Tag: M.W:100-200

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 15 (200 mg, 0.58 mmol), (2,3-dihydrobenzo[b][1,4] dioxin-6-yl) methanamine (250 mg, 1.51 mmol), and DIEA (0.2 mL) in EtOH (1.5 mL) was heated at 155C for 2.5 h in a Biotage microwave reactor then was cooled to room temperature. The mixture was purified by silica gel chromatography (hexane-EtOAc; 50 : 50) to yield 19(230 mg, 84%).1H-NMR (400 MHz, CDCl3) delta: 1H-NMR (chloroform-d):Shift 8.44 (1H, t, J=5.5 Hz), 8.33 (1H, d, J=2.3 Hz), 8.14(1H, d, J=2.3 Hz), 6.80-6.87 (3H, m), 4.63 (2H, d, J=5.6 Hz),4.46 (1H, br s), 4.32 (3H, q, J=7.2 Hz), 4.24 (4H, s), 3.17 (3H,s), 1.71 (6H, s), 1.38 (3H, t, J=7.2 Hz). MS m/z: (ESI) 474.1(M+H)+. HPLC purity 97.1% (4.61 min, method B).

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,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,3663-80-7,Molecular formula: C9H8O4,mainly used in chemical industry, its synthesis route is as follows.,3663-80-7

EXAMPLE 38; Methyl ({4-[4-(2,3-dihydro-1 ,4-benzodioxin-2-ylcarbonyl)piperazin-1 -yl]-6-ethylthieno[2,3- d]pyrimidin-2-yl}thio)acetate EPO To a mixture of 1 ,4-benzodioxan-2-carboxylic acid (0.069 g) in N-methyl pyrrolidinone (2.5 ml_) was added 1 ,1-carbonyldiimidazole (0.062 g). The mixture was placed in a 2 dram screw cap vial and placed in a Lab-Line MAX Q2000 orbital shaker for 1 hour at which time the hydrochloride salt of Example 34 (0.075 g) and diisopropylethylamine (0.05 g) were added. The mixture was placed back in the Lab-Line MAX Q2000 orbital shaker for 18 hours. The mixture was partitioned between brine and ethyl acetate. The layers were separated and the organic layer washed four times with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was chromatographed on silica gel (100 mL) using ethyl acetate as eluent to give 0.0429 g (43percent) of the title compound: 1H NMR (CDCI3) delta 1.36 (t, 3 H), 2.88 (q, 2 H), 3.62-4.1 (m, 13 H), 4.2-4.88 (m, 4 H), 6.84-6.99 (m, 5 H).

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,belong benzodioxans compound

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY LLC; WO2006/100591; (2006); A1;,
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: C8H14ClNO414,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

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)+

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
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

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: A mixture of acetophenone 1 (1a 120 mg, 1.0 mmol), 2 (2a, 216 mg, 2.0 mmol), 3 (3a, 260 mg, 2.0 mmol), TfOH (375 mg, 2.5 mmol) and iodine (25.4 mg, 0.1 mmol) in DMSO (4 mL), the mixture was stirred at 140 C till almost completed conversion of the substrates by TLC analysis, the mixture was quenched with saturation Na2S2O3 solution (50 mL), extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (eluent: petroleum ether/EtOAc=8/1) to afford the product 4 (4a-4x).

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; Zhao, Peng; Wu, Xia; Geng, Xiao; Wang, Can; Wu, Yan-Dong; Wu, An-Xin; Tetrahedron; vol. 74; 32; (2018); p. 4323 – 4330;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 29668-44-8, its synthesis route is as follows.,29668-44-8

EXAMPLE 16 Preparation of 1,4-Benzodioxan-6-carboxylic Acid 1,4-Benzodioxan-6-carboxaldehyde (8.87 g, 54 mmoles), 19.68 g methanol, 50.3 wt percent sodium hydroxide (5.99 g) and 30percent aqueous hydrogen peroxide (5.30 g, 46.8 mmoles) were heated in a 250 mL flask for 17 minutes at 39¡ã-52¡ã C. and 18 minutes at 52¡ã-58¡ã C. oil bath temperature. After the moderate foaming had subsided, 30percent aqueous hydrogen peroxide (13.54 g, 119 mmoles) was added in three roughly equal portions over 22 minutes at 58¡ã-66¡ã C. After a twelve minute hold, two additional portions of 30percent hydrogen peroxide (4.24 g and 5.25 g, total now 28.33 g or 250 mmoles) were added 20 minutes apart. Each addition gave moderate transient oxygen evolution. The mixture was heated and stirred for 55 minutes at 67¡ã-47¡ã C. The solution was cooled and 23.62 g of deionized water was added. Neutral oil (2.12 g, predominantly unreacted starting material) was removed by four methylene chloride extractions totaling 10.1 g. Then the extracted aqueous layer was acidified with 37percent aqueous hydrochloric acid and the resulting pasty slurry was shaken well. Filtration with three 20 g water washes and drying gave white crystals of 1,4-benzodioxan-6-carboxylic acid (6.97 g), m.p. 134.2¡ã-136.7¡ã C.

