Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.56354-98-4,6-Aminobenzo[d]thiazol-2(3H)-one,as a common compound, the synthetic route is as follows.,56354-98-4

General procedure: To a stirred suspension of benzo [d]oxazol-2(3H)-one derivative,or benzimidazole, or 2H-benzo [b] [1,4]oxazin-3(4H)-one(1.0 mmol), anhydrous K2CO3 (1.2 mmol) was added in the DMFsolvent for 20 min at 70 C. Then bromoacetylated 1a-1f or 2a-2c(1.3 mmol) and TBAI (0.1 mmol) were added simultaneously. Thereaction was stirred and heated for 4 h. After completion, themixture was extracted with EtOAc/H2O three times. The combinedorganic layers were washed with brine, dried over anhydrousNa2SO4, filtered and concentrated under reduced pressure. Thecrude product was purified by silica gel column chromatographyeluting with EtOAc/PE (3:1e8:1) to afford compounds B01-B29,C01-C03.

As the paragraph descriping shows that 56354-98-4 is playing an increasingly important role.

Reference£º
Article; Yang, Lixin; Liu, Yongqing; Fan, Minghua; Zhu, Guiwang; Jin, Hongwei; Liang, Jing; Liu, Zhenming; Huang, Zhuo; Zhang, Liangren; European Journal of Medicinal Chemistry; vol. 182; (2019);,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19759-66-1,2-Aminobenzothiazole-6-carbonitrile,as a common compound, the synthetic route is as follows.

General procedure: To a solution of thiophene-2-carbonyl chloride (2a) or3-chlorothiophene-2-carbonyl chloride (2b) in dry tolueneor DMF, corresponding anilines and amino-pyridines 1a-1f, 2-amino-6-subtituted-benzimidazoles 10a-10c, or2-amino-6-substituted-benzothiazoles 10d-10f were added,followed by the addition of Et3N. The mixture was refluxedfor several hours. After cooling, the resulting products werefiltered off and washed with diluted HCl and recrystallizatedfrom ethanol/DMF to obtain heteroaromaticcarboxamides 3a-3f and 11a-11h.

19759-66-1, The synthetic route of 19759-66-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sovi, Irena; Viski, Marko; Bertoa, Branimir; Ester, Katja; Kralj, Marijeta; Hranjec, Marijana; Karminski-Zamola, Grace; Monatshefte fur Chemie; vol. 146; 9; (2015); p. 1503 – 1517;,
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121-66-4, 5-Nitrothiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Isatin (5 mmol) was dissolved in methanol (40 mL), and corresponding reactants(amine (R-NH2, 5 mmol) and glacial acetic acid (1 mL) in the given order) were added.Reaction mixture was refluxed at 70 C for 6 h under stirring at atmospheric pressure.ubsequently, the mixture was left overnight without stirring at room temperature. Theobtained crystals were filtered off, dried and recrystallized from methanol. On average, theyield was about 70-79 % (details are given in the Supplementary material)., 121-66-4

The synthetic route of 121-66-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; ?ekularac, Gavrilo M.; Nikoli?, Jasmina B.; Petrovi?, Predrag; Bugarski, Branko; Durovi?, Boban; Drmani?, Sa?a ?.; Journal of the Serbian Chemical Society; vol. 79; 11; (2014); p. 1347 – 1354;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.615-21-4,2-Hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.

615-21-4, In a three-neck reactor equipped with a thermometer,In a nitrogen stream,10.0 g (60.5 mmol) of 2-hydrazinobenzothiazole was dissolved in 150 ml of DMF.To this solution,39.4 g (121.0 mol) of cesium carbonate was added and the mixture was cooled to 0 C.,16.4 g (72.5 mmol) of iodoheptane was added dropwise over 5 minutes,After completion of the dropwise addition, the whole contents were stirred at 25 C. for 3 hours.After completion of the reaction, 1000 ml of water was added to the reaction solution,And extracted twice with 500 ml of ethyl acetate.After drying the organic layer with anhydrous sodium sulfate,Sodium sulfate was filtered off.After concentrating the filtrate with a rotary evaporator,The concentrate was purified by silica gel column chromatography (n-hexane: ethyl acetate = 85: 15)9.05 g of Intermediate P was obtained as a white solid (yield 56.9%).

