Tag: M.W:100-200

A common heterocyclic compound, the benzodioxans compound, name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,cas is 3663-80-7, mainly used in chemical industry, 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. 4.5.29 (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., 3663-80-7

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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

A common heterocyclic compound, the benzodioxans compound, name is 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,cas is 2879-20-1, mainly used in chemical industry, its synthesis 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

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Article; Cheng, Cheng; Liu, Changhui; Gu, Yanlong; Tetrahedron; vol. 71; 42; (2015); p. 8009 – 8017;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime, cas is 31127-39-6, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.

General procedure: To a solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oximes 10 (2.69 g, 15.0 mmol) in THF (70 mL) at room temperature under nitrogen atmosphere, N-chlorosuccinimide (2.40 g, 18.0 mmol) and pyridine (120 muL, 1.50 mmol) were added. After being stirred for 40 min at 60 C, the mixture was cooled to rt and solutions of propargyl alcohol (700 muL, 12.0 mmol) in THF (2 mL) and triethylamine (2.50 mL, 18.0 mmol) in THF (4 mL) were added dropwise successively. After the mixture being stirred at 50 C for 2 h. Saturated NaHCO3 solution was added and the mixture was extracted with ethyl acetate (50 mL ¡Á 3). The organic layers were dried over anhydrous MgSO4 and concentrated. The residue was purified by flash column chromatography (hexane:EtOAc =2:1) to give the isoxazole alcohol 11 (when R2= 2,3-dihydrobenzo[b][1,4]dioxin-6-yl, 1.87 g, 67%). To a solution of thus prepared alcohol 11 (1.16 g, 5.00mmol) in dichloromethane (15 mL) at room temperature, pyridinium chlorochromate (2.16 g, 10.0 mmol) and 4 A molecular sieve (4.00 g) were added. After being stirred for 4 h, the mixture was concentrated and the residue was purified by flash column chromatography (hexane:EtOAc =3:1) to give the building block 3 (when R2= 2,3-dihydrobenzo[b][1,4]dioxin-6-yl, 740 mg, 65%). 1H NMR (500 MHz, CDCl3) delta 9.95 (s, 1H), 7.31 (s, 1H), 7.27 (d, J = 8.0 Hz, 1H), 7.13 (s, 1H), 6.90 (d, J = 8.0 Hz,1H), 4.22-4.27 (m, 4H). Other isoxazole aldehyde derivatives were synthesizedanalogously and identified with the 1H NMR spectroscopy., 31127-39-6

As the rapid development of chemical substances, we look forward to future research findings about 31127-39-6

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Article; Oh, Yoo Na; Kwak, Jumyung; Koh, Hun Yeong; Jung, Sun Ho; Bulletin of the Korean Chemical Society; vol. 33; 12; (2012); p. 4227 – 4230;,
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.

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., 2879-20-1

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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

2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime, cas is 31127-39-6, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.

To a solution of 500mg (2. 13MMOL) 5-BROMOMETHYL-THIOPHENE-2-CARBOXYLIC acid methyl ester and 381mg (2.13mmol) 2,3-dihydro-benzo [1, 4] dioxine-6- carbaldehyde oxime in 2ML dichloromethane were added 2. 0ml 2.2M aqueous sodium hydroxide solution and 902mg (2.55mmol) tertrabutylammonium hydrogen sulfate while vigorously stirring. After 10 minutes another 2. 0ML 2.2M aqueous sodium hydroxide solution and 902mg (2. 55MMOL) tertrabutylammonium hydrogen sulfate were added. This procedure was repeated one more time. After 20 minutes 8ml saturated aqueous bicarbonate solution was added. The aqueous phase was extracted three times with ethyl acetate and the combined organic phases were washed with brine and dried over NA2SO4. The solvent was evaporated and the residue was subjected to silica gel chromatography (hexane/ethyl acetate 4: 1, then 3: 1) to yield 214mg (0. 64MMOL) 5- (2, 3-Dihydro-benzo [1, 4] dioxin-6- ylmethyleneaminooxymethyl) -thiophene-2-carboxylic acid methyl ester; exact MW [M+H] calc’d: 334.07 ; MW found [M+H]: 334.2, 31127-39-6

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Patent; F. HOFFMANN-LA ROCHE AG; WO2004/87693; (2004); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

A common heterocyclic compound, the benzodioxans compound, name is 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,cas is 2879-20-1, mainly used in chemical industry, its synthesis route is as follows.

General procedure: Equimolar quantities of substituted benzaldehyde and 1-(2H-1,3-benzodioxol-5-yl)ethan-1-one or 1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethan-1-one were dissolved in 40% KOH and ethanol. The reactionmixture was then stirred for 10 h and poured into ice-cold water. Theprecipitated product was washed with water, dried, and recrystallizedfrom ethanol.

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

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Article; Parambi, Della Grace Thomas; Oh, Jong Min; Baek, Seung Cheol; Lee, Jae Pil; Tondo, Anna Rita; Nicolotti, Orazio; Kim, Hoon; Mathew, Bijo; Bioorganic Chemistry; vol. 93; (2019);,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

A common heterocyclic compound, the benzodioxans compound, name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,cas is 3663-80-7, mainly used in chemical industry, its synthesis route is as follows.

1. Preparation of ethyl 2-[1-[4-(2,3-dihydrobenzo[b][1,4]dioxin-2-carboxamido)benzyl]-1H-indazol-3-yl]acetate 2,3-Dihydrobenzo[b][1,4]dioxin-2-carboxylic acid (145 mg, 0.80 mmol) was dissolved in dichloromethane (15 mL) and N,N-dimethylformamide (0.10 mL), and in an ice bath, oxalic chloride (153 mg, 1.21 mmol) was added dropwise slowly. Upon completion of the dropwise addition, it was moved to react at room temperature for 3 hours, and concentrated under reduce pressure to obtain 2,3-dihydrobenzo[b][1,4]dioxin-2-formyl chloride as a white solid.

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

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Patent; Zhang, Yan; Zhang, Min; Lo, Hoyin; US2014/303186; (2014); 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.31127-39-6,2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime,as a common compound, the synthetic route is as follows.,31127-39-6

General procedure: A mixture of a’ (10.0 mmol) in CH2Cl2 was stirred at room temperature, NCS (1.60 g, 12.0 mmol) was then added. The resulted mixture was stirred at reflux and propynol (0.56 g, 10.0 mmol) was added dropwise. After 0.5 h, triethylamine (1.01 g, 10 mmol) was added dropwise and refluxed for another 4 h. After cooling, the reaction mixture was washed with water and evaporated under reduced pressure. The obtained residue was purified by silica gel chromatography with petroleum ether/ethyl acetate as eluent to give intermediate b’.

The synthetic route of 31127-39-6 has been constantly updated, and we look forward to future research findings.

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Article; Niu, Chao; Yin, Li; Nie, Li Fei; Dou, Jun; Zhao, Jiang Yu; Li, Gen; Aisa, Haji Akber; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5440 – 5448;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

A common heterocyclic compound, the benzodioxans compound, name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,cas is 3663-80-7, mainly used in chemical industry, its synthesis 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, 3663-80-7

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Patent; NORTHWESTERN UNIVERSITY; KRAINC, Dimitri; SILVERMAN, Richard, B.; ZHENG, Jianbin; (84 pag.)WO2019/27765; (2019); A1;,
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

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

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