tert-Butyl isothiocyanate → HCID 23508190, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.3 g of 2-amino-3-(3-methoxy-pyridin-4-yl)-1-propanol in 50 mL of absolute ethanol, about 0.337 mL of tert-butylisothiocyanate is added then the reaction medium is stirred under an inert atmosphere at a temperature of about 20° C. for 18 hours. About 0.337 mL of tert-butylisothiocyanate is added again and the reaction mixture is heated at a temperature of about 60° C. for 4 hours. After cooling, the reaction medium is concentred under reduced pressure (2 kPa) at a temperature of about de 40° C. The oil obtained is purified by chromatography under argon pressure (50 kPa), in a column of silica gel (particle size 40-63 μm; diameter 4 cm; height 22 cm), eluting with a 20% dichloromethane/methanol/aqueous ammonia mixture (90/10/0.5 by volume) and obtaining fractions of 10 mL. The fractions containing the expected product are collected and concentred under reduced pressure (2 kPa) at a temperature of about 40° C. About 0.4 g of N-(tert-butyl)-N′-[2-hydroxy-1-(3-methoxy-pyridin-4-yl-methyl)ethyl]-thiourea is obtained, under the form of an yellow oil. [Infrared spectrum CH2Cl2: 3620; 3411; 2972; 1614; 1561; 1532; 1400; 1319; 1161; 1041 and 815 cm−1].

Provenance & Evidence