Category: thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.209459-11-0,Methyl 2-aminobenzo[d]thiazole-7-carboxylate,as a common compound, the synthetic route is as follows.

A.4.3 Synthesis of benzothiazole-7-carboxylic acid methyl ester; Isoamyl nitrite (22.0 mmol) is added to a solution of 2-amino-benzothiazole-7-carboxylic acid methyl ester (10.1 mmol) in THF (29 mL). The mixture is heated to reflux for 4h, the solvents are removed in vacuo and the residue is purified by flash chromatography (gradient: heptane to EtOAc/heptane 4/6) to give the desired product. LC-MS: tR = 0.85 min; [M+H]+ = 194.0.

209459-11-0, 209459-11-0 Methyl 2-aminobenzo[d]thiazole-7-carboxylate 10910742, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/104155; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

15448-99-4, 2-Methylbenzo[d]isothiazol-3(2H)-one 1,1-dioxide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 17 Methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (I; Y=OCH3) In a manner similar to Examples 15 and 16, to a solution of 2.86 g. (50 mmoles) of N-methylsaccharin and 10.8 ml. (100 mmoles) of methyl chloroacetate in 17 ml. of dimethylsulfoxide was added 11.56 g. (170 mmoles) of sodium ethoxide in 63 ml. of dimethylsulfoxide over a period of 2.5 hours. The reaction mixture wwas added to 800 ml. of 0.25N hydrochloric acid, and the precipitated product filtered, washed with water and dried, 3.0 g., 15448-99-4

As the paragraph descriping shows that 15448-99-4 is playing an increasingly important role.

Reference：
Patent; Pfizer Inc.; US4483982; (1984); 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.40283-41-8,2-Aminothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

Analogously to Example 44, from 2-aminothiazole-4-carboxylic acid and (RS)-glycyl-3-phenyl-beta-alanine ethyl ester hydrochloride there is prepared ethyl (RS)-3-[2-[(2-amino-thiazol-4-ylcarbonyl)-amino]-acetylamino]-3-phenyl-propionate; MS: 377 (M+H)+., 40283-41-8

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

Reference：
Patent; Hoffman-La Roche Inc.; US6100282; (2000); 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.182344-56-5,2-Chloro-4-fluorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

EXAMPLE 107 [0545] Preparation of cis-(2S)-(-)-1-(4-Indolyioxy)-3-(4-(4-fluorobenzothiazol-2-yl)-2-methylpiperidin-1-yl)-2-propanol Oxalate. [CHEMMOL-00165] [0546] Preparation of 4-(4-Fluorobenzothiazol-2-yl)-1-(t-butyloxycarbonyl)-2-methyl-1,2,3,6-tetrahydropyridine [CHEMMOL-00166] [0547] Scheme IA, Step A: To a mixture of 2-chloro-4-fluorobenzothiazole (1.012 g, 5.39 mmol) in 1,4-dioxane (60 mL) was added 2-methyl-4-trifluoromethylsulfonyl-1-(t-butyloxycarbonyl)-1,2,3,6-tetrahydropyridine (1.956 g, 5.66 mmol), hexamethylditin (1.767 g, 5.39 mmol), tetrakis(triphenylphosphine)-palladium (0.312 g, 0.269 mmol) and lithium chloride (0.686 g, 16.2 mmol). The mixture was heated at reflux for 20 hours, then cooled to 20 C. and diluted with saturated potassium fluoride and ethyl acetate. The mixture was stirred for 2 hours then partitioned and the organic layer was washed with brine, dried over sodium sulfate and evaporated. The residue was chromatographed over silica gel (hexanes/50% ethyl acetate in hexanes gradient elution) to give the intermediate title compound as a yellow amorphous solid (1.227 g, 72%). FDMS m/e=349 (M++1).

182344-56-5, As the paragraph descriping shows that 182344-56-5 is playing an increasingly important role.

Reference：
Patent; Hansen, Marvin Martin; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Koch, Daniel James; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko; US2004/6229; (2004); 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.,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

921927-88-0, Methyl 2-formylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

921927-88-0, Lithium diisopropyl amide (?LDA,? 60 mL, 108 mmol, 1 .8M) was added to 200 mL of ether at -78 C. followed by the addition of sulfinimine 7 (18.9 g, 100 mmol) in 200 mLether and the resultant reaction mixture was stirred for 40 mi C1Ti(OiPr)3 (203 mmol, 48.4 mL) was added to the reaction mixture and the solution was stirred for 60 mm. A solution of methyl 2-formylthiazole-4-carboxylate 4 (12.5 g, 72.6 mmol) in 180 mL of THF was added slowly to thereaction mixture. Afier another 2 h at -78 C., a mixture of acetic acid and THF (?A v/v, 4.9 mL) was added. The mixturewas warmed to 5 C. over 1 h and then poured into brine solution. The desired product was then extracted from the brine solution with ether and EtOAc solution. The organic phase was then dried over anhydrous MgSO4, filtered and evaporated. The residue was passed through 2 columns (DCM:EtOAc and hexane:EtOAc) to give compound 8 (19.6 g, 54 mmol, 75%) as an oil. MS (ES+) mlz, calculated: m+1, 361.12. found, 361.

The synthetic route of 921927-88-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; E. R. SQUIBB & SONS, L.L.C.; Cheng, Heng; Gangwar, Sanjeev; Cong, Qiang; (82 pag.)US9226974; (2016); B2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

6294-52-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6294-52-6,5,6-Dimethoxybenzo[d]thiazol-2-amine,as a common compound, the synthetic route is as follows.

To the reaction mixture of 5,6-dimethoxybenzo[d]thiazol-2-amine (50 mg, 0.238 mmol), TEA (0.100 mL, 0.713 mmol) in DCM (1 mL) was added 2-chloroacetyl chloride (0.023 mL, 0.285 mmol) at room temperature. Overnight, concentration and purification on combiflash (4 g, MeOH/DCM) gave 2-chloro-N-(5,6-dimethoxybenzo[d]thiazol-2-yl)acetamide (15 mg, 0.052 mmol, 22.00% yield). 1HNMR (400 MHz, CDCl3), 9.73 (s, 1H), 7.26 (s, 1H), 7.25 (s, 1H), 4.30 (s, 2H), 3.969s, 6H) ESI-MS: m/z 286.94 (M+H)+

As the paragraph descriping shows that 6294-52-6 is playing an increasingly important role.

Reference：
Patent; Stingray Therapeutics, Inc.; Vankayalapati, Hariprasad; Sharma, Sunil; Kaadige, Mohan Rao; Weston, Alexis; Thode, Trason; (117 pag.)US2020/39979; (2020); 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.14542-13-3,2-Methoxythiazole,as a common compound, the synthetic route is as follows.,14542-13-3

To a stirred solution of compound 606-13a (20.0 g, 174 mmol) in anhydrous THF (700 mL) was added n-BuLi (2.5 M solution in hexanes, 70 mL, 175 mmol) dropwise over 20 min at -78 C (dry ice/acetone bath) under nitrogen. The resulting reaction mixture was stirred at -78 C under N2 for 2 h. After this time, I2 (44.2 g, 174 mmol) was added. The resulting mixture was slowly warmed to rt over 2 h and stirred at rt for 1 h. The reaction mixture was then cooled to 0 C and quenched by slow addition of saturated NH4Cl aqueous solution (300 mL). The resulting mixture was warmed to rt and extracted with EtOAc (500 mL). The extract was washed with 20% Na2S203 aqueous solution (300 mL) and brine (300 mL), dried over anhydrous Na2S04, filtered, and concentrated under reduced pressure (The product is volatile; evaporator bath temperature chromatography on silica gel eluting with 5% EtO Ac/hexanes (The product is volatile; evaporator bath temperature

As the paragraph descriping shows that 14542-13-3 is playing an increasingly important role.

Reference：
Patent; AGENEBIO, INC.; MEKONNEN, Belew; BUTERA, John, A.; HUANG, Jianxing; PATEL, Hemantbhai; JIANG, Qin; HERR, Robert, Jason; MAYHEW, Nicholas, James; FREEMAN, Emily, Elizabeth; (682 pag.)WO2019/246300; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3034-53-5, 2-Bromothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Substrate (0.1 mmol) and catalyst (2 mol%, 2 mumol) were mixed in 3 cm3 THF, organomagnesium reagent(1.3 mmol) was added at room temperature. After 6 h at 60 C, 1.5 cm3 NaCl solution (15%) was added carefully, the organic layer was dried over MgSO4, evaporated and purified via silica column chromatography.

3034-53-5, As the paragraph descriping shows that 3034-53-5 is playing an increasingly important role.

Reference：
Article; Mastalir, Mathias; Kirchner, Karl; Monatshefte fur Chemie; vol. 148; 1; (2017); p. 105 – 109;,
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