Abstract
The kinetics of the reactions of some 2-methoxy-3-nitro-5-X-thiophenes (Ia–g; X = H, CONH2, CO2Me, Ac, SO2Me, CN, or NO2) with piperidine and with n-butylamine in benzene have been measured in the range 20–40 °C. The reactions with piperidine are catalysed by piperidine, being third-order overall (second-order in amine). The electronic effects of the 5-substituent on the ‘catalytic’ constants are shown to be most consistent with the SB-GA mechanism of base catalysis in benzene.
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