Heterocyclic Building Blocks-benzodioxan

As a common heterocyclic compound, it belong benzodioxans compound,2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde,29668-44-8,Molecular formula: C9H8O3,mainly used in chemical industry, its synthesis route is as follows.,29668-44-8

25 g of the product of Example 1,Adding 500 mL of water to raise the temperature to 70-80 DEG C,Then, 30 g of KMnO4 + 500 mL of an aqueous solution was prepared,Dropping into the above reaction solution, heating for 40 minutes and heating to reflux for 2 hours,The reaction was terminated by TLC, cooled to room temperature, alkalified by addition of 10percent aqueous KOH,Filter cake washed with water to neutral, the filtrate acidified with concentrated hydrochloric acid,A large amount of white solid was precipitated, and the filter cake was washed with water and dried to obtain 23 g of a white solid in 90percent yield.

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

Reference£º
Patent; Shanghai PharmValley Corp.; Yu, Weiyong; Yang, Ling; Wang, Ailing; (4 pag.)CN105801556; (2016); A;,
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: C8H14ClNO385,mainly used in chemical industry, its synthesis route is as follows.,29668-44-8

Example-8Preparation of 2,3-dihydro-benzo[1,4]dioxin-6-yl-methylamine hydrochloride 242.0 g of Methanolic ammonia [as 100% w/w by chemical assay] [Note: as chemical assay: 23.0% w/w, volume 1350.0 ml] and 30.0 g (0.183 mol) of 1,4-benzodioxan-6-carboxaldehyde were charged into a 2.0 L 4 necked round bottom flask, connect to a mechanical stirrer, thermo meter socket and condenser at 20-30 C. Stirred the mass for 20-30 min at 20-30 C. After dissolution is clear. Reaction mass was charged into a 2.0 L hydrogenator kettle at 20-30 C. 30.0 g of Raney Nickel (with Methanol dried) was charged under nitrogen atmosphere. Kettle was fitted to the hydrogenator. Nitrogen atmosphere was removed in Hydrogenator kettle with hydrogen gas by slowly flushing. Hydrogen gas was feeded upto 50-55 psi in hydrogenation kettle under oscillation. Maintained the hydrogen gas pressure (50-55 psi) till the hydrogen gas consumption is stopped. Reaction mass temperature was raised to 40-45 C. After hydrogen gas consumption is stooped at 45-50 C. Reaction mass temperature was cooled to 25-30 C. Maintained the hydrogen gas pressure at 50-55 psi for till the hydrogen gas consumption is stopped (about 90-120 min) Raney nickel was filtered through hyflow bed under nitrogen atmosphere. Raney Nickel was washed with 300.0 ml of methanol under nitrogen atmosphere. Filterate was collected into a flask. Methanol was distilled completely under vacuum at mass temperature not crossing 55 C. Mass temperature was cooled to 40-45 C. and release the vacuum. 50.0 ml of isopropyl alcohol was added. Reaction mass pH was adjusted to 0.5+/-0.25 with IPA HCl. Maintained the mass temperature at 25-30 C. for 60-90 min under stirring. Solid was filtered and solid was washed with 20.0 ml of isopropyl alcohol. Compound was dried under vacuum at 40+/-5 C. Dry compound weight: 31.0 g (yield: 84.1%).Spectral data:FT-IR (K Br) (cm-1): 3447.6, 2977.6, 2870.0, 1594.5, 1506.6, 1474.0, 1285.8, 1077.7, 1051. 735.2, 617.9, 472.0MS: 202.6 [M+1]

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

Reference£º
Patent; Natco Pharma Limited; US2010/298351; (2010); 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: C8H14ClNO360,mainly used in chemical industry, its synthesis route is as follows.,29668-44-8

General procedure: To a mixture of aldehyde 1 (10.0 mmol) in 30% methanol aqueous solution, NH2OH¡¤HCl (0.695 g, 10.0 mmol) was added slowly. After the NH2OH¡¤HCl was fully dissolved, Na2CO3 (0.53 g 5.0 mmol) was added and then the resulting mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with water and extracted with CH2Cl2. The organic phase was dried to afford intermediate 2 as white solids.

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

Reference£º
Article; Pang, Guang Xian; Niu, Chao; Mamat, Nuramina; Aisa, Haji Akber; Bioorganic and Medicinal Chemistry Letters; vol. 27; 12; (2017); p. 2674 – 2677;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,Methyl 1,4-Benzodioxan-6-carboxylate,20197-75-5,Molecular formula: C10H10O4,mainly used in chemical industry, its synthesis route is as follows.,20197-75-5

General procedure: A mixture of 60% NaH (0.12g, 5mmol) was added in anhydrous THF (10mL), followed by the addition of anhydrous CH3CN (0.21g, 5mmol) and compound 2 (0.42g, 2.5mmol) in the ice bath. Reaction was heated to reflux and stirred for 6h. Upon completion, the reaction mixture was taken up in ice water (30mL) and the pH was adjusted to 5. After filtration, the filtrate was extracted with ethyl acetate (20mL¡Á3). The combined organic phase was washed twice with saturated brine (20mL¡Á2) and dried over anhydrous MgSO4. Then, MgSO4 was filtered out, and the filtrate was concentrated in vacuo, Followed by recrystallization of the residue to afford compound 19a as a pale-yellow solid.

With the synthetic route has been constantly updated, we look forward to future research findings about Methyl 1,4-Benzodioxan-6-carboxylate,belong benzodioxans compound

Reference£º
Article; Heng, Hao; Wang, Zhijie; Li, Hongmei; Huang, Yatian; Lan, Qingyuan; Guo, Xiaoxing; Zhang, Liang; Zhi, Yanle; Cai, Jiongheng; Qin, Tianren; Xiang, Li; Wang, Shuxian; Chen, Yadong; Lu, Tao; Lu, Shuai; European Journal of Medicinal Chemistry; vol. 176; (2019); p. 248 – 267;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,Methyl 1,4-Benzodioxane-2-carboxylate,3663-79-4,Molecular formula: C10H10O4,mainly used in chemical industry, its synthesis route is as follows.,3663-79-4

General procedure: Methyl 1,4-benzodioxan-2-carboxylate (¡À)-17a was dissolved in ? THF/ ? H2O (1:1 ratio) after which ? lithium hydroxide was added. The reaction was stirred for 3?h until hydrolysis was complete. Next, THF was evaporated and the residue acidified with 10percent HCl. DCM was used for extraction. The organic layers were dried in vacuo to give ? (¡À)-1,4-benzodioxan-2-carboxylic acid 1 in 91percent yield as a white solid; mp 117?119?¡ãC; [lit.23b 125.4]; 1H NMR: delta 4.44 (d, J?=?4.8?Hz, 2H), 4.90 (t, J?=?3.7, 7.6?Hz, 1H), 6.88?6.97 (m, 3H), 6.99?7.02 (m, 1H); 13C NMR: delta 64.63, 71.61, 117.34, 122.38, 141.97, 142.87 173.59; HRMS (ESI) Calcd for C9H8NaO4 (M+Na): 203.0320. Found: 203.0317.

With the synthetic route has been constantly updated, we look forward to future research findings about Methyl 1,4-Benzodioxane-2-carboxylate,belong benzodioxans compound

Reference£º
Article; Rouf, Abdul; Gupta, Pankaj; Aga, Mushtaq A.; Kumar, Brijesh; Chaubey, Asha; Parshad, Rajinder; Taneja, Subhash C.; Tetrahedron Asymmetry; vol. 23; 22-23; (2012); p. 1615 – 1623;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, cas is 17413-10-4, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.

General procedure: A 15mL capped tube was charged with intermediate 11 (64 mg,0.2 mmol) and corresponding amine (1.0 mmol). The degassed isopropanol (5 mL) was added. The tube was flushed with argon,capped, and heated at 140 C for 12-48 h. After cooling to roomtemperature, the reaction mixture was concentrated in vacuum,and the residue was purified by column chromatography (EtOAc:PE = 1:2) to give the target compounds 6a-r.

With the rapid development of chemical substances, we look forward to future research findings about 17413-10-4

Reference£º
Article; Li, Peng; Wang, Bin; Zhang, Xinwei; Batt, Sarah M.; Besra, Gurdyal S.; Zhang, Tingting; Ma, Chen; Zhang, Dongfeng; Lin, Ziyun; Li, Gang; Huang, Haihong; Lu, Yu; European Journal of Medicinal Chemistry; vol. 160; (2018); p. 157 – 170;,
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.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

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

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

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

2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol (533 mg, 3.20 mmol) is dissolved in chloroform (4 mL), pyridine (0.11 mL) and thionyl chloride (0.7 mL, 9.7 mmol) is added little by little and the mixture is stirred at room temperature for 1 hour. The reaction solution is added with water and extracted with dichloromethane, and the organic layer is washed with aqueous sodium hydrogen carbonate solution. The organic layer is dried, the solvent is distilled off under reduced pressure, and pale yellow liquid of 578 mg is obtained in 97% yield.

With the rapid development of chemical substances, we look forward to future research findings about 274910-19-9

Reference£º
Patent; KANTO KAGAKU KABUSHIKI KAISHA; ABE, Jiro; INAGAKI, Yuki; SUGA, Takayoshi; NAGASAWA, Hiroto; US2020/131193; (2020); 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.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

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 1 ,4-benzodioxan-2-carboxylic acid (0.216 g, 1.2 mmol) in N, N- dimethylformamide (5.0 mL) were added 2,2-diphenylethanamine (0.197 g, 1.0 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (0.186 g, 1.2 mmol) and 1- hydroxybenzotriazole (0.162 g, 1.2 mmol). The resulting mixture was stirred at ambient temperature for 16 h. To the above mixture was added ethyl acetate (100 ml_), the resultant solution was washed with 2 N citric acid (50 ml_), saturated sodium bicarbonate (50 ml_) and brine (50 ml_). The organic layer was dried over anhydrous sodium sulfate, then filtered and concentrated to give the crude product. The crude product was recrystalized from ether and hexane to yield lambda/-(2,2-diphenylethyl)-2,3- dihydro-1 ,4-benzodioxine-2-carboxamide (0.326 g, 91percent) as a colorless solid: 1H NMR (300 MHz, CDCI3) 5 7.33-7.11 (m, 10H), 6.89-6.68 (m, 4H), 6.49 (s, 1 H), 4.59 (dd, J = 6.6, 2.7 Hz, 1 H), 4.39 (dd, J = 11.3, 2.7 Hz, 1 H), 4.17-3.97 (m, 3H), 3.90-3.78 (m, 1H); 13C NMR (75 MHz, CDCI3) delta 167.1 , 143.2, 141.4, 141.3, 128.7, 128.7, 128.0, 127.9, 126.9, 122.2, 121.9, 117.6, 117.0, 73.2, 65.0, 50.5, 43.2; MS (ES+) m/z 382.1 (M + 23), 360.1 (M + 1 ).

With the rapid development of chemical substances, we look forward to future research findings about 3663-80-7

Reference£º
Patent; XENON PHARMACEUTICALS INC.; WO2008/106633; (2008); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem