Some tips on 3622-35-3

3622-35-3, As the paragraph descriping shows that 3622-35-3 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

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= I.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; WO2009/157527; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 3622-35-3

3622-35-3, The synthetic route of 3622-35-3 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

To a mixture of benzo[d]thiazole-6-carboxylic acid (10 g, 56 mmol) in anhydrous methanol (100 mL) was added thionyl chloride (21 g, 0.18 mol) slowly at room temperature. The mixture was heated to 60 C and stirred under nitrogen for 2 hours. On completion, the mixture was concentrated in vacuo. The residue was diluted with water (100 mL) and extracted with dichloromethane (3 100 mL). The combined organic layers were concentrated in vacuo give compound B-182 (8.5 g, 79% yield) as a brown solid.

3622-35-3, The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 3622-35-3

The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

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

Oxalyl chloride (42 mu, 0.47 mmol, 1.7 eq) was added dropwise to a mixture of benzo[d]thiazole-6-carboxylic acid (50 mg, 0.28 mmol, 1.0 eq) and DMF (2 mu, 0.03 mmol, 0.1 eq) in DCM (0.7 mL). The reaction was stirred at rt for 2 hrs. The reaction was concentrated under reduced pressure to give crude benzo[d]thiazole-6-carbonyl chloride as a yellow residue that was used without further purification., 3622-35-3

The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENANTA PHARMACEUTICALS INC; GRANGER, Brett; WANG, Gouqiang; SHEN, Ruichao; MA, Jun; XING, Xuechao; HE, Jing; HE, Yong; LONG, Jiang; WANG, Bin; OR, Yat, Sun; (108 pag.)WO2018/218044; (2018); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Simple exploration of 3622-35-3

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

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

3622-35-3, Methyl benzothiazole-6-carboxylate S2b[0131] A 0.2 M stirring solution of benzothiazole-6-carboxylic acid in THF (17 mL) was cooled to 0 0C. Excess diazomethane was introduced in situ from Diazald (2.51 g, 11.7 mmol), according to literature procedure. Lombardi, P. Chem. Ind. (London) 1990, 708. After addition of the diazomethane, the solution was stirred at 0 0C for 30 min and then at room temperature for 30 min. The solvent was removed under reduced pressure to afford 0.621 g (96%) of S2b as a tan solid, mp 105-106 0C. 1H NMR (400 MHz, CDCl3): delta 3.95 (s, 3H), 8.13-8.18 (m, 2H), 4), 7.93 (dd, IH, J= 0.8, 1.2), 9.14 (s, IH). 13C-NMR (100 MHz, CDCl3): delta 52.6, 123.6, 124.4, 127.5, 127.6, 133.9, 156.2, 157.5, 166.7. HRMS-FAB (m/z): [MH]+ calcd for C9H8NO2S, 194.0276; found, 194.0270.

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

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2009/75778; (2009); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 3622-35-3

The synthetic route of 3622-35-3 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Step A. Benzothiazole-6-carbonyl chloride. Under anhydrous conditions, a mixture of benzothiazole-6-carboxylic acid (1.0 g, 5.6 mmol) and oxalyl chloride (0.5 mL, 5.6 mmol) in dichloromethane (25 mL) containing a catalytic amount of N,N-dimethylformamide was stirred at ambient temperature for 3 hours. Removal of the solvent in vacuo provided a quantitative yield of the acid chloride as a light brown solid, which was used as such in the next step., 3622-35-3

The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Home Products; US6344451; (2002); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Some tips on 3622-35-3

3622-35-3, As the paragraph descriping shows that 3622-35-3 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Production Example 22 of the invented Compound; To a mixture of 0.26 g of benzothiazole-6- carboxylic acid, 0.23 g of 3, 7-dimethyl-2-octenylamine and 3 ml of DMF were added 0.86 g of BOP reagent and then 0.19 g of triethylamine, and the resultant mixture was stirred at room temperature for 20 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed successively with a saturated aqueous sodium hydrogencarbonate solution, water and a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel chromatography to obtain 0.45 g of N- (3, 7-dimethyl-2- octenyl) -benzothiazole-6-carboxamide (hereinafter referred to as the invented compound 22) . The invented compound 221H-NMR (CDC13) 6: 0.86-0.91 (6H, m) , 1.13-1.21 (2H, m) , 1.38-1.58 (3H, m) , 1.73-1.76 (3H, m) , 2.01-2.13 (2H, m) , 4.07-4.13 (2H, m) , 5.30-5.35 (IH, m) , 6.15 (IH, br s) , 7.85-7.88 (IH, m) , 8.16 (IH, d, J = 8.5 Hz) , 8.48 (IH, d, J = 1.7 Hz) , 9.11 (IH, s)

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

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/57668; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 3622-35-3

