Category: 4442-54-0

4442-54-0, 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. 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

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. 4.5.15 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(2-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone (C15) White crystal, mp: 173-175 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.18-3.24 (d, J = 16.8 Hz, 1H), 3.71-3.81 (m, 1H), 3.85 (s, 3H), 4.49-4.51 (t, J = 5.1 Hz, 4H), 5.67-5.69 (m, 1H), 6.91-6.99 (m, 4H), 7.07-7.11 (d, J = 8.7 Hz, 1H), 7.42-7.47 (m, 3H), 7.59 (s, 1H), 7.75-7.78 (d, J = 8.7 Hz, 2H). MS (ESI): 433.15 (C25H22FN2O4, [M+H]+). Anal. Calcd for C25H21FN2O4: C, 69.44; H, 4.89; F, 4.39; N, 6.48; O, 14.80. Found: C, 69.01; H, 4.86; N, 6.48.

The chemical industry reduces the impact on the environment during synthesis,4442-54-0,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,I believe this compound will play a more active role in future production and life.

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

4442-54-0, 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. 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

Preparation of Compound 160, N-(4-bromo-3-nitrophenyl)-2,3- dihydrobenzo[b][1,4]dioxine-6-carboxamide[00212] Oxalyl chloride (0.282 mL, 3.33 mmol) was added drop-wise to a solution of 1 ,4-benzodioxane-6-carboxylic acid (500 mg, 2.78 mmol) and DMF (5.37 mu, 0.069 mmol) in dry DCM (7 mL). The reaction was allowed to stir at room temperature for 2 h before the reaction mixture was concentrated, anhydrous DCM (7 mL) was added and concentrated again. The resulting residue was re-dissolved in anhydrous DCM (3 + 3 +1 mL) and added drop-wise to a solution of 4-bromo-3-nitroaniline (602 mg, 2.78 mmol) and pyridine (0.449 mL, 5.55 mmol) in dry DCM (7 mL). The reaction was left to stir at room temperature for 18 h. The reaction mixture was concentrated and the resulting solid suspended in MeOH, diluted with water and then isolated by filtration. The solid was washed with water to afford the title compound as a pale yellow solid (1 .01 g, 96percent).1H NMR (500 MHz, DMSO-d6) delta 10.54 (s, 1 H), 8.55 (d, J = 2.5 Hz, 1 H), 7.97 (dd, J = 8.8, 2.5 Hz, 1 H), 7.88 (d, J = 8.8 Hz, 1 H), 7.55 (d, J = 2.1 Hz, 1 H), 7.52 (dd, J = 8.5, 2.2 Hz, 1 H), 7.02 (d, J = 8.4 Hz, 1 H), 4.40 – 4.19 (m, 4H). HRMS (ESI+): calcd forC15H1279BrN205 (M + H)+, 378.9930; found 378.9920.

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 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, 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

4442-54-0, 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. 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0,the benzodioxans compound, it is a common compound, a new synthetic route is introduced below.

2,3-dihydrobenzo [b] [1,4] dioxine-6-carboxylic acid (5.0 g, 27.7 mmol, 1.0 equiv) was dissolved in DCM (100 mL). Thionyl chloride (15 mL) was added dropwise and the reaction mixture was stirred overnight at 70oC. The solvent was evaporated under reduced pressure to yield the pure product: 3.8 gr, 69 percent yield.

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 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, 4442-54-0

Reference£º
Article; Yacovan, Avihai; Ozeri, Rachel; Kehat, Tzofit; Mirilashvili, Sima; Sherman, Daniel; Aizikovich, Alex; Shitrit, Alina; Ben-Zeev, Efrat; Schutz, Nili; Bohana-Kashtan, Osnat; Konson, Alexander; Behar, Vered; Becker, Oren M.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 20; (2012); p. 6460 – 6468;,
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. (3-(4-Bromophenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C2) Yellow crystal, mp: 189-190 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.12-3.17 (d, J = 10.5 Hz, 1H), 3.70-3.77 (m, 1H), 4.29-4.34 (t, J = 4.5 Hz, 4H), 5.79-5.82 (m, 1H), 6.90-6.95 (d, J = 11.7 Hz, 2H), 7.29-7.42 (m, 3H), 7.53-7.59 (m, 4H), 7.65-7.67 (m, 3H). MS (ESI): 463.06 (C24H20BrN2O3, [M+H]+). Anal. Calcd for C24H19BrN2O3: C, 62.22; H, 4.13; Br, 17.25; N, 6.05; O, 10.36. Found: C, 62.07; H, 4.12; N, 6.06.

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

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

General procedure: NEt3 (0.57?mL, 4.00?mmol) was added dropwise to a suspension of 3-methoxyphenylacetic acid (0.60?g, 4.00?mmol) and [Ti(eta5-C5H5)2Cl2] (0.50?g, 2.00?mmol) in toluene (50?mL) at room temperature. The reaction mixture colour changed immediately from deep red to orange and was then stirred for 3?h at 80?¡ãC. The mixture was decanted and filtered to remove the triethylammonium chloride salt. The filtrate was then concentrated and cooled to ?30?¡ãC to give orange crystals of the complex which were isolated by filtration.

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

Reference£º
Article; Ceballos-Torres, Jesu?s; Caballero-Rodri?guez, Mari?a J.; Prashar, Sanjiv; Paschke, Reinhard; Steinborn, Dirk; Kaluerovic?, Goran N.; Go?mez-Ruiz, Santiago; Journal of Organometallic Chemistry; vol. 716; (2012); p. 201 – 207;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO315,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

General procedure: 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. White crystal, mp: 120-121 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.15-3.23 (d, J = 17.7 Hz, 1H), 3.69-3.79 (m, 1H), 4.31-4.32 (t, J = 2.4 Hz, 4H), 5.79-5.85 (m, 1H), 6.90-6.93 (d, J = 8.4 Hz, 1H), 7.27-7.37 (m, 5H), 7.43-7.44 (m, 3H), 7.65-7.68 (d, J = 8.1 Hz, 2H), 7.73-7.75 (m, 2H). MS (ESI): 385.15 (C24H21N2O3, [M+H]+). Anal. Calcd for C24H20N2O3: C, 74.98; H, 5.24; N, 7.29; O, 12.49. Found: C, 74.59; H, 5.23; N, 7.30.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,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

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.,4442-54-0

Preparation of Compound 1, N-(4-methyl-3-nitrophenyl)-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide[0001] Oxalyl chloride (1 .40 ml 16.6 mmol) was added dropwise to a solution of 1 ,4- benzodioxane-6-carboxylic acid (2.486 g, 13.80 mmol) and DMF (0.027 ml_, 0.34 mmol) in dry DCM (34 ml_). The reaction mixture was stirred at rt for 3.5 h, and thenconcentrated. The residue was dissolved in DCM and concentrated again. This residue was dissolved in dry DCM (12 mL) and added dropwise to a solution of 4-methyl-3- nitroaniline (2.100 g, 13.80 mmol) and pyridine (2.23 mL, 27.6 mmol) in dry DCM (25 mL). The reaction mixture was stirred at rt for 2 h, and then concentrated. The resulting solid was suspended in MeOH, diluted with water and then isolated by filtration and washed with water to afford the title compound (4.24 g, 98percent) as a pale tan coloured solid. NMR (500 MHz, DMSO) delta 10.39 (s, 1 H), 8.54 (d, J = 2.2 Hz, 1 H), 7.99 (dd, J = 8.4, 2.3 Hz, 1 H), 7.55 (d, J = 2.1 Hz, 1 H), 7.52 (dd, J = 8.4, 2.2 Hz, 1 H), 7.47 (dd, J = 8.4, 0.8 Hz, 1 H), 7.01 (d, J = 8.4 Hz, 1 H), 4.34-4.29 (m, 4H), 2.49 (s, 3H). HRMS (ESI+): calcd for C16H15N2O5 (M + H)+, 315.0976; found 315.0982.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

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.

