Month: March 2022

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.,3622-35-3

Tert-butyl (2S,3R)-3-hydroxy-4-(isobutylamino)-1-phenylbutan-2-ylcarbamate (6.2) (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 6.3 quantitative.

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

Reference：
Patent; TIBOTEC BVBA; US2010/305073; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

101080-15-3, 5-Isopropylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Thiobenzamide (thiobenzamide) (1.0 equiv),5-bromothiophene-2-carbaldehyde (1.0 equiv) and2-chloromalonedialdehyde (2-chloromalanal) was dissolved in acetone and refluxed for 2 h.After completion of the reaction, the reaction mixture was extracted with water and extracted with ethyl acetate. The combined organic phases were dried over anhydrous sodium sulfate and filtered to give 2-phenylthiazole-5-carbaldehyde (2-phenylthiazole-5-carbaldehyde).

101080-15-3, As the paragraph descriping shows that 101080-15-3 is playing an increasingly important role.

Reference：
Patent; West China Hospital, Sichuan University; Chen, Yi; Liu, Jie; (32 pag.)CN106279132; (2017); 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.2346-00-1,2-Methyl-4,5-dihydrothiazole,as a common compound, the synthetic route is as follows.

2-Methyl-2-thiazoline 7 (16.57g, 162.1 mmol, 1 eq.) was placed in a 250 ml flask, followed by dried THF (75.6 mL) and CH3I (23.26 g, 162.2 mmol, 1 equiv). The flask was wrapped with aluminum foil and the mixture was stirred for 18 h at room temperature. White crystals of product 14 were filtered, washed with dried THF and vacuum-dried. 20.57 g (84.6 mmol) of 14 was obtained, yield 52.2percent. Melting point, 1H and 13C NMR spectroscopy data, and IR spectroscopy data are available in ref. 3., 2346-00-1

As the paragraph descriping shows that 2346-00-1 is playing an increasingly important role.

Reference：
Article; De Silva, Hondamuni I.; Song, Yingquan; Henry, William P.; Pittman Jr., Charles U.; Tetrahedron Letters; vol. 53; 24; (2012); p. 2965 – 2970;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

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

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.

Step 1: tert-Butyl 6-bromobenzo[d]thiazol-2-ylcarbamate A mixture of 6-bromobenzo[d]thiazol-2-amine (14.7 g, 64.2 mmol), di-tert-butyl dicarbonate (14.0 g, 64.1 mmol) and N, N-dimethylpyridin-4-amine (40.0 mg, 0.327 mmol) in DCM (200 mL) was stirred at room temperature for 24 h and then filtered. The filtrate was evaporated in vacuo. The resultant residue was purified via flash chromatography on silica gel (solvent gradient: 0-10% ethyl acetate in petroleum ether) to yield 7.26 g (34%) of the title compound as a yellow solid. LCMS (ESI): [M+H]+=329/331., 15864-32-1

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

Reference：
Patent; Genentech, Inc.; Braun, Marie-Gabrielle; Garland, Keira; Hanan, Emily; Purkey, Hans; Staben, Steven T.; Heald, Robert Andrew; Knight, Jamie; Macleod, Calum; Lu, Aijun; Wu, Guosheng; Yeap, Siew Kuen; (183 pag.)US2018/65983; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

131106-70-2, 6-(Trifluoromethyl)benzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,131106-70-2

General procedure: To an oven-dried 10 mL vial were added the heteroarene 1 (0.40 mmol, 1.0 equiv), 1-adamantanecarboxylic acid (2; 216 mg, 1.20 mmol, 3.0 equiv), K2HPO4 (209 mg, 1.20 mmol, 3.0 equiv), 9-mesityl-10-methylacridinium perchlorate (8.2 mg, 5.0 mol%), and [Co(dmgH)(dmgH2)Cl2] (11.6 mg, 8.0 mol%). After the vial was capped with a septum, it was evacuated and refilled with N2 for three times before DCE (1.5 mL) and H2O (0.5 mL) were added sequentially. If the heterocyclic substrate 1 was a liquid, it was added at this point. The mixture was degassed and stirred for 24 h under visible light irradiation (Kessil A360N, see Figure S-1 in the Supporting Information). After 24 h, the mixture was diluted with CH2Cl2 (10 mL) and H2O (10 mL), and the phases were separated. The aqueous layer was extracted with CH2Cl2 (2 × 10 mL), the combined organic phases were dried (Na2SO4), and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (n-pentane or n-hexane/Et2O 20:1 to 2:1) affording the corresponding product 3.

131106-70-2 6-(Trifluoromethyl)benzo[d]thiazole 14810650, athiazole compound, is more and more widely used in various fields.

Reference：
Article; Koeller, Julian; Gandeepan, Parthasarathy; Ackermann, Lutz; Synthesis; vol. 51; 5; (2019); p. 1284 – 1292;,
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 (142 mg, 0.792 mmol) was stirred in DCM (15 mL), DIPEA (0.82 mL, 4.8 mmol) and HBTU (300 mg, 0.792 mmol) were added. Stirring was continued for 0.5 h at RT. Intermediate 25 (250 mg, 0.792 mmol) was added to the solution and stirring was continued for 2 h at RT. NaOH solution (IN, 1 mL) was added and stirred for 5 min. The product filtered on an extrelute filter and the filtrate was evaporated. The product was purified on silica gel, eluent: DCM -> 4% MeOH in DCM. The pure fractions were evaporated to give a mixture of compounds 25a and 25b (340 mg). This was purified via Prep SFC (Stationary phase: Chiralcel Diacel OD 20 x 250 mm, Mobile phase: C02, EtOH + 0.4 iPrNH2) to give both products which were crystallized from Et20 and afforded Co. No. 25a (121 mg, 35%) and Co. No. 25b (128 mg, 37%).

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

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

40283-41-8, 2-Aminothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of 2-chlorothiazole-4-carboxylic acid To a solution of 2.84 g (19.7 mmol) of 2-aminothiazole-4-carboxylic acid in 30 ml of 1,4-dioxane was added 50 ml of concentrated hydrochloric acid, followed by cooling to 0C, and 10 ml of an aqueous solution of 2.04 g (29.6 mmol) of sodium nitrite was added charged dropwise thereto at 0C to 5C. The reaction liquid was stirred at 0C for 2 hours, and then 2.93 g (29.6 mmol) of copper chloride was charged in separate portions thereto. The reaction liquid was returned to room temperature, followed by stirring for 8 hours. To the reaction liquid were added water and ethyl acetate, followed by extraction with ethyl acetate four times. The organic layer was washed with saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to prepare 1.77 g (yield 55%) of a target compound. 1H-NMR (DMSO-d6, ppm) delta 8.41 (1H, s). The proton of the carboxylic acid was not detected., 40283-41-8

As the paragraph descriping shows that 40283-41-8 is playing an increasingly important role.

Reference：
Patent; Mitsui Chemicals Agro, Inc.; EP2319830; (2011); 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.939-69-5,6-Hydroxybenzo[d]thiazole-2-carbonitrile,as a common compound, the synthetic route is as follows.

D-2-(6′-Hydroxybenzothiazol-2′-yl)-D2-5-(2,6-dibromo-4-cyanophenoxy)methylthiazoline-4-carboxylic acid.. A solution of 2-cyano-6-hydroxybenzthiazole (2.0 eq.) in MeOH is purged with nitrogen for 5 minutes.. A solution of (2R,3S)-2-amino-4-(2,4-dibromo4-cyanophenyl)oxy-3-mercaptobutanoic acid trifluoroacetate (1.0 eq.) and potassium carbonate (1.0 eq.) in deoxygenated water is added to the methanol solution.. The reaction is stirred under nitrogen while being protected from light for 2 hours.. The volume of the reaction is doubled with water and the resulting solution is made acidic with dilute hydrochloric acid.. The mixture is extracted with ethyl acetate.. The extract is washed with water and dried over sodium sulfate.. The solvent is removed and the residue is triturated with ether.. The residue is dried in vacuo to yield the title compound., 939-69-5

The synthetic route of 939-69-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Marker Gene Technologies, Inc.; US6656917; (2003); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14190-59-1, Thiazole-2-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Thiazole-2-carboxylic acid (3-acetyl-2, 4-difluoro-phenyl)-amide, which has the structural formula was made as follows. To thiazole-2-carboxylic acid (491 mg, 3.80 mmol ; Metzger, et AL., Bull. Soc. Chim. Fr. , 708-709 (1953) and FOR 1H NMR, see Borgen et AL., Acta. Chem. Scand. , 20; 2593-2600 (1966) ) in THF (2 mL) was added 0- (7- AZABENZOTRIAZOL-1-YL)-N, N, N’, N’-tetramethyluronium hexafluorophosphate (HATU; 1.45 g, 3.81 MMOL), followed by addition of 3′-amino-2′, 6 -DIFLUORO-ACETOPHENONE (from Example H (1) ; 542 mg, 3.36 MMOL) and triethylamine (0.88 mL, 6.3 MMOL). The mixture stirred under argon overnight, then partitioned between ethyl acetate and sat. aq. NA2CO3. The organic layer was separated, washed with 1 N HCI, dried over NA2SO4, and concentrated to afford a residue that was purified via column chromatography to afford 823 mg (92percent yield) of white solid, which was used without further purification. 1H NMR: 8 9. 33 (1H, bs), 8.54 (1H, td, J = 5.7, 9.0 Hz), 7.96 (1H, d, J = 3.1 Hz), 7.67 (1H, d, J = 3. 1 Hz), 7.02 (1H, td, J = 1. 8,9. 0 HZ), 2.64 (3H, t, J = 1. 8 HZ). THIAZOLE-2-CARBOXYLIC acid [3- (2-BROMOACETYL)-2, 4-DIFLUORO-PHENYL]-AMIDE, which has the structural formula was made as follows. To THIAZOLE-2-CARBOXYLIC acid [3- (2- ACETYL)-2, 4-difluoro-phenyl]-amide (530 mg, 1.88 MMOL) in HOAC (5 mL) was added pyridinium tribromide (600 mg, 1.88 MMOL). The mixture was heated at 70 C for a half hour, allowed to cool, and partitioned between ether and water. The organic layer was separated, washed with water and sat. aq. NaHCO3, dried over MGS04, and concentrated in vacuo to give 645 mg (95percent) of white solid, which was used without further purification. 1H NMR: No. 9.53 (1H, bs), 8.63 (1H, td, J = 5.8, 9.0 Hz), 7.96 (1H, d, J = 3.1 Hz), 7.69 (1H, d, J = 3. 1 Hz), 7.07 (1H, td, J = 1. 9,9. 0 HZ), 4.38 (2H, d, J = 0. 8 HZ). The title compound was made analogously to 4- [4-AMINO-5- (2, 6-DIFLUORO-BENZOYL)- thiazol-2-ylamino]-benzenesulfonyl fluoride from Example A (1). 4-ISOTHIOCYANATO- benzenesulfonamide (142 mg, 0.663 MMOL) and thiazole-2-carboxylic acid [3- (2-bromoacetyl)- 2, 4-difluoro-phenyl]-amide (300 mg, 0. 831 MMOL) gave 245 mg (69percent yield) of a yellow solid. 1H NMR (DMSO-d6) : 8 11.19 (1 H, s), 10.60 (1 H, s), 8.45 (2H, bs), 8.17 (1H, d, J = 3.1 Hz), 8.13 (1H, d, J = 3. 1 Hz), 7.80 (1H, d, J = 9. 2 HZ), 7.76 (1H, d, J = 9. 2 HZ). HRESIMS : calcd. for C20H5F2N603S3 : 537.0285. Found: 537.0272. ANAL. CALCD. for C20HA4F2N604S3 0. 4 H2ONo.0. 1 EtOH : C, 44.24 ; H, 2.83 ; N, 15. 33; S, 17.54. Found: C, 44.23 ; H, 2.64 ; N, 15.16 ; S, 17.33.

14190-59-1, 14190-59-1 Thiazole-2-carboxylic acid 2762733, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; PFIZER INC.; WO2004/72070; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica