Introduction of a new synthetic route about 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde

29668-44-8, With the rapid development of chemical substances, we look forward to future research findings about 29668-44-8

2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde, cas is 29668-44-8, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.

General procedure: To a solution of 2-nitro-benzaldehyde 1a,b or benzaldehyde 4a,b (20 mmol) in methanol (15 mL) was added dropwise solution of hydroxylamine hydrochloride (40 mol) in water (10 mL) at room temperature in 30 min. Aqueous solution of sodium hydroxide (0.4 mol) was then added dropwise to the solution and the sulting mixture was stirred for 30-60 min at room temperature. Afterwards, solvent was removed under reduced pressure, the residue was quenched in crushed ice/water (10 mL) and the pH was adjusted to ~ 4 with acetic acid 50 %. The formed precipitate was isolated, washed with cold water (20 mL) and n-hexane (30 mL), and dried at 50C to afford corresponding oxime derivatives 2a,b or 5a,b, which were used for the next step without further purification.

29668-44-8, With the rapid development of chemical substances, we look forward to future research findings about 29668-44-8

Reference£º
Article; Le-Nhat-Thuy, Giang; Dinh, Thuy Van; Pham-The, Hai; Nguyen Quang, Hung; Nguyen Thi, Nga; Dang Thi, Tuyet Anh; Hoang Thi, Phuong; Le Thi, Tu Anh; Nguyen, Ha Thanh; Nguyen Thanh, Phuong; Le Duc, Trung; Nguyen, Tuyen Van; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3741 – 3747;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde,belong benzodioxans compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO360,mainly used in chemical industry, its synthesis route is as follows.,29668-44-8

General procedure: To a mixture of aldehyde 1 (10.0 mmol) in 30% methanol aqueous solution, NH2OH¡¤HCl (0.695 g, 10.0 mmol) was added slowly. After the NH2OH¡¤HCl was fully dissolved, Na2CO3 (0.53 g 5.0 mmol) was added and then the resulting mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with water and extracted with CH2Cl2. The organic phase was dried to afford intermediate 2 as white solids.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde,belong benzodioxans compound

Reference£º
Article; Pang, Guang Xian; Niu, Chao; Mamat, Nuramina; Aisa, Haji Akber; Bioorganic and Medicinal Chemistry Letters; vol. 27; 12; (2017); p. 2674 – 2677;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde,belong benzodioxans compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO385,mainly used in chemical industry, its synthesis route is as follows.,29668-44-8

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]

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde,belong benzodioxans compound

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

Analyzing the synthesis route of 29668-44-8

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde,belong benzodioxans compound

As a common heterocyclic compound, it belong benzodioxans compound,2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde,29668-44-8,Molecular formula: C9H8O3,mainly used in chemical industry, its synthesis route is as follows.,29668-44-8

25 g of the product of Example 1,Adding 500 mL of water to raise the temperature to 70-80 DEG C,Then, 30 g of KMnO4 + 500 mL of an aqueous solution was prepared,Dropping into the above reaction solution, heating for 40 minutes and heating to reflux for 2 hours,The reaction was terminated by TLC, cooled to room temperature, alkalified by addition of 10percent aqueous KOH,Filter cake washed with water to neutral, the filtrate acidified with concentrated hydrochloric acid,A large amount of white solid was precipitated, and the filter cake was washed with water and dried to obtain 23 g of a white solid in 90percent yield.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde,belong benzodioxans compound

Reference£º
Patent; Shanghai PharmValley Corp.; Yu, Weiyong; Yang, Ling; Wang, Ailing; (4 pag.)CN105801556; (2016); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Simple exploration of 29668-44-8

29668-44-8 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde 248127, abenzodioxans 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.29668-44-8,2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde,as a common compound, the synthetic route is as follows.

25 g of the product of Example 1,Adding 500 mL of water to raise the temperature to 70-80 DEG C,Then, 30 g of KMnO4 + 500 mL of an aqueous solution was prepared,Dropping into the above reaction solution, heating for 40 minutes and heating to reflux for 2 hours,The reaction was terminated by TLC, cooled to room temperature, alkalified by addition of 10percent aqueous KOH,Filter cake washed with water to neutral, the filtrate acidified with concentrated hydrochloric acid,A large amount of white solid was precipitated, and the filter cake was washed with water and dried to obtain 23 g of a white solid in 90percent yield.

29668-44-8 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde 248127, abenzodioxans compound, is more and more widely used in various.

Reference£º
Patent; Shanghai PharmValley Corp.; Yu, Weiyong; Yang, Ling; Wang, Ailing; (4 pag.)CN105801556; (2016); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Simple exploration of 29668-44-8

29668-44-8 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde 248127, abenzodioxans 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.29668-44-8,2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 2-nitro-benzaldehyde 1a,b or benzaldehyde 4a,b (20 mmol) in methanol (15 mL) was added dropwise solution of hydroxylamine hydrochloride (40 mol) in water (10 mL) at room temperature in 30 min. Aqueous solution of sodium hydroxide (0.4 mol) was then added dropwise to the solution and the sulting mixture was stirred for 30-60 min at room temperature. Afterwards, solvent was removed under reduced pressure, the residue was quenched in crushed ice/water (10 mL) and the pH was adjusted to ~ 4 with acetic acid 50 %. The formed precipitate was isolated, washed with cold water (20 mL) and n-hexane (30 mL), and dried at 50C to afford corresponding oxime derivatives 2a,b or 5a,b, which were used for the next step without further purification.

29668-44-8 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde 248127, abenzodioxans compound, is more and more widely used in various.

Reference£º
Article; Le-Nhat-Thuy, Giang; Dinh, Thuy Van; Pham-The, Hai; Nguyen Quang, Hung; Nguyen Thi, Nga; Dang Thi, Tuyet Anh; Hoang Thi, Phuong; Le Thi, Tu Anh; Nguyen, Ha Thanh; Nguyen Thanh, Phuong; Le Duc, Trung; Nguyen, Tuyen Van; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3741 – 3747;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of 29668-44-8

As the paragraph descriping shows that 29668-44-8 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.29668-44-8,2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: Aqueous NaOH (1.6 mL of 6 M solution) was added to a stirred solution of the urea-hydrogen peroxide complex (1:1) (6 g, 63.4 mmol) and aldehyde 3a-f (4.28 mmol) in 20 mL of CH3OH at rt. The reaction mixture was stirred at reflux for 1 h followed by the addition of the urea-hydrogen peroxide complex (1.5 g, 15.85 mmol) and reflux for 30 min. The reaction mixture was brought to rt, and the pH was adjusted to 3 with 18percent aqueous HCl. The precipitate was filtered, washed with 2 50 mL of ice water, and dried to afford 4a-f (82-94percent yield) as an off-white solid. For 4e, the reaction mixture was brought to rt, and the pH was adjusted to 3 with 18percent aqueous HCl. Methanol was evaporated, then the reaction mixture was diluted by 30 ml of water and extracted by CHCl3. Organic solution was washed by water, evaporated, and dried.

As the paragraph descriping shows that 29668-44-8 is playing an increasingly important role.

Reference£º
Article; Titov, Ilia Y.; Sagamanova, Irina K.; Gritsenko, Roman T.; Karmanova, Irina B.; Atamanenko, Olga P.; Semenova, Marina N.; Semenov, Victor V.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 6; (2011); p. 1578 – 1581;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Analyzing the synthesis route of 29668-44-8

The synthetic route of 29668-44-8 has been constantly updated, and we look forward to future research findings.

29668-44-8, 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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 synthetic route of 29668-44-8 has been constantly updated, and we look forward to future research findings.

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

Some tips on 29668-44-8

29668-44-8 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde 248127, abenzodioxans compound, is more and more widely used in various.

29668-44-8, 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a suspension of aldehyde (30/35 mmol) in ethanol (50 mL) was added NH2OH*HCl (2 eq) and NaOH pellets (1.8 eq). The suspension was stirred at 80 C for 4 h and concentrated in vacuo. The crude product was extracted in EtOAc (200 mL). The organic layer was washed with 1 N HCl (2 200 mL), water (4 200 mL), dried (MgSO4) and concentrated in vacuo. If TLC showed impurities, the solid was washed with a minimum of cold Et2O to afford the aldoxime as a white powder.

29668-44-8 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde 248127, abenzodioxans compound, is more and more widely used in various.

Reference£º
Article; Goyard, David; Konya, Balint; Chajistamatiou, Aikaterini S.; Chrysina, Evangelia D.; Leroy, Jeremy; Balzarin, Sophie; Tournier, Michel; Tousch, Didier; Petit, Pierre; Duret, Cedric; Maurel, Patrick; Somsak, Laszlo; Docsa, Tibor; Gergely, Pal; Praly, Jean-Pierre; Azay-Milhau, Jacqueline; Vidal, Sebastien; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 444 – 454;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem