Category: benzodioxans

2879-20-1, 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A series of sixteen novel 1, 4-benzodioxane-based thiosemicarbazones(3a-p) was synthesized by reacting appropriatethiosemicarbazide (1a-p) (5 mmol) and 1, 4-benzodioxan-6-ylmethyl ketone (2) (5 mmol) in methanol (15 mL) using glacialacetic acid (1e2 drops) as catalyst. Reflux at 80 C for 6 h wascarried out and the product formation and the reaction completion were examined by thin layer chromatography. Upon completion,the reaction mixturewas allowed to cool at r.t and the solid productwas collected by suction filtration followed by washing with hotmethanol and then dried in vacuum. Finally, the target thiosemicarbazonesderivatives were recrystallized from chloroformmethanolmixture (1:1) in good to excellent yields. The X-raymeasurements were read by mounting a 3m single crystal on agreased MiTe Gen loop and was inspected through thediffractometer (Bruker D8 Venture APEX diffractometer) at 296 (2)K by means of graphite-monochromated MoeK a radiation(l 0.71073 A); diffractometer was complimented with an areadetector (Photon 100 CCD) along with a cooler (Oxford Cryostream).APEX-II software was used to collect Data [41] and SAINTwas operated for integration [42] The SADABS (multi-scanapproach) was used for correction in absorption [43]. and intrinsicphasing (SHELXT)was employed to the solve the structure [44]. Fullleast squares refinement of all detected reflections were used todetermine the final cell constants and assign positions of all atomsother than H to the consequential difference maps via refinementagainst F2. Whereas H atoms were assigned location and addedagainst F2 and were refined by riding model. SHELXL-97 wasimplemented to refine anisotropically [45]. The CCDC (CSD depositionnumbers 1874544) of the structure has been deposited. Thedetailed characterization of compounds 3a e 3p are given insupporting informations.

The synthetic route of 2879-20-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Shehzad, Muhammad Tariq; Khan, Ajmal; Islam, Muhammad; Hameed, Abdul; Khiat, Mohammed; Halim, Sobia Ahsan; Anwar, Muhammad U.; Shah, Syed Raza; Hussain, Javid; Csuk, Rene; Khan, Samra; Al-Harrasi, Ahmed; Shafiq, Zahid; Journal of Molecular Structure; vol. 1209; (2020);,
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.2879-20-1,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,as a common compound, the synthetic route is as follows.

General procedure: In a typical reaction, acetophenone (0.4 mmol) and I2 (0.4 mmol)was stirred in DMSO (1 mL) at 60C for 6 h. After the mixture was cooled to room temperature and subsequently, 2-methylindol(0.2 mmol), sesamol (0.2 mmol) were added to the reaction solutionalong with PTSA (0.04 mmol, 20 mol %). The mixture was then stirred at 80C for 3 h. At the end of the reaction,water (10 mL)was added and then extracted with EtOAc (310 mL). The acquired organic phase was combined and dried with anhydrous Na2SO4.The volatile components were removed under reduced pressure.The product was obtained by isolation with preparative TLC (elutingsolution: petroleum ether/dichloromethane1/2 (v/v)). Tests for substrate scope and the reaction of using other nucleophiles were all performed according to an analogous procedure. Whena 10 mmol scale reaction was conducted, the product was isolated by silica column chromatography.

2879-20-1 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone 76143, abenzodioxans compound, is more and more widely used in various.

