Some tips on 101012-12-8

101012-12-8, As the paragraph descriping shows that 101012-12-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.101012-12-8,2-Chloro-1,3-thiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

2-Ch[oro-1,3-thiazo[e-4-carboxy[ic acid [CAS RN: 5198-87-8] (430 mg,2.55 mmo[, 1.0 eq) in 17 mL ethyl. acetate was treated with T3P solution [50 % in ethyl acetate] (3.80 mL, 6.37 mmol, 2.5 eq) and with acetohydrazide [CASRN: 1068-57-1] (189 mg, 2.55 mmol, 1.0 eq). The resulting solution was stirred at 80 C overnight. The reaction mixture was hydrolysed with ice-water and extracted with ethyl acetate (3x). The combined organic phases were washedwith brine. The phases were separated by the use of a Whatman filter. The volatile components of the resulting organic phase were removed in vacuo and the crude material contained 350 mg (50% yield of theory) of the title compound in 80% purity (UPLC area-%), which were used without further purification.UPLC-MS (Method 2): R = 0.90 mm; MS (EI0): m/z = 202 [M+H].1H-NMR (400 MHz, DMSO-d6): oe [ppm] = 2.41 (5, 3H), 8.71 (5, 1H).

101012-12-8, As the paragraph descriping shows that 101012-12-8 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113927; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 101012-12-8

101012-12-8, As the paragraph descriping shows that 101012-12-8 is playing an increasingly important role.

101012-12-8, 2-Chloro-1,3-thiazole-5-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A stirred solution of 2-chlorothiazole-5-carboxylic acid (compound of formula XIV) (25 g, 152.8 mmol) in thionyl chloride (54.54 g, 458 mmol, 3 eq) and a catalytic amount of DMF were heated at 1 10C for 16 hours. Then excess thionyl chloride was removed to give 28.3 g of crude 2-chlorothiazole-5- carbonyl chloride XV. In a sealed tube PCI5 (102 g, 489 mmol, 3.2 eq) was added to the acid chloride and the mixture was heated at 190C for 48 hours. The reaction mixture was slowly poured into ice water keeping the temperature below 10C. The flask was washed with dichloromethane and the aqueous phase was extracted with dichloromethane (3 X 200 ml). The combined organic phases were washed with water (1 x 100 ml) and brine (1 x 100 ml), dried over anhydrous Na2S04 and concentrated to give 42.5 g of crude material. The residue was dissolved in 100 ml dichloromethane, 100 ml 10% NaOH solution was added, and the mixture was stirred for 1 hour. The phases were separated and the aqueous phase was extracted with dichloromethane. The combined organic phases were washed with water and brine, dried over anhydrous Na2S04, and concentrated. The residue was purified through silica gel column using hexane as an eluent. 22.2 g (92.7 mmol) of product XIII were obtained (yield 61.3%).

101012-12-8, As the paragraph descriping shows that 101012-12-8 is playing an increasingly important role.

Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; HUETER, Ottmar, Franz; HOPPE, Mark; SMEJKAL, Tomas; DUMEUNIER, Raphael; FEDOU, Nicolas; GODINEAU, Edouard; WEGE, Philip; MAIENFISCH, Peter; (61 pag.)WO2019/81575; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica