2-羟乙基硫氰酸盐 | 693-08-3

• 分子结构分类: 有机化合物 - 有机硫化合物
• 中文名称: 2-羟乙基硫氰酸盐
• 英文名称: 2-thiocyanatoethanol
• 英文别名: 2-hydroxyethyl thiocyanate；2-thiocyanatoethan-1-ol；2-Hydroxy-ethylthiocyanat；Thiocyansaeure-(2-hydroxy-aethylester)；(2-Hydroxy-aethyl)-thiocyanat；2-Thiocyanato-aethanol；2-Rhodan-aethanol-(1)；Thiocyanic acid, 2-hydroxyethyl ester
• CAS: 693-08-3
• 化学式: C₃H₅NOS
• 分子量: 103.145
• InChiKey: MKVVFYDUPPFXTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  69.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-羟乙基硫氰酸盐 在 水 、 C.I.酸性橙108 作用下， 生成 [1,3]oxathiolan-2-ylidene-urea
  参考文献：
  名称：

  Wagner-Jauregg, Justus Liebigs Annalen der Chemie, 1949, vol. 561, p. 87,93

  摘要：

  DOI：
• 作为产物：
  描述：

  环氧乙烷 、 硫氰酸 在 乙醚 作用下， 生成 2-羟乙基硫氰酸盐
  参考文献：
  名称：

  Wagner-Jauregg, Justus Liebigs Annalen der Chemie, 1949, vol. 561, p. 87,93

  摘要：

  DOI：
• 作为试剂：
  描述：

  双(二乙胺)苯膦 在 2-羟乙基硫氰酸盐 作用下， 以 苯 为溶剂， 以93%的产率得到N,N,N’,N’-tetraethyl-P-phenyl-phosphonic diamide
  参考文献：
  名称：

  Thiocyanatoalcohols as oxidants of some P(III) derivatives

  摘要：

  DOI：

  10.1007/bf01150756

文献信息

• A task-specific ionic liquid [bmim]SCN for the conversion of alkyl halides to alkyl thiocyanates at room temperature
  作者：Ahmed Kamal、Gagan Chouhan

  DOI：10.1016/j.tetlet.2005.01.040

  日期：2005.2

  A new “task-specific” ionic liquid (TSIL), 1-n-butyl-3-methylimidazolium thiocyanate ([bmim]SCN), has been prepared and used for the first time as the medium as well as reactant for the synthesis of alkyl thiocyanates from the corresponding alkyl halides by thiocyanate-halide exchange at room temperature. The alkyl thiocyanate products can be easily isolated from the reaction mixture by simple extraction

  制备了一种新的“特定任务”离子液体（TSIL），即1 - n-丁基-3-甲基咪唑鎓硫氰酸盐（[bmim] SCN），并首次用作合成甲壳素的介质和反应物。在室温下通过硫氰酸盐-卤化物交换从相应的烷基卤化物中得到烷基硫氰酸盐烷基酯。可以通过简单的萃取容易地从反应混合物中分离出硫氰酸烷基酯产物，并且离子液体1-正丁基-3-甲基咪唑鎓卤化物可以重新用于离子液体[bmim] SCN的合成，并循环以进一步使用。
• [EN] AMINOALCOHOL DERIVATIVES<br/>[FR] DERIVES D'AMINOALCOOL
  申请人：ASTELLAS PHARMA INC

  公开号：WO2006033446A1

  公开（公告）日：2006-03-30

  The present invention relates to a compound of the formula [I]: wherein (a), in which -Y-, R4, R5 and R6 are4 R5 each as defined in the description, etc., R1 is hydrogen, halogen, lower alkyl, hydroxy, etc., R2 is hydrogen, lower alkyl or hydroxy(lower)alkyl, R3 is hydrogen or an amino protective group, 20 R7 is hydrogen, lower alkyl, cyclo(lower)alkyl, lower R9 alkenyl, -Z-R9 or (b), in which -Z- is -0-, -S-, R9 -SO- or -SO2-, and each R9 is independently hydrogen, lower alkyl, cyclo(lower)alkyl, etc., and R8 is -D-E-R10, in which -D- is -CONHSO2- or -S02NHCO-, E is bond or lower alkylene, and R10 is halogen, cyano, carboxy, etc., or a prodrug thereof or a salt thereof. The compound [I] of the present invention and pharmaceutically acceptable salts thereof are useful for the prophylactic and/or the therapeutic treatment of ulcer, overactive bladder, and the like.

  本发明涉及一种具有以下结构的化合物[I]：其中（a）中的-Y-，R4，R5和R6分别如描述中定义，等等，R1为氢，卤素，低烷基，羟基等，R2为氢，低烷基或羟基（低）烷基，R3为氢或氨基保护基，R7为氢，低烷基，环（低）烷基，低R9烯基，-Z-R9或（b），其中-Z-为-0-，-S-，R9-SO-或-SO2-，每个R9独立地为氢，低烷基，环（低）烷基等，R8为-D-E-R10，其中-D-为-CONHSO2-或-S02NHCO-，E为键或低烷基，R10为卤素，氰基，羧基等，或其前药或盐。本发明的化合物[I]及其药学上可接受的盐对于预防和/或治疗溃疡，过度活跃的膀胱等疾病是有用的。
• Complementary mechanochemical and biphasic approaches for the synthesis of organic thiocyanates using hexacyanoferrates as non-toxic cyanide sources
  作者：Caroline Grundke、Jonathan Groß、Nina Vierengel、Jason Sirleaf、Matthias Schmitz、Leonie Krieger、Till Opatz

  DOI：10.1039/d2ob02216h

  日期：——

  starting from commercially available thiols or disulfides. Additionally, the application of this mild method to the first total synthesis of psammaplin B is demonstrated. Non-toxic and inexpensive ferricyanide is used as the cyanide source, which can be activated either in a mechanochemical, solvent-free approach, or in a biphasic solvent system allowing easier work-up. A total of 27 examples is demonstrated

  在此，我们描述了两种互补的方法来制备各种有机硫氰酸盐，这些有机硫氰酸盐价格低廉、可靠并遵循可持续化学的原则，从市售的硫醇或二硫化物开始。此外，还展示了这种温和方法在 psammaplin B 的首次全合成中的应用。氰化物源使用无毒且廉价的铁氰化物，可以通过机械化学、无溶剂方法或双相溶剂系统激活，从而更容易进行后处理。总共展示了 27 个示例，具有高达定量的产量。
• The ‘Baylis - Hillman Reaction’ mechanism and applications revisited
  作者：Yves Fort、Marie Christine Berthe、Paul Caubere

  DOI：10.1016/s0040-4020(01)88227-2

  日期：1992.1

  It is shown that reaction of aryl, benzyl, alkyl and functionalised alkyl acrylic esters with benzaldehyde, in the presence of 1,4-diazabicyclo[2.2.2] octane, strongly depends upon the electronic and steric effects of the ester part. This influence is also observed in condensation of furfuraldehyde. Moreover, for the first time, it is shown that the overall condensation is equilibrated.
• Reactions of 1,3,2-dioxaphospholane derivatives with thiocyanatoalcohols
  作者：O. N. Nuretdinova、V. G. Novikova

  DOI：10.1007/bf00698895

  日期：1993.12

  The reactions of 2-dimethylamino-, 2-methoxy-, 2-chloro-4,5-dimethyl-1,3,2-dioxaphospholanes with 4-thiocyanato-2-butanol in all cases yield 2-(1-methyl-3-thiocyanatopropoxy)4,5-dimethyl-1,3,2-dioxaphospholane. The latter reacts with elemental sulfur to form the corresponding thiophosphate.