6-乙酰基-5-(4-氯苯基)-1,3,7-三甲基-5,8-二氢吡啶并[2,3-d]嘧啶-2,4(1h,3h)-二酮 | 838845-69-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 中文名称: 6-乙酰基-5-(4-氯苯基)-1,3,7-三甲基-5,8-二氢吡啶并[2,3-d]嘧啶-2,4(1h,3h)-二酮
• 英文名称: 6-acetyl-5-(4-chloro-phenyl)-1,3,7-trimethyl-5,8-dihydro-1H-pyrido[2,3-d]pyrimidine-2,4-dione
• 英文别名: 6-Acetyl-5-(4-chlorophenyl)-1,3,7-trimethyl-5,8-dihydropyrido[2,3-D]pyrimidine-2,4(1H,3H)-dione；6-acetyl-5-(4-chlorophenyl)-1,3,7-trimethyl-5,8-dihydropyrido[2,3-d]pyrimidine-2,4-dione
• CAS: 838845-69-5
• 化学式: C₁₈H₁₈ClN₃O₃
• 分子量: 359.812
• InChiKey: ZWRBYANSZDSCGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  69.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-二甲基-6-氨基脲嘧啶 、 4-氯苯甲醛 、 乙酰丙酮 在 硫脲-S,S-二氧化物 作用下， 以 水 为溶剂， 反应 8.0h， 以94%的产率得到6-乙酰基-5-(4-氯苯基)-1,3,7-三甲基-5,8-二氢吡啶并[2,3-d]嘧啶-2,4(1h,3h)-二酮
  参考文献：
  名称：

  Thiourea dioxide in water as a recyclable catalyst for the synthesis of structurally diverse dihydropyrido[2,3-d]pyrimidine-2,4-diones

  摘要：

  A series of dihydropyrido[2,3-d]pyrimidine-2,4-diones derivatives were synthesized by the three-component reaction of 6-amino-1,3-dimethyl uracil, aromatic aldehydes, and 1,3-dicarbonyl compound catalyzed by thiourea dioxide in aqueous media. Importantly, the aqueous layer containing thiourea dioxide could be reused for several runs without significant loss in catalytic activity. This method provided several advantages such as inexpensive, recyclable catalyst, easier work-up, milder reaction conditions and environmental benign nature. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.03.037

文献信息

• Dihydropyrido[2,3-d]pyrimidines as a new class of antileishmanial agents
  作者：Anu Agarwal、Ramesh、Ashutosh、Neena Goyal、Prem M.S. Chauhan、Suman Gupta

  DOI：10.1016/j.bmc.2005.07.043

  日期：2005.12

  A series of dihydropyrido[2,3-d]pyrimidines have been synthesized and screened for its in vitro antileishmanial activity profile in promastigote and amastigote models. Compounds 2a-2l have shown 83-100% inhibition against promastigotes and 79-100% inhibition against amastigotes at a concentration of 50 mu g/mL. (c) 2005 Elsevier Ltd. All rights reserved.
• First Report on the Abnormal Dearylation/Alkylation Reaction in One‐Pot Hantzch Synthesis with 6‐Amino‐1,3‐Dimethyl Uracil
  作者：Anu Agarwal、Prem M. S. Chauhan

  DOI：10.1081/scc-200043171

  日期：2004.1

  First report on the abnormal dearylation/dealkylation reaction occurring during dehydrogenation in one-pot, three-component condensation of dihydropyrido[2,3-d]pyrimidines.
• Thiourea dioxide in water as a recyclable catalyst for the synthesis of structurally diverse dihydropyrido[2,3-d]pyrimidine-2,4-diones
  作者：Sanny Verma、Suman L. Jain

  DOI：10.1016/j.tetlet.2012.03.037

  日期：2012.5

  A series of dihydropyrido[2,3-d]pyrimidine-2,4-diones derivatives were synthesized by the three-component reaction of 6-amino-1,3-dimethyl uracil, aromatic aldehydes, and 1,3-dicarbonyl compound catalyzed by thiourea dioxide in aqueous media. Importantly, the aqueous layer containing thiourea dioxide could be reused for several runs without significant loss in catalytic activity. This method provided several advantages such as inexpensive, recyclable catalyst, easier work-up, milder reaction conditions and environmental benign nature. (C) 2012 Elsevier Ltd. All rights reserved.