Intermediates Formed in the Reaction of Benzenethiol or t-Butylthiobenzene with Ethyl Benzoylacetate in Polyphosphoric Acid

H Nakazumi, S Watanabe, T Kitaguchi…

Index: Nakazumi; Watanabe; Kitaguchi; Kitao Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 3 p. 847 - 851

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Citation Number: 11

Abstract

The reaction of benzenethiol with ethyl benzoylacetate in polyphosphoric acid (PPA) at low temperature gave mainly ethyl 3-phenyl-3, 3-bis (phenylthio) propionate 8 as an intermediate in the synthesis of thioflavones, while that from t-butylthiobenzene under similar conditions gave ethyl 3-(phenylthio) cinnamate 7 as a major product and many by-products. The reaction constant for intramolecular cyclic condensation of 7 in 98% sulfuric acid was ...

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