New learning discoveries about 693-95-8

As the paragraph descriping shows that 693-95-8 is playing an increasingly important role.

693-95-8, 4-Methylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,693-95-8

General procedure: Typically, (hetero)aryl bromide (1.0 mmol), thiazole derivatives(2.0 mmol), Pd-PEPPSI complexes (0.01e0.5 mol%), base (2 mmol),acid additive (0.3 mmol), and 3mL of DMAc solvent were addedinto a parallel reactor. After heating at 130 C for 4 h, the resultingmixture was cooled to room temperature. Subsequently, 25mL ofwater and 20 mL of dichloromethane were added into the reactor,and the mixture was stirred for another several minutes, followedby extraction three times with dichloromethane (3 x 5 mL). Theorganic layer was then combined, dried over anhydrous sodiumsulfate, filtered, and evaporated under reduced pressure to give thecrude products. The crude products were then purified by silica-gelcolumn chromatography using petroleum etheredichloromethane(15/1) as the eluent. The obtained pure products were characterizedby 1H NMR and 13C NMR spectroscopy, and the spectra can be foundin the Supporting Information. And the isolated yields of productswere obtained based on the amounts of (hetero)aryl bromides.

As the paragraph descriping shows that 693-95-8 is playing an increasingly important role.

Reference£º
Article; Ma, Bei-Bei; Lan, Xiao-Bing; Shen, Dong-Sheng; Liu, Feng-Shou; Xu, Chang; Journal of Organometallic Chemistry; vol. 897; (2019); p. 13 – 22;,
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Brief introduction of 29927-08-0

The synthetic route of 29927-08-0 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.29927-08-0,5,6-Dimethylbenzo[d]thiazol-2-amine,as a common compound, the synthetic route is as follows.

General procedure: A 25 mL two-neck round-bottomed flask was charged with 2-aminobenzothiazole (1a, 180 mg,1.2 mmol), methyl acetoacetate (2a, 108 muL, 1.0 mmol), in 3 mL of CBrCl3/MeCN 1:9 (v/v) solvent mixture. KOt-Bu(224 mg, 2.0 mmol) was added slowly at room temperature and the reaction mixture was stirred under reflux for 16 h. Upon completion, the reaction mixture was diluted with 30 mL of ethyl acetate, filtered through a short pad of silica gel and washed down with an additional 60 mL ethyl acetate. The filtrate was washed with distilled water (3 ¡Á 30 mL) and the organic phase was dried with anhydrous Na2SO4. After filtration,the solvent was removed by rotary evaporation and the residue was purified by column chromatography using hexane and ethyl acetate (v/v = 8:1) as eluent to afford 3a with 84%yield., 29927-08-0

The synthetic route of 29927-08-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Roslan, Irwan Iskandar; Ng, Kian-Hong; Chuah, Gaik-Khuan; Jaenicke, Stephan; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 2739 – 2750;,
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Simple exploration of 22514-58-5

As the paragraph descriping shows that 22514-58-5 is playing an increasingly important role.

22514-58-5, 2-Bromobenzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-Chloro-benzothiazole-6-carboxylic acid r2-methyl-5-(3-trifluoromethyl-benzoylamino)- phenyll -amide[0100] To a solution of 2-bromo-benzothiazole-6-carboxylic acid (984 mg, 3.81 mmol) in CH2Cl2 (40 mL) is added DMF (70 muL) and oxalyl chloride (6.6 mL, 76 mmol). After the addition is complete, the reaction is stirred at rt for an additional hour. After solvent removal in vacuo, the crude product is used without further purification. The corresponding acetyl chloride is dissolved in 20 mL CH2Cl2. The solution is added via cannula to a solution of N-(3-amino-4- methyl-phenyl)-3-trifluoromethyl-benzamide (1.12 g, 3.81 mmol) and diisopropanylethylamine (1.65 mL, 9.52 mmol) in 40 mL CH2Cl2 at 0 0C over 30 min. The mixture is stirred at rt for 1 h. The mixture is extracted with ethyl acetate. The organic phase is washed with saturated nuaHCU3 solution and brine. The solvent is removed in vacuo and the crude product is purified by recrystallization (hexane:CH2Cl2/10:l) to give 2-chloro-benzothiazole-6-carboxylic acid [2- methyl-5-(3-trifluoromethyl-benzoylamino)-phenyl]-amide. 1H NMR (400 MHz, DMSO) delta 10.50 (s, IH), 10.12 (s, IH), 8.75 (s, IH), 8.30 (s, IH), 8.26 (d, IH), 8.13 (s, 2H), 7.97 (d, IH), 7.87 (d, IH), 7.78 (d, IH), 7.61 (dd, IH), 7.29 (d, IH), 2.24 (s, 3H). MS(ESI) m/z: 490.1 (M+ 1), 22514-58-5

As the paragraph descriping shows that 22514-58-5 is playing an increasingly important role.

Reference£º
Patent; IRM LLC; WO2008/124393; (2008); A1;,
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Downstream synthetic route of 80945-86-4

80945-86-4 6-Bromo-2-chlorobenzothiazole 2049871, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.80945-86-4,6-Bromo-2-chlorobenzothiazole,as a common compound, the synthetic route is as follows.

80945-86-4, To a solution of 4-(((ieri-butyldimethylsilyl)oxy)methyl)pyridin-2-amine (1.92 g, 8.0 mmol, 1 eq.) in anhydrous tetrahydrofuran (THF) (100 mL) was added NaH (2.25 g, 56.0 mmol, 7.0 eq) at 0 C, after stirring at room temperature for 30 min, a solution of 6-bromo- 2-chlorobenzo[J]fhiazole (2.0 g, 8.1 mmol, 1 eq) in THF (20 mL) was added dropwise. Then the reaction mixture was heated to 65 C for 2 hours. After cooling, water was added, the organic layer was separated and the aqueous was extracted with EtOAc, dried and concentrated to give 6-bromo-N-(4-(((ieri-butyldimethylsilyl)oxy)methyl)pyridin-2-yl)benzo[ii?]thiazol-2- amine (1.5 g, 37 %) which was used directly without further purification. 1H NMR (500 MHz, CDC13) delta 8.03 (d, / = 9.0, 1H); 6.87 (d, J = 2.6, 1H); 6.64 (dd, = 9.0, 2.6, 1H); 4.58 (t, J = 5.2, 1H); 3.67 (s, 3H); 3.21 (td, 7 = 7.1, 5.2, 2H); 2.31 (t, / = 7.5, 2H); 1.70-1.59 (m, 4H); 1.46-1.29 (m 10H).

80945-86-4 6-Bromo-2-chlorobenzothiazole 2049871, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; LIGAND PHARMACEUTICALS INCORPORATED; HO, Koc-kan; DILLER, David; LETOURNEAU, Jeffrey, J.; MCGUINNESS, Brian, F.; COLE, Andrew, G.; ROSEN, David; VAN OEVEREN, Cornelis, A.; PICKENS, Jason, C.; ZHI, Lin; SHEN, Yixing; PEDRAM, Bijan; WO2012/68546; (2012); A1;,
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Some tips on 61296-22-8

61296-22-8 2-Amino-5-bromothiazole monohydrobromide 2723848, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.

61296-22-8, A. 3-[(2-Aminothiazol-5-yl)thio]-4-methylbenzoic Acid Methyl Ester A 4.37 M solution of sodium methoxide in methanol (4.75 mL, 20.76 mmol) was added dropwise to a stirred suspension of 2-amino-5-bromothiazole hydrobromide (1.25 g, 4.8 mmol) and 3-carboxy-6-methyl-thiophenol (0.74 g, 4.4 mmol) in methanol (75 mL) at 0-5 C. The solution was stirred at 75 C. overnight. The mixture was concentrated in vacuo and the residue was dissolved in water and then acidified with aqueous HCl solution. The precipitated brown solid was filtered, washed with water and dried in vacuo to obtain the carboxylic acid (1.15 g). A solution of this acid in MeOH, 4 N hydrogen chloride in dioxane and conc. H2SO4 (20 drops) was heated under reflux for 3 days. The solution was concentrated and the residue was partitioned between EtOAc and satd. aqueous NaHCO3 solution. The EtOAc extract was washed with satd. aqueous NaHCO3 solution, dried (Na2SO4), filtered and concentrated in vacuo to obtain the title compound (1 g, 81%) as a yellowish-brown solid.

61296-22-8 2-Amino-5-bromothiazole monohydrobromide 2723848, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Barrish, Joel C.; Das, Jagabandhu; Kanner, Steven B.; Liu, Chunjian; Spergel, Steven H.; Wityak, John; Doweyko, Arthur M. P.; Furch III, Joseph A.; US2003/69238; (2003); A1;,
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Analyzing the synthesis route of 5398-36-7

The synthetic route of 5398-36-7 has been constantly updated, and we look forward to future research findings.

5398-36-7,5398-36-7, Ethyl 2-aminothiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of ethyl 2-aminothiazole-4-carboxylate (1 g, 6.35 mmol) in acetonitrile (10 mL) and THF (10 mL) was added to a solution of t-butyl nitrite (1.3 mL, 9.52 mmol) and CUCL2 (1 g, 7.6 mmol) in acetonitrile (10 mL) and THF (10 mL) at 23 C. The reaction mixture required heating at 65 C (TLC control: 40% EtOAc-hexane) after which the mixture was cooled to room temperature, partitioned between water and ethyl acetate, the organic phase concentrated in vacuo, and purified by preparative thin layer chromatography (SIO2, 20% EtOAc-hexane) to provide the chlorothiazole ethyl ester (424 mg). This ethyl ester was converted into its carboxylic acid under typical saponification conditions known to those skilled in the art, and the latter was converted into the corresponding aldehyde as described for Intermediate 6.

The synthetic route of 5398-36-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2004/58702; (2004); A2;,
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Analyzing the synthesis route of 5198-86-7

As the paragraph descriping shows that 5198-86-7 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5198-86-7,(2-Bromothiazol-4-yl)methanol,as a common compound, the synthetic route is as follows.

5198-86-7, Step 4 : 2-bromo-4-(iodomethyl)thiazoleA cooled solution of 2-bromothiazol-4-yl)methanol (1.488 g, 7.668 mmol) , triphenylphosphine(3.016 g, 2.664 mL, 11.50 mmol) and 4H-imidazole (1.044 g, 15.34 mmol) in THF (20 mL) under nitrogen was treated with molecular iodine (2.919 g, 592.1 muL, 11.50 mmol) in one portion and the reaction maintained at this temperature. After 1 hour the reaction mixture was diluted with water and extracted with EtOAc. The organic layer was washed with 1percent sodium metabisulfite solution followed by brine and dried over MgSO4 The mixture was concentrated in vacuo and purified using column chromatography (3: 1 Petroleum ether/EtOAc) to give the pure product as a white solid (2.12g, 91percent Yield). 1H NMR (CDCl3, 400 MHz) delta 4.49 (2H, s), 7.22 (IH, s); MS (ES+)

As the paragraph descriping shows that 5198-86-7 is playing an increasingly important role.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; JIMENEZ, Juan-Miguel; COLLIER, Philip, N.; WO2010/129668; (2010); A1;,
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Downstream synthetic route of 141305-40-0

141305-40-0, The synthetic route of 141305-40-0 has been constantly updated, and we look forward to future research findings.

141305-40-0, 4-Bromo-2-phenylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 221 mg of dichlorobis(triphenylphosphine)palladium, 60 mg of copper iodide, and 1.24 g of N-(3-butynyl)phthalimide were added 15 ml of tetrahydrofuran, 1.50 g of the 2-phenyl-4-bromothiazole obtained in the foregoing stage, and 3.8 ml of triethylamine in a nitrogen atmosphere, and the mixture was stirred under reflux for 4 hours. After the stifling, the reaction mixture was cooled to room temperature and the solids were filtered. After concentrating the filtrate, the residue was purified by column chromatography (Wakogel C-200; toluene:ethyl acetate=9:1) to give 1.24 g of a phthalimide compound

141305-40-0, The synthetic route of 141305-40-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SDS Biotech K.K.; Sakai, Masaaki; Matsumura, Tomoaki; Midorikawa, Satohiro; Nomoto, Takashi; Muraki, Tomoko; Katsuki, Ryutaro; US2013/296271; (2013); A1;,
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Analyzing the synthesis route of 22514-58-5

22514-58-5 2-Bromobenzo[d]thiazole-6-carboxylic acid 45789628, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22514-58-5,2-Bromobenzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

STEP A: 2-Bromo-6-benzothiazolecarboxylic acid (496.0 mg, 192 mmol) was suspended in dichloromethane (15 mL), cooled in ice bath, then treated with 2M oxalyl chloride in dichloromethane (2 mL, 4 mmol) and 1 drop of dimethylformamide. The resulting homogenous mixture was stirred for 3 h, then concentrated to a solid. The solid was dissolved in dichloromethane (20 mL), the resulting solution was cooled in an ice bath, then treated with diisopropylethylamine (0.45 mL, 2.58 mmol) and 4-aminoveratole (323.9 mg, 2.11 mmol). The resulting mixture was stirred overnight at room temperature, then diluted with dichloromethane, washed with water, washed with brine, dried over sodium sulfate, filtered and concentrated to yield 2-bromo-N-(3,4-dimethoxyphenyl)benzo[d]thiazole-6-carboxamide as a brown solid. 1HNMR (DMSO-d6) delta 10.3 (s, 1H), 8.69 (s, 1H), 8.10 (s, 2H), 7.47 (d, J=2.23 Hz, 1H), 7.37-7.33 (m, 1H), 6.94 (d, J=8.73 Hz, 1H), 3.76 (s, 3H), 3.75 (s, 3H). MS MH+=393., 22514-58-5

22514-58-5 2-Bromobenzo[d]thiazole-6-carboxylic acid 45789628, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Jordan, Alfonzo D.; DesJarlais, Renee L.; Hlasta, Dennis J.; Parker, Michael H.; Schubert, Carsten; White, Kimberly; US2011/152287; (2011); A1;,
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Downstream synthetic route of 39136-63-5

As the paragraph descriping shows that 39136-63-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39136-63-5,5-Phenylthiazol-2-amine,as a common compound, the synthetic route is as follows.

To 5-phenylthiazol-2-amine (0.52 g, 2.9 mmol) inacetonitrile (6 mL) was added 1,1′-thiocarbonyldiimidazole(0.68 g, 3.8 mmol). The reaction mixture was stirred at 65 C.for 2 hours. The precipitate was filtered and washed withacetonitrile (2×20 mL) to yield intermediate N-(5-phenylthiazol-2-yl)_1H-imidazole-I-carbothioamide. The intermediatewas taken up in N,N-dimethylformamide (30 mL) andtreated with (3-(aminomethyl)-3-hydroxy-I-ammoniobicyclo[2.2.2]octan-I-yl)trihydroborate (0.5 g, 2.9 mmol). Thereaction mixture was stirred for 5 hours at 65 C. The reactionwas concentrated in vacuo and purified via silica gel chromatography(30-100% ethyl acetate/hexane). The product fractionswere combined and concentrated in vacuo to yield(3-hydroxy-3-((3-(5-phenylthiazol-2-yI)thioureido)methy1)l-ammoniobicyclo[2.2.2]octan-I-yl)trihydroborate (0.85 g,2.19 mmol, 74.4% yield) as a white powder., 39136-63-5

As the paragraph descriping shows that 39136-63-5 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; COOK II, JAMES H; MCDONALD, IVAR M; KING, DALTON; OLSON, RICHARD E; WANG, NENGHUI; IWUAGWU, CHRISTIANA I; ZUSI, F.CHRISTOPHER; MACOR, JOHN E; (330 pag.)JP5714745; (2015); B2;,
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Thiazole | chemical compound | Britannica