The Mannich Reaction of 4-Methylacetophenone with Aromatic Aldehydes and Aromatic Amines

Chem. J. Chinese Universities ›› 2000, Vol. 21 ›› Issue (11): 1694.

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The Mannich Reaction of 4-Methylacetophenone with Aromatic Aldehydes and Aromatic Amines

YANG Da-Cheng¹, ZHANG Guo-Lin², YANG Yu³, ZHONG Yu-Guo³

1. School of Chemistry and Chemical Engineering, Southwest China Normal University, Chongqing 400715, China;
2. School of Pharmacy, Zhejiang University, Hangzhou 310031;
3. Schoolof Pharmacy, West China Universityof Medical Science, Chengdu 610041, China

Received:1999-07-12 Online:2000-11-24 Published:2000-11-24

Abstract

Abstract: In the presence of catalytical amount of concentrated hydrochloric acid, 4 methylacetophenone can react directly with benzaldehyde, 4-methylbenzaldehyde and some aromatic amines in ethanol solution at 26~32 ℃ to afford 1-(4-methylphenyl)-3 aryl-3-arylamino-1-propanones with 61%~96% yield. There are seven new compounds among the 17 substances prepared. The IR and ¹H NMR spectra and elemental analyses of these Mannich bases are given and they are consistent with the structures of these compounds.

Key words: Mannich reaction, Mannich bases, Aromatic aldehydes, Aromatic amines, 4-Methylaceto-phenone

CLC Number:

O621

TrendMD:

YANG Da-Cheng, ZHANG Guo-Lin, YANG Yu, ZHONG Yu-Guo . The Mannich Reaction of 4-Methylacetophenone with Aromatic Aldehydes and Aromatic Amines[J]. Chem. J. Chinese Universities, 2000, 21(11): 1694.

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The Mannich Reaction of 4-Methylacetophenone with Aromatic Aldehydes and Aromatic Amines

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