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| | 3,4-Dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid methyl ester Basic information |
| Product Name: | 3,4-Dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid methyl ester | | Synonyms: | 3,4-Dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid methyl ester;Methyl 3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylate;Methyl 2-(cyclohex-2-en-1-yl)-2H-oxazine-6-carboxylate;,4-Dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid Methyl ester;2H-1,4-Benzoxazine-6-carboxylic acid, 3,4-dihydro-, methyl ester;3，4-dihydro-2H-benzenebenzo[1，4]azine-6-methyl formate;Methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxylate | | CAS: | 758684-29-6 | | MF: | C10H11NO3 | | MW: | 193.2 | | EINECS: | | | Product Categories: | | | Mol File: | 758684-29-6.mol | ![3,4-Dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid methyl ester Structure](CAS/GIF/758684-29-6.gif) |
| | 3,4-Dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid methyl ester Chemical Properties |
| Melting point | 73-74 °C | | Boiling point | 337.7±41.0 °C(Predicted) | | density | 1.198±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | pka | 3.60±0.20(Predicted) | | Appearance | White to light brown Solid |
| | 3,4-Dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid methyl ester Usage And Synthesis |
| Synthesis | Step 2. Methyl 3-amino-4-hydroxybenzoate (4.2 g, 25.4 mmol) was dissolved in dimethylformamide (85 mL) and K2CO3 (14.2 g, 102.9 mmol, 4 eq.) and 1,2-dibromoethane (19.3 g, 102.9 mmol, 4 eq.) were added sequentially. The reaction mixture was stirred at 70 °C overnight. Upon completion of the reaction, the insoluble solids were removed by filtration. The filtrate was concentrated under reduced pressure to remove the solvent and the residue was purified by fast column chromatography (eluent: heptane/ethyl acetate gradient) to afford methyl 3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylate (3.65 g, light yellow solid). The product was identified by mass spectrometry (ISP): m/e = 235.1 (M + CH3CN+); NMR hydrogen spectrum (300 MHz, CDCl3) δH: 7.36 (1H, dd, J = 8.5, 2.0), 7.30 (1H, d, J = 2.0), 6.78 (1H, d, J = 8.5), 4.30 (2H, m), 3.85 (3H , s), 3.43 (2H, m). | | References | [1] Patent: US2007/191603, 2007, A1. Location in patent: Page/Page column 25
[2] Patent: US2009/176775, 2009, A1. Location in patent: Page/Page column 30
[3] Patent: EP2172453, 2010, A1. Location in patent: Page/Page column 15-16 |
| | 3,4-Dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid methyl ester Preparation Products And Raw materials |
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