Category: benzothiophene

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.351005-12-4,5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide,as a common compound, the synthetic route is as follows.

Under classical Heck reaction conditions, 5-Bromo-l,3-dihydro-benzo(c)thiophene 2,2 -dioxide was transformed with PPh3, Pd(OAc)2, TEA, and vinyltrimethylsilane at 90 C in DMF. The crude product was extracted with CH2Cl2 and concentrated. Deprotection in CH2C12/TFA gave the pure product after purification with flash chromatography (CH2Cl2) in high yields.

351005-12-4, As the paragraph descriping shows that 351005-12-4 is playing an increasingly important role.

Reference£º
Patent; VANDERBILT UNIVERSITY; WO2008/24435; (2008); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

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

Reference£º
Article; Zweig, Joshua E.; Ko, Tongil A.; Huang, Junrou; Newhouse, Timothy R.; Tetrahedron; vol. 75; 34; (2019);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

23046-03-9, 5,6-Dimethoxybenzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

REFERENCE EXAMPLE 7 Methyl 5,6-dimethoxybenzothiophen-2-carboxylate 5,6-Dimethoxybenzothiophen-2-carboxylic acid (2.41 g, 10 mmol) was treated with a catalytic amount of sulfuric acid (2 mL) in methanol (110 mL) to give the title compound (2.03 g, 79%) as white crystals. Melting point=154 to 156 C. 1H-NMR (CDCl3, 270 MHz) delta=7.94 (s, 1H), 7.25 (s, 1H), 7.24 (s, 1H), 3.98, 3.96 and 3.93 (3s, each 3H)., 23046-03-9

As the paragraph descriping shows that 23046-03-9 is playing an increasingly important role.

Reference£º
Patent; Tsunoda, Hidetoshi; Fukuzawa, Nobuyuki; Chiba, Kyoko; Nakao, Toshifumi; Asada, Noriaki; Takebayashi, Nozomi; Kibayashi, Kenji; Migita, Hideyuki; Morikawa, Maki; US2003/109570; (2003); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

5381-20-4,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: 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.

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

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

1195-14-8, 2-Methylbenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

B. 2-Methylbenzo[b]thiophene-3-sulfonyl chloride Sulfuryl chloride (9.5 mmoles, 0.76 ml) was added to a stirred solution of dimethylformamide (DMF; 11.2 mmoles, 0.87 ml) at 0 C., and the resulting faint yellow solution was stirred for 20 min at 0 C. 2-Methylbenzo[b]thiophene (5.6 mmoles, 0.83 g) was then added, the reaction mixture was diluted with 2 ml of DMF, and then heated to 85 C. After 2.5 hrs at 85 C., the brown reaction mixture was cooled to ambient temperature and added to ice (~100 ml). The aqueous phase was extracted with ethyl acetate (100 ml), and the organic phase was dried (MgSO4), filtered and concentrated to collect an orange-brown solid. Flash chromatography (4% ethyl acetate/hexanes) provided 0.89 g (64%) of 2-methylbenzo[b]thiophene-3-sulfonyl chloride as a yellow solid.

1195-14-8, As the paragraph descriping shows that 1195-14-8 is playing an increasingly important role.

Reference£º
Patent; Texas Biotechnology Corporation; US5962490; (1999); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34761-09-6,Ethyl 3-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 3-aminobenzo[b]thiophene-2-carboxylate 7 (0.9 mmol) in glacial acetic acid (5ml) water solution of NaNO2( 1.8 mmol) was added dropwise. The mixture was left under stirring for 2h at rt. Then ammonium acetate (32.4 mmol) and an appropriate primary amine 9a-e (10 mmol) were added. The precipitate was filtered off, and the crude was recrystallized from ethanol.

34761-09-6, As the paragraph descriping shows that 34761-09-6 is playing an increasingly important role.

Reference£º
Article; Lauria, Antonino; Alfio, Alessia; Bonsignore, Riccardo; Gentile, Carla; Martorana, Annamaria; Gennaro, Giuseppe; Barone, Giampaolo; Terenzi, Alessio; Almerico, Anna Maria; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3291 – 3297;,
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.

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

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.346592-74-3,7-Fluorobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

2-Fluorothiophenol (4.14 g, 32.6 mmol) was dissolved in anhydrous THF (100 mL). Potassium tert-butoxide (1.0 M in THF, 35.8 mL) was added and the suspension was stirred at room temperature for 15 minutes. 2-Chloroacetaldehyde dimethyl acetal was added and the mixture was stirred for 3 days. Water (100 mL) was added and the solution was extracted with diethyl ether (3¡Á100 mL). The extracts were concentrated to a yellow oil and chromatographed (5 to 20% ethyl acetate in hexane) to yield 1-(2,2-dimethoxy-ethylsulfanyl)-2-fluoro-benzene (6.42 g) as a colorless oil. Chlorobenzene (25 mL) was heated to reflux and polyphosphoric acid (1 mL) was added. The 1-(2,2-dimethoxy-ethylsulfanyl)-2-fluoro-benzene was then added slowly turning the solution dark. After 3 hours of heating, the reaction was cooled to room temperature and diluted with water (50 mL). The solution was extracted with benzene (2¡Á50 mL). The extracts were concentrated and chromatographed (0 to 15% ethyl acetate in hexane) to yield 7-fluorobenzothiophene (0.77 g). The 7-fluorobenzothiophene (0.77 g, 5.1 mmol) and dichloromethyl methyl ether (0.872 g, 7.6 mmol) were dissolved in anhydrous DCM (25 mL). Titanium tetrachloride (1.0 M in DCM, 7.6 mL, 7.6 mmol) was added, turning the solution dark. After 30 minutes 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¡Á50 mL). The extracts were concentrated and chromatographed (0 to 15% ethyl acetate in hexane) to yield 7-fluorobenzothiophene-3-carboxaldehyde (0.642 g). The 7-fluorobenzothiophene-3-carboxaldehyde (0.642 g, 3.77 mmol) and sulfamide (1.7 g, 18 mmol) were combined in anhydrous ethanol (20 mL) and heated to reflux for three days. The reaction was cooled to room temperature and sodium borohydride (0.148 g, 3.92 mmol) was added. After two hours, water (25 ml) was added and the solution was extracted with chloroform (3¡Á25 mL). The extracts were concentrated, suspended in a minimal amount of DCM, and filtered to yield the title compound as a yellow solid.1H NMR (DMSO-d6): delta 7.78 (1H, d, J=8.0 Hz), 7.43-7.50 (1H, m), 7.27 (1H, dd, J=10.3, 7.9 Hz), 7.14 (1H, t, J=6.4 Hz), 6.74 (2H, br s), 4.31 (2H, d, J=6.4 Hz).

346592-74-3, 346592-74-3 7-Fluorobenzo[b]thiophene 21866059, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191461; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

154650-81-4, Benzo[b]thiophene-6-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) 3-Bromo-1-benzothiophene-6-carbonitrile To a solution of 1-benzothiophene-6-carbonitrile (2.13 g, 13.4 mmol) in dry DMF (20 mL) at -10 C. was added freshly recrystallized N-bromosuccinimide (2.38 g, 13.4 mmol). The solution was allowed to warm to room temperature and stirred over the weekend. The mixture was diluted with water and extracted into diethyl ether, and the organic extract washed with water, then brine. The extracts were dried (MgSO4), filtered and evaporated in vacuo. The crude product was purified by flash chromatography on silica, eluding with ethyl acetate/hexane (1:9), to yield the title compound as a white solid.

154650-81-4, The synthetic route of 154650-81-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Agejas-Chicharro, Javier; Belen Bueno Melendo, Ana; Camp, Nicholas Paul; Gilmore, Jeremy; Jimenez-Aguado, Alma Maria; Lamas-Peteira, Carlos; Marcos-Llorente, Alicia; Mazanetz, Michael Philip; Montero Salgado, Carlos; Timms, Graham Henry; Williams, Andrew Caerwyn; US2004/122001; (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.95-15-8,Thianaphthene,as a common compound, the synthetic route is as follows.

95-15-8, EXAMPLE 1 N-(1-trans-(2-(benzo[b]thien-2-yl)cyclopropyl)ethyl)-N-hydroxyurea STR18 To a solution of benzo[b]thiophene (11.49 g, 85.6 mmol) in 300 mls THF at -78 C., was added n-butyllithium (36.0 mls of a 2.5M solution in hexanes, 89.9 mmol) dropwise and the mixture was stirred for 30 mins at -78 C. N,N,-Dimethyl-formamide (6.57 g, 89.9 mmol) was added and the reaction was allowed to stir for 30 min. The cooling bath was then withdrawn and the reaction was allowed to warm to room temperature It was then diluted with saturated aqueous NH4 Cl (250 mL) and extracted with ethylacetate (3*250 mL). The organics were combined, dried with MgSO4 and concentrated. The resulting residue was taken up in 20 mL ethanol and saturated aqueous NaHSO3 (200 mL) was added. The resulting precipitate was collected and washed with ether. It was then dissolved in saturated aqueous Na2 CO3 (200 mL) and the resulting aqueous solution was extracted with ethylacetate (3* 200 mL). The organics were combined, dried with MgSO4 and concentrated to afford 13.63 g (98%) of benzo[b]thien-2-ylcarboxaldehyde.

95-15-8 Thianaphthene 7221, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Abbott Laboratories; US5120752; (1992); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem