Potassium Iodide → N'-(4-Diethylaminoacetylaminophenyl)-N,N-Dimethylacetamidine

Participants

Reaction Steps

1 g of potassium iodide is added to a solution of 23.2 g of N'-(4-chloroacetylaminophenyl)-N,N-dimethylacetamidine hydrochloride in 250 ml of ethanol and 14.6 g of diethylamine are added dropwise at 20° C. The mixture is heated under reflux for 2 hours and evaporated in vacuo, the residue is dissolved in water, sodium hydroxide solution is added and the organic phase is extracted with ether/chloroform. After distilling the organic phase, 7.9 g of N'-(4-diethylaminoacetylaminophenyl)-N,N-dimethylacetamidine, boiling point0.2 185°-187° C, are obtained. Addition of 1 mol of naphthalenedisulphonic acid to 1 mol of the base gives the naphthalenedisulphonate, melting point >260° C (decomposition) (recrystallized from ethanol/H2O). The naphthalene-disulphonate is best prepared from the crude undistilled base and naphthalenedisulphonic acid.

Provenance & Evidence