Heterocyclic Building Blocks-benzodioxan

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 round bottom flask equipped with magnetic stirring, an addition funnel and a nitrogen inlet, was added benzo(1,4)dioxan-6-carboxylic acid (18.00 g, 99.91 mmol) and 1,2-dimethoxyethane (667 mL). This mixture was cooled to -75¡ã C. in a dry ice-acetone bath. To this was added 1.3 M sec-butyl lithium in cyclohexane (230.6 mL, 299.7 mmol) over 1 hour, maintaining reaction temperature below -60¡ã C. The reaction was removed from the cooling bath, allowed to warm to -20¡ã C., and subsequently stirred at -20¡ã C. for 45 min. The reaction was cooled to -50¡ã C., and iodomethane (15.6 mL, 249.8 mmol) was added. The reaction was again removed from the cooling bath, allowed to warm to -20¡ã C., and stirred at this temperature for 45 min. All cooling was removed and the reaction stirred at room temperature for 16 hours. The reaction was quenched by addition of a few mls of 1N HCl (aq) and the solvent removed by evaporation. The residue was made substantially acidic by the addition of aqueous 1N HCl. The resultant precipitate was filtered and washed with water to give a light brown solid, 5-methyl-benzo(1,4)dioxan-6-carboxylic acid, (6.60 g, 33.9 mmol) in 34percent yield. 1H-NMR (300 MHz, CDCl3) delta (ppm): 7.62 (d, 1H), 6.8 (d, 1H), 4.30 (br s, 4H), 2.52 (s, 3H)., 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; Hormann, Robert Eugene; Tice, Colin M.; Chortyk, Orestes; Smith, Howard; Meteyer, Thomas; US2005/209283; (2005); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

The benzodioxans compound, name is 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,cas is 4442-54-0, mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

(1) Synthesis of Compound k (0145) A mixed solution of the compound j (1.5 g) and sulfuric acid (2.0 ml)/methanol (17 ml) was introduced into an eggplant-shaped flask and heated overnight to reflux. The reaction solution was extracted with ethyl acetate. Then, 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 hexane-ethyl acetate as an eluent. Thus, the compound k was obtained (yield: 1.69 g; yield rate: 52percent).

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

Reference£º
Patent; RIKEN; Nakano, Takeshi; ASAMI, Tadao; OSADA, Hiroyuki; (31 pag.)US2017/305886; (2017); 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.

INTERMEDIATE 95: dibenzyl (3-(5-((((R)-2-((R)-1-(N-((2,3-dihydrobenzo[b][1 ,4]dioxi 6-carbonyl)oxy)formamido)propyl)heptanamido)methyl)carbamoyl)furan-2-yl)-5- ethoxyphenyl)phosphonat HATU (0.093 g, 0.245 mmol) was added to a solution containing 2,3- dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (0.041 g, 0.225 mmol) and DIPEA (0.107 ml_, 0.613 mmol) in MeCN (1.5 ml_). After stirring for 30 mins, dibenzyl (3-ethoxy-5-(5-((((R)-2- ((R)-1-(N-hydroxyformamido)propyl)heptanamido)methyl)carbamoyl)furan-2- yl)phenyl)phosphonate (0.15 g, 0.204 mmol) was added and the reaction was stirred at RT overnight. Water was added and the reaction was partitioned between water and EtOAc. The organic layer was dried over Na2S04 and concentrated. Purification by Si (0-80percent EtOAc/Hex) afforded the title compound as a pale yellow foam. (177 mg, 97 percent yield). MS (m/z) 896.4 (M+H)+

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; DONATELLI, Carla A.; DOWDELL, Sarah E.; ELBAN, Mark; HILFIKER, Mark A.; HOANG, Tram H.; HOLT, Dennis Alan; MANNS, Sharada; MARCUS, Andrew; POTTEIGER, Craig; SHENJE, Raynold; WASHBURN, David G.; (364 pag.)WO2017/6296; (2017); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

The benzodioxans compound, name is 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,cas is 4442-54-0, mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

Preparation of Compound 133, N-(4-Fluoro-3-nitrophenyl)-2,3-dihydro-1,4- benzodioxine-7-carboxamide[00173] 2,3-Dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (2.77 g, 15.37 mmol) was dissoved in DMA (25 mL) and DIPEA (6.69 mL, 38.43 mmol) and HATU (5.85 g, 15.37 mmol) added under an inert atmosphere. The reaction was allowed to stir for 15 minutes then 4-fluoro-3-nitroaniline (2.000 g, 12.81 mmol) was added and the reaction stirred at ambient temperature overnight. The reaction was heated for a further 16 hours at 40 ¡ãC then concentrated in vacuo and water added. The solids were isolated by filtration, washed with water and dried in a vacuum oven. The solids were stirred in EtOAc for an hour and then filtered. The filtrate was evaporated down and the solids were triturated with DCM then filtered. The collected solids were combined to afford the desired material as a cream solid (3.50 g, 86 percent).1H NMR (400 MHz, DMSO, 30 ¡ãC) d 4.29 – 4.36 (4H, m), 7.02 (1 H, d), 7.50 – 7.63 (3H, m), 8.15 (1 H, ddd), 8.69 (1 H, dd), 10.46 (1 H, s). m/z (ES+) (M+H)+ = 319.

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

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

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.

EXAMPLE 6 In analogy to Example 5, from 6.5 g of 6-acetyl-1,4-benzodioxane and 16.4 g of diethyl 4-carbethoxybenzyl)phosphonate, there were obtained, after filtration of the crude product over a column (silica gel, eluding agent hexane/ethyl acetate=9:1) and recrystallization from hexane/ethyl acetate, 7.3 g of ethyl p-[(E)-2-(1,4-benzodioxan-6-yl)propenyl]benzoate in the form of colorless crystals, m.p. 64-66 C. In analogy to Example 2, by hydrolysis of the thus-obtained ester, there was obtained p-[(E)-2-(1,4-benzodioxan-6-yl)propenyl]benzoic acid in the form of white crystals, m.p. 172-173 C. (from ethyl acetate)., 2879-20-1

As the rapid development of chemical substances, we look forward to future research findings about 2879-20-1

Reference£º
Patent; Hoffmann-La Roche Inc.; US5037825; (1991); A;,
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

The compound c ‘, HATU (2.0 equiv) was weighed into a reaction tube, evacuated, protected with argon, and dissolved in methylene chloride. DIPEA (3.0 equiv) was added dropwise at -15 ¡ã C and N-Boc-piperazine 1.5 equiv) was dissolved in methylene chloride, slowly added dropwise at -15 ¡ã C, and stirred overnight (12 h). (PE: EA = 2: 1) (successively eluted with PE: EA = 3: 1) to give a white solid, which is the compound d ‘ , Yield 97percent, optical purity 94percent ee (Chiralpak AD-H, 20percent isopropanol / hexane, 1.0 ml / min, tR (minor) = 6.2 min, tR (major) = 7.6 min).

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

Reference£º
Patent; Guangzhou Institute Of Biomedicine And Health Chinese Academy Of Sciences; Cai, Qian; Huang, Yusha; (17 pag.)CN105985328; (2016); A;,
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

The 178mg (1mmol) 6- acetyl-1,4-benzo-dioxane, 80mg (2mmol) sodium hydroxide was placed in 50mLSingle neck flask was added 10mL of ethanol and dissolved; the 280mg (0.97mmol) 2- fluoro -4- (9- (9H- carbazol-yl))Benzaldehyde was dissolved in 10mL of dichloromethane, ethanol and added dropwise to the mixture, stirred at room temperature overnight, filtered,Ethanol, washed with petroleum ether and dried to give a pale yellow solid (LJZ-6-18) 386mg, 89% yield.

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
Patent; Institute of Materia Medica Chinese Academy of Medical Sciences; Xiaozhi, Yan; Ye, Fei; Guo, Zongru; Tianjin, Ying; Liu, Junzheng; Zhang, Shuen; Nie, Feilin; Tao, Rongya; Zhang, Xiaolin; Liu, Junchang; He, Yibo; Ma, Yiming; (36 pag.)CN102382037; (2016); B;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

261767-10-6, Ethyl 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylate is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,261767-10-6

Example 5 5-hydroxymethyl-1,4-benzodioxan (5). To a suspension of lithium aluminum hydride (7.0 g, 0.18 mmol) in dry diethyl ether (100 mL) was added a solution of ethyl 1,4-benzodioxan-5-carboxylate (35 g, 0.17 mmol) in diethyl ether (100 mL). After boiling under reflux for 2 h, the reaction mixture was cooled to 0 C. and carefully treated with water (35 mL) and 4N aqueous sodium hydroxide (35 mL). The resulting mixture was filtered and dried (Na2SO4). Evaporation of the solvents afforded 25 g (88%) crystalline title compound: mp 51-53 C.; 1H NMR (CDCl3) delta 2.50 (s, 1H), 4.20-4.3 (m, 4H), 4.60 (s, 2H), 6.75-6.90 (m, 3H).

As the paragraph descriping shows that 261767-10-6 is playing an increasingly important role.

Reference£º
Patent; H. Lundbeck A/S; US2002/32205; (2002); A1;,
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.,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 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; 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

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.

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. 4.5.21 (3,5-Bis(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanone (D6) White crystal, mp: 171-172 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.19-3.25 (d, J = 17.7 Hz, 1H), 3.69-3.78 (m, 1H), 3.81 (s, 6H), 4.33-4.39 (m, 1H), 4.56-4.60 (d, J = 10.1 Hz, 1H), 5.53-5.56 (m, 2H), 6.81-6.83 (d, J = 7.2 Hz, 2H), 6.89-6.93 (m, 4H), 7.14-7.16 (d, J = 8.7 Hz, 2H), 7.43-7.46 (d, J = 8.1 Hz, 2H), 7.78-7.80 (d, J = 7.8 Hz, 2H). MS (ESI): 445.17 (C26H25N2O5, [M+H]+). Anal. Calcd for C26H24N2O5: C, 70.26; H, 5.44; N, 6.30; O, 18.00. Found: C, 69.87; H, 5.44; N, 6.33., 3663-80-7

As the rapid development of chemical substances, we look forward to future research findings about 3663-80-7

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