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

To a stirred solution of JV-Boc-2-AH (0.11 mmol) in ethanol (5 mL) was added30 triethylamine (0.16 mmol) and 3-benzothiophene carboxaldehyde (0.13 mmol). The reaction mixture was stirred at rt for 6 h, after which the solvent was removed under reduced pressure and the reaction mixture was further subjected to flash chromatography over silica gel using a gradient of 5:95 – 30:70 (MeOH:DCM saturated with ammonia) yielding N”-tert-butyl-4-(benzothiophen-3-yl)-4,5,6,7-tetrahydro-lH-imidazo[4,5- c]pyridine-2-ylcarbamate. (28.5 mg; 70%) as a white solid. 1H NMR (400 MHz, CDCl3) delta 7.94 (d, J = 7.7 Hz, IH), 7.85-7.81 (m, IH), 7.42-7.29 (m, 2H), 6.83 (s, IH), 5.86 (bs, IH), 5.57 (s, IH), 2.96 (ddd, J= 13.1, 5.9, 2.1 Hz, IH), 2.82 (ddd, J= 13.1, 10.3, 4.7 Hz, IH), 2.63-2.53 (m, IH), 2.43-2.35 (m, IH), 2.17 (bs, IH), 1.02 (s, 9H); 13C NMR (100 s MHz, CDCl3) delta 150.8, 150.0, 140.8, 137.9, 134.9, 124.4, 124.2, 124.1, 123.0, 122.2, 117.8, 85.1, 50.8, 38.6, 27.4, 25.8; ir (KBr) 3453, 2928, 1722, 1627, 1369, 1326, 1263, 1138, 835, 765, 734 cm”1; HRMS found [M+H]+ 371.1547, C19H23N4O2S requires 371.1542. To a stirred solution of this tetrahydro-intermediate (III) (0.15 mmol) in chloroform (10 mL) was added chloranil (0.30 mmol) and the reaction mixture refluxedo for 20 h. Solvent was removed on a rotary evaporator and the residue obtained further purified by flash chromatography over silica gel with a gradient of 5:95 – 15:85 (MeOH:DCM saturated with ammonia) giving pure 4-(benzothiophen-3-yl)taulH- imidazo[4,5-c]pyridin-2-amine (25.5 mg; 64%) as a white solid. 1H NMR (400 MHz, CD3OD) delta 8.29 (s, IH), 8.27 (d, J = 6.5 Hz, IH), 8.10-8.07 (m, IH), 7.79-7.75 (m, IH),s 7.60 (d, J = 6.5 Hz, IH), 7.55-7.48 (m, 2H); 13C NMR (100 MHz, CD3OD) delta 159.2, 158.8, 151.7, 141.7, 137.8, 135.8, 133.3, 126.9, 126.6, 124.2, 123.5, 117.4, 114.6, 109.0; HRMS found [M+H]+ 267.0706, C14H11N4S requires 267.0704.

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

Reference£º
Patent; MACQUARIE UNIVERSITY; WO2009/152584; (2009); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

360576-01-8, Methyl 6-bromobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 900 mg of methyl 6-bromobenzo[b]thiophene-2-caboxylate, 2.28 ml of diisopropylamine, 116 mgof dichlorobis(triphenylphosphine)palladium (II), 32 mg of copper iodide (I), 0.92 ml of trimethylsilyl acetylene, and 15ml of toluene was stirred for 20 hours at room temperature under a nitrogen atmosphere. The filtrate was concentratedunder reduced pressure, the residues were subjected to silica gel column chromatography, thereby obtaining 590 mgof methyl 6-(trimethylsilylethynyl)benzo[b]thiophene-2-carboxylate

The synthetic route of 360576-01-8 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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

20699-85-8, Methyl 5-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

12255] A mixture of 500 mg of methyl 5-aminobenzo[b]thiophene-2-carboxylate, 552 mg of methanesulfonyl chlo-ride, 623 mg of diisopropylethylamine, and 10 ml of dichlo-romethane was stirred for 4 hours at room temperature. Afterthe reaction mixture was concentrated under reduced pressure, water was added to the residues, and the precipitatedsolids were collected by filtration. The obtained solids werewashed with water and hexane and dried under reduced pressure, thereby obtaining 449 mg of methyl 5-[bis(methylsul-fonyl)amino]benzo[b]thiophene-2-carboxylate.

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; US2015/282482; (2015); A1;,
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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 solution of 4-((tert-butoxycarbonyl)amino)-1-methyl-1H-pyrrole-2-carboxylic acid (127 mg, 0.530 mmol) in N,N-dimethylformamide (i mL) was charged with 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (185 mg, 0.960 mmol) and4-(dimethylamino)pyridine (147 mg, 1.20 mmol). The reaction mixture was stirred at room temperature for 4 h. Methyl 5-aminobenzo[b]thiophene-2-carboxylate (100 mg, 0.480 mmol) was then added and the resulting mixture was stirred at room temperature for 16 h. This was then poured onto ice-water (40 mL) and extracted withethyl acetate ( x 100 mL). The combined organic extracts were sequentially washed with an aqueous solution of citric acid (i M, 60 mL), a saturated aqueous solution of sodium hydrogen carbonate (70 mL), water (70 mL) and brine (70 mL). The organic layer was then dried over sodium sulfate, filtered and concentrated to give the title compound (i8 mg, 90%) as a cream solid. The product was carried through to the nextstep without any further purification.MS (ES+): m/z = 430 (M+H) LCMS (Method B): tR = 4.07 mm.

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

Reference£º
Patent; FEMTOGENIX LIMITED; JACKSON, Paul Joseph Mark; THURSTON, David Edwin; RAHMAN, Khondaker Mirazur; (121 pag.)WO2017/32983; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

24434-84-2, Benzo[b]thiophene-3-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In an oven-dried Schlenk tube equipped with a magnetic stir bar, the photocatalyst [Ir(dF-CH3-ppy)2(dtbpy)]PF6 (PC-1) (5.1 mg, 0.005 mmol, 1.0 mol%) was dissolved in MeCN (0.4 mL) andwater (0.1 mL) under an atmosphere of dry argon. In the absence of light, the respectivebenzothiophene (0.50 mmol, 1.0 equiv) and alkene (1.50 mmol, 3.0 equiv) were added in anargon stream. The reaction mixture was degassed by three freeze-pump-thaw cycles and thetube was finally backfilled with argon. The reaction was stirred under irradiation with visiblelight from two 30 W Kessil LED (lambdamax = 455 nm, see chapter 1.2 for emission spectrum). Afterthe indicated time, the solvent was removed in vacuo and the residue was purified by flashcolumn chromatography on silica gel to afford products 3a-3o as (mostly) inseparablemixtures of diastereomers.

The synthetic route of 24434-84-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Strieth-Kalthoff; Henkel, Christian; Teders, Michael; Kahnt, Axel; Knolle, Wolfgang; Gomez-Suarez, Adrian; Dirian, Konstantin; Alex, Wiebke; Bergander; Daniliuc, Constantin G.; Abel; Guldi, Dirk M.; Glorius; Chem; vol. 5; 8; (2019); p. 2183 – 2194;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem