Category: thiazole

405939-39-1, tert-Butyl (5-bromothiazol-2-yl)carbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,405939-39-1

To a solution of tert-butyl N-(5-bromo-l,3-thiazol-2-yl)carbamate (5 g, 17.9 mmol) in tetrahydrofuran (100 ml) was added dropwise LDA (29.4 ml, 2 mol/L) at -78 C, and the resulting mixture was stirred for 1 h at -78C. Then the mixture was added a solution of hexachloroethane (14 g, 59.1 mmol) in tetrahydrofuran (50 ml) at -78 C. The reaction was stirred for additional 15 h at room temperature. The reaction was quenched by water, then extracted with dichloromethane and concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate/petroleum ether (1/9) to afford tert-butyl N-(4-bromo-5-chloro-l,3-thiazol-2-yl)carbamate (4.07 g , 72%) as brown oil. LCMS (ESI): M+H+ = 313.0.

As the paragraph descriping shows that 405939-39-1 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; YU, Jiang; WU, Guosheng; YUEN, Po-Wai; VILLEMURE, Elisia; SCHWARZ, Jacob; LY, Cuong; SELLERS, Benjamin; VOLGRAF, Matthew; WO2015/52226; (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.7305-71-7,2-Amino-5-methylthiazole,as a common compound, the synthetic route is as follows.

(1) After t-butyl nitrite (1.99 g) was added dropwise to a suspension of 2-amino-5-methyltiazole (2.00 g) in acetonitrile (20 ml) while ice-cooling, copper(II) bromide (4.30 g) was gradually added thereto. This suspension was stirred for 3 hours at 0¡ãC. The reaction solution was charged with 1N hydrochloric acid (100 ml) and then extracted twice with ethyl acetate (200 ml). After the organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated. The residue was purified by silica gel column chromatography (neutral; hexane:ethyl acetate=80:20) to yield 2-bromo-5-methylthiazole (1.31 g) as a yellow oil. 1H NMR (300 MHz, CDCl3) delta ppm: 2.44 (3H, d, J = 1.2 Hz), 7.25 (1H, d, J = 1.1 Hz)

7305-71-7, Big data shows that 7305-71-7 is playing an increasingly important role.

Reference£º
Patent; TAISHO PHARMACEUTICAL CO., LTD; EP1721905; (2006); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1123-99-5, 2-Iodobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred, cooled (0 C) solution of 2,2,6,6-tetramethylpiperidine (0.25 mL, 1.5 mmol) in THF (2-3 mL) were successively added BuLi (about 1.6 M hexanes solution, 1.5 mmol) and, 5 min later, ZnCl2?TMEDA14 (0.13 g, 0.50 mmol). The mixture was stirred for 15 min at 0 C before introduction of the substrate (1.0 mmol) at 0-10 C. After 2 h at room temperature, a solution of I2 (0.38 g,1.5 mmol) in THF (4 mL) was added. The mixture was stirred overnight before addition of an aqueous saturated solution of Na2S2O3(4 mL) and extraction with AcOEt (3 20 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. To the crude iodide were added Cs2CO3(0.65 g, 2.0 mmol), Cu powder (13 mg, 0.20 mmol), the azole (1.5 mmol) and MeCN (5 mL) and the resulting mixture was heated under reflux for 24 h. Filtration over Celite, washing with AcOEt,removal of the solvent and purification by chromatography on silica gel (the eluent is given in the product description) led to the compound described below., 1123-99-5

The synthetic route of 1123-99-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hedidi, Madani; Bentabed-Ababsa, Ghenia; Derdour, Aicha; Roisnel, Thierry; Dorcet, Vincent; Chevallier, Floris; Picot, Laurent; Thiery, Valerie; Mongin, Florence; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3498 – 3507;,
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.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.

61296-22-8, Di-tert-butyl dicarbonate [(Boc)20, 100.7 g, 0.461 mol, 1.2 eq] was added to a flask containing a mixture of 2-amino-5-bromothiazole monohydrobromide (la?, 100 g, 0.385 mol, 1.0 eq) and 4-(dimethylamino)pyridine (DMAP, 1.18 g, 9.7 mmol, 0.025 eq) in900 mL of THF and 135 mL of Et3N and cooled to 0 C using an ice bath. The reaction mixture was stirred at r.t. overnight and then concentrated in vacuo. The residue was stirred in EtOAc/Heptane (1:10, 250 ml) at rt overnight and then filtered. The filtrate was washed with brine, dried, filtered, and concentrated in vacuo to furnish intermediate lb? as a yellow solid (91% yield).

