Day: November 10, 2020

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.

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. 4.5.14 (3-(4-Bromophenyl)-5-(2-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone (C14) White crystal, mp: 140-141 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.23-3.29 (d, J = 17.1 Hz, 1H), 3.80-3.87 (m, 1H), 4.35-4.37 (t, J = 3.9 Hz, 4H), 5.63-5.69 (m, 1H), 6.90-6.96 (m, 2H), 7.11 (m, 1H), 7.33-7.35 (d, J = 6.6 Hz, 1H), 7.47-7.50 (m, 4H), 7.59 (s, 1H), 7.66-7.69 (d, J = 8.4 Hz, 2H). MS (ESI): 481.05 (C24H19BrFN2O3, [M+H]+). Anal. Calcd for C24H18BrFN2O3: C, 59.89; H, 3.77; Br, 16.60; F, 3.95; N, 5.82; O, 9.97. Found: C, 59.72; H, 3.74; N, 5.82., 4442-54-0

As the paragraph descriping shows that 4442-54-0 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

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

General procedure: The benzoic acid was mixed with SOCl2. The mixture was heated at reflux for 2 h. The solvent was evaporated in vacuo. The solid was dissolved in DCE (20 mL) and the mixture was concentrated in vacuo. This afforded the acid chloride, which was immediately used in the crude form.

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
Article; Wijtmans, Maikel; Maussang, David; Sirci, Francesco; Scholten, Danny J.; Canals, Meritxell; Mujic?-Delic?, Azra; Chong, Milagros; Chatalic, Kristell L.S.; Custers, Hans; Janssen, Elwin; De Graaf, Chris; Smit, Martine J.; De Esch, Iwan J.P.; Leurs, Rob; European Journal of Medicinal Chemistry; vol. 51; (2012); p. 184 – 192;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to benzodioxans compound, name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, and cas is 3663-80-7, its synthesis route is as follows.,3663-80-7

Compound 1 was prepared according to Scheme 5, shown below. The coupling of 2,3-dihydrobenzo[b][l ,4]dioxine-2-carboxylic acid and hydrazinecarbothioamide via an addition reaction and subsequent dehydration was performed in the presence of hydroxybenzotriazole (HOBt), l-ethyl-3-(3-dimethylaminopropyl)carbodiimide, and triethylamine (TEA) dissolved in tetrahydrofuran (THF). A cyclization reaction of 2- (2,3-dihydrobenzo[b][l,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 treating the thiol with sulfuric acid in acetic acid.

With the complex challenges of chemical substances, we look forward to future research findings about 3663-80-7,belong benzodioxans compound

Reference£º
Patent; THE GENERAL HOSPITAL CORPORATION; ZAPOL, Warren M.; BLOCH, Kenneth D.; NAKAGAWA, Akito; LUI, Francine E.; FREEDMAN, Revital; WO2015/106240; (2015); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belongs to benzodioxans compound, name is Methyl 1,4-Benzodioxan-6-carboxylate, and cas is 20197-75-5, its synthesis route is as follows.,20197-75-5

Step B Preparation of 6-nitro-3,4-ethylenedioxybenzoic acid methyl ester To a solution of 5.0 g. of 3,4-ethylenedioxybenzoic acid methyl ester in 5.0 mls. of glacial acetic acid is added dropwise 5.0 mls. of 70percent nitric acid at 50¡ã-60¡ãC. After addition the reaction mixture is kept at 55¡ãC. for one hour, then cooled and 50 mls. of ice water added. The resulting precipitate is recovered by filtering, water washed and dried to obtain 6-nitro-3,4-ethylenedioxybenzoic acid methyl ester, m.p. 115¡ã-118¡ãC.

With the complex challenges of chemical substances, we look forward to future research findings about 20197-75-5,belong benzodioxans compound

Reference£º
Patent; Sandoz Inc.; US3931179; (1976); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

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

6,7-dibromo-1,4 -benzodioxane-5-carboxylic acid 1,440 ml of acetic acid and 360 g of 1,4-benzodioxane-5-carboxylic acid were introduced into a balloon flask provided with an agitator, an introduction funnel and a condenser. The mixture was heated to 55¡ã C. and then a solution of 700 g of bromine in 360 ml of acetic acid was added in portions. The mixture was heated to 120¡ã C. and then cooled to 15¡ã C. The precipitate was dried off, washed with acetic acid and dried. 332 g of 6,7-dibromo-1,4-benzodioxane-5-carboxylic acid were obtained (M.P.: 212¡ã C.). The structure was confirmed by nuclear magnetic resonance analysis.

4442-53-9 is used more and more widely, 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

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 5-chloro-lH-indole-2-carboxylic acid hydrazide (Preparation 1, 0. 50g, 2. 39mmol) in DMF (5rnL) was added HOBt (0. 32g, 2. 39mmol), DIPEA (0.83mL, 4. 78mmol) and 2,3-dihydrobenzo [1, 4] dioxine-2-carboxylic acid (0.43g, 2.39mmol) followed by EDCI (0. 55g, 2. 87mmol). The reaction mixture was stirred at rt for 16h, poured into water (75mL) and extracted with ethyl acetate (2 x 150mL). The combined organic extracts were washed with HCl (IN, 50mL), NaOH (1N, 50mL) and saturated sodium chloride solution (75mL). The organic layer was dried (MgS04) and concentrated in vacuo to give the title compound. m/z (ES+) = 372 [M+ H] + ; RT = 3. 57min.

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; PROSIDION LIMITED; WO2005/85194; (2005); A2;,
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.,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)

2879-20-1 is used more and more widely, 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

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.

2879-20-1, General procedure: N-Bromobutanimide (NBS, 356 mg, 2.0 mmol) and 4-Methylbenzenesulfonic acid (PTSA, 344 mg, 2.0 mmol) were added to a well-stirred solution of aryl methyl ketone 8a (240 mg, 2.0 mmol) in anhydrous MeCN (15 mL). The mixture was stirred at room temperature for 1 h, and then refluxed for another 1-2.5 h. After disappearance of aryl methyl ketone 8a (monitored by TLC), the solvent was removed under reduced pressure, then added 50mL water to the mixture, extracted with EtOAc 3 times (3 ¡Á 50 mL). The extract was washed with 10% NaCl solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was puried by column chromatography on silica gel to yield the desired product 4a as a white solid in 90% yield.

With the rapid development 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; Zhu, Yan-Ping; Cai, Qun; Gao, Qing-He; Jia, Feng-Cheng; Liu, Mei-Cai; Gao, Meng; Wu, An-Xin; Tetrahedron; vol. 69; 31; (2013); p. 6392 – 6398;,
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.

To a solution of Example 24A (64 mg, 0.140 mmol) in N,N-dimethylformamide (0.8 mL) were added 2,3-dihydrobenzo[Z?][l,4]dioxine-2-carboxylic acid (27.8 mg, 0.154 mmol), 1- [bis(dimethylamino)methylene]-lH-l,2,3-triazolo[4,5-/?]pyridinium 3-oxid hexafluorophosphate (HATU, 58.6 mg, 0.154 mmol), and N.N-diisopropylethylamine (0.073 mL, 0.420 mmol) at room temperature. The reaction mixture was stirred 1 hour at room temperature. The mixture was purified by preparative HPLC [Waters XB ridge? C18 5 muiotaeta OBD? column, 30 x 100 mm, flow rate 40 mL/minute, 5-100percent gradient of acetonitrile in buffer (0.1percent trifluoroacetic acid in water)] to give the title compound. (25 mg, 0.05 mmol, 35.3 percent yield). lH NMR (400 MHz, DMSO- ) delta ppm 7.47 (s, 1H), 7.44 (t, J = 8.9 Hz, 1H), 7.21 (d, J = 7.6 Hz, 1H), 6.98 (dd, J = 11.4, 2.9 Hz, 1H), 6.94 – 6.88 (m, 1H), 6.86 – 6.79 (m, 3H), 6.77 (ddd, J = 9.0, 2.9, 1.2 Hz, 1H), 4.65 (dt, J = 6.5, 3.1 Hz, 1H), 4.39 (s, 2H), 4.29 (dt, J = 11.5, 3.0 Hz, 1H), 4.09 (ddd, J = 11.6, 6.6, 3.3 Hz, 1H), 3.92 (ddd, J = 39.3, 9.5, 3.2 Hz, 1H), 2.24 (tdd, J = 12.3, 9.5, 2.5 Hz, 1H), 2.13 (ddt, J = 17.7, 7.6, 3.0 Hz, 1H), 1.95 – 1.64 (m, 8H); MS (ESI+) m/z 522 (M+H)+., 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; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; TONG, Yunsong; XU, Xiangdong; CHUNG, Seungwon; ZHANG, Qingwei, I.; SHI, Lei; MURAUSKI, Kathleen; DART, Michael, J.; RANDOLPH, John, T.; (238 pag.)WO2019/90085; (2019); 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

1,4-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 l,4-benzodioxin-6- carbonyl chloride as a pale solid 4.9g (yield: 100percent)., 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; TRAGEX PHARMA; HADJ-SLIMANE, Reda; GARBAY, Christiane; WO2012/156289; (2012); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem