Month: March 2022

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-dichlorobenzothiazole (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, The synthetic route of 3622-30-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ELi Lilly and Company; US5629007; (1997); A;,
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.15864-32-1,2-Amino-6-bromobenzothiazole,as a common compound, the synthetic route is as follows.

To a solution of commercially available 2-amino-6-bromobenzothiazole (3.0 g, 13.0 mmol) in THF (30 mL) was added acetic anhydride (4 mL, 42.3 mmol). The solution was stirred at room temperature for 2 days. THF was removedin vacuoand the residue was recrystallized from hot EtOAc to giveN-(6-bromobenzo[d]thiazol-2-yl)acetamide (2.5 g, 71%).

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

Reference：
Article; Pecchi, Sabina; Ni, Zhi-Jie; Han, Wooseok; Smith, Aaron; Lan, Jiong; Burger, Matthew; Merritt, Hanne; Wiesmann, Marion; Chan, John; Kaufman, Susan; Knapp, Mark S.; Janssen, Johanna; Huh, Kay; Voliva, Charles F.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 16; (2013); p. 4652 – 4656;,
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 solution of the amine (220 mg, 0.927 mmol), 1,3-benzothiazole-6-carboxylic acid (184 mg, 1.03 mmol), EDCI hydrochloride (195 mg, 1.02 mmol), HOBT (140 mg, 1.04 mmol) in 6.0 mL of DMF was added N-methylmorpholine (0.3 mL, 2.73 mmol) and stirred at ambient temperature for 24 h. The reaction mixture was partitioned between 30 mL of water and 30 mL of ethyl acetate. The organic layer was washed with two 30 mL portions of 1N HCl solution, 30 mL of water, dried over sodium sulfate, filtered, concentrated and purified by column chromatography (methanol/methylene chloride, 3:97) to give 297 mg of the product as a white solid. Yield: 80%, MS: 399 (M+H+), mp=199.6-201.2 C., 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：
Patent; Bamberg, Joe Timothy; Gabriel, Tobias; Krauss, Nancy Elisabeth; Mirzadegan, Taraneh; Palmer, Wylie Solang; Smith, David Bernard; US2004/77646; (2004); 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.

Step 1 Benzo[d]thiazole-6-carboxylic acid (0.181 g, 1.012 mmol) was dissolved in 10 mL of dichloromethane in a round bottomed flask containing a stir bar. N,N-Dimethylformamide (7.40 mg, 0.101 mmol) was added to this stirring mixture, and then the mixture was cooled to 0 C. A solution of oxalyl chloride (0.193 g, 0.132 mL, 1.518 mmol) in 3 mL of dichloromethane was added dropwise. The reaction was allowed to slowly warm to room temperature and then to further mix for one hour. The reaction was concentrated in vacuo to remove solvent and excess oxalyl chloride, while not heating over 30 C. This crude mixture was then redissolved in 2 mL of dichloromethane and added dropwise to a solution of pyridin-4-amine (0.095 g, 1.012 mmol), triethylamine (0.358 g, 0.494 mL, 3.54 mmol) in dichloromethane (2 mL) that had been previously placed in Mettler-Toledo Bohdan Miniblock reaction tube (Mettler-Toledo Autochem Reaction tubes 10.0 mi Part No.1352118) (Note: 6*4 Miniblock setups were used to generate 24 different products per block in parallel). After the addition, the septum layer and cover plate were secured onto the Miniblock with spring clamps. The block was then secured onto a Bohdan Miniblock Compact Shaking and Washing Station, in which the shaker was set at 600 rpm for 16 hours. The Miniblock was then removed from the shaker, followed by a subsequent draining of the reaction mixture into a second Miniblock containing a Biotage ISOLUTE SPE Accessories Phase Separator Tube (Part No.120-1905-CG), containing water (3 mL). A cover plate was placed on the second Miniblock containing the reaction mixture, and then the Miniblock was placed on the shaker and was allowed to shake for five minutes at 600 rpm. After removal of the Miniblock from the shaker, the organic phase was allowed to drain into a sample collection tube. Sample was concentrated in vacuo in a GeneVac HT-4X centrifugal evaporator and then purified via automated preparative reverse-phase HPLC purification (Method listed below) to give N-(pyridin-4-yl)benzo[d]thiazole-6-carboxamide (0.228 g, 88% yield)., 3622-35-3

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

Reference：
Patent; Seed, Patrick C.; Goller, Carlos C.; Dutta, Apurba; Maki, Brooks; Schoenen, Frank; Noah, James; White, Lucile; US2014/371194; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3034-53-5, 2-Bromothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of n-BuLi (8.4 ml, 1.6 mol/l, 13.4 mmol) in THF (30 mL) was added 2-bromothiazole (377 mg, 2.12 mmol) dropwise under nitrogen atmosphere at -70° C., and the mixture was stirred at the temperature for 1 h. Then DMF (1.4 ml, 18.3 mmol) was added into the solution dropwise under nitrogen atmosphere at -70° C. The resulting mixture was stirred at the temperature for 1 h. Then the mixture was quenched with aqueous saturated ammonium chloride, diluted with ethyl acetate and water, and the phases were separated. The organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated to give yellow oil. The yellow oil was dissolved in methanol (15 ml), cooled to -60° C., and sodium borohydride (463 mg, 12.2 mmol) was added portionwise under nitrogen atmosphere. The mixture was stirred at the temperature for 1 h. The reaction was quenched with acetone and concentrated. The residue was diluted with ethyl acetate and water, and the phases were separated. The organic layer was dried over sodium sulfate, filtered and concentrated, then purified by silica gel chromatography eluting with petroleum/ethyl acetate=3:1 to give thiazol-2-ylmethanol (230 mg, 16.4percent yield) as brown oil. LCMS MH+ 116.

3034-53-5, The synthetic route of 3034-53-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; HYDRA BIOSCIENCES, INC.; Chenard, Bertrand L.; Gallaschun, Randall J.; Kimball, Spencer David; US2014/275528; (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.15864-32-1,2-Amino-6-bromobenzothiazole,as a common compound, the synthetic route is as follows.

6-bromo-2-aminobenzothiazole (2.50 g, 10.7 mmol)Dissolve DMAP (1.33 g, 12.8 mmol) in 20 mL of dichloromethane.Acetic anhydride (1.23 mL, 13.0 mmol) was added dropwise on an ice bath.After stirring overnight at room temperature, pour in 100 mL of 1N HCl.The resulting solid is suction filtered, the solid is rinsed with water and dried to constant weight.A white solid (2.30 g, 79%) was obtained., 15864-32-1

The synthetic route of 15864-32-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Aikenuo Bio-pharmaceutical Co., Ltd.; He Sudan; Zheng Jiyue; Ma Haikuo; Zhang Xiaohu; (13 pag.)CN107753483; (2018); A;,
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.42270-37-1,2-(Piperazin-1-yl)thiazole,as a common compound, the synthetic route is as follows.,42270-37-1

6.11. Preparation of f3′-Chloro-biphenyl-4-yl)-f4-thiazol-2-yl-piperazin-l- vl)-methanone; To a solution of l-(thiazol-2-yl)piperazine (ca. 0.915 mmol, prepared from 150 mg 2-bromothiazole according to the methods described in Astles et al., J. Med. Chem., 39: 1423-1432 (1996)), 3′-chloro-biphenyl-4-carboxylic acid (212.9 mg, 0.915 mmol) in CH2Cl2 (4 ml), was added EDC (209.7 mg, 1.098 mmol) and HOBt (148.2 mg, 1.098 mmol). After being stirred overnight, the mixture was treated with EtOAc (50 ml) and water (15 ml). The organic phase was washed with brine (5 ml), dried (MgSO4), filtered, and concentrated under reduced pressure to furnish the crude product. This material was purified by column chromatography (20% acetone/hexanes) to give the title compound (225 mg, 64% for two steps) as a white solid: 1H NMR (CDCl3, 400 MHz) delta 7.64-7.23 (m, 9 H), 6.65 (t, J= 3.6 Hz, 1 H), 4.92 (m, br, 2 H), 3.57 (m, br, 6 H), 3.68 (m, 2 H), 2.14 (m, 2 H), 1.83 (m, 2 H); MS calc’d for C20Hi9ClN3OS [M+H]+: 384; Found: 384.

42270-37-1 2-(Piperazin-1-yl)thiazole 911806, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; LEXICON PHARMACEUTICALS, INC.; WO2008/67121; (2008); 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.15448-99-4,2-Methylbenzo[d]isothiazol-3(2H)-one 1,1-dioxide,as a common compound, the synthetic route is as follows.

EXAMPLE 16 Methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (I; Y=OCH3) To a solution of 9.86 g. (50 mmoles) of N-methylsaccharin and 10.8 ml. of methyl chloroacetate (123.8 mmoles) in 50 ml. of dimethylsulfoxide was added at the rate of 0.15 ml./minute 9.2 g. (170 mmoles) of sodium methoxide in 30 ml. of methanol. After the addition was complete an additional 2.7 g. (50 mmoles) of sodium methoxide in 11 ml. of methanol was added at the same rate for a total addition time of about 6 hours. The reaction mixture was added to 800 ml. of 0.25N hydrochloric acid, and the precipitated product filtered, washed with water and dried, 3.8 g., 15448-99-4

The synthetic route of 15448-99-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Pfizer Inc.; US4483982; (1984); A;,
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.824403-26-1,5-Bromo-2-chlorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

824403-26-1, To a solution of 5-bromo-2-chlorobenzo[d]thiazole (0.87 g, 3.5 mmol) in ethanol (12 mL) was added isopropylamine solution (1.5 mL) and the mixture was heated for 60 minutes using a Biotage microwave oven at 100C. The reaction mixture was cooled to room temperature. The solvent was removed, the crude product was dissolved in dichlormethane (150 mL) and washed with 1 M NaOH solution, water and brine and dried over Na2S04. The solvent was removed under reduced pressure to give a crude product, which was purified on a silica gel column using an EtOAc and heptane gradient (20/80 => 50/50) to afford the title compound as a solid (0.75 g, 79 %). (0516) 1H-NMR (400 MHz, Chloroform-d) d = 7.67 (d, J = 1.9 Hz, 1 H), 7.43 (d, J = 8.5 Hz, 1 H), 7.19 (dd, J = 8.3, 1.9 Hz, 1 H), 5.47 (s, 1 H), 4.04 – 3.79 (m, 1 H), 1.34 (d, J = 6.5 Hz, 6H).

As the paragraph descriping shows that 824403-26-1 is playing an increasingly important role.

Reference：
Patent; AC IMMUNE SA; NAMPALLY, Sreenivasachary; GABELLIERI, Emanuele; MOLETTE, Jerome; (220 pag.)WO2019/134978; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3622-38-6, 2-Chloro-5-nitrobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3622-38-6, o a solution of 2-chloro-5-nitrobenzo[d]thiazole (2.18 g, 10.2 mmol) in EtOH:acetic acid 91 :9 (102 mL) iron powder (5.70 g, 102 mmol) was carefully added. The mixture was refluxed for 1 .5 h before it was filtered. The filtrate was concentrated to about one third of the volume and the pH of the solution was adjusted to pH 8 by adding 10percent aq. NaOH solution. The mixture was extracted with EA (150 mL). The organic extract was washed with brine, dried over Na2S04, filtered and concentrated. The crude product was suspended in EtOH (4 mL), filtered, washed with additional EtOH (0.5 mL) and dried to give the title compound (1 .55 g) as a solid; LC-MS: tR= 0.78 min; [M+H]+= 185.03;1H NMR (400 MHz, D6-DMSO) delta: 7.65 (d, J = 8.7 Hz, 1 H), 7.06 (d, J = 1 .9 Hz, 1 H), 6.79 (dd, J, = 2.0 Hz, J2= 8.7 Hz, 1 H), 5.43 (s, 2 H).

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