2,3,4,6,7,8-Hexahydropyrimido[1,2-a]pyrimidine-1-carboxylic acid | 1070774-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2,3,4,6,7,8-Hexahydropyrimido[1,2-a]pyrimidine-1-carboxylic acid
• 英文别名: 2,3,4,6,7,8-hexahydropyrimido[1,2-a]pyrimidine-1-carboxylic acid
• CAS: 1070774-43-4
• 化学式: C₈H₁₃N₃O₂
• 分子量: 183.21
• InChiKey: CIDMARDHMYTTQC-UHFFFAOYSA-N

物化性质

• 沸点：
  329.4±25.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  56.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3,4,6,7,8-Hexahydropyrimido[1,2-a]pyrimidine-1-carboxylic acid 、 苄基吡啶-2-基甲胺 以 氘代乙腈 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  吡啶衍生物与二氧化碳的氧化还原中性无金属三组分羰基化脱芳香化作用。

  摘要：

  吡啶-2-甲胺的TBD（1,3,5-三氮杂双环癸-5-烯）辅助的三组分羰基化是通过CO2作为良性CO替代物记录的。氧化还原中性方法能够以高收率（高达93％）和优异的化学选择性实现稠密官能化的咪唑并吡啶酮。组合的计算和实验研究表明，前所未有的RCOCl / TBD协同作用了二氧化碳的亲电活化。

  DOI：

  10.1002/chem.201904359
• 作为产物：
  描述：

  二氧化碳 、 1,5,7-三氮杂双环[4.4.0]癸-5-烯 以 水 、 乙腈 为溶剂， 反应 20.0h， 生成 2,3,4,6,7,8-Hexahydropyrimido[1,2-a]pyrimidine-1-carboxylic acid
  参考文献：
  名称：

  Study of the carbon dioxide chemical fixation—activation by guanidines

  摘要：

  Fixation of CO2 is one of the most important priorities of the scientific community dedicated to reduce global warming. In this work, we propose new methods for the fixation of CO2 using the guanidine bases tetramethylguanidine (TMG) and 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]-pyrimidine (TBD). In order to understand the reactions occurring during the CO2 fixation and release processes, we employed several experimental methods, including solution and solid-state NMR, FTIR, and coupled TGA-FTIR. Quantum mechanical NMR calculations were also carried out. Based on the results obtained, we concluded that CO2 fixation with both TMG and TBD guanidines is a kinetically reversible process, and the corresponding fixation products have proved to be useful as transcarboxylating compounds. Afterward, CO2 thermal releasing from this fixation product with TBD was found to be an interesting process for CO2 capture and isolation purposes. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.008

文献信息

• BRIDGED METAL COMPLEXES
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP1119575B1

  公开（公告）日：2003-09-03
• US6228794B1
  申请人：——

  公开号：US6228794B1

  公开（公告）日：2001-05-08
• Redox‐Neutral Metal‐Free Three‐Component Carbonylative Dearomatization of Pyridine Derivatives with CO ₂
  作者：Alessandro Cerveri、Stefano Pace、Magda Monari、Marco Lombardo、Marco Bandini

  DOI：10.1002/chem.201904359

  日期：2019.12.2

  methodology enables the realization of densely functionalized imidazo-pyridinones in high yields (up to 93 %) and excellent chemoselectivity. Combined computational and experimental investigations revealed an unprecedented RCOCl/TBD concerted electrophilic activation of carbon dioxide.

  吡啶-2-甲胺的TBD（1,3,5-三氮杂双环癸-5-烯）辅助的三组分羰基化是通过CO2作为良性CO替代物记录的。氧化还原中性方法能够以高收率（高达93％）和优异的化学选择性实现稠密官能化的咪唑并吡啶酮。组合的计算和实验研究表明，前所未有的RCOCl / TBD协同作用了二氧化碳的亲电活化。
• Study of the carbon dioxide chemical fixation—activation by guanidines
  作者：Fernanda Stuani Pereira、Eduardo Ribeiro deAzevedo、Eirik F. da Silva、Tito José Bonagamba、Deuber L. da Silva Agostíni、Alviclér Magalhães、Aldo Eloizo Job、Eduardo R. Pérez González

  DOI：10.1016/j.tet.2008.08.008

  日期：2008.10

  Fixation of CO2 is one of the most important priorities of the scientific community dedicated to reduce global warming. In this work, we propose new methods for the fixation of CO2 using the guanidine bases tetramethylguanidine (TMG) and 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]-pyrimidine (TBD). In order to understand the reactions occurring during the CO2 fixation and release processes, we employed several experimental methods, including solution and solid-state NMR, FTIR, and coupled TGA-FTIR. Quantum mechanical NMR calculations were also carried out. Based on the results obtained, we concluded that CO2 fixation with both TMG and TBD guanidines is a kinetically reversible process, and the corresponding fixation products have proved to be useful as transcarboxylating compounds. Afterward, CO2 thermal releasing from this fixation product with TBD was found to be an interesting process for CO2 capture and isolation purposes. (C) 2008 Elsevier Ltd. All rights reserved.