General procedure: To a mixture of compound 3 (0.05g, 0.17 mmol) and the appropriate aromatic carboxylic acid (0.34 mmol) in anhydrous DMF (2 mL) under argon atmosphere, DIPEA (0.128 mL, 0.72 mmol) and HATU (0.168 g, 0.442 mmol) were added. The reaction mixture was stirred at rt for 24h or at 80¡ãC for 20h (for only 4i), and then quenched with water (30 mL). The aqueous layer was extracted with ethyl acetate (3¡Á20 mL) and the combined organic layers were washed with water and brine, dried over anhydrous Na2SO4, filtered, and the solvent was removed under reduced pressure. The resultant residue was purified by flash column chromatography on silica gel using the proper elution system to furnish the target compounds 4a?i in pure form. 4.3.9 4-((2-(2,3-Dihydrobenzo[b][1,4]dioxine-6-carboxamido)benzo[d]thiazol-6-yl)oxy)-N-methyl-picolinamide (4i) Flash column chromatography was performed using a mixture of hexane and ethyl acetate (1:4 v/v). Yellowish white solid; yield 80.0percent; mp 153-155 ¡ãC; IR (KBr) nu/cm-1: 3393, 3068, 2926, 1682, 1586, 1552; 1H NMR (400 MHz, DMSO-d6) delta 12.79 (br. s, 1H, NHCO), 8.79 (q, J = 4.8 Hz, 1H, CONHMe), 8.53 (d, J = 5.2 Hz, 1H, Py-H6), 7.97 (d, J = 2.4 Hz, 1H, Py-H3), 7.89 (d, J = 8.8 Hz, 1H, BT-H4), 7.75 (d, J = 2.0 Hz, 1H, BD-H5), 7.72 (dd, J = 8.4, 2.4 Hz, 1H, BD-H7), 7.43 (d, J = 2.8 Hz, 1H, BT-H7), 7.33 (dd, J = 8.8, 2.4 Hz, 1H, Py-H5), 7.21 (dd, J = 5.6, 2.4 Hz, 1H, BT-H5), 7.04 (d, J = 8.4 Hz, 1H, BD-H8), 4.37-4.32 (m, 4H, BD-(CH2)2), 2.80 (d, J = 4.8 Hz, 3H, CH3); 13C NMR (100 MHz, DMSO-d6) delta 166.48, 165.45, 164.24, 160.02, 152.98, 150.95, 149.72, 148.14, 147.00, 143.66, 133.70, 124.88, 122.63, 122.35, 120.32, 117.89, 117.69, 114.76, 114.62, 109.42, 26.48; HRMS (ESI-TOF) m/z calcd for C23H18N4O5SNa [M+Na]+: 485.0896, found: 485.0890., 4442-54-0

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

Reference£º
Article; El-Damasy, Ashraf Kareem; Lee, Ju-Hyeon; Seo, Seon Hee; Cho, Nam-Chul; Pae, Ae Nim; Keum, Gyochang; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 201 – 216;,
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

General procedure: Respective benzoic acid derivatives 5-chloro-2-methoxybenzoic acid or 13a-h (1 eq) were dissolved in anhydrous DMF, then EDCI (1.5eq), HOBT (1.5 eq) and DIEA (2.0 eq) were added successively. After the mixture was stirred at room temperature for 0.5?1h, the respective amine derivatives 3, 6 or 10 (1 eq) were added. The reaction mixture was stirred at room temperature overnight (or 12h). After the TLC showed the disappearance of the starting materials, water was added and the resulting suspension was filtered using a buchner funnel, and the precipitate was washed with water and then dried to give white solid powder. Products were further purified by flash column chromatography., 4442-54-0

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

Reference£º
Article; Yuan, Zigao; Sun, Qinsheng; Li, Dan; Miao, Shuangshuang; Chen, Shaopeng; Song, Lu; Gao, Chunmei; Chen, Yuzong; Tan, Chunyan; Jiang, Yuyang; European Journal of Medicinal Chemistry; vol. 134; (2017); p. 281 – 292;,
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

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).

4442-54-0, As the paragraph descriping shows that 4442-54-0 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