Heterocyclic Building Blocks-benzodioxan

29668-44-8, 2,3-Dihydrobenzo[b][1,4]dioxine-6-carbaldehyde is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example-8Preparation of 2,3-dihydro-benzo[1,4]dioxin-6-yl-methylamine hydrochloride 242.0 g of Methanolic ammonia [as 100% w/w by chemical assay] [Note: as chemical assay: 23.0% w/w, volume 1350.0 ml] and 30.0 g (0.183 mol) of 1,4-benzodioxan-6-carboxaldehyde were charged into a 2.0 L 4 necked round bottom flask, connect to a mechanical stirrer, thermo meter socket and condenser at 20-30 C. Stirred the mass for 20-30 min at 20-30 C. After dissolution is clear. Reaction mass was charged into a 2.0 L hydrogenator kettle at 20-30 C. 30.0 g of Raney Nickel (with Methanol dried) was charged under nitrogen atmosphere. Kettle was fitted to the hydrogenator. Nitrogen atmosphere was removed in Hydrogenator kettle with hydrogen gas by slowly flushing. Hydrogen gas was feeded upto 50-55 psi in hydrogenation kettle under oscillation. Maintained the hydrogen gas pressure (50-55 psi) till the hydrogen gas consumption is stopped. Reaction mass temperature was raised to 40-45 C. After hydrogen gas consumption is stooped at 45-50 C. Reaction mass temperature was cooled to 25-30 C. Maintained the hydrogen gas pressure at 50-55 psi for till the hydrogen gas consumption is stopped (about 90-120 min) Raney nickel was filtered through hyflow bed under nitrogen atmosphere. Raney Nickel was washed with 300.0 ml of methanol under nitrogen atmosphere. Filterate was collected into a flask. Methanol was distilled completely under vacuum at mass temperature not crossing 55 C. Mass temperature was cooled to 40-45 C. and release the vacuum. 50.0 ml of isopropyl alcohol was added. Reaction mass pH was adjusted to 0.5+/-0.25 with IPA HCl. Maintained the mass temperature at 25-30 C. for 60-90 min under stirring. Solid was filtered and solid was washed with 20.0 ml of isopropyl alcohol. Compound was dried under vacuum at 40+/-5 C. Dry compound weight: 31.0 g (yield: 84.1%).Spectral data:FT-IR (K Br) (cm-1): 3447.6, 2977.6, 2870.0, 1594.5, 1506.6, 1474.0, 1285.8, 1077.7, 1051. 735.2, 617.9, 472.0MS: 202.6 [M+1]

The synthetic route of 29668-44-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Natco Pharma Limited; US2010/298351; (2010); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

3663-80-7, 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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. 4.5.19 (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)(5-(4-methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone (D4) White crystal, mp: 104-106 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.18-3.25 (d, J = 17.7 Hz, 1H), 3.68-3.75 (m, 1H), 3.77 (s, 3H), 4.33-4.39 (m, 1H), 4.57-4.62 (d, J = 11.4 Hz, 1H), 5.55-5.58 (m, 2H), 6.82-6.86 (m, 5H), 6.99-7.02 (m, 1H), 7.14-7.17 (d, J = 8.7 Hz, 2H), 7.43-7.46 (m, 3H), 7.73-7.77 (d, J = 7.5 Hz, 2H). MS (ESI): 415.16 (C25H23N2O4, [M+H]+). Anal. Calcd for C25H22N2O4: C, 72.45; H, 5.35; N, 6.76; O, 15.44. Found: C, 72.05; H, 5.34; N, 6.78.

As the paragraph descriping shows that 3663-80-7 is playing an increasingly important role.

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

4442-53-9, 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Method B: SOCl2 (10mL) was added to a stirred solution of compound 3 (20mmol) in anhydrous DMF (50mL). The reaction solution was allowed to stir at room temperature for approximately 4h. Then, active compound 4 (15mmol) and metronidazole (15mmol) were dissolved in CH2Cl2 followed by drop wise addition triethylamine and compound 5 was obtained with yield of 85percent. Compound 5 (10mmol), different substituted benzaldehydes (12mmol) and NaOH (15mmol) were dissolved in DMSO (30mL) at room temperature. The appropriate amount of water was then added in the residue and filtered. The resulting solid was collected and washed with cold water, dried and crystallized from anhydrous ethanol to get the desired compounds. All of the synthetic compounds gave satisfactory analytical and spectroscopic data, which were in full accordance with their depicted structures.

4442-53-9 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid 78184, abenzodioxans compound, is more and more widely used in various.

