl-5,7-dinitrothiochromane 1,1-dioxides are formed by the condensation of methyl (2-methyl-3,5-dinitrobenzenesulfonyl)acetate and ethyl (2-methyl-3,5-dinitrobenzenesulfonyl)propionate, which are the products of 2,4,6-trinitrotoluene transformations, with aromatic aldehydes under conditions of the Knoevenagel reaction.

  DOI：

  10.1070/mc2002v012n01abeh001551
• 作为产物：
  描述：

  2-巯基丙酸乙酯 在 双氧水 、 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 、 水 、 溶剂黄146 为溶剂， 反应 27.5h， 生成 ethyl (2-methyl-3,5-dinitrobenzenesulfonyl)propionate
  参考文献：
  名称：

  摘要：

  The reactions of 2,4,6-trinitrotoluene with alkanethiols in the presence of K(2)CO(3) (the molar ratio of the reactants is 1 : 1 : 1) in dipolar aprotic solvents result in selective replacement of the ortho-nitro group to form 2-alkylthio-4,6-dinitrotoluenes, which can be oxidized to the corresponding sulfoxides or sulfones. The second ortho-nitro group can be replaced under the action of one more equivalent of alkanethiol oil sulfides as exemplified in PhCH(2)SH.

  DOI：

  10.1023/a:1009578201443

文献信息

• ——
  作者：V. A. Tartakovskii、S. A. Shevelev、M. D. Dutov、O. V. Serushkina、V. V. Kachala

  DOI：10.1023/a:1025597816012

  日期：——

  Treatment of 2,4,6-trinitrotoluene with beta-mercaptocarboxylic acid esters and subsequent oxidation gave 2-(alkoxycarbonyl-R-methylsulfonyl)-4-X-6-nitrotoluenes which were brought into Knoevenagel condensation with aromatic aldehydes (heating in benzene in the presence of secondary amine acetates). As a result of intramolecular cyclization, 2-alkoxycarbonyl-3-aryl-2-R-5-X-7-nitrothiochroman 1,1-dioxides (R = H, Me; X = NO2, R'SO2) were obtained. The developed procedure opens the way to hitherto unknown thiochroman 1,1-dioxide derivatives.