Category: 288-47-1

288-47-1, Thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of 4-[2-(4-Nitro-phenyl)-6-oxo-4-thioxo-6H-1-thia-3,3b,5-triaza-cyclopenta[a]pentalen-5-yl]-butyric acid ethyl ester (Compound 37) As depicted in Scheme 24 below, anhydrous Co(OAc)2 (0.021 mmol, 5%) and SALEN (2,2′-(1,4-diiminobutane-1,4-diyl)diphenol, 0.041 mmol, 0.1 molequivalent) in 0.5 ml dry dioxane are placed in a flame-dried flask, and the mixture is stirred for 10 minutes at room temperature. A solution of thiazole (0.411 mmol) in 1 ml dry dioxane, anhydrous Cs2CO3 (0.493 mmol, 1.2 molequivalents) and CuI (0.822 mmol, 2 molequivalents) are thereafter added consecutively to the reaction mixture under argon. A solution of 4-nitrophenyl iodide (0.493 mmol, 1.2 molequivalents) in dry dioxane (0.5 ml) is then added dropwise and the resulting mixture is heated to 150 C. under argon, while monitoring the reaction progress by TLC. Once the reaction is completed (after about 10 hours), the resulting mixture is diluted with chloroform (20 ml) and filtered through a celite pad. The organic solvents are evaporated under reduced pressure and the crude product is purified by flash column chromatography, using a hexane:ethyl acetate mixture as eluent, to give pure 2-[4-nitrophenyl]thiazole.

288-47-1, The synthetic route of 288-47-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Gelder, Joel M. Van; Klein, Joseph Y.; Basel, Yochai; Reizelman, Anat; Tchilibon, Susanna; Mouallem, Orly; US2008/39456; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

288-47-1, Thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 2A; 2-Bromoacetylthiazole; The following is a large-scale adaptation of the Dondoni procedure cited above. A solution of bromoacetyl bromide (57.6 g, 0.286 mol) in dry DCM (100 mL) was added at 0-60C to a stirred solution of 2-trimethylsilylthiazole (37.4 g, 0.238 mol) in DCM (300 mL). After 2h at 0 0C, aqueous saturated NaHCO3 (1 L) was added and the resulting mixture was extracted with DCM (2 x 500 mL). The extracts were stirred with decolorizing carbon (Darco KB, 10 g) and filtered through Celite, and concentrated. The residue was purified by SGC (1.2 kg silica, 1:3 to 1:1 DCM-hexanes) giving 25.2 g of colorless crystalline solid (41%). 1H NMR (CDCI3, 400 mHz) delta 8.02 (d, 1H, J = 3.3 Hz), 7.74 (d, 1H, J = 3 Hz)1 4.69 (s, 2H). An alternate preparation was also achieved as follows. A solution of n-butyllithium (13.1 mL of 2.5 M in hexanes) was added at – 78 0C to a stirred solution of 2-thiazole (2.66 g, 31.25 mmol) in ether (26 mL). After 15 mi?, methyl bromoacetate (3.11 mL, 32.8 mmol) was added giving a light brown slurry which was warmed to RT and treated with acetic acid (3.6 mL) . Water (50 mL) and ether (30 mL) were added and the ether layer was separated, dried, and concentrated. The residue was suspended in hexanes (50 mL) at reflux and the hexanes decanted from a heavy oil. This was repeated and the hexanes combined and concentrated giving 4.9 g of light yellow needles (76%) having NMR identical to that described above plus minor impurities which could be removed by one trituration with 10 mL hexanes at RT.

288-47-1, As the paragraph descriping shows that 288-47-1 is playing an increasingly important role.

Reference：
Patent; PFIZER PRODUCTS INC.; WO2008/4117; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

288-47-1, Thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of Cs2CO3 (0.75 mmol) and CuI (1.25 mol%)in DMF (1.0 mL) was added aryl iodide (0.75 mmol), azole (0.5mmol) and 4a (0.25 mol%) under argon atmosphere at room temperature. Then the mixture was stirred at 120 C for 18 h. After cooling, filtration, and evaporation, the residue was purified by preparative TLC on silica gel plates eluting with petroleum ether/EtOAc to afford the corresponding products., 288-47-1

The synthetic route of 288-47-1 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Wang, Cong; Li, Yang; Lu, Beibei; Hao, Xin-Qi; Gong, Jun-Fang; Song, Mao-Ping; Polyhedron; vol. 143; (2018); p. 184 – 192;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

288-47-1, Thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,288-47-1

The 5-amino-2-tolyl 2-thiazolylmethyl ether used as a starting material was obtained as follows: A solution of thiazole (5 g) in diethyl ether (50 ml) was added dropwise to n-butyl lithium (1.6M in hexane, 30 ml) which had been cooled to -70 C. and the mixture was stirred at -70 C. for 3 hours. Formaldehyde gas ?obtained by heating paraformaldehyde (5.05 g) to 140 C.! was led into the reaction mixture and the resultant mixture was allowed to warm to ambient temperature and was stirred for 16 hours. The mixture was partitioned between diethyl ether and 4M aqueous hydrochloric acid. The aqueous layer was basified by adding aqueous potassium hydroxide solution and extracted with a mixture of ethyl acetate (80 ml), chloroform (20 ml) and ethanol (20 ml). The extract was evaporated to give 2-thiazolylmethanol (.4.4 g), m.p. 46-47 C.;

The synthetic route of 288-47-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Zeneca Limited; US5821246; (1998); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica