Heterocyclic Building Blocks-Thiazole

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

3622-35-3, Methyl benzothiazole-6-carboxylate S2b[0131] A 0.2 M stirring solution of benzothiazole-6-carboxylic acid in THF (17 mL) was cooled to 0 0C. Excess diazomethane was introduced in situ from Diazald (2.51 g, 11.7 mmol), according to literature procedure. Lombardi, P. Chem. Ind. (London) 1990, 708. After addition of the diazomethane, the solution was stirred at 0 0C for 30 min and then at room temperature for 30 min. The solvent was removed under reduced pressure to afford 0.621 g (96%) of S2b as a tan solid, mp 105-106 0C. 1H NMR (400 MHz, CDCl3): delta 3.95 (s, 3H), 8.13-8.18 (m, 2H), 4), 7.93 (dd, IH, J= 0.8, 1.2), 9.14 (s, IH). 13C-NMR (100 MHz, CDCl3): delta 52.6, 123.6, 124.4, 127.5, 127.6, 133.9, 156.2, 157.5, 166.7. HRMS-FAB (m/z): [MH]+ calcd for C9H8NO2S, 194.0276; found, 194.0270.

As the paragraph descriping shows that 3622-35-3 is playing an increasingly important role.

Reference：
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2009/75778; (2009); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

133692-16-7, 2-Amino-5-bromo-4-methylthiazole hydrochloride is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 64 A mixture of 2-amino-5-bromo-4-methylthiazole hydrochloride (1.15 g), 2-mercaptopyrimidine (0.6 g) and potassium carbonate (1.7 g) in N,N-dimethylformamide (20 ml) was heated at 90 C. for 3.5 hours with stirring. The reaction mixture was poured into ice water. The mixture was extracted with a mixture of tetrahydrofuran and ethyl acetate (1:1), washed with aqueous saturated sodium chloride and dried over magnesium sulfate. The solvent was concentrated under reduced pressure to give solid. The solid was subjected to column chromatography on silica gel (silica gel 60, 70-230 mesh,; Merck: 100 g) and eluted with a mixture of chloroform and methanol (10:1). The fractions containing the objective compound were combined and concentrated under reduced pressure to give 2-amino-4-methyl-5-(2-pyrimidinylthio)thiazole (0.65 g, yield: 58.0%). mp: 165-170 C. (dec.) IR (Nujol): 3300, 3175, 1630, 1555, 1490, 1320 cm-1 NMR (DMSO-d6, 200 MHZ, ppm): 2.10 (3H, s), 7.24-7.33 (1H, m), 7.33 (2H, s), 8.64 (2H, d, J=5Hz) Mass: M+1 225, M 224, m/e 209, 191, 182, 166, 145, 133692-16-7

As the paragraph descriping shows that 133692-16-7 is playing an increasingly important role.

Reference：
Patent; Fujisawa Pharmaceutical Co., Ltd.; US5256675; (1993); 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.939-69-5,6-Hydroxybenzo[d]thiazole-2-carbonitrile,as a common compound, the synthetic route is as follows.,939-69-5

General procedure: The hydroxy- or methoxycarbonitrile derivative (1 eq) was added to the cysteine derivative (1.05 eq) and sodium carbonate (3 eq) in 5 ml water. The mixture was stirred at room temperature for three hours before addition of dilute HCl (1 M) to pH ? 3.5 ? 4.0. The product was isolated by extraction with diethyl ether, washed by water, followed by evaporation

939-69-5 6-Hydroxybenzo[d]thiazole-2-carbonitrile 9881912, athiazole compound, is more and more widely used in various fields.

Reference：
Article; Rothweiler, Ulli; Eriksson, Jonas; Stensen, Wenche; Leeson, Frederick; Engh, Richard A.; Svendsen, John S.; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 140 – 148;,
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.15864-32-1,2-Amino-6-bromobenzothiazole,as a common compound, the synthetic route is as follows.

