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Raney nickel reductions

Part II. Thioindigo, 6∶6′-diethoxythioindigo and thioindoxyl
  • G. N. Kao
  • B. D. Tilak
  • K. Venkataraman
Article
  • 56 Downloads

Summary

The action of Raney alloy and aqueous alkali on thioindigo, 6∶6′-diethoxythioindigo and thioindoxyl has been studied with the result that a new method for the preparation of diphenacyl and its derivatives has become available. Other products which were isolated were benzoic acid and 1∶4-diphenylbutane; the latter was formed when excess of Raney alloy was used. 6∶6′-Diethoxythioindigo gave 4∶4′-diethoxydiphenacyl (V) in 79% yield andp-ethoxybenzoic acid. Thioindoxyl and acetophenone on similar treatment also gave benzoic acid.

4∶4′-Diethoxydiphenacyl has been converted into 2∶5-bis-p-hydroxyphenylfuran (VII), 2∶5-bis-p-ethoxyphenylfuran (VI) and 1-p-chlorophenyl-2∶5-bis-p-ethoxyphenylpyrrole (VIII).

Keywords

Benzoic Acid Hydron Concentrate Sulphuric Acid Raney Nickel Aqueous Alkali 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Indian Academy of Sciences 1950

Authors and Affiliations

  • G. N. Kao
    • 1
  • B. D. Tilak
    • 1
  • K. Venkataraman
    • 1
  1. 1.Department of Chemical TechnologyUniversity of BombayBombayIndia

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