With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.106092-09-5,(S)-(-)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole,as a common compound, the synthetic route is as follows.
A solution of (S)-4,5,6,7-tetrahydrobenzo[1,2-d]thiazole-2,6-diamine (0.200 g, 1.18 mmol) and Na2CO3 (1.18 mmol) in N,N-dimethylformamide (10 mL) was stirred at room temperature for 15 min. Then 2,2,2-trichloro-1-(4,5-dibromo-1H-pyrrol-2-yl)ethan-1-one (0.438 g, 1.18 mmol) was added and the mixture stirred at 40 C for 2.5 h. Solvent was removed under reduced pressure and purified by column chromatography using dichloromethane/methanol (20:1) as eluent. Yield: 340 mg (68%); white crystals; mp 129-130C; [alpha]D -23.0 (c 0.18, MeOH); 1H NMR (400 MHz, DMSO-d6) delta 1.73-1.83 (m, 1H, HA-7), 1.89-1.96 (m, 1H, HB-7), 2.43-2.54 (m, 3H, signal overlapped with DMSO-d5, H-5, HA-4), 2.79 (dd, 1H, J = 5.5, 14.7 Hz, HB-4), 4.08-4.17 (m, 1H, CHNH), 6.69 (s, 2H, 2-NH2), 7.00 (s, 1H, Ar-H-3), 8.07 (d, 1H, J = 7.8 Hz, NH-C=O), 12.69 (s, 1H, Ar-NH) ppm; 13C NMR (101 MHz, DMSO-d6) delta 24.9, 28.7, 28.8, 45.5, 97.8, 104.5, 112.3, 112.9, 128.1, 144.2, 158.3, 166.2 ppm.
106092-09-5, 106092-09-5 (S)-(-)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole 11521153, athiazole compound, is more and more widely used in various.
Reference£º
Article; Campos, Ludmila E.; Garibotto, Francisco M.; Angelina, Emilio; Kos, Jiri; Toma?i?, Tihomir; Zidar, Nace; Kikelj, Danijel; Gonec; Marvanova, Pavlina; Mokry, Petr; Jampilek; Alvarez, Sergio E.; Enriz, Ricardo D.; Bioorganic Chemistry; vol. 91; (2019);,
Thiazole | C3H3NS – PubChem
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