Triethylamine → t-butyl N-chlorothio-N-methylcarbamate

Temperature

5 °C

To a solution of 62 g (0.6 mole) of sulfur dichloride in 200 ml of methylene chloride cooled to 0° C. under a nitrogen atmosphere was added a solution made up of 50.9 g (0.4 mole) of t-butyl N-methylcarbamate, 44.5 g (0.44 mole) of triethylamine and 100 ml of methylene chloride. The temperature was maintained at -2° to 5° C. during the addition. After stirring for one additional hour at 5° C., the mixture was filtered under a positive nitrogen atmosphere, and the filtrate was concentrated. Solid was removed by extracting the product with hexane. After filtration the hexane solution was concentrated to give 81.5 g of t-butyl N-chlorothio-N-methylcarbamate.

1. additionwas added a solution
2. temperatureThe temperature was maintained at -2° to 5° C. during the addition
3. filtrationthe mixture was filtered under a positive nitrogen atmosphere
4. concentrationthe filtrate was concentrated
5. customSolid was removed
6. extractionby extracting the product with hexane
7. filtrationAfter filtration the hexane solution
8. concentrationwas concentrated

ORD record

ord-e53766b730974d15ada2f85fb895bd2e

Source dataset

uspto-grants-1984_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04479002