Category: 3622-35-3

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.

Example 36:; EPO To a reaction mixture of amino ethyl ester 31a (0.31 g, 1.24 mmol) and aryl carboxylic acid (0.22 g, 1.24 mmol) in DMF (4 mL), EDC (0.36 g, 1.9 mmol), DMAP (25.0 mg, 0.28 mmol) and triethyl amine (345 mul_, 3.72 mmol) were added. The reaction mixture was stirred for 16 hours at room temperature. Crude product was purified by prep-HPLC without work up (10_50_60min, 0.1% TFA in water and acetonitrile) giving 0.30 g (59%) of oil 36. 1H NMR (DMSOd6): delta 1.06 (t, 3H, J=7.06 Hz), 3.54 (s, 2H), 4.08 (dd, 3H, J=6.97, 1.13 Hz), 7.32 (dd, 1 H, J=9.04, 6.78 Hz), 7.65 (dd, 1 H, J=4.14, 0.94 Hz), 7.77 (m, 1 H, J=8.48, 7.16, 4.90, 4.90, 4.90 Hz), 7.94 (d, 1 H, J=8.48 Hz), 8.17 (d, 1 H, J=8.48 Hz), 8.63 (d, 1 H, J=1.70 Hz), 9.30 (d, 1 H, J=8.29 Hz), 9.55 (s, 1 H). LCMS 413 (M+H).

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

Reference：
Patent; PFIZER, INC.; WO2006/40646; (2006); 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

Production Example 1Zero point one eight (0.18) g of benzothiazole-6-carboxylic acid, 0.19 g of 2-fluoro-3-methoxybenzylamine hydrochloride, 0.23 g of WSC and3 ml of pyridine were mixed and stirred at room temperature for2 hours. To the reactionmixture was added water, and the mixture was extracted with ethyl acetate. The resultant organic layer was washed sequentially with water and saturated saline, then, dried over anhydrous sodium sulfate, and concentrated under reduced pressure . The resultant residue was washed with hexane, and 0.23 g ofN- (2-fluoro-3-methoxyphenyl)methyl-benzothiazole-6-carboxam ide (hereinafter, referred to as the compound of the present invention (I)) was obtained.The compound of the present invention (1) 1H-NMR (CDCl3) delta: 3.90 (3H, s) , 4.75 (2H, d, J = 4.9 Hz), 6.58(IH, br s), 6.92-7.09 (3H, m) , 7.88 (IH, dd, J = 8.5, 1.7 Hz), 8.16 (IH, d, J = 8.5 Hz), 8.48 (IH, d, J = 1.5 Hz), 9.11 (IH, s) ., 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; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/157527; (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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Benzothiazole-6-carboxylic acid (71a, 5.0 g, 27.93 mmol) was dissolved in DCM (96 mL) and MeOH (32 mL) and cooled to 0 C. A solution of trimethylsilyl-diazomethane (28 mL, 2.0M in hexane) was added dropwise and the resulting solution was gradually warmed to RT and stirred overnight. The reaction was quenched slowly by careful addition of HOAc (2 mL) and stirred for 30 min. The solution was concentrated, diluted with EtOAc and washed with saturated NaHCO3 solution. The organic extracts were dried (Na2SO4), filtered and concentrated in vacuo. The crude residue was purified by SiO2 chromatographed eluting with 15% EtOAc/hexane to afford 4.44 g (82%) of 71b as a white solid: 1H NMR (300 MHz, CDCl3): 9.15 (s, 1H), 8.68 (m, 1H), 8.16 (m, 2H), 3.97 (s, 3H).

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

Reference：
Patent; Roche Palo Alto LLC; US2006/40927; (2006); 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

3622-35-3, 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.

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

Reference：
Patent; Wyeth; EP1149104; (2002); B1;,
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

General procedure: A mixture of 1-12 (0.27 g, 0.001 mol) and 2,6-dimethylisonicotinic acid (0.16 g, 0.001 mol) in DCM (10 mL) was treated with DIPEA (0.69 mL, 0.75 g/mL, 0.004 mol) and HBTU (0.38 g, 0.001 mol). Stirring was continued for 16 h. The RM was diluted with water (5 mL), acidified with 1 M HC1 until pH~3 and the layers were separated and the OL was washed with 1 M NaOH until pH~9, water, then dried over MgS04, filtered and concentrated in vacuo to give an oil (0.8 g). A purification was performed via Prep HPLC (stationary phase: RP XBridge Prep C18 OBD-IotaOmicronmuiotaeta, 50 xl50mm, mobile phase: 0.25% NH4HCO3 solution in water, MeOH) yielding two fractions. A purification was performed using Prep SFC (stationary phase: Chiralpak Diacel AD 20 x 250 mm, mobile phase: C02, EtOH with 0.4% iPrNH2) yielding 4 fractions of which two afforded compounds lb (64 mg, 18%) and la (70 mg, 19%)., 3622-35-3

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

Reference：
Patent; JANSSEN PHARMACEUTICA NV; VAN ROOSBROECK, Yves, Emiel, Maria; VAN DEN KEYBUS, Frans, Alfons, Maria; TRESADERN, Gary, John; BUIJNSTERS, Peter, Jacobus, Johannes, Antonius; VELTER, Adriana, Ingrid; JACOBY, Edgar; MACDONALD, Gregor, James; GIJSEN, Henricus, Jacobus, Maria; AHNAOU, Abdellah; DRINKENBURG, Wilhelmus, Helena, Ignatius, Maria; (216 pag.)WO2018/83098; (2018); 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

General procedure: To a suspension of N-(3-dimethylaminopropyl)-3-ethylcarbodiimidehydrochloride (EDCI) (0.100 g, 0.520 mmol) in THF (4 mL),were added 1-hydroxybenzotriazole (HOBt) (0.059 g, 0.440 mmol)and the corresponding carboxylic acid (b-f) (0.400 mmol). After30 min, a solution of N-methyl-4-(naphthalen-2-ylmethoxy)aniline(9) (0.105 g, 0.400 mmol) and Et3N (0.121 g, 0.167 mL,1.20 mmol) in THF (1 mL) was added and the mixture was stirredover 3 d. The reaction was then diluted with CH2Cl2 (10 mL) andthe resulting solution was concentrated in vacuo onto celite. Theresidue was purified by gradient column chromatography (SiO2,flash, 0-100% EtOAc/heptane) to isolate the title compounds (3b-f) after solvent removal.., 3622-35-3

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

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

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

Synthesis of Benzothiazole-6-carbonyl chloride (19A, Ar2=benzothiazol-6-yl) Under a nitrogen atmosphere, benzothiazole-6-carboxylic acid (1.014 g, 5.6 mmol) was dissolved in methylene chloride (25 mL). Five drops of N,N-dimethylforamide was added. Oxalyl chloride (0.5 mL, 5.6 mmol) was slowly added. After 2 hrs, the reaction was heated to 30 C. for 16 hrs. The reaction was concentrated in vacuo to yield benzothiazole-6-carbonyl chloride (19A) (1.665 g, quant., light yellow powder).

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

Reference：
Patent; Nivalis Therapeutics, Inc.; Wasley, Jan; Rosenthal, Gary J.; Sun, Xicheng; Strong, Sarah; Qiu, Jian; US9138427; (2015); B2;,
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

To a solution of benzothiazole-6-carboxylic acid (358 mg, 2.00 mmol) in tetrahydrofuran (10 mL) was added N,N’-carbonyldiimidazole (341 mg, 2.10 mmol) at room temperature, and the resulting mixture was stirred for 1 hr. To this reaction mixture was added 3-[3-(trifluoromethyl)phenyl]propanohydrazide (557 mg, 2.40 mmol), and the mixture was further stirred at room temperature for 24 hr. The reaction mixture was concentrated under reduced pressure, and ethyl acetate was added to the residue. The precipitate was collected by filtration, purified by basic silica gel column chromatography (tetrahydrofuran) and recrystallized from hexane/tetrahydrofuran to give the title compound (524 mg, yield 67%) as colorless crystals. melting point 206-207 C.1H NMR (CDCl3) delta 2.66-2.71 (2H, m), 3.07-3.12 (2H, m), 7.39-7.49 (4H, m), 7.90 (1H, dd, J=1.7, 8.7 Hz), 8.15 (1H, d, J=8.7 Hz), 8.46 (1H, d, J=1.7 Hz), 8.81 (1H, brs), 9.14 (1H, s), 9.27 (1H, brs).Elemental analysis (for C18H14F3N3O2S)Calculated (%): C, 54.96; H, 3.59; N, 10.68.Found (%): C, 54.96; H, 3.48; N, 10.65., 3622-35-3

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

Reference：
Patent; Itoh, Fumio; US2010/69381; (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

To a solution of 3-phenoxybenzylamine described in Preparation Example 4 (33mg, 0.167mmol) and benzothiazole-6-carboxylic acid (30mg, 0.167mmol) in tetrahydrofuran (1 mL) were added benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (89mg, 0.20mmol) and triethylamine (28mul, 0.20mmol), and the solution was stirred at room temperature for 17 hours. The solvent was evaporated, the residue was purified by NH silica gel column chromatography (hexane : ethyl acetate), and the title compound (37mg, 62%) was obtained as a colorless oil. 1H-NMR Spectrum (CDCl3) delta(ppm) : 4.68(2H, d, J=6.0Hz), 6.50(1H, brs), 6.94(1H, dd, J=2.0, 8.0Hz), 7.02-7.04(3H, m), 7.11-7.15(2H, m), 7.31-7.37(3H, m), 7.88(1H, dd, J=1.6, 8.8Hz), 8.18(1H, d, J=8.8Hz), 8.49(1H, d, J=1.6Hz), 9.13(1H, s).

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

Reference：
Patent; Eisai Co., Ltd.; EP1669348; (2006); 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

To a mixture of 2,7-diazaspiro[4.5]decane-6,8-dione hydrochloride (30 mg, 147 prnol, eq. 1) and benzo[d]thiazole-6-carboxylic acid (CAS 3622-35-3, 28.9 mg, 161 pmol, eq. 1.1) were added a solution of HATU in ACV-dimethylformamide 0.358 M (491 m, 176 mhio, eq. 1.2) and iVyV-diisopropylethyl amine (75.8 mg, 100 m, 586 mpio, eq. 4). The reaction mixture was shaken at 25 C for 4 hours. The reaction mixture was partitioned between water and a 1 : 1 mixture of ethyl acetate and tetrahydrofuran. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 4 g, eluent: 0 to 10% of methanol in dichloromethane) to afford 2-(benzo[d]thiazole-6- carbonyl)-2,7-diazaspiro[4.5]decane-6,8-dione (17 mg, 51.6 mhio, 35.2 %) as a white solid. MS (ISP): 330.1 (|M 1 11 )

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; C4 THERAPEUTICS, INC.; NASVESCHUK, Christopher, G.; DEY, Fabian; GOERGLER, Annick; KUHN, Bernd; NORCROSS, Roger; ROEVER, Stephan; SCHMID, Philipp; (270 pag.)WO2019/204354; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica