Application of 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

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

The benzodioxans compound, name is 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,cas is 4442-54-0, mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

General procedure: To a mixture of 4-(tert-butyl)benzoic acid (1 g, 5.61 mmol) in DCM (30 mL) was added oxalyl chloride (0.57 mL, 6.74 mmol) and DMF (0.05 mL) at 0 ¡ãC. The reaction mixture was stirred at room temperature for 4 h. The resulting mixture was then concentrated to afford the crude 4-(tert-butyl)benzoyl chloride. And then to a mixture of 3-bromo-2-methylaniline (1.11 g, 6 mmol) in dry DCM (50 mL) was slowly added crude 4-(tert-butyl)benzoyl chloride and DIPEA (1 mL, 5 mmol) at 0 ¡ãC. The resulting mixture was stirred for 10 min at room temperature, and then quenched by MeOH (5 mL), concentrated and purified by flash column chromatography (0-2percentMeOH in DCM) to afford S1a (1.86 g, two steps yield 96percent) as a white solid.

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

Reference£º
Article; Liang, Qianmao; Chen, Yongfei; Yu, Kailin; Chen, Cheng; Zhang, Shouxiang; Wang, Aoli; Wang, Wei; Wu, Hong; Liu, Xiaochuan; Wang, Beilei; Wang, Li; Hu, Zhenquan; Wang, Wenchao; Ren, Tao; Zhang, Shanchun; Liu, Qingsong; Yun, Cai-Hong; Liu, Jing; European Journal of Medicinal Chemistry; vol. 131; (2017); p. 107 – 125;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

New learning discoveries about 4442-54-0

As the paragraph descriping shows that 4442-54-0 is playing an increasingly important role.

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

The 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (9.0 g, 50 mmol) was dissolved in anhydrous ethanol (50 mL) containing concentrated H2SO4 (5 mL), which were refluxed overnight. The solvent was evaporated until no longer liquid outflow. Water (20 mL) was added, extracting by adding respectively 40, 30 and 20 mL ethyl acetate. The organic phases were sequentially washed with saturated NaHCO3, brine, and dried over MgSO4. The solvent was removed under reduced pressure to yield compound 2., 4442-54-0

As the paragraph descriping shows that 4442-54-0 is playing an increasingly important role.

Reference£º
Article; Yan, Ru; Zhang, Zhi-Ming; Fang, Xian-Ying; Hu, Yang; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 20; 4; (2012); p. 1373 – 1379;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Some tips on 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.

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

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. 4.5.13 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(2-fluorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (C13) White crystal, mp: 176-177 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.20-3.27 (m, 1H), 3.81-3.86 (m, 1H), 4.39-4.41 (t, J = 4.2 Hz, 4H), 5.62-5.69 (m, 1H), 6.91-6.99 (m, 2H), 7.21-7.24 (d, J = 9.0 Hz, 1H), 7.43-7.46 (m, 3H), 7.50-7.54 (m, 3H), 7.60 (s, 1H), 7.71-7.74 (d, J = 7.8 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, 71.35; H, 4.75; N, 7.00., 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
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

Some tips on 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

4442-54-0, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,4442-54-0 ,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

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.

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.

4442-54-0, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,4442-54-0 ,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

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

Analyzing the synthesis route of 4442-54-0

4442-54-0, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,4442-54-0 ,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

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.

Example 1 2,3-Dihydro-benzo[1,4]dioxine-6-carboxylic acid [2-(6-methoxy-[1,5]naphthyridin-4-yl)-4,5,6,7-tetrahydro-2H-indazol-5-yl]-amide To a solution of 2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid (44 mg, 0.24 mmol) and 2-(6-methoxy-[1,5]naphthyridin-4-yl)-4,5,6,7-tetrahydro-2H-indazol-5-ylamine (48 mg, 0.16 mmol) in DMF (1 mL) was added HOBT (1-hydroxybenzotriazole; 33 mg, 0.24 mmol) and EDC; 47 mg, 0.24 mmol). The reaction mixture was stirred for 1.5 h at RT. The reaction mixture was diluted with CH3OH and purified directly by basic reverse phase HPLC to provide 22 mg (30percent) of the title compound. MS (ESI): exact mass calculated for C25H23N5O4, 457.18; m/z found, 458.3 [M+H]+. 1H NMR (500 MHz, CDCl3): 9.14 (s, 1H), 8.76 (d, J=5.1, 1H), 8.25 (d, J=9.1, 1H), 8.16 (d, J=5.1, 1H), 7.31-7.28 (m, 1H), 7.26-7.23 (m, 1H), 7.17 (d, J=9.1, 1H), 6.86 (d, J=8.4, 1H), 6.13 (d, J=7.7, 1H), 4.54-4.51 (m, 1H), 4.27-4.24 (m, 4H), 4.07 (s, 3H), 3.19 (dd, J=15.5, 5.1, 1H), 2.99-2.96 (m, 2H), 2.66 (dd, J=15.5, 7.7, 1H), 2.21-2.16 (m, 1H), 2.10-2.03 (m, 1H). The compounds in Examples 2-32 were prepared according to the methods described for Example 1, with adjustments where noted.

