Green and Facile Reaction of Gabapentin with Sulfonyl Chlorides to Synthesize Lactams and Sulfonamides Derivatives in Aqueous Medium

Author(s): Erum Akbar Hussain, Nosheen Kanwal, Islam Ullah Khan*, Sadaf Mutahir*, Muhammad Asim Khan, Maqsood Ahmed, Arshad Mahmood, Onur Sahin, Mehmet Akkurt, Muhammad Yar.

Journal Name: Letters in Organic Chemistry

Volume 15 , Issue 3 , 2018

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Abstract:

In the current research, a facile and green one pot synthesis of new gabapentin-lactams (G2-G8) has been achieved by reacting gabapentin (G1) with a variety of sulfonyl chlorides. The new lactamization protocol is furnished under the green solvent i.e., water and reaction was completed in a short period of time by just stirring at room temperature. Whereas in some cases, annulation could not happen and furnished un-cyclized sulfonamide products (G9-G12). The structures of the targeted compounds were established by elemental analysis, FT-IR, 1H-NMR and mass spectrometry. The crystals of some new lactams (G2, G3, G4, and G8) were also evaluated by single crystal X-ray diffraction.

Keywords: Crystal structure, facile reaction, gabapentin, green synthesis, lactams, sulfonamides.

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Article Details

VOLUME: 15
ISSUE: 3
Year: 2018
Page: [163 - 170]
Pages: 8
DOI: 10.2174/1570178614666170907143340
Price: $65

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