Heterocyclic Building Blocks-benzodioxan

2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, cas is 3663-80-7, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.

3663-80-7, General procedure: A mixture of amine 4 (1 equiv.), DMAP(1.2 equiv.), EDC (1.2 equiv.), and anhydrousCH2Cl2 was stirred at room temperature,and then aromatic acid (1.2 equiv.)wasadded and the mixture was stirred at roomtemperature for 4?6 h. After completion ofthe reaction as indicated by TLC, CH2Cl2was removed on the rotary evaporator togive a red solid. The solid obtained waspurified by silica gel column chromatographywith ethyl acetate/petroleum ether asthe eluent to give compounds 5a?5m.Yields: 50?90percent.

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

Reference£º
Article; Wang, Ke; Liu, Zhan-Zhu; Journal of Asian Natural Products Research; vol. 16; 3; (2014); p. 296 – 303;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO411,mainly used in chemical industry, its synthesis route is as follows.,2879-20-1

General procedure: A sealed tube was charged with acetophenone 5a (600 mg, 5 mmol), ethyl 3-oxo-3-(3,4,5-trimethoxyphenyl)propanoate 6a (1410 mg, 5.0 mmol), iodine (1396 mg, 5.5 mmol) and CuO (440 mg, 5.5 mmol) at room temperature, and then solvent DMSO (10 mL) was added. The resulting mixture was stirred at 70 C for 12 h, after disappearance of the reactant (monitored by TLC), and added 50 mL water to the mixture, then extracted with EtOAc 3 times (3 ¡Á 50 mL). The extract was washed with 10% Na2S2O3 solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (petroleum ether/EtOAc) to yield the desired product 1a as a yellow solid (yield: 84%).

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

Reference£º
Article; Zhu, Yan-Ping; Cai, Qun; Jia, Feng-Cheng; Liu, Mei-Cai; Gao, Qing-He; Meng, Xiang-Gao; Wu, An-Xin; Tetrahedron; vol. 70; 50; (2014); p. 9536 – 9544;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

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. 4.5.7 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(4-fluorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (C7) White crystal, mp: 137-138 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.20-3.26 (d, J = 17.4 Hz, 1H), 3.76-3.81 (m, 1H), 4.33-4.34 (t, J = 2.1 Hz, 4H), 5.76-5.82 (m, 1H), 7.05-7.12 (m, 3H), 7.25-7.28 (m, 2H), 7.45-7.51 (m, 4H), 7.59 (s, 1H), 7.65-7.68 (d, J = 8.1 Hz, 2H). MS (ESI): 403.14 (C24H20FN2O3, [M+H]+). Anal. Calcd for C24H19FN2O3: C, 71.63; H, 4.76; F, 4.72; N, 6.96; O, 11.93. Found: C, 71.31; H, 4.75; N, 6.97.

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4442-54-0,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: A mixture of compound 5 (0.13 mmol), the appropriate acid (0.17 mmol), HOBt (0.17 mmol), and EDCI (0.19 mmol) in dry DMF was cooled to 0 ¡ãC under nitrogen atmosphere. To the reaction mixture, triethylamine (0.16 mmol) was added at 0 ¡ãC. The mixture was then stirred at 90 ¡ãC for 12 h. The reaction mixture was cooled and then partitioned between water and ethyl acetate and the organic layer was separated. The aqueous layer was then extracted with ethyl acetate and the combined organic extracts were washed with brine and dried over anhydrous Na2SO4. After evaporation of the organic solvent, the residue was purified by column chromatography to afford the corresponding compounds 1a-l.

4442-54-0, 4442-54-0 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid 2758833, abenzodioxans compound, is more and more widely used in various fields.

