Carbon Disulfide → 1-(2-Hydroxypropyl)-2-imidazolidinethione

Temperature

-10 °C

A 100 g portion of (N-2-hydroxypropyl)ethylenediamine was dissolved in 500 ml of ethanol, then cooled to -10° C. and 55 ml of carbon disulfide was added. Another 500 ml of ethanol was added, the mixture was stirred 30 minutes and then the precipitate was collected, washed with ether and dried. This solid was heated at 140°-150° C. until hydrogen sulfide evolution ceased and then cooled to room temperature. The solid was dissolved in 500 ml of boiling water, treated with charcoal, clarified and cooled at 4° C. overnight. The solid was collected, washed with water and dried at 60° C. in vacuo, giving 34.1 g of 1-(2-hydroxypropyl)-2-imidazolidinethione mp 101°-102° C.

1. customthe precipitate was collected
2. washwashed with ether
3. customdried
4. temperatureThis solid was heated at 140°-150° C. until hydrogen sulfide evolution
5. temperaturecooled to room temperature
6. dissolutionThe solid was dissolved in 500 ml of boiling water
7. additiontreated with charcoal
8. temperaturecooled at 4° C. overnight
9. customThe solid was collected
10. washwashed with water
11. customdried at 60° C. in vacuo

ORD record

ord-e384e21dc6a44621ab5240df1d84823d

Source dataset

uspto-grants-1985_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04550169