Category: benzothiophene

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

General procedure: Under an argon atmosphere, Pd(OAc)2 (3.3 mg, 0.015 mmol, 5 mol%),ligand [1,1?-biphenyl]-2-yldiphenylphosphane (15 mg, 0.045 mmol,15 mol%), HCO2NH4 (23 mg, 0.36 mmol), MeCO2NH4 (35 mg, 0.45mmol), benzopheneone N-tosylhydrazone 5a (126 mg, 0.36 mmol),and Cs2CO3 (195 mg, 0.6 mmol) were successively added to a flamedried flamedried25 mL Schlenk flask. The reaction flask was degassed threetimes with argon and anhyd tert-pentyl alcohol (3.0 mL) was addedusing a syringe. Then 1-bromo-4-(tert-butyl)benzene (2b; 64 mg, 0.3mmol) was added with a syringe. Note that the aryl bromide in a solidform was added to the reaction flask prior to Cs2CO3. The reactionwas heated at 90 C with stirring for about 4 h, then it was cooled tor.t., and filtered through a short pad of neutral alumina with EtOAc(25 mL) as eluent. Solvent was then removed in vacuo to leave a crudemixture, which was purified by silica gel column chromatography(eluent: PE); yellow solid (82 mg, 91%).

4923-87-9, As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Article; Xia, Yamu; Hu, Fangdong; Xia, Ying; Liu, Zhenxing; Ye, Fei; Zhang, Yan; Wang, Jianbo; Synthesis; vol. 49; 5; (2017); p. 1073 – 1086;,
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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.,5381-20-4

Thianaphthene-3-carboxaldehyde (1.62 g, 10.0 mmol) was dissolved in anhydrous ethanol (50 mL). Sulfamide (4.0 g, 42 mmol) was added and the mixture was heated to reflux for 16 hours. The mixture was cooled to room temperature. Sodium borohydride (0.416 g, 11.0 mmol) was added and the mixture was stirred at room temperature for three hours. The reaction was diluted with water (50 mL) and extracted with chloroform (3*75 mL). The extracts were concentrated and chromatographed (5% methanol in DCM) to yield the title compound as a white solid. 1H NMR (DMSO-d6): delta 7.98 (1H, dd, J=6.5, 2.3 Hz), 7.92 (1H, dd, J=6.6, 2.4 Hz), 7.62 (1H, s), 7.36-7.45 (2H, m), 7.08 (1H, t, J=6.3 Hz), 6.72 (2H, s), 4.31 (2H, d, J=6.3 Hz).

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

Reference£º
Patent; Smith-Swintosky, Virginia L.; Parker, Michael H.; Reitz, Allen B.; Maryanoff, Bruce E.; US2007/293476; (2007); 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

5381-20-4, To dry ethanol (20 mL) was added benzo[b]thiophene-3-carbaldehyde (246 mg, 1.52 mmol) and sodium borohydride (115 mg, 3.03 mmol), and the reaction was stirred at room temperature for 90 mins. When the reaction was complete by TLC, excess sodium borohydride was quenched with sodium hydroxide solution (1%, 20 mL), and the reaction was extracted with ethyl acetate (3 ¡Á 20 mL) before being dried (MgSO4), filtered and concentrated in vacuo to yield the title product in quantitative yield (249 mg). Rf = 0.40 (5:2 petroleum ether: ethyl acetate); 1H NMR (300 MHz, CDCl3): deltaH = 7.90 – 7.83 (2H, m, Ar), 7.44 – 7.34 (3H, m, Ar), 4.92 (2H, s, CH2), 1.95 (1H, br s, OH); 13C NMR (75 MHz, CDCl3) deltaC = 140.87 (Ar), 137.75 (Ar), 136.04 (Ar), 124.69 (Ar), 124.32 (Ar), 123.95 (Ar), 122.99 (Ar), 122.05 (Ar), 59.88 (CH2); MS (EI): m/z 164 (M).

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

Reference£º
Article; Sherer, Christopher; Tolaymat, Ibrahim; Rowther, Farzana; Warr, Tracy; Snape, Timothy J.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 7; (2017); p. 1561 – 1565;,
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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.

Preparation 25 3-Bromo-5-Chlorobenzothiophene To a solution of 0.30 gm (1.77 mMol) 5-chlorobenzothiophene 1.0 mL acetic acid was added a solution of 0.31 gm (1.95 mMol) bromine in 1.0 mL acetic acid under a nitrogen atmosphere. The reaction was heated to 50 C. for 4 hours at which time the volatiles were removed under reduced pressure. The residue was partitioned between dichloromethane and aqueous sodium bicarbonate. The phases were separated and the organics were washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure to give 0.335 gm (76%) of the title compound as a tan solid. m.p.=85-86 C. MS(FD): m/e=249 (M+2).

20532-33-6, The synthetic route of 20532-33-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eli Lilly and Company; US6358972; (2002); B1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.130-03-0,Benzo[b]thiophen-3(2H)-one,as a common compound, the synthetic route is as follows.

To a 5 mL flame-dried microwave flask was added benzo[b]thiophen-3(2H)-one (0.24 mmol, 0.12 equiv) and 5-aryl-2-formylpyrrole (0.2 mmol, 0.1 equiv). The flask was capped with analuminume-PTFE crimp cap, sealed, and evacuated and backfilled with nitrogen three times. To the flask was then added anhydrous toluene (2 mL, 0.1M in aldehyde) and piperidine (10 mL, 0.1 mmol,0.5 equiv). The flask was transferred to a pre-warmed oil bath set to 111 C and stirred for 2 h. After 2 h the flask was removed from theoil bath and cooled to room temperature and then to 0 C in a water-ice bath. To the flask was added hexanes (5 mL) and the flask was allowed to sit for an addition 10-30 min. The mixture was the filtered, and the precipitate was then triturated with hexanes to until the filtrate ran clear to provide the pure product as a red, blue,or purple solid depending on the substrate.

130-03-0, As the paragraph descriping shows that 130-03-0 is playing an increasingly important role.

Reference£º
Article; Zweig, Joshua E.; Ko, Tongil A.; Huang, Junrou; Newhouse, Timothy R.; Tetrahedron; vol. 75; 34; (2019);,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

General procedure: The appropriate Grignard reagent (1.3 equiv) generated according to GP 1 was added to ketone 15 (1.0 equiv) suspended in THF (2mL/mmol) and heated to 60C for 2h. At 25C the mixture was quenched with saturated aqueous NH4Cl solution and extracted with Et2O. The organic phases were dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by recrystallization or by column chromatography over silica gel.

4923-87-9, As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Article; Toth, Krisztian; Hoefner, Georg; Wanner, Klaus T.; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3668 – 3687;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 300 mg of methyl 5-aminobenzo[b]thiophene-2-carboxylate, 316 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 275 mg of benzoic acid, 18 mg of N,N-dimethyl-4-aminopyridine, and 10 ml of tetrahydrofuranwas stirred for 24 hours at room temperature. The reaction mixture was concentrated under reducedpressure, and tert-butyl methyl ether was added to the residues. The organic layer was washed with 1 M aqueoushydrochloric acid solution, 1 M aqueous sodium hydrogen carbonate solution, and saturated saline, dried over magnesiumsulfate, and concentrated under reduced pressure, thereby obtaining 318 mg of methyl 5-(benzoylamino)benzo[b]thiophene-2-carboxylate., 20699-85-8

The synthetic route of 20699-85-8 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; 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

5381-20-4, Synthesis of 2-(4-chlorophenyl)benzo[b]thiophene-3-carbaldehyde (29b): Benzo[b]thiophene-3-carbaldehyde (27) (162 mg, 1.0 mmol) in THF (2 mL) was added to a solution of TMPZnCl.LiCl (2) (1.3 M in THF, 0.85 mL, 1.1 mmol) at 25 C. and the reaction mixture was then stirred at this temperature for 30 min according to TP 2. Pd(dba)2 (17 mg, 3 mol %) and P(o-furyl)3 (14 mg, 6 mol %) dissolved in THF (2 mL), and mixed with 1-chloro-4-iodobenzene (310 mg, 1.3 mmol, 1.3 equiv) were then transferred via cannula to the reaction mixture. The resulting mixture was stirred for 2 h at 25 C. The reaction mixture was then quenched with a sat. aq. NH4Cl solution (20 mL), extracted with diethyl ether (3¡Á50 mL) and driedanhydrous Na2SO4. After filtration, the solvent was evaporated in vacuo. Purification by flash-chromatography (CH2Cl2/n-pentane, 1:3) furnished compound 29b (236 mg, 87%) as a colourless solid.m.p.: 99.7-101.4 C.1H-NMR (300 MHz, CDCl3) delta: 10.02 (s, 1 H), 8.76 (d, J=8.0 Hz, 1 H), 7.83 (d, J=8.0 Hz, 1 H), 7.42-7.54 (m, 6 H).13C-NMR (75 MHz, CDCl3) delta: 186.2, 158.9, 137.8, 136.9, 136.4, 131.6, 130.3, 130.0, 129.2, 126.4, 126.0, 125.2, 121.6.MS (70 eV, El) m/z (1)/0): 272 (100) [M+], 237 (54), 208 (34), 165 (12), 118 (20), 104 (23).IR (ATR) v (cm-1): 3054, 2969, 2867, 2362, 1947, 1739, 1671, 1590, 1562, 1517, 1482, 1457, 1431, 1407, 1397, 1346, 1265, 1218, 1187, 1161, 1135, 1109, 1091, 1050, 1020, 1012, 971, 952, 938, 846, 830, 813, 748, 723, 716, 710, 698, 667, 638, 616, 610, 603.HRMS (El) for C15H9CIOS (272.0063): 272.0057.

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

Reference£º
Patent; Knochel, Paul; Mosrin, Marc; US2011/288296; (2011); A1;,
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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.,5381-20-4

Benzo[b]thiophene-3-carbaldehyde (1.0 equiv.) in toluene (5 mL) was slowly added with constant stirring to a 50 mL three-necked round bottomf lask containing substituted 2-aminobenzothiazole (1.0 equiv.) and anhydrous toluene (10 mL). The reaction mixture was refluxed for 10 h and then cooled down to room temperature. The solvent was removed under reduced pressure, and the crude product was purified by recrystallization using N,N-dimethylethanamine/acetone/petroleum etherto yield pure imines 1a-1f.

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

Reference£º
Article; Zhang, Peiwei; Tang, Chenghao; Chen, Zhiwei; Wang, Bo; Wang, Xiang; Jin, Linhong; Yang, Song; Hu, Deyu; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 189; 4; (2014); p. 530 – 540;,
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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, To a CH2CI2 (70 ml_, 0.2 M) solution of 1 ,1 -dim ethyl ethyl (3R.4R)- 3-hydroxy-4-[(L-leucylamino)methyl]-1-pyrrolidinecarboxylate (4.6 g, 14.1 mmol) was added i-benzothiophene-2-carboxylic acid (2.76 g, 15.5 mmol ), EDC (3.24 g, 16.9 mmol), HOOBt (0.46 g, 2.82 mmol) and NMM (3.8 ml_, 35.26 mmol), and the mixture was stirred at room temperature overnight. The reaction mixture was quenched by the addition of 1 N HCI, and the phases were separated. The organic solution was washed sequentially with saturated NaHCO3 and brine, dried (Na2SO4), filtered and concentrated to give crude product. Purification by silica chromatography (40 – 100% ethyl acetate/hexanes) gave the title compound as a white foam in 87% yield (6.0 g). LCMS (m/z): 490 (M+H)+.

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/82262; (2007); A2;,
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Benzothiophene | C8H6S – PubChem