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Citation: He Da-Yan, Xing Qi-Yi, Jin Sheng, Lu Mu-Jian. KINETIC STUDY OF THE MANNICH REACTION OF 3-THIOLCOUMARIN WITH DIPHENYLAMINE[J]. Acta Physico-Chimica Sinica, ;1990, 6(06): 699-705. doi: 10.3866/PKU.WHXB19900612 shu

KINETIC STUDY OF THE MANNICH REACTION OF 3-THIOLCOUMARIN WITH DIPHENYLAMINE

1.
Department of Chemistry; Peking University

Received Date: 2 April 1989
Available Online: 15 December 1990

A kinetic study of the Mannich reaction of 3-thiolcoumarin with diphenylamine was studied. It was found that the mechanism of this reaction is different from the classical mechanism of Mannich reaction. 3-Thiolcoumarin first condenses with form-aldehyde to produce 3-hydroxy-methylthiocoumarin which then reacts with diphenyl-amine with the formation of the a-aminomethylated thioether. The reaction appears to be third order at low concentrations (below 0.2 mol·L~(-1)) and first order at higher concentrations (above 0.35 mol·L~(-1)) of the acetic acid used in the acid catalysis.
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