6a-methyl-3-[3-(4'-ethoxyphenyl)sydnon-4-yl]-5-phenyl-3a,6a-dihydro-pyrrolo[3,4-d]isoxazole-4,6-dione | 7231-95-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 6a-methyl-3-[3-(4'-ethoxyphenyl)sydnon-4-yl]-5-phenyl-3a,6a-dihydro-pyrrolo[3,4-d]isoxazole-4,6-dione
• 英文别名: 3-(4-Ethoxyphenyl)-4-(6a-methyl-4,6-dioxo-5-phenyl-4,5,6,6a-tetrahydro-3aH-pyrrolo[3,4-d][1,2]oxazol-3-yl)-1,2,3-oxadiazol-3-ium-5-olate；4-(6a-methyl-4,6-dioxo-5-phenyl-3aH-pyrrolo[3,4-d][1,2]oxazol-3-yl)-3-(4-ethoxyphenyl)oxadiazol-3-ium-5-olate
• CAS: 7231-95-0
• 化学式: C₂₂H₁₈N₄O₆
• 分子量: 434.408
• InChiKey: VWUUJVHLZOXTGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-甲基-N-苯基马来酰亚胺 、 3-(4'-ethoxyphenyl)sydnone-4-carbohydroximic acid chloride 在 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 以60%的产率得到6a-methyl-3-[3-(4'-ethoxyphenyl)sydnon-4-yl]-5-phenyl-3a,6a-dihydro-pyrrolo[3,4-d]isoxazole-4,6-dione
  参考文献：
  名称：

  Studies on the syntheses of heterocycles from 3-arylsydnone-4-carbohydroximic acid chlorides with N -arylmaleimides, [1,4]naphthoquinone and aromatic amines

  摘要：

  3-Arylsydnone-4-carbohydroximic acid chlorides (1) could react with N-arylmaleimides (3a-b) or 2-methyl-N-phenylmaleimide (3c) to give 3-(3-arylsydnon-4-yl)-5-aryl-3a,6a-dihydro-pyrrolo[3,4-d]isoxazole-4,6-diones (4a-h) or 6a-methyl-3-(3-arylsydnon-4yl)-5-phenyl-3a,6a-dihydro-pyrrolo[3,4-d]isoxazole-4,6-diones (4i-1), respectively. However, 3-(arylsydnon-4-yl)-naphtho[2,3-d]isoxazole-4,9-diones (6a-d) were obtained in good yield by the reaction of carbohydroximic acid chlorides 1 with [1,4]naphthoquinone. Furthermore, 2-(3-arylsydnon-4-yl)benzoxazoles (9a-d) and 2-(3-arylsydnon-4-yl)benzothiazoles (9e-h) were obtained via the reaction of carbohydroximic acid chlorides 1 with ortho-substituted aromatic amines 7a and b. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01423-0

文献信息

• Studies on the syntheses of heterocycles from 3-arylsydnone-4-carbohydroximic acid chlorides with N -arylmaleimides, [1,4]naphthoquinone and aromatic amines
  作者：Mei-Hsiu Shih

  DOI：10.1016/s0040-4020(02)01423-0

  日期：2002.12

  3-Arylsydnone-4-carbohydroximic acid chlorides (1) could react with N-arylmaleimides (3a-b) or 2-methyl-N-phenylmaleimide (3c) to give 3-(3-arylsydnon-4-yl)-5-aryl-3a,6a-dihydro-pyrrolo[3,4-d]isoxazole-4,6-diones (4a-h) or 6a-methyl-3-(3-arylsydnon-4yl)-5-phenyl-3a,6a-dihydro-pyrrolo[3,4-d]isoxazole-4,6-diones (4i-1), respectively. However, 3-(arylsydnon-4-yl)-naphtho[2,3-d]isoxazole-4,9-diones (6a-d) were obtained in good yield by the reaction of carbohydroximic acid chlorides 1 with [1,4]naphthoquinone. Furthermore, 2-(3-arylsydnon-4-yl)benzoxazoles (9a-d) and 2-(3-arylsydnon-4-yl)benzothiazoles (9e-h) were obtained via the reaction of carbohydroximic acid chlorides 1 with ortho-substituted aromatic amines 7a and b. (C) 2002 Elsevier Science Ltd. All rights reserved.