Heterocyclic Building Blocks-benzodioxan

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: 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 2879-20-1,belong benzodioxans compound

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

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

A mixture of 1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethanone (25.0 g, 140 mmol) and phenyltri-methylammonium tribromide (52.7 g, 140 mmol) in dichloromethane (300 ml) was stirred at RT overnight. The ammonium salts were filtered off, and the filter cake was washed with ethyl ace- tate. The filtrate was concentrated under reduced pressure, and the solid product thus obtained was used in the next step without further purification. Yield: 34.35 g (95% of theory). 1H-NMR (400 MHz, CDCIs): d [ppm] = 7.50-7.54 (m, 2H), 6.91-6.95 (m, 1H), 4.37 (s, 2H), 4.27-4.35 (m, 4H).

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

Reference£º
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; MUeLLER, Steffen; SCHOHE-LOOP, Rudolf; ORTEGA, HERNANDEZ, Nuria; SUeSSMEIER, Frank; JIMENEZ NUNEZ, Eloisa; BRUMBY, Thomas; LINDNER, Niels; GERDES, Christoph; POOK, Elisabeth; BUCHMUeLLER, Anja; GAUGAZ, Fabienne, Zdenka; LANG, Dieter; ZIMMERMANN, Stefanie; EHRMANN, Alexander, Helmut, Michael; GERISCH, Michael; LEHMANN, Lutz; TIMMERMANN, Andreas; SCHAeFER, Martina; SCHMIDT, Georg; SCHLEMMER, Karl-Heinz; FOLLMANN, Markus; KERSTEN, Elisabeth; WANG, Vivian; GAO, Xiang; WANG, Yafeng; (801 pag.)WO2019/219517; (2019); A1;,
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

Compound 249, N-(4-iodo-3-nitrophenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide[00337] Oxalyl chloride (0.37 ml_, 4.23 mmol) was added dropwise to a stirred solution of 1 ,4-benzodioxane-6-carboxylic acid (0.635 g, 3.52 mmol) and DMF (6.82 muL 0.088 mmol) in dry DCM (10 ml_). The reaction mixture was stirred for 30 minutes, then concentrated in vacuo, dissolved in DCM (10 mL) and concentrated in vacuo. The concentrate was dissolved in DCM (10 mL) and added drop wise to a stirred solution of pyridine (0.57 mL, 7.04 mmol) and 4-iodo-3-nitroaniline (0.93 g, 3.52 mmol) in DCM (10 mL). After stirring for 16 hours, the reaction mixture was concentrated in vacuo. The concentrate was suspended in MeOH (30 mL) and diluted with water (60 mL). The solid was filtered, washed with water and dried on the high vac to afford the desired product as a pale yellow solid (1 .310 g, 87percent). 1H-NMR (500 MHz, DMSO): delta 10.50 (s, 1 H), 8.49 (d, J = 2.4 Hz, 1 H), 8.07 (d, J = 8.6 Hz, 1 H), 7.80 (dd, J = 8.7, 2.5 Hz, 1 H), 7.62 – 7.43 (m, 2H), 7.01 (d, J = 8.4 Hz, 1 H), 4.49 – 4.18 (m, 4H). HRMS (ESI+): Found [M+H]+426.9789 C15H12IN2O5 requires 426.9785.

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

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; JONES, Keith; RYE, Carl; CHESSUM, Nicola; CHEESEMAN, Matthew; PASQUA, Adele Elisa; PIKE, Kurt Gordon; FAULDER, Paul Frank; WO2015/49535; (2015); A1;,
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.

To a stirred solution of 0.59 G (3.3 MMOL) of 1, 4-benzodioxane-6-carboxylic acid in CH3CN (30 mL) in A-10¡ãC methanol-ice bath is added sequentially DIEA (1.65 mL, 9.5 mmol), 3 (R)-aminoquinuclidine dihydrochloride (0.62 g, 3.11 MMOL) and HATU (1.18 G, 3.11 mmol). The mixture is stirred AT-10¡ãC for 1 h, followed by warming to rt and stirring overnight. The mixture is CONCENTRATED IN VACUO to a yellow residue. The crude product is purified by flash chromatography on SIO2. Elution with CHCI3-MEOH-NH40H (90: 9: 1) gave 634 mg (71 percent) of a light yellow solid. MS (ESI) M/E 289 [M+H]. The free base (0.2220 g) and L-MALIC acid (0.107 g) are added to 1 ml of acetonitrile in a 50 ml round bottom flask. The slurry is heated on a steam bath until the solution clarified. The solution was slow cooled at rt until precipitate begins to form. The solution is sonicated to induce more rapid crystallization. Solids are filtered by vacuum filtration. Yield was 95.6percent. Analysis calculated FOR C16H20N2O3 No. C4H6O5: C, 56.87 ; H, 6.20 ; N, 6.63. Found: C, 56.66 ; H, 6.26 ; N, 6.81.

