4-(dimethylamino)-N,N-dimethylbenzothioamide | 21176-96-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(dimethylamino)-N,N-dimethylbenzothioamide
• 英文别名: N,N-dimethyl-p-(dimethylamino)thiobenzamide；4-dimethylamino-thiobenzoic acid dimethylamide；4-Dimethylamino-thiobenzoesaeure-dimethylamid；p-Dimethylamino-N,N-dimethyl-thiobenzamid；N.N-Dimethyl-p-dimethylaminothiobenzamid；4-(dimethylamino)-N,N-dimethylbenzenecarbothioamide
• CAS: 21176-96-5
• 化学式: C₁₁H₁₆N₂S
• mdl: MFCD06632483
• 分子量: 208.327
• InChiKey: DHDMEGGTXOLWLX-UHFFFAOYSA-N

物化性质

• 熔点：
  105-106 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
• 沸点：
  302.6±44.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)
• 溶解度：
  28.2 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  38.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(dimethylamino)-N,N-dimethylbenzothioamide 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 4-二甲氨基[(二甲氨基)甲基]苯
  参考文献：
  名称：

  522.双季铵盐。第三部分 4-烷基苯-1：ω-双三烷基铵盐

  摘要：

  DOI：

  10.1039/jr9570002706
• 作为产物：
  描述：

  对二甲氨基苯甲醛 在 sulfur 、 二甲胺 作用下， 生成 4-(dimethylamino)-N,N-dimethylbenzothioamide
  参考文献：
  名称：

  522.双季铵盐。第三部分 4-烷基苯-1：ω-双三烷基铵盐

  摘要：

  DOI：

  10.1039/jr9570002706

文献信息

• Water Mediated Direct Thioamidation of Aldehydes at Room Temperature
  作者：Ankush Gupta、Jigarkumar K. Vankar、Jaydeepbhai P. Jadav、Guddeangadi N. Gururaja

  DOI：10.1021/acs.joc.1c02307

  日期：2022.3.4

  A mild, greener approach toward thioamide synthesis has been developed. Its unique features include water-mediated reaction with no input energy, additives, or catalysts as well. The presented protocol is attractive with readily available starting materials and the use of different array amines, along with a scaled-up method. Biologically active molecules such as thionicotinamide and thioisonicotinamide

  已开发出一种温和、更环保的硫代酰胺合成方法。它的独特之处包括无需输入能量、添加剂或催化剂的水介导反应。所提出的协议具有现成的起始材料和不同阵列胺的使用以及按比例放大的方法的吸引力。生物活性分子，如硫代烟酰胺和硫代异烟酰胺，可以从这个过程中合成。
• K2S2O8-Promoted Aryl Thioamides Synthesis from Aryl Aldehydes Using Thiourea as the Sulfur Source
  作者：Yongjun Bian、Xingyu Qu、Yongqiang Chen、Jun Li、Leng Liu

  DOI：10.3390/molecules23092225

  日期：——

  Thiourea as a sulfur atom transfer reagent was applied for the synthesis of aryl thioamides through a three-component coupling reaction with aryl aldehydes and N,N-dimethylformamide (DMF) or N,N-dimethylacetamide (DMAC). The reaction could tolerate various functional groups and gave moderate to good yields of desired products under the transition-metal-free condition.

  硫脲作为硫原子转移试剂通过与芳基醛和 N,N-二甲基甲酰胺 (DMF) 或 N,N-二甲基乙酰胺 (DMAC) 的三组分偶联反应用于合成芳基硫代酰胺。该反应可以耐受各种官能团，并在无过渡金属条件下得到中等至良好的所需产物收率。
• Thiations with sulphur in dimethylformamide
  作者：Joseph Patrick Brown、Merle Thompson

  DOI：10.1039/p19740000863

  日期：——

  A solution of sulphur in boiling dimethylformamide is a convenient thiation agent. Activated hydrogen and halogen atoms are replaced by thiol groups and further reactions may then occur, often involving dimethylamine liberated from the solvent. However, since the amine is present only in low concentrations, products are sometimes isolated which are formed only in small quantity in the presence of an

  硫在沸腾的二甲基甲酰胺中的溶液是便利的硫黄剂。活化的氢和卤素原子被硫醇基团取代，然后可能发生进一步的反应，通常涉及从溶剂中释放出来的二甲胺。但是，由于胺仅以低浓度存在，因此有时会分离出在过量胺存在下仅少量形成的产物。
• Dichlorothiophosphoric acid and dichlorothiophosphate anion as thionating agents in the synthesis of thioamides
  作者：L. V. Bezgubenko、S. E. Pipko、A. D. Sinitsa

  DOI：10.1134/s1070363208070098

  日期：2008.7

  A method for the thionation of carboxylic acid amides with dichlorothiophosphoric acid and dichlorothiophosphate anion, providing thioamides in high yields, was developed. The facility of the thionation and the yields of the final products were shown to depend on the nature of the starting amide. The optimal reaction conditions are reported.
• Anthelmintic quaternary salts. II. Thiazolium salts
  作者：David L. Garmaise、C. H. Chambers、R. C. McCrae

  DOI：10.1021/jm00312a021

  日期：1968.11