Tag: M.W:100-200

5381-20-4,5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 3-(2-Methyl-5,6,7,8-hydrobenzo[4,5]-thieno[2,3-d]pyrimidin-4-yl)-2-thioxothiazolidin-4-one 7 (0.2 g,(0.60 mmol, 1 equiv) and aromatic aldehyde (0.77 mmol, 1.3 equiv). were thoroughly mixed then placedinto a specially designed microwave test tube containing 5 mL EtOH and three drops of piperidine. Thecharged tube was heated for 25 min at 100 C and 250 psi pressure. After cooling, the solid mass wasplaced in 50 mL cold EtOH and crushed. The slurry was filtered to give a solid that was washed severaltimes with EtOH/hexane mix (20%, v/v), then dried under vacuum to give the corresponding 5-aryl/hetaryl-2-thiocothiazolidine-4-one (8a-o) whose structures were identified by IR, LC/MS, GC/MS andNMR analysis. The physical and spectral properties of these compounds are shown later in the experimentalsection

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

Reference£º
Article; Mendoza, Kimberly; Kamila, Sukanta; Biehl, Edward R.; Heterocycles; vol. 88; 1; (2014); p. 741 – 753;,
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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,6314-28-9

B. Benzo[b]thiophen-2-yl-carbamic acid tert-butyl ester (1d). A solution of 2-carboxybenzo[b]thiophene (14.4 g, 80.6 mmol), N,N-diisopropylethylamine (15.5 mL, 88.6 mmol) and diphenylphosphoryl azide (20.8 mL, 96.7 mmol) in t-butanol (150 mL) was heated at reflux for 8 hours. The solvent was evaporated under reduced pressure, and the residue was purified by flash column chromatography on silica gel, using dichloromethane as the eluant, to give the product as a colorless solid (18.9 g, 94%). 1H NMR (DMSO-d6): delta 1.50 (s, 9H), 6.78 (s, 1H), 7.16 (d of d, 1H), 7.27 (d of d, 1H), 7.58 (d, 1H) and 7.77 (d, 1H), 10.70 (br s, 1H); MS: m/z 250.2 (MH+).

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

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Patent; Macielag, Mark J.; McNally, James J.; US2010/160289; (2010); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

PREPARATION 22 Preparation of 3-bromo-5-chlorobenzo[b]thiophene A solution of bromine (0.31 g, 1.95 mmol) in 1.0 ml glacial acetic acid was added to a stirred solution of 5-chlorobenzo[b]thiophene (0.300 g, 1.77 mmol) in glacial acetic acid (1.0 ml) under nitrogen atmosphere. The reaction was heated to 50 C. for 4 hours, the volatiles removed under reduced pressure, the residue diluted in methylene chloride, washed with aq. sodium bicarbonate and with brine and dried over sodium sulfate. Evaporation gave 0.335 g (76%) of a tan solid. mp 85-86 C., FDMS m/e=249 (M+2)., 20532-33-6

20532-33-6 5-Chlorobenzothiophene 11309754, abenzothiophene compound, is more and more widely used in various fields.

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Patent; Eli Lilly and Company; US5576321; (1996); A;,
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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, The synthetic route of 130-03-0 has been constantly updated, and we look forward to future research findings.

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Article; Zweig, Joshua E.; Ko, Tongil A.; Huang, Junrou; Newhouse, Timothy R.; Tetrahedron; vol. 75; 34; (2019);,
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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

As the paragraph descriping shows that 346592-74-3 is playing an increasingly important role.

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Patent; Smith-Swintosky, Virginia L.; US2007/191450; (2007); A1;; ; Patent; Smith-Swintosky, Virginia L.; US2007/191452; (2007); A1;; ; Patent; Smith-Swintosky, Virginia L.; US2007/191459; (2007); A1;,
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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.

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Patent; Doyle, Kevin James; Kerrigan, Frank; Watts, John Paul; US2003/166628; (2003); A1;,
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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.

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Article; Ba?czewski, Piotr; Kowalska, Emilia; Skalik, Joanna; Koprowski, Marek; Owsianik, Krzysztof; Ro?ycka-Soko?owska, Ewa; Ultrasonics Sonochemistry; vol. 58; (2019);,
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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.

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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;,
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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.

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Patent; AMGEN, INC.; WO2006/66172; (2006); A1;,
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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.

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Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
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