HCID 5329584, compound → HCID 5329583, compound

Participants

Reaction Steps

A solution of 2,6-diamino-4-cyclohex-3-enylmethyloxypyrimidine (0.5 g, 2.27 mmol) in 30% acetic acid solution was heated to 80° C., and sodium nitrite solution (0.22 g, 3.19 mmol, in 10 ml H2O) was added dropwise over 1 h until excess oxidant was in evidence (starch-iodide paper). The reaction mixture was cooled to room temperature and the resultant violet crystals were collected, washed thoroughly with water and dried (0.52 g, 92%), m.p. 237° C.; δH (200 MHz, d6-DMSO) 1.51-2.19 (7H, m, C6H7), 4.51 (2H, d, OCH2, J=5.66 Hz), 5.82 (2H, br s, C2H2), 7.95 (2H, br s, NH2), 8.15 (1H, br s, NH), 10.21 (1H, br s, NH); m/z (+EI) 249 (M+, 22%), 155 (M+-C7H11, 60), 138 (M+-C7H11O, 100), 69 (24).

Provenance & Evidence