2-phenyl-4-methyl-5-thiocyanatoacetylthiazole | 130246-61-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-phenyl-4-methyl-5-thiocyanatoacetylthiazole
• 英文别名: [2-(4-methyl-2-phenyl-1,3-thiazol-5-yl)-2-oxoethyl] thiocyanate
• CAS: 130246-61-6
• 化学式: C₁₃H₁₀N₂OS₂
• 分子量: 274.367
• InChiKey: LFRZDGVKYVLODJ-UHFFFAOYSA-N

物化性质

• 沸点：
  487.9±55.0 °C(Predicted)
• 密度：
  1.312±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  53.75
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-phenyl-4-methyl-5-thiocyanatoacetylthiazole 在 sodium acetate 、 溶剂黄146 、 sodium nitrite 作用下， 以 乙醇 、 xylene 为溶剂， 反应 6.17h， 生成 3-(4-chlorophenyl)-5-(4-methyl-2-phenyl-1,3-thiazole-5-carbonyl)-1,3,4-thiadiazol-2-one
  参考文献：
  名称：

  REACTIONS WITH HYDRAZONOYL HALIDES XXII: SYNTHESIS OF PYRROLO[3,4-C]PYRZOLINE, PYRAZOLINE PYRAZOLE, AND 2,3-DIHYDRO- 1,3,4-THIADIAZOLE DERIVATIVES

  摘要：

  5-Bromoacetyl-4-methyl-2-phenylthiazole reacted with dimethylsulfide, potassium thiocyanate, sodium benzenesulfinate and thiourea to afford products 2-5, respectively. Hydrazonoyl bromides 7a-c obtained via reaction N-nitrosoarylacetamides with sulfonium bromide 2. Hydrazonoyl bromides were used in synthesis of pyrrolidinopyrazolione, pyrazole, triazoline, thiadiazoline and 5-arylazothiazole derivatives. The structure of the newly synthesized compounds were confirmed on the basis of spectral, analytical analyses and alternative route whenever possible.

  DOI：

  10.1080/10426500008044992
• 作为产物：
  描述：

  2-溴-1-(4-甲基-2-苯基-1,3-噻唑-5-基)-1-乙酮 、 potassium thioacyanate 以 乙醇 为溶剂， 反应 1.0h， 以70%的产率得到2-phenyl-4-methyl-5-thiocyanatoacetylthiazole
  参考文献：
  名称：

  REACTIONS WITH HYDRAZONOYL HALIDES XXII: SYNTHESIS OF PYRROLO[3,4-C]PYRZOLINE, PYRAZOLINE PYRAZOLE, AND 2,3-DIHYDRO- 1,3,4-THIADIAZOLE DERIVATIVES

  摘要：

  5-Bromoacetyl-4-methyl-2-phenylthiazole reacted with dimethylsulfide, potassium thiocyanate, sodium benzenesulfinate and thiourea to afford products 2-5, respectively. Hydrazonoyl bromides 7a-c obtained via reaction N-nitrosoarylacetamides with sulfonium bromide 2. Hydrazonoyl bromides were used in synthesis of pyrrolidinopyrazolione, pyrazole, triazoline, thiadiazoline and 5-arylazothiazole derivatives. The structure of the newly synthesized compounds were confirmed on the basis of spectral, analytical analyses and alternative route whenever possible.

  DOI：

  10.1080/10426500008044992

文献信息

• Singh; Sehgal; Sharma, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1990, vol. 29, # 6, p. 533 - 538
  作者：Singh、Sehgal、Sharma

  DOI：——

  日期：——