Reference£º
Article; Kim, Hee Jin; Oh, Chang-Hyun; Yoo, Kyung Ho; Bulletin of the Korean Chemical Society; vol. 34; 8; (2013); p. 2311 – 2316;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

General procedure: 1a-j (0.0299 – 0.0532 g, 0.299 mmol, 1 eq.), 2a-d (0.0166 – 0.228 g, 0.224 mmol, 0.75 eq.), FeCl3 (0.0145 g, 0.0897 mmol, 0.3 eq.), (NH4)2S2O8 (0.1363 g, 0.598 mmol, 2 eq.), and DCE / CCl4 (0.75 mL, 1 / 1) were stirred in Schott culture tubes (H ¡Á diam. 160 mm ¡Á 16 mm) at 120 C for 3 h. Further, after adding a solution of 2a-d (0.055 – 0.0763, 0.0748 mmol, 0.25 eq.) and DCE / CCl4 (0.08 mL, 1 / 1), the reaction mixture was stirred at 120 C for 3 h (3 times at 3-hour intervals). Next it was stirred at 120 C for 12 h. The yields of 3a-f,a-d were determined by 1H NMR (CDCl3) after the filtration of the reaction mass through a thin pad (0.4 – 0.5 cm) of silica gel (0.015 – 0.040 mm) using 20 mL of DCM and evaporation of solvent in vacuum. Products 3c,b and 3d,a-d were isolated by gradient flash chromatography (eluent: petroleum ether / ethyl acetate).

With the complex challenges of chemical substances, we look forward to future research findings about 2879-20-1,belong benzodioxans compound

Reference£º
Article; Arzumanyan, Ashot V.; Tetrahedron Letters; vol. 58; 50; (2017); p. 4667 – 4671;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

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. 4.5.8 (3-(4-Bromophenyl)-5-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C8) Yellow crystal, mp: 226-229 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.19-3.24 (d, J = 16.2 Hz, 1H), 3.74-3.79 (m, 1H), 4.32-4.33 (t, J = 3.0 Hz, 4H), 5.69-5.75 (m, 1H), 7.02-7.10 (m, 3H), 7.23-7.25 (m, 2H), 7.47-7.54 (m, 3H), 7.60 (s, 1H), 7.68-7.71 (d, J = 7.8 Hz, 2H). MS (ESI): 481.05 (C24H19BrFN2O3, [M+H]+). Anal. Calcd for C24H18BrFN2O3: C, 59.89; H, 3.77; Br, 16.60; F, 3.95; N, 5.82; O, 9.97. Found: C, 59.66; H, 3.75; N, 5.83.

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
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

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

General procedure: A mixture of compound 5 (0.13 mmol), the appropriate acid (0.17 mmol), HOBt (0.17 mmol), and EDCI (0.19 mmol) in dry DMF was cooled to 0 ¡ãC under nitrogen atmosphere. To the reaction mixture, triethylamine (0.16 mmol) was added at 0 ¡ãC. The mixture was then stirred at 90 ¡ãC for 12 h. The reaction mixture was cooled and then partitioned between water and ethyl acetate and the organic layer was separated. The aqueous layer was then extracted with ethyl acetate and the combined organic extracts were washed with brine and dried over anhydrous Na2SO4. After evaporation of the organic solvent, the residue was purified by column chromatography to afford the corresponding compounds 1a-l.

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
Article; Kim, Hee Jin; Oh, Chang-Hyun; Yoo, Kyung Ho; Bulletin of the Korean Chemical Society; vol. 34; 8; (2013); p. 2311 – 2316;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO150,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

The 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (9.0 g, 50 mmol) in methanol (50 mL) containing concentrated H2SO4 (5 mL) was refluxed overnight. Water (100 mL) was added, the organic phases were washed with saturated NaCl (100 mL) and dried over Na2SO4, and the solvents were evaporated.

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

Reference£º
Article; Sun, Juan; Cao, Ning; Zhang, Xiao-Min; Yang, Yu-Shun; Zhang, Yan-Bin; Wang, Xiao-Ming; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4895 – 4902;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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.,20197-75-5

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.

With the complex challenges of chemical substances, we look forward to future research findings about 20197-75-5,belong benzodioxans compound

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

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