Heterocyclic Building Blocks-benzodioxan

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

5.0mmol of acetophenone and 5lmmol benzaldehyde into the 50ml round bottom burning, adding 20ml of anhydrous ethanol, magnetic stirring lOmin to mix evenly, slowly dropping 40percent NaOH solution 10ml, magnetic stirring, room temperature reaction 2h TLC). The product was precipitated as a solid, filtered and washed with a large amount of distilled water. The solid was washed three times with cold ethanol (3 ml each) and dried. The product was mixed with ethanol and acetone (volume ratio: Acetone = 10: 1). The compound obtained above was added to a 50 ml flask and heated to 80 ¡ã C in 20 ml of isopropanol (or 20 ml of ethanol). To the solution was added dropwise 2 mmol of hydrazine hydrate 80, The reaction was stirred at 80 ¡ã C for 5 h (TLC). After the end of the reaction, the distillation was carried out under reduced pressure until all of the ethanol was distilled off. The product was precipitated in a large amount as a solid, filtered and washed three times with cold ethanol (each about 3 ml). Within 20 min, 1.0 mmol of the obtained product, 1,4-benzodioxan-6-carboxylic acid was dissolved in 20 ml of methylene chloride at room temperature. 1.5 mmol of EDCI and 0.05 mmol of HOBt were added and the reaction was stirred for 10 h (TLC). After the completion of the reaction, the reaction solution was washed three times with 50 ml of water (150 ml each), and the resulting aqueous phase was combined three times, and extracted twice with 210 ml of ethyl acetate (70 ml each). The organic phase (dichloromethane and ethyl acetate) And distilled to dryness under reduced pressure to give a solid product which was recrystallized from a mixture of ethanol and acetone (volume ratio of ethanol: acetone = 10: 1) to give the title compound (white crystals).

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

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

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

Preparation of Compound 122, N-(3-Nitrophenyl)-2,3-dihydro-1,4-benzodioxine-7-carboxamide[00148] 2,3-Dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (3.13 g, 17.38 mmol) was dissoved in DMA (25 mL) and (7.57 ml_, 43.44 mmol) and HATU (6.61 g, 17.38 mmol) added under an inert atmosphere. The reaction was allowed to stir for 15 minutes then 3-nitroaniline (2.0 g, 14.48 mmol) was added and the reaction stirred at ambient temperature overnight. The reaction was heated for a further 16 hours at 40 ¡ãC then concentrated in vacuo and water added. The solids were isolated by filtration, washed with wate and dried in a vacuum oven. The solids were stirred in EtOAc for an hour and then filtered. The filtrate was evaporated down and the solids were triturated with DCM then filtered. The collected solids were combined to afford the desired material as a cream solid (3.44 g, 79percent).1H NMR (400 MHz, DMSO, 30¡ãC) d 4.33 (4H, tq), 7.03 (1 H, d), 7.53 – 7.59 (2H, m), 7.65 (1 H, t), 7.95 (1 H, ddd), 8.20 (1 H, ddd), 8.78 – 8.82 (1 H, m), 10.48 (1 H, s). m/z (ES+) (M+H)+ = 301 ., 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; CANCER RESEARCH TECHNOLOGY LIMITED; JONES, Keith; RYE, Carl; CHESSUM, Nicola; CHEESEMAN, Matthew; PASQUA, Adele Elisa; PIKE, Kurt Gordon; FAULDER, Paul Frank; WO2015/49535; (2015); 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.4442-54-0,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,as a common compound, the synthetic route is as follows.

A mixture of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (1 mmol) with concentrated sulfuric acid (0.5 mL) in methanol(30 mL) was heated at 65¡ãC overnight. The solvent was removed in vacuo, the oil was dissolved in ethyl acetate (20 mL) and extracted with water (40 mL). After drying the organic layer with anhydrous Na2SO4and evaporating the solvent under reduced pressure asolid precipitate was formed. It was recrystallized fromethanol., 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
Article; Wang; Liu; Xu; Sun; Russian Journal of General Chemistry; vol. 87; 11; (2017); p. 2671 – 2677; Zh. Obshch. Khim.; vol. 87; 11; (2017); p. 2671 – 2677,7;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

[00339] Compound 243, N-(5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)-2-iodophenyl)-2-methylquinoline-6-carboxamideOxalyl chloride (0.08 mL, 0.909 mmol) was added dropwise to a solution of 2- methylquionline-6-carboxylic acid (170 mg, 0.909 mmol) and DMF (1 .466 muIota_, 0.019 mmol) in dry DCM (2.3 mL). The reaction mixture was stirred for 30 minutes, then concentrated in vacuo, dissolved in DCM (5 mL) and concentrated in vacuo. The concentrate was dissolved in DCM (5 mL) and added drop wise to a stirred solution of pyridine (0.122 mL) and A/-(3-amino-4-iodophenyl)-2,3-dihydrobenzo[b][1 ,4]dioxine-6- carboxamide (300 mg, 0.757 mmol) in DCM (2.3 mL). After stirring for 16 hours, the reaction mixture was concentrated in vacuo. The concentrate was suspended in MeOH (10 mL) and diluted with water (60 mL). The solid was filtered, washed with water and dried on the high vac to afford the desired product as a pale yellow solid (351 mg, 82percent). 1H-NMR (500 MHz, DMSO): delta 10.29 (s, 1 H), 10.24 (s, 1 H), 8.63 (d, J = 2.0 Hz, 1 H), 8.45 – 8.39 (m, 1 H), 8.26 (dd, J = 8.8, 2.1 Hz, 1 H), 8.05 (d, J = 8.8 Hz, 1 H), 8.01 (d, J = 2.5 Hz, 1 H), 7.88 (d, J = 8.7 Hz, 1 H), 7.63 – 7.49 (m, 4H), 4.39 – 4.26 (m, 5H), 2.71 (s, 3H). HRMS (ESI+): Found [M+H]+566.0533 C26H21IN3O4 requires 566.0571 .

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

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; JONES, Keith; RYE, Carl; CHESSUM, Nicola; CHEESEMAN, Matthew; PASQUA, Adele Elisa; PIKE, Kurt Gordon; FAULDER, Paul Frank; WO2015/49535; (2015); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

2879-20-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, cas is 2879-20-1,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

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

The chemical industry reduces the impact on the environment during synthesis,2879-20-1,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,I believe this compound will play a more active role in future production and life.

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

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.

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. 4.5.14 (3-(4-Bromophenyl)-5-(2-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C14) White crystal, mp: 140-141 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.23-3.29 (d, J = 17.1 Hz, 1H), 3.80-3.87 (m, 1H), 4.35-4.37 (t, J = 3.9 Hz, 4H), 5.63-5.69 (m, 1H), 6.90-6.96 (m, 2H), 7.11 (m, 1H), 7.33-7.35 (d, J = 6.6 Hz, 1H), 7.47-7.50 (m, 4H), 7.59 (s, 1H), 7.66-7.69 (d, J = 8.4 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, 59.72; H, 3.74; N, 5.82.

4442-54-0, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,4442-54-0 ,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

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

2879-20-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, cas is 2879-20-1,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

A solution of 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ethanone (XXXII) (4.68 g, 26.3 mmol), dimethylamine hydrochloride (2.78 g, 34.1 mmol), paraformaldehyde (1.18 g, 39.4 mmol) and 12 N HCl (50 muL) in ethanol (8.0 mL) was refluxed overnight. The solution was cooled to room temperature and the ethanol was evaporated under vacuum. The residue was treated with EtOAc, heated slightly and sonicated to disperse into fine particles. The solids were filtered and dried at room temperature to produce 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(dimethylamino) propan-1-one hydrochloride as a white solid, (7.73 g, quantitative yield). The solid was cooled in minimum about of water (12 mL) and cooled to 0 C. A 20% aqueous solution of NaOH was added until pH=10. The solution was extracted with DCM, dried and evaporated to produce 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(dimethylamino) propan-1-one (XXXIII) a colorless oil (2.485 g, 10.6 mmol, 40.2% yield)1H NMR (CDCl3, 500 MHz): delta ppm 2.77 (s, 6H), 3.41 (m, 2H), 3.56 (m, 2H), 4.25 (m, 4H), 6.85 (m, 1H), 7.45 (m, 2H); ESIMS found C13H17NO3 m/z 236 (M+H)

The chemical industry reduces the impact on the environment during synthesis,2879-20-1,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Kumar KC, Sunil; Wallace, David Mark; Hood, John; Barroga, Charlene F.; US2014/243349; (2014); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

20197-75-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Methyl 1,4-Benzodioxan-6-carboxylate, cas is 20197-75-5,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

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.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Methyl 1,4-Benzodioxan-6-carboxylate, 20197-75-5

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

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

Example 1 2,3-Dihydro-benzo[1,4]dioxine-6-carboxylic acid [2-(6-methoxy-[1,5]naphthyridin-4-yl)-4,5,6,7-tetrahydro-2H-indazol-5-yl]-amide To a solution of 2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid (44 mg, 0.24 mmol) and 2-(6-methoxy-[1,5]naphthyridin-4-yl)-4,5,6,7-tetrahydro-2H-indazol-5-ylamine (48 mg, 0.16 mmol) in DMF (1 mL) was added HOBT (1-hydroxybenzotriazole; 33 mg, 0.24 mmol) and EDC; 47 mg, 0.24 mmol). The reaction mixture was stirred for 1.5 h at RT. The reaction mixture was diluted with CH3OH and purified directly by basic reverse phase HPLC to provide 22 mg (30percent) of the title compound. MS (ESI): exact mass calculated for C25H23N5O4, 457.18; m/z found, 458.3 [M+H]+. 1H NMR (500 MHz, CDCl3): 9.14 (s, 1H), 8.76 (d, J=5.1, 1H), 8.25 (d, J=9.1, 1H), 8.16 (d, J=5.1, 1H), 7.31-7.28 (m, 1H), 7.26-7.23 (m, 1H), 7.17 (d, J=9.1, 1H), 6.86 (d, J=8.4, 1H), 6.13 (d, J=7.7, 1H), 4.54-4.51 (m, 1H), 4.27-4.24 (m, 4H), 4.07 (s, 3H), 3.19 (dd, J=15.5, 5.1, 1H), 2.99-2.96 (m, 2H), 2.66 (dd, J=15.5, 7.7, 1H), 2.21-2.16 (m, 1H), 2.10-2.03 (m, 1H). The compounds in Examples 2-32 were prepared according to the methods described for Example 1, with adjustments where noted.

4442-54-0, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,4442-54-0 ,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Allison, Brett D.; Gomez, Laurent; Grice, Cheryl A.; Hack, Michael D.; Morrow, Brian J.; Motley, S. Timothy; Santillan, Alejandro; Shaw, Karen J.; Schwarz, Kimberly L.; Tang, Liu Y.; Venkatesan, Hariharan; Wiener, John J. M.; US2006/223810; (2006); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 3663-80-7, its synthesis route is as follows.

At 25 ¡ã C and N 2 atmosphere,Add 1,3-dicyclohexylcarbodiimide to a solution of 2,3-benzo[1,4]dioxin-2-carboxylic acid (12 mmol) and pyridine (20 mmol) in 20 mL of dry dichloromethane Amine DCC (15 mmol).After 5 minutes, 2-((1-amino-2-methylpropan-2-yl)amino)-1-(5-hydroxy-1H-pyrrole[3,2]pyridin-1-yl)B was added. ketone(10 mmol) and the mixture was stirred overnight.TLC (95:5 in dichloromethane: methanol containing 2percent ammonia) indicated that all of the starting material was consumed.The reaction was quenched with sodium bicarbonate and filtered through a pad of Celite.The plug was rinsed with dichloromethane and the aqueous layer was extracted with dichloromethane.After the combined organic layers are dried over Na 2 SO 4 ,Filtration and concentration in vacuo gave 3.6 g, m.The crude product was purified by flash chromatography.Use 2percent to 8percent MeOH:Purification by stepwise gradient of dichloromethane and 2percent ammonia,Obtained 3.2 g of white powder as N-(2-((2-(5-hydroxy-1H-pyrrole[3,2]pyridin-1-yl)-2-ethoxy)amino)-2-methylpropane Base)-(2,3-benzo[1,4]dioxin)-2-carboxamide,The yield was 85percent.

3663-80-7, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,3663-80-7 ,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Sang Qi; (11 pag.)CN108164528; (2018); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem