Methyl chloroformate → HCID 10706453, compound

Participants

Reaction Steps

1,2-Bis(methylsulfonyl)-2-(methoxycarbonyl)-1-methylhydrazine (compound 6) was synthesized as follows: A mixture of 1,2-bis(methylsulfonyl)-1-methylhydrazine (Shyam et al., J. Med. Chem. 30 2157-2161 (1987)) (1.00 g, 0.005 mol), anhydrous sodium carbonate (1.9 g, 0.018 mol), methyl chloroformate (1.23 g, 0.013 mol) and acetone (30 ml) was heated under reflux for 18 hr. The reaction mixture was filtered and the filtrate evaporated to dryness in vacuo. The residue, a thick oil, was stirred with methanol (5 ml) and cooled in ice. The solid that separated was filtered and recrystallized from ethanol-petroleum ether (0.63 g, 48.9%). The melting point (Mp) of this compound was found to be approximately 88-89° C. Analysis of the compound by 1H NMR (CDCl3) showed the following results: δ 0 4.0(3H, s, OCH3), 3.5, 3.4, 3.1 (9H, 3s, 2 CH3SO2 and NCH3).

Provenance & Evidence