Category: benzothiophene

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a solution of an aromatic aldehyde 1 (0.500 mmol, 1.0 equiv) and TMSN3 (115 mg, 1.00 mmol,2.0 equiv) in a premixed HFIP/ACN mixture (2.0 mL, 1:1) in a nitrogen-flushed two dram vial wasadded triflic acid (TfOH; 17.7 L, 0.200 mmol, 0.40 equiv) (exotherm and brisk effervescence due tonitrogen gas evolution was immediately observed). The vial was capped and the reaction mixture wasallowed to stir at rt for 20-75 min. The reaction mixture was concentrated under nitrogen. The residueobtained was suspended in CH2Cl2/hexanes mixture and loaded on a silica gel in a 5 g samplecartridge. Purification using a normal phase silica flash column on a CombiFlash purification systemafforded a corresponding aromatic nitrile 2 upon concentration of appropriate fractions.

5381-20-4 Thianaphthene-3-carboxaldehyde 227328, abenzothiophene compound, is more and more widely used in various.

Reference£º
Article; Motiwala, Hashim F.; Yin, Qin; Aube, Jeffrey; Molecules; vol. 21; 1; (2016);,
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5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of thianaphthene-3-carboxaldehyde (0.104 g, 0.64 mmol), 3-aminocrotonitrile (0.052 g, 0.64 mmol), benzoylacetonitrile (0.0897 g, 0.62 mmol) and acetic acid (0.035 mL, 0.64 mmol) in isopropyl alcohol (3.5 mL) was heated to 100C and left to stir for 16 hours. The mixture was allowed to cool to RT and concentrated. The residue was basified with aq. sodium bicarbonate, and the resulting solid was filtered off and purified by column chromatography (3:1 Hexane: Ethyl acetate) rendering a light-yellow solid (0.0162 g, 7 %). 1H-NMR (400 MHz, DMSO-d6) delta = 2.12 (s, 3H), 5.17 (s, 1H), 7.39-7.49 (m, 2H), 7.50-7.59 (m 5H), 7.78 (s, 1H), 8.01 (dd, 1H), 8.06 (dd, 1H), 9.92 (s, 1H). HPLC-MS: Rt 4.329 min, m/z 354.1 (MH+). The following examples were synthesized according to Method F.

5381-20-4 Thianaphthene-3-carboxaldehyde 227328, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; Oncostellae, S.L.; KURZ, Guido; CAMACHO GOMEZ, Juan; (123 pag.)EP3480201; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Under a nitrogen stream, 12.2g of (35.2mmol) 7-bromobenzo[b]thiophene,6.44g of (38.7mmol) 2-nitrophenylboronic acid, 4.22g (10Put the THF / H2O of NaOH and 300ml / 150ml of 5.6mmol), stirring, Pd(PPh3)4 of 2.03g (5mol%) at 40 C, 12 hat 80 C During the mixture was stirred. After completion of the reaction, and extracted with methylene chloride, put MgSO4, and filtered.After removal of the solvent of the filtered organic layer, using column chromatography to give 7-(2-nitrophenyl)benzo[b]thiophene 7.38g (28.9mmol, yield: 82%).

The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DOOSAN CORPORATION; KIM, HOE MOON; KIM, SUNG MOO; KIM, YOUNG BAE; KIM, TAE HYUNG; PARK, HO CHEOL; LEE, CHANG JUN; BACK, YOUNG MI; SHIN, JIN YONG; (222 pag.)JP2016/40292; (2016); A;,
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4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 5-bromo-1-benzothiophene (2 g, 9.385 mmol), phenylboronic acid (1.2 g, 9.841 mmol), Pd(PPh3)4, (544 g, 0.471 mmol), potassium carbonate (1.9 g, 13.747 mmol) in toluene and water (20+20 mL) mixture was refluxed at 100C for overnight. After completion of the reaction, the mixture was cooled to room temperature, diluted with ethyl acetate, filtered through a Celite bed, and washed with ethyl acetate. The combined filtrate was washed with water and brine. The organic layer was dried over sodium sulfate and concentrate under reduced pressure to give residue which was purified by column chromatography using hexane as eluent on silica gel to afford 5-phenyl-1-benzothiophene (1.7 g, 8.084 mmol, 86%) as white solid. ?H-NMR (400 MHz, CDC13): oe 7.95 (d, J=l.5 Hz, 1H), 7.86 (dd, J?=8.5 Hz, J?0.7 Hz, 1H), 7.60-7.58 (m, 2H), 7.52 (dd, J?=8.3 Hz, J?=1.7 Hz, 1H), 7.41-7.37 (m, 3H), 7.32-7.27 (m, 2H).

4923-87-9 5-Bromobenzothiophene 2776578, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; CURADEV PHARMA PRIVATE LTD.; BANERJEE, Monali; MIDDYA, Sandip; SHRIVASTAVA, Ritesh; RAINA, Sushil; SURYA, Arjun; YADAV, Dharmendra B.; YADAV, Veejendra K.; KAPOOR, Kamal Kishore; VENKATESAN, Aranapakam; SMITH, Roger A.; THOMPSON, Scott K.; WO2014/186035; (2014); A1;,
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360576-01-8, Methyl 6-bromobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 750 mg of methyl 6-bromobenzo[b]thiophene-2-carboxylate, 438 mg of phenyl boronic acid, 610mg of lithium chloride, 528 mg of sodium carbonate, 160 mg of tetrakis(triphenylphosphine)palladium (0), 30 ml of 1,4-dioxane, and 15 ml of water was stirred for 4 hours at 100C under a nitrogen atmosphere. After being cooled to roomtemperature, the reaction mixture was concentrated under reduced pressure. Chloroform and water were added to theresidues, and insoluble matter was separated by filtration. The aqueous layer was extracted twice by using chloroform,and the collected organic layer was washed with saturated saline, dried over magnesium sulfate, and then concentratedunder reduced pressure. The residues were subjected to silica gel column chromatography, thereby obtaining 475 mgof methyl 6-phenylbenzo[b]thiophene-2-carboxylate.

