Category: benzothiophene

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, Tetrolic acid (42 mg, 0.5 mmol) was dissolved in methanol (2 mL) followed by addition of 2-iodo-4,5-dimethoxyphenethylamine (154 mg, 0.5 mmol), benzothiophene-3-carbaldehyde (81 mg, 0.5 mmol) and tert-butyl isocianide (42 mg, 0.5 mmol). The reaction mixture was stirred at rt for 48 h in a sealed screw cap vial. The resulting mixture was concentrated and subjected to the column chromatography on silicagel with hepthane-EtOAc (15-25%) as eluent to give the desired propargylamide 7i?. Mixture of rotamers ?9:1.17 Yield: 142 mg, 46%. 1H NMR (300 MHz, CDCl3): delta 8.02 (s, 0.9H), 7.93-7.82 (m, 1H), 7.80-7.62 (m, 1.1H), 7.46-7.31 (m, 2H), 7.03 (s, 0.9H), 6.91 (s, 0.1H), 6.42 (s, 0.1H), 6.38 (s, 0.9H), 6.31 (s, 0.1H), 6.23 (s, 0.9H), 6.06 (br s, 0.9H), 5.65 (br s, 0.1H), 3.92-3.49 (m, 7.9H), 3.45-3.28 (m, 0.1H), 2.90-2.65 (m, 1H), 2.29-2.08 (m, 1.3H), 2.03 (s, 2.7H), 1.41 (s, 0.9H), 1.38 (s, 8.1H); 13C NMR (75 MHz, CDCl3, major rotamer): delta 168.0, 155.8, 149.3, 148.0, 139.6, 138.5, 134.2, 129.3, 128.1, 125.2, 125.0, 123.0, 121.6, 121.4, 112.7, 90.3, 87.3, 73.7, 56.1, 56.0, 54.6, 51.8, 46.9, 40.3, 28.6, 5.0; HRMS (EI, [M]+) for C28H31IN2O4S calcd 618.1049, found 618.1040.

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

Reference£º
Article; Peshkov, Anatoly A.; Peshkov, Vsevolod A.; Pereshivko, Olga P.; Van Der Eycken, Erik V.; Tetrahedron; vol. 71; 23; (2015); p. 3863 – 3871;,
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.

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

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, The intermediate 1- (3,4,5-trimethoxyphenyl) propan-1-one (448 mg, 2 mmol) and benzo [b] thiophene-3-carboxaldehyde (162.2 mg, 1 mmol) were dissolved in ethanol (8 mL ) solution,Stir at room temperature for 30min,Then add sodium hydroxide (3mL) until the reaction is complete, extract with CH2Cl2, wash with saturated sodium chloride solution, dry over anhydrous sodium sulfate, filter, spin dry the organic phase,The remaining crude product was recrystallized from ethanol to obtain the target compound (E)-3-(benzo[b]thiophen-3-yl)-2-methyl-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one 206.1 mg, 56% yield.

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

Reference£º
Patent; Ningxia Medical University; Zhuang Chunlin; Shi Ying; Cong Hui; Zhang Wannian; Huang Jiaxuan; Yu Jianqiang; Xu Lijuan; Qu Zhuo; (21 pag.)CN110526854; (2019); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

6314-28-9,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.

Reference example 188; 1-[(2-Benzothienylcarbonyl)amino]cyclohexanecarboxylic acid phenylmethyl ester [Show Image] Under ice-cooling, 5.9 g (31 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride was added to a solution of 5 g (28 mmol) of 2-benzothiophenecarboxylic acid, 6.5 g (28 mmol) of 1-aminocyclohexanecarboxylic acid phenylmethyl ester and 4.5 g (29 mmol) of 1-hydroxybenzotriazole in methylenechloride. After the mixture was stirred at room temperature overnight, the reaction solvent was distilled off under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate twice. The obtained organic layer was washed with a 10% aqueous potassium hydrogensulfate solution, a saturated aqueous sodium hydrogencarbonate solution, and then saturated brine, followed by drying with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and diethyl ether was added to the obtained residue, followed by stirring of the mixture overnight. The cystal was collected by filtration and was heated and dried under reduced pressure to obtain 10 g (91%) of the title compound. 1H-NMR (CDCl3, delta): 1.25-1.78 (6H, m), 1.93-2.05 (2H, m), 2.12-2.25 (2H, m), 5.18 (2H, s), 6.24 (1H, s), 7.20-7.38 (5H, m), 7.38-7.51 (2H, m), 7.77 (1H, s), 7.80-7.91 (2H, m)

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Patent; SEIKAGAKU CORPORATION; EP1972615; (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.3541-37-5,Benzo[b]thiophene-2-carboxaldehyde,as a common compound, the synthetic route is as follows.

To a mixture of benzo[b]thiophene-2-carbaldehyde (3 g, 18.6 mmol) and core 1 (4 g, 12.4 mmol) in anhydrous CH3CN (100 mL) was added TFA (424 mg, 3.7 mmol) at 25C. The mixture was agitated for 6 hours. The reaction mixture became a clear solution and then a solid appeared. The solid was collected by filtration and washed with CH3CN to provide 9a (5.4 g, 69 % yield)., 3541-37-5

The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; TONG, Ling; YU, Wensheng; KOZLOWSKI, Joseph A.; CHEN, Lei; SELYUTIN, Oleg; KIM, Seong Heon; DWYER, Michael; HU, Bin; ZHONG, Bin; WAI, Dahai; HAO, Jinglai; SHEN, Changmao; LEI, Zhixin; WANG, Weijun; WO2014/110706; (2014); 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

Example 8 Synthesis of (E)-2-(Benzo[b]thiophen-2-yl)-2-methoxy-N’-(3,4,5-trimethoxybenzylidene)acetohydrazide To a solution of benzo[b]thiophene-2-carbaldehyde (2.19 g, 13.5 mmol) in anhydrous THF (200 mL) was added a solution of NaHSO3 (6.18 g, 59.4 mmol) in water (50 mL). KCN (3.248 g, 49.9 mmol) was added and the mixture was stirred at room temperature for 22 hours. The reaction mixture was then heated at 45 C. for 1 hour. After cooling to room temperature, the mixture was diluted with water and brine and extracted with EtOAc three times. The combined organics were washed with brine, dried over Na2SO4 and concentrated in vacuo. Purification by chromatography (0-25% EtOAc-hexanes) gave 2-(benzo[b]thiophen-2-yl)-2-hydroxyacetonitrile as an off-white solid (1.09 g, 46% yield).

3541-37-5, The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Omeros Corporation; US2010/35872; (2010); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

1127-35-1, Benzo[b]thiophene-3(2H)-one 1,1-Dioxide is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1127-35-1

This compound wasprepared by a modified method: To a solution of benzo[b]thiophen-3(2H)-one-1,1-dioxide (1b) (1.24 g, 6.8 mmol)paraformaldehyde (0.10 g, 3.4 mmol) in ethanol (40 mL) a catalytic amount of piperidine and acetic acid was added. The resulting mixture was stirred at rtfor 72 h. After cooling a white precipitate was filtered off and crystallisedfrom ethanol giving 3b (0.89 g, 70%)as a white powder with mp 248-250C. 1H NMR (CDCl3, 400 MHz): 2.85 and 2.86* (two t, 3J=7.9 Hz, 2H), 4.63* and4.66 (two t, 3J=7.9 Hz,2H), 7.86 (dt, 3J=7.6, 4J=1.1Hz, 2H), 7.99 (tt, 3J=7.6,4J=1.1 Hz, 2H), 8.05 (dd, 3J=7.6, 4J=1.1 Hz, 2H), 8.07 (dd, 3J=7.6, 4J=1.1Hz, 2H). 13C NMR(CDCl3, 100.56 MHz): 22.7 and 22.8*, 60.7 and 61.2*, 121.9* and122.0, 125.1, 131.9, 134.4, 137.4 and 137.5*, 145.9* and 146.0, 189.1 and189.5*. Anal.Calcd for C17H12O6S2: C, 54.25; H,3.21. Found: C, 54.19; H, 3.42. Physical-chemical data was in accordance tothat described in the literature.

As the paragraph descriping shows that 1127-35-1 is playing an increasingly important role.

Reference£º
Article; Cekavicus, Brigita; Vigante, Brigita; Rucins, Martins; Plotniece, Aiva; Pajuste, Karlis; Petrova, Marina; Belyakov, Sergey; Duburs, Gunars; Sobolev, Arkadij; Tetrahedron Letters; vol. 55; 33; (2014); p. 4601 – 4604;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

To a mixture of compound 133 (508 mg, 2.106 mmol) and compound 61 (300 mg, 1.404 mmol) in DMF (7.021 mL) was added EDC (567 mg, 2.81 mmol) and DMAP (429 mg, 3.51 mmol) at rt. After stirring for 3 h, the reaction was diluted with EtOAc and then washed with water, sat?d aq. NaHC03 and brine. The organic layer was dried over MgS04, filtered and concentrated to obtain compound 138, which was used in the next step without purification (0.6 g, 100% yield). LCMS = 8.36 min (15 min method). Mass observed (EST): 429.0 (M-H).

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; IMMUNOGEN, INC.; MILLER, Michael, Louis; SHIZUKA, Manami; CHARI, Ravi, V.J.; (312 pag.)WO2019/133652; (2019); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

10133-22-9, 5-(Bromomethyl)benzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The following compounds were obtained in an analogous manner to that described in Example 46(d)-(e) and, respectively, 3(c)-(e): 1)–From tert-butyl (3RS,4RS)-3-hydroxy-4-[4-[3-(2-phenyl-[1,3]dioxolan-2-yl)-propoxy]-phenyl]-piperidine-1-carboxylate by alkylation with 5-bromomethyl-benzo[b]thiophene there was obtained tert-butyl (3RS,4RS)-3-(benzo[b]thiophen-5-ylmethoxy)-4-{4-[3-(2-phenyl-[1,3]dioxolan-2-yl)-propoxy]-phenyl}-piperidine-1-carboxylate, MS: 630 (M+H)+, as a light yellow resin., 10133-22-9

As the paragraph descriping shows that 10133-22-9 is playing an increasingly important role.

Reference£º
Patent; Hoffmann-La Roche Inc.; US6051712; (2000); A;,
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 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

130-03-0 Benzo[b]thiophen-3(2H)-one 10986413, abenzothiophene compound, is more and more widely used in various fields.

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