Analyzing the synthesis route of 106092-09-5

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.

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
Thiazole | chemical compound | Britannica

Simple exploration of 106092-09-5

As the paragraph descriping shows that 106092-09-5 is playing an increasingly important role.

106092-09-5, (S)-(-)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of carboxylic acid (1 mmol) in CH2Cl2 (10 ml) were added Et3N (2 mmol) and TBTU (1.1 mmol) and the mixture was stirred at room temperature for 15 min. Then amine 1 or 3 (1 mmol)and Et3N (2 mmol) were added and the reaction mixture was stirred at room temperature for 2.5 h. The reaction mixture was diluted with CH2Cl2 (15 ml) and washed with saturated aqueous NaHCO3 solution (2×15 ml). Combined water phases were extracted with CH2Cl2 (1 20 ml). Combined organic phases weredried over Na2SO4, filtered and the solvent removed under reduced pressure.

As the paragraph descriping shows that 106092-09-5 is playing an increasingly important role.

Reference£º
Article; Hodnik, ?iga; Toma?i?, Tihomir; Ma?i?, Lucija Peterlin; Chan, Fiona; Kirby, Robert W.; Madge, David J.; Kikelj, Danijel; European Journal of Medicinal Chemistry; vol. 70; (2013); p. 154 – 164;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica