Category: 4442-54-0

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO180,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

Step 1.5-(2,3-Dihydrobenzo[b][1,4]dioxine-6-carbonyl)-2,2-dimethyl-1,3-dioxane-4,6-dioneA solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (5 g, 27.8 mmol), 2,2-dimethyl-1,3-dioxane-4,6-dione (4.41 g, 30.6 mmol), 4-dimethylaminopyridine (5.1 g, 41.7 mmol) and EDC HCl (8.0 g, 41.7 mmol) in dichloromethane (125 mL) was stirred overnight at room temperature, and then quenched by the addition of HCl (1 N, 100 mL) and NaCl solution (100 mL).The organic layers were dried over sodium sulfate and concentrated in vacuo to afford 5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carbonyl)-2,2-dimethyl-1,3-dioxane-4,6-dione as a yellow solid (8 g, crude).It was used for next step without further purification.

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
Patent; BIOENERGENIX; US2012/277224; (2012); 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

Preparation of Compound 160, N-(4-bromo-3-nitrophenyl)-2,3- dihydrobenzo[b][1,4]dioxine-6-carboxamide[00212] Oxalyl chloride (0.282 mL, 3.33 mmol) was added drop-wise to a solution of 1 ,4-benzodioxane-6-carboxylic acid (500 mg, 2.78 mmol) and DMF (5.37 mu, 0.069 mmol) in dry DCM (7 mL). The reaction was allowed to stir at room temperature for 2 h before the reaction mixture was concentrated, anhydrous DCM (7 mL) was added and concentrated again. The resulting residue was re-dissolved in anhydrous DCM (3 + 3 +1 mL) and added drop-wise to a solution of 4-bromo-3-nitroaniline (602 mg, 2.78 mmol) and pyridine (0.449 mL, 5.55 mmol) in dry DCM (7 mL). The reaction was left to stir at room temperature for 18 h. The reaction mixture was concentrated and the resulting solid suspended in MeOH, diluted with water and then isolated by filtration. The solid was washed with water to afford the title compound as a pale yellow solid (1 .01 g, 96percent).1H NMR (500 MHz, DMSO-d6) delta 10.54 (s, 1 H), 8.55 (d, J = 2.5 Hz, 1 H), 7.97 (dd, J = 8.8, 2.5 Hz, 1 H), 7.88 (d, J = 8.8 Hz, 1 H), 7.55 (d, J = 2.1 Hz, 1 H), 7.52 (dd, J = 8.5, 2.2 Hz, 1 H), 7.02 (d, J = 8.4 Hz, 1 H), 4.40 – 4.19 (m, 4H). HRMS (ESI+): calcd forC15H1279BrN205 (M + H)+, 378.9930; found 378.9920.

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; 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