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

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/99202; (2004); A1;,
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

Working Example 17 A mixture of 1,4-benzodioxane-6-carboxylic acid (0.5 g), benzene (20 m) and thionyl chloride (5 m) is heated for one hour under reflux. The reaction mixture is evaporated to dryness under reduced pressure. To the residue is added benzene (50 m), then the solvent is again distilled off to leave 1,4-benzodioxane-6-carbonyl chloride.

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

Reference£º
Patent; Takeda Chemical Industries, Ltd.; EP318235; (1991); A3;,
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. 4.5.11 (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 is used more and more widely, 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

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

At room temperature, diphenyl phosphoryl azide (8.02g, 29mmol) and triethyl amine (4.2g, 42mmol) were added to a solution of 2,3-dihydro-1,4-benzodioxane-5-carboxylic acid (5.0g, 28mmol) in anhydrous THF (110mL). The mixture was stirred for 2hrs, followed by adding water (30mL), heating to 70 ¡ãC and further reacting for 3hrs, then cooling to room temperature, being extracted with EA (100mL*3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica column chromatography (PE:EA = 5:1) to give compound 11-f (1.58g, yield 37percent). LC-MS (ESI): m/z = 152 [M+H]+.

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; Shanghai Yingli Pharmaceutical Co. Ltd.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WU, Tianzhi; (104 pag.)EP3275867; (2018); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to benzodioxans compound, name is 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, 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. 4.5.5 (3-(4-Bromophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C5) Yellow crystal, mp: 205-207 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.16-3.24 (d, J = 16.2 Hz, 1H), 3.75-3.80 (m, 1H), 3.83 (s, 3H), 4.33-4.34 (t, 4H, J = 2.4 Hz, 4H), 5.77-5.81 (m, 1H), 6.86-6.93 (m, 3H), 7.25-7.28 (m, 2H), 7.43-7.47 (m, 1H), 7.55 (s, 1H), 7.70-7.73 (d, J = 8.1 Hz, 2H), 7.78-7.81 (m, 2H). MS (ESI): 493.07 (C25H22BrN2O4, [M+H]+). Anal. Calcd for C25H21BrN2O4: C, 60.86; H, 4.29; Br, 16.20; N, 5.68; O, 12.97. Found: C, 60.59; H, 4.27; N, 5.70.

With the complex challenges of chemical substances, we look forward to future research findings about 4442-54-0,belong benzodioxans compound

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

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. 4.5.3 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(3-(4-methoxyphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (C3) White crystal, mp: 199-200 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.70-3.80 (m, 2H), 3.84 (s, 3H), 4.28-4.30 (m, 4H), 5.77-5.80 (m, 1H), 6.89-6.94 (m, 3H), 7.24-7.26 (m, 1H), 7.31-7.32 (d, 4H, J = 2.1 Hz), 7.64-7.72 (m, 4H). MS (ESI): 415.16 (C25H23N2O4, [M+H]+). Anal. Calcd for C25H22N2O4: C, 72.45; H, 5.35; N, 6.76; O, 15.44. Found: C, 72.11; H, 5.33; N, 6.77.

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO156,mainly used in chemical industry, its synthesis route is as follows.,20197-75-5

(2) Synthesis of Compound 1 (0146) The compound k (2.01 g), NBS (8.48 g), and carbon tetrachloride (125 ml) were introduced to an eggplant-shaped flask. Then, AIBN (340 mg) was added thereto in a nitrogen atmosphere and heated to reflux for 44 hours. The reaction solution was extracted with chloroform. Subsequently, the extract was washed with saturated saline, dehydrated with sodium sulfate, and concentrated. The concentrate was purified by silica gel column chromatography (Wakosil? C-300) using chloroform alone as an eluent. Thus, the compound 1 was obtained (yield: 2.64 g; yield rate: 73percent).

With the complex challenges of chemical substances, we look forward to future research findings about Methyl 1,4-Benzodioxan-6-carboxylate,belong benzodioxans compound

Reference£º
Patent; RIKEN; Nakano, Takeshi; ASAMI, Tadao; OSADA, Hiroyuki; (31 pag.)US2017/305886; (2017); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem