Heterocyclic Building Blocks-Thiazole

1011-40-1, 2-Phenylthiazole-5-carbaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Weighed 2,4-imidazolinedione 20 mmol,2-Phenylthiazole-5-carbaldehyde (2-phenylthiazole-5-carbaldehyde)Piperidine 16 mmol in a round bottom flask,Was dissolved in EtOH (150 mL)The mixture was refluxed for 24 h.A small amount of water was added and acidified with acetic acid to give the crude product. After recrystallization from methanol, compound 57 was obtained in a yield of 41%.

1011-40-1, As the paragraph descriping shows that 1011-40-1 is playing an increasingly important role.

Reference：
Patent; West China Hospital, Sichuan University; Chen, Yi; Liu, Jie; (32 pag.)CN106279132; (2017); A;,
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40283-41-8, 2-Aminothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2-aminothiazole-4-carboxylic acid (40 mg, 028 mmol) and HBTU (201 mg, 0.53 mmol) in a mixed solvent of dimethyl sulfoxide (2 mL) and tetrahydrofuran (4 mL) was stirred for 10 min at rt, then (+/-) -cis-6- ( (3-aminocyclohexyl) amino) -2- (5, 7-difluoro-1-tosyl-1H-indol-3-yl) -5-fluoro-4-phenylnicotinonitrile (108 mg, 0.18 mmol) and DIPEA (0.10 mL, 0.61 mmol) were added into the mixture. The resulting mixture was stirred at rt overnight. To the reaction mixture was added water (30 mL) , and the mixture was extracted with EtOAc (30 mL × 3) . The combined organic layers were washed with a saturated aqueous sodium chloride solution (60 mL) , dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo to dry, and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 5/1 1/5) to give the title compound as a white solid (37 mg, 28 %). 1H NMR (400 MHz, CDCl3) delta (ppm) : 8.67 (s, 1H) , 7.92 (d, J 7.9 Hz, 2H) , 7.71 (dd, J 8.9, 2.2 Hz, 1H) , 7.54 (s, 5H) , 7.32 (m, 3H) , 7.04 (d, J 8.1 Hz, 1H) , 6.85 (ddd, J 11.4, 9.0, 2.3 Hz, 1H) , 5.23 (dd, J 7.8, 2.4 Hz, 1H) , 5.03 (s, 2H) , 4.28 (m, 1H) , 4.03 (m, 1H) , 2.51 (d, J 11.5 Hz, 1H) , 2.39 (s, 3H) , 2.28 (d, J 12.0 Hz, 1H) , 2.12 (d, J 11.1 Hz, 1H) , 1.93 (d, J 14.1 Hz, 1H) , 1.76 (s, 2H) , 1.59 (d, J 13.4 Hz, 1H)., 40283-41-8

40283-41-8 2-Aminothiazole-4-carboxylic acid 1501882, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (161 pag.)WO2018/41091; (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.2941-58-4,2-Bromo-6-methoxybenzothiazole,as a common compound, the synthetic route is as follows.

Under N2, in a sealed tube, to 22 (19.7 mmol) in DMF 50 ml, 1-iodo-4-nitrobenzene (21.6 mmol), cesium carbonate (19.6 mmol), palladium acetate (0.98 mmol), copper bromide (0.2 mmol) and tributylphosphine (1.9 mmol) were added. The reaction was stirred at 150 C. overnight and, after cooling to room temperature, the mixture was extracted with ethyl acetate. The organic layer was then washed (3 times) with water, dried over Na2SO4 and the solvent removed via a rotary evaporator. The residue was purified by chromatography on silica gel using 9:1 hexane/ethyl acetate as the eluent to yield 4.62 g (81%) of 23 as a yellow solid. NMR 1H (DMSO), delta=3.83 (3H, s); 7.21 (1H, J=8.6 Hz); 7.73 (s, 1 H); 8.04 (2H, d, J=8.7 Hz); 8.25 (1H, d, J=8.6 Hz); 8.35 (2H, d, J=8.7 Hz). NMR ?13C(DMSO), delta=55.3; 104.7; 115.7; 1 16.7; 123.4; 124.1 (2C); 124.5; 127.8; 128.6 (2C); 144.0; 147.5; 157.5., 2941-58-4

The synthetic route of 2941-58-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Tamagnan, Gilles D.; Alagille, David; Costa, Herve Da; US2007/258887; (2007); 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.907545-27-1,Ethyl 2-chloro-5-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

(38b) Ethyl cis(+/-)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-methyl-1,3-thiazole-4-carboxylate tert-Butyl cis(+/-)-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylate obtained by the method described in Example (1g) (80 mg, 0.21 mmol) was dissolved in methanol (1 mL). A 4 N hydrochloric acid/ethyl acetate solution (3 mL) was added, and the mixture was stirred at room temperature for one hour. Following concentration under reduced pressure, the residue was dissolved in DMF (2 mL). Diisopropylethylamine (0.16 mL, 0.92 mmol) and ethyl 2-chloro-5-methyl-1,3-thiazole-4-carboxylate obtained in Example (38a) (70 mg, 0.34 mmol) were added, and the mixture was stirred using a microwave reactor at 160C for three hours. Dilute hydrochloric acid was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with water, saturated aqueous sodium bicarbonate solution and brine, and dried over anhydrous sodium sulfate. Following concentration under reduced pressure, the residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate = 4/1, 1/1, ethyl acetate) to obtain 15.3 mg of the title compound as a pale yellow solid (16%). 1H NMR spectrum (400 MHz, CDCl3) delta ppm: 1.26 (3H, t, J = 7.60 Hz), 1.37 (3H, t, J = 7.11 Hz), 1.76-1.78 (1H, m), 2.03-2.07 (1H, m), 2.59 (3H, s), 2.69 (2H, q, J = 7.60 Hz), 3.06 (1H, dd, J = 14.21, 1.38 Hz), 3.12-3.16 (1H, m), 3.43 (3H, s), 3.49 (1H, br s), 3.91-3.94 (1H, m), 4.19-4.28 (1H, m), 4.30-4.40 (3H, m), 7.49 (1H, d, J = 8.71 Hz), 11.19 (1H, br s).

