Introduction of a new synthetic route about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

With the rapid development of chemical substances, we look forward to future research findings about 2879-20-1

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.

General procedure: Carbonyl substrate, 0.02 mol, was added in portions to a suspension of 0.01 mol NaBH4 in 0.3 mol of the corresponding alcohol solvent, and the mixture was stirred for 2-2.5 h at 20C. The resulting boron derivatives of benzyl alcohols were decomposed with 10% aqueous HCl (3.7 mL), and the mixture was stirred for a required time at a required temperature(see Tables 1-5), cooled, and poured into 200 mL of cold water. The products were extracted with diethylether (2 ¡Á 40 mL), the combined extracts were washed with water and dried over anhydrous sodium sulfate, the solvent was distilled off on a rotary evaporator, and the residue was analyzed by 1H NMR. If necessary,benzyl ethers were isolated by chromatography. Alcohol coreactants poorly soluble in water were removed from the diethyl ether extracts by vacuum distillation, and the target ethers ware isolated from the still residue. Ethers 2a [9], 2c [3], 2h, 4a [10], 4b [11], 4i,4l, 7e, 10c, 10d, 10e [4], and 13a [12] were described previously. Ethers 2b, 2d-2g, 2i, 4c-4h, 4j, 4k, 4m-4w, 7a-7d, 7f, 7g, and 13b-13f are mobile liquids, and 7h-7j, 10a, 10b, and 10f-10i are viscous liquids.

With the rapid development of chemical substances, we look forward to future research findings about 2879-20-1

Reference£º
Review; Mochalov; Fedotov; Trofimova; Zefirov; Russian Journal of Organic Chemistry; vol. 52; 4; (2016); p. 503 – 512; Zh. Org. Khim.; vol. 52; 4; (2016); p. 503 – 512,10;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Introduction of a new synthetic route about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

With the rapid development of chemical substances, we look forward to future research findings about 2879-20-1

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.

The 534mg (3mmol) 6- acetyl-1,4-benzo-dioxane, 160mg (4mmol) of sodium hydroxide in 100mL single-neck flask, add 10 drops of water, 20mL ethanol and dissolved; the 813mg (3mmol) 4- (9- (9H-Carbazol-yl)) benzaldehyde was dissolved in 10mL of dichloromethane, ethanol and added dropwise to the mixture, stirred at room temperature overnight, filtered, ethanol, washed with petroleum ether, and dried to give a pale yellow solid (LJZ-5-32) 842mg the yield was 65%.

With the rapid development of chemical substances, we look forward to future research findings about 2879-20-1

Reference£º
Patent; Institute of Materia Medica Chinese Academy of Medical Sciences; Xiaozhi, Yan; Ye, Fei; Guo, Zongru; Tianjin, Ying; Liu, Junzheng; Zhang, Shuen; Nie, Feilin; Tao, Rongya; Zhang, Xiaolin; Liu, Junchang; He, Yibo; Ma, Yiming; (36 pag.)CN102382037; (2016); B;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

New learning discoveries about 2879-20-1

As the paragraph descriping shows that 2879-20-1 is playing an increasingly important role.

2879-20-1, 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Equimolar quantities of substituted benzaldehyde and 1-(2H-1,3-benzodioxol-5-yl)ethan-1-one or 1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethan-1-one were dissolved in 40% KOH and ethanol. The reactionmixture was then stirred for 10 h and poured into ice-cold water. Theprecipitated product was washed with water, dried, and recrystallizedfrom ethanol.

As the paragraph descriping shows that 2879-20-1 is playing an increasingly important role.

Reference£º
Article; Parambi, Della Grace Thomas; Oh, Jong Min; Baek, Seung Cheol; Lee, Jae Pil; Tondo, Anna Rita; Nicolotti, Orazio; Kim, Hoon; Mathew, Bijo; Bioorganic Chemistry; vol. 93; (2019);,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Simple exploration of 2879-20-1

2879-20-1 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone 76143, abenzodioxans compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2879-20-1,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,as a common compound, the synthetic route is as follows.

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).

2879-20-1 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone 76143, abenzodioxans compound, is more and more widely used in various.

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

Downstream synthetic route of 2879-20-1

As the paragraph descriping shows that 2879-20-1 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2879-20-1,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,as a common compound, the synthetic route is as follows.

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.

As the paragraph descriping shows that 2879-20-1 is playing an increasingly important role.

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

Brief introduction of 2879-20-1

The synthetic route of 2879-20-1 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2879-20-1,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,as a common compound, the synthetic route is as follows.

General procedure: To 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethan-1-one(A) (1 mmol) alcohol solution (5 mL) was added substituted benzaldehyde(1 mmol). After dissolution, 50% NaOH (0.5 mL) was added. After confirming the completion of the reaction by thin layer chromatography, the sediment was filtered, washed with ethanol and dried to obtain chalcone

The synthetic route of 2879-20-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yang, Yu-Shun; Yang, Bing; Zou, Yan; Li, Guigen; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 24; 13; (2016); p. 3052 – 3061;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Analyzing the synthesis route of 2879-20-1

The synthetic route of 2879-20-1 has been constantly updated, and we look forward to future research findings.

2879-20-1, 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethan-1-one(A) (1 mmol) alcohol solution (5 mL) was added substituted benzaldehyde(1 mmol). After dissolution, 50% NaOH (0.5 mL) was added. After confirming the completion of the reaction by thin layer chromatography, the sediment was filtered, washed with ethanol and dried to obtain chalcone

The synthetic route of 2879-20-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yang, Yu-Shun; Yang, Bing; Zou, Yan; Li, Guigen; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 24; 13; (2016); p. 3052 – 3061;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

New learning discoveries about 2879-20-1

As the paragraph descriping shows that 2879-20-1 is playing an increasingly important role.

2879-20-1, 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

As the paragraph descriping shows that 2879-20-1 is playing an increasingly important role.

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

New learning discoveries about 2879-20-1

As the paragraph descriping shows that 2879-20-1 is playing an increasingly important role.

2879-20-1, 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of acetophenone 4a (120 mg, 1.0 mmol), iodine (254 mg, 1.0 mmol), and CuO (88 mg, 1.1 mmol) in anhydrous methanol (10 mL) was heated at reflux, after disappearance of the reactant (1-12 h, monitored by TLC), 1,2-diamines 2a (108 mg, 1.0 mmol) and K3PO4*3H2O (266 mg, 1.0 mmol) was added and the mixture was stirred for 12 h at 40 C. The solvent was removed under reduced pressure, and 50 mL water was added to mixture, extracted with EtOAc three times (3¡Á50 mL). The extract was washed with Na2S2O3, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel using petroleum ether/EtOAc as the eluent to give the expected products 6aa as pale yellow solid, (80% yield).

As the paragraph descriping shows that 2879-20-1 is playing an increasingly important role.

Reference£º
Article; Lian, Mi; Li, Qi; Zhu, Yanping; Yin, Guodong; Wu, Anxin; Tetrahedron; vol. 68; 47; (2012); p. 9598 – 9605;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Simple exploration of 2879-20-1

2879-20-1 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone 76143, abenzodioxans compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2879-20-1,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,as a common compound, the synthetic route is as follows.

General procedure: A 10 mL glass flask equipped with a magnetic stir bar wascharged with a methyl ketone (1 mmol) and dissolved in MeCN (2 mL). To thethermostated solution NH4NO3 (10-25 mol %), I2 (50 mol %) and H2SO4(aqueous 96% solution, 10-20 mol %) were added and the flask was furtherequipped with a balloon filled with air (1 L) and magnetically stirred at 60 C.The consumption of starting material was monitored by TLC. After completionof the reaction, the mixture was cooled to room temperature, diluted withEtOAc (10 mL), and insoluble material identified as ammonium sulfate wasfiltered off. The filtrate neutralized with NaHCO3 (aqueous 10% solution, 2 mL)and Na2S2O3 (aqueous 10% solution, 2 mL) and phase was separated. The waterphase was washed with EtOAc additionally two times (2 5 mL). The combinedorganic phase was dried over anhydrous Na2SO4 and the solvent distilled underreduced pressure. The crude product obtained was analyzed by 1H NMR. Finallythe crude product was purified using column chromatography (SiO2, n-hexane/CH2Cl2 elution) and preparative thin layer chromatography to afford purematerial, which was compared to authentic samples. Detailed data, concerningcatalyst loading, reaction times, yields of pure products and their spectroscopicand other identification data are given in SI in the chapter Characterization dataof isolated final products. Characterization, for example, 1-(9H-fluoren-2-yl)-2-iodoethanone (2i): 1-(9H-Fluoren-2-yl)ethanone (1 mmol, 208.3 mg), NH4NO3(0.15 mmol, 12 mg), I2 (0.50 mmol, 126.7 mg), H2SO4 (aqueous 96% solution,0.10 mmol, 5.56 lL), 2 mL MeCN, balloon filled with 1 L of air, 60 C, 20 h were used; crystallization from acetone; yield: 187.2 mg (55%) yellow solid, mp 163-164 C. 1H NMR (303 MHz, CDCl3+two drops of DMSO, 25 C, TMS): d (ppm) 3.92 (s,2H), 4.41 (s, 2H), 7.32-7.44 (m, 2H), 7.54-7.59 (m, 1H), 7.77-7.84 (m, 2H), 7.96-8.02(m, 1H), 8.13 (s, 1H); 13C NMR (76.2MHz, CDCl3+two drops of DMSO, 25 C): d(ppm) 2.3, 36.6, 119.6, 120.7, 125.0, 125.3, 126.9, 128.1, 128.1, 131.5, 139.9, 143.2,144.3, 146.8, 192.4;MS (ESI):m/z 335 ((M+H)+, 100%);HR-MS (ESI):m/z = 334.9925,calcd for C15H12IO: 334.9933; Anal. calcd for C15H11IO: C, 53.92; H, 3.32; found: C,54.39; H, 3.05. 3-(2-Iodoacetyl)-2H-chromen-2-one (2o): 3-Acetyl-2H-chromen-2-one (1 mmol, 188.2mg), NH4NO3 (0.20 mmol, 16 mg), I2 (0.50 mmol, 126.7mg),H2SO4 (aqueous 96% solution, 0.1 mmol, 5.56 lL), 2mLMeCN, balloon filledwith 1 Lof air, 60 C, 23 h were used; column chromatography (SiO2, CH2Cl2); yield:182.2mg (58%), yellow solid; mp 135-138 C. 1H NMR (303.0 MHz, CDCl3, 25C,TMS): d (ppm) 4.68 (s, 2H), 7.34-7.46 (m, 2H), 7.64-7.76 (m, 2H), 8.66 (s, 1H); 13CNMR (76.2MHz, CDCl3, 25 C): d (ppm) 6.8, 116.7, 118.1, 121.4, 125.1, 130.2, 134.9,149.5, 155.3, 158.6, 190.1; MS (ESI): m/z 314.9 ((M+H)+, 100%); HR-MS (ESI): m/z = 314.9523, calcd for C11H8IO3: 314.9518.

2879-20-1 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone 76143, abenzodioxans compound, is more and more widely used in various.

Reference£º
Article; Prebil, Rok; Stavber, Stojan; Tetrahedron Letters; vol. 55; 41; (2014); p. 5643 – 5647;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem