H2O2-Promoted Reactions of Aliphatic Primary Amines with 1,3-Diketones for the Synthesis of 1H-Pyrrol-3(2H)-ones at Ambient Temperature in Water

2014 ◽  
Vol 16 (8) ◽  
pp. 2126-2129 ◽  
Author(s):  
Xi Sun ◽  
Pinhua Li ◽  
Xiuli Zhang ◽  
Lei Wang
ACS Catalysis ◽  
2020 ◽  
Vol 10 (14) ◽  
pp. 7763-7772 ◽  
Author(s):  
Chao Xie ◽  
Jinliang Song ◽  
Manli Hua ◽  
Yue Hu ◽  
Xin Huang ◽  
...  

SPE Journal ◽  
2019 ◽  
Vol 24 (05) ◽  
pp. 2409-2422 ◽  
Author(s):  
Elsayed Abdelfatah ◽  
Paula Berton ◽  
Robin D. Rogers ◽  
Steven L. Bryant

Summary Steam injection is widely used for bitumen recovery. However, steam is not efficient for shallow or thin reservoirs because of heat loss in the wellbore or to surrounding formations. Numerous alternatives have been proposed, including the addition of solvents and replacement of steam with volatile solvents. Here, we describe a new technology that combines nonvolatile ionic liquids (ILs) and waterflooding for bitumen recovery that can deliver high recovery at ambient temperature. Different ILs were designed for complete dispersal/dissolution of bitumen at ambient temperature. The designed ILs were tested in coreflood experiments with high–grade oil–sand ore from Alberta. Two different scenarios were tested: continuous injection of ILs at different injection rates and injection of a slug of ILs followed by water injection. Different slug volumes were tested at a constant injection rate. After ILs injection, the oil sand was removed from the column, and the remaining bitumen was quantified using a modified Dean–Stark method. Viscosity and solid–content measurements of the recovered samples at breakthrough were conducted. Bitumen recovery by the designed ILs can be thought of as a solution mining process. Tuning the physical and chemical properties of the ILs is the most important aspect of achieving the desired interaction with the oil–sand system. Properties of the designed IL depend on the selected cation and anion, and the strength of their intermolecular interaction. Primary amines mixed with the oleic acid chosen for IL1 form a viscous IL that can recover bitumen, leaving a slight amount of bitumen behind, but a large pressure gradient. Changing the cation to tertiary amines produces significantly less–viscous ILs, which completely recover the bitumen in the oil–sand column. Moreover, the cation can be tailored to significantly minimize the fines (clay) migration and viscosity of the recovered bitumen and to provide compatibility with an aqueous phase. In all cases, these recoveries are significant, compared with the currently used technologies. This work proves that bitumen recovery from oil sand is possible at low temperatures by means of a process analogous to solution mining with the design of the proper ILs, in contrast to viscosity–reduction processes achieved by thermal methods. The properties of these ILs can be tuned for different recovery mechanisms. Thus, this work establishes the basis for developing a new class of in–situ recovery processes with high recovery efficiencies and low environmental impact.


2012 ◽  
Vol 14 (21) ◽  
pp. 5502-5505 ◽  
Author(s):  
Ji Hoon Park ◽  
Kyoung Chul Ko ◽  
Eunchul Kim ◽  
Nojin Park ◽  
Ju Hong Ko ◽  
...  

2022 ◽  
Author(s):  
Mahendra K. Sharma ◽  
Christoph Wölper ◽  
Stephan Schulz

Gallaphosphene L(Cl)GaPGaL 1 (L = HC[C(Me)N(2,6-i-Pr2-C6H3)]2) reacts at ambient temperature with a series of polar X−H bonds, i.e. ammonia, primary amines, water, phenol, thiophenol, and selenophenol, selectively with 1,2 addition...


2017 ◽  
Vol 13 ◽  
pp. 428-440 ◽  
Author(s):  
Ramana Sreenivasa Rao ◽  
Chinnasamy Ramaraj Ramanathan

An efficient and alternative synthetic approach has been developed to prepare various N-(arylethyl)piperazine-2,6-diones from 4-benzenesulfonyliminodiacetic acid and primary amines using carbonyldiimidazole in the presence of a catalytic amount of DMAP at ambient temperature. Piperazine-2,6-diones are successfully transformed to pharmaceutically useful pyridopyrazines or pyrazinoisoquinolines and ene-diamides via an imide carbonyl group activation strategy using a Brønsted acid. Subsequent dehydrosulfonylation reactions of the ene-diamides, in a one pot manner, smoothly transformed them to substituted pyrazinones. A concise synthesis of praziquantel (1) has also been achieved through this method.


2015 ◽  
Vol 13 (29) ◽  
pp. 7940-7945 ◽  
Author(s):  
Nachiketa Chatterjee ◽  
Avijit Goswami

A metal and base free synthesis of primary amines has been developed at ambient temperature through ipso amination of diversely functionalized organoboronic acids, employing a combination of [bis(trifluoroacetoxy)iodo]benzene (PIFA)–N-bromosuccinimide (NBS) and methoxyamine hydrochloride as the aminating reagent.


2018 ◽  
Vol 21 (2) ◽  
pp. 341-344 ◽  
Author(s):  
Lyu-Ming Wang ◽  
Kensuke Kobayashi ◽  
Mitsuhiro Arisawa ◽  
Susumu Saito ◽  
Hiroshi Naka

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