Category: benzothiophene

22720-75-8, 2-Acetylbenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound 1 (1.76 g, 12 mmol) and compound 2 (1.76 g, 10 mmol) dissolved in ethanol (20 ml) was added an aqueous solution of potassium hydroxide (1.12 g, 20 mmol) (1.1 ml). The mixture was stirred at room temperature overnight, and water was added to the mixture and precipitates were collected by filtration. The precipitates were washed with water, dissolved in ethyl acetate-THF, and dried over anhydrous magnesium sulfate. Activated charcoal was added to the extract, and the mixture was filtered and the filtrate was concentrated. The residue was triturated from ethyl acetate-isopropyl ether to give compound 3 (2.36 g, 77percent). MS.bul.APCI (m/z): 305/307 ([M+H]+), 22720-75-8

The synthetic route of 22720-75-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Tanabe Seiyaku Co, Ltd.; US2006/135597; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

[000270] To a solution of 5-chlorobenzo[6]thiophene (2.00 g, 11.83 mmol) in THF (50 mL) was added dropwise n-BuLi in THF (5.20 mL, 13.01 mmol) at -78 C. Then it was stirred at -50 C for 1 h. Diethyl oxalate (4.32 g, 29.58 mmol) was added to the mixture quickly at -78 C. The mixture was stirred at -50 C for 1 h. It was quenched with acetic acid, diluted with ethyl acetate (200 mL), washed with water and brine, dried with anhydrous Na2S04, and evaporated to give a residue which was washed with petroleum ether to obtain Compound 3A (2.60 g, yield 82%) as a light yellow solid. LCMS: 269 [M+l] +; 1H-NMR (CDC13, 400 MHz) major characteristic peaks: delta (ppm) 1.46 (t, J= 7.6 Hz, 3H), 4.45-4.51 (m, 2H), 7.48 (d, J= 8.8 Hz, 1H), 7.82 (d, J= 8.8 Hz, 1H), 7.92 (s, 1H), 8.37 (s, 1H).

20532-33-6, 20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4923-87-9

To a 50 mL three-necked flask were added 5.17 mL (32 mmol) of 2-ethylhexan-1-amine, 4.50 mg (21 mmol) of 5-bromobenzo [b] thiophene, 31.17 g (8.5 mmol) of K 2 CO 3, 0.730 g mmol), 10 mL of DMSO was added, and the oil bath was set at 40 C. After N2 bubbling was carried out for 60 minutes, 0.807 g (4.3 mmol) of CuI,And then the oil bath was heated at 130 C. and stirred. The color change of the solution during that time was blue ? purple ? navy blue. After 68 hours,The mixture was poured into a separatory funnel with 100 mL of ethyl acetate,Wash the solution five times with saturated brine (100 mL), extract the origin with 100 mL of silica gel, dry the organic layer with magnesium sulfate,The solvent was removed under reduced pressure to obtain a yellow viscous substance.Thereafter, using 350 mL of silica gel, using hexane: toluene = 1: 1 as a developing solvent,Purification by column chromatography (Rf = 2.8) gave 3.0 g of the desired product. Yield 3.0 g(Yield 55%)

The synthetic route of 4923-87-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; National Yamagata University; Sasabe, Hisahiro; Kidosaki, Junji; Sano, Kenshi; Yuya, Wataru; (22 pag.)JP2018/127425; (2018); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5381-20-4

General procedure: Benzo[b]thiophene-3-carbaldehyde (40 mg, 0.25 mmol, 1.0 equiv),Pd(TFA) 2 (4.2 mg, 5 mol%), (4-FC 6 H 4 ) 3 P (9.5 mg, 12 mol%), DPEphos (8mg, 6 mol%), and Cs 2 CO 3 (122 mg, 0.375 mmol) were placed in atransparent Schlenk tube equipped with a stirring bar. The tube wasevacuated and filled with argon for three times. Degassed DMF (2.5mL) and tert-butyl bromide (51 mg, 0.375 mmol, 1.5 equiv) were add-ed via a gastight syringe. The reaction mixture was stirred under theirradiation of 36 W blue LEDs (distance app. 2.0-3.0 cm from thebulb) at r.t. for 24 h. The mixture was quenched with brine and ex-tracted with EtOAc (3 ¡Á 10 mL). The organic layers were combinedand concentrated under reduced pressure. The product was purifiedby flash column chromatography on silica gel using PE or a mixture of PEand EtOAc (10:1 v/v) as eluent; yield: 50.1 mg (92%); pale yellow liquid.

As the paragraph descriping shows that 5381-20-4 is playing an increasingly important role.

Reference£º
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.,6314-28-9

General procedure: Thionyl chloride (9 mL) was added to the carboxylic acid (1.0 equiv, 10.0 mmol) and the mixture wasrefluxed for 2 h. The solution was then concentrated in vacuo. An oven-dried round-bottomed flask(100 mL) equipped with a stir bar was charged with glutarimide (909.4 mg, 0.91 equiv, 8.04 mmol), acyl chloride (1.0 equiv, 8.84 mmol), 4-dimethylaminopyridine (DMAP, 280.4 mg, 0.25 equiv, 2.5mmol) and dichloromethane (50 mL). Triethylamine (typically, 2.0 equiv) was added dropwise to the reaction mixture with vigorous stirring at 0 C, and the reaction mixture was stirred overnight at room temperature. After the indicated time, the reaction mixture was diluted with Et2O (20 mL) and filtered.The organic layer was washed with HCl (1.0 N, 30 mL), brine (30 mL), dried, and concentrated. The residue was purified by recrystallization or chromatography on silica gel to afford the corresponding amide.

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, abenzothiophene compound, is more and more widely used in various.

Reference£º
Article; Lee, Shao-Chi; Guo, Lin; Yue, Huifeng; Liao, Hsuan-Hung; Rueping, Magnus; Synlett; vol. 28; 19; (2017); p. 2594 – 2598;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

20532-33-6, 5-Chlorobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of Br2 (160 mg, 1.00 mmol) in methylene chloride (5 mL) was added dropwise to a 25 mL round bottom flask charged with 5-chlorobenzo[b]thiophene (169 mg, 1.00 mmol), and NaOAc (164 mg, 2.00 mmol) in methylene chloride (10 mL) at 0 C. over 5 min. The resulting mixture was added dropwise into boiling polyphosphoric acid (1 g) in chlorobenzene (5 mL) over 5 min. Work-up: the mixture was poured into 10% aqueous solution of NaHSO3 (20 mL), extracted three times with EtOAc (20 mL), and dried over MgSO4. The mixture was concentrated to give the title compound in 0.247 g (99% yield) as a pale yellow solid (mp 84 C.). 1H-NMR (300 MHz, DMSO-d6): delta:: 7.45-7.56 (m, 1H), 7.76-7.77 (d, 1H), 7.99-8.18 (m, 2H), 20532-33-6

20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; Kahraman, Mehmet; Borchardt, Allen J.; Cook, Travis G.; Davis, Robert L.; Gardiner, Elizabeth M.M.; Malecha, James W.; Noble, Stewart A.; Prins, Thomas J.; US2008/21026; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20699-86-9,Methyl 5-nitrobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

To the above product 6-Nitro-benzo[b]thiophene-2-carboxylic acid methyl ester (1 g, 0.004 mol) and SnCI2-H2O (4.85 g, 0.017 mol) was added concentrated HCI (20 ml_, 0.24 mol). The reaction was stirred at 80 0C for 1 hour, then cooled to low temperature. Then, the pH of the reaction mixture was raised to pH = 9 ~ 11 using 10% NaOH solution in water. The suspension was then filtered and residue was washed with H2O followed by CH3OH to yield the product as yellow solid quantitatively., 20699-86-9

20699-86-9 Methyl 5-nitrobenzo[b]thiophene-2-carboxylate 1489057, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; S*BIO PTE LTD; WO2006/101454; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