4442-54-0, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,4442-54-0 ,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Allison, Brett D.; Gomez, Laurent; Grice, Cheryl A.; Hack, Michael D.; Morrow, Brian J.; Motley, S. Timothy; Santillan, Alejandro; Shaw, Karen J.; Schwarz, Kimberly L.; Tang, Liu Y.; Venkatesan, Hariharan; Wiener, John J. M.; US2006/223810; (2006); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Analyzing the synthesis route of 4442-54-0

4442-54-0, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,4442-54-0 ,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

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.

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, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,4442-54-0 ,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

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

Brief introduction of 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,belong benzodioxans compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO25,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

To a stirred solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid 1a (1.80?g, 10?mmol) in MeOH (20?mL) was added SOCl2 (1.45?mL, 20?mmol) dropwise at 0?¡ãC over 1?h. The mixture was further stirred 12?h at 50?¡ãC. The solution was cooled to room temperature and diluted with water (25?mL). MeOH was evaporated and the pH adjusted to ?6 with aqueous NaHCO3. The mixture was extracted three times with EtOAc and successively washed with brine. The organic layer was dried over MgSO4 and concentrated under reduced pressure to give 2a (1.6?g, 83percent) as a colorless solid. 1H NMR (DMSO-d6, 500?MHz): delta [ppm]?=?3.80 (3H, s), 4.19 (2H, m), 4.23 (2H, m), 6.80 (1H, m), 7.47 (2H, m). 13C NMR (DMSO-d6, 125?MHz): delta [ppm]?=?50.5, 62.7, 63.2, 115.7, 117.6, 122.0, 141.7, 146.4, 165.2. EI-MS: m/z 194 (M+).

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,belong benzodioxans compound

Reference£º
Article; Lo Monte, Fabio; Kramer, Thomas; Gu, Jiamin; Brodrecht, Martin; Pilakowski, Johannes; Fuertes, Ana; Dominguez, Juan Manuel; Plotkin, Batya; Eldar-Finkelman, Hagit; Schmidt, Boris; European Journal of Medicinal Chemistry; vol. 61; (2013); p. 26 – 40;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Analyzing the synthesis route of 4442-54-0

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,belong benzodioxans compound

As a common heterocyclic compound, it belong benzodioxans compound,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,4442-54-0,Molecular formula: C9H8O4,mainly used in chemical industry, 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. 4.5.14 (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.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,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

New learning discoveries about 4442-54-0

As the paragraph descriping shows that 4442-54-0 is playing an increasingly important role.

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

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., 4442-54-0

As the paragraph descriping shows that 4442-54-0 is playing an increasingly important role.

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

Analyzing the synthesis route of 4442-54-0

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,belong benzodioxans compound

As a common heterocyclic compound, it belong benzodioxans compound,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,4442-54-0,Molecular formula: C9H8O4,mainly used in chemical industry, 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. (3-(4-Bromophenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C2) Yellow crystal, mp: 189-190 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.12-3.17 (d, J = 10.5 Hz, 1H), 3.70-3.77 (m, 1H), 4.29-4.34 (t, J = 4.5 Hz, 4H), 5.79-5.82 (m, 1H), 6.90-6.95 (d, J = 11.7 Hz, 2H), 7.29-7.42 (m, 3H), 7.53-7.59 (m, 4H), 7.65-7.67 (m, 3H). MS (ESI): 463.06 (C24H20BrN2O3, [M+H]+). Anal. Calcd for C24H19BrN2O3: C, 62.22; H, 4.13; Br, 17.25; N, 6.05; O, 10.36. Found: C, 62.07; H, 4.12; N, 6.06.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,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