Category: thiazole

15448-99-4, 2-Methylbenzo[d]isothiazol-3(2H)-one 1,1-dioxide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

B. 2-methoxyethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide To a solution of 3.0 g. (0.015 mole) of N-methylsaccharin and 2.3 g. (0.015 mole) of 2-methoxyethyl chloroacetate in 15 ml. of dimethylsulfoxide at 40 C. was added 810 mg. (0.033 mole) of sodium hydride over a 2 hour period. The resulting reaction mixture was stirred for 2 hours at 40-50 C. and was then quenched in 5% hydrochloric acid solution. The resulting suspension was extracted with methylene chloride (2*100 ml.) and the organic layers separated, combined and washed with water (50 ml.) and a brine solution (50 ml). The organic layer was dried over magnesium sulfate and concentrated to an oil, 4.1 g. The product was purified by dissolution of the residue in 5 ml. of acetone and addition of the acetone slowly to 125 ml. of 0.25 N hydrochloric acid. The suspension was allowed to stir for several hours, and was then filtered and dried 2.6 g. (55%). The product is indistinguishable from that reported in U.S. Patent Application Ser. No. 191,716, filed Sept. 29, 1980.

15448-99-4, As the paragraph descriping shows that 15448-99-4 is playing an increasingly important role.

Reference：
Patent; Pfizer Inc.; US4376204; (1983); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

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

Oxalyl chloride (42 mu, 0.47 mmol, 1.7 eq) was added dropwise to a mixture of benzo[d]thiazole-6-carboxylic acid (50 mg, 0.28 mmol, 1.0 eq) and DMF (2 mu, 0.03 mmol, 0.1 eq) in DCM (0.7 mL). The reaction was stirred at rt for 2 hrs. The reaction was concentrated under reduced pressure to give crude benzo[d]thiazole-6-carbonyl chloride as a yellow residue that was used without further purification., 3622-35-3

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

Reference：
Patent; ENANTA PHARMACEUTICALS INC; GRANGER, Brett; WANG, Gouqiang; SHEN, Ruichao; MA, Jun; XING, Xuechao; HE, Jing; HE, Yong; LONG, Jiang; WANG, Bin; OR, Yat, Sun; (108 pag.)WO2018/218044; (2018); 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.2942-14-5,5-Methoxybenzo[d]thiazole,as a common compound, the synthetic route is as follows.

Intermediate 25:[0144] A mixture of intermediate 24 (272 mg, 1.65 mmol) and hydroiodic acid (45%, 2 mL) was heated to reflux for 5 h. The mixture was diluted with water and filtered. The filtrate was neutralized and the solids were filtered, washed with water, and combined to give benzo[c ]thiazol-5-ol (intermediate 25) (206 mg, 83%). HPLC: 99%, RT 2.038 min. MS (ESI) m/z 152.1 [M + H]+., 2942-14-5

2942-14-5 5-Methoxybenzo[d]thiazole 12422200, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; JIN, Jian; ROTH, Bryan; FRYE, Stephen; WO2012/3418; (2012); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

15864-32-1, 2-Amino-6-bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the stirring solution of 6-bromo-1 ,3-benzothiazol-2-amine (5 g, 21.825 mmol) in 1 ,4-Dioxane (80 mL) was added potassium acetate (3 g, 32.737 mmol) and 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl- 1 ,3,2-dioxaborolan-2-yl)-1 ,3,2-dioxaborolane (8.3 g, 32.737 mmol). The reaction mixture was degassed with nitrogen for 20 min followed by addition of Pd(PPh3)2Cl2 (850 mg, 1 .0912 mmol). The reaction mixture was again degassed for 10 min and then refluxed at 100C for overnight. The reaction mass was then diluted with water and extracted with dichloromethane (3 x 100 mL). The combined organic layers were then dried over sodium sulphate and concentrated under reduced pressure followed by column chromatography to obtain the title compound as solid (5 g). (0645) H NMR (400 MHz, CDCI3: delta 1 .35 (s, 12H), 5.45 (br. s, 2H), 7.53 (d, 1 H), 7.75 (d, 1 H), 8.06 (s, 1 H) LC/MS (method E) m/z: 277 [M + H]+, Rt = 0.96 min., 15864-32-1

As the paragraph descriping shows that 15864-32-1 is playing an increasingly important role.

Reference：
Patent; SYNGENTA PARTICIPATIONS AG; PITTERNA, Thomas; JEANGUENAT, Andre; BENFATTI, Fides; RAWAL, Girish; (89 pag.)WO2018/15328; (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.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.,64987-16-2

Step: 2; Preparation of methyl (2-{[(pyridin-3-ylmethoxy)carbonyl]amino}-l,3-thiazol-4- yl)acetate; To a suspension of l,l’-carbonylbis(lH-imidazole) (2.43g, 15 mmol) in THF (12 mL) at 0-5 0C 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-l,3-thiazol-4-yl)acetate (2.58 g, 15 mmol), DBU (2.28 g, 15mmol) 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 Na2Stheta4, 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).

The synthetic route of 64987-16-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ORCHID RESEARCH LABORATORIES LIMITED; WO2007/17728; (2007); A2;,
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

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

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

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

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