2-甲基-1,5-苯并硫氮杂的基态和激发态反应的研究 I: 2-甲基-1,5-苯并硫氮杂-4(5H)-酮的卤化和亲核取代反应

2-甲基-1,5-苯并硫氮杂-4(5H)-酮(1a)与不同的氯化试剂-五氯化磷、三氯氧磷和氯化砜在不同的条件下氯化,可分别生成:2-甲基-4-氯-1,5-苯并硫氮杂(2a)、2-氯-4-甲基-1,5-苯并硫氮杂(3a)、2-二氯甲基苯并噻唑(5)、2-三氯甲基苯并噻唑(6)和2-甲基-1,5-苯并硫氮杂-4(5H)-酮盐酸盐(4).2-甲基-4-氯-1,5-苯并硫氮杂与醇钠反应生成相应的2-甲基-4-烷氧基-1,5-苯并硫氮杂外,还可以分离到它的2,4-异构体,2-烷氧基-4-甲基-1,5-苯并硫氮杂.产物的结构均经元素分析、红外光谱、^1H和^1^3C核磁共振谱和质谱鉴定.

Studies on ground and excited reactions of 2-methyl-1,5-benzothiazepines I: Chlorinations of 2-methyl-1,5-benzothiazepin-4(5H)-one and nucleophilic substitutions of 2-methyl-4-chloro-1,5-benzothiazepine

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.