No abstract

Eight 1-arylpiperazines have been prepared by the reaction of the mixed hydrochlorides of aromatic amines and diethanol-Derivatives of these piperazines were prepared by reaction with ethylene oxide, 1,2-epoxy-3-methoxypropane, amines. acetic anhydride, benzoyl chloride and phenyl isothiocyanate.

Saturated Heterocyclic Amines and Cinnamate Esters 4089 Isodextropimaric Acid.-The previously described chromium trioxide oxidation procedure was used without modification to oxidize 1.40 g. of the isodextropimarinal-containing carbonyls isolated above. The resulting acids were isolated by basic extraction from ether solution as before. Evaporation of the ether solution yielded 0.65 g. of unoxidized carbonyl compounds which gave a positive test with 2,4-dinitrophenylhydrazine and a negative Tollens test. A very small quantity of white crystals which precipitated from the dilute alkaline solution was presumed to be sodium dextropimarate and discarded. Acidification of the alkaline solution with 2 M acetic acid followed by heptane extraction, removal of excess acetic acid by several water washings, and treatment of the heptane solution with 2-amino-2-methyl-l-propanol yielded 0.20 g. of the amine salt, [a]24D -11.2°. Successive recrystallizations of the salt from acetone solution served to increase the negative rotation to -14.4°. The amine salt showed very low absorption in the ultraviolet, indicative of only minor amounts of contaminants: general absorption 235-275 µ, Xmax 248-256 µ (a 2.0). Conversion of the salt to the cyclohexylamine salt followed by recrystallization from acetone showed similar results. However, the cyclohexylamine salt of isodextropimaric acid was found to be concentrated in the mother liquors. Treatment of the cyclohexylamine salt, [a]26D ±0°, with acetic acid yielded isodextropimaric acid, m.p. 161-163.5°.

No abstract

No abstract