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

Reference£º
Patent; Rohm and Haas Company; US5530028; (1996); A;,
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.

General procedure: The starting two acids (2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acid and 2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylic acid) shoud be activated by firstly SOCl2: acid (100 mg) and (6-10 mL) was mixed and stirred at reflux 80 ? for 4 hours. The reaction mixture was cooled and evaporated to give reactive acyl chloride obtained as an oil, which would be dissolved in ethyl acetate (5-6 mL) in the next step., 3663-80-7

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; Li, Dong-Dong; Fang, Fei; Li, Jing-Ran; Du, Qian-Ru; Sun, Jian; Gong, Hai-Bin; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry Letters; vol. 22; 18; (2012); p. 5870 – 5875;,
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. 4.5.9 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(4-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone (C9) White crystal, yield mp: 236-237 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.18-3.23(d, J = 16.8 Hz, 1H), 3.72-3.78 (m, 1H), 3.82 (s, 3H), 4.31-4.32 (t, J = 2.7 Hz, 4H), 5.72-5.78 (m, 1H), 7.04-7.11 (m, 5H), 7.22-7.25 (m, 2H), 7.43-7.49 (m, 1H), 7.58 (s, 1H), 7.74-7.76 (d, J = 7.2 Hz, 2H). MS (ESI): 433.15 (C25H22FN2O4, [M+H]+). Anal. Calcd for C25H21FN2O4: C, 69.44; H, 4.89; F, 4.39; N, 6.48; O, 14.80. Found: C, 69.08; H, 4.86; N, 6.49., 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; 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 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: 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 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
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: C8H14ClNO200,mainly used in chemical industry, its synthesis route is as follows.,20197-75-5

To a solution of methyl 2,3-dihydrobenzo[6][l,4]dioxine-6-carboxylate (780 mg, 4.0 mmol) in acetic acid (3 mL) was added dropwise cone. HNO3 (4 mL) while keeping the temperature below 20 0 C and the resulting reaction mixture was warmed to room temperature. After stirring for 1 hr, the mixture was poured onto ice- water with vigorous stirring. The resulting white precipitate was collected by vacuum filtration and dried under reduced pressure to yield methyl 7-nitro-2,3-dihydrobenzo[6][l,4]dioxine-6- carboxylate (889 mg, 92percent). 1H NMR (DMSO-d6, 600 MHz) delta 7.64 (s, IH), 7.30 (s, IH), 4.41-4.38 (m, 4H), 3.80 (s, 3H); MS (ES+) m/z 240. 0 (M+H)+.

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; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; WO2009/151561; (2009); A2;,
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 38 mL pressure-resistant tube, 6-acetyl-1,4-benzodioxane (1.0 mmol), p-toluenesulfonylhydrazide (1.0 mmol), potassium thiocyanate (1.0 mmol), and iodine (2.0) were added. Methyl acetate (0.5 mmol) and 3 mL of DMSO, the mixture was stirred and heated at 130 C for 1 hour, and the reaction was monitored by thin layer chromatography (TLC) until the substrate was completely reacted and the product point was no longer changed. Stop the reaction.After the reaction was cooled to room temperature, it was poured into a saturated Na2S2O3(50 mL) solution, and extracted with EtOAc (50 mL*3). The organic phase was then poured into an Erlenmeyer flask and dried over anhydrous Na2SO4in the organic phase.After distilling off the solvent under reduced pressure, the crude product was purified by column chromatography eluting with petroleum ether and ethyl acetate to give a pale yellow solid. and the total yield 87%

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

Reference£º
Patent; Central China Normal University; Wang Can; Geng Xiao; Wu Yandong; Wu Anxin; (11 pag.)CN110143930; (2019); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem