Simple exploration of 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

496-16-2, 2,3-Dihydrobenzo[b]furan is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

REFERENCE EXAMPLE 1 Synthesis of 2,3-Dihydrobenzofuran-5-carbaldehyde 2,3-Dihydrobenzofuran (100.0 g, 832.3 mmol) and N,N-dimethylformamide (133.8 g, 1830.6 mmol) were mixed and heated, and phosphorus oxychloride (255.2 g, 1643.0 mmol) was added dropwise thereto at an inner temperature of 70 to 80 C. over 2 hours. The mixture was heated to an inner temperature of 80 to 90 C., stirred for 7.5 hours, cooled and then added dropwise to 1000 g of water, followed by stirring at room temperature for 5 hours. After extracting with toluene and washing in turn with water, saturated sodium bicarbonate water and water, the organic layer was concentrated under reduced pressure to obtain a toluene solution of the title compound (yield: 340 g, apparent yield: 100%), 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ishida, Hajime; Fukuta, Makoto; US2004/18239; (2004); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

496-16-2, 2,3-Dihydrobenzo[b]furan is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 2,3-Dihydrobenzofuran-5-sulfonyl chloride To 3.35 g of dimethylformamide, at 0 C. under an atmosphere of nitrogen, added 6.18 g of sulfuryl chloride. The mixture was stirred 15 min and treated with 4.69 g of 2,3-dihydrobenzofuran. The mixture was then heated at 100 C. for 1.5 h, cooled to about 40 C., poured onto ice, extracted with CH2 Cl2, dried over MgSO4, filtered, and concentrated in vacuo. The residue was taken up in ethyl acetate, cooled to 5 C. for 16 h, and the resultant pink crystals collected by vacuum filtration to provide 6.12 g of the title product. TLC: Rf=0.41, 10% ethyl acetate in hexane. (1 H)-NMR (CDCl3) consistent with structure., 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Vertex Pharmaceuticals, Incorporated; US5783701; (1998); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

EXAMPLE 1; N-[7-(4-piperidinyl)oxy-1-benzofuran-5-yl]-2-methoxy-5-methylbenzenesulfonamide; Example 1 was prepared as follows: 7-iodo-N-(2-methoxy-5-methylphenyl)-1-benzofuran-5-sulfonamide is produced starting from 2,3-dihydrobensofuran. Treatment with chlorosulfonic acid gives the corresponding sulfonyl chloride, which is iodinated using iodine monochloride. Aromatization is done using NBS, resulting in 7-iodo-N-(2-methoxy-5-methylphenyl)-1-benzofuran-5-sulfonamide after treatment with cresidine. Hydrolysis of 7-iodo-N-(2-methoxy-5-methylphenyl)-1-benzofuran-5-sulfonamide in alkaline solution using copper as catalyst results in 7-hydroxy-N-(2-methoxy-5-methylphenyl)-1-benzofuran-5-sulfonamide. Reaction with a methyl carbamate protected mesylate of 4-hydroxypiperidine, results in methyl 4-[(5-{[(2-methoxy-5-methylphenyl)amino]sulfonyl}-1-benzofuran-7-yl)oxy]piperidine-1-carboxylate, which is hydrolysed in alkaline solution giving the title compound., 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Caldirola, Patrizia; Johansson, Gary; Sutin, Lori; US2006/293361; (2006); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Some tips on 496-16-2

As the paragraph descriping shows that 496-16-2 is playing an increasingly important role.

496-16-2, 2,3-Dihydrobenzo[b]furan is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 44.4 g (0.37 moles) of 2,3-dihydrobenzofuran and 37.8 g (0.37 moles) of acetic anhydride were added with 5.0 g (37 mmoles) of anhydrous zinc chloride. The mixture was heated to 95-105 0C for 10 hrs; after cooling to room temperature the mixture is added with 50 ml of water and 50 ml of dichloromethane. The organic phase was separated and the aqueous phase was extracted twice with dichloromethane (2x 30 ml). The organic phases were collected together, and washed with 50 ml of a saturated aqueous solution of sodium carbonate. The organic phase was separated and evaporated u.v. (20 C/21 mbar). The residue was then distilled at 99-100 C/0.08 mbar obtaining 14.5 g (0.089 moles) of 5-acetyl-2,3- dihydrobenzofuran. 1H NMR (400 MHz; CDCI3): delta: 2.50 (s, 3H); 3.20 (t, 2H, J = 8.7 Hz); 4.64 (t, 2H, J = 8.7 Hz); 6.76 (d, 1 H, J = 8.4 Hz); 7.76 (m, 1 H); 7.81 (m, 1 H).13C-NMR (CDCI3, 100MHz): delta: 26.22; 28.79; 72.02; 108.72; 125.34; 127.50; 130.17; 130.48; 164.19; 196.41., 496-16-2

As the paragraph descriping shows that 496-16-2 is playing an increasingly important role.