Reference£º
Article; Cheng, Cheng; Liu, Changhui; Gu, Yanlong; Tetrahedron; vol. 71; 42; (2015); p. 8009 – 8017;,
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.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a stirred solution of l,4-benzodioxane-2-carboxylic acid (9.0 g, 50 mmol), HATU (19.0 g, 50 mmol) and DIPEA (35 mL) in DMF (100 mL) was added (R)-1-phenylethanamine (6.4 mL, 50 mmol) at 22 ¡ãC, and the mixture was allowed to stir at 22 ¡ãC for 16 hrs. Water (200 mL) was added, and the mixture was stirred at 22¡ãC for 10 hrs. The aqueous layer was decanted, and the sticky residue was washed with water carefully, dried, and purified by flash chromatography to give (R)-N-((R)-l-phenylethyl)-2,3-dihydrobenzo [bj [1 ,4j dioxine-2-carboxamide (2) 5.3 g (37 percent) and (S)-N-((R)- 1 -phenylethyl)-2,3 – dihydrobenzo[bj[1,4jdioxine-2-carboxamide (3) 5.7 g (40 percent). 2: ?H NMR (500 MHz, CDC13) 7.40?7.26 (m, 5H), 6.96 ? 6.84 (m, 4H), 6.79 (d, J= 7.2 Hz, 1H), 5.22?5.10 (m, 1H), 4.64 (dd, J= 7.5, 2.6 Hz, 1H), 4.56 (dd, J= 11.4, 2.6 Hz, 1H), 4.17 (dd, J= 11.4, 7.6 Hz, 1H), 1.47 (d, J= 6.9 Hz, 3H). ?3C NMR (125 MHz, CDC13) 166.1, 143.3, 142.4, 141.6, 128.8, 127.6, 126.2, 122.4, 121.9, 117.6, 117.1, 73.1, 65.5, 48.6, 21.7. APCI-MS mlz: 284 (M+H)t 3: ?H NMR (500 MHz, CDC13) 7.38 ? 7.27 (m, 3H), 7.26 ? 7.21 (m, 2H), 7.05 ?7.00 (m, 1H), 6.99 ? 6.92 (m, 3H), 6.85 (d, J = 6.7 Hz, 1H), 5.29 ? 5.20 (m, 1H), 4.77 (dd, J =7.3, 2.6 Hz, 1H), 4.59 (dd, J= 11.4, 2.7 Hz, 1H), 4.22 (dd, J= 11.4, 7.3 Hz, 1H), 1.61 (d, J= 6.9Hz, 3H). ?3C NMR (125 MHz, CDC13) 166.2, 143.3, 142.5, 141.5, 128.7, 127.4, 125.8, 122.5,121.9, 117.7, 117.1, 73.2, 65.4, 48.4, 21.9. APCI-MS mlz: 284 (M+H)t

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

Reference£º
Patent; NORTHWESTERN UNIVERSITY; KRAINC, Dimitri; SILVERMAN, Richard, B.; ZHENG, Jianbin; (84 pag.)WO2019/27765; (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 235, N-(2-chloro-5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)phenyl)-2-methylquinoline-6-carboxamide[00326] To a suspension of 2,3-dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (1 .271 g, 7.06 mmol) in dry DCM (20 mL), DMF (1 .234 muIota, 0.016 mmol) and oxalyl chloride (0.651 mL, 7.70 mmol) were added dropwise and the resulting green solution was allowed to stir at 20 ¡ãC for 3 hours after which it was concentrated under vacuum to afford a dry pale green solid. The solid was dissolved in pyridine (20.00 mL) and Lambda/-(5- amino-2-chlorophenyl)-2-methylquinoline-6-carboxamide (2.00 g, 6.42 mmol) was added in one portion. The resulting dark yellow suspension was allowed to stir for 2 hours after which it was poured onto water and the yellow precipitate was filtered and washed several times with water, Et20 and finally with a minimum amount of DCM to afford the crude product as a pale yellow solid which does not require further purification (1 .86 g, 61 percent). 1H-NMR (500 MHz, DMSO): delta 10.31 (s, 1 H), 10.27 (s, 1 H), 8.63 (d, J = 1 .47 Hz, 1 H), 8.43 (d, J = 8.81 Hz, 1 H), 8.25 (dd, J = 8.81 , 2.20 Hz, 1 H), 8.14 (d, J = 2.20 Hz, 1 H), 8.04 (d, J = 8.81 Hz, 1 H), 7.75 (dd, J = 8.81 , 2.94 Hz, 1 H), 7.58-7.49 (m, 4H), 7.00 (d, J = 8.81 Hz, 1 H), 4.37-4.26 (m, 4H), 2.71 (s, 3H). HRMS (ESI+): Found [M+H]+474.1210 C26H21ClN3O4 requires 474.1215.

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.2879-20-1,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,as a common compound, the synthetic route is as follows.

General procedure: 1a-j (0.0299 – 0.0532 g, 0.299 mmol, 1 eq.), 2a-d (0.0166 – 0.228 g, 0.224 mmol, 0.75 eq.), FeCl3 (0.0145 g, 0.0897 mmol, 0.3 eq.), (NH4)2S2O8 (0.1363 g, 0.598 mmol, 2 eq.), and DCE / CCl4 (0.75 mL, 1 / 1) were stirred in Schott culture tubes (H ¡Á diam. 160 mm ¡Á 16 mm) at 120 C for 3 h. Further, after adding a solution of 2a-d (0.055 – 0.0763, 0.0748 mmol, 0.25 eq.) and DCE / CCl4 (0.08 mL, 1 / 1), the reaction mixture was stirred at 120 C for 3 h (3 times at 3-hour intervals). Next it was stirred at 120 C for 12 h. The yields of 3a-f,a-d were determined by 1H NMR (CDCl3) after the filtration of the reaction mass through a thin pad (0.4 – 0.5 cm) of silica gel (0.015 – 0.040 mm) using 20 mL of DCM and evaporation of solvent in vacuum. Products 3c,b and 3d,a-d were isolated by gradient flash chromatography (eluent: petroleum ether / ethyl acetate).

