Heterocyclic Building Blocks-Thiazole

1194374-25-8, 2-Bromo-5-methylthiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 2-(2-Methoxy-3-nitro-phenyl)-5-methyl-thiazole-4-carboxylic acid; 2-(2-Methoxy-3-nitro-phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 6a (1.7 g, 6.08 mmol), 2-bromo-5-methyl-thiazole-4-carboxylic acid (900 mg, 4.05 mmol), tetrakis (triphenylphosphine)palladium (233 mg, 0.2 mmol) and sodium carbonate (1.29 g, 12.16 mmol) were dissolved in 30 mL of 1,4-dioxane. The reaction mixture was heated to reflux for 4 hours. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was diluted with 20 mL of hydrochloric acid (1 N) and 30 mL of ethyl acetate. The separated organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, filtered to remove the drying agent and concentrated under reduced pressure. The residue was recrystallized from a solvent mixture of ethyl acetate and hexane to obtain the title compound 2-(2-methoxy-3-nitro-phenyl)-5-methyl-thiazole-4-carboxylic acid 47a (310 mg, yield 26%) as a yellow solid. MS m/z (ESI): 292.6 [M-1] 1H NMR (400 MHz, DMSO-d6): delta 13.45 (br, 1H), 8.58 (dd, J = 8.0, 1H), 8.14 (dd, J = 8.0,1H), 7.52 (t, J = 8.0, 1H), 3.93 (s, 3H), 2.71 (s, 3H), 1194374-25-8

Big data shows that 1194374-25-8 is playing an increasingly important role.

Reference：
Patent; Jiangsu Hengrui Medicine Co., Ltd.; Shanghai Hengrui Pharmaceutical Co. Ltd.; EP2236500; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Production Example 9To a mixture of 5.0 g of benzothiazole-6-carboxylic acid and 50 ml of DMF was added 7.4 g of 2-fluoro-3-hydroxybenzylamine hydrobromide, 12.0 g of BOP reagent and 11.0 g of triethylamine, and the mixture was stirred at room temperature for 30 minutes. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate . The organic layer was washed with saturated saline, then, dried over magnesium sulfate and concentrated under reduced pressure . The resultant residue was subjected to silica gel chromatography, and 9.0 g of N- (2-fluoro-3-hydroxyphenyl) methyl-benzothiazole-6-carboxam ide was obtained.N- (2-fluoro-3-hydroxyphenyl) methyl-benzothiazole-6-c arboxamide 1H-NMR (DMSO-d6) delta: 9.78 (IH, s) , 9.54 (IH, s) , 9.13 (IH, t, J = 5.7 Hz) , 8.70 (IH, d, J = 1.7 Hz) , 8.16 (IH, d, J = 8.5 Hz) , 8.05 (IH, dd, J=8.5, 1.7Hz), 6.93 (IH, t, J=7.8Hz), 6.87-6.77 (2H, m) , 4.53 (2H, d, J = 5.6 Hz).

3622-35-3, As the paragraph descriping shows that 3622-35-3 is playing an increasingly important role.

Reference：
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/157528; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31785-05-4,Ethyl 5-amino-2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.,31785-05-4

Add a solution of ethyl 5-amino-2-methylthiazole-4-carboxylate (120g; 645 mmol) and 2-fluoronitrobenzene (68 mL; 645 mmol) in dimethylsulphoxide [(1L)] to a 2L 3-necked RB flask equipped with reflux condenser, thermometer, mechanical stirrer. Add lithium hydroxide monohydrate (54 g; 1290 mmol) to the solution and heat at [50C] for 3 hours under nitrogen. Cool the purple solution and pour onto ice/water, allow to stir for one hour, filter and wash with water, dry at [50C] under reduced pressure to give 190 g (96%) as an orange solid: mass spectrum (m/e): 308 (M+1) [; 1HNMR (300MHZ, DMSO-D6,] ppm): [8] 1.25 (tr, 3H), 2.56 (s, 3H), 4.25 (q, 2H), 7.20 (m, [1H),] 7.78 (m, 2H), 8.20 (d, 1H), 11.42 (s, 1H, NH). [13CNMR] (75MHz, DMSO, ppm): [5] 24.4, 29.2, 71.2, 127.8, 132.5, 132.8, 137.8, 146.5, 147.0, 147.5, 160.2, 161.5, 173.7. Formula : C13H13N3O4S.

As the paragraph descriping shows that 31785-05-4 is playing an increasingly important role.

Reference：
Patent; ELI LILLY AND COMPANY; WO2004/14895; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15864-32-1,2-Amino-6-bromobenzothiazole,as a common compound, the synthetic route is as follows.

Intermediate 1 : Formation of Lambda/-(6-bromo-1 ,3-benzothiazol-2-yl)acetamideAcetic anhydride (4.95 mL, 52.4 mmol) was added to a solution of 2-amino-6- bromobenzothiazole (3.00 g, 13.2 mmol) in anhydrous pyridine (30 ml) at 00C. The resulting mixture was stirred at RT for 48 hours. The reaction mixture was poured into water (300 mL) and stirred for 30 minutes. Then the precipitate was washed with water (5x) and dried under reduced pressure to give the title compound as a white powder (3.44 g, 97%). HPLC, Rt: 3.3 min (purity: 99.1 %). UPLC/MS, M+(ESI): 270.1 and 272.1 , M-(ESI): 269.1 and 271.1., 15864-32-1

15864-32-1 2-Amino-6-bromobenzothiazole 85149, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SERONO S.A.; SWINNEN, Dominique; JORAND-LEBRUN, Catherine; GRIPPI-VALLOTTON, Tania; GERBER, Patrick; GONZALEZ, Jerome; SHAW, Jeffrey; JEYAPRAKASHNARAYANAN, Seenisamy; WO2010/100144; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

31785-05-4, Ethyl 5-amino-2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of compound 2 (5-amino-2-methylthiazolor5,4-o1pyrimidin-7-ol): 5-amino-2-methyl-thiazole-4-carboxylic acid ethyl ester (compound 1) (31.3 g. 0.168 mol) and cyanamide (17.5 g, 0.416 mol) were dissolved in dioxane (150 ml_, pre-dried using 4 A molecular sieves). In addition, drop wise 4 N HCI in dioxane (200 ml) was added over 15 minutes and the mixture was heated to reflux and vigorously stirred, for 5 days. The volatiles were evaporated to dryness and the crude product (55 g) was used without any further purification in the next step.

31785-05-4, The synthetic route of 31785-05-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PFIZER PRODUCTS INC.; WO2008/59368; (2008); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15448-99-4,2-Methylbenzo[d]isothiazol-3(2H)-one 1,1-dioxide,as a common compound, the synthetic route is as follows.

EXAMPLE 15 Methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (I; Y=OCH3) To 27 ml. of dimethylsulfoxide containing 5.18 g. (26.3 mmoles) of N-methylsaccharin and 4.6 ml. (52.5 mmoles) of methyl chloroacetate at 25 C. was added 14.1 g. (126 mmoles) of potassium t-butoxide in 44 ml. of the same solvent at the rate of 0.1 ml. every minute. After 42.2 ml. of the potassium t-butoxide solution had been added the addition was stopped. During the addition the reaction temperature was maintained at about 30-32 C. After the addition was complete the reaction mixture was allowed to stir at 30 C. for 10 minutes. The reaction mixture was quenched in 262 ml. of 5% hydrochloric acid at 25 C., and the precipitated product was filtered, washed with water and dried, 6.53 g., 15448-99-4

As the paragraph descriping shows that 15448-99-4 is playing an increasingly important role.

Reference：
Patent; Pfizer Inc.; US4483982; (1984); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.942631-50-7,tert-Butyl thiazol-5-ylcarbamate,as a common compound, the synthetic route is as follows.

