Day: November 3, 2020

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: To a mixture of compound 7 (0.05 g, 0.17 mmol) and the appropriate aromatic carboxylic acid (0.34 mmol) in anhydrous DMF (2 mL) under argon atmosphere, N,N-diisoprpoylethylamine (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 24 h or at 80 ¡ãC for 5 h (for only 8g), and then quenched with water (30 mL).The aqueous layer was extracted with ethyl acetate (3 20 mL) and the combined organic layers were washed with water and brine,dried over anhydrous Na2SO4, filtered, and the solvent wasremoved under reduced pressure. The resultant residue was purified by flash column chromatography, using the appropriate elution system to afford the target compounds 8a-g in pure form. 4.9.7 4-((2-(2,3-Dihydrobenzo[b][1,4]dioxine-6-carboxamido)quinolin-5-yl)oxy)-N-methylpicolinamide (8g) Flash column chromatography was performed using (hexane:ethyl acetate, 2:1 to 1:1 v/v). White solid; yield 35.7percent; mp 107-110 ¡ãC; 1H NMR (300 MHz, CDCl3) delta 8.81 (br. s, 1H), 8.55 (d, J = 9.2 Hz, 1H), 8.42 (d, J = 5.6 Hz, 1H), 8.28 (d, J = 9.3 Hz, 1H), 8.01 (d, J = 4.4 Hz, 1H), 7.75-7.75 (m, 2H), 7.66 (t, J = 7.6 Hz, 1H), 7.55 (d, J = 2.1 Hz, 1H), 7.49 (dd, J = 8.4, 2.2 Hz, 1H), 7.13 (dd, J = 7.5, 0.8 Hz, 1H), 7.01 (dd, J = 5.6, 2.6 Hz, 1H), 6.97 (d, J = 8.4 Hz, 1H), 4.33 (d, J = 2.6 Hz, 4H), 3.01 (d, J = 5.1 Hz, 3H); 13C NMR (75 MHz, CDCl3) delta 166.34, 165.23, 164.40, 152.61, 152.05, 149.98, 149.41, 148.14, 147.50, 143.72, 132.75, 129.90, 127.10, 125.19, 120.90, 120.15, 117.59, 117.12, 115.61, 114.91, 114.15, 110.35, 64.65, 64.21, 26.16.

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; El-Damasy, Ashraf Kareem; Seo, Seon Hee; Cho, Nam-Chul; Kang, Soon Bang; Pae, Ae Nim; Kim, Key-Sun; Keum, Gyochang; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 754 – 768;,
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: C8H14ClNO307,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

Step 1..Preparation of 3-((2,3-dihydrobenzo[b][1 ,4]dioxin-6-yl)methyl)-2-imidazolidin-4- one; A suspension of (2,3-Dihydro-benzo[1 ,4]dioxin-6-yl)-methylamine (16.5 mmol, 2.73 g) in 1 MNaOH is refluxed for 10 min and cooled to room temperature. Subsequently bis(carboxymethyl) trithiocarbonate (3.74 g, 16.5 mmol) is added and the reaction mixture refluxed overnight to give the precipitate, which is filtered off and is washed with water (3x 20 ml_). The remaining residue is suspended in a mixture of methanol and isopropanol (1 :1 , 25 ml_) and refluxed for 10 minutes. Cooled reaction mixture is filtered and the solid residue dried at lower temperature and recrystallyzed from methanol to give 3.29 g of 3-((2,3- dihydrobenzo[b][1 ,4]dioxin-6-yl)methyl)-imidazolidin-2,4-dione.

With the synthetic route has been constantly updated, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,belong benzodioxans compound

Reference£º
Patent; LEK PHARMACEUTICAL D.D.; WO2008/43733; (2008); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to benzodioxans compound, name is (2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol, and cas is 274910-19-9, its synthesis route is as follows.,274910-19-9

A solution of 2,3-dihydro-1,4-benzodioxin-5-ylmethanol (Intermediate A1) (commercially available from Aldrich) (3 g, 18.1 mmol) in THF (100 mL) was treated with manganese(IV) oxide, activated (commercially available from Aldrich): MnO2 (10 g, 115 mmol) at rt. The mixture was heated to 35 C. for 2 h and 60 C. for 4 h followed by 18 h at room temperature (rt). The mixture was filtered through celite and the solvent was removed under vacuum. The residue was purified by chromatography on silica gel with 20% EtOAc:hexanes to give 2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde (Intermediate A2) 2.6 g (88%). A mixture of 4-iodo-1-tritylimidazole (commercially available) (8.64 g, 19.8 mmol) in dichloromethane (100 mL) at -10 C. was treated with ethyl magnesium bromide (6.3 mL, 19 mmol, 3M in THF) and allowed to react for 45 m. A solution of 2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde (Intermediate A2) (2.6 g, 15.9 mmol) in dichloromethane was added via syringe at -10 C. and stirred for 45 m. The mixture was quenched with water (50 mL) and a sat. solution of ammonium chloride (50 mL). The residue was isolated in a typical aqueous workup and purified by chromatography on silica gel with 3 to 5% NH3-MeOH:CH2Cl2 to give (2,3-dihydro-benzo[1,4]dioxin-5-yl)-(1-trityl-1H-imidazol-4-yl)-methanol (Intermediate A3) as a solid, 2.9 g (40%). A solution of (2,3-dihydro-benzo[1,4]dioxin-5-yl)-(1-trityl-1H-imidazol-4-yl)-methanol (Intermediate A3) (1 g, 2.11 mmol) in dichloromethane (30 mL) was reacted with TFA:trifluoroacetic acid (5.3 mL, 68 mmol)) and triethylsilane (TES) (2.8 mL, 17 mmol) at rt for 24 h. The mixture was evaporated under reduced pressure and quenched with solid NaHCO3. This material was subjected to an aqueous work-up and the residue was purified by chromatography on silica gel with 5% NH3-MeOH:CH2Cl2 to yield 5-(2,3-dihydro-benzo[1,4]dioxin-5-ylmethyl)-1H-imidazole (Intermediate A4) 330 mg (72%). A mixture of 5-(2,3-dihydro-benzo[1,4]dioxin-5-ylmethyl)-1H-imidazole (Intermediate A4) (260 mg, 1.2 mmol) in THF (10 mL) and water (10 mL) was treated with NaHCO3 (1 g, 12 mmol) and phenylchlorothionoformate (0.42 mL, 3.13 mmol) for 3 h at rt. The mixture was diluted with diethyl ether (35 mL) and water (10 mL). The aqueous layer was removed and extracted with ether (2¡Á10 mL). The organic layers were combined, dried over MgSO4, filtered and concentrated under vacuum. The residue was treated with triethylamine (1 mL) in methanol (9 mL) at rt for 16 h. The solvent was removed and the product was isolated and purified either by tituration with CH2Cl2:hexane or by chromatography on SiO2 with EtOAc or 3% MeOH:CH2Cl2. This gave 4-(2,3-dihydro-benzo[1,4]dioxin-5-ylmethyl)-1,3-dihydro-imidazole-2-thione (Compound-1) 150 mg (50%). 1H NMR (300 MHz, DMSO-d6 w/TMS): delta 11.9 (brs, 1H), 11.7 (s, 1H), 6.76-6.65 (m, 3H), 6.41 (s, 1H), 4.28-4.21 (m, 4H), 3.61 (s, 2H).

With the complex challenges of chemical substances, we look forward to future research findings about 274910-19-9,belong benzodioxans compound

Reference£º
Patent; Allergan, Inc.; US2006/69144; (2006); A1;,
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

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).

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; Shanghai Huilun Life Technology Co., Ltd.; Cheng Jianjun; Qin Jihong; (25 pag.)CN104557955; (2017); 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.4442-54-0,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,as a common compound, the synthetic route is as follows.

2,3-Dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (1 mmol) in methanol (30 ml) was treated with concentrated sulfuric acid (0.5 ml) under reflux overnight. The sovlent was removed in vacuo leaving oil which was dissovled in ethyl acetate (20 ml) and extracted with water (40 ml). After drying the organic layer with anhydrous Na2SO4 and evaporating the solvent under reduced pressure and a solid appeared. The solid was recyrstallized from ethanol to obtain the compound 1., 4442-54-0

The synthetic route of 4442-54-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hou, Ya-Ping; Sun, Juan; Pang, Zhong-Hua; Lv, Peng-Cheng; Li, Dong-Dong; Yan, Li; Zhang, Hong-Jia; Zheng, Emily Xi; Zhao, Jing; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 19; 20; (2011); p. 5948 – 5954;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

4.1.1.1. 6-Bromo-3-((2,3-dihydrobenzo[b][1,4]dioxin-5-yl)methyl)-2-methoxyquinoline (VI: Y = 2,3-O(CH2)2O-). To a solution of 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acid (5.00 g, 28.0 mmol)in THF (150 mL) at 0 C was added lithium aluminium hydride(2.13 g, 56.0 mmol) in small portions. The reaction mixture wasstirred at 0 C for 10 min and stirred for a further 18 h at 20 C.Water (150 mL) was added to the reaction mixture which wasextracted with EtOAc (2 100 mL). The combined organic layerswere washed with brine (100 mL), dried over Na2SO4, filteredand concentrated under reduced pressure to obtain (2,3-dihydrobenzo[b][1,4]dioxin-5-yl)methanol as a yellow oil (3.22 g,99%). 1H NMR (CDCl3, 400 MHz) d 6.87-6.79 (m, 3H), 4.66 (s, 2H),4.32-4.30 (m, 2H), 4.28-4.25 (m, 2H), 2.19 (bs, 1H). Found: [M+H-18] = 149.5.

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

Reference£º
Article; Sutherland, Hamish S.; Tong, Amy S.T.; Choi, Peter J.; Conole, Daniel; Blaser, Adrian; Franzblau, Scott G.; Cooper, Christopher B.; Upton, Anna M.; Lotlikar, Manisha U.; Denny, William A.; Palmer, Brian D.; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 1797 – 1809;,
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

The synthesis of ecfo-8-methyl-8-azabicyclo[3.2.1 ]oct-3-yl 2,3-dihydro- l ,4- benzodioxine-6-carboxylate (Compound 7) is illustrated in Synthesis Scheme 2 (Figure 3). A solution of 1 ,4-benzodioxane-6-carboxylic acid, 1 (3.5 g, 1 9.43 mmol) in dichloromethane (35 mL) at room temperature under argon atmosphere was treated with thionyl chloride (35 mL, 479.83 mmol) and stirred for 3 h under reflux. The solution was then concentrated to leave the acid chloride as a dark black solid. The solid was then coevaporated with dichloromethane (2×25 mL) and dried under vacuum to remove the volatile impurities. The dark black solid was then dissolved in dry THF (35 mL). Meanwhile, on a separate flask, a solution of tropine, 2 (2.9 g, 20.54 mmol) in dry THF (30 mL) at 5 ¡ãC under argon atmosphere was treated with n-butyl lithium (0.5 M in hexanes, 20.6 mL, 1 0.27 mmol) and stirred for 30 min. at the same temperature. A solution of the acid chloride was added to the alkoxide solution at 5¡ãC dropwise. After completion of addition, the reaction mixture was allowed to warm to room temperature and stirred for another 16 h at the same temperature. The reaction was monitored with TLC. After completion, the reaction mixture was evaporated under vacuum. The residue was dissolved in dichloromethane ( 100 mL), washed with water (3 x50 mL), saturated brine (50 mL), dried over Na2S04. The organic layer was filtered and evaporated under vacuum. The crude product was purified by flash column chromatography (neutral alumina) using a mixture of 80percent EtOAc in pet ether as eluent to provide the product (2.3 g) as a pale yellow solid. The compound was further purified by recrystallisation using diethyl ether and n-hexanes to afford Cpd-7 ( 1 .2 g, 20.36percent) as a colorless solid. R/: 0.3 (30percent MeOH in CHC13). 1H-NMR (DMSO-tft): delta 1 .63(s, 1 H), 1 .68 (s, 1 H), 1 .87-2.09 (m, 6H), 2.1 7 (s, 3H), 3.03 (s, 2H), 4.28-4.33 (m, 4H), 5.04-5.07 (m, 1 H), 7.00 (d, J=8.4Hz, 1 H), 7.38 (d, J= 1 .8Hz, 1 H), 7.45 (dd, J=8.4Hz, 1 .8Hz, 1 H). LC-MS m/z: 304 [M + H]+

