m-Chloroperbenzoic acid → HCID 178488800, compound

Participants

Reaction Steps

To a solution of 2,4-diamino-5-(7,8-dimethoxy-2H-1-benzopyran-5-ylmethyl)pyrimidine (0.993 g, 3.16 mmol) in DMF (80 mL) was added a solution of m-chloroperbenzoic acid (0.641 g, 3.16 mmol as 85%) in DMF (10 mL) dropwise over 30 min. After 18 hr, the solvent was evaporated and the residue chromatographed on silica gel eluted with 10-15% methanol-methylene chloride. Recovered starting material eluted first (0.40 g) followed by title compound as a white powder (0.47 g). Recrystallization from absolute ethanol gave white crystals, mp 233°-234° dec.; assignment of N-1 oxide based on 13C-NMR: C-4 shifts from 154.40 to 161.28 ppm on acidification. Anal. Calcd for C16H18N4O4 : C, 58.17; H, 5.49; N, 16.96. Found: C, 57.81; H, 6.11; N, 16.84.

Provenance & Evidence