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

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

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

The important role of 4442-54-0

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

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

Analyzing the synthesis route of 4442-54-0

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

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

Some tips on 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

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

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

Compounds of Formula 1 were synthesized according to the reaction scheme shown in . As shown in , the enaminone (III), (2E)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-(dimethylamino)-prop-2-en-1-one was synthesized by refluxing (I) 1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethan-1-one with dimethylforamide dimethylacetal (DMF-DMA) (II) under solvent free condition for 10 hrs. The structure of the isolated product was confirmed by elemental analysis and spectral data. To prepare the final dihydropyrimidinone derivatives, a solution of enaminone (III) (0.01 mol), substituted benzaldehyde (0.01 mol), urea (0.01 mol) and Glacial acetic acid (10 mL) was heated under reflux for 3 hrs. The precipitates (compounds of Formula 1) formed were collected by filtration, washed with water, and recrystallized from Glacial acetic acid and ethanol mixture. In the 1H-NMR spectra, the signals of the individual protons of the compounds were verified on the basis of multiplicity, chemical shifts, and the coupling constant

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

Reference£º
Patent; KING SAUD UNIVERSITY; Bhat, Mashooq Ahmad; Al-Omar, Mohamed Abdulrahman; (15 pag.)US10052326; (2018); B1;,
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

(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

The important role of 2879-20-1

With the complex challenges of chemical substances, we look forward to future research findings about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

Name is 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 2879-20-1, its synthesis route is as follows.,2879-20-1

General procedure: A series of sixteen novel 1, 4-benzodioxane-based thiosemicarbazones(3a-p) was synthesized by reacting appropriatethiosemicarbazide (1a-p) (5 mmol) and 1, 4-benzodioxan-6-ylmethyl ketone (2) (5 mmol) in methanol (15 mL) using glacialacetic acid (1e2 drops) as catalyst. Reflux at 80 C for 6 h wascarried out and the product formation and the reaction completion were examined by thin layer chromatography. Upon completion,the reaction mixturewas allowed to cool at r.t and the solid productwas collected by suction filtration followed by washing with hotmethanol and then dried in vacuum. Finally, the target thiosemicarbazonesderivatives were recrystallized from chloroformmethanolmixture (1:1) in good to excellent yields. The X-raymeasurements were read by mounting a 3m single crystal on agreased MiTe Gen loop and was inspected through thediffractometer (Bruker D8 Venture APEX diffractometer) at 296 (2)K by means of graphite-monochromated MoeK a radiation(l 0.71073 A); diffractometer was complimented with an areadetector (Photon 100 CCD) along with a cooler (Oxford Cryostream).APEX-II software was used to collect Data [41] and SAINTwas operated for integration [42] The SADABS (multi-scanapproach) was used for correction in absorption [43]. and intrinsicphasing (SHELXT)was employed to the solve the structure [44]. Fullleast squares refinement of all detected reflections were used todetermine the final cell constants and assign positions of all atomsother than H to the consequential difference maps via refinementagainst F2. Whereas H atoms were assigned location and addedagainst F2 and were refined by riding model. SHELXL-97 wasimplemented to refine anisotropically [45]. The CCDC (CSD depositionnumbers 1874544) of the structure has been deposited. Thedetailed characterization of compounds 3a e 3p are given insupporting informations.

With the complex challenges of chemical substances, we look forward to future research findings about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

Reference£º
Article; Shehzad, Muhammad Tariq; Khan, Ajmal; Islam, Muhammad; Hameed, Abdul; Khiat, Mohammed; Halim, Sobia Ahsan; Anwar, Muhammad U.; Shah, Syed Raza; Hussain, Javid; Csuk, Rene; Khan, Samra; Al-Harrasi, Ahmed; Shafiq, Zahid; Journal of Molecular Structure; vol. 1209; (2020);,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

The important role of 20197-75-5

With the complex challenges of chemical substances, we look forward to future research findings about Methyl 1,4-Benzodioxan-6-carboxylate

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

(3) step (2) the obtained solid product, ethanol, reflux reaction of hydrazine hydrate, the obtained solid product;Step (2) the obtained solid product, ethanol, the proportion of the amount of the hydrazine hydrate is 0.1: 2 : 0.5, wherein step (2) in the obtained solid product of mmol, ethanol, hydrazine hydrate to meter ml, reflux the reaction time is 15h.

With the complex challenges of chemical substances, we look forward to future research findings about Methyl 1,4-Benzodioxan-6-carboxylate

Reference£º
Patent; Shandong University of Technology; Shu, Juan; Lian, Zhimin; Zhu, Hailiang; Xu, Yizeng; Sun, Liqin; gao, Leilei; (12 pag.)CN105777731; (2016); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

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

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

Extracurricular laboratory: Synthetic route of 4442-54-0

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

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

Downstream synthetic route of (2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol

With the synthetic route has been constantly updated, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol,belong benzodioxans compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO279,mainly used in chemical industry, its synthesis route is as follows.,274910-19-9

(2, 3-Dihydrobenzor1, 41dioxin-5-yl)-chloromethane; Dissolve (2,3-Dihydrobenzo [1, 4] dioxin-5-yl) methanol (1.8 g, 10.8 mmol) in dichloromethane (15 mL). Add neat thionyl chloride (2 mL, 27.4 mmol) dropwise to the stirring reaction mixture at 25C under nitrogen. Stir the reaction for 15 minutes and concentrate under reduced pressure to obtain 2.0 g (100%) of the desired compound as a yellow oil. HRMS : m/z = 184.0290 (M)

With the synthetic route has been constantly updated, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol,belong benzodioxans compound

Reference£º
Patent; ELI LILLY AND COMPANY; WO2003/76442; (2003); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem