Category: thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.777-12-8,6-(Trifluoromethyl)benzo[d]thiazol-2-amine,as a common compound, the synthetic route is as follows.

Example 2: General procedure for synthesis of compounds 24 and 46. (0108) (0109) General methodology: In a microwave vial benzothiazole derivative and the corresponding isocyanate is added in each case. Next, THF is added as solvent. The vial is introduced into the microwave reactor and heated to the temperature for the time indicated in each case. After the reaction time, ethyl acetate (50 mL) and water (50 mL) is added. The organic phase is dried over anhydrous MgS04 and the solvent is removed under reduced pressure. The obtained residue was purified by flash column chromatography using Isolera One equipment, in all cases a mixture of hexane and ethyl acetate as eluent was used. N-(6-trifluoromethylbenzothiazole-2-yl)-N’-(3-chlorophenyl)urea (24): (0110) Reagents: 1-isocianato-3-chlorobenzene (175.8 mg, 1.2 mmol), 2-amino-6-trifluoromethylbenzothiazole (250 mg, 1.2 mmol) and THF (0.4 mL). Reaction conditions: 3 hours and 30 min under microwave irradiation at 110¡ãC. Purification by flash column chromatography using hexane/ethyl acetate (3:1) to obtain a white solid. Yield: 43.2 mg, 10percent. Mp: 222¡ãC-223¡ãC 1H NMR (500 MHz, DMSO-d6) delta: 11.16 (s, 1 H), 9.38 (s, 1 H), 8.41 (s, 1 H), 7.73 (s, 1 H), 7.69 (dd, J = 8.5, 1.9 Hz, 1 H), 7.38 (s, 1 H), 7.35 (t, J = 7.9 Hz, 2H), 7.11 (d, J = 8.5 Hz, 1H). 13C NMR (126 MHz, DMSO-d6) delta: 162.6, 152.0, 140.3, 133.7, 131.0, 125.0 (q, J = 271.7 Hz), 123.6 (d, J = 31.8 Hz), 123.5, 123.4 (d, J = 2.5 Hz), 120.1 (d, J = 4.3 Hz), 118.8, 117.9. HPLC purity: >99percent. MS (ES) m/z: 372 [M+H]+., 777-12-8

777-12-8 6-(Trifluoromethyl)benzo[d]thiazol-2-amine 2735955, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Consejo Superior De Investigaciones Cientificas (CSIC); MARTINEZ GIL, Ana; PEREZ FERNANDEZ, Daniel Ignacio; GIL AYUSO-GONTAN, Carmen; GARCIA SALADO, Irene; REDONDO SANCHO, Miriam; PEREZ MARTINEZ, Concepcion; EP2949651; (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.161798-01-2,Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

A solution of compound NL (1.03mmol, 300mg, obtained from the method previously reported) [16] in 9 CH2Cl2 (20mL) and 10 Et3N (0.5mL) were added to a round-bottom flask. The mixture was stirred in an ice-water bath. A solution of 11 2,4-dinitrobenzene sulfonyl chloride (1.24mmol, 330mg) in CH2Cl2 (10mL) was added to the mixture dropwise over 0.5h. The mixture was stirred at 0¡ãC for 1h. The mixture then continued to be stirred at room temperature for 2h until thin layer chromatography indicated the reaction was complete. The organic phase was washed with 60mL of 12 water (3¡Á20mL) and then dried over MgSO4. The solvent was concentrated under reduced pressure. The crude material was purified by column chromatography on silica gel (eluted with hexanes to 13 ethyl acetate: hexane=1:4) to afford a yellow solid of 14 NL-S in 36.9percent yield (197mg, 0.38mmol). Melting point: 185.4?186.0¡ãC. 1H NMR (600MHz, DMSO?d6): delta 10.12 (s, 1H, -CHO), 9.12 (d, J=2.4Hz, 1H, ph-H), 8.63 (dd, J=8.4, 2.4Hz, 1H, ph-H), 8.46 (d, J=2.4Hz, 1H, ph-H), 8.35 (d, J=3Hz, 1H, ph-H), 8.28 (dd, J=8.1, 2.7Hz, 1H, ph-H), 7.40 (d, J=9Hz, 1H, ph-H), 4.29 (m, 2H, -CH2-), 2.68 (s, 3H, thiazole-CH3), and 1.29 (t, J=7.1Hz, 3H, -CH3). 13C NMR (150MHz, DMSO?d6): delta 188.06, 166.33, 161.59, 160.86, 152.17, 150.23, 148.54, 140.36, 134.32, 133.97, 132.68, 130.85, 129.99, 128.72, 128.17, 125.05, 121.68, 61.89, 17.60, and 14.54. High-resolution mass spectrometry (HRMS): m/z [M + Na]+ calcd. for [C20H15N3O10S2+Na]+: 544.0091, found: 544.0090. IR (KBr, cm?1): 3417.39, 3105.18, 2925.38, 1709.48, 1603.25, 1556.83, 1542.6, 1373.73, 1350.08, 1258.92, 1202.38, 1169.51, 1098.66, 887.35, 831.21, 710.78, 614.90, and 561.00., 161798-01-2

