Extracurricular laboratory: Synthetic route of 4442-54-0

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,4442-54-0

Working Example 17 A mixture of 1,4-benzodioxane-6-carboxylic acid (0.5 g), benzene (20 m) and thionyl chloride (5 m) is heated for one hour under reflux. The reaction mixture is evaporated to dryness under reduced pressure. To the residue is added benzene (50 m), then the solvent is again distilled off to leave 1,4-benzodioxane-6-carbonyl chloride.

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

Reference£º
Patent; Takeda Chemical Industries, Ltd.; EP318235; (1991); A3;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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4442-54-0 is used more and more widely, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0, it is a common heterocyclic compound, the benzodioxans compound, 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. 4.5.11 (3-(4-Bromophenyl)-5-(3-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C11) Yellow crystal, mp: 135-137 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.22-3.27 (d, J = 16.5 Hz, 1H), 3.77-3.82 (m, 1H), 4.34 (t, J = 2.1 Hz, 4H), 5.70-5.76 (m, 1H), 6.79 (s, 1H), 6.91-7.05 (m, 3H), 7.31-7.33 (m, 1H), 7.49-7.57 (m, 3H), 7.61 (s, 1H), 7.68-7.71 (d, J = 7.5 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, 59.52; H, 3.74; N, 5.82.

4442-54-0 is used more and more widely, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

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

Some tips on 4442-53-9

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid

It is a common heterocyclic compound, the benzodioxans compound, 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid, cas is 4442-53-9 its synthesis route is as follows.,4442-53-9

At room temperature, diphenyl phosphoryl azide (8.02g, 29mmol) and triethyl amine (4.2g, 42mmol) were added to a solution of 2,3-dihydro-1,4-benzodioxane-5-carboxylic acid (5.0g, 28mmol) in anhydrous THF (110mL). The mixture was stirred for 2hrs, followed by adding water (30mL), heating to 70 ¡ãC and further reacting for 3hrs, then cooling to room temperature, being extracted with EA (100mL*3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica column chromatography (PE:EA = 5:1) to give compound 11-f (1.58g, yield 37percent). LC-MS (ESI): m/z = 152 [M+H]+.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid

Reference£º
Patent; Shanghai Yingli Pharmaceutical Co. Ltd.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WU, Tianzhi; (104 pag.)EP3275867; (2018); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Some tips on 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

With the complex challenges of chemical substances, we look forward to future research findings about 4442-54-0,belong benzodioxans compound

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.,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. 4.5.5 (3-(4-Bromophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C5) Yellow crystal, mp: 205-207 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.16-3.24 (d, J = 16.2 Hz, 1H), 3.75-3.80 (m, 1H), 3.83 (s, 3H), 4.33-4.34 (t, 4H, J = 2.4 Hz, 4H), 5.77-5.81 (m, 1H), 6.86-6.93 (m, 3H), 7.25-7.28 (m, 2H), 7.43-7.47 (m, 1H), 7.55 (s, 1H), 7.70-7.73 (d, J = 8.1 Hz, 2H), 7.78-7.81 (m, 2H). MS (ESI): 493.07 (C25H22BrN2O4, [M+H]+). Anal. Calcd for C25H21BrN2O4: C, 60.86; H, 4.29; Br, 16.20; N, 5.68; O, 12.97. Found: C, 60.59; H, 4.27; N, 5.70.

With the complex challenges of chemical substances, we look forward to future research findings about 4442-54-0,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

Share a compound : 4442-54-0

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0, it is a common heterocyclic compound, the benzodioxans compound, 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. 4.5.3 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(3-(4-methoxyphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (C3) White crystal, mp: 199-200 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.70-3.80 (m, 2H), 3.84 (s, 3H), 4.28-4.30 (m, 4H), 5.77-5.80 (m, 1H), 6.89-6.94 (m, 3H), 7.24-7.26 (m, 1H), 7.31-7.32 (d, 4H, J = 2.1 Hz), 7.64-7.72 (m, 4H). 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, 72.11; H, 5.33; N, 6.77.

