Day: October 20, 2020

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

In a round bottom flask, 1 ,4-Benzodioxane-6-carboxylic acid (1.00 g, .5.55 mmol) and thionyl chloride (6.04 mL, 83.33 mmol) was mixed together and refluxed for 2 h. The reaction was concentrated in vacuo, then 25 mL of toluene was added to the residue, and the slurry was concentrated again to obtain the title product 6 as a solid (0.77 g, 70percent)

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
Patent; OHIO STATE INNOVATION FOUNDATION; SUO, Zucai; VYAVHARE, Vinod, P.; TAGGART, David, J.; WO2014/145207; (2014); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

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

With the complex challenges of chemical substances, we look forward to future research findings about 2879-20-1,belong benzodioxans compound

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

2879-20-1, 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,2879-20-1

General procedure: A series of sixteen novel 1, 4-benzodioxane-based thiosemicarbazones(3a-p) was synthesized by reacting appropriatethiosemicarbazide (1a-p) (5 mmol) and 1, 4-benzodioxan-6-ylmethyl ketone (2) (5 mmol) in methanol (15 mL) using glacialacetic acid (1e2 drops) as catalyst. Reflux at 80 C for 6 h wascarried out and the product formation and the reaction completion were examined by thin layer chromatography. Upon completion,the reaction mixturewas allowed to cool at r.t and the solid productwas collected by suction filtration followed by washing with hotmethanol and then dried in vacuum. Finally, the target thiosemicarbazonesderivatives were recrystallized from chloroformmethanolmixture (1:1) in good to excellent yields. The X-raymeasurements were read by mounting a 3m single crystal on agreased MiTe Gen loop and was inspected through thediffractometer (Bruker D8 Venture APEX diffractometer) at 296 (2)K by means of graphite-monochromated MoeK a radiation(l 0.71073 A); diffractometer was complimented with an areadetector (Photon 100 CCD) along with a cooler (Oxford Cryostream).APEX-II software was used to collect Data [41] and SAINTwas operated for integration [42] The SADABS (multi-scanapproach) was used for correction in absorption [43]. and intrinsicphasing (SHELXT)was employed to the solve the structure [44]. Fullleast squares refinement of all detected reflections were used todetermine the final cell constants and assign positions of all atomsother than H to the consequential difference maps via refinementagainst F2. Whereas H atoms were assigned location and addedagainst F2 and were refined by riding model. SHELXL-97 wasimplemented to refine anisotropically [45]. The CCDC (CSD depositionnumbers 1874544) of the structure has been deposited. Thedetailed characterization of compounds 3a e 3p are given insupporting informations.

The synthetic route of 2879-20-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Shehzad, Muhammad Tariq; Khan, Ajmal; Islam, Muhammad; Hameed, Abdul; Khiat, Mohammed; Halim, Sobia Ahsan; Anwar, Muhammad U.; Shah, Syed Raza; Hussain, Javid; Csuk, Rene; Khan, Samra; Al-Harrasi, Ahmed; Shafiq, Zahid; Journal of Molecular Structure; vol. 1209; (2020);,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

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).

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

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

274910-19-9, [00209j A mixture of Intermediate 1(500mg, 1.5 mmol), (2,3-dihydrobenzo[b][1,4] dioxin-5-yl)methanol (380 mg, 2.3 mmol) and Cs2CO3 (1000 mg, 3.1 mmol) in DMSO (5 mL) was stirred for 2 days at 120 C. The reaction mixture was diluted with water andbrine (1:1, 50 mL) and extracted with EtOAc (2 x 30 mL). The combined organics were washed with brine, dried over Na2504 and concentrated in vacuo. The crude product was purified by column chromatography to yield the Example 2A (400 mg, 0.97 mmol, 63% yield), as a brown oil. MS (ESI) m/z 412.2 (M+H).

With the rapid development of chemical substances, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WURTZ, Nicholas R.; VIET, Andrew Quoc; SHAW, Scott A.; VOKITS, Benjamin P.; KICK, Ellen K.; VALENTE, Meriah Neissel; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; JUSUF, Sutjano; (140 pag.)WO2016/40417; (2016); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,4442-54-0,Molecular formula: C9H8O4,mainly used in chemical industry, its synthesis route is as follows.,4442-54-0

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.

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; 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

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

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

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

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