Day: October 28, 2020

As a common heterocyclic compound, it belongs to benzodioxans compound, name is 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid, and cas is 4442-53-9, its synthesis route is as follows.,4442-53-9

EXAMPLE 59; 2-r(7,3-Dihydro-benzori,41dioxine-5-carbonyl)-aminol-indan-2-carboxylic acid ethyl ester (59):To a solution of 2,3-dihydro-benzo[l,4]dioxine-5-carboxylic acid (351mg, 1.95mmol), 2- amino-indan-2-carboxylic acid ethyl ester (400mg, 1.95mmol), HATU (1.1 Ig, 2.93mmol) in anhydrous DMF (8mL) is added DIPEA (484muL, 2.93mmol). The resulting solution is stirred at RT overnight. After the removal of DMF in vacuo, the residue is dissolved in EtOAc (7OmL) and washed with water (I x 1OmL) and brine (2 x 1OmL). The organic layer is dried over anhydrous Na2SO4 and concentrated in vacuo. The residue is purified by HPLC to give a pure product (59) as white solid (650mg, 91 percent).1H NMR (CDCl3, 300MHz): delta 1.24(t, 3H), 3.39(d, 2H), 3.74(d, 2H), 4.21- 4.33(m, 6H), 6.90(t,IH), 6.98(dd, IH), 7.17-7.24(m, 4H), 7.69(dd, IH), 8.25(s, IH)LC/MS (ES+) m/z = 368.15

With the complex challenges of chemical substances, we look forward to future research findings about 4442-53-9,belong benzodioxans compound

Reference£º
Patent; SANOFI-AVENTIS; WO2008/151211; (2008); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid, cas is 4442-53-9, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,4442-53-9

Example 45 Preparation of intermediate N- [l- (benzyl)-4-piperidinyl] methyl]-1, 4- benzodioxane-5-carboxamide A suspension of 1, 4-benzodioxan-5-carboxylic acid (1.80 g, 10.0 mmol) and 1,1′- carbonyldiimidazole (1.78 g, 11.0 mmol) in CH3CN (100 ml) was stirred at room temperature for 2 h. 1-Benzyl-4-aminomethylpiperidine (from example 37) (2.04 g, 10.0 mmol) in CH3CN (10 ml) was added to the mixture and stirred overnight at room temperature. The reaction mixture was concentrated in vacuo, added EtOAc (200 ml) and washed with H2O (3 x 50 ml). The organic layer was dried over Na2SO4 and evaporated in vacuo to a solid material. The residue was separated with flash chromatography (Si02, EtOAc: MeOH, 1: 1) to leave the product as a white solid (2.31 g, 63.1 percent). 1H-NMR (200 MHz, CDCl3) : b 7.74 (dd, 1 H), 7.67 (t, 1 H), 7.34-7. 15 (m, 5 H), 7.03-6. 89 (m, 2 H), 4.43-4. 39 (m, 2 H), 4.33-4. 29 (m, 2 H), 3.52 (s, 2 H), 3.37 (t, 2 H), 2.93 (d, 2 H), 2.06-1. 93 (m, 2 H), 1.77-1. 50 (m, 3 H), 1.47-1. 28 (m, 2 H)

With the rapid development of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid

Reference£º
Patent; BIO-MEDISINSK INNOVASJON AS; WO2005/61483; (2005); A2;,
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.

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)., 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; 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

Name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 3663-80-7, its synthesis route is as follows.,3663-80-7

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. 4.5.20 (3-(4-Bromophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanone (D5) Yellow crystal, mp: 198-201 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.17-3.24 (d, J = 17.4 Hz, 1H), 3.67-3.75 (m, 1H), 3.80 (s, 3H), 4.32-4.37 (m, 1H), 4.58-4.62 (d, J = 10.8 Hz, 1H), 5.54-5.58 (m, 2H), 6.82-6.90 (m, 6H), 7.12-7.15 (d, J = 9.0 Hz, 2H), 7.49-7.52 (d, J = 8.1 Hz, 2H), 7.77-7.80 (d, J = 7.8 Hz, 2H). MS (ESI): 493.07 (C25H22BrN2O4, [M+H]+). Anal. Calcd for C25H21BrN2O4: C, 60.86; H, 4.29; Br, 16.20; N, 5.68; O, 12.97. Found: C, 60.68; H, 4.28; N, 5.71.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-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

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

Nitric Acid (18 mL) was added dropwise to a solution of 15.0 g (77.3 mmol) of 2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester in 45 mL of HOAc. The solution was heated at 60C for 1.5 h. An additional 9 mL of HNO3 was then added and heating was continued for 1.5 h at 70C. The reaction was poured into ice-H2O and the solid product was collected, washed well with H2O and dried. Recrystallization from heptane-toluene yielded 16.8 g of the title compound as yellow crystals: mass spectrum (electron impact, m/e): 239.

20197-75-5 is used more and more widely, we look forward to future research findings about Methyl 1,4-Benzodioxan-6-carboxylate

Reference£º
Patent; Wyeth Holdings Corporation; EP1117659; (2003); B1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

A suspension of NaH (60 %) (8.69 g, 0.224 mol) in DMF (100 ml) was cooled to 0 0C. To this suspension was slowly added l-(2,3-dihydro-l,4-benzodioxin-6-yl)ethanone (20 g, 0.112 mol). The mixture was heated to room temperature and stirred for 2 h. The mixture was then cooled again to 0 0C and CS2 (8.52 g, 0.112 mol) was slowly added. The reaction mixture was stirred for a further 2 h. before being used in the next reaction step without further purification.

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

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; WO2009/135944; (2009); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, cas is 3663-80-7, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,3663-80-7

General procedure: 2,3-Dihydrobenzo[b]-[1,4] dioxinecarboxylic acid A, B and C (10 mmol) in ethanol (200 mL) was treated with thionyl chloride (5 mL) under reflux overnight. Excess ethanol was distilled out and the solid left was dissolved in ethyl acetate (150 mL), washed with saturation sodium bicarbonate (200 mL) and then sodium chloride (200 mL). After drying the organic layer with anhydrous Na2SO4 and evaporating the solvent under reduced pressure and solid appeared. The solid was recrystallized from ethanol to obtain the compound A1, B1 and C1. The completion of the reaction was monitored on TLC by using silica gel-G coated plates by using ethyl acetate and petroleum ether (1 : 1) as the elution and observed in UV light.

3663-80-7 is used more and more widely, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid

Reference£º
Article; Song, Xiaoda; Yang, Yushun; Zhao, Jing; Chen, Yangjian; Chemical and Pharmaceutical Bulletin; vol. 62; 11; (2014); p. 1110 – 1118;,
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.

[00339] Compound 243, N-(5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)-2-iodophenyl)-2-methylquinoline-6-carboxamideOxalyl chloride (0.08 mL, 0.909 mmol) was added dropwise to a solution of 2- methylquionline-6-carboxylic acid (170 mg, 0.909 mmol) and DMF (1 .466 muIota_, 0.019 mmol) in dry DCM (2.3 mL). The reaction mixture was stirred for 30 minutes, then concentrated in vacuo, dissolved in DCM (5 mL) and concentrated in vacuo. The concentrate was dissolved in DCM (5 mL) and added drop wise to a stirred solution of pyridine (0.122 mL) and A/-(3-amino-4-iodophenyl)-2,3-dihydrobenzo[b][1 ,4]dioxine-6- carboxamide (300 mg, 0.757 mmol) in DCM (2.3 mL). After stirring for 16 hours, the reaction mixture was concentrated in vacuo. The concentrate was suspended in MeOH (10 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 (351 mg, 82percent). 1H-NMR (500 MHz, DMSO): delta 10.29 (s, 1 H), 10.24 (s, 1 H), 8.63 (d, J = 2.0 Hz, 1 H), 8.45 – 8.39 (m, 1 H), 8.26 (dd, J = 8.8, 2.1 Hz, 1 H), 8.05 (d, J = 8.8 Hz, 1 H), 8.01 (d, J = 2.5 Hz, 1 H), 7.88 (d, J = 8.7 Hz, 1 H), 7.63 – 7.49 (m, 4H), 4.39 – 4.26 (m, 5H), 2.71 (s, 3H). HRMS (ESI+): Found [M+H]+566.0533 C26H21IN3O4 requires 566.0571 .

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
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

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

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 round bottom flask equipped with magnetic stirring, an addition funnel and a nitrogen inlet, was added benzo(1,4)dioxan-6-carboxylic acid (18.00 g, 99.91 mmol) and 1,2-dimethoxyethane (667 mL). This mixture was cooled to -75¡ã C. in a dry ice-acetone bath. To this was added 1.3 M sec-butyl lithium in cyclohexane (230.6 mL, 299.7 mmol) over 1 hour, maintaining reaction temperature below -60¡ã C. The reaction was removed from the cooling bath, allowed to warm to -20¡ã C., and subsequently stirred at -20¡ã C. for 45 min. The reaction was cooled to -50¡ã C., and iodomethane (15.6 mL, 249.8 mmol) was added. The reaction was again removed from the cooling bath, allowed to warm to -20¡ã C., and stirred at this temperature for 45 min. All cooling was removed and the reaction stirred at room temperature for 16 hours. The reaction was quenched by addition of a few mls of 1N HCl (aq) and the solvent removed by evaporation. The residue was made substantially acidic by the addition of aqueous 1N HCl. The resultant precipitate was filtered and washed with water to give a light brown solid, 5-methyl-benzo(1,4)dioxan-6-carboxylic acid, (6.60 g, 33.9 mmol) in 34percent yield. 1H-NMR (300 MHz, CDCl3) delta (ppm): 7.62 (d, 1H), 6.8 (d, 1H), 4.30 (br s, 4H), 2.52 (s, 3H).

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

Reference£º
Patent; Hormann, Robert Eugene; Tice, Colin M.; Chortyk, Orestes; Smith, Howard; Meteyer, Thomas; US2005/209283; (2005); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem