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.
Letters in Organic Chemistry
Title:Green and Facile Reaction of Gabapentin with Sulfonyl Chlorides to Synthesize Lactams and Sulfonamides Derivatives in Aqueous Medium
Volume: 15 Issue: 3
Author(s): Erum Akbar Hussain, Nosheen Kanwal, Islam Ullah Khan*, Sadaf Mutahir*, Muhammad Asim Khan, Maqsood Ahmed, Arshad Mahmood, Onur Sahin, Mehmet Akkurt and Muhammad Yar
Affiliation:
- Department of Chemistry, Government College University, Lower Mall Lahore - 54000,Pakistan
- Department of Chemistry, Government College University, Lower Mall Lahore - 54000,Pakistan
Keywords: Crystal structure, facile reaction, gabapentin, green synthesis, lactams, sulfonamides.
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.
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Cite this article as:
Hussain Akbar Erum , Kanwal Nosheen , Khan Ullah Islam *, Mutahir Sadaf *, Khan Asim Muhammad , Ahmed Maqsood , Mahmood Arshad , Sahin Onur , Akkurt Mehmet and Yar Muhammad , Green and Facile Reaction of Gabapentin with Sulfonyl Chlorides to Synthesize Lactams and Sulfonamides Derivatives in Aqueous Medium, Letters in Organic Chemistry 2018; 15 (3) . https://dx.doi.org/10.2174/1570178614666170907143340
DOI https://dx.doi.org/10.2174/1570178614666170907143340 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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