Triethylamine → HCID 10689322, compound

Participants

Reaction Steps

1,2-Bis(methylsulfonyl)-2-[(4-methoxyphenoxy)carbonyl]-1-methylhydrazine (compound 9) was synthesized as follows: Triethylamine (0.269 g, 0.0029 mol) was added to a stirred solution of 1,2-bis(methylsulfonyl)-1-methylhydrazine (0.50 g, 0.0025 mol) and 4-methoxyphenyl chloroformate (0.63 g, 0.0033 mol) in acetone (30 ml) and the mixture stirred for 1 hr. The reaction mixture was filtered and the filtrate evaporated to dryness in vacuo. The residue was triturated with petroleum ether (5 ml) and the petroleum ether layer decanted. Column chromatography of the residue on silica gel (70-270 mesh, 60 Angstroms, CHCl3), followed by crystallization from ethanol gave 0.14 g (16.1%) of the desired compound. Mp was approximately 101-102° C. 1H NMR (acetone-d6) : δ 7.3 and 7.0 (4H, 2d, aromatic H), 3.9 (3H, s, OCH3), 3.6, 3.4 and 3.2 (9H, 3s, 2 CH3SO2 and NCH3).

Provenance & Evidence