Dichloromethane → 2-amino-N-(2-aminoethyl)-5-phenyl-4-thiazolecarboxamide dihydrochloride

Participants

Reaction Steps

2.0 g (5.5 mmol) of t-butyl [2-(2-amino-5-phenyl-4-thiazolecarboxamido)ethyl]carbamate were dissolved in 15 ml of methylene chloride and heated to reflux for 3 hours with 2.1 ml (27.6 mmol) of trifluoroacetic acid. Thereafter, the reaction mixture was evaporated under reduced pressure and the residue was dissolved in methanol, treated with ~2 M methanolic hydrochloric acid and evaporated. Recrystallization of the residue from methanol/ether with the addition of a small amount of hexane yielded 1.65 g (90%) of 2-amino-N-(2-aminoethyl)-5-phenyl-4-thiazolecarboxamide dihydrochloride as white crystals, melting point 203°14 205°.

Provenance & Evidence