Hydrochloric Acid → 1-(1H-Imidazol-1-yl)-N,N-dimethylmethanamine

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Reaction Steps

Imidazole (20.4 g, 0.3 mole) and 26 g (0.3 mole) of dimethylamine hydrochloride were stirred with 50 mL of water and the cooled solution adjusted to pH 4.97 with concentrated hydrochloric acid. A 37% solution of formaldehyde (27 g, 0.33 mole) was added and the mixture allowed to stand three days. The pH was adjusted to 14 with 20% aqueous potassium hydroxide before the product was salted out by adding solid K2CO3. The organics were extracted with methylene chloride, dried (K2CO3) and evaporated at reduced pressure. The residue was distilled in a Kugelrohr apparatus at 0.1 mm and 95° C. and gave 30.8 g (83%) of pure product.

Provenance & Evidence