Category: benzofuran

59434-19-4, 4-Aminophthalide is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 4-aminoisobenzofuran-1(3H)-one (298 mg, 2 mmol) and 4-(diethoxymethyl)benzaldehyde (1.04 g, 5 mmol) in ethyl propionate (15 mL) was cooled to 0 C. A solution of sodium methoxide in methanol [sodium (184 mg, 8 mmol) in methanol (15 mL)] was then added dropwise. After the addition, the mixture was stirred at 25 C. for 16 hr. The mixture was quenched with water (10 mL) and solvent was removed in vacuum. The residue was dissolved in water, and then extracted with ethyl acetate (50 mL¡Á3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated to give crude product. The crude product was purified by chromatography (silica gel, petroleum ether/ethyl acetate=100:1 to 10:1) to give methyl 2,3-bis(4(-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate and ethyl 2,3-bis(4(-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate (240 mg together, yield 21%) as a light yellow solid. LC-MS (ESI) m/z: 562(M+1)+(methyl 2,3-bis(4(-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate); 576(M+1)+(ethyl 2,3-bis(4(-(diethoxymethyl)phenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate)

As the paragraph descriping shows that 59434-19-4 is playing an increasingly important role.

Reference£º
Patent; LEAD THERAPEUTICS, INC.; US2010/35883; (2010); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

69604-00-8, Ethyl 5-nitrobenzofuran-2-carboxylate is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

20.0g of ethyl 5-nitrobenzofuran-2-carboxylate prepared in Example 2 was added into a reaction flask, 300ml of ethanol was added, 2g of 5% Pd on carbon was added, the mixture was replaced with hydrogen twice, and the hydrogen pressure was controlled to 0.3 -0.5MPa, 10-30 hydrogenation reaction for 3 hours, the reaction was completed, filtered and the filtrate was concentrated under reduced pressure to give dry 5-aminobenzofuran-2-carboxylic acid ethyl ester 17.1g, yield 98%.

The synthetic route of 69604-00-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; (8 pag.)CN107674052; (2018); A;,
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610-93-5, 6-Nitroisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of compounds 12 (10 mmol) and 10% (mass fraction) Pd/C (0.20 g) in MeOH (20 mL) was subjected to standard hydrogenolysis condition at atmospheric pressure (balloon) and room temperature. The progress of the reaction was monitored by TLC. After completion of the reactions, the reaction mixture was filtered off and the filtrate was evaporated on a rotary evaporator to afford the crude products 13, which were used directly in the next step without further purification. Yield: 87%, Mp: 186-187 C. 1H-NMR (CDCl3, 600 MHz), d: 7.28(s, 1H, ArH), 7.11-7.07(m, 1H, ArH), 7.05(dd, J = 8.1Hz, 2.1Hz, 1H, ArH), 5.25(s, 2H), 3.95(s, 2H, NH2). 5110 X. Hu et al. 123

The synthetic route of 610-93-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hu, Xia-min; Cui, Zhi-wen; Dong, Wei; Zhu, Yue; Gao, Cheng-zhi; Xu, Shi-qiang; Yuan, Qiong; Yu, Zhi-jun; Min, Zhen-li; Research on Chemical Intermediates; vol. 44; 9; (2018); p. 5107 – 5122;,
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Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.128851-73-0,6-Bromobenzofuran,as a common compound, the synthetic route is as follows.

General procedure: Aryl-halide (0.2 mmol, 1 equiv.), Ir(dtbbpy)(ppy)2PF6 (1.8 mg, 0.002 mmol, 1 mol %), NiI2 (3.1 mg, 0.01mmol, 5 mol %), DMSO (2.0 mL) was added to a 10 mL schlenk flask equipped with a magnetic stirrerbar. This resulting mixture was sealed and degassed via vacuum evacuation and subsequent backfill with ethylene for three times. Then, N,N,N?,N?-tetramethylethylenediamine, TMEDA (60 muL, 2 equiv.)and N,N-diisopropylethylamine, DIPEA (70 muL, 2 equiv.) were subsequently added in this order. The solution was gently bubbled with ethylene balloon for approximately 30 seconds. The solution was then taken up into a 8 mL stainless steel syringe pre-purged with argon, and quickly assembled onto thestop-flow micro tubing, SFMT setup. Solution was pumped into the SFMT at 400 muL/min while maintaining approximately 1:1 gas-liquid slug flow at 250 PSI. Filled SFMT was then irradiated with blueLED (2 meter strip, 18 W) in a 100oC oil bath for 24 hours. The SFMT was wash with DCM (8 mL) and subjected to GC analysis (Figure S5). Then water (30 mL) was added to reaction mixture and extracted with DCM (10 mL) three times. Combined organic layer was successively wash with brine three timesand dried over Na2SO4 and concentrated under reduced pressure. The residue was then subjected to flash column chromatography to yield the product as a mixture of meso/dl isomers (which could not be separated by column chromatography).

As the paragraph descriping shows that 128851-73-0 is playing an increasingly important role.

Reference£º
Article; Li, Jiesheng; Luo, Yixin; Cheo, Han Wen; Lan, Yu; Wu, Jie; Chem; vol. 5; 1; (2019); p. 192 – 203;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16859-59-9,3-Hydroxyisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.

General procedure: 2-Formylbenzoic acid (1a; 1.0 equiv) and DMAP (0.1 equiv) were dis-solved in CH2Cl2 (0.15 M), producing a colorless clear solution. Thedesired carboxylic anhydride (2.0 equiv) and triethylamine (1.0equiv) were subsequently added and the reaction mixture was stirredat r.t. until complete conversion of the starting material was achieved(monitored by TLC). The solvent was removed under reduced pres-sure and the crude products were purified by column chromatogra-phy (n-hexane/EtOAc, 2:1).

As the paragraph descriping shows that 16859-59-9 is playing an increasingly important role.

Reference£º
Article; Niedek, Dominik; Schuler, Soeren M.M.; Eschmann, Christian; Wende, Raffael C.; Seitz, Alexander; Keul, Felix; Schreiner, Peter R.; Synthesis; vol. 49; 2; (2017); p. 371 – 382;,
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77095-51-3, Benzofuran-6-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

g) A mixture of 0.25 mmol of compound 1.11 and 0.26 mmol of HATU in 1 mmol of DIEA and 2 mL of DMF was stirred at room temperature for 30 min, followed by adding a solution of 0.22 mmol of compound 1.5 in 1 mL of DMF. The resulting mixture was stirred 45C for 12 hours. The solvent was removed, and the residue was purified to give compound 1. 6 in 50-65% yield. Subsequently, compound 1.6 was hydrolyzed with LiOH (1.0 M aqueous, 0.5 mL) in THF (3 mL) for 2 hours. The rexaction mixture was then acidified with HCl (aqueous), extracted with ethyl acetate (50 mL), dried over anhydrous magnesium sulfate and concentrated to give compound 1 in quantitative yield NMR (400 MHz, CD3OD) : 8 7.91 (s, 1H), 7.75 (d, J= 8.0 Hz, 1H), 7.67 (s, 3H), 7.36 (d, J= 8. 0 HZ, 1H), 7.13 (s, 1H), 6.96 (s, 1H), 5.01 (t, J= 6.8 Hz, 1H), 4.68 and 4.89 (m, 2H), 3.85 (d, J= 6. 8 Hz, 2H), 3.70 and 4.02 (m, 2H), 2.93 (m, 2H) ppm; ESI-MS (m/z) : (milz 586.10.

As the paragraph descriping shows that 77095-51-3 is playing an increasingly important role.

Reference£º
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2005/44817; (2005); A1;,
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10242-08-7, 5-Methoxybenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 7 2-(5-methoxybenzofuran-2-yl)imidazole hydrochloride R1 =H R2 =5-methoxy This was prepared from 5-methoxybenzofuran-2-carboxylic acid according to the methods a-e as described in example 1; m.p.=232-235 C. 1 H-NMR (DMSO-d6): 3.80 (s,3H), 7.10 (dd,1H), 7.40 (d,1H), 7.65 (d,1H), 7.80 (s,2H), 8.10 (s,1H). 13 C-NMR (DMSO-d6): 56.0, 104.7, 110.3, 112.7, 116.9, 121.2, 128.3, 135.6, 141.8, 150.0, 157.0.

10242-08-7 5-Methoxybenzofuran-2-carboxylic acid 288638, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; Societe de Conseils de Recherches et d’Applications Scientifiques (S.C.R.A.S); US5310930; (1994); A;,
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Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.62119-70-4,2-Benzofuranacetic acid,as a common compound, the synthetic route is as follows.

Example 49 Synthesis of N-[(benzofuran-2-yl)acetyl]alanine iso-butyl ester Following General Procedure I above, and using benzofuran-2-ylacetic acid (Maybridge) and alanine iso-butyl ester (prepared following General Procedure J above), the title compound was prepared. The reaction was monitored by tlc on silica gel and purification was by filtration as described in the general procedure. NMR data was as follows: 1H-nmr (CDCl3): delta = 7.51 (m, 1H), 7.44 (m, 1H), 7.25 (m, 2H), 6.67 (s, 1H), 4.60 (m, 1H), 3.87 (m, 2H), 3.77 (s, 2H), 1.88 (m, 1H), 1.38 (d, 3H), 0.87 (d, 6H). C17H21NO4 (MW = 303, Mass Spectroscopy (MH+ 304)). GENERAL PROCEDURE IP-EPC coupling P-EPC coupling employs an amino acid ester and a substituted acetic acid compound. The acetic acid derivative is well known in the art and is typically commercially available. The amino acid ester is prepared by conventional methods from the known and typically commercially available N-BOC amino acid as described in GENERAL PROCEDURE J below. Specifically, the appropriate amino ester free base (0.0346 mmols) and substituted phenylacetic acid (0.069 mmols) were dissolved in 2.0 mL CHCl3 (EtOH free), treated with 150 mg of P-EPC (0.87 meq./g) and the reaction was mixed for 4 days at 23C. The reaction was filtered through a plug of cotton, rinsed with 2.0 mL of CHCl3 and the filtrate evaporated under a stream of nitrogen. The purity of each sample was determined by 1H NMR and ranged from 50% to >95%. Between 8.0 and 15.0 mg of final product was obtained from each reaction and was tested without additional purification

As the paragraph descriping shows that 62119-70-4 is playing an increasingly important role.

Reference£º
Patent; Elan Pharmaceuticals, Inc.; ELI LILLY AND COMPANY; EP951464; (2005); B1;,
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Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61090-37-7,2,3-Dihydrobenzofuran-4-amine,as a common compound, the synthetic route is as follows.

Place 4-amino-2,3-dihydrobenzofuran (405 mg, 3.0 mmol) in a round bottom flask,Concentrated sulfuric acid (450 muL, 8.3 mmol.) And 6.0 mL of deionized water were added to dissolve, and the reaction system was cooled in an ice-salt bath. A deionized aqueous solution of sodium nitrite (242.2 mg of sodium nitrite in 1.5 mL of deionized water, 3.5 mmol.) Was added dropwise to the system. The solution turned red. The reaction was stirred at 0 C for 30 minutes. After adding 3.0 mL of ether, a deionized aqueous solution of potassium iodide (2.0 g of potassium iodide in 1.5 mL of deionized water, 12 mmol.) Was added dropwise, and stirred for 3 hours. After the reaction was completed, a saturated sodium thiosulfate solution was added and extracted three times with dichloromethane. The organic phases were combined, dried over anhydrous sodium sulfate, and concentrated to obtain a crude product.The crude product was subjected to petroleum ether column chromatography to obtain 518 mg of a relatively pure white 4-iodo-2,3-dihydrobenzofuran solid product in a yield of 70%.

As the paragraph descriping shows that 61090-37-7 is playing an increasingly important role.

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Patent; Wuhan University; Zhou Qianghui; Gao Shijun; Qian Guangyin; (10 pag.)CN110483456; (2019); A;,
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Benzofuran | C8H6O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54008-77-4,2-Bromobenzofuran,as a common compound, the synthetic route is as follows.

General procedure: To a stirred solution of 2-bromobenzofuran/2-bromobenzo[b]thiophene (2.53 mmol) in ethanol (5 mL) was added hydrazine(0.08 g, 2.53 mmol), I2 (0.03 g, 10 mol%) and alkanone (2.53 mmol).The reaction mixture was reuxed for 1e3 h. After completion ofthe reaction as monitored by TLC, the reaction mixture wasquenched with a saturated aqueous solution of Na2S2O3. Theorganic and aqueous layers were then separated. The aqueous layerwas extracted with ethyl acetate (3 50 mL). The extract waswashed with water and nally with brine. The organic layer wasdried over anhydrous Na2SO4 and concentrated by rotary evapo-rator. Finally, the residue was puried by recrystallization from ethanol. 4.2.1. 2,3-Dimethyl-1H-benzofuro[2,3-b]pyrrole (4a)Yield 81% (376 mg); White solid; mp: 220e222C; IR (ATR,cm1): 3376 (NH);1H NMR (CDCl3, 400 MHz) d: 2.07 (s, 3H, CH3),2.30 (s, 3H, CH3), 5.00 (s, 1H, NH), 7.38 (t, 1H, J 7.6 Hz, Ar-H), 7.52(t, 1H, J 6.8 Hz, Ar-H), 7.69 (d, 1H, J 9.6 Hz, Ar-H), 7.90 (d, 1H, J 10 Hz, Ar-H) ppm;13C NMR (CDCl3, 100 MHz) d: 8.2, 11.7, 103.3,106.9, 112.1, 120.8, 123.2, 124.4, 127.3 (2C), 145.9, 157.2 ppm; LCMSm/z: [MH]Calcd for C12H12NO 186.08; Found 186.10; Anal. Calcdfor C12H11NO: C, 77.81; H, 5.99; N, 7.56. Found: C, 77.75; H, 5.90; N,7.51.

54008-77-4 2-Bromobenzofuran 2776264, abenzofuran compound, is more and more widely used in various.

Reference£º
Article; Chacko, Priya; Shivashankar, Kalegowda; Tetrahedron; vol. 74; 13; (2018); p. 1520 – 1526;,
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