3-(Diethylamino)-3-oxopropanoyl chloride | 87039-69-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(Diethylamino)-3-oxopropanoyl chloride
• CAS: 87039-69-8
• 化学式: C₇H₁₂ClNO₂
• 分子量: 177.631
• InChiKey: CCOLSDOBEPIOGP-UHFFFAOYSA-N

物化性质

• 沸点：
  246.5±23.0 °C(Predicted)
• 密度：
  1.131±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(Diethylamino)-3-oxopropanoyl chloride 在 吡啶 、 sodium hydroxide 、 盐酸羟胺 作用下， 以 乙醇 、 1,2-二氯乙烷 为溶剂， 反应 31.0h， 生成 3-(Diethylamino)-5-[2'-methoxy-4'-(4-cyanobutoxy)phenyl]isoxazole
  参考文献：
  名称：

  Disoxaril-related 3-(diethylamino)-5-phenylisoxazoles

  摘要：

  Previous research has shown that 3-(dialkylamino)-5-phenylisoxazoles possessing a compact structure were active against HRV-2 and, consequently, presented a type B activity. In this paper, 3-(diethylamino)-5-phenylisoxazoles, which are structurally more elongated and related to Disoxaril, were synthesized in view to attempt type A activity against HRV-14. Unfortunately, all tested compounds were devoid of activity against HRV-14 (and HIV-1) of exhibited great toxicity. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(00)00002-1
• 作为产物：
  描述：

  N,N-diethylmalonamic acid 在 五氯化磷 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 3-(Diethylamino)-3-oxopropanoyl chloride
  参考文献：
  名称：

  1,2-Fused pyrimidines VII. 3-(Dialkylamino)-1H-pyrimido[1,2-a]quinolin-1-ones and 2-(dialkylamino)-4H-pyrimido[2,1-a]isoquinolin-4-ones as antiplatelet compounds

  摘要：

  A number of 3-(dialkylamino)-1H-pyrimido[1,2-a]quinolin-1 ones 3 and 2-(dialkylamino)-4H-pyrimido [2,1-a]isoquinolin-4-ones 4 were prepared by treating the corresponding chloro derivatives with an excess of dialkylamines. The highest in vitro antiplatelet activity was obtained when the dialkylamino substituent was 1-piperazinyl (compounds 3g and 4e). The novel 2-(1-piperazinyl)-4H-pyrido[ ,2-a]pyrimidin-4-one 2a was also prepared by an analogous procedure, which resulted in the most active compound towards all the platelet aggregation inducers used (ADP, collagen, A 23187). Moreover, some examples of 1-(dialkylamino)-3H pyrimido[l,2-a]quinolin-3-ones 5 and 4-(dialkylamino)-2H-pyrimido[2,1-a]isoquinolin-2-ones 6 were also obtained (together with negligible or lower amounts of the corresponding isomers 3 and 4, respectively) from the cyclocondensation of the appropriate ethyl N,N-dialkylmalonamate/phosphorus oxychloride reagents 13 with 2-aminoquinoline or 1-aminoisoquinoline. These;latter compounds showed a rather low antiplatelet activity.

  DOI：

  10.1016/0223-5234(96)88206-7

文献信息

• Cleavage of silicon-nitrogen bonds by acid chlorides: an unusual synthetic route to amides
  作者：James R. Bowser、Pamela J. Williams、Kenneth Kurz

  DOI：10.1021/jo00170a050

  日期：1983.11
• BOWSER, J. R.;WILLIAMS, P. J.;KURZ, K., J. ORG. CHEM., 1983, 48, N 22, 4111-4113
  作者：BOWSER, J. R.、WILLIAMS, P. J.、KURZ, K.

  DOI：——

  日期：——
• 1,2-Fused pyrimidines VII. 3-(Dialkylamino)-1H-pyrimido[1,2-a]quinolin-1-ones and 2-(dialkylamino)-4H-pyrimido[2,1-a]isoquinolin-4-ones as antiplatelet compounds
  作者：M Di Braccio、G Roma、G Leoncini

  DOI：10.1016/0223-5234(96)88206-7

  日期：1995.1

  A number of 3-(dialkylamino)-1H-pyrimido[1,2-a]quinolin-1 ones 3 and 2-(dialkylamino)-4H-pyrimido [2,1-a]isoquinolin-4-ones 4 were prepared by treating the corresponding chloro derivatives with an excess of dialkylamines. The highest in vitro antiplatelet activity was obtained when the dialkylamino substituent was 1-piperazinyl (compounds 3g and 4e). The novel 2-(1-piperazinyl)-4H-pyrido[ ,2-a]pyrimidin-4-one 2a was also prepared by an analogous procedure, which resulted in the most active compound towards all the platelet aggregation inducers used (ADP, collagen, A 23187). Moreover, some examples of 1-(dialkylamino)-3H pyrimido[l,2-a]quinolin-3-ones 5 and 4-(dialkylamino)-2H-pyrimido[2,1-a]isoquinolin-2-ones 6 were also obtained (together with negligible or lower amounts of the corresponding isomers 3 and 4, respectively) from the cyclocondensation of the appropriate ethyl N,N-dialkylmalonamate/phosphorus oxychloride reagents 13 with 2-aminoquinoline or 1-aminoisoquinoline. These;latter compounds showed a rather low antiplatelet activity.
• Disoxaril-related 3-(diethylamino)-5-phenylisoxazoles
  作者：Mauro Mazzei、Ramona Dondero、Bernardetta Ledda、Francesca Demontis、Laura Vargiu

  DOI：10.1016/s0014-827x(00)00002-1

  日期：2000.2

  Previous research has shown that 3-(dialkylamino)-5-phenylisoxazoles possessing a compact structure were active against HRV-2 and, consequently, presented a type B activity. In this paper, 3-(diethylamino)-5-phenylisoxazoles, which are structurally more elongated and related to Disoxaril, were synthesized in view to attempt type A activity against HRV-14. Unfortunately, all tested compounds were devoid of activity against HRV-14 (and HIV-1) of exhibited great toxicity. (C) 2000 Elsevier Science S.A. All rights reserved.