ethyl 4-[2-(1,3-benzothiazol-2-ylsulfanyl)-1-oxoethyl]-1-(4-chlorophenyl)-5-methyl-1H-pyrazole-3-carboxylate | 1260400-36-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 4-[2-(1,3-benzothiazol-2-ylsulfanyl)-1-oxoethyl]-1-(4-chlorophenyl)-5-methyl-1H-pyrazole-3-carboxylate
• 英文别名: Ethyl 4-[2-(1,3-benzothiazol-2-ylsulfanyl)-1-oxo-ethyl]-1-(4-chlorophenyl)-5-methyl-1h-pyrazole-3-carboxylate；ethyl 4-[2-(1,3-benzothiazol-2-ylsulfanyl)acetyl]-1-(4-chlorophenyl)-5-methylpyrazole-3-carboxylate
• CAS: 1260400-36-9
• 化学式: C₂₂H₁₈ClN₃O₃S₂
• 分子量: 471.988
• InChiKey: SFRYPFINLQFCNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  128
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 4-[2-(1,3-benzothiazol-2-ylsulfanyl)-1-oxoethyl]-1-(4-chlorophenyl)-5-methyl-1H-pyrazole-3-carboxylate 、 甲基肼 以 乙醇 为溶剂， 反应 5.0h， 以66%的产率得到4-(1,3-benzothiazol-2-ylsulfanylmethyl)-2-(4-chlorophenyl)-3,6-dimethyl-6,7-dihydro-2H-pyrazolo[3,4-d]pyridazin-7-one
  参考文献：
  名称：

  Synthesis of 2-Aryl-4-(R-sulfanylmethyl)-3-methyl-6,7-dihydro-2H-pyrazolo[3,4-d]pyridazin-7-ones

  摘要：

  Bromination of ethyl 1-aryl-4-acetyl-5-methyl-1H-pyrazole-3-carboxylates gave ethyl 1-aryl-4-(bromoacetyl)-5-methyl-1H-pyrazol-3-carboxylates which were used to alkylate benzenethiol and heterocyclic thiones at the sulfur atom. Reactions of the resulting S-alkylation products with hydrazine or methylhydrazine involved closure of pyridazine ring to afford 2-aryl-3-methyl-4-[phenyl(or hetaryl)sulfanylmethyl]-6,7-dihydro-2H-pyrazolo[3,4-d]pyridazin-7-ones.

  DOI：

  10.1134/s1070428010100192
• 作为产物：
  描述：

  2-巯基苯并噻唑 、 ethyl 4-(bromoacetyl)-5-methyl-1-(4-chlorophenyl)-1H-pyrazole-3-carboxylate 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 3.5h， 以73%的产率得到ethyl 4-[2-(1,3-benzothiazol-2-ylsulfanyl)-1-oxoethyl]-1-(4-chlorophenyl)-5-methyl-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Synthesis of 2-Aryl-4-(R-sulfanylmethyl)-3-methyl-6,7-dihydro-2H-pyrazolo[3,4-d]pyridazin-7-ones

  摘要：

  Bromination of ethyl 1-aryl-4-acetyl-5-methyl-1H-pyrazole-3-carboxylates gave ethyl 1-aryl-4-(bromoacetyl)-5-methyl-1H-pyrazol-3-carboxylates which were used to alkylate benzenethiol and heterocyclic thiones at the sulfur atom. Reactions of the resulting S-alkylation products with hydrazine or methylhydrazine involved closure of pyridazine ring to afford 2-aryl-3-methyl-4-[phenyl(or hetaryl)sulfanylmethyl]-6,7-dihydro-2H-pyrazolo[3,4-d]pyridazin-7-ones.

  DOI：

  10.1134/s1070428010100192