Example 1 (Method A); N-(6-(2-(3-(pyridin-3-yl)propoxy)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide; Step 1. N-(6-bromobenzopd’|thiazol-2-yl)acetamide; 6-Bromobenzo[d]thiazol-2-amine (Aldrich, St. Louis, MO; 10.02 g, 43.7 mmol) was suspended in DCM (175 mL) to which DMAP (6.107 g, 50.0 mmol) was added. The flask was cooled in an ice water bath under argon, and acetic anhydride (4.60 mL, 48.8 mmol) was added, and the reaction was warmed to RT and stirred overnight. The reaction was washed with 10% HCl and water. The precipitate in the organic phase was filtered. The aqueous washings were extracted with DCM and 10: 1 DCM / MeOH. These extracts were concentrated, combined with the filtrate from the above filtration, and concentrated again. The solid was collected (from the filtration as well as the aqueous workup), concentrated, and dried under vacuum to afford the desired N-(6-bromobenzo[d]thiazol-2-yl) acetamide (12.30 g, 45.39 mmol, 88% purity, 91% yield). MS (ESI pos. ion) m/z: 271 (MH+, 79Br), 273 (MH+, 81Br). Calculated exact mass for C9H7BrN2OS: 270 (79Br), 272 (81Br)., 15864-32-1

The synthetic route of 15864-32-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AMGEN INC.; WO2009/17822; (2009); 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.3034-53-5,2-Bromothiazole,as a common compound, the synthetic route is as follows.

General procedure: Substrate (0.1 mmol) and catalyst (2 mol%, 2 mumol) were mixed in 3 cm3 THF, organozinc reagent (1.3 mmol), and LiCl (1.3 mmol) were added at room temperature. After 6 h at 60 C, the solution was allowed to reach room temperature. NaCl solution (15%, 1 cm3) was added carefully, the organic layer was dried over MgSO4, evaporated and purified via silica column chromatography.

3034-53-5, The synthetic route of 3034-53-5 has been constantly updated, and we look forward to future research findings.

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

64987-16-2,64987-16-2, Methyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of methyl(2-{[(pyridin-3-ylmethoxy)carbonyl]amino}-1,3-thiazol-4-yl)acetate To a suspension of 1,1′-carbonylbis(1H-imidazole) (2.43 g, 15 mmol) in THF (12 mL) at 0-5 C. was added pyridine-3-methanol (1.63 g, 15 mmol) in THF (5 mL), and stirred at room temperature for 5 hours. The above reaction mixture was added to a solution of methyl (2-amino-1,3-thiazol-4-yl)acetate (2.58 g, 15 mmol), DBU (2.28 g, 15 mmol) and triethylamine (1.51 g, 15 mmol) in THF (24 ml) and stirred at room temperature, overnight. The THF was removed under reduced pressure and the crude compound was taken in dichloromethane (100 ml), washed with water, the organic layer dried over anhydrous Na2SO4, concentrated and purified by silica gel column chromatography using EtOAc/hexanes (4:6) to afford the title compound as a pale yellow colored solid (1 g, 23% yield).

As the paragraph descriping shows that 64987-16-2 is playing an increasingly important role.

Reference：
Patent; Srinivas, Akella Satya Surya Visweswara; Mathiyazhagan, Kasinathan; Sharada, Duddu Savaraiah; Ponpandian, Thanasekaran; Revathy, Kulasekharan; Reddy, Gaddam Om; Kamarai, Mani; Raiagopal, Sriram; US2010/152188; (2010); 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.15864-32-1,2-Amino-6-bromobenzothiazole,as a common compound, the synthetic route is as follows.

To a stirred solution of 6-bromobenzo[d]thiazol-2-amine (2.50 g, 10.7 mmol) and DMAP (1.33 g, 12.8 mmol) in 20 mL CH2Cl2 at 0 C, was added acetic anhydride (1.23 mL, 13.0 mmol) in 5 mL CH2Cl2 dropwise. The reaction mixture was stirred at room temperature for 12 h before 1 N HCl (20 mL) was added. After filtrated, the precipitate was washed with H2O and dried in vacuum to give the title compound (2.30 g, 79%) as a white solid., 15864-32-1

15864-32-1 2-Amino-6-bromobenzothiazole 85149, athiazole compound, is more and more widely used in various fields.

Reference：
Article; Yang, Zhaohui; Ma, Haikuo; Sun, Zhijian; Luo, Lusong; Tian, Sheng; Zheng, Jiyue; Zhang, Xiaohu; Bioorganic and Medicinal Chemistry Letters; vol. 25; 17; (2015); p. 3665 – 3670;,
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.31785-05-4,Ethyl 5-amino-2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

B) A microwave vial was charged with 5-amino-2-methyl-thiazole-4-carboxylic acid ethyl ester (0.300 g, 1.61 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) (0.28 g, 0.48 mmol) and palladium dibenzylideneacetone (Pd2dba3)-chloroform complex (0.17 g, 0.16 mmol). Degassed dioxane (15.00 ml) was added, followed by 3-bromobenzenesulfonamide (0.38 g, 1.61 mmol) and cesium carbonate (0.93 g, 2.87 mmol) The vial was then irradiated in a microwave oven at 150 C. for 15 min. The mixture was diluted with THF and the solids filtered, washing with THF. The filtrate was evaporated and the residue purified by flash chromatography (heptane ethyl acetate) to yield 2-methyl-5-(3-sulfamoyl-phenylamino)-thiazole-4-carboxylic acid ethyl ester (0.13 g, 24%) as an off-white solid

31785-05-4, As the paragraph descriping shows that 31785-05-4 is playing an increasingly important role.

Reference：
Patent; Buettelmann, Bernd; Ceccarelli, Simona Maria; Jaeschke, Georg; Kolczewski, Sabine; Porter, Richard Hugh Philip; Vieira, Eric; US2006/160857; (2006); 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.3622-30-8,2,4-Dichlorobenzothiazole,as a common compound, the synthetic route is as follows.

EXAMPLE 164 (+)-(4aR)-(10bR)-4-methyl-8-(4-chloro-2-benzothiazolylthio)-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one STR181 A 15 mL round bottom flask was charged with (+)-(4aR)-(10bR)-4-methyl-8-mercapto-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one (100 mg, 0.38 mmol), potassium carbonate (158 mg, 1.14 mmol), 2,4-dichlorobenzothiazole (94 mg, 0.46 mmol) and 1 mL of anhydrous dimethyl formamide, fitted with a reflux condenser, and the stirred mixture was heated at 60°, under nitrogen, for 48 h. The mixture was cooled, diluted with ethyl acetate (75 mL) and washed with brine (2*25 mL). The combined organic extracts were dried over sodium sulfate, concentrated, and purified by silica gel chromatography (80percent ethyl acetate/hexanes eluent) to give 80 mg (49percent) of the title compound as an amorphous solid. mp 207°-209°. FDMS: m/e=429 alpha[D]589 =+63.86 (c=0.57, chloroform).

3622-30-8, As the paragraph descriping shows that 3622-30-8 is playing an increasingly important role.

Reference：
Patent; Eli Lilly and Company; US5578724; (1996); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14779-17-0, 2-Amino-5-methylbenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

14 parts of 2-amino-5-methyl-benzothiazole and 11 parts of 1-amino-anthraquinone-2-aldehyde are suspended in 100 parts of N,N-dimethylformamide. 0.2 part of acetic acid is added and the red solution is heated to 140C for 8 hours under nitrogen atmosphere. After cooling to 25C, the suspension is filtered and the cake is washed successively with N,N-dimethylformamide and methanol and then dried. This gives 15 parts of a violet-colored powder., 14779-17-0

As the paragraph descriping shows that 14779-17-0 is playing an increasingly important role.

Reference：
Patent; CLARIANT INTERNATIONAL LTD.; EP1447430; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica