| abstract |
Propane derivs. of formula (I) are new. In (I) A is acyloxy or alkylsulphonyloxy (opt. substd. by >=1 halo), arylsulphonyloxy (opt. substd. by >=1 alkyl) or N3. Prepn. of (I), and analogues with A=OH or NH2 (or its acid addition salts) comprises first reaction of 2,6-dimethylphenol (IIe with propylene oxide in alkaline medium to give (I;A=OH). This may them be acrylated and the prod. reacted with alkali metal azide to give (I;A=N3) which is opt. reduced to (I;A=NH2). (I), and cpd. with A=OH, are useful as antiarrhythmics and sedatives, (I;A=NH2) is a known antiamythmic (without sedative activity). (I) are easily and simply prepd. from readily available materials without need for toxic reagents or special apparatus. They are prepd. in stable, pure form and (I;A=N3) is converted almost quantitatively to (I;A=NH2) of high purity at room temp. and pressure. |