907545-27-1, The synthetic route of 907545-27-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Daiichi Sankyo Company, Limited; EP2226322; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3622-30-8, 2,4-Dichlorobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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 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-dichlorobenzo-thiazole (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, 3622-30-8 2,4-Dichlorobenzothiazole 77177, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Eli Lilly and Company; US5550134; (1996); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

182344-56-5, 2-Chloro-4-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-tert-butoxycarbonyl-2-methyl-4-(4-fluorobenzothiazol-2-yl)-1,2,3,6-tetrahydropyridine Beginning with 1.0 gm (5.4 mMol) 2-chloro-4-fluoro-benzothiazole and 2.0 gm (5.66 mMol) 1-tert-butoxy-2-methyl-4-trifluoromethanesulfonyloxy-1,2,3,6-tetrahydropyridine, 1.2 gm (72%) of the desired compound were prepared as a yellow amorphous solid substantially by the procedure described in EXAMPLE 14. MS(FD): m/e=349 (M+1); EA: Calculated for C18H21N2O2SF: Theory: C, 62.05; H, 6.07; N, 8.04. Found: C, 61.88; H, 5.86; N, 8.01.

182344-56-5, The synthetic route of 182344-56-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eli Lilly and Company; US6303627; (2001); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1849-73-6, 7-Chlorobenzo[d]thiazole-2(3H)-thione is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 3-necked round bottomed flask, containing a magnetic stirrer, 32 mg (0.7 mmol) of [3-(5-amino-2-bromo-4-carbamoyl-imidazol-1 -yl)-propyl]-isopropyl- carbamic acid tert-butyl ester, 34 mg (0.4 mmol) of LiBr, 22 mg (0.17 mmol) of potassium te/t-butoxide and 28 mg (0.14 mmol) of 7-chloro-benzothiazole-2- thiol were weighted. The flask was purged with argon and 6 ml_ of distilled DMF were added by syringe. The resulting suspension was stirred overnight at 13O0C. After this, the solvent was removed under high vacuum and the crude was purified through flash chromatography (SiO2, CH2CbZMeOH: 96/4) affording the 3-[5-amino-4-carbamoyl-2-(7-chloro-benzothiazol-2-ylsulfanyl)- imidazol-1-yl]-propyl}-isopropyl-carbamic acid tert-butyl ester compound (14 mg, 34percent) as a foam. 1H-NMR [ CD3OD, delta, ppm]: 7.77 (m, 1 H), 7.38 (m, 1 H), 7.28 (m, 1 H), 4.00 (m, 2H), 3.10 (m, 1 H), 1.90 (m, 4H), 1.42 (s, 9H), 1.01-1.04 (2s, 6H)., 1849-73-6

The synthetic route of 1849-73-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CRYSTAX PHARMACEUTICALS, S.L.; WO2009/7399; (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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

To a mixture of benzo[d]thiazole-6-carboxylic acid (10 g, 56 mmol) in anhydrous methanol (100 mL) was added thionyl chloride (21 g, 0.18 mol) slowly at room temperature. The mixture was heated to 60 C and stirred under nitrogen for 2 hours. On completion, the mixture was concentrated in vacuo. The residue was diluted with water (100 mL) and extracted with dichloromethane (3 100 mL). The combined organic layers were concentrated in vacuo give compound B-182 (8.5 g, 79% yield) as a brown solid.

3622-35-3, The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

615-20-3, 2-Chlorobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,615-20-3

To a solution of 2-chlorobenzo[d]thiazole (0.169 g, 1 mmol) inethanol, N2H4H2O (80%, 5 mmol) was dropwise added withrefluxing at 80 C for 5 h. When cooled to room temperature, themixture was filtered, washed and recrystallized with ethanol. Thewhite solid thus obtained and dried under vacuum to get compound7 (0.154 g) in 93% yield. 1H NMR (DMSO-d6, 600 MHz):delta(ppm): 9.01 (s, 1H), 7.68 (d, J 7.8 Hz, 1H), 7.32 (d, J 8.0 Hz, 1H),7.20 (t, J 7.6 Hz, 1H), 6.98 (t, J 7.5 Hz, 1H), 5.03 (s, 2H). 13C NMR(DMSO-d6, 151 MHz): delta (ppm): 174.4, 153.9, 130.9, 125.8, 121.4,120.7, 118.3 (Fig. S5).

The synthetic route of 615-20-3 has been constantly updated, and we look forward to future research findings.

Reference：
Article; zhang, Huifang; Yin, Caixia; Liu, Tao; Chao, Jianbin; Zhang, Yongbin; Huo, Fangjun; Dyes and Pigments; vol. 146; (2017); p. 344 – 351;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14527-44-7, Methyl thiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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 stirring 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, The synthetic route of 14527-44-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; G.D. Searle & Co.; US6046190; (2000); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica