[4-(4-Chloro-phenyl)-5-imino-4,5-dihydro-[1,3,4]thiadiazol-2-yl]-(4-methyl-2-phenyl-thiazol-5-yl)-methanone | 300357-67-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [4-(4-Chloro-phenyl)-5-imino-4,5-dihydro-[1,3,4]thiadiazol-2-yl]-(4-methyl-2-phenyl-thiazol-5-yl)-methanone
• CAS: 300357-67-9
• 化学式: C₁₉H₁₃ClN₄OS₂
• 分子量: 412.923
• InChiKey: XZMIOFUUJCGVDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  71.63
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  [4-(4-Chloro-phenyl)-5-imino-4,5-dihydro-[1,3,4]thiadiazol-2-yl]-(4-methyl-2-phenyl-thiazol-5-yl)-methanone 在 溶剂黄146 、 sodium nitrite 作用下， 以75%的产率得到N-(3-(4-chlorophenyl)-5-(4-methyl-2-phenylthiazole-5-carbonyl)-1,3,4-thiadiazol-2(3H)-ylidene)nitrous amide
  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-(4-methyl-2-phenylthiazol-5-yl)-2-oxoethyl]sulfonium bromide 以 乙醇 为溶剂， 反应 4.0h， 生成 [4-(4-Chloro-phenyl)-5-imino-4,5-dihydro-[1,3,4]thiadiazol-2-yl]-(4-methyl-2-phenyl-thiazol-5-yl)-methanone
  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