Downstream synthetic route of (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

The chemical industry reduces the impact on the environment during synthesis,17413-10-4,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,I believe this compound will play a more active role in future production and life.

17413-10-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, cas is 17413-10-4,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

Example-8Preparation of 2,3-dihydro-benzo[1,4]dioxin-6-yl-methylamine hydrochloride 242.0 g of Methanolic ammonia [as 100% w/w by chemical assay] [Note: as chemical assay: 23.0% w/w, volume 1350.0 ml] and 30.0 g (0.183 mol) of 1,4-benzodioxan-6-carboxaldehyde were charged into a 2.0 L 4 necked round bottom flask, connect to a mechanical stirrer, thermo meter socket and condenser at 20-30 C. Stirred the mass for 20-30 min at 20-30 C. After dissolution is clear. Reaction mass was charged into a 2.0 L hydrogenator kettle at 20-30 C. 30.0 g of Raney Nickel (with Methanol dried) was charged under nitrogen atmosphere. Kettle was fitted to the hydrogenator. Nitrogen atmosphere was removed in Hydrogenator kettle with hydrogen gas by slowly flushing. Hydrogen gas was feeded upto 50-55 psi in hydrogenation kettle under oscillation. Maintained the hydrogen gas pressure (50-55 psi) till the hydrogen gas consumption is stopped. Reaction mass temperature was raised to 40-45 C. After hydrogen gas consumption is stooped at 45-50 C. Reaction mass temperature was cooled to 25-30 C. Maintained the hydrogen gas pressure at 50-55 psi for till the hydrogen gas consumption is stopped (about 90-120 min) Raney nickel was filtered through hyflow bed under nitrogen atmosphere. Raney Nickel was washed with 300.0 ml of methanol under nitrogen atmosphere. Filterate was collected into a flask. Methanol was distilled completely under vacuum at mass temperature not crossing 55 C. Mass temperature was cooled to 40-45 C. and release the vacuum. 50.0 ml of isopropyl alcohol was added. Reaction mass pH was adjusted to 0.5+/-0.25 with IPA HCl. Maintained the mass temperature at 25-30 C. for 60-90 min under stirring. Solid was filtered and solid was washed with 20.0 ml of isopropyl alcohol. Compound was dried under vacuum at 40+/-5 C. Dry compound weight: 31.0 g (yield: 84.1%).Spectral data:FT-IR (K Br) (cm-1): 3447.6, 2977.6, 2870.0, 1594.5, 1506.6, 1474.0, 1285.8, 1077.7, 1051. 735.2, 617.9, 472.0MS: 202.6 [M+1]

The chemical industry reduces the impact on the environment during synthesis,17413-10-4,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Natco Pharma Limited; US2010/298351; (2010); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Extracurricular laboratory: Synthetic route of 31127-39-6

31127-39-6, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,31127-39-6 ,2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime, other downstream synthetic routes, hurry up and to see

Name is 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 31127-39-6, its synthesis route is as follows.

General procedure: To a solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oximes 10 (2.69 g, 15.0 mmol) in THF (70 mL) at room temperature under nitrogen atmosphere, N-chlorosuccinimide (2.40 g, 18.0 mmol) and pyridine (120 muL, 1.50 mmol) were added. After being stirred for 40 min at 60 C, the mixture was cooled to rt and solutions of propargyl alcohol (700 muL, 12.0 mmol) in THF (2 mL) and triethylamine (2.50 mL, 18.0 mmol) in THF (4 mL) were added dropwise successively. After the mixture being stirred at 50 C for 2 h. Saturated NaHCO3 solution was added and the mixture was extracted with ethyl acetate (50 mL ¡Á 3). The organic layers were dried over anhydrous MgSO4 and concentrated. The residue was purified by flash column chromatography (hexane:EtOAc =2:1) to give the isoxazole alcohol 11 (when R2= 2,3-dihydrobenzo[b][1,4]dioxin-6-yl, 1.87 g, 67%). To a solution of thus prepared alcohol 11 (1.16 g, 5.00mmol) in dichloromethane (15 mL) at room temperature, pyridinium chlorochromate (2.16 g, 10.0 mmol) and 4 A molecular sieve (4.00 g) were added. After being stirred for 4 h, the mixture was concentrated and the residue was purified by flash column chromatography (hexane:EtOAc =3:1) to give the building block 3 (when R2= 2,3-dihydrobenzo[b][1,4]dioxin-6-yl, 740 mg, 65%). 1H NMR (500 MHz, CDCl3) delta 9.95 (s, 1H), 7.31 (s, 1H), 7.27 (d, J = 8.0 Hz, 1H), 7.13 (s, 1H), 6.90 (d, J = 8.0 Hz,1H), 4.22-4.27 (m, 4H). Other isoxazole aldehyde derivatives were synthesizedanalogously and identified with the 1H NMR spectroscopy.

31127-39-6, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,31127-39-6 ,2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Oh, Yoo Na; Kwak, Jumyung; Koh, Hun Yeong; Jung, Sun Ho; Bulletin of the Korean Chemical Society; vol. 33; 12; (2012); p. 4227 – 4230;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Some tips on Methyl 1,4-Benzodioxan-6-carboxylate

20197-75-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,20197-75-5 ,Methyl 1,4-Benzodioxan-6-carboxylate, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to benzodioxans compound, name is Methyl 1,4-Benzodioxan-6-carboxylate, and cas is 20197-75-5, its synthesis route is as follows.

In the atmosphere of nitrogen,Dimethyl dimethyl phosphate (514 mg, 4.15 mmol, 1.5 eq) was dissolved in 5 ml of dry tetrahydrofuran,Cool to -60¡ãC with dry ice/ethanol.Slowly add n-butyllithium (2.2 mL, 2.5 mol/mL)N-hexane solution, 5.54 mmol, 2 eq),The mixture is stirred at this temperature for 30 minutes.A solution of the compound benzodioxane-6-carboxylic acid methyl ester (0402-119) (538 mg, 2.77 mmol, 1 eq) in tetrahydrofuran (1 ml) was slowly added dropwise.The mixture was stirred at -60¡ãC for 1 hour.After the reaction is completed, quenched with saturated aqueous ammonium chloride, using BEthyl acetate was extracted and the organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the target product (2-(Benzo)Dioxane-6-yl)-2-oxoethyl) dimethyl phosphate (754 mg, crude) was a yellow oil.

20197-75-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,20197-75-5 ,Methyl 1,4-Benzodioxan-6-carboxylate, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Weng Yunwo; Qing Yuanhui; Liu Bin; Lin Mingsheng; Wang Yanyan; (126 pag.)CN107383024; (2017); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

The important role of 2879-20-1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, 2879-20-1

2879-20-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, cas is 2879-20-1,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

A solution of 1-(2,3-dihydrobenzo-[b][1,4]dioxin-6-yl)ethanone (1.548 g, 8.69 mmol, Aldrich) and 3-chloroperoxybenzoic acid (4.35 g, 19.41 mmol, 77% by weight, Aldrich) in DCM (55 mL) was heated to 65 C. for 17.5 h in an oil-bath. The reaction mixture was allowed to cool to room temperature and diluted with DCM (150 mL) and water (50 mL). The DCM layer was separated, washed with saturated NaHCO3 (100 mL) and brine (25 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated and the residue was dried in vacuo to give the title compound as an amorphous solid. MS (ESI, pos. ion.) m/z: 195 (M+1).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, 2879-20-1

Reference£º
Patent; Wang, Hui-Ling; Balan, Chenera; Doherty, Elizabeth M.; Falsey, James R.; Gore, Vijay Keshav; Katon, Jodie; Norman, Mark H.; US2005/176726; (2005); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

The important role of 17413-10-4

With the complex challenges of chemical substances, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

Name is (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 17413-10-4, its synthesis route is as follows.,17413-10-4

To a solution of ethyl 8-(benzyloxy)-5-hydroxy-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylate (145 mg) and triethylamine (113 muL) in methylene chloride (5 mL), trifluoromethanesulfonic anhydride (130 muL) was added dropwise under ice cooling, and the mixture was stirred at room temperature for 1 hour. The solvent in the reaction mixture was distilled off under reduced pressure. To the obtained residue, ((2,3-dihydro-1,4-benzodioxin-6-yl)methyl)amine (102 mg), triethylamine (170 muL) and dioxane (10 mL) were added, and the mixture was stirred at room temperature for 3 hours. The solvent in the reaction mixture was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 60-0% hexane/ethyl acetate] to obtain a brown oil (208 mg). To the obtained brown oil (208 mg), methanol (10 mL) and a 1 mol/L aqueous sodium hydroxide solution (10 mL) were added, and the mixture was heated with stirring at 60 to 70C for 2 hours and 30 minutes. After cooling of the reaction mixture, the solvent was distilled off under reduced pressure, and ethyl acetate and water were added to the residue. An organic layer was separated, washed with a saturated aqueous solution of sodium chloride and then dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was suspended in a mixed solvent of methanol, 2-propanol and diisopropyl ether, and the deposit was collected by filtration to obtain a pale yellow solid of 8-(benzyloxy)-5-(((2,3-dihydro-1,4-benzodioxin-6-yl)methyl)amino)-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one (57 mg). 1H-NMR (CDCl3) delta value: 2.93 (s, 3H), 4.25 (d, J=4.6 Hz, 2H), 4.28 (s, 4H), 5.23-5.33 (m, 3H), 5.73 (s, 1H), 6.81-6.94 (m, 3H), 7.35-7.44 (m, 3H), 7.65-7.74 (m, 2H), 8.89 (s, 1H).

With the complex challenges of chemical substances, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

Reference£º
Patent; Toyama Chemical Co., Ltd.; KAWAI, Hyouei; MURATA, Daigo; SUZUMURA, Yuko; EP2810944; (2014); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Extracurricular laboratory: Synthetic route of 4442-54-0

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,4442-54-0

General procedure: NEt3 (0.57?mL, 4.00?mmol) was added dropwise to a suspension of 3-methoxyphenylacetic acid (0.60?g, 4.00?mmol) and [Ti(eta5-C5H5)2Cl2] (0.50?g, 2.00?mmol) in toluene (50?mL) at room temperature. The reaction mixture colour changed immediately from deep red to orange and was then stirred for 3?h at 80?¡ãC. The mixture was decanted and filtered to remove the triethylammonium chloride salt. The filtrate was then concentrated and cooled to ?30?¡ãC to give orange crystals of the complex which were isolated by filtration.

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

Reference£º
Article; Ceballos-Torres, Jesu?s; Caballero-Rodri?guez, Mari?a J.; Prashar, Sanjiv; Paschke, Reinhard; Steinborn, Dirk; Kaluerovic?, Goran N.; Go?mez-Ruiz, Santiago; Journal of Organometallic Chemistry; vol. 716; (2012); p. 201 – 207;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Share a compound : 2879-20-1

2879-20-1 is used more and more widely, we look forward to future research findings about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, cas is 2879-20-1, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,2879-20-1

Under an atmosphere of argon, to a solution of the compound prepared in Example 9 (315 mg) in dichloromethane (5 ml) were added 1,4-benzodioxan-6-yl methyl ketone (285 mg), triethylamine (0.354 ml) and a solution of titanium tetrachloride in dichloromethane (1.0 M, 0.63 ml). The reaction mixture was stirred for 16 hours at room temperature. To the reaction mixture was added a solution of sodium cyanoborohydride (133 mg) in methanol (2 ml). The reaction mixture was stirred for 1 hour at room temperature. To the reaction mixture was added 2N aqueous solution of sodium hydroxide, and was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated. The obtained residue was purified by column chromatography on silica gel (Fuji Silysia Chemical Ltd., BW235; chloroform : methanol = 50 : 1). The obtained residue was dissolved in methanol. The solution was acidified by adding 1N hydrochloric acid, and was concentrated to give the compound of the present invention (176 mg) having the following physical data. TLC : Rf 0.46 (chloroform : methanol = 10 : 1); NMR (CD3OD) : delta 7.04 (d, J = 2.1 Hz, 1H), 6.98 (dd, J = 8.4, 2.1 Hz, 1H), 6.92 (d, J = 8.4 Hz, 1H), 4.40 (q, J = 6.9 Hz, 1H), 4.26 (s, 4H), 3.98 (dd, J = 8.1, 4.5 Hz, 1H), 3.82-3.17 (m, 6H), 2.55-2.04 (m, 4H), 1.87-1.28 (m, 10H), 1.04-0.85 (m, 9H).

2879-20-1 is used more and more widely, we look forward to future research findings about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

Reference£º
Patent; ONO PHARMACEUTICAL CO., LTD.; EP1378509; (2004); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Share a compound : 4442-53-9

With the rapid development of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid

2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid, cas is 4442-53-9, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,4442-53-9

Example 99a(S)-ethyl 4-amino-5-(2-(2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamido)-butoxy)-2-methylquinoline-3-carboxylatePrepared as in Example 24a from (S)-ethyl 4-amino-5-(2-aminobutoxy)-2-methylquinoline-3-carboxylate (Example 97b) and 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acid as brown solid (40percent). MS 480 (MH+).

With the rapid development of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid

Reference£º
Patent; SENOMYS, INC.; US2011/245353; (2011); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,belong benzodioxans compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO315,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

General procedure: Method I Ba (1 mmol) and 2,3-dihydrobenzo[b][1,4]dioxin-6-carboxylic acid (or 2,3-dihydrobenzo[b][1,4]dioxin-2-carboxylic acid) (1 mmol) together with EDCI (1.5 mmol) and HOBt (0.05 mmol) in CH2Cl2 (20 mL) were refluxed at room temperature for 10 h. While the reaction completed, the solution was washed with water for three times (30 mL each time). The remaining water layer was extracted by EtOAc for three times (30 mL each time). The organic layers (CH2Cl2 and EtOAc) were combined and then evaporated. The separated solid was crystallized from mixture of DMF and ethanol (9:1) to obtain the corresponding compound as translucent solid. White crystal, mp: 120-121 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.15-3.23 (d, J = 17.7 Hz, 1H), 3.69-3.79 (m, 1H), 4.31-4.32 (t, J = 2.4 Hz, 4H), 5.79-5.85 (m, 1H), 6.90-6.93 (d, J = 8.4 Hz, 1H), 7.27-7.37 (m, 5H), 7.43-7.44 (m, 3H), 7.65-7.68 (d, J = 8.1 Hz, 2H), 7.73-7.75 (m, 2H). MS (ESI): 385.15 (C24H21N2O3, [M+H]+). Anal. Calcd for C24H20N2O3: C, 74.98; H, 5.24; N, 7.29; O, 12.49. Found: C, 74.59; H, 5.23; N, 7.30.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,belong benzodioxans compound

Reference£º
Article; Yang, Yu-Shun; Li, Qing-Shan; Sun, Shuai; Zhang, Yan-Bin; Wang, Xiao-Liang; Zhang, Fei; Tang, Jian-Feng; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 20; 20; (2012); p. 6048 – 6058;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

The important role of 4442-54-0

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

Name is 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 4442-54-0, its synthesis route is as follows.,4442-54-0

Preparation of Compound 1, N-(4-methyl-3-nitrophenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide[0001] Oxalyl chloride (1 .40 ml 16.6 mmol) was added dropwise to a solution of 1 ,4- benzodioxane-6-carboxylic acid (2.486 g, 13.80 mmol) and DMF (0.027 ml_, 0.34 mmol) in dry DCM (34 ml_). The reaction mixture was stirred at rt for 3.5 h, and thenconcentrated. The residue was dissolved in DCM and concentrated again. This residue was dissolved in dry DCM (12 mL) and added dropwise to a solution of 4-methyl-3- nitroaniline (2.100 g, 13.80 mmol) and pyridine (2.23 mL, 27.6 mmol) in dry DCM (25 mL). The reaction mixture was stirred at rt for 2 h, and then concentrated. The resulting solid was suspended in MeOH, diluted with water and then isolated by filtration and washed with water to afford the title compound (4.24 g, 98percent) as a pale tan coloured solid. NMR (500 MHz, DMSO) delta 10.39 (s, 1 H), 8.54 (d, J = 2.2 Hz, 1 H), 7.99 (dd, J = 8.4, 2.3 Hz, 1 H), 7.55 (d, J = 2.1 Hz, 1 H), 7.52 (dd, J = 8.4, 2.2 Hz, 1 H), 7.47 (dd, J = 8.4, 0.8 Hz, 1 H), 7.01 (d, J = 8.4 Hz, 1 H), 4.34-4.29 (m, 4H), 2.49 (s, 3H). HRMS (ESI+): calcd for C16H15N2O5 (M + H)+, 315.0976; found 315.0982.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; JONES, Keith; RYE, Carl; CHESSUM, Nicola; CHEESEMAN, Matthew; PASQUA, Adele Elisa; PIKE, Kurt Gordon; FAULDER, Paul Frank; WO2015/49535; (2015); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem