Category: 4442-53-9

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

1,4-Benzodioxan-5-carboxylic acid (120 g) was added in portions at 40¡ã C. to a stirred mixture of hydroxylamine hydrochloride (52 g) and polyphosphoric acid (380 g), then the mixture was heated to an internal temperature of 120¡ã C. The source of heat was removed, and the mixture was stirred vigorously until frothing subsided, then it was stirred at 165¡ã C. for 90 minutes, cooled to 80¡ã C., added to an excess of ice-water, and basified by the addition of 5M aqueous sodium hydroxide solution. The product was extracted into ethyl acetate (6*500 ml), the extracts were dried (MgSO4), and the solvent removed in vacuo. The residue was dissolved in ethyl acetate (800 ml), and the cloudy solution was filtered then saturated with hydrogen chloride. The resulting solid was collected by filtration, washed with ethyl acetate, and dried in vacuo at ambient temperature to give 1,4-benzodioxan-5-amine monohydrochloride as a buff solid (65.9 g).

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

Reference£º
Patent; Knoll Aktiengesellschaft; US6114334; (2000); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

To a solution of 2,3-dihydrobenzo[?][l,4]dioxine-5-carboxylic acid (5.00 g, 28.0 mmol) in THF (150 mL) at 0 C was added lithium aluminium hydride (2.13 g, 56.0 mmol) in small portions. The reaction mixture was stirred at 0 C for 10 min and stirred for a further 18 h at r.t. Water (150 mL) was added to the reaction mixture which was extracted with EtOAc (2 x 100 mL). The combined organic layers were washed with brine (100 mL), dried over Na2S04, filtered and concentrated under reduced pressure to obtain 20 as yellow oil (3.22 g, 99%). 1H NMR (CDC13) delta 6.87-6.79 (m, 3H), 4.66 (s, 2H), 4.32-4.30 (m, 2H), 4.28-4.25 (m, 2H), 2.19 (bs, 1H). Found: [M+H-18]=149.5

With the complex challenges of chemical substances, we look forward to future research findings about 4442-53-9,belong benzodioxans compound

Reference£º
Patent; THE GLOBAL ALLIANCE FOR TB DRUG DEVELOPMENT, INC.; UPTON, Anna, Marie; COOPER, Christopher, Blair; MARCEL, Koenraad, Jozel Lodewijk; GUILLEMONT, Jerome, Emile Goerges; VAN DEN BROECK, Walter Marcel, Mathilde; PALMER, Brian, Desmond; MA, Zhenkun; (186 pag.)WO2017/155909; (2017); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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 45 Preparation of intermediate N- [l- (benzyl)-4-piperidinyl] methyl]-1, 4- benzodioxane-5-carboxamide A suspension of 1, 4-benzodioxan-5-carboxylic acid (1.80 g, 10.0 mmol) and 1,1′- carbonyldiimidazole (1.78 g, 11.0 mmol) in CH3CN (100 ml) was stirred at room temperature for 2 h. 1-Benzyl-4-aminomethylpiperidine (from example 37) (2.04 g, 10.0 mmol) in CH3CN (10 ml) was added to the mixture and stirred overnight at room temperature. The reaction mixture was concentrated in vacuo, added EtOAc (200 ml) and washed with H2O (3 x 50 ml). The organic layer was dried over Na2SO4 and evaporated in vacuo to a solid material. The residue was separated with flash chromatography (Si02, EtOAc: MeOH, 1: 1) to leave the product as a white solid (2.31 g, 63.1 percent). 1H-NMR (200 MHz, CDCl3) : b 7.74 (dd, 1 H), 7.67 (t, 1 H), 7.34-7. 15 (m, 5 H), 7.03-6. 89 (m, 2 H), 4.43-4. 39 (m, 2 H), 4.33-4. 29 (m, 2 H), 3.52 (s, 2 H), 3.37 (t, 2 H), 2.93 (d, 2 H), 2.06-1. 93 (m, 2 H), 1.77-1. 50 (m, 3 H), 1.47-1. 28 (m, 2 H)

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; BIO-MEDISINSK INNOVASJON AS; WO2005/61483; (2005); A2;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

EXAMPLE 59; 2-r(7,3-Dihydro-benzori,41dioxine-5-carbonyl)-aminol-indan-2-carboxylic acid ethyl ester (59):To a solution of 2,3-dihydro-benzo[l,4]dioxine-5-carboxylic acid (351mg, 1.95mmol), 2- amino-indan-2-carboxylic acid ethyl ester (400mg, 1.95mmol), HATU (1.1 Ig, 2.93mmol) in anhydrous DMF (8mL) is added DIPEA (484muL, 2.93mmol). The resulting solution is stirred at RT overnight. After the removal of DMF in vacuo, the residue is dissolved in EtOAc (7OmL) and washed with water (I x 1OmL) and brine (2 x 1OmL). The organic layer is dried over anhydrous Na2SO4 and concentrated in vacuo. The residue is purified by HPLC to give a pure product (59) as white solid (650mg, 91 percent).1H NMR (CDCl3, 300MHz): delta 1.24(t, 3H), 3.39(d, 2H), 3.74(d, 2H), 4.21- 4.33(m, 6H), 6.90(t,IH), 6.98(dd, IH), 7.17-7.24(m, 4H), 7.69(dd, IH), 8.25(s, IH)LC/MS (ES+) m/z = 368.15

With the complex challenges of chemical substances, we look forward to future research findings about 4442-53-9,belong benzodioxans compound

Reference£º
Patent; SANOFI-AVENTIS; WO2008/151211; (2008); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

Intermediate 60:[0212] Triethylamine in acetone was added dropwise to the solution of 2,3- dihydrobenzo[b][l,4]dioxine-5-carboxylic acid (360 mg, 2 mmol) in water and acetone at 0¡ãC. To the mixture was added ethyl carbonochloridate in acetone slowly. The mixture was stirred for 4 h then a solution of NaN3 (196 mg, 3.02 mmol) in water was added dropwise. The reaction mixture was stirred for 1 h then it was poured into ice water and extracted with Et20. The combined organic extracts were washed with brine, dried with MgS04, and concentrated in vacuo. The residue was dissolved in anhydrous toluene and the mixture was heated on a steam bath until nitrogen evolution had ceased. The toluene was then removed in vacuo and 20percent aq HCI (4 mL) was added and the solution was heated to reflux and stirred overnight. The reaction was concentrated under reduced pressure. The residue was dissolved in water, made strongly alkaline by the addition of 40percent aq NaOH, then extracted with Et20. The combined organic extracts were washed with brine, dried by MgS04, and purified by flash chromatography on silica gel column (PE:EtOAc=5:l) to give 2,3-dihydrobenzo[b][l,4]dioxin-5-amine (intermediate 60) (270 mg, 70percent). HPLC: 99percent, RT 1.214 min. MS (ESI) m/z 152.1 [M + H]+.

4442-53-9 is used more and more widely, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid

Reference£º
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; JIN, Jian; ROTH, Bryan; FRYE, Stephen; WO2012/3418; (2012); A2;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

7-chlorosulfonyl-1,4-benzodioxane-5-carboxylic acid 670 g of chlorosulfonic acid were introduced into a balloon flask provided with a condenser and a thermometer. 173 g of 1,4-benzodioxane-5-carboxylic acid were added in portions with the temperature being maintained at 5¡ã-10¡ã C. The mixture was heated at 55¡ã C. and then cooled and poured into ice. The precipitate was dried off, washed and dried again. 250 g of 7-chlorosulfonyl-1,4-benzodioxane-5-carboxylic acid were obtained (M.P.: 210¡ã-215¡ã C.; yield: 93.5percent).

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

Reference£º
Patent; Societe D’Etudes Scientifiques et Industrielles de L’ile-de-France; US4186135; (1980); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

General procedure: Method B: SOCl2 (10mL) was added to a stirred solution of compound 3 (20mmol) in anhydrous DMF (50mL). The reaction solution was allowed to stir at room temperature for approximately 4h. Then, active compound 4 (15mmol) and metronidazole (15mmol) were dissolved in CH2Cl2 followed by drop wise addition triethylamine and compound 5 was obtained with yield of 85percent. Compound 5 (10mmol), different substituted benzaldehydes (12mmol) and NaOH (15mmol) were dissolved in DMSO (30mL) at room temperature. The appropriate amount of water was then added in the residue and filtered. The resulting solid was collected and washed with cold water, dried and crystallized from anhydrous ethanol to get the desired compounds. All of the synthetic compounds gave satisfactory analytical and spectroscopic data, which were in full accordance with their depicted structures.

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

Reference£º
Article; Duan, Yong-Tao; Yao, Yong-Fang; Huang, Wei; Makawana, Jigar A.; Teraiya, Shashikant B.; Thumar, Nilesh J.; Tang, Dan-Jie; Tao, Xiang-Xiang; Wang, Zhong-Chang; Jiang, Ai-Qin; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 22; 11; (2014); p. 2947 – 2954;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

4442-53-9,2,3-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.

Synthesis of 7-(chlorosulfonyl)-2,3-dihydrobenzo[b] [l,4]dioxine-5-carboxylic acid (XIII):To a stirred solution of 2,3-dihydrobenzo[b][l,4]dioxine-5-carboxylic acid XII (0.5 g, 2.77 mmol) was added chlorosulphonic acid (1.2 ml, 16.6 mmol) at 0¡ãC under nitrogen atmosphere and the resulting mixture was heated at 70¡ãC for 3 h. After completion of reaction, the reaction mixture was cooled, quenched with ice and extracted with DCM. The organic layer was dried over Na2S04 and evaporated under reduced pressure to afford product XIII in 75percent yield.

As the rapid development of chemical substances, we look forward to future research findings about 4442-53-9

Reference£º
Patent; AGIOS PHARMACEUTICALS, INC.; SALITURO, Francesco, G.; SAUNDERS, Jeffrey, O.; WO2011/72174; (2011); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

4442-53-9, 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4442-53-9

A 20-mL round bottom flask was charged with 2,3-dihydrobenzo[b][l,4]dioxine- 5-carboxy-lic acid (1.8 g, 1.0 mmol), bromine (3.16 g, 2.0 mmol), and acetic acid (2 mL). The reaction mixture was stirred at 120¡ãC for 2 h and then cooled to 15¡ãC. It was filtered and the solid was washed with acetic acid to afford the title compound as a white solid (3.0 g, 60percent). LCMS: ESI (3 minute run), m/z = 337 [M+l]+; Retention time: 1.21 minute.

4442-53-9 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid 78184, abenzodioxans compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; BAKER-GLENN, Charles; BURDICK, Daniel Jon; CHAMBERS, Mark; CHAN, Bryan K.; CHEN, Huifen; ESTRADA, Anthony; GUNZNER-TOSTE, Janet; SHORE, Daniel; SWEENEY, Zachary; WANG, Shumei; ZHAO, Guiling; WO2013/79494; (2013); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

4442-53-9, 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4442-53-9

1,4-Benzodioxan-5-carboxylic acid (120 g) was added in portions at 40¡ã C. to a stirred mixture of hydroxylamine hydrochloride (52 g) and polyphosphoric acid (380 g), then the mixture was heated to an internal temperature of 120¡ã C. The source of heat was removed, and the mixture was stirred vigorously until frothing subsided, then it was stirred at 165¡ã C. for 90 minutes, cooled to 80¡ã C., added to an excess of ice-water, and basified by the addition of 5M aqueous sodium hydroxide solution. The product was extracted into ethyl acetate (6*500 ml), the extracts were dried (MgSO4), and the solvent removed in vacuo. The residue was dissolved in ethyl acetate (800 ml), and the cloudy solution was filtered then saturated with hydrogen chloride. The resulting solid was collected by filtration, washed with ethyl acetate, and dried in vacuo at ambient temperature to give 1,4-benzodioxan-5-amine monohydrochloride as a buff solid (65.9 g).

The synthetic route of 4442-53-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Knoll Aktiengesellschaft; US6114334; (2000); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem