Day: October 15, 2020

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

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

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

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,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 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

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