Hydrochloric Acid → 1-(2-Nicotinoyl-1-methylvinylamino)-3-(p-cylcohexylureidophenoxy)-propan-2-ol

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Reaction Steps

6.1 g of 1-(p-cyclohexylureido-phenoxy)-3-amino-propan-2-ol ##STR49## are dissolved in 50 ml of anhydrous toluene and 5.7 g of anhydrous potassium carbonate are added. A mixture of 4.4 g of 2-nicotinoyl-1-methylvinyl chloride hydrochloride of the formula ##STR50## (prepared from the sodium salt of nicotinoyl-acetone, which is first converted by means of HCl gas into the hydrochloride of free nicotinoyl-acetone and then, using thionyl chloride, into nicotinoyl-methylvinyl chloride hydrochloride) in 50 ml of anhydrous toluene is added slowly, with cooling and stirring, to this mixture and stirring is subsequently continued for 36 hours at room temperature. The product is then filtered and the residue is dissolved in water and the solution is rendered alkaline by means of sodium carbonate and extracted three times with chloroform. The chloroform extracts are concentrated, together with the original toluene filtrate, in vacuo at approx. 14 to 20 mm Hg. 1-(2-Nicotinoyl-1-methylvinylamino)-3-(p-cylcohexylureidophenoxy)-propan-2-ol is thus obtained after repeated recrystallisation from aqueous ethanol. ##STR51## Melting point: 168° C Analysis: (C25H32N4O4)

Provenance & Evidence