4-(Dimethylamino)Benzaldehyde → HCID 178437697, compound

Participants

Reaction Steps

2.38 g (8.2 mmol) of 1-amino-2-ethyl-3-(3,3-dimethyl-2-oxobutyl)imidazolium bromide are dissolved in 30 ml of glacial acetic acid, whereupon the solution is treated with 1.22 g (8.2 mmol) of p-dimethylaminobenzaldehyde. After stirring at room temperature 48 hours the product is recrystallized by the addition of ether, chromatographed on 20 g of silica gel (particle size 0.063-0.200 mm) while eluting with methylene chloride/methanol (19:1 v/v) and recrystallized from ethanol/ether. There is obtained 1-[[4-(dimethylamino)benzylidene]amino]-2-ethyl-3-(pivaloylmethyl)imidazolium bromide of melting point 188°-189°.

Provenance & Evidence