Acetic Acid → 2-(1,1,2,2-Tetrachloroethylsulfenylmercapto)-4-methyl pyridine

Temperature

0 °C

A suspension was prepared by mixing 3.4 g (0.02 mol) 2-mercapto-4-methyl pyrimidine hydrochloride in 100 ml of acetic acid. Then 5.0 g (0.02 mol) of tetrachloroethylsulfenylchloride was added to this suspension all at once. The resulting mixture was stirred at the reflux temperature for 3 minutes. At the end of this time the reaction mixture was filtered while hot. The filtrate was evaporated to 10 ml by volume. This material was then diluted with 100 ml of benzene and 75 ml of hexane and cooled to 0° C. The precipitate was removed by filtration and discarded. The filtrate was evaporated to give a liquid which crystallized upon standing. The crystals were separated by filtration and after drying weighed 3.3 g. The product, 2-(1,1,2,2-tetrachloroethylsulfenylmercapto)-4-methyl pyrimidine, had a melting point of 54°-56° C. Analysis was as follows: %Cl, calc. 43.8, found 43.2; %S, calc. 19.8, found 18.0.

1. customA suspension was prepared
2. filtrationAt the end of this time the reaction mixture was filtered while hot
3. customThe filtrate was evaporated to 10 ml by volume
4. additionThis material was then diluted with 100 ml of benzene and 75 ml of hexane
5. customThe precipitate was removed by filtration
6. customThe filtrate was evaporated
7. customto give a liquid which
8. customcrystallized
9. customThe crystals were separated by filtration
10. customafter drying

ORD record

ord-bcc7a27164964d1390a40d18d04bcbb2

Source dataset

uspto-grants-1977_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04016275