Triethylamine → n-butyl N-chlorothio-N-methylcarbamate

To a solution of 45.2 g (0.44 mole) of sulfur dichloride in 200 ml of methylene chloride cooled to -5° C. under a nitrogen atmosphere was added a solution made up of 50.9 g (0.4 mole) of n-butyl N-methylcarbamate, 44.5 g (0.44 mole) of triethylamine and 100 ml of methylene chloride. The addition took 2 hours while the temperature was maintained at -15° C. to 0° C. After stirring for 1 hour the mixture was filtered under a positive nitrogen atmosphere, and the filtrate was concentrated. Solid was removed by extracting the product with hexanes. After filtration the hexane solution was concentrated to give 57.3 g of n-butyl N-chlorothio-N-methylcarbamate.

1. additionwas added a solution
2. additionThe addition
3. temperaturewas maintained at -15° C. to 0° C
4. filtrationwas filtered under a positive nitrogen atmosphere
5. concentrationthe filtrate was concentrated
6. customSolid was removed
7. extractionby extracting the product with hexanes
8. filtrationAfter filtration the hexane solution
9. concentrationwas concentrated

ORD record

ord-eb99950435c04a8fa32c57a1426ca1a6

Source dataset

uspto-grants-1984_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04479002