The synthetic route of 615-21-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; SANUKI, KANAKO; (77 pag.)JP2017/206554; (2017); A;,
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Thiazole | chemical compound | Britannica

155559-81-2, 5-Fluorobenzo[d]thiazole-2-thiol is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 4?-demethylepipodophyllotoxin (DMEP) (400mg 1mmol) and SH-containing building blocks in dichloromethane (15mL) at 0C was mixed with 1mL of TFA as the catalyst. After stirring the reaction mixture for 2-3hat room temperature and maximal conversion was reached (3h, monitored by TLC), the resultant mixture was washed with saturated NaHCO3 (20mL¡Á2) and extracted with CH2Cl2 (45mL¡Á2). The organic layer was dried over MgSO4, and the solvent was evaporated to give a crude residue, which was purified by flash column chromatography (petroleum ether: dichloromethane: ethyl acetate, 3:2:1) to afford the target compounds. The purity of compounds was determined by HPLC with a thermo-C18 (250mm¡Á4.6mm, 5mum) column as the stationary phase and methanol-water (35:65) as the mobile phase at ambient temperature and a flow rate of 2.0mL/min., 155559-81-2

155559-81-2 5-Fluorobenzo[d]thiazole-2-thiol 2774531, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Zhang, Qing-Yun; Zhao, Wei; Tang, Ya-Jie; European Journal of Medicinal Chemistry; vol. 158; (2018); p. 951 – 964;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51640-36-9,2-Chlorothiazole-5-carbonitrile,as a common compound, the synthetic route is as follows.

To an NMP (1 mL) solution of (trans)- 3-(5-fluoro-2-methoxyphenoxy)-/V-(pyrrolidin-3- yl)cyclobutanecarboxamide hydrochloride (Intermediate 70) (38 mg, 0.1 1 mmol) and 2- chlorothiazole-5-carbonitrile (16 mg, 0.1 1 mmol) in a microwave reaction vial was added N,N- diisopropylethylamine (0.08 mL, 0.4 mmol). The reaction was heated in a microwave (135 C) for 3.5 h, concentrated and loaded onto a semi-prep HPLC (NH4OH as modifier) for purification to afford the title compound as a tan solid (31 mg, 62%). 1H NMR (400 MHz, CDCI3) delta 2.09 (dd, J = 13, 7 Hz, 1 H), 2.42 (dd, J = 13, 6 Hz, 1 H), 2.46-2.58 (m, 2 H), 2.74 (ddd, J = 14, 7, 4 Hz, 2 H), 2.95-3.04 (m, 1 H), 3.40 (dd, J = 1 1 , 4 Hz, 1 H), 3.57-3.69 (m, 2 H), 3.81 -3.89 (m, 1 H), 3.84 (s, 3 H), 4.64-4.74 (m, 1 H), 4.94 (t, J = 7 Hz, 1 H), 5.59-5.72 (m, 1 H), 6.47 (dd, J = 10, 3 Hz, 1 H), 6.59 (td, J = 8, 3 Hz, 1 H), 6.78 (dd, J = 9, 5 Hz, 1 H), 7.71 (s, 1 H); LC-MS (LC- ES) M+H = 417., 51640-36-9

51640-36-9 2-Chlorothiazole-5-carbonitrile 1485222, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); 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.2634-33-5,1,2-Benzothiazol-3-one,as a common compound, the synthetic route is as follows.,2634-33-5

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. 4.2.19 2-(3-(2-Methoxyphenyl)propanoyl)benzo[d]isothiazol-3(2H)-one (23) Compound 23 was prepared through 3-(2-methoxyphenyl)propionic acid, obtained a white solid in 93% yield. Mp 149.5-150.7 C. 1H NMR (400 MHz, CDCl3) delta 8.00 (d, J = 8.0 Hz, 1H), 7.68 (t, J = 8.0 Hz, 1H), 7.51 (d, J = 8.0 Hz, 1H), 7.39 (t, J = 8.0 Hz, 1H), 7.25-7.17 (m, 2H), 6.89 (t, J = 8.0 Hz, 1H), 6.85 (d, J = 8.4 Hz, 1H), 3.82 (s, 3H), 3.47 (t, J = 7.6 Hz, 2H), 3.09 (t, J = 7.6 Hz, 2H). 13C NMR (101 MHz, DMSO-d6) delta 172.9, 163.5, 157.6, 141.4, 135.0, 130.2, 128.6, 128.1, 127.4, 126.5, 125.7, 122.5, 120.8, 111.1, 55.7, 37.5, 24.9. IR (KBr, cm-1): 1689, 1675. HRMS-ESI (m/z) calcd for C17H15NO3S [M+H+] 314.0851, found 314.0843.

The synthetic route of 2634-33-5 has been constantly updated, and we look forward to future research findings.

