ethyl 2-amino-5-oxo-4,7-diphenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate | 81829-63-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2-amino-5-oxo-4,7-diphenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate
• 英文别名: ethyl 2-amino-5-oxo-4,7-diphenyl-4,6,7,8-tetrahydrochromene-3-carboxylate
• CAS: 81829-63-2
• 化学式: C₂₄H₂₃NO₄
• 分子量: 389.451
• InChiKey: SIQYREDKOXZCGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-amino-5-oxo-4,7-diphenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 在 六氯乙烷 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 10.5h， 生成 3-(4-chlorophenyl)-2-(3-(diethylamino)phenoxy)-5,8-diphenyl-8,9-dihydro-3H-chromeno[2,3-d]pyrimidine-4,6(5H,7H)-dione
  参考文献：
  名称：

  Synthesis of Novel 2-Aryloxy-3-(4-chlorophenyl)-8-substituted-5-aryl-8,9-dihydro-3H-chromeno[2,3-d]pyrimidine-4,6(5H,7H)-dione Derivatives

  摘要：

  Twenty‐one novel 2‐aryloxy‐3‐(4‐chlorophenyl)‐8‐substituted‐5‐aryl‐8,9‐dihydro‐3H‐chromeno[2,3‐d]pyrimidine‐4,6(5H,7H)‐diones 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, 5l, 5m, 5n, 5o, 5p, 5q, 5r, 5s, 5t, 5u were designed and easily synthesized via a tandem aza‐Wittig reaction. Treatment of iminophosphorane 3 with 4‐chlorophenyl iso‐cyanate gave carbodiimide 4, which reacted with phenols to provide the title compounds in 50–73% isolated yields. All compounds 3 and 5 were confirmed by infrared, 1H‐NMR, mass spectra, and elemental analysis, and compound 5a was further analyzed by single‐crystal X‐ray diffraction, and the title compounds were synthesized with the purpose of bringing in some new chemical and biological interests.

  DOI：

  10.1002/jhet.2183
• 作为产物：
  描述：

  氰乙酸乙酯 在 potassium fluoride dihydrate 作用下， 以 乙二醇 为溶剂， 反应 6.0h， 生成 ethyl 2-amino-5-oxo-4,7-diphenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate
  参考文献：
  名称：

  Synthesis of Novel 2-Aryloxy-3-(4-chlorophenyl)-8-substituted-5-aryl-8,9-dihydro-3H-chromeno[2,3-d]pyrimidine-4,6(5H,7H)-dione Derivatives

  摘要：

  Twenty‐one novel 2‐aryloxy‐3‐(4‐chlorophenyl)‐8‐substituted‐5‐aryl‐8,9‐dihydro‐3H‐chromeno[2,3‐d]pyrimidine‐4,6(5H,7H)‐diones 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, 5l, 5m, 5n, 5o, 5p, 5q, 5r, 5s, 5t, 5u were designed and easily synthesized via a tandem aza‐Wittig reaction. Treatment of iminophosphorane 3 with 4‐chlorophenyl iso‐cyanate gave carbodiimide 4, which reacted with phenols to provide the title compounds in 50–73% isolated yields. All compounds 3 and 5 were confirmed by infrared, 1H‐NMR, mass spectra, and elemental analysis, and compound 5a was further analyzed by single‐crystal X‐ray diffraction, and the title compounds were synthesized with the purpose of bringing in some new chemical and biological interests.

  DOI：

  10.1002/jhet.2183

文献信息

• Sharanin, Yu. A.; Promonenkov, V. K.; Sharanina, L. G., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, p. 544 - 548
  作者：Sharanin, Yu. A.、Promonenkov, V. K.、Sharanina, L. G.

  DOI：——

  日期：——
• Sharanina, L. G.; Nesterov, V. N.; Klokol, G. V., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, # 6, p. 1185 - 1191
  作者：Sharanina, L. G.、Nesterov, V. N.、Klokol, G. V.、Rodinovskaya, L. A.、Shklover, V. E.、et al.

  DOI：——

  日期：——
• SHARANIN, YU. A.;PROMONENKOV, V. K.;SHARANINA, L. G., ZH. ORGAN. XIMII, 1982, 18, N 3, 625-629
  作者：SHARANIN, YU. A.、PROMONENKOV, V. K.、SHARANINA, L. G.

  DOI：——

  日期：——
• SHARANINA, L. G.;NESTEROV, V. N.;KLOKOL, G. V.;RODINOVSKAYA, L. A.;SHKLOV+, ZH. ORGAN. XIMII, 1986, 22, N 6, 1315-1322
  作者：SHARANINA, L. G.、NESTEROV, V. N.、KLOKOL, G. V.、RODINOVSKAYA, L. A.、SHKLOV+

  DOI：——

  日期：——
• Synthesis of Novel 2-Aryloxy-3-(4-chlorophenyl)-8-substituted-5-aryl-8,9-dihydro-3<i>H</i>-chromeno[2,3-<i>d</i>]pyrimidine-4,6(5<i>H</i>,7<i>H</i>)-dione Derivatives
  作者：Zhong-Xia Wang、Li-Zhuang Chen、Fang-Ming Wang、Bei Li、Guang-Fan Han

  DOI：10.1002/jhet.2183

  日期：2015.5

  Twenty‐one novel 2‐aryloxy‐3‐(4‐chlorophenyl)‐8‐substituted‐5‐aryl‐8,9‐dihydro‐3H‐chromeno[2,3‐d]pyrimidine‐4,6(5H,7H)‐diones 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, 5l, 5m, 5n, 5o, 5p, 5q, 5r, 5s, 5t, 5u were designed and easily synthesized via a tandem aza‐Wittig reaction. Treatment of iminophosphorane 3 with 4‐chlorophenyl iso‐cyanate gave carbodiimide 4, which reacted with phenols to provide the title compounds in 50–73% isolated yields. All compounds 3 and 5 were confirmed by infrared, 1H‐NMR, mass spectra, and elemental analysis, and compound 5a was further analyzed by single‐crystal X‐ray diffraction, and the title compounds were synthesized with the purpose of bringing in some new chemical and biological interests.