Day: November 6, 2020

6314-28-9,6314-28-9, Benzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 36; Preparation of 3-(1 -benzothien-2-yl)-6-(3-fluoro-2-hvdroxyphenyl)-2-methyl-5-(2- phenylethyl)-4(3H)-pvrimidinone; [00115] a; 1 ,1-Dimethylethyl 1-benzothien-2-ylcarbamate; EPO [00116] To a solution of i-benzothiophene-2-carboxylic acid (5.0 g, 0.028 mol) in dry NBuOH (70 ml_) was added TEA (4.3 ml_, 0.031 mol). After 5 min. of stirring, DPPA (6.67 ml_, 0.031 mol) was added and the reaction was refluxed for 16 h. The reaction was concentrated and the resulting residue was diluted with ethyl acetate and washed successively with sat. NaHCO3 and brine. The organic phase was dried over Na2SO4, filtered and concentrated before purifying by silica chromatography (0 – 40% ethyl acetate/hexane) to afford pure product (4.35 g) in 62% yield. 1H NMR (400 MHz, DMSO-Cf6) ? ppm 1.50 (s, 9 H), 6.77 (s, 1 H), 7.15 (t, J=0.85 Hz, 1 H), 7.26 (t, J=0.85 Hz, 1 H), 7.59 (d, J=7.79 Hz, 1 H), 7.76 (d, J=7.78 Hz, 1 H), 10.2 (brs, 1 H).

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NPS PHARMACEUTICALS, INC.; GLAXOSMITHKLINE; WO2006/41968; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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 a suspension of Mg turnings (0.341 g, 14.04 mmol) in dry THF (20 mL) was added a drop of 1,2-dibromoethane. The reaction was stirred and a solution of 7-bromobenzo[b]thiophene (2.494 g, 11.70 mmol) in dry THF (2 mL) was added. The reaction was heated to reflux temperature and kept so for 90 minutes. The reaction mixture was cooled to room temperature and added to cooled (0 C) solution of DMF (2.565 g, 35.10 mmol) in dry THF (10 mL). The reaction was stirred for 30 minutes at 0 C and then allowed to reach room temperature. The reaction was quenched by addition of saturated NH4Cl (25 mL). The mixture was extracted with EtOAc (3 ¡Á 50 mL) and the organic extracts were dried (MgSO4), filtered and evaporated under reduced pressure. The residue was purified by flash chromatography (petroleum ether/EtOAc, 20:1) to give the title compound, 3 (0.753 g, 71%) as a yellow oil. 1H NMR (300 MHz, CDCl3) delta 10.19 (s, 1H), 8.06 (dd, J = 7.9, 1.2 Hz, 1H), 7.83 (dd, J = 7.2, 1.2 Hz, 1H), 7.62 (d, J = 5.5 Hz, 1H), 7.53 (dd, J = 7.9, 7.2 Hz, 1H), 7.40 (d, J = 5.5 Hz, 1H). 13C NMR (75 MHz, CDCl3) delta 191.1, 141.1, 136.8, 131.3, 130.6, 130.3, 129.7, 124.1, 122.8

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

Reference£º
Article; Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Braeuner-Osborne, Hans; Kristensen, Jesper Langgaard; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 3933 – 3937;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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, 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.

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

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

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of 1-benzothiophen-7-yl magnesium bromide To magnesium turnings (230 mg, 9.6 mmoi) in THF (5 mL) was added 1 iodine crystal and a few drops of 7-bromobenzothiophene. A vigorous reaction ensued. The remaining 7-bromobenzothiophene (1.7 g, 8.0 mmol) in THF (10 ml) was added dropwise. The reaction mixture was left to reflux by itself. Once the reaction exotherm had dissipated, the reaction mixture was heated under reflux for about 15 minutes to yield the required Grignard reagent., 1423-61-6

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

Reference£º
Patent; SASOL TECHNOLOGY (PROPRIETARY) LIMITED; MAUMELA, Munaka Christopher; MOGOROSI, Moses Mokgolela; MOKHADINYANA, Molise Stephen; OVERETT, Matthew James; BLANN, Kevin; HOLZAPFEL, Cedric Wahl; WO2014/181247; (2014); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

4965-26-8,4965-26-8, 5-Nitrobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5-nitrobenzo[b]thiophene (3.09 g, 17.0 mmol) and 10% palladium on carbon (Aldrich, cat. No. 20,569-9) (150 mg) in ethanol (90 mL) was shaken in a Parr flask under a hydrogen atmosphere of 3 bar. After 16 h the catalyst was filtered off over a celite pad and washed with ethanol (2 x 30 mL). The filtrate was evaporated in vacuo to yield benzo[b]thiophen-5-amine (2.57 g, 100%) as a dark purple amorphous solid. 1H NMR delta (CDCl3, 400 MHz) 3.70 (br. s., 2 H), 6.78 (dd, 7=8.61, 1.96 Hz, 1 H), 7.10 (d, /=2.35 Hz, 1 H), 7.14 (d, /=5.09 Hz, 1 H), 7.38 (d, /=5.48 Hz, 1 H), 7.63 (d, /=8.61 Hz, 1 H).

As the paragraph descriping shows that 4965-26-8 is playing an increasingly important role.

Reference£º
Patent; AMGEN, INC.; WO2006/66172; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

130-03-0, Benzo[b]thiophen-3(2H)-one is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of AN-1 (6 g, 3.99 mmol) in EtOH (60 mL) is added N2H4 hydrate (31.1 ml). The mixture is heated to reflux for 45 min. The mixture is cooled to rt and then concentrated. The residue is dissolved in diethylene glycol (20 mL) and KOH (6.72 g, 120 mmol) is added. The mixture is stirred at 120 C for 18 h. The mixture is cooled to rt, diluted with EtOAc and the pH is adjusted with IN HC1 to pH < 4. The organic layers are washed with brine, dried over Na2S04 and concentrated. The residue is purified by Si02 flash chromatography to yield AN-2., 130-03-0

The synthetic route of 130-03-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BAKONYI, Johanna; BRUNETTE, Steven Richard; COLLIN, Delphine; HUGHES, Robert Owen; LI, Xiang; LIANG, Shuang; SIBLEY, Robert; TURNER, Michael Robert; WU, Lifen; ZHANG, Qiang; WO2015/160654; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

3541-37-5, Benzo[b]thiophene-2-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Aromatic o-bromoacetal 1 (1.0 mmol) was placed in the roundbottomflask (50 mL) and dissolved in dry THF (8 mL) at -78 C underargon atmosphere. Next, n-BuLi (1.1 mmol, 2.5M in hexanes) wasadded. The resulting mixture was stirred for 15 min. under argon andthen aromatic aldehyde 2 (1.2 mmol) was added in dry THF. Stirringwas continued for 2 h at -78 C and the reaction mixture was warmedto room temperature. Saturated aqueous NH4Cl solution was added andthe solvent was evaporated. The residue was diluted with ethyl acetate(3×10 mL), washed with water (15 mL) and dried over anhydrousMgSO4. After filtration, ethyl acetate was removed in vacuum and thecrude product 3 was purified by column chromatography over silica gelwith a mixture of petroleum ether/acetone (4:1 v/v)., 3541-37-5

3541-37-5 Benzo[b]thiophene-2-carboxaldehyde 736500, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Ba?czewski, Piotr; Kowalska, Emilia; Skalik, Joanna; Koprowski, Marek; Owsianik, Krzysztof; Ro?ycka-Soko?owska, Ewa; Ultrasonics Sonochemistry; vol. 58; (2019);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

N-Bromosuccinimide (5.73 g. 32.2 mmol) was added slowly into the stirred solution of 7- bromobenzo[b]thiophene (5.28 g, 24.78 mmol) in chloroform (25 mL) and acetic acid (25 mL) at 0 C. The resulting reaction mixture was stirred at 25 C for 24 h. The reaction was monitor by tlc and after completion of reaction the reaction mixture washed with saturated solution of Na2S2O3 (20 mL), NaHCO3 (20 mL) and water (10 mL). The organic part was dried over anhydrous sodium sulfate and concentrated under reduce pressure to give crude product which was purified by column chromatography on silica gel using hexane as eluent to afford 3,7- dibromobenzo[b]thiophene (4.7 g, 16.135 mmol) as white solid. ?H-NMR (400 MHz, CDC13): 0 7.80 (dd, J? = 8.2 Hz, J? = 0.9 Hz, 1H), 7.57 (d, J = 7.8 Hz, 1H), 7.52 (s, 1H), 7.36 (t, J = 7.8 Hz, 1H).

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

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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.310466-38-7,4-Fluorobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Example 5 4-Fluorobenzo[b]thiophene was prepared starting from methyl thioglycolate and 2,6-difluorobenzaldehyde and then following a similar procedure to that given for 4-bromobenzo[b]thiophene in Example 9. A solution of bromine (9.2 ml) in dichloromethane (200 ml) was added dropwise under nitrogen at -5 C. over 30 minutes to a stirred mixture of 4-fluorobenzo[b]thiophene (24.7 g), sodium acetate (20 g) and dichloromethane (200 ml). The mixture was stirred at ambient temperature for 24 hours, then it was filtered and the solvent was removed in vacuo. The residue was dissolved in dichloromethane (50 ml), water (200 ml) and zinc dust (34.3 g) were added, then the mixture was stirred and heated under reflux for 10 hours, cooled to ambient temperature and filtered through Celite. The Celite was washed with ethyl acetate (200 ml) then the combined organic solutions were washed with saturated aqueous sodium chloride solution (100 ml), dried (MgSO4) and the solvents were removed in vacuo. The residue was purified by distillation in vacuo to give 3-bromo-4-fluorobenzo[b]thiophene (12.5 g) as a pale yellow oil, b.p. 70-85 C. a 0.53 mbar., 310466-38-7

310466-38-7 4-Fluorobenzo[b]thiophene 19088017, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Doyle, Kevin James; Kerrigan, Frank; Watts, John Paul; US2003/166628; (2003); 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.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.,4923-87-9

EXAMPLE 9 N-[(5-bromobenzor[b]thien-3-yl)methyl]-sulfamide (Compound #15) 5-Bromobenzothiophene (1.60 g, 7.51 mmol) and dichloromethyl methyl ether (1.29 g, 11.3 mmol) were dissolved in anhydrous 1,2-dichloroethane (75 mL). Titanium tetrachloride (2.14 g, 11.3 mmol) was added, turning the solution dark. After one hour at room temperature, the reaction was poured into a mixture of saturated aqueous NaHCO3 and ice. The mixture was stirred for about 30 minutes and then was extracted with DCM (2*100 mL). The extracts were concentrated and chromatographed (0 to 5% ethyl acetate in hexane) to yield 5-bromo-benzo[b]thiophene-3-carbaldehyde (1.32 g).

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

Reference£º
Patent; Parker, Michael H.; Reitz, Allen B.; Maryanoff, Bruce E.; US2006/47001; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem