Heterocyclic Building Blocks-Thiazole

943-03-3, 6-Methoxybenzo[d]thiazole-2-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,943-03-3

Pyridine hydrochloride (2.32 g) was added to 2-cyano-6-methoxybenzothiazole 31 (51.4 mg, 0.271 mmol) and heated to 200°C in an argon atmosphere to dissolve the pyridine hydrochloride, and the reaction mixture was stirred for 30 minutes. The reaction mixture was allowed to cool, and then 1 M hydrochloric acid (50 ml) was added. After extraction with ethyl acetate (3 x 50 ml) and drying of the organic layer with anhydrous sodium sulfate, the result was concentrated in vacuo. The resulting residue was purified by preparative thin-layer silica gel chromatography {one 20 cm x 20 cm x 1.75 mm plate; hexane-ethyl acetate (1:1)}, yielding 2-cyano-6-hydroxybenzothiazole 32 (47.2 mg, 99percent) as a pale yellow solid. 1H NMR (270 MHz, CD3OD) delta 7.17 (1H, dd, J = 2.7, 9.2 Hz), 7.41 (1H, d, J = 2.7 Hz), 7.99 (1H, d, J = 9.2 Hz)

The synthetic route of 943-03-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; The University of Electro-Communications; NISHIYAMA Shigeru; SAITO Tsuyoshi; MAKI Shojiro; NIWA Haruki; EP2754657; (2014); 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Production Example 22 of the invented Compound; To a mixture of 0.26 g of benzothiazole-6- carboxylic acid, 0.23 g of 3, 7-dimethyl-2-octenylamine and 3 ml of DMF were added 0.86 g of BOP reagent and then 0.19 g of triethylamine, and the resultant mixture was stirred at room temperature for 20 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed successively with a saturated aqueous sodium hydrogencarbonate solution, water and a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel chromatography to obtain 0.45 g of N- (3, 7-dimethyl-2- octenyl) -benzothiazole-6-carboxamide (hereinafter referred to as the invented compound 22) . The invented compound 221H-NMR (CDC13) 6: 0.86-0.91 (6H, m) , 1.13-1.21 (2H, m) , 1.38-1.58 (3H, m) , 1.73-1.76 (3H, m) , 2.01-2.13 (2H, m) , 4.07-4.13 (2H, m) , 5.30-5.35 (IH, m) , 6.15 (IH, br s) , 7.85-7.88 (IH, m) , 8.16 (IH, d, J = 8.5 Hz) , 8.48 (IH, d, J = 1.7 Hz) , 9.11 (IH, s)

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

Reference：
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/57668; (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.167366-05-4,4-Bromo-2-formylthiazole,as a common compound, the synthetic route is as follows.

167366-05-4, To a solution of 4-bromo-1 ,3-thiazole-2-carbaldehyde (192 mg, 1.0 mmol) in DCM (4.0 ml_) was added acetic acid (3 drops) and 2,2,2-trifluoroethanamine (120 mul_, 1.5 mmol). The reaction was stirred overnight. Sodium triacetoxyborohydride (335 mg, 1.5 mmol) was then added and reaction was stirred for 6 h. It was then quenched with sodium bicarbonate to yield 3-[1 -(ethylsulfonyl)-4-piperidinyl]-5-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-1/-/-indole-7-carboxamide.

The synthetic route of 167366-05-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/5534; (2007); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

4175-72-8, 4-Chlorothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4175-72-8

[00258] To a thoroughly degassed stirred solution of tert-butyl (3fl)-4-(5,6-dichloro-2- iodo-pyrimidin-4-yl)-3-methyl-piperazine-1 -carboxylate (3-012, prepared in Scheme 3) (19.0 g, 40.2 mmol), 4-chlorothiazole (4.8 g, 40.2 mmol) and cesium carbonate (19.6 g, 60.2 mmol) in tert-butanol (200 mL) was added tri-tert-butylphosphonium tetrafluoroborate (1 .16 g, 4.01 mmol) and palladium acetate (0.45 g, 2.014 mmol). The reaction was heated to 80 C for 72 h. The reaction mixture was cooled to room temperature, filtered and the filtrate concentrated to dryness to afford a brown oil. This was purified by flash column chromatography on silica gel (eluting with a mixture of ethyl acetate in cyclohexane 0-60%) to give the title compound (3.80 g, 20%) as a yellow powder. LCMS: RT 3.34 min, Ml 466, Method (4LCMS6); NMR (400 MHz, CDCI3) delta 8.75 (s, 1 H), 4.70 (s, 1 H), 4.32 – 3.84 (m, 4H), 3.41 (td, J = 13.9, 13.0, 3.3 Hz, 1 H), 3.17 (s, 1 H), 1 .49 (s, 9H), 1 .37 (d, J = 6.7 Hz, 3H).

4175-72-8 4-Chlorothiazole 13517394, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; CARSWELL, Emma L.; CHARLES, Mark David; EKWURU, Chukuemeka Tennyson; ELUSTONDO, Fred; FOWLER, Catherine M.; OTT, Gregory R.; ROFFEY, Jonathan R; BROOKFIELD, Joanna L.; FORD, Daniel; CALDER, Mathew L.; (159 pag.)WO2018/87527; (2018); 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.3622-38-6,2-Chloro-5-nitrobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

To a solution of 2-chloro-5-nitrobenzo[d]thiazole (200 mg, 931 muetaiotaomicronIota) in THF (1 .5 mL) Et3N (0.195 mL, 1 .4 mmol) followed by piperidine (0.138 mL, 1 .4 mmol) was added. The mixture was stirred at 65°C for 1 h before it was diluted with EA (50 mL) and washed with water (50 mL). The organic extract was dried over MgS04, filtered and concentrated to give 5-nitro-2- (piperidin-1 -yl)benzo[d]thiazole (250 mg) as a solid; LC-MS: tR= 0.92 min; [M+H]+= 264.18., 3622-38-6

3622-38-6 2-Chloro-5-nitrobenzo[d]thiazole 11413249, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; ACTELION PHARMACEUTICALS LTD; AISSAOUI, Hamed; BOLLI, Martin; BOSS, Christoph; RICHARD-BILDSTEIN, Sylvia; SIEBER, Patrick; (95 pag.)WO2016/207785; (2016); 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.17782-81-9,Imidazo[2,1-b]thiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of the respective carboxylic acid (0.029 mmol, 1.3eq) in DMF (0.20 mL) is added successively a solution of DIPEA (0.08 mmol, 3.5eq) in DMF (0.15 mL) and a solution of TBTU (0.024 mmol, 1.05eq) in DMF (0.15 mL). The obtained mixture is treated with a solution of the respective 2-aza-bicyclo[3.1.0]hexane derivative (0.023 mmol, l.Oeq) in DMF (0.40 mL). The mixture is shaken over night and purified by prep. HPLC to give the respective amide derivatives. Example 35 imidazo[2,l-b]thiazole-5-carboxylic acid {(lS,3S,5S)-2-[5-(3-fluoro-phenyl)-2-methyl- thiazole-4-carbonyl]-2-aza-bicyclo[3.1.0]hex-3-ylmethyl}-amide prepared by reaction of [(lS,3S,5S)-3-aminomethyl-2-aza-bicyclo[3.1.0]hex-2-yl]-[5-(3- fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanone with imidazo[2,l-b]thiazole-5- carboxylic acid. LC-MS (basic): tR = 0.80 min; [M+H]+ = 482.1., 17782-81-9

The synthetic route of 17782-81-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/81399; (2008); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

42270-37-1, 2-(Piperazin-1-yl)thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Dissolve ethyl 2-AMINO-5-CHLOROTHIAZOLE-4-CARBOXYLATE (L. OG, 4. 85 mmol) in DMF (6 mL) and heat to 65C. Add dropwise a solution of t-butyl nitrite (0.633 mL) in DMF (10 mL) with stirring. Care: gas evolution. After the addition is complete, stir the reaction mixture for 10 min at 65C and then cool to room temperature. Pour into water and extract the product into diethylether (x2). Combine organic extracts and dry (MGS04) and concentrate to give the titled compound contaminated with trace DMF (590mg). Mass Spectrum (M/E) : 192/194 (M+1)., 42270-37-1

As the paragraph descriping shows that 42270-37-1 is playing an increasingly important role.

Reference：
Patent; ELI LILLY AND COMPANY; WO2005/26177; (2005); 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: Route 1: To a suspension of N-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) (100 mg, 0.520 mmol) inTHF (5 mL) under Ar atmosphere were added 1-hydroxybenzotriazole(HOBt) (60 mg, 0.440 mmol) and the corresponding carboxylicacid (b-f) (0.400 mmol). After 30 min, 4-(benzo[e][1,2]azaborinin-2(1H)-ylmethoxy)-N-methylaniline (6) (106 mg, 0.400 mmol) followed by Et3N (121 mg, 167 lL, 1.20 mmol) were added at 0 Cand the mixture was allowed to warm to RT overnight (16 h). Thecrude mixture was then diluted with EtOAc (25 mL) and washedwith satd aq NH4Cl (3 25 mL) then brine (25 mL). The organicphase was isolated and dried over Na2SO4, filtered, and the solventwas removed in vacuo. The crude residue was further purified bygradient column chromatography (SiO2, flash, 0-100%EtOAc/heptane) to isolate the title compounds (2b-f) after solventremoval., 3622-35-3

3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

Reference：
Article; Vlasceanu, Alexandru; Jessing, Mikkel; Kilburn, John Paul; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4453 – 4461;,
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.14527-44-7,Methyl thiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

Part C Preparation of 5-thiazolemethanol To a solution of 11.73 g (82 mmol) of methyl 5-thiazolylcarboxylate in 105 mL of anhydrous tetrahydrofuran at 0 C. under nitrogen, was added 90 mL (90 mmol) of a 1.0M lithium aluminum hydride solution in diethyl ether over a 35 minute period. After stiiring at room temperature for 30 minutes, the solution was cooled to 0 C., and carefully quenched by the addition of 3 mL of water, 3 mL of 20% sodium hydroxide solution, and 6 mL of water, then 100 mL of tetrahydrofuran was added. After stirring for 1 hour, the mixture was filtered, the solid was washed with tetrahydrofuran, and the filtrate concentrated to afford 7.56 g of 5-thiazolylmethanol., 14527-44-7

As the paragraph descriping shows that 14527-44-7 is playing an increasingly important role.

Reference：
Patent; G. D. Searle & Co.; US5968942; (1999); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

943-03-3, 6-Methoxybenzo[d]thiazole-2-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,943-03-3

Pyridine hydrochloride (1.18 g, 10.2 mmol, 10 eq) and 6-methoxy-2-cyanobenzothiazole (0.195 g, 1 .02 mmol, 1 eq) were combined in a rigorously dried sealed tube, purged and placed underan inert nitrogen atmosphere. The reaction mixture was then stirred at 180 00 for 1 h. The resulting red-brown residue was cooled to room temperature and then dissolved in EtOAc (20 mL) and washed with saturated NaHCO3 (1 x 20 mL), 1M HCI (1 x 10 mL), H20 (4 x 10 mL), and brine (1 x 1 0 mL). The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The crude product was purified using column chromatography eluting with 3:7 EtOAc:Hexane to yield 2-cyano-6-hydroxybenzothiazole as a pale yellow solid. Mp: 202-207 0C (lit. 205-207 oc). 1H-NMR(400 MHz, DMSO) 510.51 (1H, brs, -OH), 7.89 (1H, d, J = 9.0 Hz, H-4), 7.60 (1H, d, J = 2.4 Hz,H-7), 7.19 (1H, dd, J = 9.1, 2.4 Hz, H-5) ppm. 13C-NMR (100.6 MHz, CDCI3) 5160.4(0-2), 147.4(C-6), 139.1 (C-3), 134.0 (0-8), 126.8 (C-7), 119.8 (C-5), 114.4 (C-i), 107.5 (C-4) ppm. MS(ESI+): m/z Calculated for C8H4N2OS [M+H] 177.0122, found 177.0117.

As the paragraph descriping shows that 943-03-3 is playing an increasingly important role.

Reference：
Patent; UNIVERSITY OF CAPE TOWN; JARDINE, Moegamat Anwar; RYLANDS, Marwaan; (60 pag.)WO2019/21202; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica