Category: 4442-54-0

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.

First Step Synthesis of N-(1-Azabicyclo[2.2.2]oct-3(R)-yl)-2,3-dihydro-1,4-benzodioxin-6-carboxamide To a solution (10 mL) of 2,3-dihydro benzo[b][1,4]dioxin-6-carboxylic acid (0.18 g, 1.0 mmol) in chloroform, o-(benzotriazol-1-yl)-N,N, N’,N’-tetramethyluronium hexafluorophosphate (0.57 g, 1.5 mmol), diisopropylethylamine (0.70 mL, 4.0 mmol), and (R)-quinuclidine-3-amine hydrochloride (0.20 g, 1.0 mmol) were added, and the resulting mixture was stirred at room temperature. Sixteen hours later, distilled water was added thereto, and the resultant was then extracted with chloroform. The organic layer was washed with brine, then dried over anhydrous sodium sulfate and concentrated. The obtained crude product was purified by silica gel column chromatography (amine silica gel DM1020, Fuji Silysia Chemical Ltd., chloroform alone to chloroform/methanol=98/2) to obtain the title compound (0.22 mg; 76percent) as a colorless liquid. 1H-NMR (400 MHz, CDCl3)delta: 1.44-1.55 (1H, m), 1.65-1.76 (3H, m), 1.98-2.03 (1H, m), 2.51-2.58 (1H, m), 2.75-2.90 (4H, m), 3.37-3.46 (1H, m), 4.05-4.14 (1H, m), 4.25-4.35 (4H, m), 6.08-6.18 (1H, m), 6.86-6.90 (1H, m), 7.24-7.31 (2H, m).MS (ESI) [M+H]+289

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

Reference£º
Patent; Toray Industries, Inc.; Hayashi, Kenichi; US2014/128606; (2014); 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

A solution of 19.6 g (109 mmol) of 2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid (J. Chem. Soc., 3445, 1957) in 400 mL of MeOH containing 4 mL of H2SO4 was refluxed overnight. Sodium bicarbonate (18 g) was added, the solvent was removed and the residue was triturated several times with Et2O. The washes were combined, filtered through anhyd MgSO4 and evaporated to yield 20.7 g of the title compound as a pale yellow oil: mass spectrum (electron impact, m/e): 194., 4442-54-0

The synthetic route of 4442-54-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wyeth Holdings Corporation; EP1117659; (2003); B1;,
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

2,3-dihydrobenzo [b] [1,4] dioxine-6-carboxylic acid (5.0 g, 27.7 mmol, 1.0 equiv) was dissolved in DCM (100 mL). Thionyl chloride (15 mL) was added dropwise and the reaction mixture was stirred overnight at 70oC. The solvent was evaporated under reduced pressure to yield the pure product: 3.8 gr, 69 percent yield.

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

Reference£º
Article; Yacovan, Avihai; Ozeri, Rachel; Kehat, Tzofit; Mirilashvili, Sima; Sherman, Daniel; Aizikovich, Alex; Shitrit, Alina; Ben-Zeev, Efrat; Schutz, Nili; Bohana-Kashtan, Osnat; Konson, Alexander; Behar, Vered; Becker, Oren M.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 20; (2012); p. 6460 – 6468;,
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

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

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

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

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

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

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

Preparation of Compound 181, N-(4-chloro-3-nitrophenyl)-2,3- dihydrobenzo[b][1,4]dioxine-6-carboxamide[00247] Oxalyl chloride (0.141 mL, 1 .665 mmol) was added dropwise to a solution of 1 ,4-benzodioxane-6-carboxylic acid (250 mg, 1 .388 mmol) and DMF (2.69 mu, 0.035 mmol) in dry DCM (7 mL). The reaction was allowed to stir at room temperature for 2 h. The reaction mixture was concentrated, a further portion of dry DCM (7 ml) was added and concentrated again. This residue was re-dissolved in dry DCM (3 + 3 +1 mL) and added drop-wise to a solution of 4-chloro-3-nitroaniline (239 mg, 1 .388 mmol) and pyridine (0.224 mL, 2.78 mmol) in dry DCM (7 mL). The reaction was allowed to stir for 3 h at room temperature. The solvent was removed in vacuo and the resulting residue was suspended in MeOH and a solid precipitated by addition of water. The precipitate was isolated by filtration and washed with water, then dried under high vacuum to afford the title compound as a dark yellow solid (417 mg, 90percent). 1H NMR (500 MHz, DMSO-d6) delta 10.54 (s, 1 H), 8.59 (d, J= 2.5 Hz, 1 H), 8.05 (dd, J = 8.9, 2.5 Hz, 1 H), 7.75 (d, J = 8.9 Hz, 1 H), 7.59 – 7.46 (m, 2H), 7.02 (d, J = 8.4 Hz, 1 H), 4.35 – 4.28 (m, 6H). HRMS (ESI+): calcd for C15H12ClN2O5 (M + H)+, 335.0435; found 335.0437.

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
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