Heterocyclic Building Blocks-benzodioxan

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

A solution of 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethanone (XXXII) (4.68 g, 26.3 mmol), dimethylamine hydrochloride (2.78 g, 34.1 mmol), paraformaldehyde (1.18 g, 39.4 mmol) and 12 N HCl (50 muL) in ethanol (8.0 mL) was refluxed overnight. The solution was cooled to room temperature and the ethanol was evaporated under vacuum. The residue was treated with EtOAc, heated slightly and sonicated to disperse into fine particles. The solids were filtered and dried at room temperature to produce 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(dimethylamino) propan-1-one hydrochloride as a white solid, (7.73 g, quantitative yield). The solid was cooled in minimum about of water (12 mL) and cooled to 0 C. A 20% aqueous solution of NaOH was added until pH=10. The solution was extracted with DCM, dried and evaporated to produce 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(dimethylamino) propan-1-one (XXXIII) a colorless oil (2.485 g, 10.6 mmol, 40.2% yield)1H NMR (CDCl3, 500 MHz): delta ppm 2.77 (s, 6H), 3.41 (m, 2H), 3.56 (m, 2H), 4.25 (m, 4H), 6.85 (m, 1H), 7.45 (m, 2H); ESIMS found C13H17NO3 m/z 236 (M+H)

2879-20-1 is used more and more widely, we look forward to future research findings about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

Reference£º
Patent; Kumar KC, Sunil; Wallace, David Mark; Hood, John; Barroga, Charlene F.; US2014/243349; (2014); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

2879-20-1, General procedure: N-Bromobutanimide (NBS, 356 mg, 2.0 mmol) and 4-Methylbenzenesulfonic acid (PTSA, 344 mg, 2.0 mmol) were added to a well-stirred solution of aryl methyl ketone 8a (240 mg, 2.0 mmol) in anhydrous MeCN (15 mL). The mixture was stirred at room temperature for 1 h, and then refluxed for another 1-2.5 h. After disappearance of aryl methyl ketone 8a (monitored by TLC), the solvent was removed under reduced pressure, then added 50mL water to the mixture, extracted with EtOAc 3 times (3 ¡Á 50 mL). The extract was washed with 10% NaCl solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was puried by column chromatography on silica gel to yield the desired product 4a as a white solid in 90% yield.

With the rapid development 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; Zhu, Yan-Ping; Cai, Qun; Gao, Qing-He; Jia, Feng-Cheng; Liu, Mei-Cai; Gao, Meng; Wu, An-Xin; Tetrahedron; vol. 69; 31; (2013); p. 6392 – 6398;,
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.

To a solution of Example 24A (64 mg, 0.140 mmol) in N,N-dimethylformamide (0.8 mL) were added 2,3-dihydrobenzo[Z?][l,4]dioxine-2-carboxylic acid (27.8 mg, 0.154 mmol), 1- [bis(dimethylamino)methylene]-lH-l,2,3-triazolo[4,5-/?]pyridinium 3-oxid hexafluorophosphate (HATU, 58.6 mg, 0.154 mmol), and N.N-diisopropylethylamine (0.073 mL, 0.420 mmol) at room temperature. The reaction mixture was stirred 1 hour at room temperature. The mixture was purified by preparative HPLC [Waters XB ridge? C18 5 muiotaeta OBD? column, 30 x 100 mm, flow rate 40 mL/minute, 5-100percent gradient of acetonitrile in buffer (0.1percent trifluoroacetic acid in water)] to give the title compound. (25 mg, 0.05 mmol, 35.3 percent yield). lH NMR (400 MHz, DMSO- ) delta ppm 7.47 (s, 1H), 7.44 (t, J = 8.9 Hz, 1H), 7.21 (d, J = 7.6 Hz, 1H), 6.98 (dd, J = 11.4, 2.9 Hz, 1H), 6.94 – 6.88 (m, 1H), 6.86 – 6.79 (m, 3H), 6.77 (ddd, J = 9.0, 2.9, 1.2 Hz, 1H), 4.65 (dt, J = 6.5, 3.1 Hz, 1H), 4.39 (s, 2H), 4.29 (dt, J = 11.5, 3.0 Hz, 1H), 4.09 (ddd, J = 11.6, 6.6, 3.3 Hz, 1H), 3.92 (ddd, J = 39.3, 9.5, 3.2 Hz, 1H), 2.24 (tdd, J = 12.3, 9.5, 2.5 Hz, 1H), 2.13 (ddt, J = 17.7, 7.6, 3.0 Hz, 1H), 1.95 – 1.64 (m, 8H); MS (ESI+) m/z 522 (M+H)+., 3663-80-7

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

Reference£º
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; TONG, Yunsong; XU, Xiangdong; CHUNG, Seungwon; ZHANG, Qingwei, I.; SHI, Lei; MURAUSKI, Kathleen; DART, Michael, J.; RANDOLPH, John, T.; (238 pag.)WO2019/90085; (2019); 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

1,4-Benzodioxane-6-carboxylic acid (4.5g, 25 mmol) was refluxed in thionyl chloride (25ml) for 3hr, the solution was then evaporated to dryness to give l,4-benzodioxin-6- carbonyl chloride as a pale solid 4.9g (yield: 100percent)., 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; TRAGEX PHARMA; HADJ-SLIMANE, Reda; GARBAY, Christiane; WO2012/156289; (2012); A1;,
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.

WORKING EXAMPLE 17 A mixture of 1,4-benzodioxane-6-carboxylic acid (0.5 g), benzene (20 ml) and thionyl chloride (5 ml) is heated for one hour under reflux. The reaction mixture is evaporated to dryness under reduced pressure. To the residue is added benzene (50 ml), then the solvent is again distilled off to leave 1,4-benzodioxane-6-carbonyl chloride.

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; Takeda Chemical Industries, Ltd.; US4937246; (1990); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

It is a common heterocyclic compound, the benzodioxans compound, 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0 its synthesis route is as follows.,4442-54-0

General procedure: 2,3-Dihydrobenzo[b][1,4]dioxin-6-carboxylic acid (or 2,3-dihydrobenzo[b][1,4]dioxin-2-carboxylic acid) (1 mmol) and 98percent H2SO4 (1 ml) in ethanol (20 mL) were refluxed at 80 ¡ãC for 5 h. While the reaction completed, 80percent hydrazine hydrate (2 mmol) was added and then the solution was refluxed at 80 ¡ãC for another 5 h. While the reaction completed, the ethanol was evaporated. The separated solid was filtered, washed with cold ethanol and dried to obtain white solid Bb.

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

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 solution of 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethanone (XV) (1 eq) in THF was added slowly to a suspension of NaH (1.5 eq) in THF stirred under nitrogen at room temperature. The solution was further allowed to stir at room temperature until the evolution of gas was ceased. Ethyl picolinate (XIX) (1.1 eq) was added to the solution and refluxed overnight under nitrogen. The solution was cooled, poured into ice water and extracted with ethyl acetate. The organic layer was dried over MgSO4, filtered and concentrated under vacuum. The crude product was purified by column chromatography over silica gel to produce 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(pyridin-2-yl)propane-1,3-dione 15 as a yellow solid (71% yield), 1H NMR (CDCl3, 400 MHz): delta ppm 4.13-4.43 (m, 4H), 6.94 (d, J=8.31 Hz, 1H), 7.42 (m, 1H), 7.44 (m, 1H) 7.59 (m, 2H), 7.85 (m, 1H), 8.14 (d, J=7.81, 1H), 8.65 (m, 1H); ESIMS found C16H13NO4 m/z 284 (M+H).

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

Reference£º
Patent; WINTHERIX, LLC; US2012/46320; (2012); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO204,mainly used in chemical industry, its synthesis route is as follows.,31127-39-6

General procedure: A solutionof oxime 1a-k (23 mmol) in isopropyl alcohol (100 mL) was loaded into the autoclave with the fl uoroplastic bush, concentratedHCl (10.5 mL) was added, and a block of the regeneratedcatalyst was fi xed. Hydrogenation was conducted for 3-5 h at20 C and a hydrogen pressure of 10 atm, which was maintainedat this level during the reaction. The reaction course was monitoredby TLC. After the initial oxime disappeared completely,the reaction solution was poured out of the autoclave, the catalystblock was washed with methanol (3¡Á30 mL), and the combinedsolutions were fi ltered from mechanical impurities. The solventwas evaporated, and analytically pure aromatic benzylamines3a-k were obtained.When hydrogenation was conducted in methanol (100 mL),solvent removal was followed by drying residue using azeotropicdistillation with isopropyl alcohol (250 mL). For the hydrogenationof compound 1k, the reaction mixture was additionallypurifi ed by refl ux with active carbon for 1 h. The blockcatalyst was regenerated directly in the reactor at 400 C ina hydrogen fl ow and further used in the next hydrogenationprocedure.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime,belong benzodioxans compound

Reference£º
Article; Ignatov; Varakutin; Solov?eva; Karmanova; Kozlov; Semenova; Semenov; Russian Chemical Bulletin; vol. 67; 8; (2018); p. 1394 – 1400; Izv. Akad. Nauk, Ser. Khim.; 8; (2018); p. 1394 – 1400,7;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

To a solution of compound 2 (1 mmol) in ethanol (15 mL) wasadded hydrazine hydrate (10 mmol), and the mixture was heatedat reflux for 2 days. Excessive ethanol was distilled out and thecontents were allowed to cool. The crystals formed, collected by filtrationand washed several times with ethanol to obtain compound3. The completion of the reaction was monitored on TLC by usingmethanol and ethyl acetate (1:10) and observed in UV light.

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

Reference£º
Article; Sun, Juan; Ren, Shen-Zhen; Lu, Xiao-Yuan; Li, Jing-Jing; Shen, Fa-Qian; Xu, Chen; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 25; 9; (2017); p. 2593 – 2600;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, cas is 2879-20-1, it is a common heterocyclic compound, the benzodioxans compound, 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 rapid development 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