<<1-(4-chlorophenyl)-1H-tetrazol-5-yl>thio>-ethyl acetate | 115781-87-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: <<1-(4-chlorophenyl)-1H-tetrazol-5-yl>thio>-ethyl acetate
• 英文别名: {[1-(4-chlorophenyl)-1H-tetrazol-5-yl]thio}-ethyl acetate；Acetic acid, 2-[1-(4-chlorophenyl)-5-tetrazolylthio]-, ethyl ester；ethyl 2-[1-(4-chlorophenyl)tetrazol-5-yl]sulfanylacetate
• CAS: 115781-87-8
• 化学式: C₁₁H₁₁ClN₄O₂S
• 分子量: 298.753
• InChiKey: WDIFBROWKVNROF-UHFFFAOYSA-N

物化性质

• 熔点：
  74-77 °C
• 沸点：
  448.1±55.0 °C(predicted)
• 密度：
  1.46±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  95.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  <<1-(4-chlorophenyl)-1H-tetrazol-5-yl>thio>-ethyl acetate 在 磷酸 、 乙酸酐 、 一水合肼 作用下， 以 乙醇 、 苯 为溶剂， 反应 32.0h， 生成 5-(1-(4-chlorophenyl)-1H-tetrazol-5-ylsulfanylmethyl)-N-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  Synthesis and bioactivity of 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-xylopyranosyl-1,3,4-oxa(thia)diazol-2-amines

  摘要：

  A series of new N'-[N-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)thiocarbamoyl]-2-[(1-aryl-1H-tetrazol-5-yl) sulfanyl]acetohydrazides 5a-5e were synthesized rapidly in high yields from 2-(1-aryl-1H-tetrazol-5-ylsulfanyl)acetohydrazides 3a-3e and 2,3,4-tri-O-acetyl-beta-D-xylopyranosyl isothiocyanate 4, then 5a-5e were converted to a series of new 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)-1,3,4-oxadiazole-2-amines 6a-6e and 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)-1,3,4-thiadiazole-2-amines 7a-7e, respectively under mercuric acetate/alcohol system or acetic anhydride/phosphoric acid system, then deacetylated in the solution of CH3ONa/CH3OH. All of the novel compounds were characterized by IR. H-1 NMR, C-13 NMR, MS and elemental analysis. The structures of compounds 2e, 3e, 5a and 5c have been determined by X-ray diffraction analysis. Some of the synthesized compounds displayed PTP1B inhibition and microorganism inhibition. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.01.010
• 作为产物：
  描述：

  1-(4-氯苯基)-1H-四唑-5-硫醇 、 氯乙酸乙酯 在 sodium hydroxide 作用下， 以65%的产率得到<<1-(4-chlorophenyl)-1H-tetrazol-5-yl>thio>-ethyl acetate
  参考文献：
  名称：

  Synthesis and bioactivity of 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-xylopyranosyl-1,3,4-oxa(thia)diazol-2-amines

  摘要：

  A series of new N'-[N-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)thiocarbamoyl]-2-[(1-aryl-1H-tetrazol-5-yl) sulfanyl]acetohydrazides 5a-5e were synthesized rapidly in high yields from 2-(1-aryl-1H-tetrazol-5-ylsulfanyl)acetohydrazides 3a-3e and 2,3,4-tri-O-acetyl-beta-D-xylopyranosyl isothiocyanate 4, then 5a-5e were converted to a series of new 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)-1,3,4-oxadiazole-2-amines 6a-6e and 5-(1-aryl-1H-tetrazol-5-ylsulfanylmethyl)-N-(2,3,4-tri-O-acetyl-beta-D-xylopyranosyl)-1,3,4-thiadiazole-2-amines 7a-7e, respectively under mercuric acetate/alcohol system or acetic anhydride/phosphoric acid system, then deacetylated in the solution of CH3ONa/CH3OH. All of the novel compounds were characterized by IR. H-1 NMR, C-13 NMR, MS and elemental analysis. The structures of compounds 2e, 3e, 5a and 5c have been determined by X-ray diffraction analysis. Some of the synthesized compounds displayed PTP1B inhibition and microorganism inhibition. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.01.010

文献信息

• Sengupta; Bhatnagar; Khan, Journal of the Indian Chemical Society, 1987, vol. 64, # 10, p. 616 - 619
  作者：Sengupta、Bhatnagar、Khan

  DOI：——

  日期：——
• SENGUPTA, ANIL K.;BHATNAGAR, AJAI;KHAN, S. K., J. INDIAN CHEM. SOC., 64,(1987) N 10, 616-619
  作者：SENGUPTA, ANIL K.、BHATNAGAR, AJAI、KHAN, S. K.

  DOI：——

  日期：——