Category: 3663-80-7

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.

Compound 1 was prepared according to Scheme 5, shown below. The coupling of 2,3-dihydrobenzo[b][l ,4]dioxine-2-carboxylic acid and hydrazinecarbothioamide via an addition reaction and subsequent dehydration was performed in the presence of hydroxybenzotriazole (HOBt), l-ethyl-3-(3-dimethylaminopropyl)carbodiimide, and triethylamine (TEA) dissolved in tetrahydrofuran (THF). A cyclization reaction of 2- (2,3-dihydrobenzo[b][l,4]dioxine-2-carbonyl)hydrazinecarbothioamide was performed in an aqueous solution of NaOH (95percent) to afford the thiol intermediate. Finally, the ttle compound was formed by treating the thiol with sulfuric acid in acetic acid.

3663-80-7, The synthetic route of 3663-80-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE GENERAL HOSPITAL CORPORATION; ZAPOL, Warren M.; BLOCH, Kenneth D.; NAKAGAWA, Akito; LUI, Francine E.; FREEDMAN, Revital; WO2015/106240; (2015); A1;,
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,3663-80-7

To a solution of the carboxylic acid (1 equiv) and 2-amino-5- bromobenzamide (prepared according to the procedure in Scheme 2. 1 equiv) in DMF (0.3 mL) was added HATU (1.2 equiv) and N-methylmorpholine (2 equiv). The resulting mixture was stirred at room temperature overnight. After removal of solvent by rotary evaporation, the residue was dissolved in ethyl acetate (15 mL) and washed with an aqueous 1 Nu HCl solution (2 x 10 mL), a saturated aqueous Nua2C03 solution (2 x 10 mL), and brine (10 mL), dried over Na2SO4, and filtered. The solvent was removed in vacuo and the crude amide product was taken to the next reaction without further purification.

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

Reference£º
Patent; FENG, Yangbo; LOGRASSO, Philip; BANNISTER, Thomas; SCHROETER, Thomas; FANG, Xingang; YIN, Yan; CHEN, Yen Ting; SESSIONS, Hampton; CHOWDHURY, Sarwat; LUO, Jun-Li; VOJKOVSKY, Tomas; WO2010/56758; (2010); 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.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

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. 4.5.18 (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)(3-(4-methoxyphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (D3) White crystal, mp: 223-225 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.20-3.24 (d, J = 10.2 Hz, 1H), 3.71-3.80 (m, 1H), 3.87 (s, 3H), 4.42-4.45 (m, 1H), 4.51-4.54 (d, J = 6.9 Hz, 1H), 5.57-5.60 (m, 1H), 5.62-5.63 (m, 1H), 6.82-6.89 (m, 3H), 6.95-6.97 (d, J = 5.1 Hz, 2H), 7.00-7.02 (d, J = 5.4 Hz, 1H), 7.22-7.26 (m, 3H), 7.30-7.33 (m, 2H), 7.69-7.71 (d, J = 5.4 Hz, 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, 72.18; H, 5.34; N, 6.79.

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
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

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 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

The synthetic route of 3663-80-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; EP1054874; (2002); B1;,
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

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

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

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.

To a solution of 2, 3-dihydrobenzo [b] [1, 4] dioxine-2-carboxylic acid (20.0 g, 111 mmol) in DCM (200 mL) was added oxalyl dichloride (30.0 g, 238 mmol) at 0 , followed by 0.5 ml of DMF. The solution was stirred at 0 for 1 hour, and at ambient temperature for 2h, and then concentrated to dryness. The resulting oil was diluted in THF (200 mL) . Malononitrile (11.0 g, 167 mmol) was added at 0 and followed by TEA (24.6 g, 167 mmol) . The final solution was stirred at ambient temperature for 16 h. The reaction mixture was filtered through a celite pad and the filtrate was added 200 mL of H2O, extracted with EA (200mL x 3) . The combined extracts were washed with brine (200mL x 3) , dried over sodium sulfate anhydrous and concentrated to get crude product (25.5 g) as brown oil, which was used in next step directly. MS: M/e 229 (M+1)+, 3663-80-7

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

Reference£º
Patent; BEIGENE, LTD.; ZHANG, Guoliang; REN, Bo; WANG, Hexiang; ZHAO, Haibo; GUO, Yunhang; WANG, Zhiwei; ZHOU, Changyou; (237 pag.)WO2016/8411; (2016); A1;,
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,3663-80-7

Compound 1 was prepared according to Scheme 5,shown below. The coupling of 2,3-dihydrobenzo[b] [1,4]dioxine-2-carboxylic acid and hydrazinecarbothioamide via an addition reaction and subsequent dehydration was performedin the presence of hydroxybenzotriazole (HOSt), 1 -ethyl-3-(3-dimethylaminopropyl)carbodiimide, and triethylamine (TEA) dissolved in tetrahydroffiran (THF). A cyclization reaction of 2-(2,3-dihydrobenzo[b] [1 ,4]dioxine-2- carbonyl)hydrazinecarbothioamide was performed in an aqueous solution of NaOH (95percent) to afford the thiol intermediate. Finally, the ttle compound was formed by treatingthe thiol with sulfuric acid in acetic acid.The title compound was prepared by Shanghai ChemPartner according to Scheme 5. Purity by analytical HPLC: 96percent. HR-MS (ESI+): Calcd. Mw for C2QH,6N60452 469.0675. found mlz 469.0748 [M+H]. The purity of compound 1 was determined using a 1200 Infinity Series analytical HPLC system (Agilent) operating at a flow rate of 0.9 mE/mm, using a linear gradient of 2-98percent acetonitrile in water (both solvents containing 0.1percent v/v of ammonium hydroxide) over 2 mm, on a Waters Acquity UPEC I3EH C18 colunm (1.7 jtm, 2.1×50 mm) set at 60¡ã C.

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; The General Hospital Corporation; ZAPOL, Warren M.; BLOCH, Kenneth D.; NAKAGAWA, Akito; LUI, Francine E.; FREEDMAN, Revital; (38 pag.)US2016/331782; (2016); 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.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

General procedure: The dipeptides after appropriate deprotection and the amino acid methyl esters were coupled with 1,4-benzodioxane-2-carboxylic acid using DCC as acoupling reagent and TEA as a base in different reaction conditions like microwave, sonication, refluxing and conventional methods to give the desired products (2a-2e) (Scheme-2).

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

Reference£º
Article; Malipeddi, Himaja; Gowda, Visruth; Das, Moonjit; Indian Journal of Heterocyclic Chemistry; vol. 25; 2; (2015); p. 113 – 118;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem