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Regioselective Synthesis of Novel Fused Sulphonamide Derivatives Utilizing Microwave Irradiation

[ Vol. 5 , Issue. 1 ]

Author(s):

Asmaa M. Fahim*   Pages 4 - 12 ( 9 )

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.

Affiliation:

Department of Green Chemistry, National Research Center Dokki, P.O. Box.12622, Cairo

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