Regioselective Synthesis of Novel Fused Sulphonamide Derivatives Utilizing Microwave Irradiation

Author(s): Asmaa M. Fahim*

Journal Name: Current Microwave Chemistry

Volume 5 , Issue 1 , 2018

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Graphical Abstract:


Background: This paper describes the synthesis of novel fused heterocycles from the reaction 2-Bromo-N-(phenyl sulfonyl) acetamide derivatives with nitrogen nucleophilic reagents were carried out under microwave radiation and conventional heating. The synthesized compounds are excellent utilizing microwave irradiation rather than conventional heating.

Methods: Synthesis of sulfonamide derivatives was carried out under microwave radiation and conventional heating.

Results: Schotten-Baumann reaction for the synthesis of Bromo-N-(phenyl sulfonyl) acetamide derivatives by treatment of sulfonyl chloride derivatives with 2-bromoacetamide in pyridine. Reactivity of Bromo-N-(phenyl sulfonyl)acetamide derivatives towards urea derivatives to afford the corresponding aminothiazole and aminooxazole derivatives, benzofused heterocyclic derivatives.

Conclusion: In this investigation, we have synthesized novel aminothiazole, amino oxazole, benzo[e] [1,3]oxazin, benzo[e][1,3]thiazin, quinazoline-2-yl, (pyridine-4-ylamino)acetamide, 2-(benzo[d]thiazole- 2-ylthio) and 2-((1H-benzo[d]imidazol-2-yl)thio) derivatives incorporating sulphonamide moiety utilizing Microwave irradiation and Conventional heating. The products were obtained under microwave reaction in excellent yields in a short reaction time.

Keywords: Sulfonamide, thermal heating, microwave irradiation, heterocycles, benzofused heterocyclic, nucleophilic.

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Article Details

Year: 2018
Published on: 30 April, 2018
Page: [4 - 12]
Pages: 9
DOI: 10.2174/2213335604666171110172524
Price: $25

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