Sarcosine → HCID 20463711, compound

Participants

Reaction Conditions

Reaction Steps

Bromacetyl bromide (202 g, 1.0 moles) is dissolved in THF (400 ml) and rapidly added to a cooled (15° C.), vigorously stirred sarcosine (178.2, 2.0 moles)-THF (900 ml) mixture. After two hours of thorough mixing at room temperature the reaction mixture is filtered. Triethylamine (101 g, 1.0 moles) is added to the filtrate. This reaction mixture is stirred at 50° C. for 0.25 hours and then filtered. Evaporation of this filtrate's solvent produces roughly 80 g of crude, liquid N-methyl-2,5-morpholinedione. Vacuum distillation of this oil yields 60 g of N-methyl-2,5-morpholinedione (B.P. 114°-116° C. at 0.1 mm, ND23 =1.4967). Proton NMR analysis of the distillate shows chemical shifts at 2.952, 2.985, 3.94, 4.16, and 4.74 PPM. Elemental analysis of the compound is as follows--calculated for C5H7NO3 : C, 46.50; H, 5.48; N, 10.84; O, 37.17%. Found: C, 46.78; H, 5.80; N, 11.16; O, 36.47%.

Provenance & Evidence