Abstract
An acid amide (I) was obtained from α-methyl-β-methoxy-β-(3, 4-methylenedioxy-phenyl)-ethylamine with oo- and m-nitrobenzazide and p-nitrobenzoyl chloride, cyclized to a base (II) and reduced to the amine (III). This was led to its acetylsulfamine derivatives by p-acetaminobenzene sulfonyl chloride and saponified to 1-[4′, 1-[2′- and 1-[3′-(p-aminobenzenesulfonamido) -phenyl]-3-methyl-6, 7-methylenedioxyisoquinolines (V). This synthesis proceeded smoothly from (I) to (V). Attempt to obtain pytetra-hydroisoquinoline compounds (VI) by leading the free nitro base (II) to methylmethosulfate (VI) or methochloride (VI) with subsequent reduction met with strong resistance which was assumed to be due to the effect of the methyl group in the 3-position.