3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: Route 1: To a suspension of N-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) (100 mg, 0.520 mmol) inTHF (5 mL) under Ar atmosphere were added 1-hydroxybenzotriazole(HOBt) (60 mg, 0.440 mmol) and the corresponding carboxylicacid (b-f) (0.400 mmol). After 30 min, 4-(benzo[e][1,2]azaborinin-2(1H)-ylmethoxy)-N-methylaniline (6) (106 mg, 0.400 mmol) followed by Et3N (121 mg, 167 lL, 1.20 mmol) were added at 0 Cand the mixture was allowed to warm to RT overnight (16 h). Thecrude mixture was then diluted with EtOAc (25 mL) and washedwith satd aq NH4Cl (3 25 mL) then brine (25 mL). The organicphase was isolated and dried over Na2SO4, filtered, and the solventwas removed in vacuo. The crude residue was further purified bygradient column chromatography (SiO2, flash, 0-100%EtOAc/heptane) to isolate the title compounds (2b-f) after solventremoval., 3622-35-3

3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

Reference:
Article; Vlasceanu, Alexandru; Jessing, Mikkel; Kilburn, John Paul; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4453 – 4461;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 3622-35-3

3622-35-3, 3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

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

Example 50D benzothiazole-6-carboxylic acid methyl ester To a 250 mL round bottom flask was added benzothiazole-6-carboxylic acid (5.0 g, 27.9 mmol), 100 mL methanol, and 10 mL thionyl chloride. The solution was refluxed 2 hours, cooled to ambient temperature, and concentrated under reduced pressure to provide the title compound. 1H-NMR (300 MHz, DMSO-d6) delta ppm 3.91 (s, 3H), 8.10 (dd, 1H), 8.19 (d, 1H), 8.86 (d, 1H), 9.60 (s, 1H); MS (ESI) m/z 194 [M+H]+.

3622-35-3, 3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; Lynch, John K.; Collins, Christine A.; Freeman, Jennifer C.; Gao, Ju; Iyengar, Rajesh R.; Judd, Andrew S.; Kym, Philip R.; Mulhern, Mathew M.; Sham, Hing L.; Souers, Andrew J.; Zhao, Gang; Wodka, Dariusz; US2005/209274; (2005); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Some tips on 3622-35-3

3622-35-3, As the paragraph descriping shows that 3622-35-3 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Benzothiazole-6-carboxylic acid (6.00 g, 33.5 mmol) and 1-hydroxybenzotriazole (6.79 g, 50.2 mmol) were dissolved in N,N-dimethylformamide (500 mL, 6000 mmol). Then N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (9.63 g, 50.2 mmol) was added and the reaction was stirred at room temperature for 20 min. 4-(Methylamino)phenol sulphate (5.76 g, 16.7 mmol) was added followed by triethylamine (14.0 mL, 1.00E2 mmol). The reaction was stirred at room temperature for 5 days. The reaction mixture was evaporated and the residue was suspended in H2O (300 mL) and extracted with ethyl acetate (400 mL * 3). The combined organic phases were washed with sat. aq. NaHCO3 (300 mL), dried with magnesium sulfate, filtered and evaporated. The crude product was purified using Combiflash (Silica, Column Size 220 g, Eluent: heptane:ethyl acetate). Fractions containing the product were combined and evaporated to yield the intermediate N-(4-hydroxyphenyl)-N-methylbenzo[d]thiazole-6-carboxamide (26%) as light brown crystals. 1H NMR: (600 MHz, DMSO) delta 9.50 (s, 1H), 9.42 (s, 1H), 8.13 (br s, 1H), 7.89 (d, J = 8.2 Hz, 1H), 7.35 (br s, 1H), 7.00 (d, J = 8.2 Hz, 2H), 6.60 (d, J = 8.6 Hz, 2H), 3.34 (s, 3H). [M+H+]: 284.9.

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

Reference:
Article; Kilburn, John Paul; Kehler, Jan; Langgard, Morten; Erichsen, Mette N.; Leth-Petersen, Sebastian; Larsen, Mogens; Christoffersen, Claus Tornby; Nielsen, Jacob; Bioorganic and Medicinal Chemistry; vol. 21; 19; (2013); p. 6053 – 6062;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 3622-35-3

3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

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

STEP A: Preparation of benzothiazole-6-carboxylic acid (4-hydroxy-butyl)-amide (14A). 2.69 g (15 mmol) of benzothiazole-6-carboxylic acid is dissolved in a mixture of l.34 g (15 mmol) 4-amino-butan-l-ol and 70 mL dry tetrahydrofuran. 2.43 g (15 mmol) of CDI is added after stirring for 30 minutes and then stirred for another hour. The mixture is concentrated in vacuum. The resulting residue is suspended in dichloromethane, water is added, and the organic phase is separated. The aqueous phase is extracted with dichloromethane twice. The combined organic phases are dried over sodium sulfate and concentrated in vacuum. Yield: 55%; ESI-MS: 251 (M+H+)., 3622-35-3

3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; MOTAC NEUROSCIENCE LIMITED; WO2009/56805; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica