First ultrasound-mediated one-pot synthesis of N-substituted amides

Abstract

Ultrasound irradiation, an efficient and innocuous technique of reagent activation for synthesizing organic compounds, has been applied with success to transform seven carboxylic acids to fourteen secondary amides in good to excellent yields. The reaction has worked well either with aryl or alkyl carboxylic acids as well as with aromatic or aliphatic amines. This methodology is expeditious and reliable for preparing secondary carboxamides which in many cases are embedded in the C-5 side-chain of 1,2,4-oxadiazoles (14, 15, 17-27). The elemental analyses of new compounds (19-27) in conjunction with the spectral data of all synthesized amides gave an idea about their structures, while the crystallographic data of one of the compounds (26) supplied information concerning the configurational behavior of the amidic part and also the conformational aspect of the entire molecule in the crystalline state.

A novel 3-acetoxy-2-methyl-N-(4-methoxyphenyl)benzamide: Molecular structural describe, antioxidant activity with use X-ray diffractions and DFT calculations

“…peptides and proteins) [1][2][3][4][5][6][7][8][9] and potential drug compounds that contain an amide bond [10][11][12][13], such as acetaminophen (analgesic), lidocaine (Xylocaine, local anaesthetic) loperamide (Imodium AD, anti-diarrheal) [1,2], atorvastatin (cholesterollowering) [14], lisinopril (inhibitor of angiotensin converting enzyme) [15], valsartan (blockade of angiotensin-II receptors) [16], and diltiazem (calcium channel blocker used in the treatment of angina and hypertension) [17]. Amides represent an important class of compounds found in numerous bioactive products such as sorafenib [18], lipitor [19] and vyvanse [20], which have been widely used for the treatment of cancer, hypercholesterolemia, and juvenile hyperactivity, respectively [21].…”

Green synthesis of 4-methoxybenzylidene thiazole derivatives using potassium carbonate as base under ultrasound irradiation

“…[23][24][25] Ultrasound irradiation, an efficient and innocuous technique for reagent activation in the synthesis of organic compounds, and in particular heterocyclic compounds, has been applied with success, and generates products in good to excellent yields. [26][27][28] Ultrasound-promoted synthesis has attracted much attention during the past few decades. One advantage of using cavitation as an energy source to promote organic reactions includes shorter reaction times.…”

Ultrasound‐assisted Synthesis of Novel Pyrazole and Pyrimidine Derivatives as Antimicrobial Agents

“…During the cavitation process, cavitation induces very high local temperatures and pressure inside the bubbles and enhances mass transfer and turbulent flow in the liquid. This method has been considered as a clean and convenient in organic synthesis compared with traditional methods .…”