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.

A solution of benzothiazole-6-carboxylic acid (4.48 g, 25.0 mmol), tert-butyl carbazate (3.63 g, 27.5 mmol), 3-(3-dimethylaminopropyl)-1-ethylcarbodiimide hydrochloride (5.75 g, 30.0 mmol) and 1-hydroxybenzotriazole (4.05 g, 30.0 mmol) in N,N-dimethylformamide (50 mL) was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed twice with water and once with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate/tetrahydrofuran=2/1), and crystallized from hexane/acetone to give the title compound (5.51 g, yield 75%) as colorless crystals. melting point 128-129 C.1NMR (CDCl3) delta 1.52 (9H, s), 6.81 (1H, brs), 7.89 (1H, dd, J=1.7, 8.7 Hz), 8.12 (1H, d, J=8.7 Hz), 8.40 (1H, brs), 8.47 (1H, dd, J=0.6, 1.7 Hz), 9.12 (1H, s).Elemental analysis (for C13H15N3O3S)Calculated (%): C, 53.23; H, 5.15; N, 14.32.Found (%): C, 53.10; H, 5.13; N, 14.38., 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

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.

Under nitrogen atmosphere at -78 C, 11BuLi/Hex(2.5M) (28.5 mL, 71.4 mmol) was added dropwise into the solution of 6-carboxybenzothiazole (6.566 g, 37 mmol) in THF (450 mL) over 25 minutes. After the mixture was stirred for additional half an hour, the solution of Boc-HN-Arg(Mtr) Weinreb amide (1.633 g, 3.08 mmol) in THF (60 mL) was added slowly over 20 mm at -78C. After the addition then the mixture was stirred at -24 C to -20 C for 1.5 hours. The reaction was quenched with saturated aqueous NH4C1 (270 mL). The layers were separated and the aqueous layer was extracted with AcOEt. The organic phase was collected and washed with water and brine, dried with Na2SO4 then concentrated in vacuo. To the resulting residue MeOH (50 mL) was added. The mixture was cooled at -25 C and sodium borohydride (0.706 g, 18.7 mmol) was added. The mixture was stirred at -25 -20 C for 1 hour. Acetone (10 mL) was added to quench the reaction and the mixture was stirred for 15 minutes then concentrated in vacuo. The residue was suspended in water, acidified to pH 34, and extracted with AcOEt. The organic phase was washed with brine, dried with Na2SO4, then concentrated in vacuo. The resulting residue was dissolved in CH2C12/MeOH (17/3 v/v, 40 mL), cooled to 0 C. Into it, (trimethylsilyl)diazomethane (2 M in hexane, 9.2 mL, 18.4 mmol) was added dropwise over 25 minutes. The mixture was stirred at 0 C for ihour. MeOH (5 mL) was added and the mixture was concentrated in vacuo. The residue was purified by silica gel chromatography with CHC13/MeOH combination as eluent to give BocHN-Arg(Mtr)-CH(OH)benzothiazole-6-COOMe a (0.445 g, mixture of diastereomers) in 22% yield. MS(ESI): found: [M + Hj, 664.5., 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; WASHINGTON UNIVERSITY; JANETKA, James,, W.; HAN, Zhenfu; HARRIS, Peter; KARMAKAR, Partha; (163 pag.)WO2016/144654; (2016); 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

After adding benzothiazole-6-carboxylic acid (5.0 g, 27.9 mmol), HATU (15.9 g, 41.9 mmol) and DIPEA (11.7 mL, 83.7 mmol) to dichloromethane (87 mL) and N,N-dimethylformamide (22 mL), the result was stirred for 30 minutes. To the reaction solution, an N,O-dimethylhydroxylamine salt (3.0 g, 30.7 mmol) was introduced, and the result was stirred for 12 hours at room temperature. After terminating the reaction, the reaction solution was removed, and ethyl acetate was added thereto. The result was washed with water and saline, then dried using anhydrous magnesium sulfate, and filtered. The filtrate was concentrated and purified using column chromatography to obtain a target compound (6.2 g). 1H NMR spectrum (300 MHz, CDCl3) delta 9.13(s, 1H), 8.36(d, 1H), 8.16(d, 1H), 7.87(dd, 1H), 3.57(s, 3H), 3.42(s, 3H).

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; Hanmi Pharmaceutical Co., Ltd.; LEE, Kyung Ik; JUNG, Young Hee; SONG, Ji Young; JUN, Seung Ah; (89 pag.)EP3480193; (2019); 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: Carboxylic acids (1 mmol) and 1,1′-carbonyl diimidazole(1 mmol) were taken in THF (15 mL) in a round-bottommed flask(100 mL) and stirred for 30 min in order to activate the carboxylicacids. Then metronidazole (1 mmol) was added into the reactionmixture with constant stirring for 24 h. Reaction progress wasmonitored by TLC (6:4 EtOAc:Hexane). Reaction mixture waspoured onto crushed ice (100 mL), precipitates appeared immediatelywhich were filtered and dried in air. The precipitates werecrystallized from ethanol. Products were characterized by spectroscopictechniques such as EIMS, 1H NMR and 13C NMR. CHNanalysis was also performed.

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

Reference：
Article; Salar, Uzma; Khan, Khalid Mohammed; Taha, Muhammad; Ismail, Nor Hadiani; Ali, Basharat; Qurat-ul-Ain; Perveen, Shahnaz; Ghufran, Mehreen; Wadood, Abdul; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1289 – 1299;,
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.

To a solution of benzo[d]thiazole-6-carboxylic acid (2.5 g,13.95 mmol) in anhydrous CH2Cl2 (30 mL) was added triethylamine(1.95 mL, 13.95 mmol). The mixture was stirred at 10 C and a solution of ethyl chloroformate (1.33 mL, 13.95 mmol) in CH2Cl2(3 mL) was added dropwise. The resulting solution was stirred at10 C for an hour before addition of N-methoxymethylamine(1.36 g, 22.32 mmol) and triethylamine (1.95 mL, 13.95 mmol). Themixture was stirred 1 h 30 at 10 C, quenched with water, andextracted with CH2Cl2. The combined organic layers were driedover MgSO4, filtered, and evaporated under reduced pressure. Purification of the residue was performed by alumina column chromatography using CH2Cl2 as eluent to give compound 6 (1.22 g,39%) as a pale yellow oil.1H NMR (300 MHz, CDCl3) d 9.10 (s, 1H, CHS), 8.35 (d, 1H,J 1.5 Hz, H7), 8.14 (d, 1H, J 8.7 Hz, H4), 7.86 (dd, 1H, J 8.7,1.5 Hz, H5), 3.55 (s, 3H, CH3O), 3.41 (s, 3H, CH3N). 13C NMR (75 MHz,CDCl3) d 169.0, 156.1, 154.4, 133.4, 131.2, 126.4, 123.0, 122.6, 61.1,33.7.

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

Reference：
Article; Moine, Esperance; Dimier-Poisson, Isabelle; Enguehard-Gueiffier, Cecile; Loge, Cedric; Penichon, Melanie; Moire, Nathalie; Delehouze, Claire; Foll-Josselin, Beatrice; Ruchaud, Sandrine; Bach, Stephane; Gueiffier, Alain; Debierre-Grockiego, Francoise; Denevault-Sabourin, Caroline; European Journal of Medicinal Chemistry; vol. 105; (2015); p. 80 – 105;,
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 4-(3-fluorobenzyloxy)-benzylamine described in Preparation Example 6 (129mg, 0.558mmol) and benzothiazole-6-carboxylic acid (100mg, 0.558mmol) in tetrahydrofuran (5mL) were added benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (296mg, 0.670mmol) and triethylamine (93mul, 0.670mmol), and the solution was stirred overnight at room temperature. Ethyl acetate and water were added to the reaction solution, which was then partitioned, the organic layer was washed with water, and then, dried over anhydrous magnesium sulfate. The solvent was evaporated, the residue was purified by NH silica gel column chromatography (hexane : ethyl acetate), and the title compound (148mg, 68%) was obtained as a white solid. 1H-NMR Spectrum (CDCl3) 6(ppm) : 4.64(2H, d, J=5.6Hz), 5.08(2H, s), 6.42(1H, brs), 6.97(2H, d, J=8.8Hz), 7.02(1H, td, J=2.8, 8.4Hz), 7.15-7.21 (2H, m), 7.31-7.38(3H, m), 7.88(1H, dd, J=1.6Hz, 8.4Hz), 8.17(1H, d, J=8.8Hz), 8.50(1 H, d, J=1.6Hz), 9.12(1 H, s).

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

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

General procedure: tert-butyl (2S,3R)-3-hydroxy-4-(isobutylamino)-1-phenylbutan-2-ylcarbamate (6) (31.0 g) in dichloromethane was added to a solution of benzothiazole-6-carboxylic acid (1.05 eq), triethylamine (1.5 eq) and HATU (2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1.05 eq) in dichloromethane (500 mL). The reaction mixture was stirred at room temperature overnight. Water was added and the phases were separated. The organic phase was three times washed with a saturated aqueous Na2CO3 solution, brine, dried with MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (eluent: dichloromethane dichloromethane / methanol 95:5) to afford compound 8 quantitative., 3622-35-3

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

Reference：
Article; Jonckers, Tim H.M.; Rouan, Marie-Claude; Hache, Geerwin; Schepens, Wim; Hallenberger, Sabine; Baumeister, Judith; Sasaki, Jennifer C.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 15; (2012); p. 4998 – 5002;,
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

EXAMPLE 48 STR131 Compound 48 was prepared using the method of Example 12. Benzothiazole replaced benzothiazole-6-carboxylic acid in step a and N-Boc-L-proline replaced N-CBZ-N-methyl-D-phenylalanyl-L-proline in step d to give the title compound as a solid: FAB-MS m/z 389 (MH+); Anal. Calc’d for C18 H24 N6 O2 S*1.9 CF3 CO2H*0.9 H2 O: Calculated C, 42.14; F, 17.43; H, 4.49; N, 13.53, H2 O, 2.58 Found: C, 42.30; F, 17.69; H, 4.20; N, 13.18, H2 O, 2.61 EXAMPLE 49 STR132 Compound 49 was prepared by the method of Example 12. Benzo[b]thiophene replaced benzothiazole-6-carboxylic acid in step a and the remaining steps in the sequence were carried out with only minor modifications to give the title compound as a solid: [alpha]D25 =-78.3 (C=1.00, MeOH); FAB-MS m/z 549 (MH+);

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; Costanzo; Michael J.; Maryanoff; Bruce E.; US5523308; (1996); 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

A mixture of 2-araino-l-(4-methoxyphenyl)ethanone hydrochloride (8 mg, 0.04 mmol), benzothiazole-6-carboxylic acid (7 mg, 0.04 mmol), tris(dimethylamino)chloro phosphonium hexafluorophosphate (48 mg, 0.14 mmol), and N,N-diisopropylethylamine (24 muL, 0.14 mmol) in NMP (600 muL) was stirred at room temperature overnight, then the solvents were evaporated in vacuo. The resulting residue was dissolved in acetic anhydride (400 muL) followed by the addition of TFA (100 muL). The reaction mixture was heated at 90 0C for 1 h, cooled to the room temperature, and concentrated in vacuo. The resulting residue was dissolved in DMSO (200 mul) and subjected to HPLC purification (Method T) to provide 6-(5- (4-methoxyphenyl)oxazol-2-yl)benzo[dJthiazole (2 mg). LC/MS (ESI) m/z 309.1 [M+H]. HPLC retention time (Method A) = 3.53 min., 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; AMPHORA DISCOVERY CORPORATION; WO2007/149395; (2007); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica