2-Benzylidenehydrazino-5-phenyl-1,3,4,-thiadiazole | 49580-00-9

• 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: 2-Benzylidenehydrazino-5-phenyl-1,3,4,-thiadiazole
• 英文别名: N-(benzylideneamino)-5-phenyl-1,3,4-thiadiazol-2-amine
• CAS: 49580-00-9
• 化学式: C₁₅H₁₂N₄S
• 分子量: 280.353
• InChiKey: PBKKLBRNIVRGHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Benzylidenehydrazino-5-phenyl-1,3,4,-thiadiazole 在 盐酸 作用下， 生成 (5-苯基-1,3,4-噻二唑-2-基)肼
  参考文献：
  名称：

  Sandstroem, Arkiv foer Kemi, 1956, vol. 9, p. 255,267

  摘要：

  DOI：
• 作为产物：
  描述：

  2-巯基-S-硫代苯甲酰乙酸 在 盐酸 、 sodium hydroxide 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 0.67h， 生成 2-Benzylidenehydrazino-5-phenyl-1,3,4,-thiadiazole
  参考文献：
  名称：

  硫酰化二氨基胍的合成和环化

  摘要：

  1,2-二氨基胍的硫代苯甲酰化反应产生1-氨基-2-硫代芳基酰胺基胍，它们可作为稳定的而分离。它们不受碱的影响，但被无机酸环化，失去氨，生成2-芳基-5-肼基-1,3,4-噻二唑的azo，或消除肼，生成合适的2-氨基- 5-芳基-1,3,4-噻二唑。乙酸酐的作用影响相同的闭环，产生相应的乙酰化产物。1,2-二氨基-3-苯基胍经历了一系列类似的反应。

  DOI：

  10.1016/s0040-4020(01)92462-7

文献信息

• Unsaturated compounds containing nitrogen. Part 4. Further reactions of 1-chloro-2,3-diazabutadienes with S-nucleophiles
  作者：William T. Flowers、John F. Robinson、David R. Taylor、Anthony E. Tipping

  DOI：10.1039/p19810000349

  日期：——

  1-Chloro-1,4-diaryl-2,3-diazabutadienes (Ar1CClNNCHAr2), prepared by the reaction of thionyl chloride with aroylhydrazones (Ar1CONHNCHAr2), react with thiosemicarbazide or thiocarbohydrazide to give 2-arylidenehydrazino-5-aryl-1,3,4-thiadiazoles, and with potassium thiocyanate to give 1-thiocyanato-1,4-diaryl-2,3-diaza-butadienes which isomerize thermally to arylideneamino-5-aryl-1,3,4-thiadiazoles

  通过亚硫酰氯与芳酰肼（Ar 1 CONHN CHAr 2）反应制得的1-Chloro-1,4-diaryl-2,3-diazabutadienes（Ar 1 CCl NN CHAr 2）与硫代氨基脲或硫代碳酰肼反应生成2-亚芳基肼基-5-芳基-1,3,4-噻二唑，并与硫氰酸钾反应生成1-硫氰酸根-1,4-二芳基-2,3-二氮杂-丁二烯，其热异构化为芳基氨基-5-芳基-1,3 ，4-噻二唑。1-氯-1,4-二苯基-2,3-二氮杂丁二烯与乙基黄原酸钾反应生成1-乙基黄蒽基-2,3-二氮杂丁二烯，经热解后生成2,5-二苯基-1,3,4-噻二唑。
• Microwave induced efficient synthesis of (un)substituted benzaldehyde (5-aryl-1,3,4-thiadiazol-2-yl)hydrazones using silica-supported dichlorophosphate as a recoverable dehydrant
  作者：Zheng Li、Xu Feng、Yanlong Zhao

  DOI：10.1002/jhet.5570450540

  日期：2008.9

  (Un)substituted benzaldehyde (5-aryl-1,3,4-thiadiazol-2-yl)hydrazones were efficiently synthesized by reactions of (un)substituted benzaldehyde thiocarbohydrazones with aromatic carboxylic acids by using silica-supported dichlorophosphate as a recoverable dehydrant under microwave irradiation. The protocol has advantages of short reaction time, high yield, easy work-up procedure and no environmental

  以二氧化硅为载体的二氯磷酸酯作为可回收的脱水剂，通过（非）取代的苯甲醛硫代碳杂azo酮与芳香族羧酸的反应，有效地合成了（非）取代的苯甲醛（5-芳基1,3,4-噻二唑-2-基）azo。微波照射。该方案具有反应时间短，收率高，后处理容易，无环境污染的优点。
• Synthesis, spectral and antimicrobial activity of Zn(II) complexes with Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and benzaldehyde/2-hydroxyacetophenone/indoline-2,3-dione
  作者：Ajay K. Singh、O.P. Pandey、S.K. Sengupta

  DOI：10.1016/j.saa.2013.04.045

  日期：2013.9

  Zn(II) complexes have been synthesized by reacting zinc acetate with Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and 2-hydroxyacetophenone/benzaldehyde/indoline-2, 3-dione. All these complexes are soluble in DMF and DMSO; low molar conductance values indicate that they are non electrolytes. Elemental analyses suggest that the complexes have 1:2 metal to ligands stoichiometry of the types [ZnL2(H2O)(2)](L = monoanionic Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and 2-hydroxyacetophenone/indoline-2,3-dione) [ZnL2'(OOCCH3)(2)(H2O)(2)] (L' = neutral Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and benzaldehyde), and they were characterized by IR, H-1 NMR, and C-13 NMR. Particle sizes of synthesized compounds were measured with dynamic light scattering (DLS) analyser which indicates that particle diameter are of the range ca. 100-200 nm. All these Schiff bases and their complexes have also been screened for their antibacterial (Bacillus subtilis (B. subtilis), Escherichia colt (E. coli) and antifungal activities (Colletotrichum falcatum (C. falcatum), Aspergillus niger (A. niger), Fusarium oxysporium (F. oxysporium) Curvularia pallescence (C pallescence). The antimicrobial activities have shown that upon complexation the activity increases. (C) 2013 Elsevier B.V. All rights reserved.
• A novel synthesis of heterocycles from thiocarbohydrazides
  作者：A. A. Hassan、N. K. Mohamed、A. A. Aly、A. -F. E. Mourad

  DOI：10.1007/bf00807639

  日期：1997.1

  The reaction of thiocarbohydrazides 1a and thiocarbazones 1b with tetracyanoethylene (TCNE) afforded the thiazol, thiadiazole, thiazine, and thiadiazepine derivatives 4-7. 2-Dicyanomethyleneindane- 1,3-dione (CNIND) reacted with 1a,b to give aminoindenopyrazolopyridazinone (12) and phenyl-1,2,3,4-tetraazacyclopentafluorene (13). The indazole and oxathiadiazole derivatives 17 and 19 were formed during the reaction of 1b with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDO). 6,7-Dichloro-5-phenylpyrazolophthalazinol was obtained from the reaction of 1b with 2,3,5,6-tetrachloro-1,4-benzoquinone (CHL-p). The oxidative cyclization of thiodicarbazones 2a-d with the above accepters afforded the thiadiazole and thiadiazine derivatives 8 and 10.
• Sandstroem,J., Acta Chemica Scandinavica (1947), 1964, vol. 18, p. 871 - 888
  作者：Sandstroem,J.

  DOI：——

  日期：——