Category: 824403-26-1

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

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

824403-26-1, Step 1 : 5-Bromo-2-cyclopropylbenzo[ |thiazole [00332] To a solution of 5-bromo-2-chlorobenzo[d]thiazole (0.50 g, 2.02 mmol) and Pd(PPh3)4 (70 mg, 0.06 mmol) in THF (5 mL) was added dropwise cyclopropyl zinc bromide (0.5 M in THF, 4.0 mL, 2.02 mmol), over 15 min. The reaction mixture heated to 60 C under N2 for 1 8 h. The reaction mixture was cooled to 0 C and quenched with saturated sodium hydrogen carbonate solution (1 0 mL). The corresponding solution was partitioned with ethyl acetate (50 mL), washed with saturated sodium hydrogen carbonate solution (30 mL), dried over MgS04 and concentrated to give an orange solid. The crude reaction material was purified by flash silica chromatography (gradient elution /’-hex to 50% EtOAc in /-hex) to give the title compound as a pale yellow solid (0.45 g, 88%). LCMS (ES+) consistent with target (M+H)+.

824403-26-1 5-Bromo-2-chlorobenzo[d]thiazole 20251269, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; MUNOZ-SAN JUAN, Ignacio; MAILLARD, Michel; RAPHY, Gilles; HAUGHAN, Alan, F.; LUCKHURST, Christopher, A.; JARVIS, Rebecca, E.; BURLI, Roland, W.; WISHART, Grant; HUGHES, Samantha, J.; ALLEN, Daniel, R.; PENROSE, Stephen, D.; BRECCIA, Perla; WO2014/159224; (2014); 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.824403-26-1,5-Bromo-2-chlorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

824403-26-1, Intermediate 1: Step b3-((5-Bromobenzo [d] thiazol-2-yl)amino)-4-methoxybenzonitrileCommercially available 5-bromo-2-chlorobenzo[d]thiazole (2.0 g, 8.05 mmol) in phenol (4 g) was treated with 3-amino-4-methoxybenzonitrile (1.31 g, 8.85 mmol, intermediate 1, step a). The mixture was heated to 100 C overnight. The resulting red-brown solution was cooled to room temperature. To the solid formed upon cooling was added EtOAc and saturated aqueous NaHCC solution. The mixture was stirred for 1 h to dissolve the solid. The aqueous layer was separated out. The organic layer was washed with IN NaOH solution for 5 times to get rid of phenol. The organic layer was dried (MgS04) and concentrated in vacuo to obtain the title compound as a solid.

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

Reference：
Patent; JANSSEN PHARMACEUTICA NV; JACKSON, Paul, Francis; MAHAROOF, Umar, S.M.; LEONARD, Kristi, Anne; BAXTER, Ellen; TOUNGE, Brett, Andrew; HAWKINS, Michael; WO2012/162463; (2012); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

824403-26-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.824403-26-1,5-Bromo-2-chlorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

To a solution of 5-bromo-2-chlorobenzo[cf]thiazole (0.9 g, 3.62 mmol) in ethanol (12 ml), was added 4 M methyl amine solution (1 ml_) and the reaction mixture was heated at 150 C for 45 min using a Biotage microwave. The reaction mixture was cooled to room temperature. The solvent was removed under reduced pressure, and the crude reaction mixture was purified by flash column chromatography using hexane: ethyl acetate (50:50) to afford the title compound as a solid (0.57 g, 65%).1H-NMR (400 MHz, CDCI3) d = 7.68 (t, J = 2.0 Hz, 1 H), 7.46 (d, J = 8.3 Hz, 1 H), 7.29 (d, J = 0.7 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 5-Bromo-2-chlorobenzo[d]thiazole 20251269, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; AC IMMUNE SA; NAMPALLY, Sreenivasachary; GABELLIERI, Emanuele; MOLETTE, Jerome; (0 pag.)WO2019/233883; (2019); 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

824403-26-1, A stirred mixture of 2-chloro-5-bromobenzothiazole (CAS No.824403-26-1, catalog No.20284, Daxian Chemical Institute Ltd., No.179, 10169 New Hampshire Ave., Silver Spring, Md. 20903, 2.485 g, 0.0100 mole), (R)-1-(pyrrolidin-3-yl)piperidine dihydrochloride (Reference Example 5c, 2.73 g, 0.0120 mole), and potassium carbonate (6.00 g, 0.04438 mole) in N,N-dimethylformamide (15 mL) is heated to 100 C. with an oil bath for 15 hours. The reaction mixture is cooled to room temperature then poured into water (300 mL). The resulting precipitate is collected by filtration and the filter cake is rinsed with water (600 mL). The solid is dissolved in dichloromethane and the solution is dried (MgSO4) and filtered. The filtrate is concentrated under reduced pressure to give a solid that is crystallized from hot ethyl acetate to give (R)-5-bromo-2-(3-(piperidin-1-yl)pyrrolidin-1-yl)benzo[d]thiazole.

As the paragraph descriping shows that 824403-26-1 is playing an increasingly important role.

Reference：
Patent; Abbott Laboratories; US2009/163464; (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.824403-26-1,5-Bromo-2-chlorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

824403-26-1, To a solution of 5-bromo-2-chlorobenzo[d]thiazole (0.87 g, 3.5 mmol) in ethanol (12 mL) was added isopropylamine solution (1.5 mL) and the mixture was heated for 60 minutes using a Biotage microwave oven at 100C. The reaction mixture was cooled to room temperature. The solvent was removed, the crude product was dissolved in dichlormethane (150 mL) and washed with 1 M NaOH solution, water and brine and dried over Na2S04. The solvent was removed under reduced pressure to give a crude product, which 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 (0.75 g, 79 %). (0516) 1H-NMR (400 MHz, Chloroform-d) d = 7.67 (d, J = 1.9 Hz, 1 H), 7.43 (d, J = 8.5 Hz, 1 H), 7.19 (dd, J = 8.3, 1.9 Hz, 1 H), 5.47 (s, 1 H), 4.04 – 3.79 (m, 1 H), 1.34 (d, J = 6.5 Hz, 6H).

As the paragraph descriping shows that 824403-26-1 is playing an increasingly important role.

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