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

General procedure: To a mixture of compound 3 (0.05g, 0.17 mmol) and the appropriate aromatic carboxylic acid (0.34 mmol) in anhydrous DMF (2 mL) under argon atmosphere, DIPEA (0.128 mL, 0.72 mmol) and HATU (0.168 g, 0.442 mmol) were added. The reaction mixture was stirred at rt for 24h or at 80¡ãC for 20h (for only 4i), and then quenched with water (30 mL). The aqueous layer was extracted with ethyl acetate (3¡Á20 mL) and the combined organic layers were washed with water and brine, dried over anhydrous Na2SO4, filtered, and the solvent was removed under reduced pressure. The resultant residue was purified by flash column chromatography on silica gel using the proper elution system to furnish the target compounds 4a?i in pure form. 4.3.9 4-((2-(2,3-Dihydrobenzo[b][1,4]dioxine-6-carboxamido)benzo[d]thiazol-6-yl)oxy)-N-methyl-picolinamide (4i) Flash column chromatography was performed using a mixture of hexane and ethyl acetate (1:4 v/v). Yellowish white solid; yield 80.0percent; mp 153-155 ¡ãC; IR (KBr) nu/cm-1: 3393, 3068, 2926, 1682, 1586, 1552; 1H NMR (400 MHz, DMSO-d6) delta 12.79 (br. s, 1H, NHCO), 8.79 (q, J = 4.8 Hz, 1H, CONHMe), 8.53 (d, J = 5.2 Hz, 1H, Py-H6), 7.97 (d, J = 2.4 Hz, 1H, Py-H3), 7.89 (d, J = 8.8 Hz, 1H, BT-H4), 7.75 (d, J = 2.0 Hz, 1H, BD-H5), 7.72 (dd, J = 8.4, 2.4 Hz, 1H, BD-H7), 7.43 (d, J = 2.8 Hz, 1H, BT-H7), 7.33 (dd, J = 8.8, 2.4 Hz, 1H, Py-H5), 7.21 (dd, J = 5.6, 2.4 Hz, 1H, BT-H5), 7.04 (d, J = 8.4 Hz, 1H, BD-H8), 4.37-4.32 (m, 4H, BD-(CH2)2), 2.80 (d, J = 4.8 Hz, 3H, CH3); 13C NMR (100 MHz, DMSO-d6) delta 166.48, 165.45, 164.24, 160.02, 152.98, 150.95, 149.72, 148.14, 147.00, 143.66, 133.70, 124.88, 122.63, 122.35, 120.32, 117.89, 117.69, 114.76, 114.62, 109.42, 26.48; HRMS (ESI-TOF) m/z calcd for C23H18N4O5SNa [M+Na]+: 485.0896, found: 485.0890.

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; El-Damasy, Ashraf Kareem; Lee, Ju-Hyeon; Seo, Seon Hee; Cho, Nam-Chul; Pae, Ae Nim; Keum, Gyochang; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 201 – 216;,
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

In a round bottom flask, 1 ,4-Benzodioxane-6-carboxylic acid (1.00 g, .5.55 mmol) and thionyl chloride (6.04 mL, 83.33 mmol) was mixed together and refluxed for 2 h. The reaction was concentrated in vacuo, then 25 mL of toluene was added to the residue, and the slurry was concentrated again to obtain the title product 6 as a solid (0.77 g, 70percent)

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
Patent; OHIO STATE INNOVATION FOUNDATION; SUO, Zucai; VYAVHARE, Vinod, P.; TAGGART, David, J.; WO2014/145207; (2014); A1;,
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

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

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

Compound 249, N-(4-iodo-3-nitrophenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide[00337] Oxalyl chloride (0.37 ml_, 4.23 mmol) was added dropwise to a stirred solution of 1 ,4-benzodioxane-6-carboxylic acid (0.635 g, 3.52 mmol) and DMF (6.82 muL 0.088 mmol) in dry DCM (10 ml_). The reaction mixture was stirred for 30 minutes, then concentrated in vacuo, dissolved in DCM (10 mL) and concentrated in vacuo. The concentrate was dissolved in DCM (10 mL) and added drop wise to a stirred solution of pyridine (0.57 mL, 7.04 mmol) and 4-iodo-3-nitroaniline (0.93 g, 3.52 mmol) in DCM (10 mL). After stirring for 16 hours, the reaction mixture was concentrated in vacuo. The concentrate was suspended in MeOH (30 mL) and diluted with water (60 mL). The solid was filtered, washed with water and dried on the high vac to afford the desired product as a pale yellow solid (1 .310 g, 87percent). 1H-NMR (500 MHz, DMSO): delta 10.50 (s, 1 H), 8.49 (d, J = 2.4 Hz, 1 H), 8.07 (d, J = 8.6 Hz, 1 H), 7.80 (dd, J = 8.7, 2.5 Hz, 1 H), 7.62 – 7.43 (m, 2H), 7.01 (d, J = 8.4 Hz, 1 H), 4.49 – 4.18 (m, 4H). HRMS (ESI+): Found [M+H]+426.9789 C15H12IN2O5 requires 426.9785.

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; 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

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. 4.5.15 (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., 4442-54-0

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

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 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

(2R,4R)-1-tert-butyl 2-methyl 4-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)piperidine-1,2-dicarboxylate BOP (6.59 g, 14.9 mmol) was added to a solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (2.68 g, 14.9 mmol) and DIEA (5.3 mL, 30 mmol) in DMF (50 mL). Then (2R,4R)-1-tert-butyl 2-methyl 4-aminopiperidine-1,2-dicarboxylate (3.5 g, 13.5 mmol) was added to the mixture and the resulting solution was stirred at room temperature for 18 hours. Water (100 mL) was added to quench the reaction, and extracted with ethyl acetate (2*100 mL), organic layers were dried over MgSO4, and concentrated under reduced pressure. The residue was purified by Companion (ReadySep, 120 g, silica gel packed) with ethyl acetate/heptane from 20-50percent to give the amide as off-white solid 5.4 g (95percent). LC-MC: 421.2 (t=2.4 min).

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; PFIZER INC.; US2009/5416; (2009); A1;,
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

Under an argon atmosphere, 4-((2-aminoquinolin-5-yl)oxy)-N-methylpicolinamide prepared in step (9) (500 g, 0.2 mmol) and 1,4-benzodioxane-6-carboxylic acid (61 mg, 0.3 mmol) was dissolved in a solvent of N,N-dimethylformamide (2 mL), N,N-diisopropylethylamine (0.1 mL, 1.0 mmol) and 1-[bis (dimethylamino) methylene-1H-1,2,3-triazole [4,5-b] pyridinium 3-oxide hexafluorophosphate (167 mg, 0.4 mmol). The reaction solution was stirred at 80 ¡ãC for 6 hours, and the completion of the reaction was confirmed by TLC (dichloromethane: methanol = 9: 1). The reaction mixture was poured into water (30 mL) and extracted with ethyl acetate (3 X 20 mL). The extracted organic solvent layer was washed with saturated sodium chloride solution (60 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to remove the solvent. The concentrate was separated and purified by column chromatography (hexane: ethyl acetate = 2: 1, 1: 1) to obtain the desired compound (28 mg, 36percent yield).

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

Reference£º
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; KEUM, Gyo Chang; KANG, Soon Bang; PAE, Ae Nim; NAM, Ghil Soo; KIM, Eun Kyeong; SEO, Seon Hui; Ashraf Kareem, MOHAMMAD; LEE, Ju Hyeon; (53 pag.)KR101778938; (2017); 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

Compound 235, N-(2-chloro-5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)phenyl)-2-methylquinoline-6-carboxamide[00326] To a suspension of 2,3-dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (1 .271 g, 7.06 mmol) in dry DCM (20 mL), DMF (1 .234 muIota, 0.016 mmol) and oxalyl chloride (0.651 mL, 7.70 mmol) were added dropwise and the resulting green solution was allowed to stir at 20 ¡ãC for 3 hours after which it was concentrated under vacuum to afford a dry pale green solid. The solid was dissolved in pyridine (20.00 mL) and Lambda/-(5- amino-2-chlorophenyl)-2-methylquinoline-6-carboxamide (2.00 g, 6.42 mmol) was added in one portion. The resulting dark yellow suspension was allowed to stir for 2 hours after which it was poured onto water and the yellow precipitate was filtered and washed several times with water, Et20 and finally with a minimum amount of DCM to afford the crude product as a pale yellow solid which does not require further purification (1 .86 g, 61 percent). 1H-NMR (500 MHz, DMSO): delta 10.31 (s, 1 H), 10.27 (s, 1 H), 8.63 (d, J = 1 .47 Hz, 1 H), 8.43 (d, J = 8.81 Hz, 1 H), 8.25 (dd, J = 8.81 , 2.20 Hz, 1 H), 8.14 (d, J = 2.20 Hz, 1 H), 8.04 (d, J = 8.81 Hz, 1 H), 7.75 (dd, J = 8.81 , 2.94 Hz, 1 H), 7.58-7.49 (m, 4H), 7.00 (d, J = 8.81 Hz, 1 H), 4.37-4.26 (m, 4H), 2.71 (s, 3H). HRMS (ESI+): Found [M+H]+474.1210 C26H21ClN3O4 requires 474.1215.

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

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