tert-Butyl mercaptan → Di-tert-butyl sulphide

Temperature

40 °C

Into a flask was placed 106.6 g of sulfur (3.33 mol) and 200.0 g (250 mL, 2.22 mol) of tert-butyl mercaptan. To the stirring mixture under a nitrogen atmosphere was cautiously added few drops of triethylamine. Vigorous gas evolution occurred and the temperature rose to 35° C. When the vigorous reaction subsided, the reaction mixture was heated to 40° C. for 1 hour. Additional triethylamine was added to a total of 2.22 g, (0.022 mol, 3.06 mL). The sulfur dissolved. The material was heated at 85° C. for 1 hour and cooled to room temperature. The product was washed with three 100 mL portions of 10% sodium hydroxide solution and two 100 mL portions of water. The product was dried by heating at 100° C. under a high vacuum using a rotary evaporator. The product was filtered to yield 234.0 g (87.4%) of a light yellow mobile oil with a trace of mercaptan odor.

1. customInto a flask was placed
2. customrose to 35° C
3. customWhen the vigorous reaction
4. temperatureThe material was heated at 85° C. for 1 hour
5. temperaturecooled to room temperature
6. washThe product was washed with three 100 mL portions of 10% sodium hydroxide solution and two 100 mL portions of water
7. customThe product was dried
8. temperatureby heating at 100° C. under a high vacuum
9. customa rotary evaporator
10. filtrationThe product was filtered

ORD record

ord-1d307c1555c84f8d9dcb499491aad8ef

Source dataset

uspto-grants-1992_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05174922