Downstream synthetic route of 16859-59-9

16859-59-9 3-Hydroxyisobenzofuran-1(3H)-one 3804259, abenzofuran compound, is more and more widely used in various.

16859-59-9, 3-Hydroxyisobenzofuran-1(3H)-one is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,16859-59-9

General procedure: To a stirred solution of phthalaldehydic acid 2 (3 mmol) and furan 3 (2.7 mmol;3.3 mmol for 4ab) in acetic acid (8 mL for 4aa, ab?ad; 13 mL for 4ba, ea, fa;20 mL for 4ca, da; 25 mL for 4ga) at room temperature CuBr2 (1.35 mmol;0.27 mmol for 4ea; 0.54 mmol for 4ab) was added. The resulting reactionmixture was stirred for 24 h (18 h for 4aa; 48 h for 4fa) and after reactioncompletion (TLC) was poured into water (150 mL), neutralized with NaHCO3and extracted using DCM (3 40 mL). The combined organic extracts weredried over anhydrous Na2SO4, and the solvent was removed under vacuum.The residue was purified by flash chromatography over silica gel using DCM/petroleum ether (1:1.5, v/v then 2:1, v/v (1:3, v/v for 4ad; 1:6, v/v for 4ac) aseluent and recrystallized from DCM/petroleum ether to afford 3-(fur-2-yl)-3Hisobenzofuran-1-ones 4aa?ad.

16859-59-9 3-Hydroxyisobenzofuran-1(3H)-one 3804259, abenzofuran compound, is more and more widely used in various.

Reference£º
Article; Shcherbinin, Vitaly A.; Shpuntov, Pavel M.; Konshin, Valery V.; Butin, Alexander V.; Tetrahedron Letters; vol. 57; 13; (2016); p. 1473 – 1475;,
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Some tips on 24673-56-1

24673-56-1 3-Methylbenzofuran-2-carboxylic acid 600591, abenzofuran compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24673-56-1,3-Methylbenzofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 185 5-Acetyl-3-methylbenzofuran-2-carboxylic acid Following the procedure of Example 155 but substituting 3-methylbenzofuran-2-carboxylic acid for ethyl 4-hydroxy-3-methylbenzofuran-2-carboxylate, the title compound was obtained. Analysis calc’d: C, 64.71; H, 3.95. Found: C, 65.06; H, 4.14., 24673-56-1

24673-56-1 3-Methylbenzofuran-2-carboxylic acid 600591, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; Merck Frosst Canada, Inc.; US4663347; (1987); A;,
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Benzofuran | C8H6O – PubChem

Some tips on 10035-16-2

10035-16-2 Benzofuran-5-carbaldehyde 2773875, abenzofuran compound, is more and more widely used in various.

10035-16-2, Benzofuran-5-carbaldehyde is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step D; To a solution of aldehyde (400g) in ether (1 Oml) was added LiN (TMS) 2 (1 M in THF, 3. 3moi) at 0C dropwise. The solution was stirred at 0C for 30min and EtMgBr (3M in THF, 1. 83ml) was added dropwise. The reaction was refluxed overnight, cooed to 0C, quenched with saturated ammonium chloride and extracted with ether., 10035-16-2

10035-16-2 Benzofuran-5-carbaldehyde 2773875, abenzofuran compound, is more and more widely used in various.

Reference£º
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2005/66147; (2005); A1;,
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New learning discoveries about 23145-07-5

As the paragraph descriping shows that 23145-07-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23145-07-5,5-Bromobenzofuran,as a common compound, the synthetic route is as follows.

2.25 g of magnesium for a Grignard reaction in 15 ml of anhydrous THF are placed in a round-bottomed flask equipped with a mechanical stirrer, and under a stream of nitrogen.A mixture of 13.6 g of 5-bromobenzofuran in 35 ml of anhydrous THF is then added.The mixture is stirred for one hour, followed by addition of a solution of 5 g of 4,6-dichloro-1H-indole-2,3-dione in 50 ml of anhydrous THF.The mixture is stirred at room temperature for 4 hours 30 minutes.Water is added and the resulting mixture is extracted with ethyl acetate.The organic phase is separated out, dried over Na2SO4, filtered and evaporated under vacuum.The residue is taken up in ethyl acetate and washed with 1N sodium hydroxide solution.The organic phase is dried over Na2SO4, filtered and evaporated under vacuum.The solid is taken up in ethyl ether and filtered off. 4.2 g of expected product are obtained.TLC: 6/4 hexane/EtOAc, Rf=0.35, 23145-07-5

As the paragraph descriping shows that 23145-07-5 is playing an increasingly important role.

