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The Synthesis of 7-[1-Aza-2-(dimethylamino)vinyl]-4-methylhydroquinolin-2-ones and their Isomerism in Different Solvents 被引量:3

The Synthesis of 7-[1-Aza-2-(dimethylamino)vinyl]-4- methylhydroquinolin-2-ones and their Isomerism in Different Solvents
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摘要 The reaction of 7-amino-4-methyl-2(1H)-quinolone 1 and its 6-methyl derivative 2 with Vilsmeier reagent (DMF and POCl3) afforded 7-[1-aza-2-(dimethylamino)vinyl]-4-methyl-hydroquinolin-2-one 3 and 7-[1-aza-2-(dimethylamino)vinyl]-4,6-dimethylhydroquinolin- 2-one 4, respec-tively. H-1-NMR analysis in different solvents indicated that isomerism occurred due to hindered rotation around the (CH3)(2)N-C:N o -bond. The rotational energy barrier of 3 was calculated. The reaction of 7-amino-4-methyl-2(1H)-quinolone 1 and its 6-methyl derivative 2 with Vilsmeier reagent (DMF and POCl3) afforded 7-[1-aza-2-(dimethylamino)vinyl]-4-methyl-hydroquinolin-2-one 3 and 7-[1-aza-2-(dimethylamino)vinyl]-4,6-dimethylhydroquinolin- 2-one 4, respec-tively. H-1-NMR analysis in different solvents indicated that isomerism occurred due to hindered rotation around the (CH3)(2)N-C:N o -bond. The rotational energy barrier of 3 was calculated.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2001年第1期11-14,共4页 中国化学快报(英文版)
关键词 7-[1-aza-2-(dimethylamino)vinyl]-hydroquinolin-2-ones ISOMERISM H-1-NMR Aza-2-(dimethylamino)vinyl]-hydroquinolin-2-ones isomerism 1H-NMR.
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