| Identification | Back Directory | [Name]
1H-Azepine-3-carboxylicacid,2,3-dihydro-2-oxo-(9CI) | [CAS]
134050-77-4 | [Synonyms]
1H-Azepine-3-carboxylicacid,2,3-dihydro-2-oxo-(9CI) | [Molecular Formula]
C7H7NO3 | [MDL Number]
MFCD18807241 | [MOL File]
134050-77-4.mol | [Molecular Weight]
153.135 |
| Questions And Answer | Back Directory | [Synthesis]
The mixture of 350 mg (2.2 mmol) of 2- azidobenzoic acid in 12 mL of acetonitrile and 30 mL of water was irradiated for 24 h. The reaction mixture was evaporated to dryness and 2-oxo-3-carboxy-3H-azepin was isolated by preparative column chromatography on silica gel with a mixture of acetone/ethanol (1:1, v/v) with 50% yield as pale yellow crystals. 1H NMR (400 MHz, CDCl3) δ 8.35 (s, 1H), 6.31 – 6.17 (m, 2H), 5.93 (ddd, J = 14.1, 9.2, 5.5 Hz, 2H), 3.53 (dd, J = 5.8, 1.6 Hz, 1H). 13C NMR (101 MHz, CDCl3) δ 168.9, 164.6, 126.8, 125.5, 121.3, 114.8, 52.9, 52.8; IR (suspension in nujol oil, cm-1 ): 3198 cм-1 (νs NH); 1714 cм-1 (νs С=O carboxyl group); 1658 cм-1 (νs C=O amide) |
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