作者:Charles O. Okafor、Raymond N. Castle
DOI:10.1002/jhet.5570200141
日期:1983.1
3(2H)-one (22). Concentrated hydrochloric acid-catalysed cyclization of 22 gave the non-rearranged 7-methoxy-2,3,6-triazaphenothiazin-1(2H)-one. The action of compound 22 in refluxing glacial acetic acid gave, on the other hand, 7-methoxy-2,3,6-triazaphenothiazin-4(3H)-one via a Smiles rearrangement. These cyclized compounds are the first known derivatives of the new 2,3,6-triazaphenothiazine ring
用2-氨基-6-甲基吡啶-3-硫醇处理2,3-二氯喹喔啉,得到2,3-双(2-氨基-6-吡啶啉-3-硫基)喹喔啉的混合物(16,R = H,CI )和通过分步结晶分离的2,3-双(N,N-二甲基氨基)喹喔啉(15,R = H,CI)。3-氨基-6-甲氧基吡啶-2(1 H)-硫酮(9)与4,5-二氯哒嗪-3(2 H)-一(21)的相似反应得到4-氯-5-(3-氨基-6-甲氧基吡啶基-2-硫代吡啶并-3(2 H)-一(22)。浓盐酸催化的22环化反应得到未重排的7-甲氧基-2,3,6-三氮杂吩噻嗪-1(2 H)-一。另一方面,化合物22在回流的冰醋酸中的作用通过Smiles重排给出了7-甲氧基-2,3,6-三氮杂吩噻嗪-4(3 H)- 。这些环化的化合物是新的2,3,6-三氮杂吩噻嗪环系统的第一个已知衍生物。