Sodium Azide → HCID 19076175, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3-chloro-7-carbomethoxy-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one 4 (3.50 g, 13.8 mmol) and NaN3 (1.08 g, 16.6 mmol) in DMSO (100 mL) was stirred at RT for 22 h, then heated at 75° C. for an additional 2 h. The resulting solution was poured into ice water (500 mL) and the resulting precipitate was filtered and dried under vacuum to give 5 (3.26 g, 91%). 1H NMR (250 MHz, CDCl3) δ 8.09 (1H, brs, H-1), 7.93 (2H, m, H-6,8), 7.10 (1H, d, j=6.5 Hz, H-9), 3.93 (3H, s, OCH3), 3.88 (1H, dd, j=8.0, 11.5 Hz, H-3), 3.01 (1H, ddd, j=8.0, 13.5, 13.5 Hz, H-5), 2.82 (1H, m, H-5), 2.59 (1H, m, H-4), 2.36 (1H , H-4).

Provenance & Evidence