Reference£º
Article; Duan, Yong-Tao; Yao, Yong-Fang; Huang, Wei; Makawana, Jigar A.; Teraiya, Shashikant B.; Thumar, Nilesh J.; Tang, Dan-Jie; Tao, Xiang-Xiang; Wang, Zhong-Chang; Jiang, Ai-Qin; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 22; 11; (2014); p. 2947 – 2954;,
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.

General procedure: 2,3-Dihydrobenzo[b][1,4]dioxin-6-carboxylic acid (or 2,3-dihydrobenzo[b][1,4]dioxin-2-carboxylic acid) (1 mmol) and 98percent H2SO4 (1 ml) in ethanol (20 mL) were refluxed at 80 ¡ãC for 5 h. While the reaction completed, 80percent hydrazine hydrate (2 mmol) was added and then the solution was refluxed at 80 ¡ãC for another 5 h. While the reaction completed, the ethanol was evaporated. The separated solid was filtered, washed with cold ethanol and dried to obtain white solid Bb.

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3663-80-7,2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

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. 4.5.30 (2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)(5-(2-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone (D15) White crystal, mp: 208-209 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.17-3.24 (d, J = 17.4 Hz, 1H), 3.69-3.80 (m, 1H), 3.87 (s, 3H), 4.42-4.47 (d, J = 11.1 Hz, 1H), 4.52-4.56 (m, 1H), 5.64-5.67 (m, 1H), 5.77-5.83 (m, 1H), 6.86-6.91 (m, 3H), 6.95-6.98 (d, J = 9.0 Hz, 2H), 7.02-7.12 (m, 3H), 7.20-7.25 (m, 2H), 7.68-7.71 (d, J = 8.7 Hz, 2H). 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, 69.26; H, 4.87; N, 6.49.

3663-80-7 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 2735450, abenzodioxans compound, is more and more widely used in various.

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

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: A mixture of compound 9 or 10 (0.11 mmol), O-(7-aza-1H-benzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (0.21mmol), and N,N-diisopropylethylamine (0.54 mmol) in dry DMF (1.5 mL) was stirred at 0 ¡ãC for 30 min. The appropriate acid (0.16 mmol) was then added. After stirring at room temperature for 1-4 h, the reaction mixture was diluted with saturated aqueous NaHCO3, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with EtOAc-hexane (1:1 to 1:3) to afford the corresponding compounds 11a-o and 12a-c.

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

Reference£º
Article; Koh, Eun Jeong; El-Gamal, Mohammed I.; Oh, Chang-Hyun; Lee, So Ha; Sim, Taebo; Kim, Garam; Choi, Hong Seok; Hong, Jun Hee; Lee, Sang-Gi; Yoo, Kyung Ho; European Journal of Medicinal Chemistry; vol. 70; (2013); p. 10 – 21;,
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

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).

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2879-20-1,1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone,as a common compound, the synthetic route is as follows.

EXAMPLE 6 In analogy to Example 5, from 6.5 g of 6-acetyl-1,4-benzodioxane and 16.4 g of diethyl 4-carbethoxybenzyl)phosphonate, there were obtained, after filtration of the crude product over a column (silica gel, eluding agent hexane/ethyl acetate=9:1) and recrystallization from hexane/ethyl acetate, 7.3 g of ethyl p-[(E)-2-(1,4-benzodioxan-6-yl)propenyl]benzoate in the form of colorless crystals, m.p. 64-66 C. In analogy to Example 2, by hydrolysis of the thus-obtained ester, there was obtained p-[(E)-2-(1,4-benzodioxan-6-yl)propenyl]benzoic acid in the form of white crystals, m.p. 172-173 C. (from ethyl acetate).

As the paragraph descriping shows that 2879-20-1 is playing an increasingly important role.

Reference£º
Patent; Hoffmann-La Roche Inc.; US5037825; (1991); 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.

1,4-Benzodioxane-6-carboxylic acid (4.5g, 25 mmol) was refluxed in thionyl chloride (25ml) for 3hr, the solution was then evaporated to dryness to give 1,4-benzodioxin-6-carbonyl chloride as a pale solid 4.9g (yield: 100percent).

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

Reference£º
Patent; Tragex Pharma; EP2522341; (2012); 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.4442-53-9,2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: The starting two acids (2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acid and 2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylic acid) shoud be activated by firstly SOCl2: acid (100 mg) and (6-10 mL) was mixed and stirred at reflux 80 ? for 4 hours. The reaction mixture was cooled and evaporated to give reactive acyl chloride obtained as an oil, which would be dissolved in ethyl acetate (5-6 mL) in the next step.

The synthetic route of 4442-53-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Dong-Dong; Fang, Fei; Li, Jing-Ran; Du, Qian-Ru; Sun, Jian; Gong, Hai-Bin; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry Letters; vol. 22; 18; (2012); p. 5870 – 5875;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem