Ultrasound-Assisted Expeditious Synthesis of Thioxoimidazolidinone-Chromone Conjugates, followed by Investigation of Dual Role of TBN as a Radical Nitrating Agent and Desulfurizing Agent toward the Preparation of β-Nitro Imidazolidine-Chromone Conjug

A novel and efficient "on water" mediated, catalyst-free ultrasound-assisted synthesis of thioxoimidazolidinone-chromone conjugates, followed by the synthesis of β-nitro imidazolidine-chromone conjugates, has been reported in our study. The key aspect of this protocol includes the dual role of TBN. Mechanistic studies suggested that TBN first acts as a desulfurizing agent and then as a radical nitrating agent. In addition, we also carried out an extension of our work, i.e., derivatization of the nitro functionality of β-nitro imidazolidine-chromone conjugates using tosylhydrazine. The use of readily available starting materials, catalyst-free greener solvent, and simple reaction conditions are the major advantages of this strategy.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-04-27
DOI
https://doi.org/10.1021/acs.joc.6c00229
Primary Topic
Synthesis of Organic Compounds
Type
article
Field-Weighted Citation Impact
0.00

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article

Ultrasound-Assisted Expeditious Synthesis of Thioxoimidazolidinone-Chromone Conjugates, followed by Investigation of Dual Role of TBN as a Radical Nitrating Agent and Desulfurizing Agent toward the Preparation of β-Nitro Imidazolidine-Chromone Conjug

Chhanda Mukhopadhyay, Subham Mandal, Supratim Das, Biswadip Dutta
The Journal of Organic Chemistry
Synthesis of Organic Compounds
article

Ultrasound-Assisted Expeditious Synthesis of Thioxoimidazolidinone-Chromone Conjugates, followed by Investigation of Dual Role of TBN as a Radical Nitrating Agent and Desulfurizing Agent toward the Preparation of β-Nitro Imidazolidine-Chromone Conjug

Chhanda Mukhopadhyay, Subham Mandal, Supratim Das, Biswadip Dutta
article en

Abstract

A novel and efficient "on water" mediated, catalyst-free ultrasound-assisted synthesis of thioxoimidazolidinone-chromone conjugates, followed by the synthesis of β-nitro imidazolidine-chromone conjugates, has been reported in our study. The key aspect of this protocol includes the dual role of TBN. Mechanistic studies suggested that TBN first acts as a desulfurizing agent and then as a radical nitrating agent. In addition, we also carried out an extension of our work, i.e., derivatization of the nitro functionality of β-nitro imidazolidine-chromone conjugates using tosylhydrazine. The use of readily available starting materials, catalyst-free greener solvent, and simple reaction conditions are the major advantages of this strategy.

The Journal of Organic ChemistryVol. 91(18)
University of Calcutta (IN), Indian Association for the Cultivation of Science (IN)
University Grants Commission, University of Calcutta
Openalex Percentile: Top 16%
Synthesis of Organic Compounds
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