2-Methyl-4-chloro-1,5-benzothiazepine, 2-chloro-4-methyl-1,5-benzothiazepine, 2-(dichloromethyl)benzothiazole, 2-(trichloromethyl)benzothiazole, and 2-methyl-1,5-benzothiazepin-4(5H)-one hydrochloride are resp. separated from chlorinations of 2-methyl-1,5-benzothiazepin-4-(5H)-one (I) with different chlorination agents: phosphorus pentachloride, phosphorus oxychloride or sulfuryl chloride under different conditions. Nucleophilic substitutions of 2-methyl-4-chloro-1,5-benzothiazepine by alkoxides lead to 2-methyl-4-alkoxy-1,5-benzothiazepines and their 2,4-isomerization products, 2-alkoxy-4-methyl-1,5-benzothiazepines. From the reaction of 2-methyl-4-chloro-1,5-benzothiazepine with sodium thiocyanate only the corresponding 2-methyl-4-thiocyano-1,5-benzothiazepine is obtained.

Key words: NITROGEN HETEROCYCLICS, NITROGEN HETEROCYCLICS, SUBSTITUTION REACTION, REARRANGEMENT REACTION, EXCITED STATE, ISOMERIZATION REACTION, HALOGENATION, NUCLEOPHILIC REACTION, KETONE, SULFUR HETEROCYCLICS COMPOUNDS