Heterocyclic Building Blocks-benzodioxan

As a common heterocyclic compound, it belong benzodioxans compound,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,17413-10-4,Molecular formula: C9H11NO2,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

A mixture of compound 5 (50 mg, 0.127 mmol), (2,3-dihydrobenzo[b]-[1,4] dioxin-6-yl) methanamine (40 mg, 0.242 mmol), and DIPEA (0.1 mL, 0.127 mmol) in EtOH (0.6 mL) was placedinto sealed tube and stirred at 160C under microwave irradiation for 1 h. The mixture was cooled and purified by silica gel column chromatography (EtOAc-n-hexane; 22 : 67) to yield 6a(20 mg, 30%) as a colorless solid. 1H-NMR (400 MHz, CDCl3) delta: 8.60 (1H, br s), 8.28 (1H, d,J=2.0 Hz), 7.58 (1H, d, J=2.4 Hz), 7.45 (1H, br s), 7.34 (1H,d, J=8.8 Hz), 7.31 (1H, s), 7.23 (1H, d, J=8.8 Hz), 6.87 (1H,d, J=1.2 Hz), 6.82 (1H, d, J=1.2 Hz), 6.81 (1H, s), 6.61 (1H, t,J=55.2 Hz), 6.27 (1H, br s), 4.60 (2H, d, J=5.2 Hz), 4.56 (2H,d, J=5.6 Hz), 4.24 (4H, s), 2.43 (3H, s), 1.94 (1H, s), 1.59 (6H,s). 13C-NMR (100 MHz, CDCl3) delta: 167.3, 156.7, 154.9, 143.5,142.7, 137.6, 135.9 (t, J=4.3 Hz), 135.7, 132.8 (t, J=20.9 Hz),132.5, 131.7, 130.1 (t, J=2.1 Hz), 125.4 (t, J=7.4 Hz), 120.7,117.3, 116.6, 114.1 (t, J=238 Hz), 108.9, 106.0, 94.3, 79.2,65.7, 64.4, 64.3, 44.4, 43.5, 31.6, 18.2. MS (ESI) m/z: 522.1(M+H)+. FAB-MS m/z: 522.2230 (Calcd for C29H30F2N3O4+:522.2204). HPLC purity 95.1% (6.14 min, method A).

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

Reference£º
Article; Takahashi, Bitoku; Funami, Hideaki; Shibata, Makoto; Maruoka, Hiroshi; Koyama, Makoto; Kanki, Satomi; Muto, Tsuyoshi; Chemical and Pharmaceutical Bulletin; vol. 63; 10; (2015); p. 825 – 832;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,2879-20-1,Molecular formula: C10H10O3,mainly used in chemical industry, its synthesis route is as follows.,2879-20-1

General procedure: Carbonyl substrate, 0.02 mol, was added in portions to a suspension of 0.01 mol NaBH4 in 0.3 mol of the corresponding alcohol solvent, and the mixture was stirred for 2-2.5 h at 20C. The resulting boron derivatives of benzyl alcohols were decomposed with 10% aqueous HCl (3.7 mL), and the mixture was stirred for a required time at a required temperature(see Tables 1-5), cooled, and poured into 200 mL of cold water. The products were extracted with diethylether (2 ¡Á 40 mL), the combined extracts were washed with water and dried over anhydrous sodium sulfate, the solvent was distilled off on a rotary evaporator, and the residue was analyzed by 1H NMR. If necessary,benzyl ethers were isolated by chromatography. Alcohol coreactants poorly soluble in water were removed from the diethyl ether extracts by vacuum distillation, and the target ethers ware isolated from the still residue. Ethers 2a [9], 2c [3], 2h, 4a [10], 4b [11], 4i,4l, 7e, 10c, 10d, 10e [4], and 13a [12] were described previously. Ethers 2b, 2d-2g, 2i, 4c-4h, 4j, 4k, 4m-4w, 7a-7d, 7f, 7g, and 13b-13f are mobile liquids, and 7h-7j, 10a, 10b, and 10f-10i are viscous liquids.

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
Review; Mochalov; Fedotov; Trofimova; Zefirov; Russian Journal of Organic Chemistry; vol. 52; 4; (2016); p. 503 – 512; Zh. Org. Khim.; vol. 52; 4; (2016); p. 503 – 512,10;,
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: C8H14ClNO25,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

To a stirred solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid 1a (1.80?g, 10?mmol) in MeOH (20?mL) was added SOCl2 (1.45?mL, 20?mmol) dropwise at 0?¡ãC over 1?h. The mixture was further stirred 12?h at 50?¡ãC. The solution was cooled to room temperature and diluted with water (25?mL). MeOH was evaporated and the pH adjusted to ?6 with aqueous NaHCO3. The mixture was extracted three times with EtOAc and successively washed with brine. The organic layer was dried over MgSO4 and concentrated under reduced pressure to give 2a (1.6?g, 83percent) as a colorless solid. 1H NMR (DMSO-d6, 500?MHz): delta [ppm]?=?3.80 (3H, s), 4.19 (2H, m), 4.23 (2H, m), 6.80 (1H, m), 7.47 (2H, m). 13C NMR (DMSO-d6, 125?MHz): delta [ppm]?=?50.5, 62.7, 63.2, 115.7, 117.6, 122.0, 141.7, 146.4, 165.2. EI-MS: m/z 194 (M+).

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; Lo Monte, Fabio; Kramer, Thomas; Gu, Jiamin; Brodrecht, Martin; Pilakowski, Johannes; Fuertes, Ana; Dominguez, Juan Manuel; Plotkin, Batya; Eldar-Finkelman, Hagit; Schmidt, Boris; European Journal of Medicinal Chemistry; vol. 61; (2013); p. 26 – 40;,
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: C8H14ClNO26,mainly used in chemical industry, 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 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; Arzumanyan, Ashot V.; Tetrahedron Letters; vol. 58; 50; (2017); p. 4667 – 4671;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

General procedure: Equimolar quantities of substituted benzaldehyde and 1-(2H-1,3-benzodioxol-5-yl)ethan-1-one or 1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethan-1-one were dissolved in 40% KOH and ethanol. The reactionmixture was then stirred for 10 h and poured into ice-cold water. Theprecipitated product was washed with water, dried, and recrystallizedfrom ethanol.

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

Reference£º
Article; Parambi, Della Grace Thomas; Oh, Jong Min; Baek, Seung Cheol; Lee, Jae Pil; Tondo, Anna Rita; Nicolotti, Orazio; Kim, Hoon; Mathew, Bijo; Bioorganic Chemistry; vol. 93; (2019);,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

3663-80-7, 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,3663-80-7

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. 4.5.23 (3-(4-Bromophenyl)-5-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanone (D8) Yellow crystal, mp: 233-234 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.15-3.21 (m, 1H), 3.69-3.78 (m, 1H), 4.35-4.39 (m, 1H), 4.55-4.59 (d, J = 11.1 Hz, 1H), 5.55-5.58 (m, 2H), 6.83-6.89 (m, 4H), 6.99-7.05 (m, 2H), 7.13-7.16 (d, J = 8.4 Hz, 2H), 7.45-7.48 (d, J = 7.8 Hz, 2H), 7.68-7.71 (d, J = 7.5 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, 59.71; H, 3.76; N, 5.85.

The synthetic route of 3663-80-7 has been constantly updated, and we look forward to future research findings.

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-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

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

General procedure: A mixture of 2 (10.0 mmol) in CH2Cl2 was stirred at room temperature, NCS (1.60 g, 12.0 mmol) was then added. The resulted mixture was stirred at reflux and propynol (0.56 g, 10.0 mmol) was added dropwise. After 0.5h, triethylamine (1.01 g, 10 mmol) was added dropwise and refluxed for another 4h. After cooling, the reaction mixture was washed with water and evaporated under reduced pressure. The obtained residue was purified by silica gel chromatography with petroleum ether/ ethyl acetate as eluent to give intermediate 3.

With the rapid development of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime

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

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.

General procedure: Equimolar quantities of substituted benzaldehyde and 1-(2H-1,3-benzodioxol-5-yl)ethan-1-one or 1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethan-1-one were dissolved in 40% KOH and ethanol. The reactionmixture was then stirred for 10 h and poured into ice-cold water. Theprecipitated product was washed with water, dried, and recrystallizedfrom ethanol., 2879-20-1

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

Reference£º
Article; Parambi, Della Grace Thomas; Oh, Jong Min; Baek, Seung Cheol; Lee, Jae Pil; Tondo, Anna Rita; Nicolotti, Orazio; Kim, Hoon; Mathew, Bijo; Bioorganic Chemistry; vol. 93; (2019);,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

EXAMPLE 121 7-Nitro-2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester Nitric Acid (18 mL) was added dropwise to a solution of 15.0 g (77.3 mmol) of 2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester in 45 mL of HOAc. The solution was heated at 60¡ã C. for 1.5 h. An additional 9 mL of HNO3 was then added and heating was continued for 1.5 h at 70¡ã C. The reaction was poured into ice-H2O and the solid product was collected, washed well with H2O and dried. Recrystallization from heptane-toluene yielded 16.8 g of the title compound as yellow crystals: mass spectrum (electron impact, m/e): 239., 20197-75-5

As the rapid development of chemical substances, we look forward to future research findings about 20197-75-5

Reference£º
Patent; American Cyanamid Company; US6288082; (2001); B1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem