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

[ Vol. 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   Pages 163 - 170 ( 8 )

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.

Affiliation:

Department of Chemistry, Lahore College for Women University, Lahore -54000, Department of Chemistry, Lahore College for Women University, Lahore -54000, Department of Chemistry, Government College University, Lower Mall Lahore - 54000, Department of Chemistry, Government College University, Lower Mall Lahore - 54000, School of Chemical Engineering, Nanjing University of Science and Technology, Xiaolingwei 200, Nanjing 210094, Department of Chemistry, Islamia University, Bahawalpur, 63100, School of Chemical Engineering, Nanjing University of Science and Technology, Xiaolingwei 200, Nanjing 210094, Scientific and Technological Research Application and Research Center, Sinop University, Sinop- 57000, Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Interdisciplinary Research Center in Biomedical Materials, Comsats Institute of Information Technology, Lahore, 54000

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