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; BUCK INSTITUTE FOR RESEARCH ON AGING; JOHN, Varghese; BREDESEN, Dale E.; WO2013/19901; (2013); A2;,
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

The 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (9.0 g, 50 mmol) in methanol (50 mL) containing concentrated H2SO4 (5 mL) was refluxed overnight. Water (100 mL) was added, the organic phases were washed with saturated NaCl (100 mL) and dried over Na2SO4, and the solvents were evaporated.

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

Reference£º
Article; Sun, Juan; Cao, Ning; Zhang, Xiao-Min; Yang, Yu-Shun; Zhang, Yan-Bin; Wang, Xiao-Ming; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4895 – 4902;,
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: C8H14ClNO373,mainly used in chemical industry, its synthesis route is as follows.,2879-20-1

General procedure: Method G: a solution of compound 5a (210 mg, 1.28 mmol) inanhydrous THF (5 mL) was stirred at 0 C under argon beforeaddition of phenyltrimethylammonium tribromide (481 mg,1.28 mmol). The mixture was then stirred for 15 min at 0 C andwarmed to room temperature. The reaction mixture was stirred for16 h and evaporated to dryness. The residue was suspended inwater and extracted with EtOAc. The combined organic layers werewashed with water and brine, dried over MgSO4, filtered, andevaporated under reduced pressure. A purification by silica columnchromatography using petroleum ether/CH2Cl2 (9:1 v/v) as eluentgave the desired bromoethanone 12a (239 mg, 77%) as a whitesolid.

With the synthetic route has been constantly updated, we look forward to future research findings about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,belong benzodioxans compound

Reference£º
Article; Moine, Esperance; Dimier-Poisson, Isabelle; Enguehard-Gueiffier, Cecile; Loge, Cedric; Penichon, Melanie; Moire, Nathalie; Delehouze, Claire; Foll-Josselin, Beatrice; Ruchaud, Sandrine; Bach, Stephane; Gueiffier, Alain; Debierre-Grockiego, Francoise; Denevault-Sabourin, Caroline; European Journal of Medicinal Chemistry; vol. 105; (2015); p. 80 – 105;,
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.

Compound benzodioxane-6-carboxylic acid (0401-119) (500 mg, 2.78 mmol, 1 eq.)Dissolved in 15 ml of methanol,Then slowly add 1.5 ml of thionyl chloride,The mixture was stirred at reflux for 2 hours.After the reaction was completed, the mixture was concentrated under reduced pressure.Ester and water extraction, the organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the target compound benzodiMethyl hexacycline-6-carboxylate (538 mg, yield: 99.26percent) was a yellow solid.

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

Reference£º
Patent; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Weng Yunwo; Qing Yuanhui; Liu Bin; Lin Mingsheng; Wang Yanyan; (126 pag.)CN107383024; (2017); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem