All the chemicals and solvents were used laboratory grade. Melting points were determined in open capillaries and are uncorrected. IR spectra were recorded in KBr on Thermo Scientific; NICOLET iS10 spectrophotometer. 1H NMR were recorded on Bruker avance II 400 MHz spectrophotometer using TMS as an internal standard. Thin layer chromatography (TLC) was performed in precoated silica gel plates. Visualization of the plates were done by exposing TLC plate to iodine vapour and under UV light. Compound 2 amino substituted benzothiazole was reported before in previous
literature.12 2 Amino benzothiazole (0.327 mol) 13.5 g, in absolute alcohol 30 ml, anhydrous K2CO3 (2 g) were taken with ethyl chloro formate (0.0327 mol) 0.7 g, and refluxed for 7–8 h. The solution was filtered and the residue washed with ethanol and the solvent evaporated under reduce pressure to get the product as solid which was recrystallized with ethanol. Ethyl (6-fluro-7-chloro-1,3-benzothiazol-2-yl) Sirolimus price carbamate was treated with 4 ml hydrazine hydrate in the presence of ethanol (30 ml). The reaction mixture was refluxed for 5 h and cooled to room temperature. The carbamoyl hydrazides separated were filtered, wash with ethanol Epigenetic Reader Domain inhibitor (2 ml), dried and recrystallized with alcohol. 2.6 g of N-(6-fluro-7-chloro-1,3-benzothiazol-2-yl) hydrazine carboxamide was treated with absolute ethanol (12.6 ml) in the presence of different
aldehyde and refluxed for 3 h. Solvent was removed under reduce pressure to yield Schiff base, which was recrystallized with alcohol. To a solution of Schiff base (0.10 mol) in DMF, thioglycolic acid (0.10 mol) and zinc chloride (0.10 mol) were added and content was refluxed for 5 h. The reaction mixture was poured in to cooled water and liberated compound was extracted
with chloroform. Evaporation of the compound afforded the corresponding thiazolidinones derivatives Mol. Wt: 436.91, M.P.: 150 °C; Yield 87%; Rf 0.47; IR (cm_1): 1652 (C O), 3098 (NH), 1607 Linifanib (ABT-869) (C N), 715 (C–Cl), 1155 (C–F); 1H NMR (δ, ppm): 8.09 (m, 8H, Ar–H), 6.55 (S, IH, NH), 8.50 (S, IH, CONH), 2.38 (S, 3H, CH3),3.98 (S, 2H, CH2). Elemental analysis for C18H14ClFN4O2S2; Calculated: C, 49.48; H 3.23; N, 12.82; Found: C, 49.58; H, 3.26; N, 12.83, [M + H]+: 437.02. Mol. Wt: 452.91, M.P.: 145 °C; Yield 80%; Rf 0.58; IR (cm_1): 1659 (C O), 3090 (NH), 1608 (C N), 717 (C–Cl), 1158 (C–F); 1H NMR (DMSO): δ (ppm) 7.27 (m, 8H, Ar–H), 6.25 (S, IH, NH), 8.51 (S, IH, CONH), 2.35 (S, 3H, CH3), 3.73 (S, 3H, OCH3) 3.28 (S, 2H, CH2). Elemental analysis for C18H14ClFN4O3S2; Calculated: C, 47.73; H, 3.12; N, 12.37; Found: C, 47.89; H, 3.20; N, 12.40, [M + H]+: 453.12. The synthesized compounds (TH16–TH20) were screened for anthelmintic activity in vitro against earth worms Perituma posthuma using standard method 13 at a concentration of 0.1% w/v, 0.2% w/v and 0.5% w/v. The anthelmintic drug albendazole was also tested under similar conditions against these organisms.
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