Category: benzothiophene

20532-28-9, 5-Aminobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,20532-28-9

EXAMPLE 61 Benzo[b]thiophen-5-yl-(6-methyl-pyrido[3,4-d]pyrimidin-4-yl)-aminehydrochloride This material was prepared from 6-methyl-pyrido[3,4-d]pyrimid -4-one (1.0 eq.) and 5-amino-benzo[b]thiophene (1.5 eq.) as described for Example 60. The polymer was filtered off and washed several times with 30% methanol/70% chloroform. Triethylamine (3.0 eq) was added to the filtrate and washings before they were concentrated in vacuo. The residue was flash chromatographed on silica in 10% methanol/methylenechloride to afford 135 mg of product as the free base (LC-MS: 293(MH+)). This material was dissolved in a minimum volume of chloroform and 1 mole equivalent of HCl in ether was added dropwise with stirring. The reaction mixture was diluted with ether (4volumes) and the precipitated title product was filtered and dried in vacuo (152 mg; M.P. 273-276 C.; LC-MS: 293 (MH+); anal. RP-HPLC:4.10 min.).

The synthetic route of 20532-28-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc; US6395733; (2002); B1;,
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

To a solution of 3,4,5-trimethoxybenzaldehyde (1) (0.392 g, 2.00 mmol) in acetic acid (10 mL) piperidine (10% mol equiv) and benzo[b]thiophen-3(2H)one 1,1-dioxide (2) (0.364 g, 2.00 mmol) were added. The reaction mixture was stirred under reflux for 30 min. After cooling the precipitate was filtered off and crystallised from a mixture of acetic acid and methanol giving 3c (0.505 g, 70%) as yellow crystals, Rf=0.58 (50% EtOAc/hexane), mp 203-205 C. 1H NMR (CDCl3) delta: 3.95 (s, 6H), 3.99 (s, 3H), 7.43 (s, 2H), 7.83 (dd, J=7.7, 7.7 Hz, 1H), 7.91 (s, 1H), 7.92 (dd, J=7.7, 7.7 Hz, 1H), 8.03 (d, J=7.7 Hz, 1H), 8.10 (d, J=7.7 Hz, 1H). 13C NMR (CDCl3) delta: 56.4, 61.2, 111.2, 121.4, 124.8, 125.5, 129.5, 132.4, 134.2, 136.5, 143.5, 144.2, 145.4, 153.3, 178.8. IR (film) nu: 1506, 1578, 1702 cm-1. MS (+ESI) m/z (relative intensity) 361 ([M+H]+, 100). Anal. Calcd for C18H16O6S: C 59.99; H 4.48; found: C 59.64; H 4.56.

The synthetic route of 1127-35-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Cekavicus, Brigita; Vigante, Brigita; Rucins, Martins; Birkmane, Kintija; Petrova, Marina; Belyakov, Sergey; Zuka, Liga; Plotniece, Aiva; Pajuste, Karlis; Gosteva, Marina; Sobolev, Arkadij; Tetrahedron; vol. 69; 26; (2013); p. 5550 – 5557;,
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: A mixture of aromatic aldehydes 1a-u (0.73 mmol,0.0892 mL), iodine (10 mol%, 18.5 mg), ethyl pyruvate 2(0.73 mmol, 0.0817 mL) was heated at 80 C for 2 h. Aftercompletion of the reaction (TLC), the reaction mixture was washed with saturated sodium thiosulfate solution (5 mL)to destroy iodine, and after the addition of diethyl ether(20 mL), both aqueous and organic phases were separated.The organic layer was washed with saturated aqueous NaCland filtered over MgSO4.The filtrate was concentrated underreduced pressure. The filtrate was loaded on to silica gel columnchromatography using hexane-EtOAc (10:2 and 10:1)as eluent to obtain pure products 3a-u. Spectroscopic datafor a representative compounds are given below.

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

Reference£º
Article; Pommidi, Anil; Shaik, Asha Begum; Chatterjee, Anindita; Somarapu, Vijaya Laxmi; Journal of the Iranian Chemical Society; (2020);,
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: To a stirred solution of the triphenylphosphonium salt (0.005 mol) and the corresponding aldehyde (0.011 mol) in absolute ethanol (100 mL) the solution of sodium ethoxide (0.253 g, 0.011 mol in 15 mL of absolute ethanol) was added dropwise. The reaction was complete within 3-4 h (usually was left to stand overnight). After removal of the solvent, the residue was worked up with water and benzene. The benzene extracts were dried (anhydrous MgSO4) and concentrated. The crude reaction mixture was purified and the isomers of products 7 and 8 were separated by repeated column chromatography on silica gel using petroleum ether as the eluent. The first fractions yielded cis,cis-, cis,trans- and the last fractions trans,trans-isomers. The data of the new compounds 7a-c and 8a,b are given below. All isomers of 2,2′-(1,2-phenylenedivinylene)dithiophene (7a), 3,3′-(1,2-phenylenedivinylene)dithiophene (8a) and 3,3′-(1,2-phenylenedivinylene)dibenzo[b]thiophene (8b) are separated and described by spectroscopic methods whereas in the case of 7b and 7c only trans,trans-isomers are isolated.

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

Reference£º
Article; Vuk, Dragana; Marini?, ?eljko; Mol?anov, Kre?imir; Koji?-Prodi?, Biserka; ?indler-Kulyk, Marija; Tetrahedron; vol. 68; 34; (2012); p. 6873 – 6880;,
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

In a 300 mL round bottomed flask, 5-bromobenzo[b]thiophene (5.6 g, 26 mmol) and dichloro(diphenylphosphinopropyne)nickel (0.54 g, 1.0 mol, 4 mol %) were dissolved in anhydrous THF (50 mL). A 1.0M octylmagnesium bromide solution (31 mL, 31 mmol, 1.2 eq.) was added thereto, and the mixture solution was stirred at room temperature for one day. After the completion of the reaction, hydrochloric acid and toluene were added, and an organic phase was extracted with toluene, and dried over sodium sulfate. The resulting crude product was purified by column chromatography, whereby intermediate C1 was obtained (4.1 g, yield 62%).

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

Reference£º
Patent; IDEMITSU KOSAN CO., LTD.; US2012/273768; (2012); 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.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 500 mg of methyl 5-aminobenzo[b]thiophene-2-carboxylate, 1.37 g of trifluoromethanesulfonicanhydride, 623 mg of diisopropylethylamine, and 10 ml of dichloromethane was stirred for 4 hours at room temperature.An aqueous saturated sodium hydrogen carbonate solution was added to the reaction mixture, and extraction wasperformed using chloroform. The collected organic layer was washed with saturated saline, dried over magnesiumsulfate, and then concentrated under reduced pressure. The residues were subjected to silica gel column chromatography,thereby obtaining 500 mg of methyl 5-[bis(trifluoromethylsulfonyl)amino]benzo[b]thiophenecarboxylate.

As the paragraph descriping shows that 20699-85-8 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
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.

A solution of 5-bromobenzo[b]thiophene (LXVII) (1.2 g, 6 mmol), zinc cyanide (0.66 g, 6 mmol) and tetrakis(triphenylphosphorus)palladium (0) (0.65 g, 0.6 mmol) in dry DMF (10 mL) was stirred at reflux under nitrogen atmosphere for 1 h. The mixture was poured into cold water and extracted with EtOAc (3¡Á). The combined organic layers were concentrated in vacuum to give the crude benzo[b]thiophene-5-carbonitrile (LXVIII) as a white solid. (0.90 g, 6 mmol, 100%) ESIMS found C9H5NS m/z 160.0 (M+H).

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

Reference£º
Patent; Kumar KC, Sunil; Wallace, David Mark; Hood, John; Barroga, Charlene F.; US2014/243349; (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.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

Step E: Bis(pinacolato)diboron (1.3 g, 5.12 mmol), dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II)dichloromethane (0.1 g, 0.14 mmol) and potassium acetate (1.4 g, 14.26 mmol) were charged in a 100 ml 3 neck round-bottomed flask which had been dried with a heat gun under vacuum and cooled under nitrogen prior to use. The mixture was degassed with nitrogen three times. A solution of 5-bromothiophene (1.0 g, 4.69 mmol) in dimethyl sulfoxide (20 ml) was added, the mixture was degassed again three times and was stirred at 85 C. for 1.5 hours. After cooling to room temperature, the mixture was filtered through diatomaceous earth and rinsed with water and ethyl acetate. Additional water was added to the filtrate which was extracted with ethyl acetate three times. The combined organic extracts were washed with brine once and dried over sodium sulfate to give the desired material (0.8 g, 64%, 100% AUC GC) after chromatography (9:1 to 5:1 heptane/ethyl acetate): 1H NMR (300 MHz, CDCl3) delta 8.24 (s, 1H), 7.81 (d, J=8.1 Hz, 1H), 7.68 (dd, J=8.1, 0.6 Hz, 1H), 7.34 (d, J=5.4 Hz, 1H), 7.28 (dd, J=5.4, 0.6 Hz, 1H), 1.30 (s, 12H).

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

Reference£º
Patent; Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P.; US2006/52378; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

Step A: A mixture of CuCN (86 g, 960 mmol), 5-bromobenzo[b]thiophene (157 g, 723 mmol), pyridine (80 mL) and DMF (1400 mL) was heated at reflux for 14 h. After cooled to 80 C., the reaction mixture was poured into a cold aqueous solution of ethylenediamine (400 mL in 2 L water) cooled by an icebath. The product was extracted with ether (2¡Á1.5 L). The ether layer was washed with brine (1 L), dried (Na2SO4), and concentrated. The residue was recrystallized from CHCl3/Hexanes (50 mL/2000 mL) to give benzo[b]thiophene-5-carbonitrile (106 g, 90%) as a white solid: 1H NMR (300 MHz, CDCl3) delta 8.15 (s, 1H), 7.97 (d, J=8.3 Hz, 1H), 7.61 (d, J=5.4 Hz, 1H), 7.56 (d, J=8.3 Hz, 1H), 7.41 (d, J=5.4 Hz, 1H).

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

Reference£º
Patent; Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P.; US2006/52378; (2006); 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.

Step C: Isoquinolin-4-ylboronic acid (2.4 g, 14.0 mmol) was added to a solution of the product from Step B (2.0 g, 9.4 mmol) and triphenylphosphine (0.5 g, 1.9 mmol) in 1,2-dimethoxyethane (50 ml). The suspension was degassed with nitrogen. Palladium acetate (0.2 g, 0.9 mmol) was added and the batch was stirred at room temperature for 20 minutes. Aqueous sodium carbonate (11.3 ml, 2 M solution) was added and the suspension was degassed again with nitrogen. The mixture was stirred at 85 C. for 3.5 hours, cooled, diluted with water and extracted with ethyl acetate twice. The combined organic extracts were dried over anhydrous sodium sulfate, concentrated under vacuum and purified by chromatography (5:1 heptane/ethyl acetate) to give the desired isoquinoline (1.8 g, 74%, 98% AUC HPLC): 1H NMR (300 MHz, CDCl3) delta 9.30s, 1H), 8.59s, 1H), 7.95-8.07 m, 4H), 7.43-7.72 (mu, 5H).

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

Reference£º
Patent; Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P.; US2006/52378; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem