scholarly journals Fast synthesis of amides from ethyl salicylate under microwave radiation in a solvent-free system

RSC Advances ◽  
2017 ◽  
Vol 7 (89) ◽  
pp. 56566-56574 ◽  
Author(s):  
Rafaely N. Lima ◽  
Valdenizia R. Silva ◽  
Luciano de S. Santos ◽  
Daniel P. Bezerra ◽  
Milena B. P. Soares ◽  
...  

In this study, amide bond formation, one of the most important reaction in organic chemistry, it was evaluated using ethyl salicylate and ten different primary amines under microwave radiation in a free-solvent system.

2020 ◽  
Vol 7 (1) ◽  
pp. 50-59
Author(s):  
Kantharaju Kamanna ◽  
S.Y. Khatavi ◽  
P.B. Hiremath

Background: Amide bond plays a key role in medicinal chemistry, and the analysis of bioactive molecular database revealed that the carboxamide group appears in more than 25% of the existing database drugs. Typically amide bonds are formed from the union of carboxylic acid and amine; however, the product formation does not occur spontaneously. Several synthetic methods have been reported for amide bond formation in literature. Present work demonstrated simple and eco-friendly amide bond formation using carboxylic acid and primary amines through in situ generation of O-acylurea. The reaction was found to be more efficient, faster reaction rate; simple work-up gave pure compound isolation in moderate to excellent yield using microwave irradiation as compared to conventional heating. Methods: Developed one-pot synthesis of amide compounds using agro-waste derived greener catalyst under microwave irradiation. Results: Twenty amide bond containing organic compounds are synthesized from carboxylic acid with primary amine catalyzed by agro-waste derived medium under microwave irradiation. First, the reaction involved carboxylic acid activation using EDC.HCl, which is the required base for the neutralization and coupling. The method employed natural agro-waste derived from banana peel ash (WEB) for the coupling gave target amide product without the use of an external organic or inorganic base. Conclusion: In the present work, we demonstrated that agro-waste extract is an alternative greener catalytic medium for the condensation of organic carboxylic acid and primary amine under microwave irradiation. The method found several advantages compared to reported methods like solventfree, non-toxic, cheaper catalyst, and simple reaction condition. The final isolated product achieved chromatographically pure by simple recrystallization and did not require further purification.


RSC Advances ◽  
2015 ◽  
Vol 5 (95) ◽  
pp. 77658-77661 ◽  
Author(s):  
D. Thao Nguyen ◽  
Danny C. Lenstra ◽  
Jasmin Mecinović

Cheap, non-toxic and environmentally benign CaI2 catalyses direct amide bond formation between unactivated carboxylic esters and primary amines in excellent yields.


2018 ◽  
Vol 16 (1) ◽  
pp. 30-33
Author(s):  
Ashish Kumar ◽  
Yahya E. Jad ◽  
Ayman El-Faham ◽  
Beatriz G. de la Torre ◽  
Fernando Albericio

A new phosphonium based coupling reagent DEPO-B has been synthesized from 5- (hydroxyimino)-1,3-dimethylpyrimidine-2,4,6 (1H,3H,5H)-trione (Oxyma B) and diethyl chlorophosphate in presence of base. It is a solid material and the hydrolytic stability and solubility was evaluated for confirming its capability for usage in automated peptide synthesizer.


2014 ◽  
Vol 11 (4) ◽  
pp. 592-604 ◽  
Author(s):  
Natalia Lukasik ◽  
Ewa Wagner-Wysiecka

2017 ◽  
Vol 15 (30) ◽  
pp. 6367-6374 ◽  
Author(s):  
Song-Lin Zhang ◽  
Hai-Xing Wan ◽  
Zhu-Qin Deng

A detailed computational study is presented on the reaction mechanism of ynamide-mediated condensation of carboxylic acids with amines to produce amides, which elucidates the reactivity pattern of the coupling reagent ynamide and discloses crucial bifunctional catalytic effects of the carboxylic acid substrate during aminolysis.


Author(s):  
Truong Thanh Tung ◽  
John Nielsen

Herein, we report the green, expedite, and practically simple protocol for direct coupling of carboxylate salts and ammonium salts under ACN/H2O conditions at room temperature without the addition of tertiary...


RSC Advances ◽  
2018 ◽  
Vol 8 (60) ◽  
pp. 34370-34373 ◽  
Author(s):  
Mhamed Benaissa ◽  
Abdullah M. Alhanash ◽  
Ahmed T. Mubarak ◽  
Morad Eissa ◽  
Taher Sahlabji ◽  
...  

Total conversion of cyclohexene to cyclohexane was achieved in a liquid phase hydrogenation reaction at room temperature, 1 atm H2 pressure and solvent-free system.


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