24434-84-2, Benzo[b]thiophene-3-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure:To a stirred solution of benzo[b]thiophene-3-carbonitrile (1.23 g, 7.7 mmol) in appropriate anhydrous solvent (15 mL) were slowly added 3 equiv of bromine (1.2 mL, 23.1 mmol). The resulting mixture was stirred at room temperature overnight. If the reaction was not complete (as observed by TLC or 1H NMR), additional bromine was added (0.5 equiv per 0.5 equiv) until total consumption of the starting material. Then the mixture was partitioned between CH2Cl2 (120 mL) and 10% aqueous NaHCO3 solution (120 mL). To this biphasic solution was added dropwise, under vigorous stirring, saturated aqueous Na2S2O3 solution until discoloration of the organic medium. The organic layer was separated, and the aqueous layer was extracted twice with CH2Cl2 (2 ¡Á 50 mL). The combined extract was dried (MgSO4), filtered and concentrated under vacuum. The resulting residue was purified by flash chromatography (SiO2, cyclohexane/EtOAc 93:7) to afford the pure desired product.To a stirred solution of benzo[b]thiophene-3-carbonitrile (1.23 g, 7.7 mmol) in appropriate anhydrous solvent (15 mL) were slowly added 3 equiv of bromine (1.2 mL, 23.1 mmol). The resulting mixture was stirred at room temperature overnight. If the reaction was not complete (as observed by TLC or 1H NMR), additional bromine was added (0.5 equiv per 0.5 equiv) until total consumption of the starting material. Then the mixture was partitioned between CH2Cl2 (120 mL) and 10% aqueous NaHCO3 solution (120 mL). To this biphasic solution was added dropwise, under vigorous stirring, saturated aqueous Na2S2O3 solution until discoloration of the organic medium. The organic layer was separated, and the aqueous layer was extracted twice with CH2Cl2 (2 ¡Á 50 mL). The combined extract was dried (MgSO4), filtered and concentrated under vacuum. The resulting residue was purified by flash chromatography (SiO2, cyclohexane/EtOAc 93:7) to afford the pure desired product., 24434-84-2

The synthetic route of 24434-84-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Liger, Francois; Pellet-Rostaing, Stephane; Popowycz, Florence; Lemaire, Marc; Tetrahedron Letters; vol. 52; 29; (2011); p. 3736 – 3739;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.360576-01-8,Methyl 6-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

12184] A mixture of 500 mg of methyl 6-bromobenzo[b] thiophene-2-carboxylate, 494 mg of 4-(trifluoromethoxy) phenylboronic acid, 407 mg of lithium chloride, 352 mg of sodium carbonate, 107 mg of tetrakis(triphenylphosphine) palladium (0), 20 ml of 1 ,4-dioxane, and 10 ml of water was stirred for 3.5 hours a: 1000 C. Afier being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. Chloroform was added to the residues, and insoluble matter was separated by filtration. Afier water was added to the filtrate, extraction was performed using chloroform. The organic layer was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure. The residues were subjected to silica gel column chromatography, thereby obtaining 509mg of methyl 6-(4-trifluoromethoxyphenyl)benzo[b]thiophene-2-car- boxylate (hereinafier, described as a ?compound 45 of the present invention?)12185] Compound 45 of the Present Invention 12186] ?H-NMR (CDC13) oe: 8.09 (s, 1H), 8.03 (s, 1H),7.96-7.94 (n, 1H), 7.68-7.66 (m, 2H), 7.62-7.60 (m, 1H),7.34-7.32 (m, 2H), 3.97 (s, 3H)

360576-01-8, The synthetic route of 360576-01-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Mukumoto, Fujio; Tamaki, Hiroaki; Kusaka, Shintaro; Iwakoshi, Mitsuhiko; US2015/282482; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5381-20-4, General procedure: An aqueous solution of NaOH (3M, 1.6mL) was added to a solution of aromatic ketone (1mmol) and 3-methoxybenzaldehyde (1.2 eq), in EtOH (1-2mL). The reaction was stirred at r.t for 18-24h. The reaction mixture was cooled in an ice-water bath and acidified to pH 2 with concentrated HCl (37%). The solid formed was filtered, washed with ethanol and then further purified by recrystallization from ethanol. When no precipitate occurred, the reaction mixture was extracted with dichloromethane and washed with water and brine. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. Column chromatography was then utilized to purify the desired product.

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Borsari, Chiara; Jimenez-Anton, Maria Dolores; Eick, Julia; Bifeld, Eugenia; Torrado, Juan Jose; Olias-Molero, Ana Isabel; Corral, Maria Jesus; Santarem, Nuno; Baptista, Catarina; Severi, Leda; Gul, Sheraz; Wolf, Markus; Kuzikov, Maria; Ellinger, Bernhard; Reinshagen, Jeanette; Witt, Gesa; Linciano, Pasquale; Tait, Annalisa; Costantino, Luca; Luciani, Rosaria; Tejera Nevado, Paloma; Zander-Dinse, Dorothea; Franco, Caio H.; Ferrari, Stefania; Moraes, Carolina B.; Cordeiro-da-Silva, Anabela; Ponterini, Glauco; Clos, Joachim; Alunda, Jose Maria; Costi, Maria Paola; European Journal of Medicinal Chemistry; vol. 183; (2019);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem