Category: thiazole

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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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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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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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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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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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78364-55-3,6-Fluoro-2-hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 2-hydrazinobenzothiazole 1a (0.825 g, 5 mmol)and alpha-cyanoacetophenone 2a (0.73 g, 5 mmol) was refluxed in ethanol containing acetic acid (3ml) for 5-6 h. Excess solvent was removed by distillation. The crude product so obtained was recrystallized from ethanol to give 5a (1.09 g, 75percent), Mp 201 ¡ã C (lit.[20], 202 ¡ã C). Other compounds (5b-d) of this type were prepared similarly.

78364-55-3, The synthetic route of 78364-55-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Aggarwal, Ranjana; Kumar, Virender; Bansal, Anshul; Sanz, Dionisia; Claramunt, Rosa M.; Journal of Fluorine Chemistry; vol. 140; (2012); p. 31 – 37;,
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556-90-1, 2-aminothiazol-4(5H)-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,556-90-1

2a (1 g, 8.62 mmol) was added to 15 mL of 20% dilute hydrochloric acid and refluxed for 10h. It was concentrated and cooled giving a white solid precipitate. It was filtered, washed, and recystallized with 70% ethanol. Dried to obtain 0.78 g of white needle-like crystals, yield 77.2%.

The synthetic route of 556-90-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; China Pharmaceutical University; Lai, Yisheng; Wang, Hui; Sun, Qirui; Zhang, Yingyi; Li, Yuezhen; Zhang, Yihua; (22 pag.)CN105884712; (2016); A;,
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16629-15-5, 2-Bromo-5-chlorothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2-bromo-5-chlorothiazole (0.068 g, 0.34 mmol, 1.0 eq) in 1,4-dioxane (2.0 mL) was added compound 199.3 (0.10 g, 0.41mmol, 1.2eq) followed by addition of 1M aq. Na2C03 (0.68 mL, 0.68 mmol, 2.0 eq). Reaction mixture was degassed with argon for 10 min and Pd(PPh3)4 (0.037g, 0.034mmol, O. leq) was added. Reaction mixture was stirred at 100 C for 16 h. After completion of reaction was quenched with water and extracted with EtOAc. Organic layers were combined, washed with brine, dried over Na2S04 and concentrated under reduced pressure to obtain crude material. The crude was purified by column chromatography to furnish 1.4. (0.025 g, 23.0 %). MS(ES): m/z 314.4 [M]+

16629-15-5, The synthetic route of 16629-15-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NIMBUS LAKSHMI, INC.; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; LEIT DE MORADEI, Silvana Marcel; MASSE, Craig E.; MCLEAN, Thomas H.; MONDAL, Sayan; (401 pag.)WO2018/71794; (2018); A1;,
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3034-55-7, 5-Bromothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Bromothiazole (1.55 g, 9.0 mmol), piperidine (2.7 mL, 27.0 mmol), sodium tert-butoxide (1.78 g, 18.0 mmol), Rh(cod)2BF4 (73 mg, 2.0 mol %), 1,3-diisopropylimidazolium chloride (70 mg, 4.0 mol %) and 1,2-dimethoxyethane (9 mL) were mixed under argon atmosphere. The reaction mixture was vigorously stirred at 80 C overnight, then it was cooled down to room temperature and diluted with AcOEt. The crude reaction was filtered through a pad of silica gel, the organic solvents were evaporated and the residue was purified by flash chromatography on silica gel using as eluent CH2Cl2/AcOEt 10:0.5, then 10:1, to afford a slightly yellow oil (1.40 g; 92%). Found: C 57.49, H 6.92, N 16.48. C8H12N2S requires C 57.11, H 7.19, N 16.65%. IR (Nujol, cm-1): 1651 (CN), 1558 (CC), 1539 (CC). 1H NMR (400 MHz, CDCl3): delta 8.16 (s, 1H), 7.01 (s, 1H), 3.15-3.05 (m, 4H), 1.75-1.68 (m, 4H), 1.60-1.53 (m, 2H). 13C NMR (75 MHz, CDCl3): delta 156.0, 140.5, 122.3, 53.5, 25.1, 23.5. HRMS (ESI+): found 169.0789 [M+H]+. C8H13N2S requires 169.0794., 3034-55-7

As the paragraph descriping shows that 3034-55-7 is playing an increasingly important role.

Reference£º
Article; Galan, Elena; Andreu, Raquel; Garin, Javier; Mosteo, Laura; Orduna, Jesus; Villacampa, Belen; Diosdado, Beatriz E.; Tetrahedron; vol. 68; 32; (2012); p. 6427 – 6437;,
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2634-33-5, 1,2-Benzothiazol-3-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The acid 4 (5 mmol), EDC (1.2 g, 6.26 mmol), HOBt (0.9 g,5.88 mmol), NMM (1.2 mL, 10.74 mmol), and dichloromethane (10 mL) were mixed at ice-bath and stirred at 0 C for half an hour. 1,2-Benzisothiazol-3-one 1 (800 mg, 5.3 mmol) was added to NMM (1.6 mL, 14.32 mmol) in 10 mL of dichloromethane at 0 Ct hen the above mixture was added and stirred at room temperature overnight. After stirring overnight, the mixture was diluted with CH2Cl2, and then successively through washed with water, 5% KHSO4 solution, saturated NaHCO3 solution, and brine, the extract was dried with anhydrous Na2SO4 and evaporated under vacuum. The product was isolated by column chromatography (petroleum ether/CH2Cl2, 10:1) to yield the final compound. 4.2.8 2-(2-(2-Fluorophenyl)acetyl)benzo[d]isothiazol-3(2H)-one (12) Compound 12 was prepared through 2-fluorophenylacetic acid, obtained a white solid in 75% yield. Mp 154.3-155.5 C. 1H NMR (400 MHz, DMSO-d6) delta 7.99 (d, J = 8.0 Hz, 2H), 7.82 (td, J = 8.0, 1.2 Hz, 1H), 7.50 (t, J = 8.0 Hz, 1H), 7.42-7.34 (m, 2H), 7.23-7.17 (m, 2H), 4.52 (s, 2H). 13C NMR (101 MHz, DMSO-d6) delta 170.4, 163.8, 161.3 (d, J = 243 Hz), 141.5, 135.2, 132.7 (d, J = 4.0 Hz), 129.8 (d, J = 8.0 Hz), 127.5, 126.7, 125.5, 124.8 (d, J = 3.0 Hz), 122.7, 121.6 (d, J = 16 Hz), 115.5 (d, J = 21 Hz), 37.5. IR (KBr, cm-1): 1705, 1690. HRMS-ESI (m/z) calcd for C15H10FNO2S [M+H+] 288.0494, found 288.0495., 2634-33-5

As the paragraph descriping shows that 2634-33-5 is playing an increasingly important role.

Reference£º
Article; Li, Zhenghui; Pan, Yang; Zhong, Weilong; Zhu, Yunpeng; Zhao, Yongle; Li, Lixin; Liu, Wei; Zhou, Honggang; Yang, Cheng; Bioorganic and Medicinal Chemistry; vol. 22; 24; (2014); p. 6735 – 6745;,
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