Downstream synthetic route of 15864-32-1

The synthetic route of 15864-32-1 has been constantly updated, and we look forward to future research findings.

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.

In a suspension of 6-bromobenzo[dlthiazol-2-amine (500 mg, 2.2 mmol), 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi( 1 ,3,2-dioxaborolane) (1.1 g, 4.4 mmol), Pd(dppf)C12 (161 mg, 0.2 mmol) and KOAc (754 mg, 7.7 mmol) in 20 mL of dioxane was stirred at 100 C under N2 overnight. The reaction was filtered. And the filtrate was evaporated to give the title compound as a black oil (1.5 g)., 15864-32-1

The synthetic route of 15864-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHANG, Xiaohu; ACCRO BIOSCIENCE INC.; MA, Haikuo; ZHENG, Jiyue; HE, Sudan; (101 pag.)WO2018/237370; (2018); A1;,
Thiazole | C3H3NS – PubChem
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Analyzing the synthesis route of 15864-32-1

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

15864-32-1, 2-Amino-6-bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-Amino-5-bromo-benzenethiol. 6-Bromo-benzothiazol-2-ylamine (Ig) was dissolved in ethylene glycol (4 mL) treated with KOH aq. (4 mL, 10M) and heated to 125 deg. C for 12 hours. The reaction was cooled, filtered, neutralized with HOAc and the solvents removed. The resulting mixture was redissolved in 5 mL of 90% DMF, 10% water with 0.1% TFA and purified by reverse phase HPLC to give the product. MS: 204.5 (M+H+)., 15864-32-1

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

Reference:
Patent; GENELABS TECHNOLOGIES, INC.; WO2008/70447; (2008); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Simple exploration of 15864-32-1

As the paragraph descriping shows that 15864-32-1 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.15864-32-1,2-Amino-6-bromobenzothiazole,as a common compound, the synthetic route is as follows.

To a stirred solution of 6-bromobenzo[d]thiazol-2-amine I-2 (229 g, 1.0 mol), pyridine (237 g, 3.0 mol) and DMAP (1.0 g) in anhydrous THF (1800 mL) at 10 C., CH3COCl (87 g, 1.1 mol) was added dropwise and the temperature was kept below 20 C. The resulting mixture was allowed to warm to RT and stirred overnight. The mixture was poured into H2O (2000 mL) and extracted with ethyl acetate (2000 mL). The organic layer was dried over Na2SO4 and filtered. The filtrate was concentrated in vacuo. The crude product was suspended in chloroform (1200 mL), heated to reflux for 20 min. and then cooled to RT. The precipitate was collected by filtration and further dried in vacuo to afford the desired product, N-(6-bromobenzo[d]thiazol-2-yl) acetamide (I-3) (231 g, 85% yield) as a white solid. ESI-MS (M+H)+ m/z: 270.95, 15864-32-1

As the paragraph descriping shows that 15864-32-1 is playing an increasingly important role.

Reference:
Patent; Intellikine LLC; Ren, Pingda; Liu, Yi; Wilson, Troy Edward; Li, Liansheng; Chan, Katrina; US2015/225407; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 15864-32-1

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

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

Downstream synthetic route of 15864-32-1

The synthetic route of 15864-32-1 has been constantly updated, and we look forward to future research findings.

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.

Preparation Example 17; Preparation of Compound (17); Under argon atmosphere, 2-amino-6-bromobenzothiazole (20 g, 87.3 mmol) and 10 N KOH (100 mL) were added to ethylene glycol (20 mL), and the mixture was stirred at 125 C. under reflux for 15 hours. After cooling to room temperature, 12 N HCl (30 mL) was added to the reaction mixture to quench the reaction. The reaction mixture was then washed with water (100 mL) and extracted with EA (100 mL). Recrystallization from MeOH (200 mL) gave 2-amino-5-bromobenzenethiol (14 g, 68.6 mmol, 79%).In 1,4-dioxane (35 mL, 2.0 M), dissolved were 2-amino-5-bromobenzenethiol (14 g, 68.6 mmol) and salicylaldehyde (7.0 g, 57.2 mmol), and the solution was stirred at 100 C. under pressure for 12 hours. After cooling to room temperature, the reaction mixture was extracted with MC (150 mL), washed with water (100 mL) and dried under reduced pressure. Purification via silica gel column chromatography (n-hexane: MC=5:2) gave 2-(6-bromobenzo[d]thiazol-2-yl) phenol (15.5 g, 50.5 mmol, 88.3%).Under argon atmosphere, 2-(6-bromobenzo[d]thiazol-2-yl)phenol (15.5 g, 50.5 mmol) was dissolved in THF (160 mL, 0.3 M), and the solution was cooled to -78 C. To the solution, t-BuLi (1.7 M in hexane, 44.6 mL, 75.8 mmol) was added dropwise, and the mixture was stirred for 30 minutes. Triphenylsilyl chloride (TPSCl) (22.3 g, 75.8 mmol) dissolved in THF (50 mL) was slowly added thereto. The reaction mixture was stirred for 12 hours while slowly raising the temperature to room temperature. After quenching the reaction by adding water (100 mL), the reaction mixture was extracted with MC (80 mL). Drying under reduced pressure and purification via silica gel column chromatography (n-hexane: MC=3:1) gave 2-(6-triphenylsilylbenzo[d]thiazol-2-yl)phenol (20.4 g, 42 mmol, 83%).Compound (17) (1.0 g, 0.72 mmol, 45%) was obtained by repeating the same procedure as described in Preparation Example 1, but using 2-(6-triphenylsilylbenzo[d]thiazol-2-yl)phenol (2.0 g, 4.1 mmol), ZnCl2 (375 mg, 2.7 mmol), EtOH (70 mL, 0.02 M), NH4OH (2.0 mL) and water (20 mL).mp. >300 C.1H NMR (300 MHz, CDCl3): d=8.40-8.34 (m, 2H), 7.83-7.55 (m, 7H), 7.35 (s, 9H), 7.31 (d, J=5.1 Hz, 1H), 7.0-6.7 (m, 3H)MS/FAB: 1580.22 (found), 1584.77 (calculated), 15864-32-1

The synthetic route of 15864-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gracel Display Inc.; US2010/152455; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Some tips on 15864-32-1

As the paragraph descriping shows that 15864-32-1 is playing an increasingly important role.

15864-32-1, 2-Amino-6-bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 6-bromobenzo[J]thiazol-2-amine (2.50 g, 10.7 mmol) and DMAP (1.33 g, 12.8 mmol) in 20 mL dichloromethane at 0 C, AC2O (1.23 mL, 13.0 mmol) was added drop wise. After carried out at r.t. overnight, the mixture was quenched with 100 mL 1 N HC1. The resulting precipitate was filtered. The cake was washed with water and dried under vacuum to give A42-1 as a white solid (2.30 g, 79%). H NMR(300 MHz, CDC13) delta 9.90 (br s, 1H), 7.94 (s, 1H), 7.61 (d, / = 10.4 Hz, 1H), 7.54 (d, / = 10.4 Hz, 1H), 2.30 (s, 3H)., 15864-32-1

As the paragraph descriping shows that 15864-32-1 is playing an increasingly important role.

Reference:
Patent; ZHANG, Xiaohu; ACCRO BIOSCIENCE INC.; MA, Haikuo; ZHENG, Jiyue; HE, Sudan; (95 pag.)WO2018/17435; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 15864-32-1

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

15864-32-1, 2-Amino-6-bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

As shown in step 2-i of Scheme 2, 6-Bromobenzo[hours and then cooled to room temperature. Water (300 mL) was added and the reaction mixture was stirred for 1 hour. The resulting precipitate was collected by filtration, washed twice with water, and dried to produce lambda/-(6-bromobenzo[15864-32-1

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

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/129211; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 15864-32-1

15864-32-1, As the paragraph descriping shows that 15864-32-1 is playing an increasingly important role.

15864-32-1, 2-Amino-6-bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Iso-Pentyl nitrite (0.9 mL, 6.8 mmol) and copper (II) chloride (0.938 g, 5.5 mmol) were suspended in CH3CN (25 mL), and the mixture was stirred at 65 C. for 30 min. A solution of 6-bromobenzo[d]thiazol-2-amine (I-2) (1 g, 4.37 mmol) in THF (20 mL) was added dropwise, and the resulting mixture was stirred at 85 C. for 1 h. The mixture was allowed to cool to RT, poured into 20% HCl (200 mL), filtered, and the cake was washed with water (50 mL). The crude product was purified by flash column chromatography on silica gel (200-300 mesh) eluting with petroether/ethyl acetate (40/1) to give the desired product, 6-bromo-2-chlorobenzo[d]thiazole (701) (0.58 g, 53.7% yield) as a pale solid. ESI-MS (M+H)+m/z: 247.9.

15864-32-1, As the paragraph descriping shows that 15864-32-1 is playing an increasingly important role.

Reference:
Patent; Intellikine LLC; Ren, Pingda; Liu, Yi; Wilson, Troy Edward; Li, Liansheng; Chan, Katrina; US2015/225407; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 15864-32-1

The synthetic route of 15864-32-1 has been constantly updated, and we look forward to future research findings.

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.

Add 5 g of 2-amino-6-bromo-benzothiazole to 25 mL of a 10 M potassium hydroxide solution. Adding a mixed solution of 5 mL of ethylene glycol and stirring the reaction at 125 C for 2 h. Obtaining 2-amino-5-bromobenzenethiol, 15864-32-1

The synthetic route of 15864-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Zhongpengliankang Medical Treatment Technology Co., Ltd.; Liu Yuanhao; (18 pag.)CN108239101; (2018); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 15864-32-1

15864-32-1, The synthetic route of 15864-32-1 has been constantly updated, and we look forward to future research findings.

15864-32-1, 2-Amino-6-bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1) Formation of tert-butyl (6-bromo-1 ,3-benzothiazol-2-yl) carbamate2-Amino-6-bromobenzothiazole (2.0 g; 8.7 mmol) was suspended in DCM (40 ml.) to which were added di-te/f-butyl dicarbonate (2.86 g; 13.1 mmol) and DMAP (4 mg; 0.03 mmol). The resulting mixture was stirred at RT for 16 h then concentrated in vacuo. The residue was suspended in 2M NH3 in MeOH and stirred at RT for 2 h then concentrated in vacuo. The residue was triturated in water and filtered to afford the title compound (2.64 g, 92%) as a white solid. 1H NMR (DMSOd6, 300 MHz) delta 1 1.86 (s, 1 H), 8.19 (d, J = 2.0 Hz, 1 H), 7.60 (d, J = 8.5 Hz, 1 H), 7.52 (dd, J = 2.0, 8.5 Hz, 1 H), 1.51 (s, 9H).

15864-32-1, The synthetic route of 15864-32-1 has been constantly updated, and we look forward to future research findings.

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