Heterocyclic Building Blocks-benzodioxan

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.,3663-80-7

General procedure: 2,3-Dihydrobenzo[b]-[1,4] dioxinecarboxylic acid A, B and C (10 mmol) in ethanol (200 mL) was treated with thionyl chloride (5 mL) under reflux overnight. Excess ethanol was distilled out and the solid left was dissolved in ethyl acetate (150 mL), washed with saturation sodium bicarbonate (200 mL) and then sodium chloride (200 mL). After drying the organic layer with anhydrous Na2SO4 and evaporating the solvent under reduced pressure and solid appeared. The solid was recrystallized from ethanol to obtain the compound A1, B1 and C1. The completion of the reaction was monitored on TLC by using silica gel-G coated plates by using ethyl acetate and petroleum ether (1 : 1) as the elution and observed in UV light.

3663-80-7 is used more and more widely, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid

Reference£º
Article; Song, Xiaoda; Yang, Yushun; Zhao, Jing; Chen, Yangjian; Chemical and Pharmaceutical Bulletin; vol. 62; 11; (2014); p. 1110 – 1118;,
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.

[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 .

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

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

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.

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
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

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

To a round bottom flask equipped with magnetic stirring, an addition funnel and a nitrogen inlet, was added benzo(1,4)dioxan-6-carboxylic acid (18.00 g, 99.91 mmol) and 1,2-dimethoxyethane (667 mL). This mixture was cooled to -75¡ã C. in a dry ice-acetone bath. To this was added 1.3 M sec-butyl lithium in cyclohexane (230.6 mL, 299.7 mmol) over 1 hour, maintaining reaction temperature below -60¡ã C. The reaction was removed from the cooling bath, allowed to warm to -20¡ã C., and subsequently stirred at -20¡ã C. for 45 min. The reaction was cooled to -50¡ã C., and iodomethane (15.6 mL, 249.8 mmol) was added. The reaction was again removed from the cooling bath, allowed to warm to -20¡ã C., and stirred at this temperature for 45 min. All cooling was removed and the reaction stirred at room temperature for 16 hours. The reaction was quenched by addition of a few mls of 1N HCl (aq) and the solvent removed by evaporation. The residue was made substantially acidic by the addition of aqueous 1N HCl. The resultant precipitate was filtered and washed with water to give a light brown solid, 5-methyl-benzo(1,4)dioxan-6-carboxylic acid, (6.60 g, 33.9 mmol) in 34percent yield. 1H-NMR (300 MHz, CDCl3) delta (ppm): 7.62 (d, 1H), 6.8 (d, 1H), 4.30 (br s, 4H), 2.52 (s, 3H).

With the complex challenges of chemical substances, we look forward to future research findings about 4442-54-0,belong benzodioxans compound

Reference£º
Patent; Hormann, Robert Eugene; Tice, Colin M.; Chortyk, Orestes; Smith, Howard; Meteyer, Thomas; US2005/209283; (2005); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

The specific steps are: Add compound 10 (0.5 mmol) to a 38 mL pressure tube. After iodine (0.25 mmol) and 2 mL of DMSO were subjected to a first reaction at 100 C for 90 min, 2-aminobenzonitrile (0.4 mmol) was added to the reaction mixture. KHS¡¤H2O (1 mmol) was subjected to a second reaction at 90 C, after 20 hours, The reaction mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium sulfate The solvent is distilled off under reduced pressure to obtain a crude product. Crude products with petroleum ether and ethyl acetateThe mixture is purified by column chromatography to obtain a yellow liquid. The total yield was 69%., 2879-20-1

As the rapid development of chemical substances, we look forward to future research findings about 2879-20-1

Reference£º
Patent; Central China Normal University; Geng Xiao; Wu Xia; Wu Yandong; Wu Anxin; (15 pag.)CN109232366; (2019); 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.

Compound 239, N-(2-bromo-5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)phenyl)-2-methylquinoline-6-carboxamide[00332] To a suspension of 2,3-dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid(1 .001 g, 5.56 mmol) in dry DCM (20 mL), DMF (0.972 muIota, 0.013 mmol) and oxalyl chloride (0.513 mL, 6.06 mmol) were added dropwise and the resulting green solution was allowed to stir at 20 ¡ãC for 3 hours after which it was concentrated under vacuum to afford a dry pale green solid. The solid was dissolved in pyridine (20.00 mL) and Lambda/-(5- amino-2-bromophenyl)-2-methylquinoline-6-carboxamide (1 .80 g, 5.05 mmol) was added in one portion. The resulting dark yellow suspension was allowed to stir for 72 hours after which it was poured onto water. The yellow precipitate was filtered and washed several times with water, Et20 and finally with a minimum amount of DCM to afford the crude product as a pale yellow solid which does not require further purification (2.1 1 g, 81 percent).1H-NMR (500 MHz, DMSO): delta 10.29 (s, 1 H), 10.27 (s, 1 H), 8.63 (s, 1 H), 8.42 (d, J =9.1 1 Hz, 1 H), 8.25 (d, J = 7.29 Hz, 1 H), 8.10 (s, 1 H), 8.05 (d, J = 8.20 Hz, 1 H), 7.69 (bs, 2H), 7.58-7.49 (m, 3H), 6.99 (d, J = 9.1 1 Hz, 1 H), 4.37-4.27 (m, 4H), 2.71 (s, 3H). HRMS (ESI+): Found [M+H]+520.0723 C26H21BrN3O4 requires 520.0693.

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 belong benzodioxans compound,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,2879-20-1,Molecular formula: C10H10O3,mainly used in chemical industry, its synthesis route is as follows.,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.

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; 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

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

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.

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; BIOENERGENIX; US2012/277224; (2012); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 17413-10-4, its synthesis route is as follows.,17413-10-4

Comparative Example 2 2,6-dichloro-N-[(2,3-dihydro-1,4-benzodioxin-6-yl)methyl]benzamide To a mixture of 2,3-dihydro-1,4-benzodioxin-6-yl)methylamine (50 mg, 0.30 mmol) and dichloromethane (1 mL) were added N,N-diisopropylethylamine (0.11 mL, 0.61 mmol) and 2,6-dichlorobenzoyl chloride (0.043 mL, 0.30 mmol) under ice cooling and the resultant was stirred at room temperature for 3 hours. The reaction mixture was purified by column chromatography on silica gel (heptane:ethyl acetate=2:1) to give the title compound (94 mg, 92% yield), 1H-NMR Spectrum (CDCl3) delta (ppm): 4.24 (s, 4 H), 4.57 (d, J=5.47 Hz, 2 H), 5.94 (br. s, 1 H), 6.81-6.92 (m, 3 H), 7.21 -7.33 (m, 3 H).

With the complex challenges of chemical substances, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine

Reference£º
Patent; Eisai R&D Management Co., Ltd.; Tanaka, Keigo; Ishida, Tasuku; Miyano, Masayuki; Shinkyo, Raku; US2019/231720; (2019); 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