Heterocyclic Building Blocks-benzodioxan

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.

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. 4.5.4 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(4-methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (C4) White crystal, mp: 123-124 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.15-3.22 (d, J = 17.1 Hz, 1H), 3.72-3.78 (m, 1H), 3.81 (s, 3H), 4.31-4.32 (t, J = 2.4 Hz, 4H), 5.75-5.80 (m, 1H), 6.85-6.92 (m, 3H), 7.24-7.26 (m, 2H), 7.42-7.44 (m, 3H), 7.64-7.66 (d, J = 7.8 Hz, 2H), 7.73-7.76 (m, 2H). MS (ESI): 415.16 (C25H23N2O4, [M+H]+). Anal. Calcd for C25H22N2O4: C, 72.45; H, 5.35; N, 6.76; O, 15.44. Found: C, 72.21; H, 5.34; N, 6.76.

4442-54-0, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,4442-54-0 ,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

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

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

2879-20-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,2879-20-1 ,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, other downstream synthetic routes, hurry up and to see

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

2879-20-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, cas is 2879-20-1,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

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).

The chemical industry reduces the impact on the environment during synthesis,2879-20-1,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,I believe this compound will play a more active role in future production and life.

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

As a common heterocyclic compound, it belongs to benzodioxans compound, name is (2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol, and cas is 274910-19-9, its synthesis route is as follows.

N5-Cyclobutyl-N3-methyl-2-oxo-1, 2-d ihydropyrid ine-3,5-d icarboxamide (50 mg, 0.201mmol), (2,3-dihydrobenzo[b][1,4]dioxin-5-yl)methanol (50.0 mg, 0.301 mmol) and 2-(tributylphosphoranylidene)acetonitrile (0.166 mL, 0.632 mmol) were combined in toluene (1.5 mL)and the reaction mixture heated in a 5 mL microwave vial on a Biotage Initiator microwave at 120C for 30 mm. The reaction mixture was poured onto water (20 mL), and extracted with ethylacetate (3 x 10 mL). The combined organic portions were evaporated in vacuo to yield the crude product as a brown oil. The product was loaded in dichloromethane onto a 25 g SNAP silica cartridge and purified via Biotage 5P4 flash chromatography, eluting from 50 – 100 % ethyl acetate/cyclohexane. The relevant fractions were combined and evaporated in vacuo – yielding 76mg of product. The sample was dissolved in MeOH/DMSO (1 mL, 1:1) and purified by MDAP (Formic). The solvent was evaporated in vacuoto give the required product – N5-cyclobutyl-1-((2,3- dihyd robenzo[b] [1,4]d ioxin-5-yl)methyl)-N3-methyl-2-oxo-1, 2-d ihydropyrid ine-3,5-dicarboxamide(40 mg, 0.096 mmol, 47.7 % yield).LCMS (2 mm Formic): Rt = 0.95 mi [MH] = 398.1.

274910-19-9, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,274910-19-9 ,(2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; AYLOTT, Helen Elizabeth; COOPER, Anthony William James; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; HAYHOW, Thomas George Christopher; LINDON, Matthew J; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (308 pag.)WO2017/37116; (2017); 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: C8H14ClNO269,mainly used in chemical industry, its synthesis route is as follows.,2879-20-1

General procedure: To a stirred solution of 1 (0.84 mmol) in 5 N NaOH (3 mL) was added 2-heptanone (7.18 mmol) dropwise. The reaction mixture was heated to 60 C and kept for 3 h under stirring conditions. After cooling, the mixture was then extracted with CHCl3/MeOH (10:1, v/v) in a separatory funnel. The organic layer was washed to neutral status using water, dried using anhydrous MgSO4, and filtered. The filtrate was concentrated under reduced pressure to yield a crude intermediate. The crude intermediate was dissolved in anhydrous tetrahydrofuran (8 mL), followed by adding HOAc (1.0 mL) and formaldehyde (15.06 mmol) to the solution. The reaction mixture was kept refluxing for 3 h. After the reaction was halted and the reaction mixture cooled, evaporation under reduced pressure was done to remove the solvent from the reaction mixture. The residue was acidified using aqueous 2 N HCl (2 mL), and the solution was stirred at room temperature for 1 h, and extracted with CHCl3/MeOH (10:1, v/v) in a separatory funnel. The organic layer was dried using anhydrous MgSO4, filtered, and concentrated under reduced pressure to yield the crude product. The crude product was purified using silica gel CC (elutated with CHCl3:MeOH, 20:1, v/v) to yield 3e (97 mg, 23.3% yield) as a yellow solid.

With the synthetic route has been constantly updated, we look forward to future research findings about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,belong benzodioxans compound

Reference£º
Article; Zhang, Zhi-Hui; Yan, Yu; Deng, An-Jun; Zhang, Hai-Jing; Li, Zhi-Hong; Yuan, Tian-Yi; Fang, Lian-Hua; Wu, Lian-Qiu; Du, Guan-Hua; Qin, Hai-Lin; Chinese Chemical Letters; vol. 29; 1; (2018); p. 131 – 135;,
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: C8H14ClNO467,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

General procedure: A solution of carboxylic acid (0.5 mmol) and HATU (0.55 mmol)in anhydrous DMF (2 mL) was stirred at ambient temperature for10 min. To this solution, DIPEA (0.6 mmol) and correspondingamine (0.54 mmol) were added successively and the mixture wasstirred for 18 h. After concentration under reduced pressure, thereaction mixture was treated with water (5 mL) and extracted withDCM (2 5 mL). After evaporation of the solvent, the residue wascrystallized from an appropriate solvent or subjected to columnchromatography on silica gel (DCM/MeOH) or preparative HPLC

With the synthetic route has been constantly updated, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,belong benzodioxans compound

Reference£º
Article; Krasavin, Mikhail; Gureyev, Maxim A.; Dar’in, Dmitry; Bakulina, Olga; Chizhova, Maria; Lepikhina, Anastasia; Novikova, Daria; Grigoreva, Tatyana; Ivanov, Gleb; Zhumagalieva, Aisulu; Garabadzhiu, Alexander V.; Tribulovich, Vyacheslav G.; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2651 – 2673;,
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.

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. 4.5.10 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(3-fluorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (C10) White crystal, mp: 105-107 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.19-3.24 (d, J = 16.2 Hz, 1H), 3.65-3.73 (m, 1H), 4.32 (t, J = 2.1 Hz, 4H), 5.72-5.78 (m, 1H), 6.78 (s, 1H), 6.95-7.09 (m, 3H), 7.23-7.26 (m, 1H), 7.44-7.53 (m, 4H), 7.57 (s, 1H), 7.62-7.65 (d, J = 8.4 Hz, 2H). MS (ESI): 403.14 (C24H20FN2O3, [M+H]+). Anal. Calcd for C24H19FN2O3: C, 71.63; H, 4.76; F, 4.72; N, 6.96; O, 11.93. Found: C, 71.37; H, 4.74; N, 6.98., 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
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

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. (3-(4-Bromophenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C2) Yellow crystal, mp: 189-190 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.12-3.17 (d, J = 10.5 Hz, 1H), 3.70-3.77 (m, 1H), 4.29-4.34 (t, J = 4.5 Hz, 4H), 5.79-5.82 (m, 1H), 6.90-6.95 (d, J = 11.7 Hz, 2H), 7.29-7.42 (m, 3H), 7.53-7.59 (m, 4H), 7.65-7.67 (m, 3H). MS (ESI): 463.06 (C24H20BrN2O3, [M+H]+). Anal. Calcd for C24H19BrN2O3: C, 62.22; H, 4.13; Br, 17.25; N, 6.05; O, 10.36. Found: C, 62.07; H, 4.12; N, 6.06.

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; 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

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

The 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (9.0 g, 50 mmol) in methanol (50 mL) containing concentrated H2SO4 (5 mL) was refluxed overnight. Water (100 mL) was added, the organic phases were washed with saturated NaCl (100 mL) and dried over Na2SO4, and the solvents were evaporated., 4442-54-0

As the paragraph descriping shows that 4442-54-0 is playing an increasingly important role.

Reference£º
Article; Sun, Juan; Cao, Ning; Zhang, Xiao-Min; Yang, Yu-Shun; Zhang, Yan-Bin; Wang, Xiao-Ming; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4895 – 4902;,
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

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. 4.5.14 (3-(4-Bromophenyl)-5-(2-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C14) White crystal, mp: 140-141 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.23-3.29 (d, J = 17.1 Hz, 1H), 3.80-3.87 (m, 1H), 4.35-4.37 (t, J = 3.9 Hz, 4H), 5.63-5.69 (m, 1H), 6.90-6.96 (m, 2H), 7.11 (m, 1H), 7.33-7.35 (d, J = 6.6 Hz, 1H), 7.47-7.50 (m, 4H), 7.59 (s, 1H), 7.66-7.69 (d, J = 8.4 Hz, 2H). MS (ESI): 481.05 (C24H19BrFN2O3, [M+H]+). Anal. Calcd for C24H18BrFN2O3: C, 59.89; H, 3.77; Br, 16.60; F, 3.95; N, 5.82; O, 9.97. Found: C, 59.72; H, 3.74; N, 5.82.

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; 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