Morpholine → 4-Morpholinecarbothioamide

Participants

Reaction Steps

To a stirred solution of 1,1′-thiocarbonyldiimidazole (10.0 g, 56.1 mmol) in THF (150 mL) was added morpholine (4.24 g, 4.2 mL, 48.7 mmol). The reaction was stirred for 72 h at r.t. and then concentrated in vacuo to 30 mL. Ammonia (60 mL, 2.0M in MeOH) was added to the reaction mixture, which was then stirred at r.t. in a sealed flask overnight. The reaction mixture was filtered and the solid washed with Et2O to give the title compound (2.0 g, 28%) as a white solid. δH (DMSO-d6) 7.46 (2H, bs), 3.80-3.60 (4H, m), 3.60-3.50 (4H, m).

Provenance & Evidence