Abstract

Acetylation and benzoylation reactions of certain aromatic aldehydes, ketones with Vilsmeier-Haack Re- agents using Acetamide and Oxychloride (SOCl2 or POCl3) under conventional (thermal) and non conven- tional [microwave irradiated (MIR), ultrasonic assisted and solvent free mortar pestle (grinding)] conditions. Reactions afforded good to excellent yields of products with both the VH reagents, reaction times were fairly less in the case of [amide/POCl3] than those of [amide/SOCl2] reagent. Reactions are dramatically acceler- ated in under sonicated and microwave irradiations with a trend: MIR (few seconds) >> Sonication (minutes) > Grinding (min) >> thermal (several hrs).

Highlights

  • Acetylation describes a reaction that introduces an acetyl functional group into a chemical compound, while benzoylation introduces a benzoyl group into an organic compound

  • Synthesis in Reflux Condition dehydes, ketones), about 0.015 moles of Vilsmeier-Haack reagent (VH) reagent and solvent dichloro ethane (DCE) were taken in a cleaned in a Round bottom flask and refluxed till the reaction is completed

  • It is of interest to note that orthohydroxy acetophenone (OHAP)

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Summary

Introduction

Acetylation (or ethanoylation in IUPAC nomenclature) describes a reaction that introduces an acetyl functional group into a chemical compound, while benzoylation introduces a benzoyl group into an organic compound. These reactions are included in the category of the most important transformations in Organic Synthesis [1-3]. Acetylation is one of the principal metabolic pathways of the sulfonamides. It is one of the important synthetic bio-transformations which operate in the metabolism of drugs in which metabolites are produced that are more readily excreted than the parent drug. The pattern of modification is found to be the same throughout evolution

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