942631-50-7, 1.2 thiazo 1-5 -amine hydrochloride To a solution of tert-butyl thiazo 1-5 -ylcarbamate from example 1.1 (20 g, 100 mmol) in methanol (100 mL) was added HCl/dioxane (50 mL). The solution was stirred at room temperature for 2 h. The solution was concentrated to give the title compound as a pale yellow solid (10.9 g, 0.80 mmol, 80%). It was used directly for next step without further purification. LC-MS: m/z 137 (M+H), RT=0.05 min

The synthetic route of 942631-50-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBOTT GMBH & CO. KG; ABBVIE INC.; GENESTE, Herve; OCHSE, Michael; DRESCHER, Karla; JAKOB, Clarissa; TORRENT, Maricel; YAO, Shanshan; ZHAO, Xiaoling; WANG, Liang; WO2014/41175; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

2941-58-4, 2-Bromo-6-methoxybenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 2-bromo-6-methoxybenzothiazole (0.67g) in drydichloromethane (30ml) at ambient temperature under an atmosphere of nitrogen wasadded dropwise a solution of boron tribromide in dichloromethane (5.5ml, 1M). Themixture was stirred for 2 hours at ambient temperature, stored for 2 days then poured intowater. The organic phase was separated, washed with water, dried over magnesiumsulphate then evaporated under reduced pressure to give 2-bromo-6-hydroxy-benzothiazole as a pale pink solid, 0.60g, m.p. 203-204C., 2941-58-4

2941-58-4 2-Bromo-6-methoxybenzothiazole 11218765, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; SYNGENTA LIMITED; WO2004/108663; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

824403-26-1, 5-Bromo-2-chlorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-bromo-2-chlorobenzo[d]thiazole (0.9 g, 3.62 mmol) in ethanol (12 mL) was added 4M methylamine solution (1 mL) and the mixture was heated for 90 minutes using a Biotage microwave oven at 100C. The reaction mixture was cooled to room temperature. The solvent was removed, the crude product was purified on a silica gel column using an EtOAc and heptane gradient (20/80 => 50/50) to afford the title compound as a solid (0.57 g, 65 %). (0511) 1H-NMR (400 MHz, Chloroform-c/) d = 7.68 (t, J = 2.0 Hz, 1 H), 7.46 (d, J = 8.3 Hz, 1 H), 7.22 (dd, J = 8.4, 1.9 Hz, 1 H), 5.90 (s, 1 H), 3.13 (s, 3H).

824403-26-1, The synthetic route of 824403-26-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AC IMMUNE SA; NAMPALLY, Sreenivasachary; GABELLIERI, Emanuele; MOLETTE, Jerome; (220 pag.)WO2019/134978; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

2941-58-4, 2-Bromo-6-methoxybenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The corresponding 2-bromobenzothiazoles 10, 12-15 (0.66mmol, 1equiv) and the corresponding phenylboronic acid pinacol ester (0.79mmol, 1.2equiv) were dissolved in anhydrous DMF in the presence of K2CO3 (6.0equiv). After 1h under argon bubbling, Pd(dppf)Cl2·CH2Cl2 (0.033mmol, 0.05equiv) was introduced and the mixture was stirred at 80C or under microwave irradiation (monitoring by TLC or by GC-MS). Later, the mixture was then filtered on Celite, concentrated and dissolved in 4mL of 1N MeOH/HCl. Then 75mL of Et2O were introduced and a colour powder was isolated by filtration. The precipitate was poured into water and pH adjusted to 6. The expected compounds were isolated by filtration and purity was checked by HPLC., 2941-58-4

The synthetic route of 2941-58-4 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Bort, Guillaume; Sylla-Iyarreta Veitia, Maite; Ferroud, Clotilde; Tetrahedron; vol. 69; 35; (2013); p. 7345 – 7353;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica