Month: February 2022

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

At -78 C,11BuLi/Hex(2.5M) (28.5 mL, 71.4 mmol) was added dropwise into the solution of 6- carboxybenzothiazole (6.57 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 (1.63 g, 3.08 mmol) in THF (60 mL) was added slowly over 20 minutes at -78 C. 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, 5% citric acid, then dried with Na2SO4 and concentrated. The resulting residue was purified by silica gel chromatography with CH2C12/MeOH combination as eluent to give the title compound (0.91 g) in 46% yield. ?H NMR (400 MHz, METHANOL-d4) oe ppm 1.43 (s, 9 H) 1.66 (m, 4 H) 2.03 (s, 3 H) 2.54 (s, 3 H) 2.60 (s, 3 H) 3.22 – 3.29 (m, 2 H) 3.80 (s, 3 H)5.18 – 5.41 (m, 1 H) 6.55 (s, 1 H) 8.20 (m, 2 H) 8.79 (s, 1 H). MS(ESI): found: [M + Hj,648.4., 3622-35-3

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

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

182344-56-5, 2-Chloro-4-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of (lS,3S)-3-((3-(tetrahydro-2H-pyran-4-yl)pyrazin-2- yl)oxy)cyclobutanamine hydrochloride (see PREPARATION 5D, 200 mg, 0.8 mmol) in NMP (4 mL) was added 2-chloro-4-fluoro-benzothiazole (150 mg, 0.8 mmol) and DIEA (229 mg, 1.6 mmol), then heated to 180C for 2 h in microwave. The reaction mixture was diluted with water (10 mL), extracted with ethyl acetate (20 mL), washed with water and brine, dried over Na2S04 and concentrated. The residue was purification by prep-HP C to give the title compound (30 mg, yield 9%)., 182344-56-5

182344-56-5 2-Chloro-4-fluorobenzo[d]thiazole 2049864, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; AMGEN INC.; ALLEN, Jennifer; FROHN, Michael; HARRINGTON, Paul; PICKRELL, Alexander; RZASA, Robert; SHAM, Kelvin; HU, Essa; WO2011/143366; (2011); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1849-73-6, 7-Chlorobenzo[d]thiazole-2(3H)-thione is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of the 2-mercaptobenzo[d]thiazole (>1 g, 1 equiv) and sul-furyl chloride (10 equiv) was stirred at 20?25 °C for 15 min. Next, H 2 O(2 equiv) was added and the mixture was stirred at 20?25 °C for anadditional 3 h. A sample was taken, quenched with MeCN/H 2 O (2:1)and analyzed by HPLC. After completion of the reaction, the mixturewas diluted with MeCN (5 volumes) and slowly quenched with H 2 O(20 volumes). The product precipitated from the aqueous solution.The solid was collected and washed with H 2 O. Drying under vacuumafforded the pure product. In the case of the liquid product 2-chloro-benzo[d]thiazole (13), the reaction mixture was extracted withEtOAc. The organic layer was then dried and concentrated to affordthe product as an oil., 1849-73-6

1849-73-6 7-Chlorobenzo[d]thiazole-2(3H)-thione 11171663, athiazole compound, is more and more widely used in various fields.

Reference：
Article; Wimmer, Laurin; Parmentier, Michael; Riss, Bernard; Kapferer, Tobias; Ye, Chao; Li, Lei; Kim, Hongyong; Li, Jialiang; Synthesis; vol. 50; 10; (2018); p. 2027 – 2032;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

96929-05-4, Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

96929-05-4, General procedure: An aqueous KOH (10%) solution was added to an ester solution in THF. The reaction mixture was stirred at rt until reagent disappearance was confirmed by TLC. HCl 1M was added until pH 4 and the solution was extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated in vacuo to afford the acid.

As the paragraph descriping shows that 96929-05-4 is playing an increasingly important role.

Reference：
Article; Pena, Stella; Scarone, Laura; Manta, Eduardo; Serra, Gloria; Tetrahedron Letters; vol. 54; 22; (2013); p. 2806 – 2808;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

31785-05-4, Ethyl 5-amino-2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

ethyl 2-methyl-5- (f [ (trichloroacetyl) aminolcarbonyllamino)-1, 3-thiazole-4-carboxylate.; To a stirred solution of ethyl 5-amino-2-methyl-1, 3-thiazole-4-carboxylate (1 equiv) in anhydrous THF (10 mL) was added trichloroacetyl isocyanate (1 eq) slowly over a period of 5 min. After the addition was complete, a precipitate formed and the reaction stirred for an additional lh. The desired product was obtained by filtration (99% yield) as a yellow solid. The product was used in the next step without any further purification. LC/MS (ES, M+H=374)., 31785-05-4

The synthetic route of 31785-05-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/66163; (2005); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

182344-56-5, 2-Chloro-4-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Scheme IIA, Step A: To a mixture of 2-chloro-4-fluorobenzothiazole (1.012 g, 05.39 mmol) in 1,4-dioxane (60 ML) was added 1-(t-butyloxycarbonyl)-2-methyl-4-trifluoromethanesulfonyl-1,2,5,6-tetrahydropyridine (1.956 g, 05.66 mmol), hexamethylditin (1.767 g, 05.39 mmol), tetrakis(triphenylphosphine)palladium (0.312 g, 0.269 mmol) and lithium chloride is (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 organics were 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

182344-56-5 2-Chloro-4-fluorobenzo[d]thiazole 2049864, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko; US2003/232833; (2003); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

188937-16-8, 2-(2-Thiazolyl)acetic Acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3-bromo-2-methylaniline (0.764 mL, 6.20 mmol), l,3-thiazol-2- ylacetic acid (0.74 g, 5.17 mmol) and DIEA (1.63 mL, 9.30 mmol) in DMF (15 mL) was treated with HATU (2.36 g, 6.20 mmol). After stirring overnight, the mixture was diluted with EtOAc, washed twice with 10% aqueous LiCl followed by brine, and the combined aqueous layers were extracted with EtOAc. The combined organic layers were dried and concentrated, and the residue was purified by column chromatography on silica gel, eluting with EtOAc-hexanes, to give N-(3-bromo-2-methylphenyl)-2-(thiazol-2- yl)acetamide as a white solid (0.681 g, 42% yield). *Eta NMR (400 MHz, chloroform-d) delta 9.84-9.65 (m, 1H), 7.91 (d, J=7.9 Hz, 1H), 7.84 (d, J=3.3 Hz, 1H), 7.42-7.35 (m, 2H), 7.07 (t, J=8.0 Hz, 1H), 4.18 (s, 2H), 2.38 (s, 3H)., 188937-16-8

As the paragraph descriping shows that 188937-16-8 is playing an increasingly important role.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; KO, Soo Sung; BATT, Douglas A.; BERTRAND, Myra Beaudoin; DELUCCA, George V.; LANGEVINE, Charles M.; LIU, Qingjie; SRIVASTAVA, Anurag S.; WATTERSON, Scott Hunter; WO2014/210087; (2014); A1;,
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

15864-32-1, Commercially available 2-amino-6-bromobenzothiazole (2 g, 8.7 mmol) was diluted into methylene chloride (15 mL), combined with DMAP (1.1 g, 8.7 mmol) in tetrahydrofuran (10 mL), and treated with di-tert-butyl dicarbonate (2.1 g, 9.6 mmol) at 0 0C. The reaction mixture was warmed to room temperature and aged overnight. The mixture was then filtered, the filtrate concentrated in vacuo, and the solid purified by flash column chromatography (Biotage, SiO2, 5-10% EtOAc-hexane) to provide the tert-butylcarbamate-protected bromide intermediate. Commercially available methyl anthramlate was converted to the desired acrylamide using acryolyl chloride under similar conditions described in EXAMPLE 17. This acrylamide methyl ester (69 mg, 0.33 mmol) was then combined with the tert- butylcarbamate-protected bromide intermediate (110 mg, 0.33 mmol), diluted into dry degassed DMF (5 mL), treated with powdered sieves, t?ethylamine (0.14 mL, 0.99 mmol), Bu4NCl (92 mg, 0.33 mmol), palladium acetate (20 mg), P(O-tolyl)3 (40 mg), and the reaction mixture heated to 100 0C for 15 h in a sealed tube. The reaction mixture was cooled to room temperature and directly purified by flash column chromatography (Biotage, SiO2, 5-50% EtOAc-hexane) to provide the acrylamide methyl ester. This acrylamide intermediate (90 mg, 0.2 mmol) was reduced by the addition of p-toluenesulfonyl hydrazide (370 mg, 2.0 mmol) in methanol (50 mL). The reaction mixture was refluxed for 24 h, treated again with p-toluenesulfonyl hydrazide (200 mg, 1.1 mmol) and refluxed for an additional 24 h. The reaction mixture was then cooled to room temperature, and the product purified via preparative RPHPLC. The methyl ester intermediate (46 mg, 0 1 mmol) was then saponified with LiOH (IM, 2 mL) in (3 : 1 : 1) THF- MeOH-H2O (2 mL) for 4 h. The reaction mixture was then concentrated in vacuo, diluted with water (20 mL), extracted with chloroform (15 mL), the aqueous phase separated, acidified with cone. HCl to pH 3, and then extracted with 30% isopropanol-chloroform (50 mL). The organic partition was separated, dried over anhydrous sodium sulfate, concentrated in vacuo, and the residue was purified via preparative RPHPLC to give the desired product: 1H NMR (DMSO-d6, 500 MHz) delta 11.7 (s, IH), 11.2 (s, 1H), 8.44 (d, 1H), 7 94 (d, 1H), 7.79 (s, 1H), 7.57 (d, 1H), 7.53 (d, 1H), 7.28 (dd, 1H), 7.12 (t, 1H), 3.02 (t, 2H), 2 75 (t, 2H), 1.47 (s, 9H); LCMS m/z 440 (M+-1).

As the paragraph descriping shows that 15864-32-1 is playing an increasingly important role.

Reference：
Patent; MERCK & CO., INC.; WO2006/52555; (2006); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1003-07-2, Isothiazol-3(2H)-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 Stabilized isothiazolone solution was prepared by blending 25 wt % of an isothiazolone mixture comprising 5-chloro-2-methyl-4-isothiazolin-3-one chlorate and 2-methyl-4-isothiazolin-3-one chlorate, 75 wt % of the aqueous solution comprising 98 wt % sulfuric acid, without using metal salt stabilizer.

1003-07-2, As the paragraph descriping shows that 1003-07-2 is playing an increasingly important role.

Reference：
Patent; SK Chemicals; US6534076; (2003); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

4146-24-1, 6-Chloro-2-methylbenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4146-24-1

General procedure: 2-methylbenzo[d]thiazole (13a, 745mg, 5mmol) was refluxed with selenium dioxide (2775mg, 25mmol) in dioxane for 12h. After completion of the reaction the black solid of Selenium was filtered off on celite and the dioxane was removed under reduced pressure. Water was added to the reaction mixture and the compound was extracted using ethyl acetate. The compound was further purified using column chromatography on silica gel 60-120 mesh to afford the pure solid in moderate yield (52%).

As the paragraph descriping shows that 4146-24-1 is playing an increasingly important role.

Reference：
Article; Shaik, Thokhir B.; Hussaini, S.M. Ali; Nayak, V. Lakshma; Sucharitha, M. Lakshmi; Malik, M. Shaheer; Kamal, Ahmed; Bioorganic and Medicinal Chemistry Letters; vol. 27; 11; (2017); p. 2549 – 2558;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica