Methyl iodide → Methyl hexyldithiocarbamate

Water (500 ml.) was added to hexylamine (490.0 g.) and a solution of sodium hydroxide (193.6 g.) in water (700 ml.) was added thereto under ice-cooling and stirring. Carbon disulfide (367.8 g.) was added dropwise thereto over 2 hours at 2° to 10° C. and then methyl iodide (687.3 g.) was added dropwise thereto over 1 hour at 0° to 5° C. The resulting mixture was stirred for 30 minutes at the same temperature and for 2 hours at ambient temperature. The reaction mixture was extracted with diethyl ether (1.5 l.). The extract was washed with a saturated aqueous solution of sodium chloride (300 ml.), dried over magnesium sulfate and concentrated to give an oil of methyl N-hexyldithiocarbamate (825.5 g.).

1. temperatureunder ice-cooling
2. waitover 1 hour at 0° to 5° C
3. stirringThe resulting mixture was stirred for 30 minutes at the same temperature and for 2 hours at ambient temperature
4. extractionThe reaction mixture was extracted with diethyl ether (1.5 l.)
5. washThe extract was washed with a saturated aqueous solution of sodium chloride (300 ml.)
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated

ORD record

ord-02f5ac0e4e01499384397468307030a8

Source dataset

uspto-grants-1985_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04493833