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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Thiazole | chemical compound | Britannica

1452-15-9, 4-Cyanothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 4-cyanothiazole (5.0 g, 45.0mmol) in o-dichlorobenzene (40.0 mL) was added the respective aniline (1) (49.0 mmol). The reaction mixture was heated at 135 C with purging excess dry HCl for 3 h. Then, cooled the reaction mixture to 40 C and the resulting solids were filtered, washed with more o-dichlorobenzene (10.0 mL). The solids were dried at 90 C under vacuum to give amidine hydrochlorides with yields in the 70-90% range., 1452-15-9

1452-15-9 4-Cyanothiazole 15069, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Patil, Vikrant; Barragan, Enrique; Patil, Shivaputra A.; Patil, Siddappa A.; Bugarin, Alejandro; Tetrahedron Letters; vol. 58; 35; (2017); p. 3474 – 3477;,
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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.78502-71-3,Ethyl 2-(bromomethyl)thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

78502-71-3, To a solution of ethyl2-(bromomethyl)-1,3-thiazole- 4-carboxylate (19, 2.4 g, 9.7 mmol) in toluene (20 mL) triphenylphosphine (2.7 g,10 mmol) was added at room temperature, and the resulting mixture was stirred at 100 C for 3 h. The reactionmixture was cooled to room temperature, and the precipitate was collected by filtration, washed with hexanes, anddried to afford ((4-(ethoxycarbonyl)-1,3-thiazol-2-yl)methyl)(triphenyl)phosphonium bromide (31, 3.7 g, 74%) as abrown powder, which was used without further purification. To a mixture of compound 30 (2.2 g, 5.5 mmol) andcompound 31 (3.7 g, 7.2 mmol) in N,N-dimethylformamide (20 mL) was added sodium ethoxide (0.75 g, 11 mmol)at room temperature, and the resulting mixture was stirred at room temperature for 3 h. The reaction mixture waspartitioned between ethyl acetate and water. The organic layer was separated, washed with brine, dried over MgSO4,and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluting with a gradientof 10-50% ethyl acetate in hexanes) to afford the title compound 20a (1.8 g, 60%) as a pale yellow powder.

78502-71-3 Ethyl 2-(bromomethyl)thiazole-4-carboxylate 11043146, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Maezaki, Hironobu; Tawada, Michiko; Yamashita, Tohru; Banno, Yoshihiro; Miyamoto, Yasufumi; Yamamoto, Yoshio; Ikedo, Koji; Kosaka, Takuo; Tsubotani, Shigetoshi; Tani, Akiyoshi; Asakawa, Tomoko; Suzuki, Nobuhiro; Oi, Satoru; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3565 – 3571;,
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Thiazole | chemical compound | Britannica

1247119-36-3, (S)-Ethyl 2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-4-morpholinobutanoate oxalate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 7: Preparation of cobicistat silicon dioxide Thiazole ethyl ester salt (formula 2) (150 g) in water (250 ml) was added to dichloromethane (800 ml), followed by a slow addition of aqueous potassium bicarbonate (220 g of potassium bicarbonate dissolved 1.250 1 of water). The resulting mixture was stirred for about 1 hour and the aqueous and organic layers were separated. The organic layer was washed with water and then concentrated under vacuum until the reaction mass volume reached about 350 ml. The reaction mass was cooled to about 5 C. An aqueous potassium hydroxide solution (about 23 g of KOH dissolved in 25 ml of water) was slowly added to the cooled reaction mass while maintaining a temperature not more than about 10 C. The mixture was then stirred for about 12 hours at the same temperature. Cobicistat intermediate of formula 3 (100 g) and dichloromethane (350 ml), were added to the mixture and the temperature was adjusted to about -20 C. Hydroxybenzotriazole hydrate (about 25 g) was then added to this mixture. A pre-cooled solution (about -20 C of N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (80 g) in dichloromethane (about 800 ml)) was added to the reaction mixture while the reaction mass temperature was maintained at not more than about -20 C. The reaction mixture was then stirred at about the same temperature for 24 hours. The reaction mass temperature was then adjusted to about 5 C and the reaction was quenched with an aqueous citric acid solution. The aqueous and organic layers were separated and the organic layer was washed once with aqueous potassium bicarbonate solution and water. The organic layer was concentrated under reduced pressure to give cobicistat (about 160 g) as a residue. The residue was dissolved in mixture of dichloromethane (160 ml) and n- hexane (160 ml) at room temperature. Silicon dioxide (150 g) was added to the mixture and stirred for 2-3 hours. The solution was concentrated, cooled, and filtered to give a cobicistat silicon dioxide product (300 g)., 1247119-36-3

The synthetic route of 1247119-36-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MYLAN LABORATORIES LTD.; VADALI, Lakshmana Rao; KONDA, Rameshbabu; DANDALA, Ramesh; WO2015/83066; (2015); A1;,
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Thiazole | chemical compound | Britannica