Dimethyl Sulfide → HCID 15539134, compound

Participants

Reaction Steps

A stream of ozone in oxygen was bubbled into a solution of hexahydro-5-(methylene)-1,3-bis(4-nitrobenzenesulfonyl)pyrimidine (0.6 g, 1.3 mmol) in 150 mL acetone at −78° C. (dry ice-acetone bath) until a blue color persisted for 5 minutes. The reaction was stirred for 15 minutes under a nitrogen atmosphere. Next, 2.0 mL of dimethyl sulfide was added. After stirring for 10 minutes, the solvent was removed and the solid dried under reduced pressure to give 0.5 g (83%) of tetrahydro-1,3-bis(4-nitrobenzenesulfonyl)pyrimidin-5(4H)-one. [1H NMR (acetone-d6): δ 3.95 (s, 4 H), 5.25 (s, 2 H), 8.20, 8.48 (AB q, J=9.0 Hz, 8 H); 13C NMR (DMSO-d6): δ 53.8, 58.8, 124.8, 129.3, 141.9, 150.4, 196.2].

Provenance & Evidence