Heterocyclic Building Blocks-benzodioxan

A common heterocyclic compound, the benzodioxans compound, name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,cas is 3663-80-7, mainly used in chemical industry, its synthesis route is as follows.

To a stirred solution of l,4-benzodioxane-2-carboxylic acid (9.0 g, 50 mmol), HATU (19.0 g, 50 mmol) and DIPEA (35 mL) in DMF (100 mL) was added (R)-1-phenylethanamine (6.4 mL, 50 mmol) at 22 ¡ãC, and the mixture was allowed to stir at 22 ¡ãC for 16 hrs. Water (200 mL) was added, and the mixture was stirred at 22¡ãC for 10 hrs. The aqueous layer was decanted, and the sticky residue was washed with water carefully, dried, and purified by flash chromatography to give (R)-N-((R)-l-phenylethyl)-2,3-dihydrobenzo [bj [1 ,4j dioxine-2-carboxamide (2) 5.3 g (37 percent) and (S)-N-((R)- 1 -phenylethyl)-2,3 – dihydrobenzo[bj[1,4jdioxine-2-carboxamide (3) 5.7 g (40 percent). 2: ?H NMR (500 MHz, CDC13) 7.40?7.26 (m, 5H), 6.96 ? 6.84 (m, 4H), 6.79 (d, J= 7.2 Hz, 1H), 5.22?5.10 (m, 1H), 4.64 (dd, J= 7.5, 2.6 Hz, 1H), 4.56 (dd, J= 11.4, 2.6 Hz, 1H), 4.17 (dd, J= 11.4, 7.6 Hz, 1H), 1.47 (d, J= 6.9 Hz, 3H). ?3C NMR (125 MHz, CDC13) 166.1, 143.3, 142.4, 141.6, 128.8, 127.6, 126.2, 122.4, 121.9, 117.6, 117.1, 73.1, 65.5, 48.6, 21.7. APCI-MS mlz: 284 (M+H)t 3: ?H NMR (500 MHz, CDC13) 7.38 ? 7.27 (m, 3H), 7.26 ? 7.21 (m, 2H), 7.05 ?7.00 (m, 1H), 6.99 ? 6.92 (m, 3H), 6.85 (d, J = 6.7 Hz, 1H), 5.29 ? 5.20 (m, 1H), 4.77 (dd, J =7.3, 2.6 Hz, 1H), 4.59 (dd, J= 11.4, 2.7 Hz, 1H), 4.22 (dd, J= 11.4, 7.3 Hz, 1H), 1.61 (d, J= 6.9Hz, 3H). ?3C NMR (125 MHz, CDC13) 166.2, 143.3, 142.5, 141.5, 128.7, 127.4, 125.8, 122.5,121.9, 117.7, 117.1, 73.2, 65.4, 48.4, 21.9. APCI-MS mlz: 284 (M+H)t, 3663-80-7

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

Reference£º
Patent; NORTHWESTERN UNIVERSITY; KRAINC, Dimitri; SILVERMAN, Richard, B.; ZHENG, Jianbin; (84 pag.)WO2019/27765; (2019); 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.31127-39-6,2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime,as a common compound, the synthetic route is as follows.,31127-39-6

General procedure: A mixture of a’ (10.0 mmol) in CH2Cl2 was stirred at room temperature, NCS (1.60 g, 12.0 mmol) was then added. The resulted mixture was stirred at reflux and propynol (0.56 g, 10.0 mmol) was added dropwise. After 0.5 h, triethylamine (1.01 g, 10 mmol) was added dropwise and refluxed for another 4 h. After cooling, the reaction mixture was washed with water and evaporated under reduced pressure. The obtained residue was purified by silica gel chromatography with petroleum ether/ethyl acetate as eluent to give intermediate b’.

The synthetic route of 31127-39-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Niu, Chao; Yin, Li; Nie, Li Fei; Dou, Jun; Zhao, Jiang Yu; Li, Gen; Aisa, Haji Akber; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5440 – 5448;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

A common heterocyclic compound, the benzodioxans compound, name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,cas is 3663-80-7, mainly used in chemical industry, its synthesis route is as follows.