As the paragraph descriping shows that 161798-01-2 is playing an increasingly important role.

Reference£º
Article; Wang, Yi; Wang, Lijun; Jiang, Erkang; Zhu, Meiqing; Wang, Zhen; Fan, Shisuo; Gao, Qian; Liu, Shangzhong; Li, Qing X.; Hua, Rimao; Dyes and Pigments; vol. 156; (2018); p. 338 – 347;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

19759-66-1, 2-Aminobenzothiazole-6-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of benzofurane-2-carbonyl chloride 1 in dry toluene, a solution of corresponding anilines and amino-pyridines 2a-j, 2-aminobenzothiazoles 4a, 4c and 5a and 2-aminobenzimidazoles 4b, 4d and 5b in dry toluene was added dropwise, followed by the addition of Et3N. The mixture was refluxed for several hours. After cooling, the resulting products were filtered off and recrystallized from methanol to obtain benzofurane-2-carboxamides 3a, 3b, 3d-j and 6a-f., 19759-66-1

As the paragraph descriping shows that 19759-66-1 is playing an increasingly important role.

Reference£º
Article; Hranjec, Marijana; Sovic, Irena; Ratkaj, Ivana; Pavlovic, Gordana; Ilic, Natasa; Valjalo, Linda; Pavelic, Kresimir; Kraljevic Pavelic, Sandra; Karminski-Zamola, Grace; European Journal of Medicinal Chemistry; vol. 59; (2013); p. 111 – 119;,
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.155559-81-2,5-Fluorobenzo[d]thiazole-2-thiol,as a common compound, the synthetic route is as follows.

Example 40Preparation of7V,7V-dicyclopropyl-6-ethyl-4-(5-fluorobenzo[d]thiazol-2-ylamino)-l- methyl-l,6-dihydroimidazo [4,5-d] pyrrolo [2,3-b] pyridine-7-carboxamide 40A Preparation of 5-fluoro-2- methylthio)benzo|”d”lthiazole[00284] To a solution of 5-fluoro-2-mercaptobenzothiazole (0.15 g, 0.810 mmol) in THF (8.10 niL) cooled to 0 C was added sodium hydride (0.036 g, 0.891 mmol). After stirring 10 min, iodomethane (0.076 mL, 1.215 mmol) was added and the reaction mixture was slowly warmed to room temperature over 2 h. The reaction was diluted with ethyl acetate and quenched with saturated aqueous sodium bicarbonate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. 5-fluoro-2-(methylthio)benzo[d]thiazole (0.178 g, 110 % yield) was isolated as a white solid. Material was used without any further purification.[00285] MS (ESI) m/z 200.0 (M+H)[00286] 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 7.68 (dd, 1H, J= 8.81, 5.04 Hz), 7.56 (dd, 1H, J= 9.57, 2.52 Hz), 7.07 (td, 1H, J= 8.81, 2.52 Hz), 2.80 (s, 3H), 155559-81-2

The synthetic route of 155559-81-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; PURANDARE, Ashok V.; GREBINSKI, James W.; HART, Amy; INGHRIM, Jennifer; SCHROEDER, Gretchen; WAN, Honghe; WO2011/28864; (2011); A1;,
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Thiazole | chemical compound | Britannica

2933-29-1, 2-Amino-4,5,6,7-tetrahydrobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 134 S-5-Fluoro-1H-indole-2-carboxylic acid [2-phenyl-1-(4,5,6,7-tetrahydro-benzothiazol-2-ylcarbamoyl)-ethyl]-amide From S-2-[(5-fluoro-1H-indole-2-carbonyl)-amino]-3-phenyl-propionic acid and 4,5,6,7-tetrahydro-benzothiazol-2-yl-amine. mp 162 – 165 C.

2933-29-1, 2933-29-1 2-Amino-4,5,6,7-tetrahydrobenzothiazole 18046, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; EP1134213; (2001); A2;,
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Thiazole | chemical compound | Britannica

71224-95-8, 2-Aminobenzo[d]thiazole-7-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

71224-95-8, Example 116, 2-amino-N-(5-(2,3-dihvdrobenzo[b][1,4]dioxine-6-carboxamido)-2-methylphenyl)benzo[d]thiazole-7-carboxamide[00153] HATU (0.201 g, 0.53 mmol) and DIPEA (0.230 mL, 1 .32 mmol) were added to a solution of 2-aminobenzo[d]thiazole-7-carboxylic acid (102 mg, 0.53 mmol) in DMA (3 mL) under an inert atmosphere and the reaction allowed to stir for 15 minutes. Compound 2 (0.125 g, 0.440 mmol) was added and the reaction stirred at ambient temperature for approximately 24 hours and then at 40 C overnight. No product was observed. Additional 2-aminobenzo[d]thiazole-7-carboxylic acid (102 mg, 0.53 mmol) was converted to the acid chloride by treatment with oxalyl chloride (approximately 1 .2 equivalents) and DMF (a few drops) in DCM and the acid chloride added to the reaction mixture. The reaction was diluted with water and the solids filtered. The solids were dissolved in DMF and purified by preparative HPLC. Fractions containing the desired compound were evaporated to dryness to afford the desired material as a white solid (0.043 g, 21 %).1H NMR (400 MHz, DMSO) delta 10.05 (s, 1 H), 10.04 (s, 1 H), 7.87 (d, J = 7.1 Hz, 1 H), 7.82 (d, J = 2.2 Hz, 1 H), 7.62 (dd, J = 2.2, 8.3 Hz, 1 H), 7.49 – 7.56 (m, 3H), 7.47 (s, 2H), 7.39 (t, J = 7.8 Hz, 1 H), 7.25 (d, J = 8.5 Hz, 1 H), 6.98 (d, J = 8.4 Hz, 1 H), 4.28 – 4.35 (m, 4H), 2.21 (s, 3H). m/z (ES+), (M+H)+ = 461 .

The synthetic route of 71224-95-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; JONES, Keith; RYE, Carl; CHESSUM, Nicola; CHEESEMAN, Matthew; PASQUA, Adele Elisa; PIKE, Kurt Gordon; FAULDER, Paul Frank; WO2015/49535; (2015); A1;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.161798-03-4,Ethyl 2-(3-formyl-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

172.8 g of formic acid and16.0 g of ethyl 2-(3-formyl-4-isobutoxy-phenyl)-4-methyl-thiazole-5-carboxylate (FBT-1) prepared in Example 1 were added to a 500 ml round bottom flask, 4.2g hydroxylamine hydrochloride and 4.1g sodium formate were added, and stirred at 105 ~ 110 C for 2h. After completion of the reaction, cooled to 20 ~ 30 C, heat crystallization was carried out for 1h, filtered, filter cake was washed with 25.3g ethanol, filtered, dried and 14.2 g of ethyl 2-(3-cyano-4-isobutoxy-phenyl)-4-methyl-thiazole-5-carboxylate (FBT-2) was obtained in a yield of 89.5%., 161798-03-4

The synthetic route of 161798-03-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hunan Fangsheng Pharmaceutical Co., Ltd.; Zhang Qinghua; Chen Bo; Yan Zhiyong; (6 pag.)CN109912531; (2019); A;,
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Thiazole | chemical compound | Britannica

62266-82-4, 6-Bromobenzo[d]thiazol-2(3H)-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: One equivalent of appropriate heterocyclic derivative was dissolved in DMF. Three equivalents of potassium carbonate and 1.2 equivalent of the appropriate 3-chloropropan-1-amine derivative were added. The resulting mixture was heated at 70C until disappearance of the starting material. The reaction was monitored by TLC. After 24-96 h, the solvent was removed under reduced pressure, and water added to the residue. The crude product was extracted with dichloromethane. The combined organic fractions were washed with water and dried over magnesium sulphate. Purification by thick layer chromatography or column chromatography was performed.

62266-82-4, 62266-82-4 6-Bromobenzo[d]thiazol-2(3H)-one 188444, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Donnier-Marechal, Marion; Carato, Pascal; Le Broc, Delphine; Furman, Christophe; Melnyk, Patricia; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 575 – 582;,
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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

5-(4-Methoxy-2-methyl-phenyl)-4-methyl-thiophene-2-sulfonyl chloride (95 mg, 0.30 mmol, 1.5 equiv.) was dissolved in 0.3 ml MeCN, followed by the addition of sodium cyanate (28.6 mg, 0.44 mmol, 2.2 equiv.). Under strong stirring, pyridine (0.055 ml, 0.68 mmol, 3.4 equiv.) was added dropwise to the reaction mixture which was further stirred for 4 hrs at rt. 2-Amino-5-bromothiazole. HBr (52 mg, 0.20 mmol, 1.0 equiv.), was added and the reaction stirred for 1 hour. Water (20 ml) and 70% acetic acid (2 ml) were added to the suspension which was filtered, washed with water and cold MeOH. The crude solid was dissolved in MeCN-DMSO and chromatographed on a HPLC 75*30 mm RP 18 5 mum column, with A=0.1% HCOOH and B=MeCN and with a gradient of 40% to 90% B in 10 min. The desired fractions were lyophilized to give N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-5-(4-methoxy-2-methylphenyl)-4-methylthiophene-2-sulfonamide, 16 mg, m/e 499.9 (MH-).

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

Reference£º
Patent; Gubler, Marcel; Haap, Wolfgang; Hebeisen, Paul; Kitas, Eric A.; Kuhn, Bernd; Minder, Rudolf E.; Schott, Brigitte; Wessel, Hans P.; US2007/281979; (2007); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

88982-82-5,88982-82-5, 4-Bromo-1,3-thiazole-2-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 4-Bromothiazole-2-carboxylic acid (compound 1, 1 eq) and boronic acid derivatives (compound 2a-g, 1.5 eq) were suspended in dimethoxy ethane (DME)/H2O (16 volume, 3:1). Then, Pd(PPh3)4 (0.05 eq) and K2CO3 (1.5 eq) were added to the suspension. The obtained mixture was heated to about 100 C and stirred for about 24 h under nitrogen atmosphere. The solution was cooled to room temperature and acidified with concentrated hydrochloric acid. Then, the precipitate was filtered and washed with water. The obtained wet cake was redissolved in dichloromethane. The organic phase was washed with saturated sodium bicarbonate (NaHCO3) aqueous solution for 30 min. Then, the aqueous phase was acidified again with concentrated hydrochloric acid, and the precipitate was filtered to obtained compounds 3a-g.

The synthetic route of 88982-82-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Haibo; Cai, Zhengjiang; Zheng, Shan; Ma, Huidan; Lin, Haiming; Zheng, Xiaohe; Letters in drug design and discovery; vol. 15; 4; (2018); p. 388 – 397;,
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Thiazole | chemical compound | Britannica