4-[5-(4-Bromo-phenyl)-4,6-dioxo-4,5,6,6a-tetrahydro-3aH-pyrrolo[3,4-d]isoxazole-3-carbonyl]-5-methyl-1-p-tolyl-1H-pyrazole-3-carboxylic acid ethyl ester

• 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-[5-(4-Bromo-phenyl)-4,6-dioxo-4,5,6,6a-tetrahydro-3aH-pyrrolo[3,4-d]isoxazole-3-carbonyl]-5-methyl-1-p-tolyl-1H-pyrazole-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 4-[5-(4-bromophenyl)-4,6-dioxo-3a,6a-dihydropyrrolo[3,4-d][1,2]oxazole-3-carbonyl]-5-methyl-1-(4-methylphenyl)pyrazole-3-carboxylate
• 化学式: C₂₆H₂₁BrN₄O₆
• 分子量: 565.38
• InChiKey: RTVOULDYLGYXQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  [2-(3-Ethoxycarbonyl-5-methyl-1-p-tolyl-1H-pyrazol-4-yl)-2-oxo-ethyl]-dimethyl-sulfonium; bromide 在 盐酸 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 23.0h， 生成 4-[5-(4-Bromo-phenyl)-4,6-dioxo-4,5,6,6a-tetrahydro-3aH-pyrrolo[3,4-d]isoxazole-3-carbonyl]-5-methyl-1-p-tolyl-1H-pyrazole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Heterocycles from Pyrazoloylhydroximoyl Chloride: Synthesis of Certain Quinoxaline, Benzothiadiazine, Benzoxadiazine, Quinazolinone, Imidazo[1,2-a]pyridine, Imidazo[1,2-a]pyrimidine, Isoxazole, Pyrazolo[3,4-d]pyridazine and Pyrrolidino[3,4-d]isoxazolin-4,

  摘要：

  Abstract3‐Ethoxycarbonyl‐5‐methyl‐1‐(4‐methylphenyl)‐4‐pyrazoloylhydroximoyl chloride (1) reacted with o‐phenylenediamine, o‐aminothiophenol, o‐aminophenol and methyl anthranilate to afford 3‐nitrosoquinoxaline, benzothiadiazine, benzoxadiazine, and 3‐hydroxyquinazoline, respectively. Imidazo[1,2‐a]pyridine, imidazo[1,2‐a]pyrimidine and isoxazole derivatives were obtained via the reaction of 1 with 2‐aminopyridine, 2‐aminopyrimidine and the appropriate active methylene compounds, respectively. Pyrazolo[3,4‐d]pyridazines, and pyrrolidino[3,4‐d]isoxazolines derivatives were also synthesized. The structures of the newly synthesized compounds were established on the basis of spectral data and alternate synthesis whenever possible.

  DOI：

  10.1002/jccs.199700095

文献信息

• Heterocycles from Pyrazoloylhydroximoyl Chloride: Synthesis of Certain Quinoxaline, Benzothiadiazine, Benzoxadiazine, Quinazolinone, Imidazo[1,2-a]pyridine, Imidazo[1,2-a]pyrimidine, Isoxazole, Pyrazolo[3,4-d]pyridazine and Pyrrolidino[3,4-d]isoxazolin-4,
  作者：Hussein F. Zohdi、Tabia A. Osman、Abdou O. Abdelhamid

  DOI：10.1002/jccs.199700095

  日期：1997.12

  Abstract3‐Ethoxycarbonyl‐5‐methyl‐1‐(4‐methylphenyl)‐4‐pyrazoloylhydroximoyl chloride (1) reacted with o‐phenylenediamine, o‐aminothiophenol, o‐aminophenol and methyl anthranilate to afford 3‐nitrosoquinoxaline, benzothiadiazine, benzoxadiazine, and 3‐hydroxyquinazoline, respectively. Imidazo[1,2‐a]pyridine, imidazo[1,2‐a]pyrimidine and isoxazole derivatives were obtained via the reaction of 1 with 2‐aminopyridine, 2‐aminopyrimidine and the appropriate active methylene compounds, respectively. Pyrazolo[3,4‐d]pyridazines, and pyrrolidino[3,4‐d]isoxazolines derivatives were also synthesized. The structures of the newly synthesized compounds were established on the basis of spectral data and alternate synthesis whenever possible.