Month: October 2020

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: 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).

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

Reference£º
Article; Arzumanyan, Ashot V.; Tetrahedron Letters; vol. 58; 50; (2017); p. 4667 – 4671;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 4442-54-0, its synthesis route is as follows.,4442-54-0

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. 4.5.8 (3-(4-Bromophenyl)-5-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C8) Yellow crystal, mp: 226-229 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.19-3.24 (d, J = 16.2 Hz, 1H), 3.74-3.79 (m, 1H), 4.32-4.33 (t, J = 3.0 Hz, 4H), 5.69-5.75 (m, 1H), 7.02-7.10 (m, 3H), 7.23-7.25 (m, 2H), 7.47-7.54 (m, 3H), 7.60 (s, 1H), 7.68-7.71 (d, J = 7.8 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, 59.66; H, 3.75; N, 5.83.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-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

Name is 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 4442-54-0, its synthesis route is as follows.,4442-54-0

General procedure: A mixture of compound 5 (0.13 mmol), the appropriate acid (0.17 mmol), HOBt (0.17 mmol), and EDCI (0.19 mmol) in dry DMF was cooled to 0 ¡ãC under nitrogen atmosphere. To the reaction mixture, triethylamine (0.16 mmol) was added at 0 ¡ãC. The mixture was then stirred at 90 ¡ãC for 12 h. The reaction mixture was cooled and then partitioned between water and ethyl acetate and the organic layer was separated. The aqueous layer was then extracted with ethyl acetate and the combined organic extracts were washed with brine and dried over anhydrous Na2SO4. After evaporation of the organic solvent, the residue was purified by column chromatography to afford the corresponding compounds 1a-l.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

Reference£º
Article; Kim, Hee Jin; Oh, Chang-Hyun; Yoo, Kyung Ho; Bulletin of the Korean Chemical Society; vol. 34; 8; (2013); p. 2311 – 2316;,
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: C8H14ClNO150,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

The 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (9.0 g, 50 mmol) in methanol (50 mL) containing concentrated H2SO4 (5 mL) was refluxed overnight. Water (100 mL) was added, the organic phases were washed with saturated NaCl (100 mL) and dried over Na2SO4, and the solvents were evaporated.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,belong benzodioxans compound

Reference£º
Article; Sun, Juan; Cao, Ning; Zhang, Xiao-Min; Yang, Yu-Shun; Zhang, Yan-Bin; Wang, Xiao-Ming; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4895 – 4902;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

In the atmosphere of nitrogen,Dimethyl dimethyl phosphate (514 mg, 4.15 mmol, 1.5 eq) was dissolved in 5 ml of dry tetrahydrofuran,Cool to -60¡ãC with dry ice/ethanol.Slowly add n-butyllithium (2.2 mL, 2.5 mol/mL)N-hexane solution, 5.54 mmol, 2 eq),The mixture is stirred at this temperature for 30 minutes.A solution of the compound benzodioxane-6-carboxylic acid methyl ester (0402-119) (538 mg, 2.77 mmol, 1 eq) in tetrahydrofuran (1 ml) was slowly added dropwise.The mixture was stirred at -60¡ãC for 1 hour.After the reaction is completed, quenched with saturated aqueous ammonium chloride, using BEthyl acetate was extracted and the organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the target product (2-(Benzo)Dioxane-6-yl)-2-oxoethyl) dimethyl phosphate (754 mg, crude) was a yellow oil.

With the complex challenges of chemical substances, we look forward to future research findings about 20197-75-5,belong benzodioxans compound

Reference£º
Patent; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Weng Yunwo; Qing Yuanhui; Liu Bin; Lin Mingsheng; Wang Yanyan; (126 pag.)CN107383024; (2017); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 4442-53-9, its synthesis route is as follows.,4442-53-9

1,4-Benzodioxan-5-carboxylic acid (120 g) was added in portions at 40¡ã C. to a stirred mixture of hydroxylamine hydrochloride (52 g) and polyphosphoric acid (380 g), then the mixture was heated to an internal temperature of 120¡ã C. The source of heat was removed, and the mixture was stirred vigorously until frothing subsided, then it was stirred at 165¡ã C. for 90 minutes, cooled to 80¡ã C., added to an excess of ice-water, and basified by the addition of 5M aqueous sodium hydroxide solution. The product was extracted into ethyl acetate (6*500 ml), the extracts were dried (MgSO4), and the solvent removed in vacuo. The residue was dissolved in ethyl acetate (800 ml), and the cloudy solution was filtered then saturated with hydrogen chloride. The resulting solid was collected by filtration, washed with ethyl acetate, and dried in vacuo at ambient temperature to give 1,4-benzodioxan-5-amine monohydrochloride as a buff solid (65.9 g).

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid

Reference£º
Patent; Knoll Aktiengesellschaft; US6114334; (2000); A;,
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

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. 4.5.10 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(3-fluorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (C10) White crystal, mp: 105-107 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.19-3.24 (d, J = 16.2 Hz, 1H), 3.65-3.73 (m, 1H), 4.32 (t, J = 2.1 Hz, 4H), 5.72-5.78 (m, 1H), 6.78 (s, 1H), 6.95-7.09 (m, 3H), 7.23-7.26 (m, 1H), 7.44-7.53 (m, 4H), 7.57 (s, 1H), 7.62-7.65 (d, J = 8.4 Hz, 2H). MS (ESI): 403.14 (C24H20FN2O3, [M+H]+). Anal. Calcd for C24H19FN2O3: C, 71.63; H, 4.76; F, 4.72; N, 6.96; O, 11.93. Found: C, 71.37; H, 4.74; N, 6.98.

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

(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, cas is 17413-10-4, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,17413-10-4

To a 500 mL three-necked flask was added 42 g of compound 7b, 400 g of N-methylmorpholine and 250 mL of DCM, stirred for 10 min,Ice bath cooling to l C; start slowly dropping 38g pivaloyl chloride, control the internal temperature is not higher than 20 C, after the drop, the roomTemperature stirring reaction, TLC in the control, after the end of the reaction, with 100mL 0.5N dilute hydrochloric acid to adjust the pH value to 6 ~ 7, liquid, organic phase100mL washed twice, 15g yuan powder drying, pumping, concentrated under reduced pressure, petroleum ether beating, suction filtration, vacuum drying to get 55g compound6b, purity: 99.1%, yield 86%

17413-10-4 is used more and more widely, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

Reference£º
Patent; Astatech (Chengdu) Pharm. Co., Ltd.; Chen, Xing; Wang, Gang; Luo, Jianye; Tang, Jian; Chen, Jiachang; Chen, Tao; Yang, Youzhe; (15 pag.)CN106366089; (2017); 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: The initial carbonyl compound (50mmol) was dissolved/suspended in ethanol (50mL) and magnetically stirred with thiosemicarbazide (50mmol) and catalytic amounts of acetic acid for 8-24hat room temperature. The obtained thiosemicarbazone was filtered, washed with the appropriate solvent (n-hexane, petroleum ether or diethyl ether) and dried under vacuum. Ethyl-bromoacetate (50mmol) was added to a suspension of the intermediate thiosemicarbazone (50mmol) and sodium acetate (50mmol) in methanol (50mL) and the resulting mixture stirred at room temperature for 24-48h. The obtained crude 4-thiazolidinone was poured on ice, filtered or extracted with chloroform (3¡Á30mL) and purified by chromatography (SiO2, ethyl acetate/n-hexane 1/2) to give compounds 1a-58a in high yields. The product (50mmol) was dissolved/suspended in 50mL of anhydrous acetone in the presence of anhydrous potassium carbonate (50mmol), and reacted with equimolar amounts of benzyl bromide for 24-48h. The mixture was poured on ice, filtered or extracted with chloroform (3¡Á50mL) and purified by column chromatography (SiO2, ethyl acetate/n-hexane 1/3) in order to obtain compounds 1b-58b in high yield as previously reported [25,26].

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; Carradori, Simone; Bizzarri, Bruna; D’Ascenzio, Melissa; De Monte, Celeste; Grande, Rossella; Rivanera, Daniela; Zicari, Alessanda; Mari, Emanuela; Sabatino, Manuela; Patsilinakos, Alexandros; Ragno, Rino; Secci, Daniela; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 274 – 292;,
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.

3663-80-7, General procedure: The dipeptides after appropriate deprotection and the amino acid methyl esters were coupled with 1,4-benzodioxane-2-carboxylic acid using DCC as acoupling reagent and TEA as a base in different reaction conditions like microwave, sonication, refluxing and conventional methods to give the desired products (2a-2e) (Scheme-2).

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; Malipeddi, Himaja; Gowda, Visruth; Das, Moonjit; Indian Journal of Heterocyclic Chemistry; vol. 25; 2; (2015); p. 113 – 118;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem