Heterocyclic Building Blocks-benzodioxan

It is a common heterocyclic compound, the benzodioxans compound, 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, cas is 3663-80-7 its synthesis route is as follows.,3663-80-7

Example 27 d6-[4-(4-Amino-6,7-dimethoxy-quinazolin-2-yl)-piperazin-1-yl]-(2,3-dihydro-benzo1,4]dioxin-2-yl)-methanone hydrochloride salt A mixture of 1,4-benzodioxane-6-carboxylic acid (901 mg, 5 mmol), piperazine (431 mg, 5 mmol) and hexamethyldisilazane (1.61 g, 10 mmol) was heated to 110¡ã C. for 15 hours. The reaction was cooled, concentrated, and purified by column chromatography to yield 2,3-dihydro-benzo[1,4]dioxin-2-yl)-piperazin-1-yl-methanone (400 mg, 32percent). 1H NMR (300 MHz, CDCl3) delta 6.94-6.85 (m, 4H), 4.84 (dd, J=8.1, 2.4 Hz, 1H), 4.52 (dd, J=12.0, 2.4 Hz, 1H), 4.330 (dd, J=12.0, 8.1 Hz, 1H), 3.75 (m, 2H), 3.56 (m, 2H), 2.99-2.91 (m, 4H); ESI-MS m/z 249 (M+H).

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; AUSPEX PHARMACEUTICALS, INC.; US2008/39473; (2008); 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

Sodium cyanoborohydride (18.7 mg, 0.3 mmol) was added to a mixture of intermediate 27 (50 mg, 0.2 mmol, hydrochloric acid salt), 6-acetyl-l,4-benzodioxane (CAS: 2879- 20-1; 70.7 mg, 3.97 mmol), triethylamine (0.069 mL, 0.5 mmol) and Ti(OiPr)4 (0.076 mL, 0.26 mmol) in anhydrous MeOH (0.48 mL). The resulting suspension was stirred at rt for 16 h and then the mixture was heated at 70 C and further stirred for 16 h. The mixture was cooled to rt and then filtered through a celite pad and the volatiles were evaporated in vacuo. Water and EtOAc were added. The organic phase was separated, dried over Na2S04, filtered and the filtrate was evaporated in vacuo. The resultant oil was purified by RP HPLC (Stationary phase: CI 8 XBridge 30 x 100 mm 5 muiotaeta), mobile phase: gradient from 47% 10 mM NH4CO3H pH 9 solution in water, 53% MeOH to 24% 10 mM NH4CO3H pH 9 solution in water, 76% MeOH) to yield product 40 as a white solid (20 mg, 27% yield).

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
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose, Manuel; TRABANCO-SUAREZ, Andres, Avelino; MARTINEZ VITURRO, Carlos, Manuel; TRESADERN, Gary, John; ALCAZAR-VACA, Manuel, Jesus; (126 pag.)WO2018/109198; (2018); 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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO209,mainly used in chemical industry, its synthesis route is as follows.,3663-80-7

General procedure: The dipeptides after appropriate deprotection and the amino acid methyl esters were coupled with 1,4-benzodioxane-2-carboxylic acid using DCC as acoupling reagent and TEA as a base in different reaction conditions like microwave, sonication, refluxing and conventional methods to give the desired products (2a-2e) (Scheme-2).

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,belong benzodioxans compound

Reference£º
Article; Malipeddi, Himaja; Gowda, Visruth; Das, Moonjit; Indian Journal of Heterocyclic Chemistry; vol. 25; 2; (2015); p. 113 – 118;,
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: 2-phenyl-N-(pyridin-2-yl)imidazo[1,2-a]pyridin-3-amine 3a: A sealed tube was charged with acetophenone 1a (120 mg, 1 mmol), iodine (380.7 mg, 1.5 mmol) and DMSO (3 mL) at room temperature. The resulting mixture was stirred at 100 C. After disappearance of the reactant (monitored by TLC), 2-aminopyridine 2a (188 mg, 2.0 mmol) was added and the mixture was heated to 100 C for 2 h. After completion of the reaction and addition of water (50 mL), the mixture was extracted with EtOAc (3 ¡Á 50 mL). The extract was washed with 10% aqueous Na2S2O3 solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: Petr/EtOAc = 3:1) to yield the desired product 3a as a white solid (214.6 mg, 75% yield)

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

Reference£º
Article; Fei, Zhuan; Zhu, Yan-Ping; Liu, Mei-Cai; Jia, Feng-Cheng; Wu, An-Xin; Tetrahedron Letters; vol. 54; 10; (2013); p. 1222 – 1226;,
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

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 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]+

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

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

INTERMEDIATE 97: (S)-dibenzyl 2-(4-(5-((((R)-2-((R)-1 -(N-((2,3- dihydrobenzo[b][1 ,4]dioxine-6- carbonyl)oxy)formamido)propyl)heptanamido)methyl)carbamoyl)furan-2-yl)-2- ethoxybenzamido)succinate HATU (0.084 g, 0.221 mmol) was added to a solution containing 2,3- dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (0.037 g, 0.203 mmol) and DI PEA (0.097 ml_, 0.554 mmol) in MeCN (2 ml_) at RT. After stirring for 30 mins, (S)-dibenzyl 2-(2-ethoxy-4-(5- ((((R)-2-((R)-1 -(N-hydroxyformamido)propyl)heptanamido)methyl)carbamoyl)furan-2- yl)benzamido)succinate (0.2 g, 0.185 mmol), was added and the reaction was stirred at RT overnight. Water was added and the reaction was extracted with EtOAc. The organic layer was dried over Na2S04 and concentrated. Purification by Si (0-80percent EtOAc/Hex) afforded the title compound as a pale yellow solid. (162 mg, 90 percent yield). MS (m/z) 975.4 (M+H)+

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; DONATELLI, Carla A.; DOWDELL, Sarah E.; ELBAN, Mark; HILFIKER, Mark A.; HOANG, Tram H.; HOLT, Dennis Alan; MANNS, Sharada; MARCUS, Andrew; POTTEIGER, Craig; SHENJE, Raynold; WASHBURN, David G.; (364 pag.)WO2017/6296; (2017); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,17413-10-4,Molecular formula: C9H11NO2,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4

A stirred mixture of 3-bromo-4-chloro-thieno[3,2-c]pyridine (200 mg, 0.80 mmol), 2,3-dihydro-1,4-benzodioxin-6-yl-methylaminebenzylamine (266 mg, 1.61 mmol), and triethylamine (112 mul, 0.80 mmol) in NMP (2 ml) was heated in a Biotage microwave reactor for 2 h at 220 C. At which point the reaction was allowed to cool to room temperature and partitioned between EtOAc (10 ml) and distilled water (10 ml). The organic layer was separated and washed with additional portions of distilled water (2¡Á10 ml), dried (MgSO4), filtered and the solvent removed in vacuo. The crude residue was then subjected to flash column chromatography (eluent petroleum spirit 40-60 C.:EtOAc, 3:1, Rf 0.6). This afforded the title compound as a yellow solid (233 mg, 77%).

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; Xention Limited; US2007/161672; (2007); 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.

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., 4442-54-0

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

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