The title compound, C 11 H 7 NS 2 , was prepared in high yield (87%) using a solvent-free microwave-assisted synthesis. The structure shows whole-molecule disorder with occupancies for two orientations (A and B) of 0.4884 (10) and 0.5116 (10), respectively. The thiophene and benzothiazole rings are almost planar and make dihedral angles of 10.02 (18) and 12.54 (19) for orientations A and B, respectively. Slipped -stacking between the aromatic rings, together with C-HÁ Á Á, C-HÁ Á ÁS and C-HÁ Á ÁN interactions, result in a herringbone motif in the crystal packing.
Salicylic aldehydes, amine, and phenyl acetylene could react under the solvent-free, metal-free conditions to form propargylamines 1-4 via A3 coupling reaction. The yield of the reaction was up to 83% for 5h. In acetonitrile, the amine became a catalyst to form 6-bromo-3-(5-bromo-2-hydroxybenzyl)-2-phenyl-4Hchromen-4-one (5). Under microwave conditions, it took about 20 min to complete the reaction and gave the same yields as theconventional method. Structures of these compounds were firm with NMR, MS spectra.
Three benzothiazole aniline derivatives 2a, 2b, and 2c were synthesized successfully by the reduction reaction of the respective nitro compound in neutral condition with Na2S2O4 in moderate yield. Structures of these derivatives were elucidated by IR, NMR, and MS analysis that referred to a strong agreement between spectral data and structures. Three compounds 2a, 2b, and 2c showed weak antioxidant, antibacterial and antifungal activities.
Condition for synthesis of propargylamines has been found in highly efficient as a one-pot multi-component protocol. Copper(I) iodide (30% mol) under solvent free condition gave propargylamine in good yields. Structures of propargylamines were elucidated with NMR, MS methods.
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