Month: November 2020

Name is Methyl 1,4-Benzodioxan-6-carboxylate, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 20197-75-5, its synthesis route is as follows.,20197-75-5

will be 1, 4 – benzene and dioxane -6 – methyl formate (26.0g, 133 . 9mmol) by adding acetic acid (150 ml) in, stirring to dissolve, dropping fuming nitric acid (51 ml), canada finishes, heating up to 70 ¡ãC stirring 1 hour. Cooling to room temperature, concentrated under reduced pressure, for 5percent of sodium hydroxide aqueous solution to adjust the pH to 7, adding ethyl acetate, the organic phase after the water washing, drying, concentration, be 7 – nitro – 2, 3 – dihydrobenzo [b] [1, 4] dioxin -6 – carboxylic acid methyl ester (31.1g, 97percent).

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

Reference£º
Patent; Shanghai Huilun Life Technology Co., Ltd.; Cheng Jianjun; Qin Jihong; (25 pag.)CN104557955; (2017); B;,
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

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.

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

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/99202; (2004); 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]dioxine-2-carboxylic acid, and cas is 3663-80-7, its synthesis route is as follows.,3663-80-7

2,3-Dihydrobenzo[b][1,4]dioxin-6-carboxylic acid (or 2,3-dihydrobenzo[b][1,4]dioxin-2-carboxylic acid) (1 mmol) and 98percent H2SO4 (1 ml) in ethanol (20 mL) were refluxed at 80 ¡ãC for 5 h. While the reaction completed, 80percent hydrazine hydrate (2 mmol) was added and then the solution was refluxed at 80 ¡ãC for another 5 h. While the reaction completed, the ethanol was evaporated. The separated solid was filtered, washed with cold ethanol and dried to obtain white solid Bb.

With the complex challenges of chemical substances, we look forward to future research findings about 3663-80-7,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

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

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. 4.5.27 (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)(5-(3-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone (D12) White crystal, mp: 174-176 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.12-3.17 (m, 1H), 3.68-3.79 (m, 1H), 3.84 (s, 3H), 4.31-4.35 (m, 1H), 4.54-4.58 (m, 1H), 5.75-5.81 (m, 2H), 6.88-6.96 (m, 4H), 7.01 (s, 1H), 7.07-7.11 (m, 4H), 7.46-7.50 (m, 1H), 7.75-7.78 (d, J = 7.5 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, 69.05; H, 4.88; N, 6.50.

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; 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

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

Preparation of Compound 160, N-(4-bromo-3-nitrophenyl)-2,3- dihydrobenzo[b][1,4]dioxine-6-carboxamide[00212] Oxalyl chloride (0.282 mL, 3.33 mmol) was added drop-wise to a solution of 1 ,4-benzodioxane-6-carboxylic acid (500 mg, 2.78 mmol) and DMF (5.37 mu, 0.069 mmol) in dry DCM (7 mL). The reaction was allowed to stir at room temperature for 2 h before the reaction mixture was concentrated, anhydrous DCM (7 mL) was added and concentrated again. The resulting residue was re-dissolved in anhydrous DCM (3 + 3 +1 mL) and added drop-wise to a solution of 4-bromo-3-nitroaniline (602 mg, 2.78 mmol) and pyridine (0.449 mL, 5.55 mmol) in dry DCM (7 mL). The reaction was left to stir at room temperature for 18 h. The reaction mixture was concentrated and the resulting solid suspended in MeOH, diluted with water and then isolated by filtration. The solid was washed with water to afford the title compound as a pale yellow solid (1 .01 g, 96percent).1H NMR (500 MHz, DMSO-d6) delta 10.54 (s, 1 H), 8.55 (d, J = 2.5 Hz, 1 H), 7.97 (dd, J = 8.8, 2.5 Hz, 1 H), 7.88 (d, J = 8.8 Hz, 1 H), 7.55 (d, J = 2.1 Hz, 1 H), 7.52 (dd, J = 8.5, 2.2 Hz, 1 H), 7.02 (d, J = 8.4 Hz, 1 H), 4.40 – 4.19 (m, 4H). HRMS (ESI+): calcd forC15H1279BrN205 (M + H)+, 378.9930; found 378.9920., 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; 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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO61,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

Example-8Preparation of 2,3-dihydro-benzo[1,4]dioxin-6-yl-methylamine hydrochloride 242.0 g of Methanolic ammonia [as 100% w/w by chemical assay] [Note: as chemical assay: 23.0% w/w, volume 1350.0 ml] and 30.0 g (0.183 mol) of 1,4-benzodioxan-6-carboxaldehyde were charged into a 2.0 L 4 necked round bottom flask, connect to a mechanical stirrer, thermo meter socket and condenser at 20-30 C. Stirred the mass for 20-30 min at 20-30 C. After dissolution is clear. Reaction mass was charged into a 2.0 L hydrogenator kettle at 20-30 C. 30.0 g of Raney Nickel (with Methanol dried) was charged under nitrogen atmosphere. Kettle was fitted to the hydrogenator. Nitrogen atmosphere was removed in Hydrogenator kettle with hydrogen gas by slowly flushing. Hydrogen gas was feeded upto 50-55 psi in hydrogenation kettle under oscillation. Maintained the hydrogen gas pressure (50-55 psi) till the hydrogen gas consumption is stopped. Reaction mass temperature was raised to 40-45 C. After hydrogen gas consumption is stooped at 45-50 C. Reaction mass temperature was cooled to 25-30 C. Maintained the hydrogen gas pressure at 50-55 psi for till the hydrogen gas consumption is stopped (about 90-120 min) Raney nickel was filtered through hyflow bed under nitrogen atmosphere. Raney Nickel was washed with 300.0 ml of methanol under nitrogen atmosphere. Filterate was collected into a flask. Methanol was distilled completely under vacuum at mass temperature not crossing 55 C. Mass temperature was cooled to 40-45 C. and release the vacuum. 50.0 ml of isopropyl alcohol was added. Reaction mass pH was adjusted to 0.5+/-0.25 with IPA HCl. Maintained the mass temperature at 25-30 C. for 60-90 min under stirring. Solid was filtered and solid was washed with 20.0 ml of isopropyl alcohol. Compound was dried under vacuum at 40+/-5 C. Dry compound weight: 31.0 g (yield: 84.1%).Spectral data:FT-IR (K Br) (cm-1): 3447.6, 2977.6, 2870.0, 1594.5, 1506.6, 1474.0, 1285.8, 1077.7, 1051. 735.2, 617.9, 472.0MS: 202.6 [M+1]

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
Patent; Natco Pharma Limited; US2010/298351; (2010); 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.

1, 4 – benzene and dioxane -6 – formic acid (25.0g, 139mmol) dissolved in methanol (180 ml) in, concentrated sulfuric (17.5 ml), heated to 70 ¡ãC stirring 5 hours. Cooling to room temperature, concentrated under reduced pressure, for 5percent of sodium hydroxide aqueous solution to adjust the pH to the alkaline, extracted with ethyl acetate, dried, concentrated to obtain 1, 4 – benzene and dioxane -6 – methyl formate (white solid 26.8g, 99percent)., 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; Shanghai Huilun Life Technology Co., Ltd.; Cheng Jianjun; Qin Jihong; (25 pag.)CN104557955; (2017); B;,
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

1,4-Benzodioxane-6-carboxylic acid (4.5g, 25 mmol) was refluxed in thionyl chloride (25ml) for 3hr, the solution was then evaporated to dryness to give l,4-benzodioxin-6- carbonyl chloride as a pale solid 4.9g (yield: 100percent).

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
Patent; TRAGEX PHARMA; HADJ-SLIMANE, Reda; GARBAY, Christiane; WO2012/156289; (2012); A1;,
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

To a solution of Example 23B (40mg, 0.140 mmol) in N,N-dimethylformamide (0.8 mL) were added 2,3-dihydrobenzo[Z?][l ,4]dioxine-2-carboxylic acid (27.8 mg, 0.155 mmol), 1- [bis(dimethylamino)methylene]- lH-l,2,3-triazolo[4,5- ?]pyridinium 3-oxid hexafluorophosphate (HATU, 58.8 mg, 0.155 mmol), and NN-diisopropylethylamine (0.074 mL, 0.421 mmol) at room temperature. The reaction mixture was stirred for 1 hour at room temperature. The mixture was purified by preparative HPLC [Waters XB ridge? C18 5 muiotaeta OBD? column, 30 x 100 mm, flow rate 40 mL/minute, 5-100percent gradient of acetonitrile in buffer (0.1 percent trifluoroacetic acid in water)] to give the title compound.(45mg, 0.101 mmol, 71.7 percent yield). H NMR (501 MHz, DMSO-ifc) delta ppm 8.78 (s, 1H), 8.70 (s, 1H), 7.47 (t, J = 8.9 Hz, 1H), 7.05 (dd, J = 11.3, 2.9 Hz, 1H), 6.97 – 6.92 (m, 1H), 6.87 – 6.80 (m, 4H), 4.67 (dd, J = 6.5, 2.7 Hz, 1H), 4.45 (s, 2H), 4.31 (dd, J = 11.6, 2.7 Hz, 1H), 4.12 (dd, J = 11.6, 6.5 Hz, 1H), 2.24 (s, 6H); MS (ESI+) m/z 464 (M+NH4)+.

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
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; TONG, Yunsong; XU, Xiangdong; CHUNG, Seungwon; ZHANG, Qingwei, I.; SHI, Lei; MURAUSKI, Kathleen; DART, Michael, J.; RANDOLPH, John, T.; (238 pag.)WO2019/90085; (2019); 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.

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. 4.5.14 (3-(4-Bromophenyl)-5-(2-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C14) White crystal, mp: 140-141 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.23-3.29 (d, J = 17.1 Hz, 1H), 3.80-3.87 (m, 1H), 4.35-4.37 (t, J = 3.9 Hz, 4H), 5.63-5.69 (m, 1H), 6.90-6.96 (m, 2H), 7.11 (m, 1H), 7.33-7.35 (d, J = 6.6 Hz, 1H), 7.47-7.50 (m, 4H), 7.59 (s, 1H), 7.66-7.69 (d, J = 8.4 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, 59.72; 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