Chemical Synthesis Essay

Melting points reported were determined in open capillary. The structures of the newly synthesized compounds were established using IR, 1H NMR, 13C NMR and LC-MS data. FT-IR Spectra was recorded on Jasco FT-IR Spectrometer, 1H NMR and 13C NMR were recorded in DMSO-d6 at 399.65 MHz and 100.40 MHz respectively. All the chemical shifts were reported in parts per million (ppm). LC-MS was recorded using Waters Alliance 2795 separations module and Waters Micromass LCT mass detector. Elemental analysis (C, H and N) was performed on Elementar vario MICRO cube. All the chemicals were purchased from Merk India, Spectrochem and Sigma-Aldrich. Solvents and Chemicals used were of LR grade. The purity of the compound was confirmed using TLC on pre-coated silica gel plate and further purification was done using column chromatography. All the bacterial strains were procured from CSIR – National Chemical Laboratory (NCL), Pune, India.

Scheme: Reagents and conditions- a) K2CO3/MDC, 6h;
b) TEA/MDC, 4h; c) TFA, 2h; d) 7a-j substituted benzyl bromides, K2CO3/MDC, 8h
General procedure for the preparation of

Reaction was monitored by TLC, organic layer was washed with water, organic layer was separated, washed with brine, dried over Na2SO4 and crude compound was purified by column chromatography to obtain title compound tert-butyl 4-[(4-methylphenyl)sulfonyl] piperazine-1-carboxylate (5). The structure of the compound was confirmed by NMR data as given below. 1H-NMR (CDCl3) δ ppm: 7.42-7.40 (d, 2H, J=7.5 Hz, Ar-H), 7.38-7.36 (d, 2H, J=7.3 Hz, Ar-H), 2.34 (s, 3H, Ar-CH3), 1.92-1.81 (t, 4H, H2C-N-CH2), 1.75-1.70 (t, 4H, H2C-N-CH2), 1.39 (s, 9H, 3CH3); MP: 190-1910C. Yield: