Tetrahedron

Phosphoramides—V11Part IV: EB Pedersen, Acta Chem. Scand. B31, 261 (1977).: Synthesis of 4, 6-bis (dimethylamino) thieno [2, 3-b] pyridines by an HMPT induced …

EB Pedersen, D Carlsen

Index: Pedersen,E.B.; Carlsen,D. Tetrahedron, 1977 , vol. 33, p. 2089 - 2092

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Citation Number: 15

Abstract

2-Acetamido-3-thiophenecarboxylic acid ethyl esters 1 have been heated in HMPT to reflux temperature to produce 4, 6-bis (dimethylamino) thieno [2, 3-b] pyridines 7. Substituents in the 4 position of the thiophene ring were found to exert steric hindrance on the reaction. Only a multistep mechanism can account for the product 7. The intermediates 2–5 were also isolated in the reaction of 1a with HMPT.