1-[2-(3,5-Dimethylphenyl)-1-(5,6,7,8-tetrahydronaphthalen-1-yl)-ethyl]-3-(2-hydroxyethyl)-thiourea → (4,5-Dihydrothiazol-2-yl)-[2-(3,5-dimethylphenyl)-1-(5,6,7,8-tetrahydronaphthalen-1-yl)-ethyl]amine

Participants

Reaction Steps

A mixture of the above 1-[2-(3,5-dimethylphenyl)-1-(5,6,7,8-tetrahydronaphthalen-1-yl)-ethyl]-3-(2-hydroxyethyl)-thiourea (1.21 g) and concentrated hydrochloric acid (20 ml) was heated under reflux for 2 hours. The hydrochloric acid phase was decanted carefully and the remainder dissolved in ethyl acetate and washed three times with potassium carbonate solution (5 wt % in water), three times with water and dried over sodium sulphate. The solvent was removed by evaporation and the remainder triturated with a solution of light petrol ether/ethyl acetate (10/1) and the precipitate separated by filtration to yield the product C.2 as an off-white solid (1.02 g)

Provenance & Evidence