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.
Preparation of Compound 181, N-(4-chloro-3-nitrophenyl)-2,3- dihydrobenzo[b][1,4]dioxine-6-carboxamide[00247] Oxalyl chloride (0.141 mL, 1 .665 mmol) was added dropwise to a solution of 1 ,4-benzodioxane-6-carboxylic acid (250 mg, 1 .388 mmol) and DMF (2.69 mu, 0.035 mmol) in dry DCM (7 mL). The reaction was allowed to stir at room temperature for 2 h. The reaction mixture was concentrated, a further portion of dry DCM (7 ml) was added and concentrated again. This residue was re-dissolved in dry DCM (3 + 3 +1 mL) and added drop-wise to a solution of 4-chloro-3-nitroaniline (239 mg, 1 .388 mmol) and pyridine (0.224 mL, 2.78 mmol) in dry DCM (7 mL). The reaction was allowed to stir for 3 h at room temperature. The solvent was removed in vacuo and the resulting residue was suspended in MeOH and a solid precipitated by addition of water. The precipitate was isolated by filtration and washed with water, then dried under high vacuum to afford the title compound as a dark yellow solid (417 mg, 90percent). 1H NMR (500 MHz, DMSO-d6) delta 10.54 (s, 1 H), 8.59 (d, J= 2.5 Hz, 1 H), 8.05 (dd, J = 8.9, 2.5 Hz, 1 H), 7.75 (d, J = 8.9 Hz, 1 H), 7.59 – 7.46 (m, 2H), 7.02 (d, J = 8.4 Hz, 1 H), 4.35 – 4.28 (m, 6H). HRMS (ESI+): calcd for C15H12ClN2O5 (M + H)+, 335.0435; found 335.0437., 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