Heterocyclic Building Blocks-benzodioxan

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.,20197-75-5

Step B: Preparation of 6-nitro-3,4-ethylenedioxybenzoic acid methyl ester. To a solution of 5.0 g. of 3,4-ethylenedioxybenzoic acid methyl ester in 5.0 mls. of glacial acetic acid is added dropwise 5.0 mls. of 70percent nitric acid at 50¡ã-60¡ã C. After addition the reaction mixture is kept at 55¡ã C. for one hour, then cooled and 50 mls. of ice water added. The resulting precipitate is recovered by filtering, water washed and dried to obtain 6-nitro-3,4-ethylenedioxybenzoic acid methyl ester, m.p. 115¡ã-118¡ã C.

20197-75-5 Methyl 1,4-Benzodioxan-6-carboxylate 3802178, abenzodioxans compound, is more and more widely used in various fields.

Reference£º
Patent; Sandoz, Inc.; US4011323; (1977); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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,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.

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

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

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.,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.

20197-75-5 Methyl 1,4-Benzodioxan-6-carboxylate 3802178, abenzodioxans compound, is more and more widely used in various fields.

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

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

PREPARATION 14: 2,3-ETHYLENEDIOXYBENZOYL CHLORIDE By carrying out the procedure as in Preparation 2–Stage B, but replacing 4,5-methylenedioxy-2-nitrobenzoic acid by 2,3-ethylenedioxybenzoic acid, the title product is obtained.

As the paragraph descriping shows that 4442-53-9 is playing an increasingly important role.

Reference£º
Patent; Adir et Compagnie; US5332735; (1994); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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 22 Preparation of (-)-N-[[3-[4-[4-[(2,3-Dihydro-1,4-benzodioxin-2-yl)carbonyl]-1-piperazinyl]-3-fluorophenyl]-4,5-dihydro-5-isoxazolyl]methyl]acetamide. To a flame dried flask containing (-)-N-[[4,5-dihydro-3-[3-fluoro-4-(1-piperazinyl)phenyl]-5-isoxazolyl]methyl]acetamide (Step 1, Example 21) (200 mg), 1,4-benzodioxan-2-carboxylic acid (135 mg), DMAP (9 mg) in pyridine (7 mL) is added EDC (144 mg) at ambient temperature and stirred for 48 hours. The reaction is diluted with CH2Cl2 (25 mL) and washed with H2O (2 X 50 mL) and saline (50 mL). The organic phase is dried over sodium sulfate, concentrated in vacuo and chromatographed on silica gel (230-400 mesh), eluding with chloroform/methanol (99/1). The appropriate fractions are combined (Rf= 0.29,TLC, chloroform/methanol, 95/5), concentrated to give the title compound, mp 158-161 ¡ãC, [alpha]25D -43¡ã (CHCl3).

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

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; EP1054874; (2002); B1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

17413-10-4, (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,17413-10-4

Comparative Example 2 2,6-dichloro-N-[(2,3-dihydro-1,4-benzodioxin-6-yl)methyl]benzamide To a mixture of 2,3-dihydro-1,4-benzodioxin-6-yl)methylamine (50 mg, 0.30 mmol) and dichloromethane (1 mL) were added N,N-diisopropylethylamine (0.11 mL, 0.61 mmol) and 2,6-dichlorobenzoyl chloride (0.043 mL, 0.30 mmol) under ice cooling and the resultant was stirred at room temperature for 3 hours. The reaction mixture was purified by column chromatography on silica gel (heptane:ethyl acetate=2:1) to give the title compound (94 mg, 92% yield), 1H-NMR Spectrum (CDCl3) delta (ppm): 4.24 (s, 4 H), 4.57 (d, J=5.47 Hz, 2 H), 5.94 (br. s, 1 H), 6.81-6.92 (m, 3 H), 7.21 -7.33 (m, 3 H).

17413-10-4 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine 87102, abenzodioxans compound, is more and more widely used in various fields.

Reference£º
Patent; Eisai R&D Management Co., Ltd.; Tanaka, Keigo; Ishida, Tasuku; Miyano, Masayuki; Shinkyo, Raku; US2019/231720; (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.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, 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 fields.

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

3663-80-7, 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 26 Preparation of (-)-N-[[3-[4-[4-[(2,3-Dihydro-1,4-benzodioxin-2-yl)carbonyl]-1-piperazinyl]-3,5-difluorophenyl]-4,5-dihydro-5-isoxazolyl]methyl]acetamide STR38 To a flame dried flask containing (-)-N-[[4,5-dihydro-3-[3,5-difluoro-4-(1-piperazinyl)phenyl]-5-isoxazolyl]methyl]acetamide (see Example 25) (175 mg), 1,4-benzodioxan-2-carboxylic acid (112 mg, 0.0.62 mmol), DMAP (7 mg) in pyridine (~5 mL) is added EDC (119 mg) at ambient temperature and stirred for 3 days. The reaction is diluted with CH2 Cl2 (25 mL) and washed with H2 O (2*50 mL) and saline (50 mL). The organic phase is dried over sodium sulfate, filtered and concentrated in vacuo and chromatographed on silica gel (230-400 mesh, 100 mL), eluding with chloroform/methanol. The appropriate fractions are combined and concentrated to give the title compound, mp 158-159¡ã C., [alpha]25D -41¡ã (CHCl3)., 3663-80-7

3663-80-7 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 2735450, abenzodioxans compound, is more and more widely used in various fields.

Reference£º
Patent; Pharmacia & Upjohn Company; US6069141; (2000); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

29668-44-8, 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,29668-44-8

EXAMPLE 16 Preparation of 1,4-Benzodioxan-6-carboxylic Acid 1,4-Benzodioxan-6-carboxaldehyde (8.87 g, 54 mmoles), 19.68 g methanol, 50.3 wt percent sodium hydroxide (5.99 g) and 30percent aqueous hydrogen peroxide (5.30 g, 46.8 mmoles) were heated in a 250 mL flask for 17 minutes at 39¡ã-52¡ã C. and 18 minutes at 52¡ã-58¡ã C. oil bath temperature. After the moderate foaming had subsided, 30percent aqueous hydrogen peroxide (13.54 g, 119 mmoles) was added in three roughly equal portions over 22 minutes at 58¡ã-66¡ã C. After a twelve minute hold, two additional portions of 30percent hydrogen peroxide (4.24 g and 5.25 g, total now 28.33 g or 250 mmoles) were added 20 minutes apart. Each addition gave moderate transient oxygen evolution. The mixture was heated and stirred for 55 minutes at 67¡ã-47¡ã C. The solution was cooled and 23.62 g of deionized water was added. Neutral oil (2.12 g, predominantly unreacted starting material) was removed by four methylene chloride extractions totaling 10.1 g. Then the extracted aqueous layer was acidified with 37percent aqueous hydrochloric acid and the resulting pasty slurry was shaken well. Filtration with three 20 g water washes and drying gave white crystals of 1,4-benzodioxan-6-carboxylic acid (6.97 g), m.p. 134.2¡ã-136.7¡ã C.

The synthetic route of 29668-44-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Rohm and Haas Company; US5530028; (1996); A;,
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.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,3663-80-7

Benzo-dioxane-2-carboxylic acid was added, 100 ml of absolute ethanol was added, and 10 ml of concentrated sulfuric acid was added, and the mixture was refluxed at 80 ¡ã C overnight (TLC). After the completion of the reaction, the reaction mixture was distilled under reduced pressure to one-fifth of its original volume, and 40 ml of water was added thereto. The mixture was extracted three times with ethyl acetate, washed with saturated NaHC03 solution and saturated NaCl solution, dried over MgS04 and distilled under reduced pressure to give The resulting ester, 2. Ommol, was dissolved in 30 ml of absolute ethanol and 2. l mmol of hydrazine hydrate 80 was added and refluxed overnight (TLC). Acetophenone (5.0 mmol) and benzaldehyde (5.1 mmol) were dissolved in 20 ml of ethanol, followed by magnetic separation. The resulting mixture was stirred at room temperature for 2 hours. After the completion of the reaction, the reaction mixture was distilled under reduced pressure until ethanol was distilled off. Stirring 10min to make the mixture hook, slowly dropping 40percent Na0H solution 10ml, magnetic stirring, room temperature reaction 2h (TLC detection reaction progress), the product of solid precipitation. After filtration, the solid was washed with a large amount of distilled water and finally washed three times with cold ethanol (3 ml each time) and dried. The product was mixed with ethanol and acetone (volume ratio of ethanol: acetone = 1: 1) The resulting hydrazide was dissolved in 25 ml of absolute ethanol and dissolved in 80 ¡ã C. The reaction was stirred at 80 ¡ã C for 20 h (TLC detection). After the completion of the reaction, the ethanol was evaporated to dryness under reduced pressure. The resulting mixture was subjected to column chromatography, and the first substance (raw material chalcone) was discarded using a developing solvent having a volume ratio of petroleum ether to ethyl acetate = 10: The mixed solution containing the second substance (target product) was distilled under reduced pressure to distill off the whole of the solvent to obtain the target product as a crude product, which was recrystallized from a mixture of ethanol and acetone (volume ratio of ethanol: acetone = 10: 1) The product (white crystals)

As the paragraph descriping shows that 3663-80-7 is playing an increasingly important role.

Reference£º
Patent; Nanjing University; Zhu, Hai Liang; Yang, yushun; Ding, Shu Ting; Zhang, Fei; Zhang, Yan Bin; Wang, Xiao Liang; Tang, Jian Feng; (22 pag.)CN103304546; (2016); B;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem