Formic Acid → Ammonia

Participants

Reaction Steps

A mixture of 2-(2-benzothiazolyl)-(1S,4S)-2,5-diazabicyclo-[2.2.1]-heptane (0.64 g; 2.77 mmol), formic acid (5 ml) and formaldehyde (5 ml) was stirred at reflux for 24 hours. Aqueous sodium hydroxide (50 ml; 1 M) was added and the mixture was extracted with dichloromethane (3×50 ml). Chromatography on silica gel with dichloromethane, methanol and conc. ammonia (89:10:1) gave the title compound as free base. Yield 0.19 g (28%). The corresponding salt was obtained by addition of a diethyl ether and methanol mixture (9:1) saturated with fumaric acid. Mp 170.8-181.0° C.

Provenance & Evidence