Pyridine → HCID 20379297, compound

Participants

Reaction Steps

40 G (0.242 mmole) of 1-amino-2-propanol oxalate was suspended in 180 ml. of pyridine and 101 g. of triethylamine was added. The mixture was stirred mechanically for 1 hour, there cooled to 0° and 38 g. of carbon disulfide (0.5 mole) was added dropwise. After 2 hours at 0° C., 36 g. of methyl iodide (0.254 mole) was added dropwise and almost all solids dissolved. The mixture was stored in a refrigerator overnight (0°-5° C.). The mixture was poured into 2.4 l. of 3 N H2SO4 and extracted with ether 3 times. The ether extracts were washed with water, 3 N H2SO4, water, aqueous NaHCO3 solution and water, dried over Na2SO4 and stripped down to 18.79 g. (47%) of oily methyl N-(2-hydroxypropyl) dithiocarbamate.

Provenance & Evidence