1. Preparation of ethyl 2-[1-[4-(2,3-dihydrobenzo[b][1,4]dioxin-2-carboxamido)benzyl]-1H-indazol-3-yl]acetate 2,3-Dihydrobenzo[b][1,4]dioxin-2-carboxylic acid (145 mg, 0.80 mmol) was dissolved in dichloromethane (15 mL) and N,N-dimethylformamide (0.10 mL), and in an ice bath, oxalic chloride (153 mg, 1.21 mmol) was added dropwise slowly. Upon completion of the dropwise addition, it was moved to react at room temperature for 3 hours, and concentrated under reduce pressure to obtain 2,3-dihydrobenzo[b][1,4]dioxin-2-formyl chloride as a white solid.

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

Reference£º
Patent; Zhang, Yan; Zhang, Min; Lo, Hoyin; US2014/303186; (2014); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

A common heterocyclic compound, the benzodioxans compound, name is 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,cas is 2879-20-1, mainly used in chemical industry, its synthesis route is as follows.

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.

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

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

A common heterocyclic compound, the benzodioxans compound, name is 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,cas is 2879-20-1, mainly used in chemical industry, its synthesis 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

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

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

A common heterocyclic compound, the benzodioxans compound, name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,cas is 3663-80-7, mainly used in chemical industry, its synthesis route is as follows.

Example 12,3-dihydro-1,4-benzodioxine-2-carboxylic acid (0.38 mol; 68.51 g) and tetrahydrofuran (500 ml) were charged and contents were stirred at 20-25¡ã C. for 5-10 min to get a clear solution. N,N-carbonyl diimidazole (0.407 mol; 66.28 g) along with tetrahydrofuran (500 ml) was added to the solution and stirring continued at 20-25¡ã C. for 2 hr to obtain solution A.In another round bottom flask, 6,7-dimethoxy-2-(piperazin-1-yl)quinazolin-4-amine (0.346 mol; 100 g) and tetrahydrofuran (1000 ml) were charged and stirred at 26-28¡ã C. for 5-10 min to obtain a slurry.Solution A was added dropwise within 2-2.5 hr at 25-28¡ã C. to the slurry.The reaction was monitored by HPLC.To the resulting clear reaction mass charcoal was added and contents were stirred at 26-28¡ã C. for 45 min.The contents were filtered through celite and washed with tetrahydrofuran.The solvent was distilled out at 35¡ã C. under reduced pressure to obtain solid residue.Acetone (1000 ml) was added to the solid and contents were refluxed for 2 hr.On cooling to 25-28¡ã C., the slurry was filtered, washed with acetone and dried at 60¡ã C. under reduced pressure to obtain 110 g of doxazosin base (HPLC purity -99.4percent).

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

Reference£º
Patent; CIPLA LIMITED; US2012/41199; (2012); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

31127-39-6, 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oxime is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,31127-39-6

General procedure: To a solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde oximes 10 (2.69 g, 15.0 mmol) in THF (70 mL) at room temperature under nitrogen atmosphere, N-chlorosuccinimide (2.40 g, 18.0 mmol) and pyridine (120 muL, 1.50 mmol) were added. After being stirred for 40 min at 60 C, the mixture was cooled to rt and solutions of propargyl alcohol (700 muL, 12.0 mmol) in THF (2 mL) and triethylamine (2.50 mL, 18.0 mmol) in THF (4 mL) were added dropwise successively. After the mixture being stirred at 50 C for 2 h. Saturated NaHCO3 solution was added and the mixture was extracted with ethyl acetate (50 mL ¡Á 3). The organic layers were dried over anhydrous MgSO4 and concentrated. The residue was purified by flash column chromatography (hexane:EtOAc =2:1) to give the isoxazole alcohol 11 (when R2= 2,3-dihydrobenzo[b][1,4]dioxin-6-yl, 1.87 g, 67%). To a solution of thus prepared alcohol 11 (1.16 g, 5.00mmol) in dichloromethane (15 mL) at room temperature, pyridinium chlorochromate (2.16 g, 10.0 mmol) and 4 A molecular sieve (4.00 g) were added. After being stirred for 4 h, the mixture was concentrated and the residue was purified by flash column chromatography (hexane:EtOAc =3:1) to give the building block 3 (when R2= 2,3-dihydrobenzo[b][1,4]dioxin-6-yl, 740 mg, 65%). 1H NMR (500 MHz, CDCl3) delta 9.95 (s, 1H), 7.31 (s, 1H), 7.27 (d, J = 8.0 Hz, 1H), 7.13 (s, 1H), 6.90 (d, J = 8.0 Hz,1H), 4.22-4.27 (m, 4H). Other isoxazole aldehyde derivatives were synthesizedanalogously and identified with the 1H NMR spectroscopy.

As the paragraph descriping shows that 31127-39-6 is playing an increasingly important role.

Reference£º
Article; Oh, Yoo Na; Kwak, Jumyung; Koh, Hun Yeong; Jung, Sun Ho; Bulletin of the Korean Chemical Society; vol. 33; 12; (2012); p. 4227 – 4230;,
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.20197-75-5,Methyl 1,4-Benzodioxan-6-carboxylate,as a common compound, the synthetic route is as follows.

(2) Synthesis of Compound 1 (0146) The compound k (2.01 g), NBS (8.48 g), and carbon tetrachloride (125 ml) were introduced to an eggplant-shaped flask. Then, AIBN (340 mg) was added thereto in a nitrogen atmosphere and heated to reflux for 44 hours. The reaction solution was extracted with chloroform. Subsequently, the extract was washed with saturated saline, dehydrated with sodium sulfate, and concentrated. The concentrate was purified by silica gel column chromatography (Wakosil? C-300) using chloroform alone as an eluent. Thus, the compound 1 was obtained (yield: 2.64 g; yield rate: 73percent).

20197-75-5, As the paragraph descriping shows that 20197-75-5 is playing an increasingly important role.

Reference£º
Patent; RIKEN; Nakano, Takeshi; ASAMI, Tadao; OSADA, Hiroyuki; (31 pag.)US2017/305886; (2017); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

20197-75-5, Methyl 1,4-Benzodioxan-6-carboxylate is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,20197-75-5

(3) step (2) the obtained solid product, ethanol, reflux reaction of hydrazine hydrate, the obtained solid product;Step (2) the obtained solid product, ethanol, the proportion of the amount of the hydrazine hydrate is 0.1: 2 : 0.5, wherein step (2) in the obtained solid product of mmol, ethanol, hydrazine hydrate to meter ml, reflux the reaction time is 15h.

The synthetic route of 20197-75-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong University of Technology; Shu, Juan; Lian, Zhimin; Zhu, Hailiang; Xu, Yizeng; Sun, Liqin; gao, Leilei; (12 pag.)CN105777731; (2016); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

4442-53-9, 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4442-53-9

1,4-Benzodioxan-5-carboxylic acid (120 g) was added in portions at 40¡ã C. to a stirred mixture of hydroxylamine hydrochloride (52 g) and polyphosphoric acid (380 g), then the mixture was heated to an internal temperature of 120¡ã C. The source of heat was removed, and the mixture was stirred vigorously until frothing subsided, then it was stirred at 165¡ã C. for 90 minutes, cooled to 80¡ã C., added to an excess of ice-water, and basified by the addition of 5M aqueous sodium hydroxide solution. The product was extracted into ethyl acetate (6*500 ml), the extracts were dried (MgSO4), and the solvent removed in vacuo. The residue was dissolved in ethyl acetate (800 ml), and the cloudy solution was filtered then saturated with hydrogen chloride. The resulting solid was collected by filtration, washed with ethyl acetate, and dried in vacuo at ambient temperature to give 1,4-benzodioxan-5-amine monohydrochloride as a buff solid (65.9 g).

The synthetic route of 4442-53-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Knoll Aktiengesellschaft; US6114334; (2000); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem