Tag: M.W:100-200

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

7-chlorosulfonyl-1,4-benzodioxane-5-carboxylic acid 670 g of chlorosulfonic acid were introduced into a balloon flask provided with a condenser and a thermometer. 173 g of 1,4-benzodioxane-5-carboxylic acid were added in portions with the temperature being maintained at 5¡ã-10¡ã C. The mixture was heated at 55¡ã C. and then cooled and poured into ice. The precipitate was dried off, washed and dried again. 250 g of 7-chlorosulfonyl-1,4-benzodioxane-5-carboxylic acid were obtained (M.P.: 210¡ã-215¡ã C.; yield: 93.5percent).

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; Societe D’Etudes Scientifiques et Industrielles de L’ile-de-France; US4186135; (1980); 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.4442-54-0,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,as a common compound, the synthetic route is as follows.

(2R,4R)-1-tert-butyl 2-methyl 4-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)piperidine-1,2-dicarboxylate BOP (6.59 g, 14.9 mmol) was added to a solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (2.68 g, 14.9 mmol) and DIEA (5.3 mL, 30 mmol) in DMF (50 mL). Then (2R,4R)-1-tert-butyl 2-methyl 4-aminopiperidine-1,2-dicarboxylate (3.5 g, 13.5 mmol) was added to the mixture and the resulting solution was stirred at room temperature for 18 hours. Water (100 mL) was added to quench the reaction, and extracted with ethyl acetate (2*100 mL), organic layers were dried over MgSO4, and concentrated under reduced pressure. The residue was purified by Companion (ReadySep, 120 g, silica gel packed) with ethyl acetate/heptane from 20-50percent to give the amide as off-white solid 5.4 g (95percent). LC-MC: 421.2 (t=2.4 min).

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

Reference£º
Patent; PFIZER INC.; US2009/5416; (2009); A1;,
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

(1) Synthesis of Compound k (0145) A mixed solution of the compound j (1.5 g) and sulfuric acid (2.0 ml)/methanol (17 ml) was introduced into an eggplant-shaped flask and heated overnight to reflux. The reaction solution was extracted with ethyl acetate. Then, 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 hexane-ethyl acetate as an eluent. Thus, the compound k was obtained (yield: 1.69 g; yield rate: 52percent).

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; RIKEN; Nakano, Takeshi; ASAMI, Tadao; OSADA, Hiroyuki; (31 pag.)US2017/305886; (2017); 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.,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.

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

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

As a common heterocyclic compound, it belong benzodioxans compound,(2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol,274910-19-9,Molecular formula: C9H10O3,mainly used in chemical industry, its synthesis route is as follows.,274910-19-9

N5-Cyclobutyl-N3-methyl-2-oxo-1, 2-d ihydropyrid ine-3,5-d icarboxamide (50 mg, 0.201mmol), (2,3-dihydrobenzo[b][1,4]dioxin-5-yl)methanol (50.0 mg, 0.301 mmol) and 2-(tributylphosphoranylidene)acetonitrile (0.166 mL, 0.632 mmol) were combined in toluene (1.5 mL)and the reaction mixture heated in a 5 mL microwave vial on a Biotage Initiator microwave at 120C for 30 mm. The reaction mixture was poured onto water (20 mL), and extracted with ethylacetate (3 x 10 mL). The combined organic portions were evaporated in vacuo to yield the crude product as a brown oil. The product was loaded in dichloromethane onto a 25 g SNAP silica cartridge and purified via Biotage 5P4 flash chromatography, eluting from 50 – 100 % ethyl acetate/cyclohexane. The relevant fractions were combined and evaporated in vacuo – yielding 76mg of product. The sample was dissolved in MeOH/DMSO (1 mL, 1:1) and purified by MDAP (Formic). The solvent was evaporated in vacuoto give the required product – N5-cyclobutyl-1-((2,3- dihyd robenzo[b] [1,4]d ioxin-5-yl)methyl)-N3-methyl-2-oxo-1, 2-d ihydropyrid ine-3,5-dicarboxamide(40 mg, 0.096 mmol, 47.7 % yield).LCMS (2 mm Formic): Rt = 0.95 mi [MH] = 398.1.

With the synthetic route has been constantly updated, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol,belong benzodioxans compound

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; AYLOTT, Helen Elizabeth; COOPER, Anthony William James; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; HAYHOW, Thomas George Christopher; LINDON, Matthew J; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (308 pag.)WO2017/37116; (2017); 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

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. 4.5.12 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(3-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone (C12) White crystal, mp: 162-163 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.11-3.17 (m, 1H), 3.70-3.80 (m, 1H), 3.86 (s, 3H), 4.32-4.37 (t, J = 5.4 Hz, 4H), 5.76-5.82 (m, 1H), 6.91-6.98 (m, 4H), 7.03 (s, 1H), 7.10-7.13 (d, J = 7.8 Hz, 1H), 7.66-7.70 (m, 4H), 7.74 (s, 1H). 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, 69.16; H, 4.87; N, 6.49.

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

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

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

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

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

Example 129, N-(5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)-2-(trifluoromethyl)phenyl)-2-methylquinoline-6-carboxamide[00180] Phosphorus oxychloride (0.196 mL, 2.10 mmol) was added dropwise to a stirred suspension of 2,3-dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (172 mg, 0.96 mmol), Compound 137 (330 mg, 0.96 mmol) and DIPEA (0.832 mL, 4.78 mmol) in DCM (5 mL) at 0 ¡ãC. The reaction mixture was allowed to come to ambient temperature and stirred for 4 days. A saturated aqueous solution of sodium bicarbonate (50 mL) was added carefully over 30 mins then the mixture was extracted with DCM (2 x 50 mL). The combined organics were washed with brine, passed through a phase separating cartridge and concentrated in vacuo to give a yellow solid. The crude product was purified by preparative HPLC. Fractions containing the desired compound were evaporated to dryness to afford the desired material as a white solid (26 mg, 5 percent).1H NMR (400 MHz, DMSO) delta 10.42 (s, 1 H), 10.32 (s, 1 H), 8.56 (d, J = 1 .9 Hz, 1 H), 8.41 (d, J = 8.5 Hz, 1 H), 8.21 (dd, J = 2.0, 8.8 Hz, 1 H), 8.09 – 8.01 (m, 2H), 7.97 (d, J = 8.7 Hz, 1 H), 7.78 (d, J = 8.9 Hz, 1 H), 7.64 – 7.44 (m, 3H), 7.01 (d, J = 8.4 Hz, 1 H), 4.39 – 4.24 (m, 4H), 2.71 (s, 3H). m/z (ES+) (M+H)+ = 508.4., 4442-54-0

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

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO180,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

Step 1.5-(2,3-Dihydrobenzo[b][1,4]dioxine-6-carbonyl)-2,2-dimethyl-1,3-dioxane-4,6-dioneA solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (5 g, 27.8 mmol), 2,2-dimethyl-1,3-dioxane-4,6-dione (4.41 g, 30.6 mmol), 4-dimethylaminopyridine (5.1 g, 41.7 mmol) and EDC HCl (8.0 g, 41.7 mmol) in dichloromethane (125 mL) was stirred overnight at room temperature, and then quenched by the addition of HCl (1 N, 100 mL) and NaCl solution (100 mL).The organic layers were dried over sodium sulfate and concentrated in vacuo to afford 5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carbonyl)-2,2-dimethyl-1,3-dioxane-4,6-dione as a yellow solid (8 g, crude).It was used for next step without further purification.

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

Reference£º
Patent; BIOENERGENIX; US2012/277224; (2012); 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

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.

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