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KMID : 1059520070510030244
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Journal of the Korean Chemical Society
2007 Volume.51 No. 3 p.244 ~ p.250
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Synthesis of Potential Anticancer 6-Allylthio-3-aminopyridazine Derivatives
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Park Eun-Hee
Park Myung-Sook
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Abstract
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A series of new 6-allylthio-3-aminopyridazine derivatives was synthesized through allylthiolation, amination and expected for anti-tumor activity. The pyridazine nucleus was obtained by condensing hydrazine monohydrate with maleic anhydride. 3,6-Dichloropyridazine was synthesized from 3,6-dihydroxypyridazine by treating with POCl3. 6-Allylthio-3-chloropyridazine was prepared from the reaction of 3,6-dichloropyridazine with allylmercaptan and sodium hydroxide. The heterocycles with nitrogen nucleophile such as morpholine, piperazine, pyrazole, imidazole, pyrrolidine, piperidine, perhydroazepine, and perhydroazocine were introduced into 3-position of pyridazine ring. The substitution reaction of 6-allylthio-3-chloropyridazine with heteroamines was performed by refluxing for 24~48 h in n-buthanol with NH4Cl
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KEYWORD
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Amination, Substitution, Aminopyridazines, Heterocyclopyridazines
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