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

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

Downstream synthetic route of Methyl 1,4-Benzodioxan-6-carboxylate

With the complex challenges of chemical substances, we look forward to future research findings about Methyl 1,4-Benzodioxan-6-carboxylate,belong benzodioxans compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO156,mainly used in chemical industry, its synthesis route is as follows.,20197-75-5

(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).

With the complex challenges of chemical substances, we look forward to future research findings about Methyl 1,4-Benzodioxan-6-carboxylate,belong benzodioxans compound

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

Some tips on 4442-54-0

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.

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

1, 4 – benzene and dioxane -6 – formic acid (25.0g, 139mmol) dissolved in methanol (180 ml) in, concentrated sulfuric (17.5 ml), heated to 70 ¡ãC stirring 5 hours. Cooling to room temperature, concentrated under reduced pressure, for 5percent of sodium hydroxide aqueous solution to adjust the pH to the alkaline, extracted with ethyl acetate, dried, concentrated to obtain 1, 4 – benzene and dioxane -6 – methyl formate (white solid 26.8g, 99percent).

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
Patent; Shanghai Huilun Life Technology Co., Ltd.; Cheng Jianjun; Qin Jihong; (25 pag.)CN104557955; (2017); B;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Downstream synthetic route of 4442-54-0

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

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.

In a microwave oven vessel the title compound of Preparation 9 (250 mg, 0.86 mmol), 2,3-dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (170 mg, 0.94 mmol), HBTU (325 mg, 0.86 mmol) and diisopropylethylamine (0.300 ml, 1.71 mmol) were placed andDMF (3 ml) was added. The mixture was heated at a Biotage Initiator device at 1500C and high absorvance for 15 min. Then HCI 2M was added and the solvent removed in vaccuo. The reaction crude was purified according to purification method A to yield 108 mg (27percent) of the title compound.LRMS: m/z 454 (M+1 )+ Retention time: 19.90min (method C)1H NMR (200 MHz, CDCI3) delta ppm 0.80 (m, J=7.42 Hz, 3 H) 1.28 (m, 2 H) 1.79 (m, 2 H) 2.35 (s, 6 H) 3.77 (s, 3 H) 4.32 (m, 6 H) 6.88 – 7.17 (m, 2 H) 7.23 (s, 2H) 7.66 (s, 1 H)., 4442-54-0

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

Reference£º
Patent; ALMIRALL, S.A.; GRIMA POVEDA, Pedro Manuel; AGUILAR IZQUIERDO, Nuria; MIR CEPEDA, Marta; LOPEZ MARTINEZ, Manuel; WO2010/43377; (2010); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

The important role of 2879-20-1

With the complex challenges of chemical substances, we look forward to future research findings about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

Name is 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 2879-20-1, its synthesis route is as follows.,2879-20-1

To a solution of dithiocarbonic acid O-benzyl ester S-methyl ester (0.99 g) and 1-(2,3-dihydrobenzo[1,4]dioxin-6-yl)ethanone (0.89 g) in toluene (20 mL) was added sodium amide (0.39 g) at room temperature, and the mixture was stirred at room temperature for 3 days. A hydrochloric acid aqueous solution (2 mol/L) was added to the reaction mixture, and the mixture was extracted with diethyl ether. The organic layer was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. Acetonitrile (5 mL), triethylamine (2.5 g) and isopropylhydrazine hydrochloride (0.55 g) were added to the residue, and the mixture was stirred at room temperature overnight. Water and diethyl ether was added to the reaction mixture, and the organic layer was separated. The organic layer was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on aminopropylated silica gel (eluent: dichloromethane) to give the title compound (1.8 g).

With the complex challenges of chemical substances, we look forward to future research findings about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

Reference£º
Patent; Kissei Pharmaceutical Co., Ltd.; EP1550668; (2005); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Share a compound : 2879-20-1

With the rapid development of chemical substances, we look forward to future research findings about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

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

With the rapid development of chemical substances, we look forward to future research findings about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

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