Sulfuric Acid → HCID 58932548, compound

Participants

Reaction Steps

To cold concentrated H2SO4 (4.2 mL) was added 8′-bromo-3′,4′-dihydrospiro[1,3-dioxane-2,10′(2′H)-pyrimido[1,2-a]indole] (0.400 g, 1.24 mmol) in four portions with cooling in an ice bath. The reaction was stirred at room temperature for one hr, poured onto ice and basified with the careful addition of NE4OH keeping the temp cold with an external ice bath. The reaction mixture was extracted with EtOAc (3×). The combined organic extracts were dried over Na2SO4, filtered and concentrated to give the title compound as a red solid (0.332 g, 100% ). Anal: Calc'd for C11H9BrN2O: C, 49.84; H, 3.42; N, 10.7. Found: C, 49.86; H, 3.37; N, 10.51. NMR (300 Mz, DMSO-d6): consistent. MS: (ESI+) m/z 265 [M+H], one bromine pattern observed. m.p. 166-168° C., black melt.

Provenance & Evidence