複素環化合物のチオシアノ化反応に関する研究(第3報)Imidazo[2,1-b]-benzothiazoleおよびThiazolo[3,2-a]benzimidazole誘導体の合成とそれらのチオシアノ化およびブロム化反応

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2-Methylimidazo [2,1-b] benzothiazole (III_1) was prepared in a good yield by heating 2-imino-3-(2-propynyl)-2,3-dihydrobenzothiazole hydrobromide (II) obtained from 2-aminobenzothiazole (I) and propargyl bromide with two equivalent amounts of sodium ethoxide in ethanol. Three kinds of 2-phenylimidazo [2,1-b] benzothiazoles (III_<2-4>) were obtained in a good yield by treatment of I with phenacyl bromide in butanol for 2 hr at 110-115°. Thiocyanation of III_<1-4> was carried out by the bromine method and the urea method, and the corresponding 3-thiocyanato derivatives (IV_<1-4>) were obtained in a good yield. 3-Methylthiazolo [3,2-a] benzimidazole (VIII) was prepared in a good yield from 2-(2- propynylthio) benzimidazole hydrobromide (VII・HBr) and two equivalents of sodium ethoxide. Thiocyanation of VIII and the corresponding 3-phenyl derivatives (X_<1-3>) did not proceed, the starting materials being recovered, whereas 2-bromo derivatives (XI<1-4>) were obtained in a good yield by bromination of VIII and X_<1-3>.
公益社団法人日本薬学会の論文
1972-08-25