Tag: 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

To a mixture of benzo[b]thiophene-3-carbaldehyde (10 g, 0.06 mol) and hydroxylamine hydrochloride (6.4 g, 0.09 mol) in anhydrous methyl alcohol (100 mL) was added potassium carbonate (12.4 g, 0.09 mol) at room temperature. The mixture was stirred at room temperature overnight. On completion, a filtration was performed and the residue was purified by silica gel chromatography eluting with petroleum ethenethyl acetate = 10: 1 to give compound B- 103 (7.0 g, 66% yield) as a white solid. LCMS: (ES+) m/z (M+H)+ = 178.1 , tR=0.725.

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

Reference£º
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (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.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: The requisite aldehyde (0.560 mmol) was dissolved in EtOH (3 mL) before sequential addition of piperidine (0.056 mmol) and rhodanine (0.560 mmol). The flask was sealed, heated to 70 C for 16 h and cooled to room temperature. Water (10 mL) was added and the resulting precipitate filtered, washing with water, ice-cooled EtOH and Et2O. The remaining solid was collected and dried under vacuum.

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

Reference£º
Article; Bataille, Carole J.R.; Brennan, Meabh B.; Byrne, Simon; Davies, Stephen G.; Durbin, Matthew; Fedorov, Oleg; Huber, Kilian V.M.; Jones, Alan M.; Knapp, Stefan; Liu, Gu; Nadali, Anna; Quevedo, Camilo E.; Russell, Angela J.; Walker, Roderick G.; Westwood, Robert; Wynne, Graham M.; Bioorganic and Medicinal Chemistry; vol. 25; 9; (2017); p. 2657 – 2665;,
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

To a solution of 5′-chloro-2′-hydroxyacetophenone (50 mg, 0.29 mmol) in ethanol (1.5 mL)50% aqueous potassium hydroxide solution (1.5 mL) and thianaphthene-3-carbaldehyde (57 mg, 0.35 mmol) were added and the mixture was stirred at room temperature.Upon completion of the reaction, the reaction mixture was neutralized with 2N hydrochloric acid.The reaction mixture was extracted with ethyl acetate, and the obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure.The residue was purified by silica gel column chromatography with hexane-methylene chloride (5: 1), methylene chloride and acetic acid effluent solvent,The fractions containing the desired product were collected and the solvent was distilled off under reduced pressure and then recrystallized from methanol. As a result,Compound [4] (14 mg, 0.043 mmol) was obtained as a yellow solid in 15% yield. The results of 1 H NMR and HRMS of the compound [4] are shown below.

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

Reference£º
Patent; KANAZAWA UNIVERSITY; MIZOKAMI, ATSUSHI; GOTO, KYOKO; SAITO, YOHEI; IZUMI, KOUJI; (29 pag.)JP2017/178941; (2017); A;,
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

General procedure: A 100-mL, round-bottom flask equipped with a magnetic stirring bar was charged with TZD (1 mmole) and rhodanine(1 mmol) in ionic liquid ChCl/urea was added aldehyde (1mmol). The reaction mixture was stirred for adequate amount of time under solvent-free conditions (Table 2). The progress of the reaction was monitored by TLC(Chloroform: Methanol (4:1). After completion of the reaction, H2O (3 ml) was added and ILs separated. Then, the obtained crude compound was collected by filtration and then washed with water and methanol. Finally, products were recrystallized from ethanol to afford (1-10) a, b in the excellent yield.

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

Reference£º
Article; Akhavan, Malihe; Bekhradnia, Ahmadreza; Foroughifar, Naser; Pasdar, Hoda; Combinatorial chemistry and high throughput screening; vol. 22; 10; (2019); p. 716 – 727;,
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.

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.1 H NMR (400 MHz, CDCl 3 ): delta = 10.75 (s, 1 H), 8.68 (d, J = 8.1 Hz, 1 H),7.76 (d, J = 8.0 Hz, 1 H), 7.47-7.43 (m, 1 H), 7.38-7.34 (m, 1 H), 1.66 (s,9 H).13 C NMR (101 MHz, CDCl 3 ): delta = 185.9, 172.5, 138.7, 135.6, 129.4,125.9, 125.0, 124.8, 121.3, 36.6, 33.3.HRMS (ESI): m/z calcd for C 13 H 15 OS + [M + H] + : 219.0838; found:219.0839.

