Imolamine (INN, BAN; brand names Angolon, Angoril, Circuline, Irri-Cor, Irrigor, Coremax) is a coronary vasodilator which is used in the treatment of angina pectoris and as a local anesthetic. Use patents:
Synthesis Butalamine has very similar synthesis but is alkylated on the alternate nitrogen position.
The reaction of benzoylchloride oxime [698-16-8] (2) with Cyanamide (3) gives 3-Phenyl-1,2,4-oxadiazol-5-amine [3663-37-4] (4). Alkylation with 2-chlorotriethylamine [100-35-6] (5) in the presence of KOH base occurs at the endocyclic ring nitrogen completing the synthesis of imolamine (6). EFforts towards Onepot method (section 2.5 & 2.6).
References



![Imolamine: Thieme Patent[5]](https://upload.wikimedia.org/wikipedia/commons/thumb/0/08/Imolamine_synthesis.svg/500px-Imolamine_synthesis.svg.png?utm_source=en.wikipedia.org&utm_campaign=parser&utm_content=thumbnail)
