Alkylation of 1, 2, 4, 5-tetrahydro-3-methyl-3H-3-benzazepin-2-one 1a with various halides and sodium hydride in tetrahydrofuran-dimethylformamide solvent system was studied. Primary halides predominantly provided the 1-mono-substituted products, such as alkyl (2a- g, p, q), allyl (2j, k), propargyl (21) and benzyl (2m-o) derivatives, in satisfactory yields, and secondary halides resulted in lower yields (2h, i) than primary halides. In attempted ...