Heterocyclic Building Blocks-benzodioxan

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.

To 5 mL of an N,N-dimethylformamide solution containing 0.50 g of 2,3-dihydro-1,4-benzodioxin-6-carboxylic acid, 0.65 g of 1-(trifluoroacetyl)piperidine-4-amine hydrochloride and 1.1 g of O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate and 0.78 mL of triethylamine were added at room temperature, and the mixture was stirred at the same temperature for 6 hours. The reaction mixture was added with ethyl acetate and water. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, the resultant solution was washed sequentially with water and an aqueous saturated sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain 0.84 g of a light brown solid, N-(1-(trifluoroacetyl)piperidin-4-yl)-2,3-dihydro-1,4-benzodioxin-6-carboxamide. 1H-NMR (CDCl3) delta: 1.42-1.56 (2H, m), 2.12-2.24 (2H, m), 2.92-3.02 (1H, m), 3.24-3.34 (1H, m), 4.00-4.08 (1H, m), 4.20-4.34 (5H, m), 4.50-4.60 (1H, m), 5.85-5.90 (1H, m), 6.89 (1H, d, J=8.5), 7.23 (1H, dd, J=8.5, 2.1 Hz), 7.29 (1H, d, J=2.1 Hz), 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
Patent; TOYAMA CHEMICAL CO., LTD.; TAISHO PHARMACEUTICAL CO., LTD; EP1900732; (2008); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to benzodioxans compound, name is (2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol, and cas is 274910-19-9, its synthesis route is as follows.,274910-19-9

A solution of the above alcohol (3.75 g, 32.3 mmol) in Et2O (80mL) was cooled to 0 C and phosphorous tribromide (3.67 mL, 38.8mmol) was added dropwise. The solution was stirred at 0 C for 10min, then at 20 C for 1 h. Water (10 mL) was added cautiously toquench the excess of reagent and the mixture was diluted withdiethyl ether and washed with water (3 50 mL). The combinedorganic layers were washed with brine (100 mL), dried over Na2-SO4, filtered and concentrated under reduced pressure to obtain5-(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine as a brownsolid (4.61 g, 62%). 1H NMR (CDCl3, 400 MHz) d 6.91-6.77 (m,3H), 4.52 (s, 2H), 4.35-4.33 (m, 2H), 4.29-4.27 (m, 2H). Found:[M+H-Br] = 149.5.

With the complex challenges of chemical substances, we look forward to future research findings about 274910-19-9,belong benzodioxans compound

Reference£º
Article; Sutherland, Hamish S.; Tong, Amy S.T.; Choi, Peter J.; Conole, Daniel; Blaser, Adrian; Franzblau, Scott G.; Cooper, Christopher B.; Upton, Anna M.; Lotlikar, Manisha U.; Denny, William A.; Palmer, Brian D.; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 1797 – 1809;,
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: C8H14ClNO131,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

General procedure: To a magnetically stirred solution of 2-chloro-5-(trifluoromethyl)-3-nitrobenzamide (8, prepared according to the reportedmethod [11]) (1.07 g, 4.0 mmol) in dry 1,2-dichloroethane(10 mL) was added oxalyl chloride (863 mg, 6.8 mmol). The mixturewas heated to reflux for 3 h under an atmosphere of argon. Thesolvent was evaporated under reduced pressure. The residue wasdissolved in acetonitrile (15 mL) and then cooled to -25 C. Correspondingamine (4.0 mmol) in acetonitrile (5 mL) was slowlyadded to the above solution keeping the reaction under -25 C for 0.5-2 h. The precipitated solid was filtered, washed with cooledacetonitrile and dried. The crude product was purified by silica gelcolumn chromatography (EtOAc: PE = 1:2) to obtain the intermediates9a-r.

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,belong benzodioxans compound

Reference£º
Article; Li, Peng; Wang, Bin; Zhang, Xinwei; Batt, Sarah M.; Besra, Gurdyal S.; Zhang, Tingting; Ma, Chen; Zhang, Dongfeng; Lin, Ziyun; Li, Gang; Huang, Haihong; Lu, Yu; European Journal of Medicinal Chemistry; vol. 160; (2018); p. 157 – 170;,
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

To a solution of 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethan-1-one (5.0g, 28.0mmol, 1.0 equiv.) in chloroform (100mL), CuBr2 (10.7g, 47.7mmol, 1.7 equiv.) was added in one aliquot. The reaction mixture was stirred at 70C for 20h. After cooling the mixture to room temperature, the excess CuBr2 and CuBr (formed as side product) were filtered off. The product was purified by flash chromatograph using DCM/Hex (4:1, v/v) as mobile phase. Yield, 67%. 1H NMR (400MHz, CDCl3) delta 4.27-4.29 (m, 2H), 4.31-4.34 (m, 2H), 4.37 (s, 2H), 6.91-6.93 (m, 1H), 7.49-7.52 (m, 2H) ppm. 13C NMR (100MHz, CDCl3) delta 30.89, 64.18, 64.85, 117.63, 118.53, 123.29, 127.73, 143.63, 148.91, 189.92ppm. HRMS (ESI) m/z calculated for C10H10O3Br [M+H]+ 256.9808, found 256.9799.

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
Article; Fonovi?, Ur?a Pe?ar; Knez, Damijan; Hrast, Martina; Zidar, Nace; Proj, Matic; Gobec, Stanislav; Kos, Janko; European Journal of Medicinal Chemistry; vol. 193; (2020);,
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: C8H14ClNO323,mainly used in chemical industry, its synthesis route is as follows.,274910-19-9

(3) 2,3-ethylenedioxybenzyl chloride 4.3 g of 2,3-ethylenedioxybenzyl alcohol was dissolved in 50 ml of dry dichloromethane. Then, 2.1 ml of dry pyridine was dropwise added thereto, and 3.8 ml of thionyl chloride was gradually added under cooling. The reaction solution was returned to room temperature and then the reaction solution was refluxed for 3 hours on a hot water bath at 60 C. The reaction solution was concentrated under reduced pressure to obtain a syrup, which was then dissolved in 300 ml of ethyl acetate. The solution was washed with 200 ml of 0.1N hydrochloric acid and then twice with 200 ml of a saturated sodium chloride aqueous solution. Then, the solution was dried over anhydrous magnesium sulfate. The inorganic salt was removed by filtration, and the filtrate was concentrated under reduced pressure and purified by silica gel column chromatography (n-hexane/ethyl acetate=60/1) to obtain 4.0 g of the above identified compound as syrup. Rf: 0.64 (n-hexane/ethyl acetate=2/1).

With the synthetic route has been constantly updated, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol,belong benzodioxans compound

Reference£º
Patent; Banyu Pharmaceutical Co., Ltd.; US5122523; (1992); A;,
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

2,3-Dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (1 mmol) in methanol (30 ml) was treated with concentrated sulfuric acid (0.5 ml) under reflux overnight. The sovlent was removed in vacuo leaving oil which was dissovled in ethyl acetate (20 ml) and extracted with water (40 ml). After drying the organic layer with anhydrous Na2SO4 and evaporating the solvent under reduced pressure and a solid appeared. The solid was recyrstallized from ethanol to obtain the compound 1.

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

Reference£º
Article; Hou, Ya-Ping; Sun, Juan; Pang, Zhong-Hua; Lv, Peng-Cheng; Li, Dong-Dong; Yan, Li; Zhang, Hong-Jia; Zheng, Emily Xi; Zhao, Jing; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 19; 20; (2011); p. 5948 – 5954;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

4442-54-0, 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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+)., 4442-54-0

The synthetic route of 4442-54-0 has been constantly updated, and we look forward to future research findings.

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

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: To 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethan-1-one(A) (1 mmol) alcohol solution (5 mL) was added substituted benzaldehyde(1 mmol). After dissolution, 50% NaOH (0.5 mL) was added. After confirming the completion of the reaction by thin layer chromatography, the sediment was filtered, washed with ethanol and dried to obtain chalcone

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; Yang, Yu-Shun; Yang, Bing; Zou, Yan; Li, Guigen; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 24; 13; (2016); p. 3052 – 3061;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

4442-54-0, 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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. 4.5.11 (3-(4-Bromophenyl)-5-(3-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C11) Yellow crystal, mp: 135-137 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.22-3.27 (d, J = 16.5 Hz, 1H), 3.77-3.82 (m, 1H), 4.34 (t, J = 2.1 Hz, 4H), 5.70-5.76 (m, 1H), 6.79 (s, 1H), 6.91-7.05 (m, 3H), 7.31-7.33 (m, 1H), 7.49-7.57 (m, 3H), 7.61 (s, 1H), 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, 59.52; H, 3.74; N, 5.82., 4442-54-0

As the paragraph descriping shows that 4442-54-0 is playing an increasingly important role.

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-2-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 3663-80-7, its synthesis route is as follows.,3663-80-7

0.1mol2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylic acid was added to 50 mL thionyl chloride. The mixturewas refluxed for 1 hour, and then the solvent was evaporated under reducedpressure. The residue was added 150 mL hot toluene. After stirring, 100 mLtoluene was evaporated under reduced pressure, and then the residue cooled toroom temperature. 2,3-dihydrobenzo[b][1,4]dioxine-2-carbonyl chloride wasobtained after filtration

With the complex challenges 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, Songlin; Chen, Yin; Zhao, Song; Xu, Xiangqing; Liu, Xin; Liu, Bi-Feng; Zhang, Guisen; Bioorganic and Medicinal Chemistry Letters; vol. 24; 7; (2014); p. 1766 – 1770;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem