Wu Chun-xin
2003
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Journal
Journal of Chemical Engineering of Chinese Universities
Abstract
A new method of synthesis 3,4-dihydro-2(1H)quinolinone derivatives was investigated with higher yield and simpler operation. Its yield of each step is between 86.5%~99.6%. The title compounds were prepared starting from aniline and 3-chloropropionyl chloride, via cyclizing, nitration, reduction, diazation and hydrolysis. They are 6-nitro-3,4-dihydro-2(1H)quinolinone, 6,8-dinitro-3,4-dihydro-2(1H) quinolinone, 6-amino-3,4-dihydro-2(1H)quinolinone, 6,8-diamino-3,4-dihydro-2(1H)quinolinone, 6-amino- 8-nitro-3, 4-dihydro-2(1H)quinolinone, 6-hydroxy-3,4-dihydro-2(1H)quinolinone and 6-hydroxy-8-nitro-3, 4-dihydro-2(1H)quinolinone. Among them, 6-amino-8-nitro-3,4-dihydro-2(1H)quinolinone and 6-hydroxy-8 -nitro-3,4-dihydro-2(1H)quinolinone are two new compounds and their synthesis method haven抰 been mentioned in literatures. All these derivatives of 3,4-dihydro-2(1H)quinolinone were characterized by MS and / or 1HNMR.