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

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.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

Diethyl(phenanthren-9-ylmethyl)phosphonate (11 g, 33.5 mmol) and 3-carbaldehydebenzo[b]thiophene (5.5 g, 33.5 mmol) were dissolved in 250 mL of 1,2-dimethoxyethane. The mixture was cooled to 0 C. and NaH (6 g, 150 mmol) was added in portions. The reaction mixture was warmed to room temperature and heated to reflux for 2.5 h. The reaction mixture was concentrated and the residue was purified by silica gel column chromatography (30% CH2Cl2 in hexane) to yield 6 g of product. Synthesis of benzo[b]triphenyleno[2,1-d]thiophene.

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

Reference£º
Patent; Universal Display Corporation; US2011/266526; (2011); A1;,
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

A mixture of thianaphthene-3-carboxaldehyde (0.104 g, 0.64 mmol), 3-aminocrotonitrile (0.052 g, 0.64 mmol), benzoylacetonitrile (0.0897 g, 0.62 mmol) and acetic acid (0.035 mL, 0.64 mmol) in isopropyl alcohol (3.5 mL) was heated to 100C and left to stir for 16 hours. The mixture was allowed to cool to RT and concentrated. The residue was basified with aq. sodium bicarbonate, and the resulting solid was filtered off and purified by column chromatography (3:1 Hexane: Ethyl acetate) rendering a light-yellow solid (0.0162 g, 7 %). 1H-NMR (400 MHz, DMSO-d6) delta = 2.12 (s, 3H), 5.17 (s, 1H), 7.39-7.49 (m, 2H), 7.50-7.59 (m 5H), 7.78 (s, 1H), 8.01 (dd, 1H), 8.06 (dd, 1H), 9.92 (s, 1H). HPLC-MS: Rt 4.329 min, m/z 354.1 (MH+). The following examples were synthesized according to Method F.

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

Reference£º
Patent; Oncostellae, S.L.; KURZ, Guido; CAMACHO GOMEZ, Juan; (123 pag.)EP3480201; (2019); 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.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a solution of an aromatic aldehyde 1 (0.500 mmol, 1.0 equiv) and TMSN3 (115 mg, 1.00 mmol,2.0 equiv) in a premixed HFIP/ACN mixture (2.0 mL, 1:1) in a nitrogen-flushed two dram vial wasadded triflic acid (TfOH; 17.7 L, 0.200 mmol, 0.40 equiv) (exotherm and brisk effervescence due tonitrogen gas evolution was immediately observed). The vial was capped and the reaction mixture wasallowed to stir at rt for 20-75 min. The reaction mixture was concentrated under nitrogen. The residueobtained was suspended in CH2Cl2/hexanes mixture and loaded on a silica gel in a 5 g samplecartridge. Purification using a normal phase silica flash column on a CombiFlash purification systemafforded a corresponding aromatic nitrile 2 upon concentration of appropriate fractions.

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

Reference£º
Article; Motiwala, Hashim F.; Yin, Qin; Aube, Jeffrey; Molecules; vol. 21; 1; (2016);,
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.

3-Benzo[b]thiophen-3-yl-acrylic acid A suspension of 1-benzothiophene-3-carbaldehyde (4.9 g, 0.03 mol), malonic acid (6.6 g, 0.06 mol) and piperidine (1 mL) in 100 mL anhydrous pyridine was heated at 110 C. overnight. The reaction mixture was cooled to room temperature and the solvent was removed in vacuo. The residue was taken up in 100 mL of water and 1 N hydrochloric acid was added to adjust the pH of this solution to ca. 3. The suspension was filtered and the yellow solid was collected, washed with water (3*50 mL) and concentrated in vacuo to give the indicated product with 95% purity (5.65 g, 91%).

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

Reference£º
Patent; Chaturvedula, Prasad V.; Chen, Ling; Civiello, Rita; Conway, Charles Mark; Degnan, Andrew P.; Dubowchik, Gene M.; Han, Xiaojun; J. Jiang, Xiang Jun; Karageorge, George N.; Luo, Guanglin; Macor, John E.; Poindexter, Graham; Tora, George; Vig, Shikha; US2004/204397; (2004); A1;,
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

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