Merendera trigina (Adams) Woron. belongs to the little-studied species of plants of the family Liliancese. Previous chromatographic studies showed the presence of colchicine and other unidentified compounds in it. We studied the alkaloids of the epigeal and hypogeal parts of this plant collected in the foothills of the Alagyaz (ArmSSR). Methanolic extraction yielded 0.18% of weak bases and 0.05% of strong bases, which were separated into alkali-soluble and alkali-insoluble fractions. In the weak alkali-insoluble bases, colchicine and β-lumicolchicine were identified; in the alkali-soluble bases, colchiceine, 2-demethylcolchiceine, and 2-demethylcolchicine were identified. The strong-base fraction consisted of compounds without a tropolone ring. Its alkali-soluble fraction mainly contained a compound identified as S-fluoramultine (C21H25O5N) by UV, IR, PMR, and mass spectra, and the alkali-insoluble fraction contained a new alkaloid trigamine (C19H22O3N), whose structure was proposed as 1,11-dihydroxy-2-methoxyhexahydrohomoproaporphine based on spectral characteristics. Continuing investigations on the synthesis of deoxypeganine derivatives, we performed the reactions of acetanilide and p-methoxyacetanilide with N-(hydroxymethyl)lactams. Acetanilide reacted with N-(hydroxymethyl)pyrrolidone, piperidone, and caprolactam in concentrated sulfuric acid at 70°C to give mixtures of o- and p-acetylaminobenzyl derivatives; at room temperature, only p-derivatives were formed. Hydrolysis of o-derivatives gave o-aminobenzyl derivatives, which cyclized to form 2,3-trimethylene-, tetramethylene-, and pentamethylene-3,4-dihydroquinazolines (Va, Vb, Vc), where Va was identical to deoxypeganine, Vb was a new quinazoline alkaloid, and Vc was a known compound. The reaction of p-methoxyacetanilide with N-(hydroxymethyl)pyrrolidone at 20°C formed (5-acetylamino-2-methoxybenzyl)pyrrolidone, whose structure was confirmed by PMR spectrum.