Preparation and Reactions of 5-Carbethoxythieno [3, 2-b] pyrrole and Some of Its Derivatives1, 2

WW Gale, AN Scott, HR Snyder

Index: Gale,W.W. et al. Journal of Organic Chemistry, 1964 , vol. 29, p. 2160 - 2165

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Citation Number: 25

Abstract

The preparation of 5-carbethoxythieno [3, 2-b] pyrrole (IIIb) is accomplished by condensation of 2-methyl-3-nitrothiophene (I) with diethyl oxalate followed by stannous chloride reduction of the product, ethyl 3-nitrc-2-thienylpyruvate (IIb), in an over-all yield of 4770. A similar procedure gives rise to 2, 5-dicarbethoxythieno-[3, 2-b] pyrrole (XIY) from 2-methyl-3-nitro-5- carbethoxythiophene (XII) in an over-all yield of 38%. Some typical electrophilic, aromatic ...