As the paragraph descriping shows that 360576-01-8 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
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5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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;,
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95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 18 g (134 mmol) of benzo[b]thiophene in 200 mL of chloroform was stirred and to this mixture was added 42.9 g (13.7 mL, 268 mmol) of bromine in 100 mL of chloroform dropwise at RT over 1.5 h. After stirring for 18 h, solid NaHCO3 was added to neutralize the hydrobromic acid. The organic layer was washed with water and Na2S2O8 and dried (MgSO4). On evaporation of the solvent solid was obtained which was crystallized from methanol to give 38.8 g (99%) of 2,3-dibromobenzo[b]thiophene.

As the paragraph descriping shows that 95-15-8 is playing an increasingly important role.

Reference£º
Patent; SWITCH MATERIALS, INC.; Branda, Neil Robin; Finden, Jeremy Graham; Gauthier, Simon James; Hayek, Ali; Hope-Ross, Kyle Andrew; Senior, James Daniel; Spantulescu, Andreea; Sviridov, Serguei; US2014/256936; (2014); A1;,
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17402-83-4, Benzo[b]thiophen-4-amine is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(Step 1) Sulfuryl chloride (0.30 ml) was added to ethyl 5-chloro-3-(methylthio)-1,2,4-triazine-6-carboxylate (234 mg), and the reaction solution was stirred at room temperature for 10 hours. The solvent was evaporated under vacuum, and the resultant residue was dissolved in THF (5 ml). Benzo[b]thiophen-4-amine (179 mg) and diisopropylethylamine (0.51 ml) were added, and the reaction solution was stirred at room temperature for 5 minutes. The reaction solution was diluted with ethyl acetate, and washed successively with an aqueous sodium bicarbonate solution and a saturated saline solution. After drying over anhydrous sodium sulfate, the solvent was evaporated under vacuum. The residue was purified by column chromatography on silica gel (developing solvent: hexane-ethyl acetate) to obtain ethyl 3-chloro-5-(benzo[b]thiophen-4-ylamino)-1,2,4-triazine-6-carboxylate as a white solid.

17402-83-4 Benzo[b]thiophen-4-amine 298484, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; Taiho Pharmaceutical Co., Ltd.; SAKAMOTO, Toshihiro; MITA, Takashi; SHIBATA, Kazuaki; OGINO, Yoshio; KOMATANI, Hideya; EP2762476; (2014); A1;,
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1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 7-bromo-benzo [b] thiophene (5.28 g, 24.7 [MMOL)] was added pyridine-4- boronic acid (2.734 g, 22.24 [MMOL),] [K3PO4] (12.0 g, 56.5 [MMOL),] 37.5 mL of 1,4- dioxane and 3.8 mL of water. The mixture was placed under vacuum for several minutes and flushed with nitrogen. This was repeated 5 [TIMES. PD] (dppf) [CRI2 ] [CH2CI2] [(0. 909 G,] 1.11 [MMOL),] [PDCI2] (0. 1994 g, 1.124 [MMOL)] and 1,1″- bis (diphenylphosphino) ferrocene (0.6234 g, 1.124 [MMOL)] were purged in the same way using high vacuum. The catalyst was added to the reaction flask, which was purged again 3 times. The mixture was stirred at 80 [C] under nitrogen. After 1 day TLC showed much starting material remained. Additional [K3PO4] (2.3 g, 10.8 [MMOL)] was added after purging. Stirring at 80 C under nitrogen was continued for 12 to 14 hours and then at room temperature till the next day. The mixture was partitioned between water and ethyl acetate, filtered through Celite and the layers separated. The organic layer was concentrated in vacuum. The residue was redissolved in ethyl acetate, washed with water and dried over magnesium sulfate. Concentration in vacuum gave 6.06 g of dark oil. This was eluted from silica gel with a gradient of hexane and ethyl acetate to give 2.43 g of the title compound as a tan oil that crystallizes slowly, (m. p. [71-72C).] Elemental Analysis for: [C13HGNS 1/3 H2O] [CALC’D] : C, 71.86 ; H, 4.48 ; N, 6.45 Found: C, 71.93 ; H, 4.37 ; N, 5.66

As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

Reference£º
Patent; WYETH; WO2004/24733; (2004); 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.17347-32-9,6-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

In a 25 mL three-necked flask, magnesium (257 mg, 10.6 mmol) was suspended in THF,(1.7 mL) and heated to reflux. A solution of 6-bromobenzo[b]thiophene (1.5 g, 7.04 mmol) in THF (8.3 mL) was added dropwise. The reaction mixture was stuffed at reflux for 2 h, thencooled to 0C. N,N-Dimethylformamide (1.03 g, 1.09 ml, 14.1 mmol) was added dropwise and the reaction allowed to warm up to room temperature. The resulting green suspension was stirred overnight then concentrated. The residue was purified by chromatography over silica gel. One fraction was isolated and dried in vacuo, affording 821 mg (72%) of benzo[b]thiophene-6- carbaldehyde as a yellow oil.

The synthetic route of 17347-32-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; LYNCH, Stephen M.; MARTIN, Rainer E.; NEIDHART, Werner; PLANCHER, Jean-Marc; SCHULZ-GASCH, Tanja; WO2014/86663; (2014); A1;,
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