40891-07-4Relevant articles and documents
Efficient synthesis of symmetrical bisamides catalyzed by reusable hydroxyapatite
Ramachandran, Gurusamy,Saraswathi, Ramachandran,Kumarraja, Mayilvasagam,Govindaraj, Palsamy,Subramanian, Thirumeni
, p. 216 - 222 (2018)
Efficient synthesis of symmetrical bisamides is achieved by hydroxyapatite catalyst. Hydroxyapatite catalyzes the reaction between aldehydes and amides to afford bisamides at reflux conditions in 87–95% yields in acetonitrile medium. The catalyst is readily recovered and reused at least three times without loss in its catalytic activity. This method is noteworthy that, symmetrical bisamides are synthesized by fast, simple, effective, and environmentally benign heterogeneous protocol.
Synthesis, characterization and application of nano-N,N,N′,N′-tetramethyl-N-(silica-n-propyl)-N′-sulfo-ethane-1,2-diaminium chloride as a highly efficient catalyst for the preparation of N,N′-alkylidene bisamides
Zare, Abdolkarim,Sadeghi-Takallo, Masoud,Karami, Mostafa,Kohzadian, Alireza
, p. 2999 - 3018 (2019/03/13)
Abstract: A novel mesoporous nanomaterial, namely nano-N,N,N′,N′-tetramethyl-N-(silica-n-propyl)-N′-sulfo-ethane-1,2-diaminium chloride (nano-[TSPSED][Cl]2), was prepared, and characterized using Fourier-transform infrared spectroscopy (FT-IR), energy-dispersive X-ray spectroscopy (EDS), field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), adsorption/desorption porosimetry (BET, Langmuir, BJH and adsorption/desorption isotherm), thermal gravimetric (TG), differential thermal gravimetric (DTG) and X-ray diffraction (XRD) analyses. Afterward, nano-[TSPSED][Cl]2 was used as a highly efficient and recyclable nanocatalyst for the condensation reaction of primary amides (2 eq.) with arylaldehydes (1 eq.) under solvent-free conditions to afford N,N′-alkylidene bisamides in high yields and in short times. Graphical abstract: [Figure not available: see fulltext.].
N,N,N′,N′-tetramethylethylene-diaminium-N,N′-disulfonic acid trifluoroacetate and pyridinium-N-sulfonic acid hydrogen sulfate as highly effective dual-functional catalysts for the preparation of N,N′-alkylidene bisamides
Kordrostami, Zahra,Zare, Abdolkarim,Karami, Mostafa
, (2019/08/20)
In this research, Br?nsted-acidic ionic liquids N,N,N′,N′-tetramethylethylene-diaminium-N,N′-disulfonic acid trifluoroacetate ([TMEDSA][TFA]2) and pyridinium-N-sulfonic acid hydrogen sulfate ([Py-SO3H][HSO4]) have been introduced as dual-functional catalysts for the green, simple and effective preparation of N,N′-alkylidene bisamides by the reaction of primary amides (2 eq.) with arylaldehydes (1 eq.) under solvent-free conditions. The reaction results and conditions of the catalysts have been compared with the previously reported ones. [TMEDSA][TFA]2 and [Py-SO3H][HSO4] were superior to the previously reported catalysts in terms of two or more of these factors: Reaction times (10-45 min), yields (86-98%), temperature and the reaction conditions. Additionally, a plausible and attractive mechanism based on dual functionality of the catalysts has been proposed.
Ultrasound-promoted synthesis of symmetrical bisamides by reaction between aromatic aldehydes and amides catalysed by p-toluenesulfonic acid
Pyrzehi-Bakhshani, Raziyeh,Hassanabadi, Alireza
, p. 35 - 37 (2016/01/26)
Reaction between aldehydes and amides catalysed by p-toluenesulfonic acid (p-TSA), under ultrasound irradiation and ambient conditions, gives symmetrical bisamide derivatives in excellent yield and in short time.
An efficient synthesis of bis(indolyl) methanes and N,N′-alkylidene bisamides by Silzic under solvent free conditions
Soliman, Hanan A.,Mubarak, Ahmed Y.,Elmorsy, Saad S.
, p. 353 - 356 (2016/03/16)
An operationally simple and green method for the synthesis of a wide range of bis(indolyl)methanes, and N,N′-alkylidene bisamides under mild conditions, with excellent yields using Silzic, has been developed. This improved method furnishes in good yields bis(indolyl)methanes derivatives starting from indole and aldehydes, or ketones, and N,N′-alkylidene bisamides derivatives starting from acetamide and aldehydes. The catalytic system was reused up to three times with the same efficiency.
Choline peroxydisulfate oxidizing Bio-TSIL: Triple role player in the one-pot synthesis of Betti bases and gem-bisamides from aryl alcohols under solvent-free conditions
Gadilohar, Balu L.,Kumbhar, Haribhau S.,Shankarling, Ganapati S.
, p. 4647 - 4657 (2015/06/16)
The one-pot, multicomponent solvent-free synthesis of Betti bases (amidoalkyl naphthols) and gem-bisamides directly from alcohol is proposed by an eco-friendly approach using a new environmentally benign, biodegradable, oxidizing, and task-specific ionic liquid (bio-TSIL), namely, choline peroxydisulfate monohydrate (ChPS) 1. Choline bisulphate (ChBS) 2 reduced species is then generated in situ from 1, which catalyses the formation of the desired products in a shorter reaction time with good to excellent yields. This bio-TSIL 1 plays a triple role as an oxidant, catalyst and solvent. It is easily recycled and can be reused five times.
Synthesis of symmetrical N,N′-alkylidene bis-amides catalyzed by silica coated magnetic NiFe2O4 nanoparticle supported polyphosphoric acid (NiFe2O4@SiO2-PPA) and its application toward silver nanopart
Maleki, Behrooz,Baghayeri, Mehdi
, p. 79746 - 79758 (2015/10/06)
A green and efficient procedure for the synthesis of N,N′-alkylidene bis-amide derivatives has been developed by one-pot condensation of aldehydes and amides in the presence of a magnetic supported acid catalyst NiFe2O4@SiO2/su
Synthesis of a 3D-network polymer supported Bronsted acid ionic liquid based on calix[4]resorcinarene via two post-functionalization steps: A highly efficient and recyclable acid catalyst for the preparation of symmetrical bisamides
Mouradzadegun, Arash,Elahi, Somayeh,Abadast, Fatemeh
, p. 31239 - 31248 (2014/08/05)
In this work, for the first time, a 3D-network polymer-supported Bronsted acid ionic liquid was synthesized via two post-functionalization steps. Initially, the active homogeneous catalyst was chemically immobilized onto a polymeric support based on calix[4]resorcinarene by silylation of the hydroxyl groups to form a cationic polymer that contains imidazolium moieties. The formation of this cationic polymer was confirmed by elemental analysis, scanning electron microscopy (SEM), thermal gravimetric analysis (TGA) and derivative thermogravimetric (DTG) analysis. Subsequently, HSO4 anion was incorporated into the polymer along the imidazolium pendant groups via a well-known ion exchange reaction. Elemental analysis data revealed that the cationic polymer was conveniently loaded with the desired Bronsted acid anion; therefore, it provides a novel heterogeneous acid catalyst for achieving synthetic goals. The immobilized acidic ionic liquid effectively catalyzed the one-pot synthesis of symmetrical bisamides by the multicomponent condensation of two moles of amides with aldehydes. Interestingly, the catalyst exhibited a high turnover number (TON) and turnover frequency (TOF), which were even comparable with that of H2SO4. The unique features of this catalyst, such as superior thermal stability, recyclability, excellent catalytic activity in terms of yield and reaction time, high turnover number and turnover frequency, are potentially important for the applications of this catalyst in the industry. This journal is the Partner Organisations 2014.
Synthesis of N,N'-arylidene bisamides using stannic chloride pentahydrate as catalyst
Liu, Di,Gao, Jun
, p. 3238 - 3240 (2014/07/22)
An efficient one-pot synthesis of N,N'-alkylidene bisamides is accomplished by a condensation reaction of aromatic aldehydes and amines under solvent-free conditions in the presence of stannic chloride pentahydrate. This method has the advantages of mild reaction conditions, lack of special apparatus and toxic organic reagent, simple work-up, cost efficiency and environment friendly.
