引用本文:
Qian ZHANG, Ying CHEN, Yun Hong ZHENG, Wan Yun SHENG, Peng XIA, Yi XIA, Zheng Yu YANG, Kuo Hsiung LEE. The Synthesis of 7-[1-Aza-2-(dimethylamino)vinyl]-4-methylhydroquinolin-2-ones and their Isomerism in Different Solvents[J]. Chinese Chemical Letters,
2001, 12(1): 11-14.
Citation: Qian ZHANG, Ying CHEN, Yun Hong ZHENG, Wan Yun SHENG, Peng XIA, Yi XIA, Zheng Yu YANG, Kuo Hsiung LEE. The Synthesis of 7-[1-Aza-2-(dimethylamino)vinyl]-4-methylhydroquinolin-2-ones and their Isomerism in Different Solvents[J]. Chinese Chemical Letters, 2001, 12(1): 11-14.
Citation: Qian ZHANG, Ying CHEN, Yun Hong ZHENG, Wan Yun SHENG, Peng XIA, Yi XIA, Zheng Yu YANG, Kuo Hsiung LEE. The Synthesis of 7-[1-Aza-2-(dimethylamino)vinyl]-4-methylhydroquinolin-2-ones and their Isomerism in Different Solvents[J]. Chinese Chemical Letters, 2001, 12(1): 11-14.
The Synthesis of 7-[1-Aza-2-(dimethylamino)vinyl]-4-methylhydroquinolin-2-ones and their Isomerism in Different Solvents
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-hydro-quinolin-2-one 3 and 7-[1-aza-2-(dimethylamino)vinyl]-4,6-dimethylhydroquinolin-2-one 4, respec-tively. 1H-NMR analysis in different solvents indicated that isomerism occurred due to hindered rotation around the (CH3)2N-C:N σ-bond. The rotational energy barrier of 3 was calculated.
English
The Synthesis of 7-[1-Aza-2-(dimethylamino)vinyl]-4-methylhydroquinolin-2-ones and their Isomerism in Different Solvents
Abstract:
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-hydro-quinolin-2-one 3 and 7-[1-aza-2-(dimethylamino)vinyl]-4,6-dimethylhydroquinolin-2-one 4, respec-tively. 1H-NMR analysis in different solvents indicated that isomerism occurred due to hindered rotation around the (CH3)2N-C:N σ-bond. The rotational energy barrier of 3 was calculated.
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