3-(3-oxobutyl)-3H-quinazolin-4-one | 84671-75-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(3-oxobutyl)-3H-quinazolin-4-one
• 英文别名: 4-(3-oxoquinazolinyl) butan-2-one；3-(3-oxobutyl)-4(3H)-quinazolone；3-(3-oxo-butyl)-3H-quinazolin-4-one；3-(3-Oxo-butyl)-3H-chinazolin-4-on；4(3h)-Quinazolinone,3-(3-oxobutyl)-；3-(3-oxobutyl)quinazolin-4-one
• CAS: 84671-75-0
• 化学式: C₁₂H₁₂N₂O₂
• mdl: MFCD18839968
• 分子量: 216.239
• InChiKey: KXOGKJFLBKOXCH-UHFFFAOYSA-N

物化性质

• 熔点：
  122-123 °C
• 沸点：
  394.2±44.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  49.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3-oxobutyl)-3H-quinazolin-4-one 在 tetraphosphorus decasulfide 作用下， 以 吡啶 为溶剂， 反应 9.0h， 以45%的产率得到3-(3-oxobutyl)-quinazoline-4(3H)-thione
  参考文献：
  名称：

  Extrusion reactions-VI

  摘要：

  DOI：

  10.1016/s0040-4020(01)91329-8
• 作为产物：
  描述：

  丙二酸二乙酯 在 magnesium ethylate 、 苯 作用下， 生成 3-(3-oxobutyl)-3H-quinazolin-4-one
  参考文献：
  名称：

  AN ANTIMALARIAL ALKALOID FROM HYDRANGEA. XV. SYNTHESIS OF 5-, 6-, 7-, AND 8-DERIVATIVES WITH TWO IDENTICAL SUBSTITUENTS

  摘要：

  DOI：

  10.1021/jo01135a015

文献信息

• Synthesis of a piperidone model compound and revision of the structures of jenamidines A to C
  作者：Barry B. Snider、Jeremy R. Duvall、Isabel Sattler、Xueshi Huang

  DOI：10.1016/j.tetlet.2004.07.055

  日期：2004.8

  anhydride (5) provided the unstable product 6, for which the NMR spectral data are quite different from those reported for the ring system of jenamidine A. This suggests that the proposed structures 1 to 3 of jenamidines A to C should be revised to 8 to 10.

  2,3-二氢-4-吡啶酮（4）与异戊酸酐（5）的反应提供了不稳定的产物6，其NMR光谱数据与报告的啶A的环状体系完全不同。拟议中的A至C的结构1至3应该修改为8至10。
• Singh, Paramjit; Deep, Kanval; Singh, Harjit, Journal of Chemical Research, Miniprint, 1984, # 3, p. 636 - 650
  作者：Singh, Paramjit、Deep, Kanval、Singh, Harjit

  DOI：——

  日期：——
• Structure Reassignment and Synthesis of Jenamidines A₁/A₂, Synthesis of (+)-NP25302, and Formal Synthesis of SB-311009 Analogues
  作者：Jeremy R. Duvall、Fanghui Wu、Barry B. Snider

  DOI：10.1021/jo061650+

  日期：2006.10.1

  and C (8-10). Jenamidines A(1)/A(2) (8) were synthesized from activated proline derivative 43 by conversion to 26 in two steps and 50% overall yield. Acylation of 26 with acid chloride 38d gave 39d, which was deprotected with TFA and then mild base to give 8 in 45% yield from 26. (-)-trans-2,5-Dimethylproline ethyl ester (49) was prepared by the enantioselective Michael reaction of ethyl 2-nitropropionate (51) and methyl vinyl ketone (50) using modified dihydroquinine 60 as the catalyst. Further elaboration converted 49 to natural (+)-NP25302 (12). A Wittig reaction of proline NCA ( 76) with ylide 79 gave 72 as a 9/1 E/Z mixture in 27% yield, completing a one-step formal synthesis of SB-311009 analogues.
• Bal, Mohinder S.; Deep, Kanwal; Singh, Harjit, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, p. 805 - 806
  作者：Bal, Mohinder S.、Deep, Kanwal、Singh, Harjit

  DOI：——

  日期：——
• BAL, MOHINDER, S.;DEEP, KANWAL;SINGH, HARJIT, INDIAN J. CHEM., 1982, 21, N 9, 805-806
  作者：BAL, MOHINDER, S.、DEEP, KANWAL、SINGH, HARJIT

  DOI：——

  日期：——