As the paragraph descriping shows that 61296-22-8 is playing an increasingly important role.

Reference£º
Patent; ARIAD PHARMACEUTICALS, INC.; BENCIVENGA, Nicholas, E.; DALGARNO, David, C.; GOZGIT, Joseph, M.; HUANG, Wei-Sheng; KOHLMANN, Anna; LI, Feng; QI, Jiwei; SHAKESPEARE, William, C.; THOMAS, Ranny, M.; WANG, Yihan; ZHU, Xiaotian; (110 pag.)WO2018/112136; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

55661-33-1, Thiazol-2-ylmethanamine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55661-33-1, To a round bottom flask with a magnetic stirrer bar 2-(aminomethyl)thiazole (0.46 g, 4 mmol) and 4-methoxybenzaldehyde (1 .22 g, 9 mmol) were added together with 10 ml methanol, NaCNBH3 (0.57 g, 9 mmol) and a few granules of 4A molecular sieve. The solution was stirred overnight at room temperature and the progress of the reaction was monitored by thin layer chromatography (TLC). After filtration the mixture was concentrated in vacuo and the resulting liquid was diluted with 50 ml dichloromethane and extracted with 3×50 ml 0.05 M HCI. The combined aqueous layer was made basic with NaOH until the pH was 10-1 1 and the solution was extracted with 2×150 ml dichloromethane. The organic layers were combined and dried over anhydrous MgS04, filtered and evaporated to give /V,/V-bis(4- methoxybenzyl)-1 -(thiazol-2-yl)methanamine as a dark brown oil. Yield: 1 g (70 %), ,1H NMR (300 MHz, CDCI3): delta 7.73 (1 H, d), 7.29 (5H, m), 6.9 (4H, m), 4.62 (2H, s), 4.13 (2H, s), 3.81 (8H, s),13C NMR (75 MHz, CDCI3): delta 172, 159.2, 158.9, 142.6, 133.4, 131 .8, 129.5, 128.7, 1 18.9, 1 14, 65, 55.4, 52.7, 50.1 .

55661-33-1 Thiazol-2-ylmethanamine 2756507, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITETET I OSLO; TASKEN, Kjetil; LYGREN, Birgitte; ?STENSEN, Ellen; KLAVENESS, Jo; WO2013/171332; (2013); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

61296-22-8,61296-22-8, 2-Amino-5-bromothiazole monohydrobromide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

j00481] A mixture of 2-amino-5–bromothiazole hydrobromide (580 mg, 3 mniol) and potassium thiocyanate (2.9 g, 30 nmol) in u ethanol (20 mL) was stirred at room temperature for 48 h. Methanol was evaporated and water (3 ml) was added. The pH of the aqueous solution was adjusted to p1-1=12 with 10% NaOH aq and precipitate fomied. The solid was collected by filtration to yield con pound YLIU4)14)564 (480 mg, 93 %) as a brownish solid. LCMS (mIz): 172 [M + Hj+.

The synthetic route of 61296-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; HAO, Mingfeng; GRAY, Nathanael, S.; ZHANG, Tinghu; KWIATKOWSKI, Nicholas, P.; (307 pag.)WO2017/44858; (2017); A2;,
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.69812-29-9,2-Acetamido-4-methylthiazole-5-sulfonyl chloride,as a common compound, the synthetic route is as follows.,69812-29-9

a) To a stirred solution of 2-amino-2-methyl-1-propanol (1.14 g, 13 mmol) in dioxane (20 ml) was added at 0 C. (ice water bath) commercially available 2-acetamido-4-methylthiazole-5-sulfonyl chloride (2.95 g, 12 mmol) and triethylamine (1.78 ml, 13 mmol). The light yellow suspension was stirred at room temperature for 17 h, poured into water (100 ml) and extracted with dichloromethane (2*10 ml). The combined organic layers were washed with sat. NaHCO3 solution (2*70 ml) and brine (70 ml), dried (MgSO4) and evaporated. The crude product was further purified by column chromatography on silica gel (ethyl acetate/MeOH 9:1) and subsequent crystallization (ethyl acetate/MeOH/heptane) to yield 2-acetamido-4-methylthiazole-5-sulfonic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide (1.15 g, 32%) as a light brown solid. MS (ISP) 306.1 [(M-H)-]; mp 194 C.