The synthetic route of 2879-20-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Arzumanyan, Ashot V.; Tetrahedron Letters; vol. 58; 50; (2017); p. 4667 – 4671;,
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

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. 4.5.29 (3-(4-Bromophenyl)-5-(2-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanone (D14) White crystal, mp: 199-201 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.21-3.27 (m, 1H), 3.82-3.88 (m, 1H), 4.45-4.66 (m, 2H), 5.61-5.66 (m, 1H), 5.80-5.84 (m, 1H), 6.86-6.88 (m, 3H), 7.02-7.23 (m, 4H), 7.47 (m, 3H), 7.74-7.77 (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, 59.72; H, 3.75; N, 5.83.

The synthetic route of 3663-80-7 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

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

General procedure: The benzoic acid was mixed with SOCl2. The mixture was heated at reflux for 2 h. The solvent was evaporated in vacuo. The solid was dissolved in DCE (20 mL) and the mixture was concentrated in vacuo. This afforded the acid chloride, which was immediately used in the crude form.

4442-54-0 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid 2758833, abenzodioxans compound, is more and more widely used in various.

Reference£º
Article; Wijtmans, Maikel; Maussang, David; Sirci, Francesco; Scholten, Danny J.; Canals, Meritxell; Mujic?-Delic?, Azra; Chong, Milagros; Chatalic, Kristell L.S.; Custers, Hans; Janssen, Elwin; De Graaf, Chris; Smit, Martine J.; De Esch, Iwan J.P.; Leurs, Rob; European Journal of Medicinal Chemistry; vol. 51; (2012); p. 184 – 192;,
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.2879-20-1,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,as a common compound, the synthetic route is as follows.

General procedure: 1a-j (0.0299 – 0.0532 g, 0.299 mmol, 1 eq.), 2a-d (0.0166 – 0.228 g, 0.224 mmol, 0.75 eq.), FeCl3 (0.0145 g, 0.0897 mmol, 0.3 eq.), (NH4)2S2O8 (0.1363 g, 0.598 mmol, 2 eq.), and DCE / CCl4 (0.75 mL, 1 / 1) were stirred in Schott culture tubes (H ¡Á diam. 160 mm ¡Á 16 mm) at 120 C for 3 h. Further, after adding a solution of 2a-d (0.055 – 0.0763, 0.0748 mmol, 0.25 eq.) and DCE / CCl4 (0.08 mL, 1 / 1), the reaction mixture was stirred at 120 C for 3 h (3 times at 3-hour intervals). Next it was stirred at 120 C for 12 h. The yields of 3a-f,a-d were determined by 1H NMR (CDCl3) after the filtration of the reaction mass through a thin pad (0.4 – 0.5 cm) of silica gel (0.015 – 0.040 mm) using 20 mL of DCM and evaporation of solvent in vacuum. Products 3c,b and 3d,a-d were isolated by gradient flash chromatography (eluent: petroleum ether / ethyl acetate).

The synthetic route of 2879-20-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Arzumanyan, Ashot V.; Tetrahedron Letters; vol. 58; 50; (2017); p. 4667 – 4671;,
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

Example 12,3-dihydro-1,4-benzodioxine-2-carboxylic acid (0.38 mol; 68.51 g) and tetrahydrofuran (500 ml) were charged and contents were stirred at 20-25¡ã C. for 5-10 min to get a clear solution. N,N-carbonyl diimidazole (0.407 mol; 66.28 g) along with tetrahydrofuran (500 ml) was added to the solution and stirring continued at 20-25¡ã C. for 2 hr to obtain solution A.In another round bottom flask, 6,7-dimethoxy-2-(piperazin-1-yl)quinazolin-4-amine (0.346 mol; 100 g) and tetrahydrofuran (1000 ml) were charged and stirred at 26-28¡ã C. for 5-10 min to obtain a slurry.Solution A was added dropwise within 2-2.5 hr at 25-28¡ã C. to the slurry.The reaction was monitored by HPLC.To the resulting clear reaction mass charcoal was added and contents were stirred at 26-28¡ã C. for 45 min.The contents were filtered through celite and washed with tetrahydrofuran.The solvent was distilled out at 35¡ã C. under reduced pressure to obtain solid residue.Acetone (1000 ml) was added to the solid and contents were refluxed for 2 hr.On cooling to 25-28¡ã C., the slurry was filtered, washed with acetone and dried at 60¡ã C. under reduced pressure to obtain 110 g of doxazosin base (HPLC purity -99.4percent).

3663-80-7 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 2735450, abenzodioxans compound, is more and more widely used in various.

Reference£º
Patent; CIPLA LIMITED; US2012/41199; (2012); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem