Day: November 16, 2020

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

A solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (20 mg, 0.11 mmol), Example 13 Part E compound (20 mg, 0.083 mmol), HOAt (20 mg, 0.147 mmol), EDCl (40 mg, 0.21 mmol), and DIPEA (40mg, 0.31 mmol) in DMF (1 mL) was stirred at 25¡ã C. for 18 h. The reaction mixture was concentrated in vacuo, and the residue was purified by preparative HPLC (Phenomenex AXIA 5u C18 30.x.100 mm column; detection at 220 nm; flow rate=40 mL/min; continuous gradient from 30percent A to 100percent B over 10 min+1 min hold time at 100percent B, where A=90:10:0.1 H2O:MeOH:TFA and B=90:10:0.1 MeOH:H2O:TFA) to give the title compound (8.2 mg, 24percent yield) as a white solid. [M+H]+=413.3; 1H NMR (400 MHz, CDCl3) delta 1.29 (t, J=7.03 Hz, 6 H), 3.27-3.36 (d, J=21.09 Hz, 2 H), 4.06-4.16 (m, 4 H), 4.28-4.37 (m, 4 H), 6.94 (d, J=3.52 Hz, 1 H), 6.99 (d, J=8.35 Hz, 1 H), 7.64-7.71 (m, 2 H).

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
Patent; Bristol-Myers Squibb Company; US2008/9465; (2008); A1;,
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) Synthesis of Compound k (0145) A mixed solution of the compound j (1.5 g) and sulfuric acid (2.0 ml)/methanol (17 ml) was introduced into an eggplant-shaped flask and heated overnight to reflux. The reaction solution was extracted with ethyl acetate. Then, the extract was washed with saturated saline, dehydrated with sodium sulfate, and concentrated. The concentrate was purified by silica gel column chromatography (Wakosil? C-300) using hexane-ethyl acetate as an eluent. Thus, the compound k was obtained (yield: 1.69 g; yield rate: 52percent).

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

Reference£º
Patent; RIKEN; Nakano, Takeshi; ASAMI, Tadao; OSADA, Hiroyuki; (31 pag.)US2017/305886; (2017); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

General procedure: Following procedure B as those described in Schemes 1 or 2 compounds of formulae (Ia) or (Ib) can be prepared in the conditions described below: The appropriate amine (ex: 1 -(2,3-dihydro- 1 ,4-benzodioxin-6-yl)methanamine) (1 eq) was added to a mixture of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide chloridric salt (3 eq), diisopropylethylamine (5 eq) and the appropriate acid (VIa) or (VIb) (ex: 4-((7-chloroisoquinolin-1-yl)amino)benzoic acid) (1 eq) in dimethylformamide and the mixture was heated under microwave conditions (600 W) for 10 mm. After consumption of starting materials, the reaction mixture was diluted with water and extracted in ethyl acetate (2x). The combined organic extract was washed with brine solution followed by water and the resulting organic layer was dried over anhydrous sodium sulphate and concentrated. Thecrude was purified by flash column chromatography (dichloromethane/methanol) to afford desired amide compounds (VIla) or (VIIb) (ex: 4-((7-chloroisoquinolin-1-yl)amino)-N- ((2,3-dihydrobenzo [b] [1 ,4]dioxin-6-yl)methyl)benzamide (Example 5).

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

Reference£º
Patent; MINORYX THERAPEUTICS S.L.; GARCIA COLLAZO, Ana Maria; MARTINELL PEDEMONTE, Marc; CUBERO JORDA, Elena; BARRIL ALONSO, Xavier; RODRIGUEZ PASCAU, Laura Pilar; (136 pag.)WO2018/122746; (2018); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to benzodioxans compound, name is Methyl 1,4-Benzodioxane-2-carboxylate, and cas is 3663-79-4, its synthesis route is as follows.,3663-79-4

0.5 mol methyl1,4-benzodioxan-2-carboxylate, 0.75 mollithium hydroxide were added to 200 mL tetrahydrofuran and 200 mL H2O.The mixture was stirredat room temperature for 4 hours. Tetrahydrofuran was evaporated underreduced pressure, and then the residue acidified with diluted hydrochloric acidand extracted with dichloromethane. The organic layers washed with water, driedover anhydrous sodium sulfate, after evaporating to dryness under reducedpressure, to give 2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylicacid.

With the complex challenges of chemical substances, we look forward to future research findings about 3663-79-4,belong benzodioxans compound

Reference£º
Article; Wang, Songlin; Chen, Yin; Zhao, Song; Xu, Xiangqing; Liu, Xin; Liu, Bi-Feng; Zhang, Guisen; Bioorganic and Medicinal Chemistry Letters; vol. 24; 7; (2014); p. 1766 – 1770;,
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. 4.5.15 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(2-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone (C15) White crystal, mp: 173-175 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.18-3.24 (d, J = 16.8 Hz, 1H), 3.71-3.81 (m, 1H), 3.85 (s, 3H), 4.49-4.51 (t, J = 5.1 Hz, 4H), 5.67-5.69 (m, 1H), 6.91-6.99 (m, 4H), 7.07-7.11 (d, J = 8.7 Hz, 1H), 7.42-7.47 (m, 3H), 7.59 (s, 1H), 7.75-7.78 (d, J = 8.7 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, 69.01; H, 4.86; N, 6.48.

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

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

General procedure: A mixture of compound 9 or 10 (0.11 mmol), O-(7-aza-1H-benzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (0.21mmol), and N,N-diisopropylethylamine (0.54 mmol) in dry DMF (1.5 mL) was stirred at 0 ¡ãC for 30 min. The appropriate acid (0.16 mmol) was then added. After stirring at room temperature for 1-4 h, the reaction mixture was diluted with saturated aqueous NaHCO3, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with EtOAc-hexane (1:1 to 1:3) to afford the corresponding compounds 11a-o and 12a-c.

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

Reference£º
Article; Koh, Eun Jeong; El-Gamal, Mohammed I.; Oh, Chang-Hyun; Lee, So Ha; Sim, Taebo; Kim, Garam; Choi, Hong Seok; Hong, Jun Hee; Lee, Sang-Gi; Yoo, Kyung Ho; European Journal of Medicinal Chemistry; vol. 70; (2013); p. 10 – 21;,
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.,2879-20-1

2-(2,3-dihydrobenzo[b] [l,4]dioxin-6-yl)acetic acid (S10-2).; A mixture of 1 ,4- benzodioxan-6-yl methyl ketone (SI 0-1; 5.5 g, 30.9 mmol), sulfur (1.98 g, 61.8 mmol) and morpholine (6.73 g, 6.76 mL, 77.3 mmol) was refluxed at 140C for 14 h. After cooling to rt, the reaction mixture was diluted with 150 mL of CH2C12, transferred to a seperatory funnel and washed with 25 mL of ice-cold brine. The aqueous layer was further extracted with CH2C12 (2 x 75 mL). The organic layers were combined, dried with Na2S04, and filtered. Activated charcoal was added to the filtrate and after several minutes was filtered and concentrated to give 12.7 g of a brown oil. A mixture of this in 75 mL of 10% KOH (ag.) was refluxed for 12h. After cooling the reaction mixture was transferred to a seperatory funnel and washed with ether (30 mL), The aqueous layer was acidified with 6N HC1 (~25 mL) to pH 2 and extracted with CH2C12 (4 x 100 mL). The organic layers were combined, washed with distilled water (100 ml), dried with Na2S04 and filtered. This was treated with charcoal, filtered, and solvent removed under reduced pressure and the resulting residue was purified by chromatography (hexane:EtOAc, 90:10 to 70:30) to give 3.90 g (65%) of S10-2. 1H NMR (500 MHz, CDC13) delta 6.80-6.82 (m, 2H), 6.74 (dd, J= 2.0, 8.2 Hz, 1H), 4.24 (s, 4H), 3.53 (s, 2H); MS (ESI) m/z 195.1 [M+H]+.

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
Patent; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; CHIOSIS, Gabriela; TALDONE, Tony; SUN, Weilin; WO2011/44394; (2011); 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. 4.5.8 (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., 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

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. 4.5.4 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(4-methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (C4) White crystal, mp: 123-124 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.15-3.22 (d, J = 17.1 Hz, 1H), 3.72-3.78 (m, 1H), 3.81 (s, 3H), 4.31-4.32 (t, J = 2.4 Hz, 4H), 5.75-5.80 (m, 1H), 6.85-6.92 (m, 3H), 7.24-7.26 (m, 2H), 7.42-7.44 (m, 3H), 7.64-7.66 (d, J = 7.8 Hz, 2H), 7.73-7.76 (m, 2H). MS (ESI): 415.16 (C25H23N2O4, [M+H]+). Anal. Calcd for C25H22N2O4: C, 72.45; H, 5.35; N, 6.76; O, 15.44. Found: C, 72.21; H, 5.34; N, 6.76.

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

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: To 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethan-1-one(A) (1 mmol) alcohol solution (5 mL) was added substituted benzaldehyde(1 mmol). After dissolution, 50% NaOH (0.5 mL) was added. After confirming the completion of the reaction by thin layer chromatography, the sediment was filtered, washed with ethanol and dried to obtain chalcone, 2879-20-1

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

Reference£º
Article; Yang, Yu-Shun; Yang, Bing; Zou, Yan; Li, Guigen; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 24; 13; (2016); p. 3052 – 3061;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem