4757-55-5

Isotonil,Siegfried,W. Germany,1967

ChEBI: Dimetacrine is a member of acridines.

A mixture of 10.0 g of 5.5-dimethylacridan, 2.0 g of pulverized sodium amide and 6.5 g of 1-chloro-3-dimethylaminopropane in 50 ml of xylene is heated at reflux with stirring for one hour. To the cooled reaction mixture is added one volume of water. The organic layer is separated and extracted several times with diluted lactic acid. The acidic extracts are combined, washed with ether and neutralized by alkali. The crude 10-(3'-dimethylaminopropyl)-5,5- dimethylacridan is isolated by ether extraction and purified by distillation in a high vacuum. The yield is 6.4 g BP 170°-180°C/0.005mm. nD29 = 1.5990.
43 g of the base I are dissolved in 229 ml of 1 N aqueous d-tartaric acid and the clear solution so obtained is evaporated to dryness under reduced pressure. The residue is dissolved in 150 ml of 90% ethanol which solution after cooling gives the tartaric acid salt of I in white needles. The salt contains 1 mol of tartaric acid per 1 mol of the base. MP 155°-156°C. Easily soluble in cold water.

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