69812-29-9 2-Acetamido-4-methylthiazole-5-sulfonyl chloride 96951, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Gatti McArthur, Silvia; Goetschi, Erwin; Wichmann, Juergen; Woltering, Thomas Johannes; US2006/183756; (2006); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

399-74-6, 2-Chloro-6-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound 21 (300 mg, 0.900 mmol,1.0 equiv) in n-butanol (5 ml) was added 2-chloro-6-fluorobenzo[d]thiazole (202 mg, 1.1 mmol, 1.1 equiv) and the reaction mixture was stirred at 70 C followed by the addition of 4.0 M HCl (131 mg). The resulting reaction mixture was stirred at 90 C for 16 h. Following reaction completion the solvent was removed under reduced pressure and the compound was purified by flash column chromatography using 10:90 EtOAc:Pet ether to yield methyl 2-(4-(4-((6-fluorobenzo[d]thiazol-2-yl)amino)phenyl)thiazole-2-carboxamido)-3-methylbutanoate (130 mg, 29%) as a solid compound. To this butanoate ester (105 mg, 0.216 mmol) in THF (2 ml) was added 1.0 N lithium hydroxide solution (45 mg, 1.1 mmol,1.1 equiv) and the reaction mixture was stirred at rt for 4 h. Following reaction completion THF was removed under reduced pressure and dil. HCl was added to acidify the reaction mixture. The solid that precipitated as a result was filtered, washed with water,and dried to yield (70 mg, 68%) of the title compound as a white solid compound.

399-74-6, As the paragraph descriping shows that 399-74-6 is playing an increasingly important role.

Reference£º
Article; Kadam, Kishorkumar S.; Jadhav, Ravindra D.; Kandre, Shivaji; Guha, Tandra; Reddy, M. Mahesh Kumar; Brahma, Manoja K.; Deshmukh, Nitin J.; Dixit, Amol; Doshi, Lalit; Srinivasan, Shaila; Devle, Jayendra; Damre, Anagha; Nemmani, Kumar V. S.; Gupte, Amol; Sharma, Rajiv; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 337 – 347;,
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.13743-09-4,2-Methyl-5-phenylthiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 1,1-dimethylethyl (2S)-2-{[8-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methyl}-1-piperidinecarboxylate D7 (0.15 g contaminated with residual 3-(trifluoromethyl)-2-pyridinamine as reported in Description 7) in DCM (4 ml), TFA (2 ml) was added dropwise at 0 C. and the resulting reaction mixture was stirred at room temperature for 2 h. Solvent removal afforded a residue that was eluted through a SCX column. Collected fractions gave a crude (containing the intermediate N-Boc deprotected amine contaminated with some residual 3-(trifluoromethyl)-2-pyridinamine) that was dissolved in DMF (2 ml).A mixture of 5-phenyl-2-methyl-1,3-thiazole-4-carboxylic acid (0.12 g, 0.55 mmol), DMF (2 ml), DIPEA (0.50 ml, 2.96 mmol) and TBTU (0.24 g, 0.75 mmol) was left under stirring at room temperature. A solution of the free amine in DMF was added dropwise and the reaction left under stirring at room temperature. Water was added and the mixture extracted with EtOAc. The resulting crude was purified by Fraction Lynx (LC 3-100 mg method). The resulting material was then eluted through a SCX column. Collected fractions gave the title compound E4 (0.060 g, 0.12 mmol, 40% yield from D2, three steps).MS: (ES/+) m/z: 485 (M+1). C25H23F3N4OS requires 484. HPLC (walk-up): rt=3.89 min.

13743-09-4, 13743-09-4 2-Methyl-5-phenylthiazole-4-carboxylic acid 943535, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); 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.20358-02-5,4-Bromobenzo[d]thiazol-2-amine,as a common compound, the synthetic route is as follows.

General procedure: Compound 4 (1mmol) added to dry CH2Cl2 (15mL) was stirred at 0C and oxalyl chloride (2.0mmol) was dripped into the mixture and stirred at the same temperature for 12h. After the reaction, the solvent and excess oxalyl chloride was evaporated under the reduced pressure, then add CHCl3. Compounds 2 (1mmol) and triethylamine (1.5mmol) were added to the mixture and reflux at 65C for 5h. After the reaction, the solvent was evaporated under reduced pressure, and the crude product was purified by chromatography on silica gel eluted with petroleum CH2Cl2/CH3OH (V: V=60:1) to offer the target compounds 6a-6k in good yields., 20358-02-5

20358-02-5 4-Bromobenzo[d]thiazol-2-amine 2049888, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Jin, Le; Huang, Rizhen; Huang, Xiaochao; Zhang, Bin; Ji, Min; Wang, Hengshan; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 1759 – 1775;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica