Methylamine → Methyl N-(methanesulfonyl)-N'-methylcarbamimidothioate

Temperatur

50 °C

To a solution of N-methanesulfonylcarbonimidodithioic acid dimethyl ester (1.5 g, 8.02 mmol) in MeOH (15 ml) was added a solution of methylamine in THF (2.0 M, 4.8 ml, 9.6 mmol) and the reaction heated to 50° C. for 2.5 h before another portion of methylamine was added (4.8 ml, 9.6 mmol) and the reaction heated to 50° C. for an additional 1 h. The mixture was concentrated and purified by column chromatography on silica gel (EtOAc/Hexanes, 1:1) to afford S-methyl N-methanesulfonyl-N′-methylcarbamimidothioate (0.95 g, 70%) as a clear oil. 1H NMR (CDCl3) δ 2.40 (s, 3H), 2.96 (d, 3H, J=6 Hz), 3.01 (s, 3H), 7.95 (br s, 1H).

1. additionwas added (4.8 ml, 9.6 mmol)
2. concentrationThe mixture was concentrated
3. custompurified by column chromatography on silica gel (EtOAc/Hexanes, 1:1)

ORD-Eintrag

ord-d7376d7c175b4f4885b92aef4e4cdf3d

Quelldatensatz

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07790747B2