Reference£º
Patent; SANOFI; US2012/40996; (2012); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 84594-78-5

84594-78-5 6-Nitro-2,3-dihydrobenzofuran-5-amine 13069187, abenzofuran compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84594-78-5,6-Nitro-2,3-dihydrobenzofuran-5-amine,as a common compound, the synthetic route is as follows.

84594-78-5, Isoamylnitrite (3 equiv) was added dropwise to a solution of 13 or 14(1 equiv) in anhydrous THF at 0C. The reaction mixture was stirred at 0C for 15 min and then refluxed for 3 h. The solution was cooled to room temperature, water (50 mL) was added, and the solution was extracted with ethyl acetate (350 mL). The organic layer was washed with brine, dried over MgSO4, then evaporated and purified by column chromatography with a gradient eluent of EA/n-hexane (2-8%) to give 15 (70%) as a yellow solid or 16 (74%) as a yellow solid.

84594-78-5 6-Nitro-2,3-dihydrobenzofuran-5-amine 13069187, abenzofuran compound, is more and more widely used in various.

Reference£º
Article; Lee, Jeewoo; Tran, Phuong-Thao; Hoang, Van-Hai; Thorat, Shivaji A.; Kim, Sung Eun; Ann, Jihyae; Chang, Yu Jin; Nam, Dong Woo; Song, Hyundong; Mook-Jung, Inhee; Lee, Jiyoun; Bioorganic and Medicinal Chemistry; vol. 21; 13; (2013); p. 3821 – 3830;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 54109-03-4

As the paragraph descriping shows that 54109-03-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54109-03-4,5-Chloroisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.,54109-03-4

100mL and 150mL o-xylene was added dichloromethane 1000mL four-necked flask, 3g of zinc powder, placed on a magnetic stirrer, to 200r / min speed stirring 10min; At the end of the flask was introduced chlorine gas, aeration rate was washed with 10mL / min, aeration time was 10min, the reaction was allowed to stand after the aeration 1h, with a concentration of 10percent sodium hydroxide solution to colorless, into a distillation apparatus, was heated to 70 , dichloromethane was removed by distillation, to precipitate a white solid; white solid was placed in the above-described three-necked flask equipped with a thermometer, a condenser and a stirrer was charged with 50g and 10g of glacial acetic acid and potassium permanganate 3g solid sodium hydroxide, transferred to the water bath temperature was raised to 70 deg.] C shaking bed oscillating reaction 1h, placed in a rotary evaporator, heated to 80 , rotary evaporated to remove acetic acid to give white crystals; added 200mL ethyl acetate equipped with a stirrer and a thermometer four flask, 50g and 20g of sodium chloride sodium hydrogen sulfite and 800mL of distilled water, start agitator 500r / min stirring speed at the stirring process, the white crystals obtained above was added 5 min the flask, stirring was continued for 10min; after stirring was complete, 300mL layered ethyl acetate, poured into a separatory funnel and the organic layer was separated, was added 20mL of 10percent concentration sodium hydroxide solution to wash pale yellow, ethyl acetate was distilled off; the mixture of ethyl acetate was distilled off after added 20g of iodine chlorobenzene and 3g magnesium, and 50mL tetrahydrofuran, placed in an ultrasonic shaker, the ultrasonic oscillating reaction 10min, ultrasonic frequency of 25KHz, ultrasonic power 100W, ultrasound was added 50mL reaction was continued concentration of 95percent ethanol solution and immediately transferred to an ice bath pot was allowed to stand at 4 6h, until no precipitation, transferred to a Buchner funnel after filtration to give 1- (4-iodophenyl) -5-chloro-isobenzofuran .

As the paragraph descriping shows that 54109-03-4 is playing an increasingly important role.

Reference£º
Patent; Changzhou University; Chen, Xingquan; (6 pag.)CN105801539; (2016); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 59434-19-4

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

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

4-Aminoisobenzofuran-1(3H)-one (372.5 mg, 2.5 mmol), 4-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)benzaldehyde (645 mg, 2.5 mmol) and 1 g of MgSO4 were added into 40 mL of dichloromethane and stirred under reflux overnight, then the mixture was evaporated under reduced pressure and the residues was dried in vacuum. 385 mg of (E)-4-(4-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)benzylideneamino)isobenzofuran-1 (3H)-one. A mixture of (E)-4-(4-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)benzylideneamino)isobenzofuran-1(3H)-one (385 mg, 0.92 mmol), benzaldehyde (97.9 mg, 0.97 mmol), sodium methanolate (199 mg, 3.68 mmol) and ethyl propionate (10 mL) was stirred at room temperature overnight. Then the resulting mixture was evaporated under reduced pressure and extracted with ethyl acetate (100 mL¡Á4) and concentrated. The crude product was purified by column chromatography (silica gel, petroleum ether: ethyl acetate 20:1 to 5:1) to give 300 mg of methyl 2-(4-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)phenyl)-4-oxo-3-phenyl-1,2,3,4-tetrahydroquinoline-5-carboxylate. LC-MS (ESI) m/z: 538 (M+1)+.

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

Analyzing the synthesis route of 59434-19-4

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59434-19-4,4-Aminophthalide,as a common compound, the synthetic route is as follows.,59434-19-4

To a stirred mixture of 1-methyl-1H-imidazole-2-carbaldehyde (2.5 g, 23 mmol) and anhydrous sodium sulfate (26.9 g, 190 mmol) in anhydrous dichloromethane (500 mL) was added 4-aminoisobenzofuran-1(3H)-one (2.8 g, 19 mmol) at 0 C. After the addition, the mixture was stirred at room temperature for 6 days. The mixture was filtered and the cake was washed with dichloromethane (50 mL¡Á3). The filtrate was concentrated to give crude product. The crude product was washed with petroleum ether to give (E)-4-((1-methyl-1H-imidazol-2-yl)methyleneamino)benzofuran-1(3H)-one (5 g, yield 98%) as a white solid. LC-MS (ESI) m/z: 242 (M+1)+

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

Brief introduction of 62119-70-4

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

62119-70-4, 2-Benzofuranacetic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,62119-70-4

Exemplary step 1: benzofuran-2-yl-acetic acid methyl ester (“BFAA methyl ester”) synthesis; Benzofuran-2-yl-acetic acid (BFAA, defined as 1 part by weight; Ix mole fraction) was combined with toluene (approximately 4.3 parts by weight) and methanol (approximately 1.96 parts by weight) was added to form a solution. Concentrated (cone.) hydrochloric acid (approximately 0.28 parts by weight; 0.5x mole fraction) was added while controlling the temperature below about 25 C and the reaction mixture was stirred for several hours. The reaction was quenched with excess aqueous sodium bicarbonate solution. The aqueous layer was separated and the organic layer was washed with aqueous sodium chloride solution. The aqueous layer was separated and the organic product layer was concentrated under vacuum, hi this particular example. Heptane was added to the residue and concentrated under vacuum to yield the product BFAA methyl ester.

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

Reference£º
Patent; ARYX THERAPEUTICS; WO2007/11835; (2007); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Some tips on 641-70-3

As the paragraph descriping shows that 641-70-3 is playing an increasingly important role.

641-70-3, 3-Nitrophthalic anhydride is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,641-70-3

3-Nitrophthalic anhydride (22.3 g, 115 mmol) was added slowly to a well-stirred flask containing conc. NH3 (28%, 33.5 mL). After complete addition the flask was cooled to 0 C with ensuing precipitation. The precipitate was collected by filtration and suspended in water and acidified to pH 2. 217 C). 1H NMR (300 MHz, DMSO-d6) delta 8.16 (dd, J = 8.1, 1.2 Hz, 1H), 8.10 (dd, J = 7.8, 1.2 Hz, 1H), 8.01 (br s, 1H), 7.69 (dd, J = 7.8, 8.1 Hz, 1H), 7.60 (br s, 1H). 13C NMR (75 MHz, DMSO-d6) delta 166.1, 165.7, 147.2, 134.2, 133.0, 132.0, 129.6, 126.9

As the paragraph descriping shows that 641-70-3 is playing an increasingly important role.

Reference£º
Article; Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Braeuner-Osborne, Hans; Kristensen, Jesper Langgaard; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 3933 – 3937;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem