Sodium Hydroxide → 4-(Dimethylamino)butanethiol hydrochloride

Temperature

95 °C

A solution of sodium hydroxide (16.4 g) in water (16.5 ml) was added dropwise under nitrogen at 0° C. to a stirred solution of S-[4-(dimethylamino)butyl]-isothiourea dihydrochloride (51 g) in water (60 ml), then the mixture was heated at 95° C. for 2 hours and allowed to cool to ambient temperature. Water (100 ml) was added, and the product was extracted into ether (50 ml), dichloromethane (3×50 ml), and ether (2×50 ml). The combined organic solutions were dried over magnesium sulphate, then the solvents were removed in vacuo. The residue was dissolved in ether and the solution was saturated with hydrogen chloride. The resulting solid was collected by filtration and dried in vacuo at ambient temperature to give 4-(dimethylamino)butanethiol hydrochloride as a white solid (21 g) which was used without further purification.

1. temperatureto cool to ambient temperature
2. extractionthe product was extracted into ether (50 ml), dichloromethane (3×50 ml), and ether (2×50 ml)
3. dry with materialThe combined organic solutions were dried over magnesium sulphate
4. customthe solvents were removed in vacuo
5. dissolutionThe residue was dissolved in ether
6. filtrationThe resulting solid was collected by filtration
7. customdried in vacuo at ambient temperature

ORD record

ord-1f64c6af0f0b4255a5feb84bf4e8c6c9

Source dataset

uspto-grants-1997_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05652271