2-propyl-4,5,6,7-tetrahydro-6,6-dimethyl-7-methoxycarbonyl-1,3-benzooxazol-4-one | 71555-83-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-propyl-4,5,6,7-tetrahydro-6,6-dimethyl-7-methoxycarbonyl-1,3-benzooxazol-4-one
• 英文别名: methyl 6,6-dimethyl-2-propyl-4-oxo-4,5,6,7-tetrahydro-1,3-benzoxazole-5-carboxylate；Methyl 6,6-dimethyl-4-oxo-2-propyl-4,5,6,7-tetrahydro-1,3-benzoxazole-7-carboxylate；methyl 6,6-dimethyl-4-oxo-2-propyl-5,7-dihydro-1,3-benzoxazole-7-carboxylate
• CAS: 71555-83-4
• 化学式: C₁₄H₁₉NO₄
• 分子量: 265.309
• InChiKey: GEDBURHLYKQNOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-propyl-4,5,6,7-tetrahydro-6,6-dimethyl-7-methoxycarbonyl-1,3-benzooxazol-4-one 在 盐酸 作用下， 以 水 为溶剂， 反应 0.5h， 以85%的产率得到2-aminodimedone hydrochloride
  参考文献：
  名称：

  Synthesis of benzimidazolone derivatives based on 2-acylcyclohexane-1,3-diones alkoximes

  摘要：

  2-(1-Alkoxyiminoalkyl)cyclohexane-1,3-diones undergo at heating Beckmann rearrangement to give 6,7-dihydro-1,3-benzoxazol-4(5H)-one derivatives that under treatment with amines in acid medium are converted into 1,5,6,7-tetrahydro-4H-benzimidazol-4-ones. In reaction of 6,7-dihydro-1,3-benzoxazol-4(5H)- ones with O-ethylhydroxylamine 4-ethoxyimino derivatives were obtained that treated with hydrochloric acid formed the corresponding N-ethoxybenzimidazolones.

  DOI：

  10.1134/s1070428008070130
• 作为产物：
  描述：

  methyl 2,2-dimethyl-4,6-dioxo-5-[(E)-N-prop-2-enoxy-C-propylcarbonimidoyl]cyclohexane-1-carboxylate 以43%的产率得到
  参考文献：
  名称：

  LAXVICH, F. A.;RUBINOV, D. B.;RUBINOVA, I. L., ZH. ORGAN. XIMII, 26,(1990) N, S. 306-314

  摘要：

  DOI：

文献信息

• Lakhvich, F. A.; Rubinov, D. B.; Rubinova, I. L., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 2.1, p. 257 - 264
  作者：Lakhvich, F. A.、Rubinov, D. B.、Rubinova, I. L.

  DOI：——

  日期：——
• LAXVICH, F. A.;RUBINOV, D. B.;RUBINOVA, I. L., ZH. ORGAN. XIMII, 26,(1990) N, S. 306-314
  作者：LAXVICH, F. A.、RUBINOV, D. B.、RUBINOVA, I. L.

  DOI：——

  日期：——
• Synthesis of benzimidazolone derivatives based on 2-acylcyclohexane-1,3-diones alkoximes
  作者：D. B. Rubinov、T. A. Zheldakova、I. L. Rubinova、F. A. Lakhvich

  DOI：10.1134/s1070428008070130

  日期：2008.7

  2-(1-Alkoxyiminoalkyl)cyclohexane-1,3-diones undergo at heating Beckmann rearrangement to give 6,7-dihydro-1,3-benzoxazol-4(5H)-one derivatives that under treatment with amines in acid medium are converted into 1,5,6,7-tetrahydro-4H-benzimidazol-4-ones. In reaction of 6,7-dihydro-1,3-benzoxazol-4(5H)- ones with O-ethylhydroxylamine 4-ethoxyimino derivatives were obtained that treated with hydrochloric acid formed the corresponding N-ethoxybenzimidazolones.