Reference£º
Patent; ENDURA S.P.A.; ROTHAMSTED RESEARCH LTD.; BORZATTA, Valerio; CAPPARELLA, Elisa; MORONI, Leni; MOORES, Graham; PHILIPPOU, Despina; WO2011/20848; (2011); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

496-16-2, 2,3-Dihydrobenzo[b]furan is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Part A Preparation of 5-(2,3-dihydrobenzofuranyl) sulfonyl chloride To a solution of 3.35 g of anhydrous N,N-dimethylformamide at 0 C. under nitrogen was added 6.18 g of sulfuryl chloride, whereupon a solid formed. After stirring for 15 minutes, 4.69 g of 2,3-dihydrobenzofuran was added, and the mixture heated at 100 C. for 2 hours. The reaction was cooled, poured into ice water, extracted with methylene chloride, dried over magnesium sulfate, filtered and concentrated the crude material. This was recrystallized from ethyl acetate to afford 2.45 g of 5-(2,3-dihydrobenzofuranyl)sulfonyl chloride.

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; G.D. Searle & Co.; US5705500; (1998); A;; ; Patent; G.D. Searle & Co.; US5776971; (1998); A;; ; Patent; G.D. Searle & Co.; US6143788; (2000); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 496-16-2

As the paragraph descriping shows that 496-16-2 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.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

A mixture of 44.4 g (0.37 moles) of 2,3-dihydrobenzofuran and 37.8 g (0.37 moles) of acetic anhydride were added with 5.0 g (37 mmoles) of anhydrous zinc chloride. The mixture was heated to 95-105 0C for 10 hrs; after cooling to room temperature the mixture is added with 50 ml of water and 50 ml of dichloromethane. The organic phase was separated and the aqueous phase was extracted twice with dichloromethane (2x 30 ml). The organic phases were collected together, and washed with 50 ml of a saturated aqueous solution of sodium carbonate. The organic phase was separated and evaporated u.v. (20 ¡ãC/21 mbar). The residue was then distilled at 99-100 ¡ãC/0.08 mbar obtaining 14.5 g (0.089 moles) of 5-acetyl-2,3- dihydrobenzofuran. 1H NMR (400 MHz; CDCI3): delta: 2.50 (s, 3H); 3.20 (t, 2H, J = 8.7 Hz); 4.64 (t, 2H, J = 8.7 Hz); 6.76 (d, 1 H, J = 8.4 Hz); 7.76 (m, 1 H); 7.81 (m, 1 H).13C-NMR (CDCI3, 100MHz): delta: 26.22; 28.79; 72.02; 108.72; 125.34; 127.50; 130.17; 130.48; 164.19; 196.41.

As the paragraph descriping shows that 496-16-2 is playing an increasingly important role.

Reference£º
Patent; ENDURA S.P.A.; ROTHAMSTED RESEARCH LTD.; BORZATTA, Valerio; CAPPARELLA, Elisa; MORONI, Leni; MOORES, Graham; PHILIPPOU, Despina; WO2011/20848; (2011); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Some tips on 496-16-2

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

Example 5; Preparation of 5-(2,3-dihydrobenzofuran-5-yl)-3-(3-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-propylphenoxy)benzyl)-5-methylimidazolidine-2,4-dione; 5-a) Preparation of 5-(2,3-dihydrobenzofuran-5-yl)-5-methylimidazolidine-2,4-dione; 2,3-Dihydrobenzofuran (10 g, 83.2 mmol) was dissolved in dichloromethane (400 mL). The resultant mixture was added sequentially with acetyl chloride (11.8 mL, 167 mmol) and aluminum chloride (33.3 g, 250 mmol) at -10 C., and stirred at -10 C. for 0.5 hour. The reaction solution was added with 5% aqueous solution of hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate and brine, dried using anhydrous sodium sulfate, and concentrated in vacuo. 1-(2,3-Dihydrobenzofuran-5-yl)ethanone (13.4 g, yield 99%) was obtained as a colorless oil.1H-NMR (CDCl3) delta: 2.55 (3H, s), 3.25 (2H, t, J=8.6 Hz), 4.67 (2H, t, J=8.6 Hz), 6.80 (1H, d, J=8.1 Hz), 7.80 (1H, dd, J=1.9, 8.1 Hz), 7.85 (1H, d, J=1.9 Hz).

The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KOWA COMPANY, LTD.; US2010/48610; (2010); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem