Sodium Azide → HCID 86585985, compound

Participants

Reaction Steps

A mixture of the mesylate from Step 6 (10.56 g, 21.0 mmol) and sodium azide (6.8 g, 104.6 mmol) in DMF (100 ml) is heated at 60° for 7 hours. The DMF is evaporated (45°/0.6 mm) and the residue partitioned between ethyl acetate (250 ml) and water (100 ml). The organic layer is washed with water (100 ml) and brine (50 ml), then dried (MgSO4). Evaporation yielded the product (9.0 g, 95%) as a glassy foam: Anal: Calcd. for C24H27N5O4: C, 64.13; H, 6.05; N, 15.58. Found: C, 63.84; H, 6.15; N, 15.23.

Provenance & Evidence